32789 Zip Code FL 3 Car Garage Real Estate, Homes for Sale

5 Beds ⋅ 5 Baths ⋅ Lake Maitland SubDv. ⋅ 32789 Zip Code

Privately nestled on 1.32 acres (1.1+ acres HIGH & DRY) along the tranquil shores of Lake Temple, this remarkable residence is a true compound where architecture, craftsmanship, and nature exist in perfect balance. Completed in 2019 by Gallimore Homes and enhanced with more than $300K in upgrades, this home was designed to feel secluded and private while serving as the ultimate destination for entertaining. This unique property offers a 4,060+ SF main residence (4 beds / 3.5 baths plus bonus room for a future 5th bedroom), a detached 480+ SF guest house (1 bed / 1 bath), and resort-style outdoor living overlooking peaceful water views and a rolling backyard. Designed for exceptional privacy, the home is positioned well back from the street and buffered by mature landscaping, a private courtyard wall with a security gate, and hurricane-impact windows and doors throughout. Additional highlights include an oversized three-car garage, parking for 15+ vehicles, and space to park a boat or RV next to the conservation area. Inside, soaring ceilings and premium finishes create an immediate sense of warmth and sophistication. Ten-foot-tall EuroWall folding glass doors span 15 feet across the great room, seamlessly blending indoor and outdoor living while framing beautiful backyard and water views. The chef's kitchen showcases professional-grade Sub-Zero and Wolf appliances, an oversized gathering island with prep sink, ice maker, waterfall countertops, a 48-inch Wolf six-burner dual-fuel range, dry bar with refrigerated drawers, and a spacious walk-in pantry. The open-concept design flows effortlessly into the great room and dining area, making everyday living and entertaining equally inviting. The split-bedroom floor plan offers exceptional privacy, highlighted by a spacious first-floor primary suite with 2 walk-in closets (totaling 175+ SF) and a spa-inspired bath. The first floor also includes a guest suite, two additional bedrooms with a Jack-and-Jill bath, and a powder/pool bath with access to the lania. Upstairs, the bonus room provides flexibility for a media room, game room, home office, and pre-plumed for a bath and kitchenette for a future 5th bedroom. Equally impressive is the detached guest house, complete with its own covered front porch, full kitchen, living room, bedroom, full bath, and beautiful backyard views…ideal for multigenerational living, extended guests, a private office, or long-term visitors. The covered lanai was designed for year-round outdoor living with three Phantom Screens spanning nearly 45 feet, an authentic Argentine wood-fired grill, and a built-in wet bar. The heated saltwater infinity-edge pool features a sun shelf, LED lighting, and a composite wood sun deck overlooking the water. The expansive lawn gently slopes to the shoreline beneath a magnificent 100+ year-old oak tree, enhanced by mature landscaping and landscape lighting that creates an unforgettable setting for intimate evenings and large-scale gatherings too. Located less than three miles from Interlachen Country Club and a few blocks from the Winter Park Racquet Club, this property offers a rare combination of privacy, flexibility, and estate-style living on more than an acre of waterfront in Winter Park. (*Ask for a Floorplan, List of Improvements, and Survey. Click the Virtual Tour link to see a video of the property! )

2525 Temple Drive, Winter Park

$3,275,000

5 Beds ⋅ 6 Baths ⋅ Flora Park 2nd Add SubDv. ⋅ 32789 Zip Code

1811 Oneco Avenue — an architectural presence unlike anything around it. A canopy of mature pines and oaks lines the approach, and the home reveals itself at the end of a quiet dead-end street. Step inside — more than 4,500 square feet across three levels. The foyer sets the tone — twin chandeliers above, white oak floors below. The eye is pulled past the curved staircase, straight into the gathering room, where French-pane glass opens the wall to a full-length lanai. The gathering room is the center the rest of the home answers to. A floor-to-ceiling fireplace anchors the space, framed by twin illuminated arches with chevron oak detailing and custom built-ins. The kitchen is a destination. Custom floor-to-ceiling white oak cabinetry. A statement fluted island wrapped in stone commands the center beneath brass pendants. A Viking gas range, double ovens, and custom hood complete a space designed to be lived around as much as admired. Coffee becomes conversation. Ordinary evenings become occasions. Behind the kitchen, a scullery reveals one of the most thoughtful luxuries — rich custom wood detailing, wine refrigeration, and dedicated prep space. The dining room sits beneath a vaulted ceiling with exposed beams, warm wood detailing, and a statement fixture above the table, a full wall of glass drawing a picturesque setting into every gathering. The primary suite is the most personal expression of luxury. A tray ceiling crowns the room while an alabaster chandelier casts a warm glow across the space. Beyond frosted glass doors, the bath unfolds in marble, warm brass, designer lighting, and custom cabinetry — a freestanding soaking tub anchoring the room, an oversized walk-in shower beyond. Dual custom walk-in closets complete the suite, the dressing room anchored by a center island beneath floor-to-ceiling cabinetry. Off the foyer, a steel-and-glass door reveals one of the home's most unforgettable spaces, walls of windows flooding the interior with natural light. With its own bath and walk-in closet, it serves just as easily as a fifth bedroom. Then the powder bath — scenic mural wallpaper climbs above elegant paneling, a sculptural fluted marble vanity beneath wall-mounted brass fixtures. Unforgettable. Beyond the glass, the home extends into its finest space. A full-length covered lanai runs beneath wood-clad ceilings, opening to a fully equipped outdoor kitchen with grill, beverage refrigeration, and storage. Beyond it, the pool stretches long and clear, framed in natural stone, a fire feature anchoring the lounge. Mature greenery closes the yard on every side — neighbors behind, never beside. A third of an acre of privacy this close to Park Avenue is its own kind of rare. This is the heart of Winter Park's 32789 — minutes from Park Avenue, in one of the area's most sought-after school zones: Lakemont Elementary, Maitland Middle, Winter Park High. Five bedrooms. Five and a half baths. More than 4,500 square feet. A three-car tandem garage. New construction, complete and ready. You can find another new-construction home. You will not find this lot, this design, and this floor plan together again at this number. Come see it. You will not forget it. Schedule your showing today.

1811 Oneco Avenue, Winter Park

$6,700,000

4 Beds ⋅ 3 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

Stunning Custom Estate on the Shores of Lake Osceola

405 Lakewood Drive, Winter Park

$779,000

3 Beds ⋅ 3 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Rare Winter Park gem, nestled between Lake Baldwin and the heart of Winter Park. This fully refreshed, single-story home features brand-new interior and exterior paint, complemented by newly refreshed landscaping. Offering 3 bedrooms and 3 full bathrooms, the highly desirable split floor plan includes two primary suites. The main primary suite boasts an updated shower, vanity, and a spacious walk-in closet. The second suite features a garden tub with shower and its own walk-in closet. The updated kitchen is equipped with floor-to-ceiling cabinets for ample storage and a custom built-in kitchen nook with bench seating. Additional highlights include a cozy fireplace, laminate flooring, plantation shutters, an air-conditioned laundry room, and an incredible oversized 3-car garage. Enjoy Florida’s outdoor living year-round with a screened porch and a spacious, fully fenced backyard. Superb location under a half-mile to Baldwin Park, 2.5 miles to Park Avenue, and 3 miles to Rollins College. Zoned for highly rated Winter Park schools and situated just moments from the Lake Baldwin dog park.

1871 Barker Drive, Winter Park

$4,250,000

4 Beds ⋅ 6 Baths ⋅ Alexander Place SubDv. ⋅ 32789 Zip Code

Envisioned by acclaimed architect Phil Kean and originally commissioned as the International Showcase Home for the National Association of Home Builders, this award-winning contemporary estate is a masterclass in modern design. Tucked away on a prestigious cul-de-sac between Lake Osceola and the iconic Alfond Inn, the residence offers unparalleled privacy just two blocks from Park Avenue's world-class amenities. A striking entryway with 10-foot mahogany doors reveals a secluded courtyard oasis, featuring a sparkling pool framed by lush Signature landscaping. Inside, expansive living spaces with soaring 14-foot ceilings and a dramatic 40-foot gallery wall flow seamlessly to the outdoors, creating an effortless connection between interior elegance and open-air entertaining. The sleek, state-of-the-art kitchen is curated with premium Monogram, JennAir, and Gaggenau appliances, complemented by a sophisticated wet bar and an intimate media lounge. Ascend the floating staircase or private elevator to the primary sanctuary, which exclusively commands the entire second level. This lavish retreat features a spa-inspired bath with a smart-controlled shower, an oversized marble vanity, and three private terraces. The estate is further elevated by a first-floor guest suite, an executive office, a fitness studio with an en-suite steam shower, and a versatile poolside casita. Integrated smart home technology, automatic Lutron shades, whole-house generator and a three car garage provide ultimate modern convenience. Every element of this residence reflects intentional design, innovation, and timeless elegance, embodying the pinnacle of world-class Winter Park living.

229 Alexander Place, Winter Park

$3,395,000

6 Beds ⋅ 8 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

Come tour this brand new, elaborately finished luxury home in Winter Park! Designed and constructed by a well-established, award-winning custom home builder, no expense has been spared. This home is truly a leader in its class! Located just a short walk to the esteemed Audobon K-8 school, East End market, restaurants, shopping, Blue Jacket Park, Baldwin Park. Just a short drive to Park Avenue restaurants and shopping. As you pull up to this vast estate home, the dimensional architectural detail on the home on a huge lot boasts a commanding presence. The 12 foot ceilings on the first floor and 10 foot ceilings on the second floor give the home a voluminous feel throughout. The first floor features a huge master suite with an accessible washer and dryer off the giant walk-in closet, plus an additional full guest suite and separate office. The gourmet kitchen features luxury custom cabinets, an accent island with exotic granite counter tops. Thermador appliances outfit the main kitchen as follows: Large 30” refrigerator and 30” freezer towers, 48” dual oven gas range with ornamental hood, dishwasher and microwave drawer. Flanking the main kitchen is a spacious Butler’s pantry with its own sink, refrigerator and dishwasher. Just off the Butler’s pantry is both a mudroom just inside the garage, and additional air-conditioned storage room. Over the garage is a separate bonus/flex room with its own full bath and closet. Upstairs is a huge loft living area plus three full bedroom suites and laundry room. The home is ornamented with expensive fit and finishes as follows: extensive architectural ceiling detail with cove lighting, lighting fixtures, plumbing fixtures, hardware, tile, level 5 smooth drywall finishes, designer wallpaper, and more! Designed with energy efficiency in mind, Natural gas fuels two tankless water heaters, the kitchen range, summer kitchen grill and pool/spa heater. Elaborate landscaping provides beautiful accents and plenty of privacy in the rear outdoor living area. Outdoor living includes a huge covered lanai with retractable screens, summer kitchen, and heated salt-water swimming pool with integrated spa and pool deck, plus outdoor shower and separate pool bath. 10' tall pocket sliding glass doors can open the great-room wall completely to integrate your indoor and outdoor entertaining. Great fortune comes to those who TAKE IMMEDIATE ACTION when opportunity presents itself! Come tour your magnificent new luxury home today!

2905 Parkland Drive, Winter Park

$4,900,000

5 Beds ⋅ 6 Baths ⋅ Woodmere Terrace Rep SubDv. ⋅ 32789 Zip Code

A pristine location in the Vias of Winter Park, this refined Santa Barbara-inspired Mediterranean estate rests on nearly half an acre — a rare double lot. A 2006 custom build by Maroon Fine Homes and renovated in 2024 by Greg Hardwick, this estate blends timeless architecture with comfortable sophistication and functionality. A stone’s throw to the celebrated shops and dining of Park Avenue, Rollins College, Winter Park Golf Course, and the serene beauty of Kraft Azalea Gardens, the location is simply unrivaled. This extraordinary residence spans nearly 5,000 sf with a flowing floor plan designed for entertaining and everyday living. Solid wood artisan arched doors anchor the inviting foyer with porcelain marble tile, volume ceilings, and a sleek iron circular staircase as a focal point. An open dining and intimate living room layout are flanked by windows and clear view doors, which bring in natural light. The spaces share a unique temperature-controlled wine cellar finished with seamless glass and ambient lighting, adding a dramatic touch for the discerning enthusiast. The main level centers around a spacious kitchen that enjoys a dedicated eat-in space and counter seating, with a family room that overlooks the expansive backyard. A dedicated wet bar and first-floor bonus room make this home ideal for hosting at any scale. The outdoor living rivals a 5-star resort, recently reimagined in 2026 by Signature Landscaping. An immense new pool with a sun shelf anchors the outdoor living experience, surrounded by a lush turf courtyard, sport court, and a covered lanai with generous pavered decking and a summer kitchen. A cozy gas fire pit with casual seating invites you to take in the evening breezes. Privacy abounds with mature Japanese blueberry trees and Podocarpus hedges. A dedicated side yard dog run completes this outdoor haven. The main floor is home to the first-floor primary suite, with privacy doors separating this section of the home. It is a true retreat unto itself, offering a sunlit sitting area with doors leading to the backyard, a beautifully appointed bath, a dedicated home office, and two custom-fitted walk-in closets, one of which includes a secondary laundry area. The spa-inspired bathroom has it all, featuring a generous shower with a soaking tub within the enclosure for the ultimate relaxation experience. A first-floor guest suite, thoughtfully designed with a split-plan layout, provides privacy for visitors, while three additional ensuite bedrooms and a bonus landing are located upstairs. The oversized three-car side-loading garage is air-conditioned and features upgraded flooring, while a generous circular drive and mature front hedge offer a gracious arrival experience and an added layer of privacy. A rare convergence of premier location, architectural distinction, and meticulous renovation — this is Winter Park luxury living at its finest.

1180 Via Lugano, Winter Park

$5,600,000

5 Beds ⋅ 6 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code

This elegant transitional French Provincial residence was the feature home in the Orlando Museum of Art's 2022 "mystery home tour" and is located on a large, elevated corner lot in a quiet and secluded area in the Via’s of Winter Park. This residence has been significantly enhanced inside and out by the current owner. The home features 5,200 square feet of living space and 800+ square feet of outdoor space with 5 bedrooms, 5 bathrooms ensuite, 1 half bathroom, 3 car garage, pool, patio and professionally landscaped yard and lighting. Upon entry, you are welcomed through the exquisite foyer where you instantly notice the craftsmanship and expert care that went into the custom carpentry and crown molding details throughout. To the left of the foyer is an elegant and intimate parlor with grass cloth wallpaper, a gas vented fireplace and built-in bookshelves. To the right of the foyer is the formal dining room with beautiful hand painted wallpaper and an adjacent butler’s pantry. Past the foyer you are led to a spacious and grand formal living room with 6 new French iron doors that flow out to a covered brick porch and picturesque back yard & pool. Designed with entertainment in mind, the adjoining chef’s kitchen includes newly painted custom cabinetry, a Sub-Zero/Wolf appliance package, a grand center island and a walk-in pantry. Built in desk and casual dining area all open to the adjoining beamed ceiling family room with gas vented fireplace and additional French doors that lead to street side patio with new awnings. First floor master retreat overlooks the pool & yard and features 14-foot wood beam vaulted ceilings. The oversized master bath with double custom lacquered vanities made in Palm Beach, mosaic marble shower and a Waterworks free standing tub, brushed brass fixtures, and walk in closet. The second-floor features nine-foot ceilings with four bedrooms (one which was converted to a beautiful women’s dressing room) and four ensuite bathrooms, covered balcony adjoining two bedrooms, two built in desks and bookshelves for office/study time and large media room with big screen tv and wet-bar. There are also two laundry rooms, one upstairs and one downstairs. Attic space inside the home and inside the garage. Recent upgrades include slate roof/swooped decorative copper roof with chimney caps, complete chimney rebuild, nine iron French doors, white oak tongue and grove hardwood floors, renovated master bath and two ensuite baths, two new HVAC home units and a new garage mini-split air conditioner. This home offers boat access to the Winter Park chain of lakes and is within short distance of the Winter Park Racquet Club. It’s also a bike ride away and a short drive to the Interlachen Country Club and Park Avenue shopping and dining district. The property is zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. One or more rooms virtually staged

2228 Azalea Place, Winter Park

$2,800,000

3 Beds ⋅ 4 Baths ⋅ Morse & Pennsylvania Twnhms SubDv. ⋅ 32789 Zip Code

Hidden Gem! Designed and built by the acclaimed Phil Kean Design Group, this exceptional luxury townhome offers modern living in one of Downtown Winter Park’s most desirable locations. Situated in the heart of Hannibal Square and just three blocks from Park Avenue, this residence places premier dining, shopping, galleries, museums, Central Park and year-round community events within easy walking distance. Thoughtfully designed with both style and functionality in mind, the home showcases high-end finishes throughout including rich Brazilian walnut flooring, oversized 24 x 48 ceramic tile, coffered ceilings, quartz countertops, custom cabinetry and premium stainless-steel appliances. The chef’s kitchen is anchored by an eight-burner Wolf gas range and a Sub-Zero refrigerator, paired with a hidden pantry discreetly concealed behind custom cabinetry. A striking metal staircase serves as a central architectural feature, adding a contemporary design element that complements the home’s clean lines and sophisticated aesthetic. The open-concept floor plan is filled with natural light, enhanced by expansive windows throughout that frame peaceful green views and mature tree-lined surroundings. The main living areas extend seamlessly to the outdoors, where a first-floor entertaining wet bar with a wine refrigerator opens directly to the private courtyard, creating an effortless indoor-outdoor flow ideal for hosting. The courtyard features a fire pit surrounded by greenery, while the balcony off the main living area includes a summer kitchen. A fenced yard offers privacy and space for pets to enjoy. Designed for today’s lifestyle, the home includes a PRIVATE ELEVATOR servicing all three floors, dual HVAC systems, two tankless water heaters hardwired security cameras and a spacious three-car garage with an electric vehicle charging station and generous storage space. RARELY AVAILABLE in Downtown Winter Park, the oversized THREE CAR GARAGE offers exceptional functionality and flexibility. The private driveway provides additional parking while abundant guest parking nearby makes entertaining easy, an uncommon convenience in a downtown setting. The primary suite occupies the third floor, offering a private retreat with separation from the main living areas. It features a very large owner’s closet filled with natural light and a dedicated vanity area, creating a functional yet refined dressing space. Two additional bedrooms and a dedicated office or den provide flexibility for working from home, accommodating guests or creating additional living space. Each bathroom has been thoughtfully appointed with quality finishes and timeless design. Tucked within a quiet enclave , this residence offers a unique balance of privacy and walkability. The property is adjacent to the recently completed $6.1 million residence of internationally respected architect Kamal Rizk further underscoring the caliber of the surrounding neighborhood. Homes of this quality and location rarely come to market, presenting a truly limited opportunity to own in one of Winter Park’s most sought-after addresses. Combining the architectural vision and craftsmanship of Phil Kean Design Group with luxury finishes, modern conveniences and an exceptional location, this residence offers sophisticated low-maintenance living in the heart of Winter Park’s most vibrant neighborhood. Furniture may convey and pricing upon request. New 10 yr. termite bond will convey with the sale.

660 W Morse Boulevard, Winter Park

$3,795,000

5 Beds ⋅ 6 Baths ⋅ Green Oaks Rep SubDv. ⋅ 32789 Zip Code

Long before this home stood gracefully on its prominent corner, it existed as a vision in the mind of master builder Keith D. Field. Conceived as the opposite of a production home, it was crafted with a builder’s eye for structural integrity, thoughtful flow, and a seamless connection between indoors and out. Set on a generous 91-foot wide lot, this custom residence offers 5 bedrooms and a floor plan that feels both substantial and inviting. A wide front veranda sets a timeless tone from the moment you arrive. Dark-framed windows and doors create a striking contrast, while manicured hedges and brick-paved drives enhance the classic curb appeal and highlight the home’s architectural details. Step inside and you immediately sense that this is more than just a beautiful house—it’s a home with a story. At its heart is the reclaimed pine flooring, sourced from a Florida bridge. Rich with character, worn in all the right ways, these floors bring a warmth and authenticity you simply cannot replicate with something new. A long, gracious foyer introduces the main living spaces. To your left, a handsome study/office with a brick fireplace offers an intimate retreat for working. To your right, a formal dining room with garden views comfortably accommodates twelve. A discreet swing door leads to a well-appointed wet bar and large walk-in pantry, which then opens into the expansive kitchen. The kitchen is the true hub of the home, anchored by coffered ceilings, an oversized island, a full suite of high-end appliances, abundant cabinetry, and extensive counter space. A light-filled dinette offers the perfect spot for casual meals. At the center of the home, an oversized great room draws everyone together with its tall brick fireplace, built-in display/bookshelves, and high ceilings that add volume without sacrificing warmth. Two bedrooms are thoughtfully located on the main level, including the primary suite, privately positioned in one of the quietest corners of the home. Filled with soft natural light, accentuating the detailed millwork that runs from floor to ceiling. The primary bath is a retreat in itself, featuring slate flooring, double vanity, claw-foot soaking tub, water closet, walk-in shower with rain head, and a massive custom walk-in closet. The second main-level bedroom functions beautifully as a guest suite or flexible space, with an en-suite bath that also serves as a pool bath, a built-in Murphy bed with integrated cabinetry. A back facing staircase leads to two additional en-suite bedrooms on the second level. At the top of the landing, a large built-in workstation creates an ideal homework or creative zone, and both bedrooms enjoy access to a full-length front balcony. At the back of the home, a separate staircase leads to the fifth bedroom—a wonderfully private suite with dormer windows, angled ceilings with beams, and its own en-suite bath. In addition to a walk-in closet, cleverly designed built-in storage along the walls ensures a place for everything. Off the great room, a covered lanai with tongue-and-groove wood ceiling and brick built-in grilling station creates a comfortable space for year-round relaxation. A 45-foot lap pool is anchored by a striking cabana with fireplace, evoking a resort-inspired setting for long afternoons, evening gatherings, and memorable celebrations. This is a rare opportunity to own a thoughtfully crafted estate where history, craftsmanship, and everyday comfort come together in perfect balance.

1600 Legion Drive, Winter Park

$4,950,000

4 Beds ⋅ 7 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Residing among the treelined streets of Winter Park, this stunning, contemporary pool home, designed and built by renowned Phil Kean, truly captures the essence of luxury living. Showcasing his signature aesthetic, the home emphasizes sleek architectural lines, refined finishes, and a seamless connection between indoor and outdoor spaces. Expansive walls of glass flood the interior with natural light and create a striking façade that embodies its contemporary elegance. The main living areas are designed for both entertaining and everyday living. A dramatic two-story living room is anchored by designer furnishings, which extend throughout the home, while the spacious dining area comfortably accommodates large gatherings. The adjacent family room continues the modern aesthetic with a built-in media wall, sleek fireplace, textured design elements, and a triple sliding door connecting the indoor and outdoor spaces. Ready for any caliber of chef, the kitchen boasts Thermador appliances, along with extensive cabinetry and countertop space, soft-close drawers, a waterfall edge island, generously sized pantry, and reverse osmosis water filtration. A private home theater on the main level offers a true cinematic experience with surround sound, custom seating, and blackout shades, along with a stylish wet bar, providing additional space for entertaining. The home’s Crestron automation system is discreetly integrated, allowing full control of lighting, climate, and technology from a single interface. Upstairs, a striking floating staircase leads to a gallery-style landing overlooking the living space below. For those exhausting days, you can instead take a ride on the elevator. The expansive primary suite features a sitting area, a custom closet, and terrace access. The spa-inspired primary bath includes dual rain showers with body sprays, a soaking tub, and dual vanities with elegant finishes. Additional second-floor amenities include a fitness room with steam shower and sauna, an additional en-suite bedroom, one of the two laundry rooms, and access to an upper-level terrace overlooking the landscaped grounds and pool. Two en-suite guest bedrooms are conveniently tucked away on the first floor for maximum privacy. Offering four bedrooms, five full bathrooms, and two half baths, the home delivers both comfort and sophistication at every turn. Thoughtfully integrated automated shades provide effortless privacy, while the advanced air purification systems and whole-home water softener complement the home's advanced smart features. This residence is offered fully furnished with curated Restoration Hardware pieces, including custom-selected furniture, lighting, rugs, and artwork that enhance its cohesive design. Outdoor living is equally impressive, with covered lanai spaces enhanced by automated roll-down screens, designer furnishings, a summer kitchen with gas grill and ventilation, and tranquil poolside views. The property also includes a split, three-car garage with a large driveway protected by a gated entrance. Completing this extraordinary dwelling is its location in the heart of Winter Park. This lakeside residence sits minutes from Park Ave Shopping, Rollins College, AdventHealth, multiple Botanical Gardens and Museums, well-rated grade schools, and highway access. Schedule your private showing today and experience the Winter Park lifestyle firsthand.

231 Chelton Circle, Winter Park

$6,000,000

5 Beds ⋅ 8 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Experience timeless elegance and deliberate craftsmanship in the heart of prestigious Winter Park. This one-of- a-kind exceptional estate offers more than 7,300 square feet across three beautifully designed levels, blending refined luxury with modern comfort. Rich architectural details include solid red oak flooring with a walnut finish, nearly 10-foot ceilings, stacked crown moldings, custom ironwork, designer lighting, and extensive millwork throughout. The gourmet kitchen is thoughtfully appointed with Viking and GE Monogram appliances, custom Busby cabinetry, an oversized island, and a butler’s pantry. It also includes multiple filtered water and ice zones designed for effortless entertaining. The spacious primary suite offers a true retreat with spa-inspired marble finishes, an oversized walk-in shower, a jetted soaking tub, and exceptional custom closet space. Additional features include a private elevator, Control4 automation, integrated audio/video/security systems, five HVAC systems, a central vacuum system, and a Generac whole-home generator. A fully finished and expansive basement level serves as a unique and exceptional extension of the home’s living and entertaining space. Designed for both relaxation and recreation, it features a game and arcade room, a full beverage center with a dishwasher, microwave, and Scotsman ice machine, a fitness area with a sauna and steam room, an additional laundry room, a creative storage center, and a private 4K theater with seating for multiple guests. Outdoors, resort-style living awaits with a saltwater pool and spa, a summer kitchen with a custom copper hood, an electric gated entry, landscape lighting, lush cascading bougainvillea, and ten mature magnolia trees creating exceptional beauty and privacy. The property also features a dog run with artificial turf. Three ventless gas fireplaces, including one on the private covered porch, add warmth and ambiance throughout the home. This home also features a whole-house water softener system. Top-rated A+ public schools are within a short walk or bike ride. Nearby highly regarded private schools include Park Maitland School, The Christ School, The First Academy, Trinity Preparatory School, Lake Highland Preparatory School, and Bishop Moore Catholic High School. Perfectly positioned within walking distance of the boutiques and dining of Park Avenue, and just minutes from the Winter Park Golf Course, Rollins College, and Advent Health Winter Park, this is a rare opportunity to own an exceptional custom estate in one of Central Florida’s most sought-after communities.

1571 Woodland Avenue, Winter Park

$2,750,000

5 Beds ⋅ 5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. The seller has just completed a full renovation. Bathrooms have been entirely gutted and updated with new tiles, fixtures, and lighting. All lighting throughout the home has been replaced, and fresh paint has been applied throughout. Situated on a spacious double lot spanning over 1/3 acres, this home offers a private retreat, complete with an impressive 18 x 40 pool. The layout features generous common areas, including a large family room, a formal living room, a separate dining room, a kitchen with an adjacent breakfast room, a dedicated home office, a loft-style office or playroom, and a cozy home theater located above the garage. The kitchen, primary bedroom, and both the family and living rooms provide stunning views of the pool and backyard. The three-car garage offers ample space for large vehicles. Beyond the pool, you’ll find a charming gazebo and a fully equipped outdoor kitchen. Built with block and stucco construction and topped with a durable tile roof designed to last up to 100 years, this home boasts incredible durability and aesthetic appeal. Combining the feel of new construction with a rare, expansive lot in a well-established neighborhood, it provides privacy, mature landscaping, and modern elegance all in one.

1630 Lasbury Avenue, Winter Park

$2,500,000

5 Beds ⋅ 6 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

Sophisticated Lakeside Living in the Heart of Winter Park! Experience the pinnacle of Florida luxury in this meticulously renovated estate, perfectly situated within walking distance of the world-class dining and boutiques of Park Avenue, views of Lake Osceola with easy lake access, with a coveted Winter Park location and top notch schools. This 5-bedroom, 4-full and 2-half-bath pool home residence offers an enviable blend of timeless architecture and modern refinement. The interior has been updated and maintained to the highest standards. The home’s open-concept floor plan is anchored by rich, newer solid wood flooring and elegant plantation shutters throughout. At the heart of the home, the chef’s kitchen is a culinary masterpiece featuring, pristine quartz countertops, high-end stainless steel Bosch appliances, natural gas range, double ovens, and a walk-in pantry. A sophisticated entertainer’s bar area off the kitchen is equipped with a 100+ bottle dual-zone wine cooler, beverage cooler, ice maker, and service sink. This area is open to the kitchen an living areas for easy entertaining or catering. The newly reimagined primary retreat is a spa-like sanctuary, showcasing white marble tile, a frameless glass shower with dual rainfall heads, a deep garden soaking tub, double vanity areas with new quartz counter tops, new mirrors and lighting and a bespoke walk-in closet. The primary walk in closet was just updated with a top of the line shelving and storage system for easy organization. The home's floor plan is thoughtfully designed for flexibility, featuring a second primary suite on the main level. Back upstairs, you will find three additional guest bedrooms and two additional full bathrooms, a versatile bonus/flex room over the garage and a private balcony offering serene lake views. The bonus room has endless possibilities and can be used as a recreation room, movie theatre, exercise room, play room, or in-law/nanny quarters as the second back staircase could be a private entry. Outdoor Oasis & Infrastructure Designed for seamless indoor-outdoor living, the rear grounds feature a covered lanai over looking the pool. The covered lanai offers a living and dining area, a newly built-in outdoor kitchen with a professional grill, and a paver-lined patio surrounding a sparkling pool and gas fire pit gazebo sitting area on the other side of pool area. Plenty of yard space to throw the football, practice soccer skills or throw the frisbee with fido!! Exceptional Features Include: Mechanical Integrity: Roof replaced in 2020; updated A/C systems (2016/2019); Rinnai tankless natural gas water heater, brand new primary bathroom, all bathrooms have been refreshed, recently updated kitchen, newer solid wood floors throughout. Storage & Utility: 3-car garage with extended bays for extra storage, oversized closets throughout, and two convenient staircases. Cozy Accents: 2 fireplaces with one being wood-burning and one gas. Three distinct breakfast/dining areas within the kitchen plus formal dining. This is more than a home; it is an invitation to the quintessential Winter Park lifestyle you have been dreaming of living!

450 Lakewood Drive, Winter Park

$695,000

3 Beds ⋅ 2 Baths ⋅ Orwin Manor Stratford Sec SubDv. ⋅ 32789 Zip Code

Welcome to this exceptional residence at 1550 Norfolk Ave, perfectly positioned in the highly sought-after Orwin Manor neighborhood of Winter Park. Set on a spacious corner lot, this beautifully maintained home offers 3 bedrooms and a rare 3-car garage, combining comfort, functionality, and timeless appeal. Inside, you’ll find rich hardwood floors, plantation shutters, and an extra-large family room ideal for both everyday living and entertaining. The updated kitchen features modern cabinetry with convenient pull-out drawers, balancing style and efficiency. This home also embraces modern sustainability solar panels power the entire property, providing clean energy year-round and the capability to continue powering the home for approximately 24 hours in the event of a power outage. Peace of mind comes from thoughtful updates, including new windows (2022), new garage doors (2023), a roof replaced in (2014), and new insulation installed in (2025) to enhance energy efficiency. Step outside to your private retreat a fully fenced backyard with a sparkling pool and spa, where the spa is heated using natural gas, offering comfort and relaxation at any time of year. An outstanding opportunity to own a well-appointed, energy-efficient home in one of Winter Park’s most desirable neighborhoods.

1550 Norfolk Avenue, Winter Park

$1,850,000

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk 43/81 SubDv. ⋅ 32789 Zip Code

Sold Data Entry Only.

1713 Elizabeths Walk, Winter Park

$1,875,000

4 Beds ⋅ 5 Baths ⋅ Lake Virginia Pt Rep SubDv. ⋅ 32789 Zip Code

Welcome to Timberlane Shores—one of Winter Park’s most desirable neighborhoods! This beautiful 4-bedroom, 4.5-bath home sits on over a third of an acre in a quiet, tucked-away location with gorgeous updated landscaping. Inside, you’ll find wide-plank hardwood floors throughout and a thoughtfully designed floor plan with separate living and dining rooms plus a spacious family room. The bright kitchen features white cabinetry with pull-out drawers, marble countertops, subway tile backsplash, and newer appliances (2018), including a Sub-Zero refrigerator and Wolf gas 4 burner range. The kitchen opens to a bright sunroom with beautiful wood-like tile floors laid in a herringbone pattern (2018). Such a great space that is filled with natural light—perfect as a casual gathering space or playroom, making this an ideal home for entertaining. The sunroom overlooks the enormous backyard space and large pool area with custom designed pavers (2023). A downstairs guest suite with full bath provides comfort and privacy, while a dedicated office with built-in desks and brand new carpet adds functionality. Upstairs, the oversized primary suite boasts a beautifully appointed bathroom with dual sinks, marble countertops, soaking tub, and separate walk-in shower, along with a custom walk-in closet. Two additional upstairs bedrooms each offer en-suite baths, including one renovated in 2021. Recent updates include new windows (2017), solid wood front door (2021), renovated bath (2021), two new AC units and duct cleaning (2024), and a new roof (2024). This exceptional home offers the perfect blend of style, comfort, and location—truly a must-see.

543 E Lake Sue Avenue, Winter Park

$2,699,000

4 Beds ⋅ 6 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Tucked within the prestigious enclave of Windsong Lakeside in Winter Park, this extraordinary estate is a masterclass in refined living—where thoughtful design, cutting-edge technology, and timeless elegance converge. From the moment you arrive, the circular drive and stately presence set a tone of quiet grandeur. Step inside, and the home unfolds with an effortless sense of scale, defined by soaring vaulted ceilings and an abundance of natural light filtering through custom windows. Every detail has been meticulously curated—from the rich new flooring installed in 2025 to the soft glow of Currey & Co. lighting that adds warmth and sophistication to each space. Designed for both comfort and control, the residence is fully integrated with a wireless home automation system, allowing seamless management of lighting, climate, security, and more. Three A/C units ensure optimal comfort, while a new tankless water heater, water softener, and whole-home surround sound system elevate everyday living. A comprehensive security camera system and ADT Home Control provide peace of mind with modern convenience. Each of the four bedrooms is a private sanctuary, complete with its own en-suite bath, offering an elevated sense of privacy for residents and guests alike. The primary suite is a retreat unto itself, featuring custom built-in storage and electric storm shutters with blackout capability. The spa-inspired primary bath showcases a dual Grohe shower system, thermostatic auto tub filler and integrated TV - creating an environment of indulgence and serenity. At the heart of the home lies a newly renovated (2025) chef’s kitchen—an exquisite blend of form and function. Outfitted with premier appliances including a Wolf six-burner gas range, Sub-Zero refrigerator, Monogram built-in microwave, and dual dishwashers, the space is designed for both intimate meals and grand entertaining. Custom cabinetry with integrated lift features, dual sinks, filtered water dispenser, and elegant stone countertops complete this culinary haven. The living room invites relaxation with its newly renovated gas fireplace (2025), while a dedicated office offers bespoke built-in cabinetry with marble surfaces and glass shelving—ideal for sophisticated work-from-home living. Upstairs, the home transforms into an entertainment destination, complete with a projector theatre setup, wet bar, additional powder bath, and extensive storage. A dedicated A/V closet and the potential for an upstairs laundry add both function and flexibility. Outdoors, a private resort-style oasis awaits. The backyard has been completely reimagined, featuring lush turf, a sun deck platform, and even an in-ground trampoline—blending luxury with playfulness. The saltwater pool and spa, enhanced with upgraded LED lighting and a new heater (2025), were fully refinished and redesigned in 2021 to create a serene and visually stunning escape. A fully equipped summer kitchen—complete with a built-in gas grill, dual burners, refrigerator, and screened enclosure—sets the stage for unforgettable gatherings under the Florida sky. The three-car garage is equally impressive, featuring a Wallbox Level 2 electric vehicle charger (2023), seamlessly blending luxury with modern sustainability. This is more than a home—it is a statement of lifestyle, craftsmanship, and elevated living in one of Central Florida’s most sought-after lakefront communities.

1529 Holts Grove Circle, Winter Park

$3,100,000

5 Beds ⋅ 5 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Grand Southern charm and architectural elegance define this stately residence in one of Winter Park’s most desirable neighborhoods, set along a quiet brick-lined street just steps from Lake Chelton. Positioned on nearly half an acre, the home spans over 5,200 square feet, offering 5 bedrooms, 4.5 baths, a designated office, a large, versatile media/game room, a 3-car garage, and an expansive lanai with summer kitchen and resort style pool— all brought together in a smart well-planned layout ideal for effortless everyday living and exceptional entertaining. Step inside to a beautifully curated interior where rich architectural detail and livable design come together. Extensive custom millwork—seen in detailed moldings, trim work, and built-ins—adds depth and character throughout. The entry opens to gracious living and dining spaces, complemented by an impressive 550+ bottle temperature-controlled wine room. At the heart of the home, a beautifully appointed Kitchen, featuring white wood cabinetry, a six-burner gas range, an oversized quartz island, and a delightful breakfast nook that seamlessly connects to the family room featuring custom built-ins and fireplace—creating a natural gathering space. Tucked away, the first-floor primary suite offers a spacious sitting area, a beautifully customized closet with dressing area, and a luxurious bath with marble flooring, a large double-head walk-in shower, dual vanities, a free -standing tub, and built-in linen cabinetry—designed as a calming and private sanctuary. The first level also features a private guest bedroom with en-suite bath, creating an ideal setup for friends & family. A generously sized laundry room offers abundant cabinetry and exceptional storage, making everyday tasks feel effortless. Upstairs, three spacious bedrooms and two full baths provide comfortable accommodations, with two bedrooms opening through French doors to the front double balcony—perfect for enjoying peaceful treetop views. The back of the home unfolds around a beautiful pool and spa, with French doors from multiple rooms opening to the lanai and creating a natural indoor-outdoor connection. Retractable screens allow for year-round enjoyment of the well-appointed summer kitchen, making it ideal for both relaxed evenings and easy entertaining. Other notable highlights: a whole house natural gas generator, extensive brick paver driveway & motor court, automated driveway gate, integrated sound system, security cameras and new roof 2024. Lastly, this profound property offers top rated Winter Park schools and easy access to Park Ave, Downtown Orlando, Audubon Park Garden District and Baldwin Park.

141 Glenridge Way, Winter Park

$4,300,000

4 Beds ⋅ 7 Baths ⋅ Sicilian Shores Rep 02 SubDv. ⋅ 32789 Zip Code

Presenting an extraordinary southern traditional estate in the heart of the coveted Vias of Winter Park, a residence that effortlessly blends timeless architecture with exceptional craftsmanship. This stunning home, designed by acclaimed architect Gary Hancock, made its debut as the Southeast Builder’s Conference Showhouse for two consecutive years, a testament to its design and quality. From the moment you arrive, the home’s presence is both elegant and inviting. A circular drive leads to a charming porte-cochère and an extended driveway, culminating in a three-car garage. The façade is defined by classic columns, a welcoming second-floor balcony, and eleven glowing Bevolo gas lanterns from New Orleans, while nineteen matching electric lanterns illuminate the backyard, casting a warm, timeless ambiance across the property. Inside, every detail tells a story. Reclaimed Chinese Elm wood floors, rich with character and history, flow throughout the main living spaces, perfectly complemented by soaring ceilings adorned with striking wood beams. The kitchen is both a showpiece and a workspace, outfitted with premium Thermador appliances, including a six-burner range, steam oven, warming drawer and dual integrated refrigerators. Antique ceiling tiles form a distinctive backsplash, while custom cabinetry with replicated antique float glass adds a layer of understated sophistication. A hidden walk-in pantry enhances both form and function. The kitchen opens into a grand great room anchored by a fireplace and custom built-ins, creating an ideal setting for both everyday living and entertaining. Beyond, a versatile billiards room shares a dramatic two-sided fireplace and features a full wet bar, wine refrigeration, dishwasher and an adjacent full bath, perfectly suited as a pool bath. The dining room, framed by French doors, offers serene views of the covered lanai and lush backyard. The first-floor primary suite is a private retreat designed for comfort and convenience. A fireplace anchors the space, while thoughtful amenities include a private laundry room, custom walk-in closet and a well-appointed wet bar with leathered granite counters, a Thermador fridge and a dishwasher. The primary bath serves as the main spa-like experience, featuring a marble walk-in shower, a soaking tub, and dual vanities. A second, separate full bath within the suite provides additional functionality. Upstairs, accessible by a sweeping curved staircase or elevator, you’ll find three generously sized ensuite bedrooms and a bonus room complete with a wet bar and access to the rear covered balcony while two bedrooms have access to the front covered balcony, perfect for enjoying morning light or evening breezes. A third-floor retreat, currently used as a playroom, offers endless possibilities for a home office or studio. Outdoor living is equally compelling, with a large, covered lanai overlooking a resort-style pool and expansive backyard designed for relaxation and entertaining. Ideally just minutes from the boutiques and dining of Park Avenue and within walking or biking distance to the Winter Park Racquet Club, this exceptional home is set among the tree-lined streets and distinguished estates that define the Vias, one of Winter Park’s most sought-after neighborhoods. A rare offering where classic elegance, thoughtful design and modern livability come together beautifully.

1760 Via Venetia, Winter Park

$1,688,750

5 Beds ⋅ 5 Baths ⋅ Windsong Elizabeths Walk SubDv. ⋅ 32789 Zip Code

Presenting 1705 Elizabeths Walk for the first time since original construction, an exceptional custom residence located in the highly sought-after Windsong community of Winter Park. Perfectly positioned on a beautifully landscaped .34-acre lot, this elegant 5-bedroom, 5-bathroom estate offers nearly 4,000 square feet of refined living space designed for both comfortable living and sophisticated entertaining. From the moment you enter, you’re greeted by soaring volume ceilings, rich architectural details, and an abundance of natural light that create an inviting and luxurious atmosphere. The thoughtfully designed floor plan features formal living and dining spaces, a spacious family room, upstairs family room and loft, bonus room, and a chef-inspired kitchen with an island, breakfast bar, and large pantry, seamlessly connecting the home’s main gathering areas. The private primary suite on the main level serves as a tranquil retreat, complete with a spa-inspired bathroom featuring dual vanities, a soaking tub, and a separate walk-in shower. Additional bedrooms provide generous space for family and guests, while flexible living areas allow for a home office, library, or game room. Step outside to enjoy the Florida lifestyle with beautifully landscaped grounds and a huge outdoor living area, complete with an exterior gas fireplace for those chilly winter days, and ideal for relaxing or entertaining. Located within the prestigious Windsong neighborhood, residents enjoy access to community amenities including parks, playgrounds, boat dock and rental, and resort-style pools, all just minutes from Park Avenue’s world-class dining, shopping, and cultural attractions. Zoned for top-rated Winter Park schools, this remarkable home offers the perfect blend of luxury, comfort, and location in one of Central Florida’s most desirable communities.

1705 Elizabeths Walk, Winter Park

$6,900,000

6 Beds ⋅ 7 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Rarely does a property of this caliber grace the Winter Park market. Nestled along the coveted Venetian Canal with 95 feet of pristine waterfrontage, this magnificent masonry estate is the pinnacle of refined Florida living — offering 6,396 square feet of meticulously crafted space, a private boathouse, resort-style grounds, and an address mere steps from the best of Park Avenue. From the moment you arrive, the circular driveway, porte-cochère, and motor court signal that something extraordinary awaits. Solid brick construction and lush, manicured landscaping frame a grand entrance that sets the tone for every detail within. Step through the dramatic grand foyer into a home defined by elevated ceilings, rich hardwood floors, and exquisite crown moldings throughout. The formal living and dining rooms offer elegant spaces for entertaining, while a beautifully appointed wine room with stunning glass doors adds an unmistakable touch of sophistication. A chef's kitchen that truly inspires — outfitted with professional WOLF, Sub-Zero, and Miele appliances, dual islands with breathtaking countertops, a prep sink, built-in nugget ice machine, and a butler's hallway with floor-to-ceiling storage — flows effortlessly into the warm and inviting family room (complete with fireplace) and informal dining area. Bright, sun-drenched interiors and French doors open to a spectacular covered outdoor kitchen and a beautifully landscaped turf backyard, where a stunning saltwater pool and spa invite you to unwind in style. The first-floor primary suite is a sanctuary unto itself — featuring a private office, den, or sitting room anchored by a stunning double-sided fireplace, and a spa-caliber en suite with double vanities, jetted soaking tub, walk-in shower, and an oversized custom-built walk-in closet. A true retreat from the world. Upstairs, four generously sized bedrooms offer comfort and privacy for family and guests alike. One bedroom enjoys its own private en suite and a delightful secret bonus room — a magical hideaway perfect for children. Two bedrooms share a beautifully appointed Jack-and-Jill bath, each with its own private vanity area, and the fourth bedroom is spacious and well-served by the hall bath. The pièce de résistance of the upper level is a state-of-the-art home theater, complete with projector and screen, ceiling surround sound speakers, and a built-in dry bar with wine fridge — the ultimate in at-home entertainment. A detached guest casita with a full bath and wet bar provides ideal accommodations for visitors, while a detached three-car garage offers ample space for vehicles and storage. Two laundry rooms — one per floor — add everyday convenience, and custom storage solutions are found throughout. The whole-house Lutron lighting system and full-house generator ensure comfort, security, and seamless living at every turn. And then there is the water. The private boathouse along the Venetian Canal, with 95 feet of serene waterfront, offers a lifestyle that simply cannot be replicated — direct access to Winter Park's legendary chain of lakes, all from your own backyard. Located just a short stroll to the boutiques and dining of Park Avenue, the beauty of Kraft Azalea Gardens, and the Winter Park Racquet Club, this estate offers not just a home — but a way of life that the most discerning buyers have only dreamed of.

1260 Alabama Drive, Winter Park

$2,394,500

5 Beds ⋅ 7 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Exceptional design meets refined luxury in this brand-new architectural masterpiece by DaVinci. This 5 bedroom, 6.5 bath home offers over 4,500 square feet of bright, open living space designed for both comfort and functionality. Enter through your custom glass front door into the foyer leading to your main living area featuring a fireplace and sliding glass walls for indoor-outdoor living. This flows effortlessly into a gorgeous gourmet kitchen with high-end appliances featuring a Wolf range, Sub-Zero refrigerator, Euro-style cabinetry, oversized island, and walk-in pantry. The downstairs primary suite overlooks the pool and includes a spa-like bath with soaking tub and rain showers. An additional ensuite bedroom on the first floor works perfectly as a guest room or office. Upstairs you’ll find a large loft and media area with private balcony, along with three ensuite bedrooms including walk-in closets. Step outside and enjoy year-round living under the covered lanai featuring a summer kitchen overlooking the saltwater pool surrounded by mature landscaping. An outdoor bath adds extra convenience, and the oversized lot provides abundant space to relax, entertain or dine al fresco. This home comes complete with a spacious three-car garage with EV charging. Minutes to Interlachen Country Club, Winter Park Racquet Club, and Park Ave shopping. Don’t miss this beautiful custom modern home in one of Winter Park’s most sought-after neighborhoods! Ask about the new landscaping package, and driveway installation.

2412 Chantilly Avenue, Winter Park

$1,840,000

5 Beds ⋅ 5 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Motivated Sellers! Priced at $35,000 below recent Appraisal Price on this amazing oversized lot! Walk into this home with equity from the start! Located in one of Winter Park’s most desirable and picturesque neighborhoods, Timberlane Shores! This stunning five-bedroom residence has been recently renovated in an elegant, European style blending timeless character with modern luxury. Situated on over one-third of an acre, the property is accented by majestic oak trees and lush Florida-native landscaping that's creates a private and serene retreat where peacocks often roam freely through your yard. The heart of the home is the beautifully designed chef’s kitchen, featuring quartz countertops, a gas range with custom hood, double built-in convection ovens, stainless steel appliances, a wine refrigerator, and a well-appointed butler’s pantry—perfect for entertaining. The light-filled family room is open to the kitchen and showcases a wood-burning fireplace, custom built-ins, and an original brick accent wall that adds warmth and architectural charm. Engineered hardwood flooring and preserved original terrazzo floors run throughout the home, enhancing its quality designer choices but also an inviting feel. The flexible floor plan offers five spacious bedrooms, three full bathrooms, and two half baths, providing ample space for both everyday living and hosting guests. Expect to be impressed by the elegant owner's suite with a sizable walk-in closet and stunning ensuite bathroom featuring dual vanities, beautiful cabinetry with lots of storage and a generously sized soaking tub. Outdoor living is equally impressive, with a resort-style heated pool complete with a sun shelf, an outdoor kitchen with a built-in grill, sand volleyball court and a large deck featuring built-in seating and a fire pit—ideal for gatherings or relaxing evenings under the stars. Zoned for Winter Park’s top-rated schools, this exceptional home is just a five-minute drive to Park Avenue’s renowned shopping and dining, and walking distance to Baldwin Park’s vibrant downtown, offering shops, restaurants, and a Publix. This is a rare opportunity to own a thoughtfully renovated home in one of Winter Park’s most beautiful and sought-after settings. Experience the rare combination of European-inspired luxury, resort-style outdoor living, and an unparalleled Winter Park location. Be sure to watch the video tour and virtual property walkthrough in the attachments. Better yet, schedule a private showing today and discover a home that truly defines elevated Florida living.

640 Arjay Way, Winter Park

$2,010,000

5 Beds ⋅ 3 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

Walk in and feel instantly at home in this stunning 5-bedroom, 3-bath POOL home with a 3-car garage, offering over 3,600 square feet of living space on more than ¾ of an acre in the highly desirable Sevilla neighborhood of Winter Park. Backing directly to Howell Creek and Mead Gardens, this property offers the rare luxury of no rear neighbors and exceptional privacy. Upon entry, you’re welcomed by beautiful wood floors and versatile spaces to the left that can serve as a formal living room, dining room, office, or playroom. Continue into the impressive family room, featuring vaulted ceilings, skylights, and a wood-burning fireplace, creating a light-filled and inviting atmosphere. To the right wing of the home are four bedrooms and two bathrooms, including the primary suite. One secondary bedroom connects to the primary, making it ideal for a nursery, home office, or sitting room. The spacious primary retreat offers large walk-in closets, dual vanities, a soaking tub, separate shower, and French doors that open directly to the pool and backyard oasis. The kitchen, located just off the family room, features travertine flooring and flows seamlessly into a huge pantry, oversized laundry room, drop zone, and a second primary suite with ensuite bath—perfect for guests or multigenerational living. Outside, the home has been meticulously maintained, showcasing a new roof (2023), exterior paint (2018), pavered circular driveway, well, and lush tropical landscaping that enhances the home’s curb appeal. Additional features include a three-car side-entry garage, pool heater, designer lighting, engineered hardwood floors, and crown molding throughout. Located within the highly sought-after Winter Park School District (Audubon K-8 and Winter Park High School) and just minutes from Park Avenue, Central Park, Rollins College, SunRail, the Winter Park Farmer’s Market, and world-class shopping and dining. Schedule your private showing today—this exceptional home won’t last long!

1711 Barcelona Way, Winter Park

$2,100,000

5 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Back on the market—an exceptional opportunity in Winter Park. Now offered below appraised value, this residence has been thoughtfully refreshed with new carpet, interior paint, and thoughtful enhancements. Presented for the first time, this beautifully appointed 2014 David Weekley home is tucked away on a large corner lot within a rare cul-de-sac in the heart of Winter Park, zoned for Dommerich Elementary and Winter Park schools. Featuring 5 bedrooms and 5 bathrooms, the home is designed for both refined living and effortless entertaining, this home includes a private office and expansive bonus spaces. A standout feature of this property is its exceptional and highly sought-after parking flexibility. In addition to the 3-car garage, a newly added driveway (2024) provides additional space for guests and everyday convenience. Beyond that, a gated parking area—discreetly tucked behind an accessible double gate—offers secure storage for a boat, jet skis, or additional vehicles, eliminating the need for off-site storage and enhancing both lifestyle and practicality. Inside, the home showcases a curated collection of upgrades, including custom built-ins throughout the living spaces, office, flex areas, and dining room; custom built closets in every room; and a thoughtfully redesigned pantry with pull-out shelving. Unique touches such as under-stair storage with a hidden “secret door,” custom barn doors, and a LaCantina slider elevate both function and design. Outside is an entertainer’s paradise. There is a covered custom-built summer kitchen with metal roof featuring a built-in LP Grill, Primo Kamodo Smoker, stainless steel storage drawers and cabinets, counter storage ice bucket and plenty of island space for dining. The large pool and adjoining hot tub provide ample space for hours of fun and entertainment. The backyard putting green adds a fun distinctive, resort-style touch. Additional enhancements include brand new luxurious Berber carpet, attic flooring, overhead garage storage, plantation shutters, landscape lighting, updated exterior paint and interior paint, a tankless gas water heater, updated designer lighting through the home and multiple bathroom updates. The roof was replaced in 2021 for added peace of mind. The kitchen is a cooks dream with abundant storage, ample counter space and two ovens. A GE Monogram Dual Fuel Range was added to the kitchen in 2023. The 2021 dining room renovation introduces a custom bar, added storage and striking raw-edge floating shelves—perfectly blending modern sophistication with everyday livability. With its prime location, elevated finishes, and rare combination of luxury and utility—particularly its unmatched parking and storage capabilities, this move-in-ready Winter Park home is truly a standout offering! Inspection report available upon request.

2503 Versailles Avenue, Winter Park

$6,300,000

4 Beds ⋅ 6 Baths ⋅ Camwood SubDv. ⋅ 32789 Zip Code

Quintisential Lake Maitland Estate - first time available. Classic architecture with incredible and thoughtful details throughout. Private setting on over an acre captures sweeping views of Lake Maitland. Sought after location close to Park Avenue. This legacy property embodies the best of Winter Park Lakefront Living.

1308 Green Cove, Winter Park

$6,495,000

5 Beds ⋅ 7 Baths ⋅ Osceola Place SubDv. ⋅ 32789 Zip Code

Exquisite new construction with 5 Bedrooms 6.5 Baths and a 3 car garage, in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceived by acclaimed architect Dan Delong of Origins Residential Design and brought to life by Sean Wulff of Native Homes, every detail has been thoughtfully curated to impress even the most discerning buyer. The expansive floor plan encompasses 5 bedrooms, 6 full baths, and 1 half bath, blending sophistication and comfort across multiple living spaces. Highlights include a dramatic great room, inviting family room, private study, downstairs guest suite, a full bar featuring a 56-bottle wine refrigerator, and an upstairs game room ideal for both everyday living and elegant entertaining. A grand entry reveals the great room with soaring floor-to-ceiling windows and elegant Italian porcelain tile, all overlooking the serene pool and patio. The chef’s kitchen seamlessly connects to the family room and features Canadian-crafted European-style cabinetry, Wolf, Sub-Zero & Fisher & Paykel appliances (dual ovens, dual dishwashers, built-in coffee maker, wine cooler, and beverage center), quartzite countertops, a large island with bar seating, hidden walk-in pantry, plus whole house water softener and filtration systems for premium convenience. The first-floor primary suite is a true retreat with spa-inspired amenities and a custom-built walk-in closet complete with cabinetry and a spacious island. Also on the main level: a private guest suite and dedicated home office/study. Upstairs, a generous game room and three additional en suite bedrooms provide comfort and privacy for family and guests alike. Designed for seamless indoor-outdoor living, the residence boasts two covered lanais finished in Turkish Marble, disappearing screens, a summer kitchen with Urban Bonfire Cabinetry, refrigerator, and ice maker, along with a freestanding fire pit and lush tropical landscaping. The saltwater pool with sun shelf and heated gas spa ensures year-round enjoyment. Built to the highest standards, the home features R-14 block walls with core 500 insulation, open cell foam insulation in attic, Andersen windows, a flat concrete tile roof, and tongue-and-groove ceilings on all lanais. Additional luxuries include: Select European white oak wood floors and Italian porcelain flooring throughout 12’ ceilings on the main level, 10’ ceilings upstairs Cutting-edge construction for efficiency and durability

550 Palmer Avenue, Winter Park

$1,129,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code

RARE OPPORUNITY to Experience refined living in the heart of Winter Park with this exceptional and spacious 3-bedroom, 3-bath END UNIT residence at the highly sought Douglas Grand. This unit INCLUDES A DEEDED STORAGE UNIT AND 3 PARKING SPACES. Combining timeless elegance with modern comfort, this spacious home features high ceilings, an open-concept design, and exquisite finishes throughout. The gourmet kitchen is perfect for entertaining, offering custom cabinetry, stone countertops, premium stainless-steel appliances. The primary suite is a serene retreat with a spa-style bath, dual vanities, a soaking tub, and an expansive walk-in closet. Two additional bedrooms provide ample space for guests, an office, or a den. Enjoy the convenience of three designated parking spaces and a deeded storage unit, providing both practicality and peace of mind to store those holiday accessories and more. Residents of The Douglas Grand enjoy secure building access and maintenance-free living just steps from Park Avenue’s upscale shops, fine dining, and cultural attractions. Building is very well maintained with newer roofs recently completed in the last few years. This rare offering captures the essence of Winter Park luxury — convenient and perfectly located.

100 S Virginia Avenue Unit 314, Winter Park

$5,250,000

5 Beds ⋅ 6 Baths ⋅ Woodmere Terrace Rep SubDv. ⋅ 32789 Zip Code

Welcome to Via Palma. This exceptional estate in the heart of the Winter Park Vias has been completely transformed, boasting over $800,000 in luxurious upgrades. A gracious entry foyer sets the tone with marble floors, custom trim work and direct views of the resort-style backyard. The first floor offers elegant formal living and dining spaces, a private study with fireplace, and a spectacular chef’s kitchen featuring an oversized marble island, custom cabinetry, Miele and Sub-Zero appliances, dual dishwashers, a built-in coffee bar, and an adjacent serving bar. The great room showcases custom built-ins, designer lighting, and seamless indoor-outdoor flow to the covered lanai, summer kitchen, lounge space, and saltwater pool. The luxurious first-floor primary suite is a serene retreat with dual dressing rooms and a lavish marble bath featuring a zero-entry double shower, freestanding soaking tub, private laundry room and designer lighting. Upstairs, additional bedrooms each feature en-suite baths and walk-in closets, complemented by a large family room, media lounge and gym with professional flooring. Every detail has been elevated, from European oak and Italian marble floors to Lutron lighting, Sonos audio, Control4 automation, Emtek smart hardware, Nest thermostats, high-efficiency HVAC systems and a backup generator. Outdoor spaces are fully reimagined with a lush landscape design, travertine decking, a putting green and privacy hedging. Near the Winter Park Racquet Club, Kraft Azalea Park, Interlachen Country Club, Phelps Park and YMCA, this home offers a rare opportunity to own a better-than-new custom estate in one of Central Florida’s desirable neighborhoods.

1155 Woodmere Drive, Winter Park

$2,700,000

5 Beds ⋅ 5 Baths ⋅ Windsong Lakeside SubDv. ⋅ 32789 Zip Code

Experience Mediterranean charm in this fabulous five-bedroom, five-bath pool home built by Cahill Builders. On the north side of Windsong, this home features an open floor plan with spacious living areas that flow seamlessly and provide warm natural light. The living room with cozy gas fireplace overlooks the spacious and open dining room while the light-filled family room with French doors has wonderful views of the covered lanai and pool. You will love entertaining in the chef’s eat-in kitchen with many updates and upgrades completed in 2024. Kitchen features include stainless appliances, natural gas cooktop, double ovens, large center prep island and large walk-in pantry. The first-floor luxurious owner’s retreat features vaulted and hand-crafted wood beam ceilings, wide plank wood floors and bath with dual vanities, walk-in shower and spa tub. Bedroom Suite 2, which is also on the main level is ideal for guests, home office or nursery. As you go upstairs, the second floor offers a thoughtfully designed retreat for both relaxation and entertainment. There are three spacious bedrooms each with their private baths. This layout offers comfort and privacy for family or guests. The media room provides the ideal setting for movie nights or immersive gaming and includes an additional room for a playroom, library or large air-conditioned storage space. Whether you are entertaining or unwinding, this upper-level layout delivers functionality and privacy. Go outside to enjoy the covered lanai which overlooks the private and expansive yard filled with a vibrant mix of citrus trees, tropical plants and year-round flowering garden. The fabulous landscape was designed by a landscape architect with the concept to provide continuous blooms and inviting sitting areas under the sun. The sparkling pool and spa, large surrounding patio and firepit area invite year-round enjoyment. Additional amenities include custom molding and trim work, an entry fountain and three-car garage (one with split air conditioning). Windsong, one of Winter Park's sought-after neighborhoods, offers exclusive amenities to their residents including a pontoon boat to enjoy Winter Park Chain of Lakes, two community pools, a splash park, playground, a lakefront clubhouse and a scenic pier for fishing. Ideal location is minutes from hospitals, schools, golf courses, and Park Avenue’s amazing dining and shopping.

1445 Holts Grove, Winter Park

$2,575,000

5 Beds ⋅ 6 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Discover luxury living in this custom Austin Homes 5 bedroom, 5 and one half bath transitional style home that offers a blend of modern and traditional elements coupled with a highly desirable Winter Park location. This residence boasts a sought-after open floor plan with 12-foot ceilings, wide plank wood flooring and truly exceptional detailed finishes throughout. You will feel instantly at home as you pass through the fully enclosed front yard and enter through the double door entrance from the covered wrap-around front porch. The open-concept design seamlessly connect the dining room and family rooms as you make your way to the kitchen area complete with Wolf & Sub-Zero stainless-steel appliances, double islands, Wellborn custom cabinetry, and private Butler's Pantry with new washer/dryer. The gourmet kitchen opens to the spacious family room where you will find a built-in fireplace with custom millwork, recessed lighting, and beautiful French doors that open fully to the outside entertainment/living area. The split floor plan is perfect for the family and as you find your way throughout the remainder of the home, you will be impressed by the designer window treatments, plantation shutters, built-in speaker system, high-quality upgraded light fixtures, and private pool bath. The main floor includes a spacious primary retreat with a large walk-in closet and private French doors leading to the pool area. The spa-like bathroom includes a stand-along soaking tub, dual sink with stone counters and generous walk-in shower. The formal dining room and en-suite guest bedroom complete the first level. Upstairs are 3 spacious bedroom suites with full baths, a generous bonus/media room with built-in desk, and a second upstairs laundry room with hook ups. You will enjoy Florida living while relaxing on your covered lanai complete with retractable screens and summer kitchen overlooking the saltwater sparkling pool/spa with new pool heater and fully enclosed kid friendly yard. Upgrades include: Control 4, new electronic driveway entry gate, whole house interior and exterior painting, Jeld Wen solid core interior doors, hardwood floors throughout the first floor & bonus room, custom closet systems in all closets, rare 3-car garage, vinyl insulated windows, core fill & block walls, high density spray foam insulation in ceilings, R13 in frame walls, Carrier 15-Seer AC dual systems with UV filtration, and two Rinnai gas tankless water heaters, whole house water filtration. This pristine residence is situated on an oversized corner lot and it truly timeless, move-in ready, and only ½ mile to the Winter Park Raquet Club and 2 miles to famed Park Avenue to enjoy incredible dining and boutique shopping. Call now for your private tour!

1341 Place Picardy, Winter Park

$2,585,000

5 Beds ⋅ 5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

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815 Bonita Drive, Winter Park

$560,000

2 Beds ⋅ 1 Baths ⋅ Blk C Pt Rep 02 SubDv. ⋅ 32789 Zip Code

A rare find in Winter Park: A charming Bungalow with 3-Car Garage (24x36) and detached finished Shed (10x14) for office & or additional Storage! Walking distance to Mead Gardens and the new Seven Oaks Park. Convenient to Rollins College, Park Avenue and Winter Park Village, featuring multiple local eateries and restaurants. Just one mile to Hospital, Science Center and Museum. Easy access to 17/92, I-4 and 408 Expressway. New Roofs (2022), Sewage Pipes Relined (2024), Hot Water Tank (2021) and Home Air Conditioner (2020). Don't miss this hidden gem in beautiful Winter Park, Florida. Submit all offers on "As Is" contract with proof of funds attached. All information is deemed to be correct. Buyer and buyer's agent should verify all prior to submission.

1339 Orchid Avenue, Winter Park

$1,318,000

3 Beds ⋅ 3 Baths ⋅ Jenkins Add SubDv. ⋅ 32789 Zip Code

Welcome home to this one-of-a-kind, single-story Tuscan-style retreat nestled on an oversized lot in the heart of highly coveted Winter Park. From the moment you arrive, the round circular paver driveway and beautifully landscaped exterior set the tone for the warmth and elegance that awaits inside. Enter through custom wrought-iron gates into a private covered and screened in courtyard lanai, where a tongue-and-groove wood ceiling and a fully equipped gas summer kitchen create the perfect backdrop for effortless outdoor entertaining and everyday relaxation. Designed with character and comfort in mind, this thoughtfully updated home features exposed brick, wood-beamed ceilings, Italian porcelain tile, engineered wood flooring, and two sleek accordion glass doors that invite the outdoors in, creating a seamless indoor-outdoor lifestyle. The chef-inspired kitchen is the heart of the home, boasting quartz countertops, a mosaic backsplash, custom cabinetry, double sinks, a skylight, and newer stainless steel appliances—including a gas cooktop and wine fridge. The kitchen flows effortlessly into the dining and living areas, anchored by a Vermont Castings wood-burning stove with catalytic combustor framed in brick. Just steps away, a spacious butler’s pantry and laundry room lead to the attached air-conditioned two-car garage with epoxy floors, perfect for a home gym, storage, or EV charging. The split floor plan ensures ultimate privacy for the master suite, which overlooks the lush backyard and nearby park. French doors lead to a large walk-in closet and a newly renovated en-suite bath with dual vanities, a soaking tub, and a spa-style walk-in shower. The master also offers private access to the central courtyard. A detached third bedroom with its own full bath and newer flooring is ideal as a guest suite, home office, or income-producing rental space. In the rear of the property, a second, detached 20-foot-wide garage—also air-conditioned with epoxy flooring—is accessible through a separate gated driveway and offers even more space for collectibles or hobbies. The fully fenced backyard, rich with mature landscaping and orange trees, has room to add a pool and offers direct private access to Phelps Park with tennis, pickleball, basketball courts, a playground, and green space. Enhanced with a 5.7 kW solar panel array that doubles as the lanai roof, a brand-new 18 SEER York HVAC system, foam roof deck insulation, and extra wall soundproofing, this home is as energy-efficient as it is luxurious. Complete with a multi-zone irrigation system and landscape lighting, this truly special property offers the perfect blend of timeless charm, modern comfort, and an unbeatable Winter Park location. Perfectly situated on the iconic, tree-lined Palmer Avenue, this home offers unbeatable walkability—just a short stroll to Phelps Park and mere minutes from the boutiques and dining of Park Avenue, Interlachen Country Club, and the Winter Park Racquet Club- set up your private showing today.

1741 Palmer Avenue, Winter Park

$2,800,000

5 Beds ⋅ 4 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom-built masterpiece that blends timeless architecture with relaxed coastal sophistication. Crafted by Hanson Custom Homes and thoughtfully curated by Kate Voss Interiors, this modern coastal residence offers the perfect setting for those who value both refined living and a vibrant, connected lifestyle. With top-rated Winter Park schools, endless parks, bike paths, and the shopping, dining and events at Park Avenue and Baldwin Park just minutes away, the owners of this home spared no expense in creating a unique blend of luxury and livability in one of Central Florida’s most desirable communities. Step inside to soaring 14-foot ceilings, custom millwork, and a 20-foot Euro glass wall that disappears into a hidden pocket—blurring the line between indoors and out and filling the home with lake breezes and natural light. Whether you're hosting birthday parties by the lake, poolside barbecues, or just soaking in the serenity of a morning coffee on the water, this home was built to bring people together. The open-concept kitchen features exotic quartzite counters, a touchless faucet, Thermador appliances, and a full butler’s pantry and flows seamlessly into an expansive outdoor living space with motorized screens, a full summer kitchen, and views that stretch across your private beach and dock. Just steps from the pool, the lake becomes your playground—ideal for paddleboarding, fishing, or sunset cruises on your boat or jet ski. The primary suite comes complete with water views, motorized drapery, and spa-worthy bath finishes—including a steam shower, soaking tub, and private porch access. The main living areas are built for both entertaining guests and cozy family nights in, while the resort-style pool and spa deliver year-round fun with dual heat sources, LED lighting, and coral stone decking. Upstairs, every bedroom features lake views, walk-in closets, and smart layouts that offer both privacy and togetherness. The bright, central loft is perfect as a media room, homework space, or game lounge, keeping the family connected without sacrificing space. Energy-efficient spray foam insulation, an EV-ready oversized 3-car garage, smart-home integration, impact-rated glass, and commercial-grade soundproofing are just a few of the features that make everyday living seamless and secure. This one-of-a-kind property is ideally positioned with easy access to both Winter Park’s iconic charm and Baldwin Park’s family-friendly amenities—a true gem that offers the rare combination of newer construction, world-class craftsmanship, and a lifestyle built for generations to enjoy. There’s simply nothing else like this on the market. If you’ve been waiting for a newly built custom lakefront home that combines relaxed luxury with the best of Winter Park family living—this is the one. Call today to schedule your private showing.

1891 Lake Spier Drive, Winter Park

$3,450,000

4 Beds ⋅ 5 Baths ⋅ Golfview Heights SubDv. ⋅ 32789 Zip Code

Welcome to a stunning new home positioned near Windsong and the AdventHealth Hospital. This extraordinary property boasts 4,812 square feet under AC. The stately manner is thoughtfully designed with four commodious bedrooms and five full-size bathrooms. Additionally, it features an expansive three-car garage complemented by an impressively constructed circular paver driveway. The first floor showcases lofty 11.4-foot ceilings, while the second floor features equally impressive 10-foot ceilings. A plentiful array of windows and numerous sliding doors augment the home's overall charm by inviting a flood of natural sunlight. A medley of Lutron dimmers and smart switches grants effortless convenience at your fingertips. You will be warmly welcomed by a majestic steel glass hurricane impact door. Upon setting foot into this marvelous residence, one is instantly greeted by the glow of Oak wood floors, thoughtfully woven throughout each corner of the abode. Well-appointed Walnut and Oak wall panels add an unparalleled layer of understated luxury to this remarkable home. The kitchen is a visual treat with an expansive waterfall island dominating the space. Floor-to-ceiling cabinets deliver abundant storage while the gleaming Quartz countertops exhibit both beauty and durability. To add to its grandeur, a matching Quartz backsplash extends all the way to touch the ceiling, seamlessly melding simplicity with luxury. The kitchen comes fully equipped with all Thermador appliances, ready to cater to your every culinary need. This suite of top-tier appliances includes a grand 72-inch combo Freezer/Wine Tower/Fridge, a natural gas 48-inch Range with a steam oven guarantees an enjoyable cooking experience each time. Two fully equipped laundry rooms, one located on each floor. The master bedroom features an expansive sliding glass door leading you directly to the tranquillity of the sprawling backyard. The master bathroom is a serene, spa-like haven designed with luxurious Italian tiles, a natural stone accent wall that lends an air of sophistication. The floating cabinets add to the modern aesthetic and are enhanced by the backlit marble countertops, radiating a soft glow, adding to the relaxing atmosphere. The second floor boasts 3 well-appointed bedrooms and corresponding bathrooms, each outfitted with Marble countertops that enhance their plush ambience. Uniquely offering versatility, a large flex area graces this floor, which could be customized according to your liking or needs. Ensuring fun entertainment spaces within the confines of your home exists a game room too, catering to all age groups! The special feature is an in-built wet bar complemented by Cristallo Quartzite counters and custom cabinetry, thus serving as an ideal indoor party venue. As an extension of indoor living space, the outdoors is a sizeable terrace accented with contemporary glass railings. Yes, the backyard is a true oasis in this property. A large covered lanai provides ample space for relaxation or outdoor dining. The summer kitchen features state-of-the-art appliances to assist in making your entertaining dreams come true. No luxury home would be complete without a pool, and this one comes with a gas-heated saltwater pool and a spa. A full pool Bathroom with a Steam Shower. Travertine pavers enhance the overall appeal. In conclusion, the home exhibits a smooth blend of advanced technology and high-end finishes, promising a luxurious living experience!

182 N Phelps Avenue, Winter Park

$2,550,000

5 Beds ⋅ 6 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

1440 Place Picardy, Winter Park, FL Custom-Built Elegance with Timeless Finishes A custom-built residence completed in 2008 that blends classic craftsmanship with luxurious, modern living. From the moment you step inside, the superior millwork, solid hardwood floors, and elegant design details make a lasting impression. The gourmet kitchen is a chef’s dream, featuring marble countertops, an oversized gas range, and premium DCS and Sub-Zero appliances. It opens seamlessly to a warm and inviting living area, complete with custom built-ins and a cozy gas fireplace—perfect for entertaining or quiet evenings at home. The spacious primary suite is located on the main floor and boasts generous walk-in closets and a versatile adjoining room, ideal for a home office, nursery, or private retreat. Upstairs, you'll find three expansive bedrooms, three full bathrooms, and a versatile bonus room—perfect for guests, hobbies, or a playroom. Lovingly maintained, this home received a new roof in 2021 and features high-quality windows and doors throughout, bathing every room in natural light. No detail was overlooked. Step outside to your private, beautifully landscaped backyard, which includes a second gas fireplace and a detached flex room—currently used as a gym, but easily converted into a private office or studio space. The oversized three-car side-entry garage offers abundant storage and includes a Tesla charger—ideal for electric vehicle owners. Nestled on a peaceful street, this home is just minutes from everything Winter Park has to offer and is located within the highly sought-after Dommerich, Maitland, and Winter Park school zones. Don’t miss this rare opportunity to own a truly exceptional home in one of Central Florida’s most desirable communities.

1400 Place Picardy, Winter Park

$3,100,000

5 Beds ⋅ 6 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code

Introducing a stunning brand-new custom home by Butler Ridge Development, located in the highly desirable Park Grove neighborhood—strolling distance to Winter Park’s famed Park Avenue. This home offers timeless elegance, modern luxury, and walkable access to top-tier dining, shopping, and culture. From the inviting circular drive and professionally designed landscaping by Joe Knight, including a signature front palm that sets the tone for this elegant Florida property, every exterior detail makes a statement. Step through the inviting entry into an airy and sun-drenched interior featuring soaring ceilings, wide-plank white oak floors, oversized picture windows, and beautiful crown molding throughout. Inside, a sophisticated office with custom built-ins welcomes you, alongside a thoughtfully designed guest suite with a luxurious bathroom with roll-in shower, soft white finishes, and a custom walk-in closet—ideal for extended family or visitors. The heart of the home is a soaring great room with 14'8" ceilings, a sleek fireplace, and a full wall of sliding glass doors overlooking the resort-style backyard. Entertain with ease in the open-concept living, dining, and chef’s kitchen—complete with a dramatic waterfall island, premium Thermador appliances (including four freezer drawers and diamond ice), dual-fuel range ovens with 6-burner gas cooktop, a 3rd oven + convection microwave, and expansive custom pantry. Adjacent mudroom and decorative laundry room. The first-floor primary suite is a tranquil retreat, featuring pool access, spa bath with soaking tub, separate shower with multiple sprayers, dual vanities, and a spacious custom walk-in closet. Upstairs, a loft-style bonus room complements the smart split-plan layout with 3 additional bedroom suites, walk-ins, and ample storage. Enjoy the best of Florida living in the beautifully landscaped backyard. Designed for both relaxation and entertaining, the outdoor living space includes a saltwater pool with elegant fountain feature, marble pavers, summer kitchen with built-in grill, sink, and beverage fridge, an outdoor bathroom, and ample grassy area for play or pets. 3-Car garage. Located within the highly desirable Dommerich Elementary, Maitland Middle, and Winter Park High School zones, and just minutes from downtown Winter Park, this home offers walkability, elegance, and convenience—wrapped into one exceptional property.

731 Williams Drive, Winter Park

$1,635,000

4 Beds ⋅ 5 Baths ⋅ Acreage SubDv. ⋅ 32789 Zip Code

Get Busy Living the Winter Park lifestyle in this custom 4-bedroom, 4.5-bathroom pool home tucked away at the end of a 150-foot private drive with gate. Designed with comfortable yet sophisticated living space, this home is perfect for those seeking a serene retreat for both everyday living and entertainment. The heart of the home is the sizable kitchen, boasting a gas stove, high-end appliances, and a truly unique island crafted from reclaimed wood with a solid concrete countertop — a perfect blend of rustic charm and modern design. The primary retreat is conveniently located on the first floor, featuring a spa-like bathroom complete with a soaking tub and a spacious walk-in shower. Upstairs, you'll find two additional ensuite bedrooms with the 4th bedroom that doubles as a home office complete with built-in desk and murphy bed. A generously sized bonus room/living area upstairs provides additional flexibility for a media room, playroom, or home office. Outdoors, the professionally designed and illuminated landscaping sets a warm, welcoming tone which includes a spectacular 12' x 40' salt-filtered heated pool surrounded by a luxurious travertine deck with fire-pit. Close proximity to all the charm and amenities Winter Park has to offer. This exceptional home offers privacy, elegance, and thoughtful design at every turn. Call today for an easy showing!

2402.5 Temple Drive, Winter Park

$3,485,000

5 Beds ⋅ 6 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

On one of Winter Park’s most scenic brick-lined streets, this exceptional two-story residence commands attention on a spacious corner lot, blending timeless architectural elegance with modern luxury. Built in 2016 by the highly regarded Rex-Tibbs Development & Construction, the home showcases quality craftsmanship throughout, from its striking curb appeal to its impeccably appointed interiors. A three-car side-entry garage, air-conditioned and offering generous storage, is connected to the home via a covered walkway, adding functionality and charm. Inside, beautiful wood floors extend seamlessly throughout the entire home, including all bedrooms, creating a warm, cohesive atmosphere. The main level offers an elegant formal dining room and a flexible front room that can serve as a home office, library or formal living area. The heart of the home is the expansive family room, anchored by a gas fireplace and illuminated by natural light through large sliding glass doors that open to the lanai and pool. Overlooking the family room, the open-concept kitchen is a culinary dream, featuring a Wolf six-burner gas range with double ovens, Sub-Zero refrigerator, abundant cabinetry and expansive counter space, ideal for everyday living and entertaining. The first-floor primary suite is a retreat, with French doors leading directly to the pool area, a luxurious spa-style bath, and a custom 14-by-10-foot walk-in closet designed for maximum organization and style. A secondary primary suite, also on the main level, includes a generous walk-in closet and a private en-suite bath, offering flexibility for guests or multigenerational living. Upstairs, the home continues to impress with a spacious recreation/game room, a separate bonus room and three additional bedrooms, all of which feature en-suite baths and walk-in closets, ensuring comfort and privacy for family and visitors alike. Step outside to experience resort-style living at its finest. The covered lanai is equipped with a fully outfitted summer kitchen, including a built-in grill, while the pool area is a showstopper, complete with a dramatic gas fire display, tranquil waterfall, ambient lighting, and a lush wall of bamboo that enhances privacy and lends a tropical ambiance. A separate outdoor cabana with TV and seating area offers a place to unwind or entertain in style. Beyond the home, the location is unbeatable. In one of Winter Park’s most desirable neighborhoods, you’re just minutes from the upscale shops, fine dining and cultural attractions of Park Avenue. The home is also conveniently close to top-rated public and private schools, premier medical facilities and major transportation hubs, including the Orlando Executive Airport and Orlando International Airport, ensuring ease of access for business and leisure travel alike. This remarkable property offers the ultimate in refined living, combining luxury, comfort and convenience in one of Central Florida’s sought-after communities.

2171 Forrest Road, Winter Park

$1,942,000

5 Beds ⋅ 5 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Five-bedroom, 3900+ sq ft pool home with 3 car garage on a large corner lot in the sought -after Park Grove neighborhood near Lake Maitland and Park Avenue. Great Room consists of a Family Room area with a wood-burning fireplace and tray ceilings and a Sun Room area with bay windows and french doors overlooking the pool deck. Kitchen bordering the spacious Great Room Area, features a cooking island and custom teak counters with a closet pantry and an extra 7’ x 5’ storage area/dry bar and is adjacent to a butler pantry and laundry room. The luxurious Primary Suite, that opens to its own deck over the back yard and pool deck, features a coffered ceiling, a very large walk-in closet as well as additional closet space. The large Primary Bath contains dual vanities, whirlpool tub, and separate shower. The Second Bedroom Suite includes an en-suite bathroom, built in shelves and a corner window niche for make-up or a reading/work area. Bonus Room with bay windows, built in shelves/entertainment center and dual closets has been utilized as an extra bedroom or as a gaming area. The Living Room, with a wood burning fireplace, is adjacent to the entry foyer and opens to the Dining Room featuring bay windows that could also serve as a sizable and elegant office area. The entire home features recently finished wood floors. 3-zone central HVAC system and dual pane – energy efficient windows and updated, blown-in insulation in attic will keep you comfortable all year round. Recent roof update. Near the Park Avenue Downtown District - Imagine a downtown where history, art, and nature blend seamlessly, creating a vibrant and welcoming community. Here, the past meets the present in every shop, event, and stroll down the Avenue. Residents feel a deep sense of pride and belonging, while visitors are drawn to the charm and warmth that define our town.

1394 Stewart Street, Winter Park

$1,250,000

5 Beds ⋅ 6 Baths ⋅ Galloway Place Rep SubDv. ⋅ 32789 Zip Code

Discover luxurious lakeside living in prestigious Winter Park, where this extensively updated pool home offers the perfect blend of sophisticated main residence and private guest cottage. Just minutes from Park Avenue's renowned shopping and dining, this property provides coveted access to Lake Osceola, creating an ideal setting for the Florida lifestyle. The main residence showcases elegant living spaces, including a grand room with hardwood floors and a welcoming fireplace. The gourmet kitchen is a chef's dream, featuring premium Wolf and Sub-Zero appliances, gleaming granite countertops, and a distinctive bead-board center island that opens to a spacious family room. A wall of French doors in the formal dining room creates seamless indoor-outdoor flow to the screened pool and spa area. The thoughtful floor plan includes a downstairs master suite with custom walk-in closet, dual-sink bathroom, and versatile 13x12 flex space. Two additional en-suite bedrooms upstairs provide comfortable accommodations for family or guests. The separate guest cottage adds tremendous value with two bedrooms, a full kitchen, and bathroom – perfect for long-term guests or home office. Recent updates ensure peace of mind: new roof (2025), two new AC units (2023), complete replumbing (2015), and updated electrical. The property offers abundant parking with a two-car garage plus an additional one-car garage with full bath. Located in Winter Park's prestigious school district, this home represents the perfect combination of luxury, convenience, and long-term value.

1370 Alberta Drive, Winter Park

$3,845,000

4 Beds ⋅ 4 Baths ⋅ Venetian SubDv. ⋅ 32789 Zip Code

Lake Maitland Custom built home.

2020 Venetian Way, Winter Park

$2,910,000

4 Beds ⋅ 6 Baths ⋅ Stonehurst Estates SubDv. ⋅ 32789 Zip Code

Set on a sprawling half-acre, surrounded by meticulously manicured landscaping, this custom-built traditional estate exemplifies refined luxury, modern convenience, and an unparalleled lifestyle. The red brick façade, covered porches with glass doors, and gated side porte-cochere set a timeless tone, while two-story fluted columns add stately elegance. Inside, classic architectural details merge with modern design, highlighted by two-story coffered ceilings, intricate millwork, and expansive windows and French doors that flood the home with natural light. Thoughtfully designed for both entertaining and everyday living, the gourmet kitchen includes a 6-burner Viking gas cooktop, double dishwashers and sinks, a paneled refrigerator and separate full-sized freezer, a walk-in pantry, and an oversized island with breakfast bar seating. The first floor features a private primary retreat, two powder rooms, a workstation/mudroom accessible off the porte-cochere, and one of two laundry rooms. Upstairs offers three spacious bedroom suites with walk-in closets, a versatile bonus room, and a second laundry room. Embrace the Florida lifestyle from a two-story covered brick patio with a built-in gas grill, overlooking the private, fenced-in backyard oasis and breathtaking saltwater pool and heated spa, all elevated by a three-tier fountain and fire pit area, and wrapped in lush landscaping; this outdoor space is truly magical and not easily replicated in Winter Park! A circular driveway provides ample parking, while a gated side drive leads to an oversized, detached three-car garage with a bonus room above—ideal for a gym or studio. This particularly grand, wide street in the City of Winter Park is something truly special. Ideally located near Baldwin Park, Corrine Drive, and Park Avenue, and zoned for highly regarded Audubon K-8, this estate is more than a home—it’s a statement in timeless elegance. *Ask for a list of improvements, the floorplan and click on the virtual tour!

1911 Stonehurst Road, Winter Park

$1,850,000

5 Beds ⋅ 5 Baths ⋅ Windsong Elizabeths Walk 43/81 SubDv. ⋅ 32789 Zip Code

This Mediterranean-style, Windsong pool home is sure to check every box, with a 3-car garage, screened rear patio, heated spa and pool, and an ideal, 3-way split-bedroom floorplan on the 1st floor. The large kitchen sits at the heart of the home with a dinette showcasing pool views, an island with a gas cooktop, and a breakfast bar overlooking the sunny family room. Separate living and dining rooms off the foyer offer flexibility and additional space to entertain with ease. To the left of the foyer, enjoy a large, private office with a storage closet. Just past the office, the Primary Suite is situated on one end of the home for optimal privacy and features his and hers walk-in closets, a renovated bathroom, and access to the screened rear patio. At the other end of the home, a secondary bedroom with a full en-suite bathroom makes a great guest or in-law suite, while 2 additional bedrooms, a full hall bath, storage closet, and spacious laundry room complete the 1st floor. Upstairs, the private bonus room, complete with a walk-in closet and full en-suite bathroom, makes a perfect 5th bedroom. French doors from the family room, living room, and Primary bedroom all lead to a screened rear patio that overlooks a fully-fenced backyard where lush landscaping wraps around the resort-style heated pool and spa with water features. In addition to the massive driveway and expanded parking pad, the oversized 3-car garage provides extra parking and storage space. As one of the most coveted neighborhoods in Winter Park, Windsong offers countless amenities, including private lake access for residents. This premium location is just steps from Baldwin Park, East End Market, the Corrine Drive corridor, and minutes from downtown Park Avenue.

1627 Elizabeths Walk, Winter Park

$4,500,000

6 Beds ⋅ 6 Baths ⋅ Killarney Point SubDv. ⋅ 32789 Zip Code

"The Point House" on lake Killarney. Rarely available oasis, this spectacular lake front residence is positioned on a peninsula with .90 acres and over 440+ feet of lake frontage with unobstructed lake views to the south, west and east. Constructed in 2012, this home features 6,000 living square footage (3,977 on the 1st level / 1,950 on the 2nd level), 4,000 sq. ft. of outdoor space, elevator, infinity pool, boat house and tennis court. Main level offers 35 x 32 great room w/kitchen and dining, a separate dining area, 36 x 20 family room with bar/wine room, 4 bedrooms/ 3.5 baths, laundry room and 4 multi slider panel doors that open to wrap around patio with outdoor kitchen. 2nd floor offers a 2nd laundry room, lofted library, guest bedroom and primary bedroom with suite/lounge/built in wet bar and additional 4 multi slide panel doors that open to a wrap around balcony. Experience the serenity and tranquility of old Florida under the majestic cypress trees beaming with wildlife/eagles/beavers and the ever changing landscape from sunrise to sunset.

2118 Lake Drive, Winter Park

$2,250,000

4 Beds ⋅ 6 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

Nestled along the serene shores of Lake Killarney, one of Winter Park's best-kept secrets Lake Killarney is one of Winter Park's largest freshwater spring-fed lakes (240 acres) this stunning lakefront home offers breathtaking views and direct water access. Featuring a private boat lift, dock, and spacious outdoor entertaining areas, this property is perfect for boating enthusiasts and nature lovers alike, including boat, canoe, kayak, ski, fish, windsurf or jet ski on this pristine lake. Come early for your appointment and drive the entire quaint neighborhood and see why this neighborhood for lakefront living is so sought after. Where else can you boat and dock at Trader Joe's, Hillstone's Restaurant, some of Winter Park's most desirable shopping and restaurant establishments? The home is located just minutes from Park Ave., I-4, Rollins College, Winter Park Village, Winter Park's Ravaudage and ALL OF Winter Park's restaurants and shopping!! Inside, you’ll find an open-concept layout with high ceilings, large windows, and modern finishes. The gourmet kitchen boasts stainless steel appliances, quartz countertops, and an extra-large island, ideal for entertaining. The home boasts 4 bedrooms, 4 full baths, 2 half baths, 3694 square feet of living space, with 2 primary suites including a spa-like bathroom and a private deck overlooking the lake view; A 3-car garage with a gym area and sauna, an outdoor kitchen and a boat dock with an electric boatlift. Don’t miss this rare opportunity to own a slice of paradise on Lake Killarney! Contact us today to schedule a private tour.

301 Rippling Lane, Winter Park

$4,950,000

5 Beds ⋅ 7 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. New Hamptons-style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening to a circular driveway and motor court, set the stage for enjoying this exceptional estate. As you enter home, an impressive 2-story foyer with a glass-paneled staircase wraps around a temperature-controlled wine room and a transparent glass elevator, effortlessly connecting all levels including an expansive third-floor multi-purpose space. Designed for contemporary living, the thoughtfully curated floor plan features a spacious open concept kitchen/gathering room along with the dining area enjoy a wall of glass doors and picture window overlooking an expansive lanai, and serene backyard with a sparkling pool and spa. The main residence offers 4 bedrooms, private home office, and multiple flex spaces, complemented by a detached pool cabana that serves as a 5th guest retreat or versatile use building. The gourmet kitchen is an entertainer’s dream, featuring dual 10-foot stone islands, a 60-inch Wolf range, dual 36-inch Sub-Zero refrigerator and freezer columns, a warming drawer, beverage center and a 146-bottle Sub-Zero dual-zone wine cooler. A separate pantry kitchen is equipped with a Dacor induction cooktop, convection oven, additional refrigerator, microwave, dishwasher and ample cabinetry, ideal for catering and meal preparation. The 1st-level primary suite is a tranquil retreat, offering a sitting area, an all-marble bath with a glass-enclosed shower, multiple body sprays, a soaking tub, and French doors leading to a secluded Zen garden with an outdoor shower and fountain. There is also a hidden private home office near the front of home. The second level hosts 3 additional en-suite bedrooms, a generous lounge area, bar, and a well-appointed laundry room with extra storage cabinetry. As noted previously, there is also a unique 3rd level accessible by a staircase or elevator, that offers nearly 770 square feet of multi-use space. The outdoor living is elevated with a spacious lanai featuring motorized screens, a gas fireplace, dining space, and a summer kitchen with a 54-inch Coyote wood and gas grill, plus a separate burner beneath a remote-controlled louvered roof. There is also a detached cabana perfectly suited for a guest suite, fitness studio, additional office or game room, complete with a full bath, mini kitchen, and washer/dryer. Crafted with meticulous attention to detail, this home showcases Anderson windows, 10-foot solid doors, high-end lighting, plumbing and electrical fixtures, custom cabinetry built-ins, as well as Trane HVAC systems, ensuring quality and comfort... Lush landscaping, including magnolia trees, bamboo and cypress, surrounds the property, creating a private sanctuary. An attached side-entry garage features a powered car lift providing space for up to three vehicles. Ideally near Interlachen Country Club, Winter Park Racquet Club, Phelps Park/YMCA, and renowned Park Avenue. Note: Partial staging by RH and the furniture package can be purchased separately...

1660 Palmer Avenue, Winter Park

$1,975,000

3 Beds ⋅ 3 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Elegant French Country Estate in Prestigious Winter ParkNestled in the heart of Winter Park’s picturesque, tree-lined streets near Lake Sue, this exquisite French Country estate blends timeless elegance with modern luxury. Situated on an oversized, gated lot, this stunning home offers privacy, sophistication, and an unparalleled living experience.The expansive primary suite, located on the first floor, is a private retreat with spa-like amenities. The open-concept living and dining areas flow seamlessly into the gourmet kitchen, complete with top-of-the-line gas appliances, custom cabinetry, and a separate catering kitchen—ideal for entertaining. The sun-drenched Florida room, surrounded by floor-to-ceiling windows and French doors, provides breathtaking views of the serene private patio and courtyard.A separate office/den on the first floor offers the perfect work-from-home space, while an elevator leads to the second-floor loft-style living area, two additional bedrooms, and a well-appointed Jack-and-Jill bathroom.The detached three-car garage provides ample storage and the opportunity to add a mother-in-law suite above, making this estate both functional and future-ready. The gated driveway and fully fenced property ensure security and exclusivity, all within one of Winter Park’s most sought-after neighborhoods.This is a rare opportunity to own a luxurious estate in a prestigious Winter Park location, surrounded by the beauty of the Lake Sue neighborhodd and just moments from the best shopping, dining, and cultural experiences the area has to offer.

140 Dana Way, Winter Park

$2,599,000

5 Beds ⋅ 5 Baths ⋅ Via Tuscany Oaks 47/75 SubDv. ⋅ 32789 Zip Code

Nestled in the exclusive, sought-after cul-de-sac of Via Tuscany Oaks, this estate offers a rare opportunity to own a premier piece of Winter Park real estate. Situated among only six other distinguished homes and surrounded by a meticulously landscaped central park, this property perfectly blends privacy, elegance, and an unmatched location. The chef’s kitchen is a masterpiece of both design and functionality, featuring custom copper sinks, exquisite marble countertops, and custom cabinetry—an ideal space for both intimate meals and large gatherings. Step outside to find an entertainer’s dream: a custom-built summer kitchen complete with a grill, wet bar, refrigerator, and kegerator. This outdoor space is designed for luxury living, with a pool bath, putting green, and outdoor shower, creating the perfect atmosphere for both relaxation and entertainment. The first-floor Master Suite is a true sanctuary, offering a serene retreat with a spacious spa-like bath that includes a steam shower, vaulted ceilings, and dual walk-in closets—providing both comfort and luxury. Upstairs, four additional bedrooms, two full baths, and a balcony overlooking the central park offer an abundance of space and tranquility, with a perfect balance of privacy and scenic views. Located just steps from the Winter Park Racquet Club and only a short stroll to the renowned Park Avenue, this home places you in the heart of everything Winter Park has to offer—award-winning dining, shopping, and cultural experiences.

1000 Via Tuscany Oaks Way, Winter Park

$2,530,000

4 Beds ⋅ 5 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

This stunning one-story home, situated on a nearly half acre lot in the heart of the Vias in Winter Park, offers a rare combination of luxury, comfort, and modern amenities. Boasting soaring ceilings between 12' and 17' and an expansive private pool area, this home is designed for both entertaining and everyday living. The home features solid maple cabinetry, maple hardwood floors, and custom built-ins throughout. Pella thermal pane windows provide excellent energy efficiency and natural light. Two remote-controlled gas fireplaces add warmth and elegance to the living/dining rooms and primary bedroom. Multi-slide glass pocket doors create a seamless flow between the interior and outdoor spaces, perfect for enjoying the resort-style pool area. A true culinary haven, the kitchen includes granite countertops, a 30” double Thermador convection oven, a 48” built-in Sub-Zero refrigerator, Bosch dishwasher, Viking wine refrigerator, and Dacor 6-burner gas cooktop—ideal for both intimate meals and large gatherings. The luxurious primary suite is a true retreat, with its own fireplace, his and her custom-designed walk-in closets, and an updated spa-like bathroom. The home offers an idyllic backyard with lush landscaping and a completely private pool and spa area. Retractable screens on the patio allow you to enjoy the outdoors in comfort, even on cooler days or without the presence of insects. Recent updates include a new tile roof in (2023), a renovated guest half bath (2023), and a renovated primary bath and closet (2024). The home has also been freshly painted inside (2022) and out (2024). A circular drive and 3-car garage provide ample parking and convenience, while the porte-cochère adds a touch of elegance to the entrance. The well-appointed laundry room includes a Leibherr 36” refrigerator, washer and dryer, sink, and pantry for extra storage. Set on a double lot (120 X 165), this home offers expansive outdoor space, providing privacy and room for relaxation or recreation. Nestled on a charming “Olde” Winter Park brick street, this home enjoys both tranquility and proximity to the best that Winter Park has to offer. This home is truly a rare find—combining luxury, comfort, and practicality in one exceptional package. It’s perfect for those who appreciate the single-story style, ample space, and the ability to entertain year-round!

1215 Via Salerno, Winter Park

$2,100,000

4 Beds ⋅ 3 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code

Discover your own slice of paradise on this extraordinary property spanning nearly five acres, perfectly nestled between two serene lakes in Winter Park. Offering unmatched privacy and tranquility, this retreat is ideal for those who value seclusion, natural beauty, and convenience—all within city limits, yet feeling a world away. With motorized boats allowed on both lakes, you can spend afternoons cruising, water skiing, tubing, or simply enjoying the water. A newly constructed custom dock, located just behind the home, ensures your boating experience is effortless and enjoyable. From the moment you arrive, the journey begins with a picturesque 1,000-foot gravel driveway that winds through lush woods, crosses a charming creek, and leads to a private gated entrance. The property is perfectly positioned between Lake Bell to the east, offering breathtaking sunrises, and Lake Wilderness to the west, showcasing spectacular sunsets. With over 1,000 feet of combined lake frontage, this setting is as rare as it is stunning. The outdoor space is a true haven, highlighted by a custom-designed pool inspired by Florida’s natural beauty, complete with solar heating for year-round comfort. Private gardens have been thoughtfully crafted to enhance the property’s serenity, providing peaceful retreats throughout the grounds. An expansive open field offers endless opportunities for family games, outdoor adventures, or quiet relaxation. This meticulously crafted home was built with exceptional attention to detail. The family room features dual walls of sliding glass doors, flooding the space with natural light and providing uninterrupted views of the lakes. The kitchen is a chef’s dream, boasting custom cabinetry, a handcrafted stone and wood hood, a gas cooktop, double ovens, and a unique center island. A cozy breakfast nook with a stone fireplace overlooks the pool, while the formal dining room exudes sophistication. The living room, complete with a gas fireplace, is the perfect place to unwind. Newly installed flooring, featuring rich and elegant Italian custom tiles, adds warmth and style throughout the home. Additionally, a brand-new roof was installed in 2024, ensuring long-lasting durability. With no HOA and ample space for vehicles, boats, and recreational toys, this property is as practical as it is beautiful. This home is also equipped with a whole house generator. Opportunities to own a lakeside estate like this are incredibly rare—don’t miss your chance to experience stunning views, abundant wildlife, and timeless charm in your own private sanctuary. SECURITY CAMERAS ON PREMISE. ALL INFORMATION IS ASSUMED ACCURATE BUT NOT GUARANTEED. MEASUREMENTS ARE APPROXIMATE. BUYERS AND THEIR AGENTS MUST VERIFY ALL INFORMATION THAT IS IMPORTANT TO THEM.

1032 Early Avenue, Winter Park

$5,250,000

5 Beds ⋅ 6 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

This gorgeous, new-construction FG Schaub custom home is the epitome of stunning contemporary design by architect, Michael Weinrich. As you enter this sprawling residence, with views of both Lake Sue and Lake Chelton you'll be greeted by exquisite tile work with brass inlays, wood floors, drop down ceiling, crown molding, wainscoting and natural light that pulls the outside living in. The first floor was meticulously designed with your Owner’s suite, an additional en suite bedroom with walk in closet, large laundry room with full size washer and dryer and an abundance of cabinet and counter space, an eye catching drop zone, elevator, storage room, kitchen and great room. The kitchen truly is a chef’s dream with Quartz countertops, spacious island, custom cabinetry with a satin brass inlay, and modern appliances including Tru refrigerator, freezer, a dual zone 150 bottle wine fridge, 60" Wolfe range with a custom range hood. The custom cabinetry continues into hidden butlers pantry complete with ice maker, microwave drawer, additional sink and Bosch dishwasher. The great room will be your hot spot for entertaining! Located off the kitchen, offering plenty of space for friends and family to gather with easy access to the pool area. Floor to ceiling Anderson windows, bar and an electric fireplace for that added touch of ambiance. Continuing into the Owner's suite you will find more expansive Anderson windows, private access to the outdoor living area, luxurious en-suite bathroom and custom closet. Feast your eyes on the 3x10 large format porcelain tile flooring, dual undermount glass sinks, 24K plated brushed gold fixtures, towel warmer, free standing soaking tub, large walk in shower and private water closet with smart toilet in your Owner’s bathroom. And the closet is a feature in itself with lighted LED rods, custom built ins, full length door mirrors and island. Access the second floor via the private elevator or staircase with a glass railing that leads to 3 additional bedrooms, all en-suite with custom tile work and walk in closets with built ins. You'll also find an additional laundry room with a stackable washer and dryer, linen closet, mechanical room and the activity space complete with wet bar and wrap around balcony with a custom glass railing offering sunsets over Lake Sue. Step outside to your own private oasis featuring a sparkling pool with 3 built in stools, sunshelf and spa, fire pit, and cabana with a full summer kitchen, roll away screens, half bathroom and an outdoor shower - ideal for weekend gatherings or relaxing evening meals poolside. Attention to detail carries out to the oversized 3-car garage which features epoxy flooring and a custom LED light design on the ceiling. While a hand crafted iron gate to the front courtyard gives a nod to Winter Parks favorite resident peacocks. A standing seam metal roof and lush landscaping adds the final aesthetic touch on this FG Schaub masterpiece. Welcome home to one of the most exceptional properties on the market!

210 Chelton Circle, Winter Park

$3,400,000

5 Beds ⋅ 6 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

WINDSONG - WINTER PARK – A Maroon Fine Homes masterpiece and COMPLETELY renovated in 2022. This property combines luxury, functionality, and location, making it a perfect choice for those looking to enjoy the best of Winter Park living! Five bedrooms, six baths with the amazing primary suite located on first floor and shell stone flooring though out entire home except theater room. Master suite features a luxurious bath with double vanities, separate shower and tub plus washer and dryer in large walk-in closet to save a trip to the laundry room on the other side of this 6,215 sq. ft. home. From the living room with fireplace, you enter the informal dining area, large open kitchen, and a grand family room. A gourmet kitchen offers a hidden walk-in pantry, wonderful center island with nice long counter for seating open to the family room. Kitchen includes Dacor appliances with unmatched design, American made and the preferred choice for culinary enthusiasts. An office is on the first floor off from the foyer, which leads to a butler’s pantry (with another large walk-in pantry), which is adjacent to the large laundry room with another set of washer/dryer, and a custom dog bathing area! Across from the living room is a bedroom with ensuite bathroom perfect for guests or mother-in-law needs (pocket door separates this area from living room). Additionally downstairs is a theatre room with comfy chairs for family fun nights! Just outside the theatre room is a hall bar area with subzero tall wine fridge w/2 refrigerated beverage drawers/ 2 more subzero ones, another refrigerator and freezer w/ice maker and a pool full bath just down the hall. Upstairs is an open space perfect for a library, play area, another living room, etc. and is positioned between three more bedrooms with ensuite bathrooms. To enjoy morning coffee or evening wine there are 4 porches and 2 balconies. 3 garage spaces.....2 car garage and separate 3rd garage. The lay out of this luxury home is unique as it wraps around (U shape) the pool, lanai, and outdoor kitchen. Three a/c units replaced in 2014. Large, private backyard with NO rear neighbors. Located in one of Winter Park’s most sought-after neighborhoods, Windsong offers its residents Chain of Lake Access, community pools, splash park, pontoon boat, paddleboards. Top rated schools and minutes to Park Avenue shopping and dining.

465 Genius Drive, Winter Park

$2,650,000

5 Beds ⋅ 6 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Welcome to this renovated traditional home, ideally situated on a corner lot in one of the most desirable neighborhoods in all of Central Florida. This charming, white-washed brick exterior Winter Park home offers everything a family could need. This two-story, 3 car garage, residence showcases the finest upgrades and provides an unparalleled living experience. As you enter the front door, the first floor welcomes you with a formal dining room that provides the perfect setting for entertaining guests with a custom-built wine display at arm's reach. Conversely, you also have an office that doubles as a sitting room with an exterior door leading to a charming cigar porch. As you continue down the hall, you enter an elegant living room featuring a gas fireplace, custom built-ins, and accordion stacking doors that open to a picturesque outdoor living area. The large chef's kitchen is equipped with a gas cooktop, farm sink, stainless appliances, quartz countertops, a butler's pantry, lots of cabinet storage, and a breakfast nook overlooking the pool. Opposite the kitchen, you have the first-floor primary bedroom with custom built-in closets and a large bathroom. Venture upstairs through one of the two staircases to an additional four bedrooms, three full bathrooms, and a bonus/theatre room, including two oversized storage closets that can be multifunctional. This is an excellent house for entertaining and enjoying the Florida sunshine with the expansive backyard, where you'll find a large pool, a covered sitting area, and a fully equipped summer kitchen with a grill, Green Egg, sink, and fridge. Located in the premier neighborhood of Winter Park, this home is minutes from Park Avenue, with numerous top restaurants, shops, and yearly events to enjoy. You can also easily access major roadways, top golf clubs, and tennis facilities such as the Winter Park Racquet Club and Interlachen Golf and Country Club. This home is zoned for highly rated Winter Park schools, including Dommerich Elementary, Maitland Middle, and Winter Park High School. This exquisite residence epitomizes elegant living in a prime location. Don't miss the opportunity to make this stunning home your own.

1421 Place Picardy, Winter Park

$4,100,000

5 Beds ⋅ 7 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Experience the pinnacle of luxury living in this stunning five-bedroom estate situated on an oversized 120-foot wide lot on a tranquil and premier Vias brick street. This elegant Tuscan Mediterranean enjoys over 5,600 square foot of living space offering an exceptional blend of elegance and comfort, ideal for both intimate gatherings as well as grand entertaining. As you step through the foyer, you are welcomed to the open formal living and dining areas, with a wall of glass straight ahead capturing grand views of the sparkling pool and beautifully landscaped backyard. The heart of the home is the spacious, chef-inspired island kitchen, featuring top-of-the-line appliances, a hidden walk-in pantry, and a 12-by-12 breakfast nook. This space seamlessly connects to the main casual gathering room and additional flex/media room beyond, making it perfect for hosting large gatherings. The gathering area is anchored by gorgeous built-ins and a modern linear fireplace, with large sliding glass doors that open to the expansive covered lanai, blending indoor and outdoor living. The flex/media room is bathed in natural light, thanks to oversized picture windows that frame lush backyard/pool views as well. It also features a glass-enclosed, temperature-controlled wine room and a powder/pool bath that leads to an outdoor shower. On the opposite side of the main level, there is a stately office/library, with its wall of built-ins, providing a peaceful workspace with full views of the front courtyard. The grand primary suite is a true retreat, the gracious space includes a sitting area, a spa-like primary bath, two ample walk-in closets, and access to a private, trellis-covered courtyard with a fountain. The first floor also includes a hidden full guest suite with an ensuite bath. Upstairs, you'll find a large loft/bonus room with built-ins, along with three additional bedroom suites, each boasting ensuite baths and walk-in closets. The private backyard is an oasis, featuring a beautiful, tropical pool with a waterfall feature, a relaxing spa and lush mature grounds. The covered lanai extends your living space outdoors, complete with a seating/lounging area with a gas fireplace and TV, a summer kitchen, and room for alfresco dining. A split three-car garage and a picturesque brick paver driveway enhance the home's curb appeal. Situated in the highly sought-after The Vias neighborhood of Winter Park, 1231 Via Salerno offers the perfect blend of privacy and convenience, just minutes from upscale dining and shopping on Park Avenue, the Winter Park Racquet Club, Interlachen Country Club, and top-rated schools. This is a rare opportunity to own a truly exceptional home in one of Winter Park's most desirable locations.

1231 Via Salerno, Winter Park

$3,625,000

3 Beds ⋅ 6 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Welcome to an exquisite 3-bedroom, 5.5-bath plus office pool home in the heart of Winter Park. Set back 150 feet from the picturesque brick street, this stunning residence offers unparalleled privacy and elegance, exuding sophistication from the moment you arrive. Stately double-front doors open into a grand foyer with direct views of the beautiful pool and meticulously landscaped backyard. Step inside to discover a magnificent custom concrete and iron staircase that sets the tone for the remarkable craftsmanship throughout the home. The spacious open kitchen overlooks the family room and breakfast area, providing seamless access to the covered lanai. Outfitted with sleek European custom cabinetry by NEFF, double islands, two dishwashers, and top-of-the-line Wolf/Subzero/Miele appliances, the kitchen is a chef’s dream with ample storage for all your needs. The inviting family room features a stunning gas fireplace, coffered ceilings, and a large custom bar complete with a wine refrigerator. Designed for grand entertaining, the home offers large-scale rooms with soaring ceilings that create an open and airy ambiance. The formal living and dining areas are enhanced by large picture windows that bathe the rooms in natural light, offering picturesque views of the sprawling grounds. The outdoor living space is nothing short of extraordinary, featuring a cozy outdoor living room with a gorgeous gas fireplace, a dining area, and a built-in grill. Motorized screens open to reveal the pool and manicured backyard, creating an idyllic setting for relaxation and entertainment. The primary suite on the first floor is a sanctuary of luxury, offering two separate baths, each with its walk-in closet and access to the pool area. An elegant office or optional fourth bedroom and a secondary bedroom with an en-suite bath are also on the first floor. Upstairs, you'll find a secondary primary suite with a spacious en-suite bath, featuring dual vanities, a luxurious spa-like soaking tub, and a glass-enclosed shower. For added convenience, there’s an upstairs wet bar perfect for refreshments, alongside ample cabinetry providing extra storage and space for hanging clothes. Additional features include a full-house generator, well irrigation system, a five-zone A/C system for optimal climate control, and a three-car attached garage with a brick paver-gated driveway leading to a motor court, ensuring ample parking and privacy. This truly unique property has been done and maintained to the highest standards, offering an unparalleled lifestyle. Situated in a top-notch location, just a short distance from vibrant shopping and restaurants on Park Avenue and the iconic Winter Park Golf Course, this home is a rare opportunity to experience the epitome of luxury living in Winter Park.

850 Georgia Avenue, Winter Park

$4,330,000

5 Beds ⋅ 6 Baths ⋅ Tuscania SubDv. ⋅ 32789 Zip Code

Discover an exquisite Santa Barbara style Mediterranean that's undergone extensive renovations completed in 2024 to blend timeless elegance with modern luxury... This property is nestled in the heart of the prestigious Winter Park "Vias" - one of the area's most coveted locations, and only three houses from the WPRC... This stunning 5-bedroom (w/ the primary & guest suite both on 1st floor), 6-bath residence + office + bonus spaces, offers all the benefits of new construction without the wait or stress, boasting professionally designed interiors that exude sophistication and style… Step into the grand foyer, where a sweeping staircase and soaring ceilings welcome you into the heart of the home. The light-filled gathering room, adorned with a beautiful fireplace and is illuminated by three sets of French doors and expansive 2nd story windows as well, allowing natural light to cascade throughout the space. The gourmet kitchen is a chef's dream, featuring two striking waterfall islands, custom cabinetry, Caesarstone countertops, a 48-inch gas range, a Sub-Zero refrigerator, and a Meile coffee maker and steam oven. A secondary back staircase allows for easy access to the second floor from the kitchen with its four arched picture windows... The adjacent gathering room enjoys a two-story soaring ceiling with wall of glass flooding light in and included a fireplace, adjacent wine cellar and lanai - ideal space for entertainment… The private owner’s suite is a luxurious retreat, complete with a cozy sitting area, a stunning stone fireplace, vaulted ceilings, and large picture windows that frame serene views of the pool and manicured grounds. This suite also includes a custom walk-in closet/dressing room and a spa-like bath with a stand-alone soaking tub, dual vanities, and a beautifully appointed walk-in shower. The main level also features a front-facing office, perfect for working from home, and a private guest-suite with an ensuite bath and walk-in closet... Ascend the elegant, curved staircase to the second level, where a cozy loft and three additional bedrooms with ensuite baths, marble floors, and custom closets await. Additionally, the upstairs living encompasses a study alcove and a wonderful, oversized bonus/flex space... The outdoor living is equally impressive, with a covered lanai offering a serene spot for lounging and alfresco dining while overlooking the sparkling saltwater pool and wonderful, expansive back yard that is rare to find in Olde Winter Park homes. Note: The total AC area in this home per building plans is apprx 5,550SF... the main living area is ~4,500SF and lives/feels larger with spacious, open living areas that include 2-story ceilings, plus the additional ~1,000SF in a secluded, expansive bonus room that is a really cool, flex room for so many uses... The oversized lot (approximately 108-by-165 feet) provides ample space for outdoor activities and also benefits from a tranquil, very private setting… A covered drive through porte-cochere leads to the generous side-entry 3-car attached garage, adding to the convenience and grandeur of this stately property. This magnificent residence is just footsteps from the Winter Park Racquet Club and 5 minutes from Interlachen Country Club as well as the upscale shops and restaurants of Park Avenue… This is truly a unique opportunity to purchase a like-new, current design “like new” home offering an unparalleled lifestyle in one of Winter Park's most desirable addresses!!

1157 Tom Gurney Drive, Winter Park

$1,340,000

2 Beds ⋅ 2 Baths ⋅ Lords Sub SubDv. ⋅ 32789 Zip Code

Welcome to Winter Park lakefront living at its finest. Experience the ultimate lakefront lifestyle with year-round boating, kayaking and water skiing on your private lake in Florida. Lake Killarney is one of the few lakes in Central Florida where you can land your seaplane on the water. Winter Park offers a vibrant community rich in culture and amenities. From upscale dining and shopping to outdoor activities and renowned schools, this location balances convenience and exclusivity.

571 Lake Front Boulevard, Winter Park

$2,560,000

5 Beds ⋅ 7 Baths ⋅ Windsong Lakeside Sec 01 43/70 SubDv. ⋅ 32789 Zip Code

Prestigious Windsong community-Discover luxury living at its finest in this exquisite 5-bedroom, 5 full and 2 half-bathroom estate built by renowned Hal George (Parkland Homes). Boasting a traditional, red brick exterior and surrounded by a private 12 ft hedge, this meticulously maintained, light-filled home offers unparalleled privacy and modern elegance. Upon entry, you're greeted by a grand foyer, setting the tone for the home's impeccable craftsmanship and attention to detail. The main level features a well-appointed office and a spacious primary bedroom retreat that opens gracefully to the pool lanai, offering a seamless indoor-outdoor lifestyle. Beautiful primary bath features travertine marble, a spacious soaking tub, and a large shower, epitomizing luxury and relaxation. The heart of the home revolves around an open yet distinct layout, perfect for daily living and entertaining. The family, dining, and living rooms flow effortlessly, enhanced by new LED lighting and a gas fireplace for added ambiance. The gourmet kitchen is a chef's dream, showcasing granite countertops, pale oak cabinetry, and top-of-the-line appliances including a Wolf gas range, Subzero refrigerator, Bosch dishwasher, and Perrin and Rowe faucets; a window wall behind the dining banquette floods the kitchen with natural light and looks out onto the pool area and private backyard. Dual pantries provide ample storage space. Upstairs, a separate staircase on one side of the house leads to the fifth bedroom/bonus room with walk-in closet and bathroom, ideal for guests or a private retreat. Upstairs from the main living area are three bedrooms with en-suite bathrooms and a fourth “loft” room, perfect for a library, studio or playroom. Outdoors, indulge in resort-style amenities including a recently resurfaced, heated saltwater pool with a gas-heated spa, fiberoptic light tower, and Jandy Digital Assistant controller. The pool deck is at the center of a private, beautifully landscaped, backyard “room” surrounded by walls of green hedges, perfect for early morning coffee and birdsong or a glass of wine in the evening as the sun sets, washing the pool with color. The 2022 designer summer kitchen boasts marble countertops and a stainless steel Wolf gas grill. A pool bathroom adds convenience for guests. A mudroom and laundry area offer practicality and organization. Additional features include completely refinished wood floors throughout, a new security system with video cameras, a central vacuum, three AC units installed between 2015-2018, a whole house dehumidifier installed in 2023, and two hot water heaters. Outside, enjoy immaculate landscaping, a long driveway leading to a three-car garage with Tesla charging station, and serene touches like a Buddha garden. Located in the highly desirable Windsong, residents benefit from exclusive access to the Winter Park Chain of Lakes, pools and water park area for entertaining, and playgrounds. Minutes away from Park Avenue shopping and restaurants, Baldwin Park, parks, playgrounds, and excellent public schools including Brookshire Elementary, Glenridge Middle, and Winter Park High School. Don’t miss this rare opportunity to own a masterpiece in one of Winter Park’s most coveted neighborhoods. Contact us today to schedule your private tour and experience luxury living at its finest.

1450 Mizell Avenue, Winter Park

$2,900,000

5 Beds ⋅ 8 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

ACCEPTING BACK UP OFFERS. Please review photos...some painting inside and out was completed this month (Dec). Custom masterpiece! 5 bedrooms, 5 full baths, and 3 half baths. The 5th bedroom is currently a media room upstairs w/ensuite full bathroom but could easily be a bedroom or in-law suite. The Winter Park Windsong community has many amenities such as lakefront clubhouse, splashpad area for families, lake for fishing/boating and plenty of walking paths along the lakes. The home has a large Master suite which features vaulted ceilings, separate his and her vanities, spa tub w/travertine and glass tile. Master shower has 3 separate water options w/ rainfall head, regular, and handheld option. Split his/her custom closet w/ hidden safe bolted to foundation of home. There is another bedroom downstairs w/ full bath which was used mainly for guests. The open-plan kitchen has an oversized granite island that can seat up to 8, w/ under-counter lighting and stone covered dimmable halogen “art light”, plus oversized cabinets w/ under-cabinet lighting, a Bosch dishwasher and a Wolf commercial range, Wolf steam oven & Wolf warming drawer, a Subzero refrigerator-freezer, and a custom tiled oven hood. Off the kitchen is a Butler’s Pantry and Walk-In Pantry w/ floor-to-ceiling custom shelving. Adjacent to the kitchen is a remote-controlled natural gas log fireplace w/ floor-to-ceiling stone veneer, and built-in seating w/under-seat hidden storage cabinets and dimmable halogen “art light” above the wood beam mantle. Past the laundry room, stairs lead to the second-floor man cave / game room / media room w/ drop down projector screen and surround sound system, full bath with shower, and hewn log bar with kegerator, plumbed and wired to be able to be easily converted to mother-in-law apartment. It also has a finished, oversized storage room. Across from the living room is a grand staircase leading to the loft area upstairs and two bedrooms w/ a full bath in each bedroom. This loft area space was great for friends gathering after school or could be another game room. Off from the loft is a large, finished, air-conditioned storage room. The impressive outdoor space features a fully enclosable patio w/ remote-control drop-down screen system, al fresco natural gas grill, custom wood cabinetry, and a wood-burning hand-laid stone fireplace w/ natural gas starter system. Outdoor TV and wired for a second TV. The pool/hot tub is natural gas heated, custom lighting system in both pool and hot tub, pool has swim resistor system for “lap in place” swimming and a newer (May 2022) Hayward heater. Finished 3-car garage with stucco, molding and Loewen windows, plus a driveway that can park up to 8 cars. Just a few more details: Nest climate control, 3 air handlers and zones, whole-house EWS water filtration system (rated at 10 years or 2.5 million gallons), second water filter system at kitchen sink for double-filtered drinking and cooking water, blown foam Icynene insulation, wood floors throughout. Alarm system w/ motion sensors, Loewen windows throughout house, wood beams and coffered ceilings on main floor and master bedroom, Rheem dual tankless natural gas, “continuous on” hot water system, tongue and groove ceilings on front porch and back covered summer kitchen/fireplace area, M & S intercom system throughout, Hidden storage room at entry, keyless Schlage entry system. One-owner custom home - Cahill Builders.

1618 Holts Grove Circle, Winter Park

$1,575,000

3 Beds ⋅ 4 Baths ⋅ Douglas Grand - Winter Park Residential SubDv. ⋅ 32789 Zip Code

Welcome to The Douglas Grand, located in the heart of downtown Winter Park! If you are in search of a turn-key, easy living, secure, private, luxury lifestyle...look no further! This stunning 3-bed/3.5-bath townhome is located on the 3rd and 4th floor of the Douglas Grand, overlooking the treetops on Morse Blvd. The original owners have meticulously maintained the townhome since 2013. Valuable upgrades include a large elevator, 3 assigned parking spaces on the 3rd floor just steps from the front door, an additional storage room at the end of the hall, timeless hardwood floors throughout the living spaces and all bedrooms (NO Carpet!), and fresh paint throughout the interior (June 2024). The first level of the townhome offers a spacious kitchen with custom cabinet pullouts, a dinette area, and a convenient built-in desk. The dining area is open yet defined, with gorgeous custom built-in cabinets with glass doors and a detailed tray ceiling. The vast family room is wrapped in custom molding, with French doors framed by remote-powered drapes that lead out to a balcony overlooking the trees on Morse Blvd. The living and dining areas are centered around the sunny atrium, offering a unique covered patio feel, stretching 2 stories tall up to the skylights above. This patio provides natural sunlight on both levels and a thriving location for potted plants. The first level includes a guest bedroom with a private bathroom, which makes a great second primary suite. Take the spacious elevator or the wrapped staircase up to the 2nd floor where you’ll find an expansive Primary Suite (14'x25') with a huge walk-in closet (10’x12’), and French doors that lead to a sprawling outdoor terrace spanning 26ft wide. The second level also includes the 3rd bedroom with an en-suite bathroom, and a laundry room with a sink and additional storage cabinets. This unit offers enormous walk-in closets in every bedroom outfitted by California Closets, and the townhome is sprinkled with storage & linen closets throughout. Don’t forget the added bonus of the deeded walk-in storage closet. Just a block from Park Avenue with Central Park in the distance, you’ll be sure to enjoy the convenience of “city life” and experience the excitement and charm of downtown Winter Park right in your backyard. * Click on the Virtual Tour and ask for a Floorplan! All furnishings may be sold separately!

101 S New York Avenue Unit 303, Winter Park

$1,750,000

4 Beds ⋅ 5 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. New Price!! Motivated Seller. Beautiful Winter Park pool home walkable to the East End Market. This Modern styled home has a Coastal feel with its straight lines and West Indies touches of wood. Located in the Northwood Terrace neighborhood where you blend the best locations of Winter Park and Baldwin Park. A lush Zoysia lawn with tropical landscaping and blooming annuals WOW you as you walk up the expansive double drive and entry. An 8-foot French glass door with side lights adorns the front elevation. The Modern sconce lighting and decorative cedar corbels complete this custom Coastal feel. An open gallery with twelve-foot-high ceilings boasts inlaid wood and LED lighting. To the right there is a thoughtfully designed first floor guest suite. This suite lends itself to a multi-generational space for guests. Within, another French door offers natural light to the suite. A walk-in shower with beautiful tile/fixtures is just to the right. The grand feel down the gallery continues as double doors roll open to reveal a large office space as does the Great Room opening to an expansive 2 story room. This generously sized room features a 4-panel sliding door, second story ship-lap wooden wall feature with views to the rear entertaining space. Adjacent, is the dining area with a covered patio perfect for coffee/breakfast. Back inside, the kitchen is quite the showstopper. Mitered edge double thickness Quartz counter tops give a rich feel as does the Thermador Appliance Package. The 48" Freestanding gas range features six-star shaped burners, as well as a griddle. Perfect for quick appetizers or searing your favorite steak or tuna. The 36" Thermador refrigerator offers much space and thoughtful design. A Thermador undercounter microwave is quiet and out of sight. A walk-in pantry has high shelf racks for storage. There is a large glass window behind the sink allowing an abundant amount of natural sunlight. The primary bedroom is situated behind the great room and features a recessed ceiling with custom wood inlaid and is complete with LED lighting. Hunter Douglas motorized shades are at your beckoning call for complete light out or just filtered light. Another rolling door reveals a luxury treat as you enter the primary bath. Eight-foot glass surround with wall/rain shower heads is just the prescription as is the grand soaking tub. Separate vanities offer luxury private space. A custom walk-in closet offers floor to ceiling shelving for all of your special accoutrements. At the end of the closet is the conveniently placed washer/dryer/laundry room with an ample utility sink. Upstairs there is an open loft/flex space. This area can serve as a play place or exercise area. Two additional bedrooms, each en-suite keeps everyone happy...The backyard private tropical oasis features a 14x32 heated/saltwater pool. A covered lanai as well as the outdoor kitchen makes grilling a snap. Motorized screens on the lanai extend the fun into the evening as there is also a cable hook up for television and entertaining. A whole house generator is included for any power outages. A sought after 3 - Car garage is perfect for the car enthusiast. The home is zoned for the newly constructed Audubon Park K-8, and the Winter Park School district. This coastal inspired home is available for a private showing. Schedule a visit soon.

2125 Sycamore Drive, Winter Park

$2,700,000

6 Beds ⋅ 5 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Welcome to an EXCEPTIONAL property in the heart of Winter Park. Situated in a quiet neighborhood on a gorgeous tree-lined brick street, this custom-built home offers elegant features and craftsmanship throughout, boasting 6 bedrooms and 4.5 baths within its expansive 4000 square feet of thoughtfully laid-out living space. Upon stepping inside, one immediately notices the meticulous attention to detail, from the stunning wood floors to the custom millwork. The chef-inspired kitchen is a focal point, equipped with an abundance of custom solid-wood cabinets, gleaming quartz counter tops, a large island, a walk-in pantry, and top-of-the-line Thermador SS appliances, including separate Refrigerator and Freezer units, a 2 zone Wine Refrigerator, a 6-burner natural gas stove complete with a griddle, a pot filler, a steam/convection oven, and even a warming drawer — ensuring that entertaining and meal prep are effortless. Overlooking this exceptional kitchen is the spacious great room, all with a commanding view of the impressive private backyard. This outdoor oasis includes a spacious lanai with retractable screens, access to the pool bathroom and primary bedroom, a complete Summer Kitchen, a dazzling Salt-water pool with a sun shelf, solar heating, and even an outdoor shower — the perfect place to relax and unwind with Family and Friends. Tucked away on the first floor is the elegant primary suite, featuring a spa-inspired bath with double sinks, custom cabinetry, and exquisite tile work, along with a large walk-in shower with 3 shower heads, a luxurious soaking tub, and a water closet. This elegant owner’s retreat also enjoys a lighted tray ceiling, a quiet sitting area, and an expansive custom walk-in closet. Rounding out the first floor is a comfortable guest suite with a Murphy bed, a walk-in closet, and a private bath with an accessible shower, as well as a laundry room with storage cabinets, a large closet, and a utility sink. Upstairs, you'll find four well-appointed bedrooms with custom closets, two full baths, and a large bonus room that could serve as a great office, home gym, or playroom. Additional amenities include a large 2-car garage with an electric car charger, plus a separate 1-car garage, plenty of storage space, custom automated/motorized solar and blackout blinds with remotes & wifi, solid-core doors, wide base moldings, transferable Termite Bond, and two tankless water heaters. This remarkable home is flooded with natural light and ambiance, exuding a warm and cozy atmosphere. Zoned for some of the best public schools in the area, including Winter Park High School, and conveniently located near the WP YMCA Family Center, Phelps Park/Playground, WP Racquet Club, Interlachen Country Club, and just a short bike ride to Park Ave with its fine restaurants and shopping. Don't miss your chance to own this exquisite WINTER PARK PROPERTY and experience Florida living at its finest!

1620 Palm Avenue, Winter Park

$3,450,000

5 Beds ⋅ 7 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

Welcome to your dream home in the prestigious Windsong community of Winter Park. Situated on a premium oversized lot on a scenic pond with Winter Park chain of lakes access directly across the street. This stunning two-story luxury modern Mediterranean estate, REIMAGINED BY Z PROPERTIES in 2018, embodies the perfect blend of elegance and comfort. Step inside to be greeted by an abundance of natural light and soaring high ceilings that create an open and airy ambiance. The heart of the home is the gourmet chef's kitchen, equipped with top-of-the-line appliances including a Sub-Zero refrigerator, Wolf 6-burner gas range with grill, double Wolf ovens, two Miele dishwashers, and a built-in Miele cappuccino machine. The grand island provides ample space for culinary creations and casual dining, while a hidden walk-in pantry offers discreet and ample storage.The expansive open floor plan features a breathtaking living room with 24-foot ceilings, offering a dramatic space for entertaining or relaxing with family. Each of the five bedrooms is a private sanctuary with its own full bathroom, ensuring comfort and privacy for everyone. The home also includes an additional full and an half bathroom for convenience. The luxurious primary bedroom suite overlooks the pool and tranquil water, providing a serene retreat. The stunning bathroom boasts two separate vanities, a large walk-in rain shower, and a two-level walk-in closet and dressing room area, offering ample space for all your wardrobe needs. This luxury estate is equipped with Control 4 automation on the lower level, allowing you to easily manage lighting, security, entertainment, and climate with the touch of a button. Additionally, a 10KW capacity whole house generator ensures uninterrupted power supply, and a well irrigation system maintains the lush landscaping effortlessly. Step outside to your private oasis featuring a new pool (2018) with private cabana, perfect for relaxing and entertaining in the Florida sunshine. The home also boasts a circular drive providing ample parking, a 3-car side entry garage, a private theatre room for the ultimate movie experience, and a home gym for your fitness needs. Upstairs, a large game room overlooks the serene pond, providing an ideal space for recreation and relaxation. Located on a tranquil pond, this estate is surrounded by serene water views and lush landscaping and across from a preserve. Just across the street, the Windsong Residents Club offers exclusive amenities, making this location unparalleled. Experience the epitome of luxury living in this meticulously designed estate. Schedule your private tour today and discover the beauty and sophistication that awaits you in Windsong.

318 Genius Drive, Winter Park

$1,050,000

3 Beds ⋅ 3 Baths ⋅ Douglas Grand - Winter Park Residential SubDv. ⋅ 32789 Zip Code

Welcome to luxury living at its finest in this gorgeous END UNIT residence in the Douglas Grand in the heart of downtown Winter Park. This single level three bedroom, three bathroom residence features a gourmet kitchen which opens to the living and dining area, perfect for entertaining and everyday living. The chefs kitchen includes a Sub-Zero refrigerator, Wolf cooktop, Bosch dishwasher, custom granite counters, island with bar seating, and a large walk-in pantry. The spacious primary bedroom with sitting area includes two custom walk-in closets, an en suite bathroom with separate vanities, walk-in shower, and soaking tub. The second primary suite also features a walk-in closet and en suite bathroom with a walk-in shower and tub. The third bedroom/flex room includes a walk-in closet and full bathroom down the hall. Finishes and custom details include beautiful travertine flooring throughout, high volume ceilings, new lighting, crown molding, sound system, newer hot water heater, and Nest thermostat. This residence offers 3 DEEDED PARKING SPACES conveniently located in the gated parking garage along with a DEEDED STORAGE room. From the Douglas Grand, you can easily stroll to renowned Park Avenue and its abundance of restaurants, coffee and wine bars, and boutique shops. Enjoy all downtown Winter Park has to offer including the Winter Park Farmers market, Winter Park Village, art festivals, Rollins College, and an array of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and more.

100 S Virginia Avenue Unit 314, Winter Park

$3,250,000

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Traditional Winter Park LAKEFRONT estate on the shores of Lake Virginia with stunning unobstructed views that overlook the Genius Drive nature preserve. This beautiful four bedroom, four bath, three level home is a rare find on the Winter Park Chain of Lakes. The main level, with hardwood floors throughout, offers speculator views of the lake from the moment you walk in the front door. Spacious separate dining and living rooms, family room, with french doors that open to the oversized balcony where you will have gorgeous panoramic views of Rollins College and the Winter Park skyline, two fireplaces, one wood-burning and one gas, a large office overlooking the lake, a guest bath, and a large kitchen with tray ceilings, a butcher block island, two pantries and a large dining area with french doors that open to the balcony. There is a green house with a watering system that is accessible from the kitchen and the balcony. The master suite on the second level offers spectacular views of the lake and two large custom walk-in closets. Three additional bedrooms and a guest bathroom complete the second level. There is a full stand up attic with a stairway in one of the bedrooms. The lower level offers a 33 x 18 game room with a wet bar and opens to the 20 x 40 newly refinished pool, a separate pool bath, laundry room, workshop and entry into the three car garage. The beautiful lushly landscaped backyard leads the way to a private boathouse and custom dock with over 100’ of lake frontage. This is an incredible opportunity to live in the existing home, remodel or build your own on the Winter Park Chain of Lakes.

681 Virginia Drive, Winter Park

$1,890,000

4 Beds ⋅ 4 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

This modern traditional one-story pool home is located in one of Winter Park’s finest neighborhoods, Sevilla. Situated on over ¾ of an acre on the creek of Mead Gardens with no rear neighbors. This special home features 4 bedrooms plus a den/office or nursery, boasting over 3600 square feet of living space. Lovely front porch, once inside one is greeted by a flood of natural light illuminating the large living and dining rooms. There are 2 primary bedrooms and spacious secondary bedrooms. The gourmet kitchen is a chef’s delight, appointed with custom wood cabinets providing an abundance of storage, ample counter and workspace, stainless steel appliances, granite countertops, an island, a workstation with a desk, and an eat-in area. Seamlessly connected to the kitchen is an oversized family room with vaulted beamed ceilings, fireplace and French doors to an outside oasis! The large covered lanai is perfect for entertaining, features an outdoor kitchen equipped with an Alfresco grill with side burner, refrigerator, sink, bar overlooking the large sparkling pool with a sun shelf, outdoor lighting, travertine and an expansive, private rear yard. The owner's retreat is a haven of tranquility with direct access to pool and a private terrace. Enjoy high ceilings and lots of natural light. It includes an attached den that could serve many uses. The spa-like bath is equipped with his-and-her baths, a soaking tub, a walk-in shower, and two walk-in closets. The exterior has been meticulously maintained with a newer roof, exterior paint (2018), pavered circular drive, a well and lush tropical landscape enhance the curb appeal. The home also features a three-car side entry garage, a super laundry room which offers plenty of additional storage, pool heater, designer light fixtures and colors throughout, engineered hardwood floors and crown molding. Situated within the sought-after Winter Park School District, with Audubon K-8 and Winter Park High School. Located just a short drive to Winter Park’s famed Park Avenue of shops, galleries and cafe's, Central Park, Rollins College, SunRail, the Farmer’s Market, and more. Call today for your private viewing of this pristine, well loved Sevilla home.

1711 Barcelona Way, Winter Park

$5,770,000

4 Beds ⋅ 5 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

HISTORIC LAKEFRONT ESTATE ON THE CHAIN OF LAKES – WALK TO PARK AVENUE! Absolutely stunning and timeless, this historically designated home sits on an oversized 0.74 acre lot and features a private boathouse with approximately 50’ of waterfrontage. Originally built in 1934 the 4 bedroom, 4.5 bath home embraces Spanish-revival style through its elegant use of sun-kissed terracotta floors, arched entries, ironwork details, dark wood accents, and imported chandeliers. Formal living spaces are complimented by hand-painted ceilings, custom moldings, marble fireplaces, and handcrafted built-ins. The gourmet kitchen features professional grade appliances, custom cabinetry, emerald green granite countertops, and a large island. Laid out extremely well, the interior floorplan offers a first-floor primary bedroom with walkouts to the terrace and an en suite bath with dressing room. Upstairs are three guest rooms, each with a private bath, and generously sized closets. Unlike many homes in the area, this residence offers a lower level, or finished basement, that showcases a several hundred bottle wine room and additional storage area. Inspired by its Spanish-Mediterranean roots the home relies on several outdoor courtyards, patios, terraces, and balconies to extend living space outdoors, creating the ideal setting for large gatherings with friends and family. With it’s resort-like setting, this home provides year-round opportunity to enjoy the Florida weather along with a private salt-water pool and expansive rolling green space down to the shores of Lake Osceola. Located in charming Winter Park, FL, this magnificent estate is just a short walk to award-winning dining and boutique shops as well as the Alfond Inn, Rollins College, and many other nearby historic sites and attractions.

500 N Interlachen Avenue, Winter Park

$1,200,000

4 Beds ⋅ 3 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code

Welcome to this rare, single-story residence nestled in the heart of Winter Park! This remarkable 4-bedroom, 3-bathroom home sits on a spacious CORNER lot, boasting a highly sought-after 3-car garage. Upon entry through the foyer, you'll be delighted by the timeless layout, featuring elegant formal living and dining areas. Sunlight pours through the expansive bay windows, casting a warm and welcoming glow throughout. The kitchen is appointed with wood cabinets, a convenient pantry, and counter-height bar seating. Adjacent to the kitchen, a delightful dinette area overlooks the expansive living room, adorned with custom built-ins. Accessible through sliding doors, a fully covered rear porch offers an ideal spot for gatherings and everyday relaxation. The primary suite features vaulted ceilings and an ensuite bathroom, complete with a luxurious soaking tub, dual sinks, a large walk-in shower, and a generously sized cedar-planked walk-in closet. The intelligently designed split floor plan situates two additional guest rooms with ample closet space, sharing a well-appointed full bathroom. Meanwhile, a fourth guest room boasts an ensuite bathroom and direct access to the rear porch. Enjoy the convenience of a BRAND NEW ROOF (2024) ensuring peace of mind and protection for years to come. The home's exterior has also received a complete repaint (2024), with the addition of new exterior lighting. Conveniently located just minutes away from Winter Park's upscale retail and dining options, don’t miss your opportunity to make this home yours today!

1503 Palmer Avenue, Winter Park

$4,100,000

5 Beds ⋅ 5 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Amazing opportunity to own a lakefront home on Lake Virginia footsteps from Rollins College, nestled in walking distance to downtown Park Avenue shops and restaurants, and located on the coveted Chain-of-Lakes! A magnificent five-bedroom, four-and-a-half-bath home offers breathtaking lake views, capturing the essence of Florida living at its finest. This sprawling 5,600-plus square foot residence sits on an expansive .84-acre lot with a huge backyard, gracing a charming brick street, and includes an additional parcel across the street, featuring a covered boat dock/lift, ensuring endless days of waterfront lifestyle enjoyment. Step inside to discover an impressive layout designed for both grand entertaining and comfortable living. Generously sized rooms include formal living and dining areas, a cozy den/library, and a sprawling 18-by-27-foot family room seamlessly connected to the centrally located kitchen. Enjoy the sun-filled 40-by-16-foot Florida room, featuring two sets of sliding glass doors that open to the pool and lush backyard. The second floor features the primary suite with beautiful lake views, a spacious ensuite bath and two large walk-in closets. Three additional bedrooms grace this level, one with a private bath and two sharing a Jack and Jill bath, providing ample space for family and guests. A convenient fifth-bedroom suite on the first floor offers versatility, ideal for guests, a nanny, or an in-law retreat. Step outside to your private paradise, complete with a putting green, gazebo, expansive lawn, and a tropical pool perfect for refreshing dips on warm summer days. With a spacious driveway and a three-car attached garage, there's plenty of room for parking and storage. Location is key, and this home delivers. Again, enjoy the convenience of being steps away from Rollins College and within walking distance to the charming boutiques and eateries of Park Avenue. Don't miss your chance to own this exceptional lakefront estate property, where every day feels like a vacation. Schedule your private tour today!

1135 Lakeview Drive, Winter Park

$10,900,000

5 Beds ⋅ 8 Baths ⋅ Ellno Willo SubDv. ⋅ 32789 Zip Code

Experience luxury living at its finest with this custom-built masterpiece on the shores of Lake Virginia, proudly crafted by the renowned Phil Kean Design Group. Boasting five or six bedrooms, six full baths, and two half baths (plus library/office, second office, loft and lounge area, exercise room, theatre, bonus/flex room and lots of storage) sprawled across 8,188 heated square feet over three levels (includes high-quality residential elevator), every detail of this home exudes sophistication and elegance. Step through the grand entrance adorned with a custom steel front door from Cantera, where natural marble stone flooring leads you into a space illuminated by art lighting from Troy Lighting and picturesque views directly toward Rollins College Chapel. The wood-paneled walls and ceiling design perfectly complement the custom three-story Alan Mizrahi chandelier, setting the tone for opulent living. Entertain guests in the formal sitting room, complete with a custom Nero marble fireplace and a breathtaking 60" Alora chandelier. Eurowall 14-foot full collapsing doors seamlessly merge indoor and outdoor living spaces, while the kitchen beckons with Plato cabinetry, an Italian 60-inch range, and 4 slabs of Calacatta Italian marble. The double island, featuring countertops by Grothouse, is a chef's dream, accompanied by amenities like the Amuneal wine cabinet and Dacor full-height wine refrigerator. Relax in the family room under vaulted ceilings, where a 16-foot Eurowall opens to reveal views of the serene outdoors. A custom Nero Marquina marble fireplace adds warmth and charm, while automated draperies offer convenience at your fingertips. Retreat to the primary suite, complete with a beverage center and separate laundry room, before indulging in the luxurious primary bath featuring a bateau cast iron tub imported from London and heated floors. Additional bedrooms, all ensuite with walk-in closets, provide comfort and privacy for family and guests alike. Stay active in the fitness room equipped with wall-to-wall rubber gym flooring and a fully equipped "Mr. Steam" steam room. For entertainment, head to the third-floor theater boasting a 120-inch screen with a Sony projector and Triad surround sound speakers. Outside, professional hardscape and landscape design by Corey Mills and Signature Landscape create a picturesque backdrop for outdoor living. Enjoy 148 feet of lake frontage with seawall spanning property, a renovated boathouse, and a newly installed dock with Trex decking and boat lift. Experience resort-style living with a pool designed and installed by Paradise Pools, featuring knife edge and Infinity edge designs, Pentair equipment with mobile app control, and an outdoor kitchen equipped with DCS appliances, Sunbrite television, and more. Resting on an elevated (approximately 3/4 acre lot) on Lake Virginia of the Winter Park Chain of Lakes, this exceptional property offers unparalleled luxury and waterfront living. Don't miss the opportunity to make this your own private paradise.

181 Virginia Drive, Winter Park

$4,000,000

5 Beds ⋅ 6 Baths ⋅ Twelve Oaks SubDv. ⋅ 32789 Zip Code

Presenting a rare opportunity nestled within the enclave of Twelve Oaks, one of the most coveted areas in Winter Park. Set along a private drive with only a dozen residences this Spanish farmhouse was crafted under the discerning eyes of architect Gary Hancock and master builder Carlos Posada. Spanning 5,320 square feet, this house boasts 5 bedrooms, 4 full baths and 2 half baths. It is the essence of “Olde Winter Park” but was built in 2002. As you enter through the front courtyard and the custom front door you are welcomed into the gathering room adorned with a 13-foot pecky cypress beamed ceiling, Saltillo tile, and a stone fireplace. There is a seamless transition to the loggia that opens to the serene courtyard. The farmhouse gathering kitchen offers opportunities for cooking, dining, and conversation and also opens to the loggia. The first-floor primary suite offers a vaulted ceiling, Australian cypress wood floors, large walk-in closet, adjoining room that can be for exercise or a sitting room to compliment the primary bedroom, and a “hidden” entrance into a fully wood paneled study with built in bookcases and fireplace. The exercise room and study both open to another screened porch. Upstairs you will find 3 bedrooms with 3 full baths and ample closets and storage. The back courtyard is surrounded by beautiful flowers, landscaping and lighting and is covered with a canopy of trees. You will find a fireplace, outdoor kitchen, dining area, and steps leading to the mother-in-law suite over the garage. This well-loved home has been well maintained, with thoughtful details that add to its undeniable charm. Once described as “magical”, this property is truly the essence of Olde Winter Park living. Close to the charming boutiques and restaurants on Park Avenue.

1228 N Park Avenue, Winter Park

$1,050,000

3 Beds ⋅ 2 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

Welcome to your dream home in the coveted Waterbridge neighborhood! This stunning one-story pool home boasts everything you've been searching for and more, including a three-car garage. Situated on a spacious corner lot, this residence offers both elegance and comfort. Step inside to discover a welcoming ambiance, highlighted by a gathering living room featuring a double-sided gas fireplace, perfect for cozy evenings or entertaining guests. The dining room is conveniently located off the kitchen, complete with double built-in ovens and overlooking the inviting family room. A sunny Florida room extends off the family room, offering picturesque views of the lush backyard oasis and sparkling pool—a true haven for relaxation and enjoyment. Retreat to the primary suite, featuring a spacious walk-in closet for all your wardrobe needs. Two additional bedrooms, each boasting generous walk-in closets, ensure ample space for family or guests. Plantation shutters throughout add a touch of sophistication, while the large laundry room with cabinetry provides convenience and storage. Step outside to your own private paradise, where a gorgeous pool awaits, complete with a heated spa, sun shelf, and seating bench—all within the confines of a large privacy fenced backyard. Waterbridge residents enjoy access to community amenities including a park and tennis courts, fostering a sense of community and recreation. Conveniently located near shopping, restaurants, and minutes from Park Avenue, this home offers easy access to all the best Winter Park has to offer. Plus, with sought-after Winter Park schools just a stone's throw away, you'll enjoy peace of mind knowing your family is in a top-notch educational environment.

1203 Germaine Drive, Winter Park

$4,923,750

5 Beds ⋅ 6 Baths ⋅ Sicilian Shores SubDv. ⋅ 32789 Zip Code

Luxurious lakefront living with unparalleled view of Lake Maitland, part of the famed Winter Park chain of lakes with 180 feet of water frontage. Enjoy tranquil views from the lake from almost every room. This custom home is located in the Via's of Winter Park and is close distance to downtown Park Ave and the Winter Park Racquet Club. This home was built by Gallimore and features five bedroom, five & one half bath. As you enter the foyer, you are immediately greeted by high ceilings, open floor plan and panoramic views of the lake. The family room is a fantastic place for entertaining, featuring a gas fireplace, wet bar with refrigerator and opens to the screened pool and gorgeous lakefront. The gourmet kitchen is a chef’s dream featuring a large center island, custom cabinetry, quartz surfaces, top of the line Thermador appliances, and walk-in pantry. The spacious master bedroom is a retreat of its own with amazing views of the lake and a sitting area. The master bathroom has custom cabinets with dual sinks, makeup vanity, modern stand alone tub, walk-in shower and a large walk around closet. There is a guest suite on the first floor with en suite bathroom and walk in closet. Two additional bedrooms upstairs with en suite bathrooms and a huge bonus room or fifth bedroom. This home also features a 3 car garage, a home office, laundry room and walk-in storage room with a large wine refrigerator. Step outside to the backyard paradise, where the pool, heated spa and sun shelf beckons you to relax and unwind. The large covered boat dock is a perfect place to watch the colorful sunset at night and has a separate enclosed storage room. Bring your boat and all your toys and enjoy lakefront living at its best! Roof and boathouse roof updated 2022.

1761 Pinetree Road, Winter Park

$1,475,000

4 Beds ⋅ 3 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Presenting an exquisite property at 1251 Palmer Avenue, Winter Park, FL 32789. Built in the year 1948 and completely re-built/remodeled in mid-1990’s. Close to the vibrant Park Ave shopping and dining district, the location offers convenience and lifestyle. The four spacious bedrooms and three full bathrooms, along with a fireplace, are ideal for family gatherings, and the screened, heated pool offers year-round enjoyment. The property also boasts a 3-car garage with an easy access circle driveway and ample parking for residents and guests alike. From its well-planned layout to its prime location, this property offers a perfect blend of comfort and convenience. Experience the best of Winter Park living with this exceptional property. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1251 Palmer Avenue, Winter Park

$3,270,500

5 Beds ⋅ 7 Baths ⋅ Parklando 03 SubDv. ⋅ 32789 Zip Code

Sold Data Entry Purpose Only!

2413 Winter Park Road, Winter Park

$2,485,000

5 Beds ⋅ 5 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

This large, open concept home on a huge lot is a rare gem in Winter Park. The current owners have renovated and decorated this home to absolute perfection! From the moment you enter the dramatic light-filled, two-story foyer be prepared to be impressed. A massive transitional space with open kitchen/living/dining greets you and is the perfect space for entertaining. The home is truly outstanding and features oversized double quartz islands with custom made cabinetry, high end appliances, custom trim carpentry throughout, and impressive finishes. The attention to detail is sure to wow you! The master bedroom is conveniently located on the first floor and includes a wood burning fireplace, two walk-in closets, and an enormous spa-like bathroom with soaking tub, oversized shower, and built-in vanity and dressers. There are 4 additional bedrooms upstairs, two of which have turfed balconies overlooking the pool and beautifully landscaped backyard. Upstairs, also with access to the two large balconies, is an enormous bonus room currently used as an additional office and media/playroom with new custom built-ins and the second of three wood burning fireplaces in the home. The three car garage was recently converted into a theater room which the current owner's family enjoys with their many neighborhood friends. Although a perfect entertainment option, the garage doors remain outside and can be easily converted back into a garage prior to closing, at no cost to buyer, if desired. In addition to the many entertaining spaces inside, outside the home boasts a double decker backyard, outdoor kitchen with granite countertops, new custom deck and gazebo, firepit, dock, and small beach with kayak/paddleboard rack. The side yard has a special TRUGRID system underneath to allow for driving and parking! The serene yard offers a stunning view of a Mead Botanical Garden pond which leads to Lake Sue. Every detail in this home has been carefully curated to create a residence that exemplifies comfort, style, and sophistication. This masterpiece is zoned Aubobon K-8 and Winter Park High School and just minutes from Lake Highland Preparatory School, Rollins College, and the shops and dining on Park Avenue. You will fall in love with this absolutely spectacular home!!

1655 Barcelona Way, Winter Park

$4,500,000

6 Beds ⋅ 7 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Welcome to the 2024 New construction home of the year. This English Manor masterpiece offers 6 bedrooms, 5 full bathrooms and two half baths, plus a 3 car garage. From the moment you enter this home you will be struck by the natural light, exquisite design features, and the pull of the outside/inside living. The kitchen and living room space have been designed with extreme precision and perfect symmetry offering a harmonious atmosphere for gathering. The kitchen is a chef's dream, featuring an executive cabinet collection and two islands. The main island is made from a custom rolled steel cantilevered edge ironworks and is finished with a concrete sink with a waterfall edge design. Two separate Thermador column custom panel appliances for both the refrigerator and freezer, while the Cornu Fe Blanc dual fuel gas cooktop ensures culinary excellence. The Quartzite Calcutta Matarazzo tops add elegance. Behind the kitchen is the function of the design with expansive custom cabinetry, a microwave drawer, and double refrigerator drawers; plus a washer and dryer for convenience. Two additional washer and dryer spaces are provided throughout the house. Continue to the Owner's suite which offers expansive windows, a vaulted ceiling and a Poplar succor truss beam detail. Onto the Owners bathroom the exquisite detail continues. Dual custom designed wood cabinet vanities, quartz and marble countertops, imported marble flooring in a Chevron pattern, plus premium faucets and toilets, and a beautiful floating tub overlooking the private garden. The outside offers an extension of the interior which has been pulled together beautifully by the Blue Lagos Limestone flooring in the dining, lanai and breezeway area. The outdoors offers a spacious Summer kitchen with a Wolf gas grill, Sub-Zero beverage center, custom concrete countertops, Signature designed pool, spa and sun shelf. Upstairs offers a full flex space with a wet bar and views of both the front and rear of the home. Three oversized bedrooms all on-suite, with custom built in closets. Ascending to the third floor, a private retreat awaits, with ample space for a bedroom, living room, yoga studio, ready to be personalized to your liking. Welcome home to luxury living at its finest.

1444 Grove Terrace, Winter Park

$3,200,000

5 Beds ⋅ 6 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

Nestled on almost a half-acre in Winter Park’s established and desirable Windsong neighborhood, this jaw-dropping five bedroom, five and one-half bath pool home is absolutely exquisite beyond compare! This custom built home by Michael Charles Homes and designed by Wolf-Rizor Interiors offering every quality feature imaginable. It is conveniently located just moments to Park Avenue’s dining and shopping and zoned for top-rated Winter Park schools. The open concept floor plan makes this home picture-perfect for entertaining. The impressive master bedroom suite features French doors to the well manicured backyard with a large pool, a brick paver open patio and a deck! Enjoy the many amenities of living in Windsong including lake access to the Winter Park Chain of Lakes, a clubhouse and pool for entertaining, as well as a playground area.

1560 Holts Grove Circle, Winter Park

$1,066,405

4 Beds ⋅ 3 Baths ⋅ Dommerich Cove SubDv. ⋅ 32789 Zip Code

Sophisticated style and comfort define this updated 4-bed 2.5 bath home that is tucked away on a quiet cul-de-sac in Winter Park. Sitting on nearly a 1/2 acre lot, this home backs up to a 77-acre preserve providing you and your family a peaceful and private setting. This custom-designed renovation won the 2012 Parade of Homes award for “Functional Design” by highly respected general contractor Jonathan McGrath. Eye-catching details like custom wood-wrapped appliances, including Miele professional refrigerator, Bosch dishwasher, 6-burner gas Dacor range with an in-line exhaust hood, Electrolux double oven, and a large island highlight the pristine updated chef’s kitchen. Other thoughtful design elements include a custom bench and built-ins around a gas log fireplace and a hidden office nook with decorative doors to close off when the company arrives. Unwind in the spa-like master bathroom with an oversized shower, bench, and ThermaSol steamer with frameless glass. Gorgeous dual vanity with custom storage. Large walk-in closet and French doors that lead to a spacious screened-in porch and sparkling pool. The back patio redefines Florida living with a large covered area overlooking an expansive 77-acre natural area. This home is an energy-efficient dream and will keep monthly utility bills down to a minimum. Foam insulation was added to the exterior walls, all windows and doors have been replaced (hurricane-rated sliders and windows), plus a Solar system that is paid off and includes (2) Tesla Powerwall batteries that will store your solar energy for backup protection. Plus a deep well for irrigation. Laundry is a breeze with cabinets, mudroom storage, granite countertops, and a sink. 3-car garage with updated doors and tons of storage above. Excellent schools and a short drive to all of the nightlife on Park Ave in Winter Park.

2908 Cove Trail, Winter Park

$500,000

5 Beds ⋅ 5 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Discover the allure of Winter Park living with this charming 5edroom, 5-bathroom home, 50K priced below appraisal for exceptional value. Offering a cozy and classic style, this residence presents a canvas ripe for your personal touch. With over 2800 square feet of living space, the possibilities are endless. This Winter Park gem boasts two separate suites, each with private entrances, ideal for versatile use as a home office, teenager's retreat, or even your own private art studio. Complete with kitchenettes and private baths, these suites provide flexibility to accommodate your unique lifestyle needs. Rest easy knowing the home's foundation is solid, featuring a newer roof and septic tanks that bring peace of mind. Whether you envision a multi-generational living arrangement or seek lucrative rental opportunities, this property offers endless potential. Step outside to the screened enclosed covered patio and soak in the serene views of the expansive backyard. Situated near quaint shopping and dining destinations, as well as convenient access to Interstate, shopping, dining, and local attractions, this home epitomizes the quintessential Winter Park lifestyle. Experience the best of Florida living in this inviting abode with endless possibilities.

2500 Euston Road, Winter Park

$3,350,000

6 Beds ⋅ 6 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Enjoy luxurious living in Winter Park’s coveted Windsong Northshore neighborhood with this gorgeous, custom home located in a quiet, secluded, and natural setting just a short stroll from Lake Berry and Lake Mizell. Enter this 6-bedroom, 4 full bath, 2 half bath Parkland pool home on Genius Drive through an impressive foyer with new marble floors. A living room to the left features a beautiful gas fireplace and built ins. A formal dining room with beautiful custom molding leads to a large, open family room. A newly updated open gourmet kitchen includes a Wolf 6-burner gas stove, Thermador double ovens, a large walk-in pantry, 2 pull out refrigerator drawers, a warming drawer and Wolf coffee maker. The 1st level primary suite features an oversized, newly renovated bathroom with double vanity sinks, a 3rd separate vanity, a new soaking tub and large walk-in shower. A large custom walk-in closet (11’x14’) offers ample space. A second large, first floor bedroom is currently used as an office, with the other 4 spacious bedrooms located on the second floor. Also upstairs is a bonus room currently being utilized as a home theater. This 5,473 sq. ft. masterpiece on a canopied, tree-lined street includes a lovely front yard with circular driveway and front porch, and new light fixtures and plantation shutters throughout. Offering the ultimate in privacy, the fully fenced-in backyard opens to a large, accessible outdoor field with no rear neighbors. The retiled saltwater pool, fire pit, and newly renovated outdoor summer kitchen is the perfect place to relax or entertain friends or family. This exceptional location includes access to a private lakefront activity/community center. The home features a 3-car garage, one bay which is currently being used as a home gym. Move right into this exceptional home in one of Winter Park’s most sought-after locations.

534 Genius Drive, Winter Park

$3,217,500

4 Beds ⋅ 6 Baths ⋅ Winter Park Town Of SubDv. ⋅ 32789 Zip Code

Auction Property. AUCTION LIVE BIDDING OPEN: Bidding ends February 21st. Previously Listed $3.7M. Current High Bid $3M. No Reserve. Come home to your private estate in historic Olde Winter Park. Down a private lane, this Charleston-style residence offers the ultimate in privacy. The wrought-iron details and millwork mingle with luxurious finishes such as Brazilian hardwood, marble, and state-of-the-art home technology and upgrades. A top-of-the-line chef's kitchen with double Gaggenau ovens and butler's pantry anchor any gathering, while your formal dining room offers enough space to seat over a dozen friends and family. Enjoy your private owner's wing with two spa-worthy bathrooms and a laundry room. Guests benefit from a secluded retreat in the carriage house apartment, graced with a dedicated entrance. There's considered space for every mood, from the casual keeping room to the formal living room to the covered porch overlooking the tropical pool and fountain. There's even a cozy sunlit space off the library perfect for an additional office, reading nook, or yoga studio.

1106 Palmer Avenue, Winter Park

$1,965,000

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk SubDv. ⋅ 32789 Zip Code

Welcome to this stunning custom-built residence in the prestigious Windsong community of Winter Park, Florida. Constructed in 2004 by the renowned Signature Custom Homes and tastefully remodeled by Skolfield Homes, this exceptional property offers a blend of elegance and functionality. Spanning over 4,300 square feet, this meticulously designed home features four spacious bedrooms and three and a half bathrooms, including a luxurious primary bedroom conveniently located on the main floor. The primary suite boasts his and hers walk-in closets and an ensuite bathroom with a tub and shower, providing a private retreat for relaxation. In addition to the bedrooms, there is a dedicated office space downstairs, perfect for those who work from home, and a generous bonus room upstairs that can be customized to suit various needs. The upper level of the house accommodates three bedrooms and two bathrooms, providing ample space for family members or guests. The outdoor area is a true oasis, featuring a spacious fenced-in backyard with a pool, creating the perfect setting for entertaining or enjoying the Florida sunshine. The outdoor kitchen and grill add an extra layer of convenience for hosting gatherings. Situated in the sought-after Windsong community, residents benefit from top-rated Orange County public schools, adding to the appeal of this prime location. Whether you're drawn to the custom craftsmanship, the abundance of living space, or the resort-like outdoor amenities, this property embodies the essence of luxurious living in Winter Park, Florida. Don't miss the opportunity to make this exceptional house your new home.

1729 Elizabeths Walk, Winter Park

$2,150,000

5 Beds ⋅ 6 Baths ⋅ Fremar SubDv. ⋅ 32789 Zip Code

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1875 Grinnell Terrace, Winter Park

$3,450,000

3 Beds ⋅ 4 Baths ⋅ Residences SubDv. ⋅ 32789 Zip Code

Sold Data

300 S Interlachen Avenue Unit 503, Winter Park

$2,699,999

5 Beds ⋅ 6 Baths ⋅ Windsong-Lookout Lndg Add 01 SubDv. ⋅ 32789 Zip Code

Welcome to this stunning custom-built pool home located in the highly sought after Windsong community. The home offers 5,066 sq. ft. of living space with 5 bedrooms, 5 and a half bathrooms, oversized 3 car garage and private in-law suite. Built in 2013 by Dave Cahill Company Homes, this thoughtfully designed home has left no detail overlooked and is an entertainers’ dream. Enjoy an open floor plan, high ceilings, gas fireplace and a spacious covered lanai that seamlessly blends indoor and outdoor living. The first floor features an eat-in kitchen, living room, dining room as well as the primary suite, additional bedroom ensuite, office, laundry room, wine room and powder/pool bath. The generously sized primary suite overlooks the backyard and boasts his and her vanities, soaking tub with separate shower and a large walk-in closet. The gourmet kitchen is enhanced with solid wood custom cabinetry, exotic blue granite, top of the line appliances, multiple dish washers, beverage drawers, and a large hidden pantry. The living space opens to a beautiful covered lanai with summer kitchen and bar overlooking the resort style pool complete with waterslide, fire bowls and spa. The second floor includes two bedroom ensuites with a large bonus/media/game room and wet bar for entertaining. The private in-law suite has its own entrance with stairway and offers a kitchenette, living and dining room with a separate bedroom ensuite. Play or swim in the lush backyard or enjoy the amenities of the Windsong community including clubhouse, community pools, splash pad, playgrounds and access to the beautiful Winter Park Chain of lakes. Conveniently located to Winter Park, Baldwin Park, Park Avenue, downtown Orlando. Top rated Winter Park Schools as well as Lake Highland Preparatory School are only minutes away. Call for your private showing today.

1737 Lookout Landing Circle, Winter Park

$3,450,000

5 Beds ⋅ 7 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Elegant Windsong Mediterranean on a premium-oversized corner lot with views of Lake Berry and the park. This residence was custom built by award-winning Cahill Homes founded in 1977 and an MCBC member. There is also community Chain-of-Lakes access via the HOA. This home features an extremely flexible, open floor plan including five bedrooms with primary suite, library and guest suite down, seven baths and two bonus and media rooms in approximately 7,100 square feet of living area. A grand entry invites guests along with soaring ceilings, hardwood and marble flooring, a beautiful wrought-iron staircase, and extensive windows and doors letting in lots of natural light flood. Luxury continues through the home and in the designer island kitchen with custom cabinetry and hard-carved details, granite countertops, and Sub-Zero and Wolf top-of-the-line appliances. The kitchen opens to a wonderful spacious gathering room with pool view, a gas fireplace and built-in cabinetry. Executive office with built-in shelving and lavish downstairs primary retreat featuring spa-like bath and dual solid-wood custom closets. Downstairs also enjoys a spacious secluded guest suite. The upstairs provides the ideal retreat for entertaining. inclusive of two bonus and flex rooms, and a full bar. There are three generously sized upstairs bedroom suites with dedicated baths and walk-in closets. The outdoor living is fabulous with a resort-style pool, spa & fire pit along with a summer kitchen and covered terrace. Additionally, there is a spacious three-car side entry garage along with a private motor court.

466 Genius Drive, Winter Park

$1,500,000

5 Beds ⋅ 4 Baths ⋅ Fremar SubDv. ⋅ 32789 Zip Code

Location, location! Lovely custom built 5 bedroom/4 bathroom pool home in a quiet and well established Winter Park neighborhood easily accessible to Park Avenue’s fine shops and restaurants, Baldwin Park, Advent Hospital and Orlando. The downstairs living areas and master suite open up to a lovely lanai with a full summer kitchen and roll down screens allowing you to enjoy the outdoors throughout the year. Relax in the saltwater pool and heated spa in the private back yard. The large kitchen with custom cabinets and solid stone counters opens to the family room and fireplace, offering a great gathering area overlooking the lanai and pool. The primary suite and all the bedrooms are on the first floor. The master suite and ensuite bath feature a large walk-in shower and jetted tub, walk-in closets and lovely travertine floors. Upstairs you will find an expansive game room, separate movie theater, office with a balcony and 4th bathroom. This versatile area could also work well as an in-law suite. Upstairs office has a closet and could be a 6th bedroom. The floor plan would suit a number of household configurations from a large family to multiple generations. New roof, new vinyl double pane insulated windows and new exterior paint in 2023. House is very efficient with very low electric and water bills – energy star appliances, tankless water heater, gas dryer and irrigation well. A-rated Winter Park schools and several excellent private and parochial schools are nearby.

1755 Grinnell Terrace, Winter Park

$1,430,000

3 Beds ⋅ 4 Baths ⋅ Kenilworth Shores Sec 1 SubDv. ⋅ 32789 Zip Code

Charming Modern Coastal Mediterranean open concept floor plan with 3-CAR GARAGE, 1/1 GUEST STUDIO of 359sf with mini kitchenette, walk in closet (your home office, guest suite or pool cabana) on a 10,200sf parcel. Experience sophistication and elegance in a casual Spanish modern villa. The main home is 2,753sf with 3 bedrooms, 2.1 bathrooms. The 2nd floor offers an in-law suite w/ living/media room, 2 bedrooms, 1 bathroom, mini kitchenette. This luxury custom built home was recently, thoughtfully renovated including full modern chef inspired gourmet Kitchen, interior/exterior paint (ceilings, all trim/mouldings, bathroom cabinets, garage), updated balcony, new modern Light fixtures, new screens over pool, pump, LED pool lights, salt cell. 3 HVAC units (new 2023, 2018 and 2017). Arched windows with Plantation shutters let in natural, bright light. The architectural designed 50 year life Tile roof provides a warm European design. Unwind and sip your favorite beverage in the lanai and watch the sunset in your lushly landscaped Zen garden. The primary bedroom, located on the first floor, is an oasis of calm and relaxation with French doors overlooking the serene pool. Enjoy the quiet serenity of your private pool on a hot summer day or night. Soak away your stress in your jetted spa tub built for 2. The first floor features polished travertine stone. This fabulous home is perfect and well designed for entertaining friends or family. After a meet and greet in the courtyard, bring your guests into the living room or dining room where large archways lead you into the newly renovated chef inspired gourmet kitchen with large quartz island offering seating for 4, floor to ceiling shaker cabinetry, soft close drawers, stainless steel appliances, Wolf 6-burner gas cooktop/range, mini beverage/wine chiller, farmhouse sink and 2nd prep sink. The breakfast/dining rooms, offer pool or garden views. The kitchen opens into the family room with surround sound for your entertainment. Second floor offers wood flooring, a media/rec room, mini kitchenette/snack/coffee bar, 2 additional bedrooms, bathroom. This area is designed to be versatile as an in-law suite with media or living room, mini kitchentte, balcony, walk in closet, arched windows, and own AC unit. This amazing home is energy efficient, well insulated with spray foam ceiling/attic insulation, foam poured in exterior blocks, tankless hot water. For your holidays storage, this home includes a large 400sf floored attic with bright lights and metal drop stairs. Owned by one owner who has taken meticulous care and maintenance of home. Light/bright interior with private nature/garden views from most windows, ensures peace and tranquility. Location: Bike or walk to Park Ave shops/restaurants, (only 1.3 mi NW) Farmer's Market, Rollins College, and 1 mile North of Baldwin Park, Cady Way trail, 3 blocks to Crosby Wellness Center, medical facilities, hospital & Winter Park schools. 3 nicely manicured golf courses located within a few miles. UCF is 20min away. Airport is 25min away. Center of Metro Orlando. There are no overhead power lines in site on this property. They are underground. This exceptional home is unique as it leaves you feeling relaxed, pampered, in awe of the beauty that surrounds you. It is nestled in a perfect location, surrounded by shady oak trees, located in very close proximity of amenities, shopping, restaurants. This home shows well and is turn key ready due to recent renovations.

513 Worthington Drive, Winter Park

$4,087,500

5 Beds ⋅ 9 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef’s kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30’ long dining room with direct lake views… along with a screened lanai... The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker’s quarters tucked away by the garage entry... The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle... Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…

421 Lakewood Drive, Winter Park

$2,700,000

4 Beds ⋅ 5 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Perfectly nestled on the north side of Windsong on a premium Lake Berry water view, corner lot… This stunning Mizner Mediterranean estate has exquisite architectural detail and quality throughout in this one-owner, well maintained, custom-built residence. The home exudes grace & elegance with an open flexible floor plan including soaring ceilings and light flooding in from every direction. An exceptionally constructed and artfully designed home in every way. Well-manicured gardens adorn the exterior, while the brick paver circular drive meanders down the rear property line to a secluded, generous 3-car garage and motor court. Inside, you are welcomed with an elegant entry foyer opening to a “flex use” lakeview room (library, den, billiards rm, etc…), a private 1st level guest suite, and the stately great room that boasts 2 stories of windows & French doors, 2-sided masonry gas fireplace and an abundance of natural light leading out to a sunset/sunrise terrace. This space blends seamlessly with the formal dining and kitchen areas, creating an exceptional environment for entertainment. Continuing to the kitchen, this culinary haven is complete with ample cabinet space, a center island, gas cooktop, double ovens, Sub Zero refrigerator, butler’s pantry along with a casual, separate dining area... Upstairs - retreat to the spacious primary bedroom suite with seating area, lavish bath & dressing area along with generous wardrobe with island… The 3rd & 4th bedroom suites are also upstairs sharing a loft-lounge area… Outdoor living includes an oversized, almost 20,000 sf, premium Windsong lot with lush landscaping, mature tree canopy along with lakeview terrace and private lanai including summer kitchen… With proximity to hospitals, schools, golf courses, and the eclectic dining and shopping of Park Avenue, this immaculate one-owner home embodies luxury living at its finest with endless interior design possibilities and couldn’t begin to be reproduced today (land & home construction) anywhere near this offering price… NOTE: Pool designs available for review upon request - owner preferred not having one. Building plans show 6,390sf living area (7,483sf under roof)

526 Genius Drive, Winter Park

$3,325,000

4 Beds ⋅ 5 Baths ⋅ Morse & Pennsylvania Twnhms SubDv. ⋅ 32789 Zip Code

This stunning DETACHED LUXURY, URBAN, ELEVATOR home, meticulously crafted by the renowned Phil Kean Design Group, presents itself as an opulent haven in the heart of Downtown Winter Park, FL. With innovative modern architecture & state-of-the-art technology, this magnificent residence has been classified as a Net Zero/-16HRZ energy rating, producing more power than it uses, making it one of the most eco-friendly homes on the market. Designated as a showcase home for the National Association of Home Builders & International Builders Showcase, the interior spanning across three levels, boasts elegance coupled with unsurpassed luxury. The grand entrance on the FIRST level welcomes you with an exquisite gallery, adorned with conversational spaces, an en-suite bedroom, an office or bedroom, a mud room with doggie door, fenced dog run, & a spacious oversized 3 car garage equipped with an electric car charger and overhead storage system. Ascend to the SECOND level and discover the primary owner's suite, an absolute masterpiece, with a spa-like bath fitted with a steam shower, a lavish & posh walk-in closet with showcase lighted storage & a storage island. A workout room/additional bedroom) with a full-sized sauna adds to the retreat-like atmosphere of this floor. Here there is a large loft/flex space perfect for a lounge or office and a beautiful laundry room with double LG washer & dryer sets and a phenomenal dry-cleaning closet, the next must have appliance! The TOP level of this home is a showstopper. With an open-concept design and breathtaking green views from every angle, this luxurious and expansive area will be the perfect place to entertain guests or unwind after a long day. This level features a well-lit dining area, a stunning wet bar, a warm and cozy fireplace, 2 outdoor balconies ideal for basking in beautiful views and enjoying Florida’s outdoor living. The exquisite kitchen, hailed as the "Best Kitchen in Country 2020," will be a chef’s dream and is fitted with state-of-the-art Wolf & Signature appliances, including a 48-inch dual fuel range and 4 Wi-Fi-enabled smart ovens & a sous vide cooking system for perfectly cooked meals every time. The kitchen also features a built in Espresso Maker for a perfect coffee to compliment the beautiful surroundings. Lighted, Temperature-controlled wine towers built to impress any wine connoisseur and boast ample space for up to 600 bottles of your favorite vintage. The home is unique in every sense of the word. With its 14-foot ceilings, 12-foot external doors, symphony of natural light, and awe-inspiring views, the home is a haven of unparalleled sophistication. The floating walnut staircase with unique underlighting will surely captivate your attention & add a touch of class to the space. The elevator with leather walls and brass flooring provides easy access to all three floors and adds to the home's elegance. Additional features, such as a whole-home generator, state of the art home security system, Panasonic air filtration system, 2 tankless, gas water heaters, Control4 Home automation system, outdoor terraces, summer kitchen, and automated louvered porch roofing system, solar panels on roof, & remote-controlled balcony screens will deliver convenience and peace of mind to all. Located in Hannibal Square's dining and shopping district & a short 3 block walk to Park Avenue for entertainment, dining, shopping, museums and galleries, and Central Park for picnics, strolls and Festivals.

674 W Morse Boulevard, Winter Park

$1,720,000

4 Beds ⋅ 5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Perched high on a corner lot, nestled between Bonita Dr. and Bryan Ave., along the brick streets of Winter Park, this .34 acre property is truly a little slice of private paradise. Back and better than ever, this home has a NEW roof, NEW plumbing, 4 NEW electrical panels and updated lighting, NEW hardwood floors downstairs, all NEW interior paint on the walls and trim, upgraded alarm system with new cameras, a NEW whole-house Culligan water filtration system, and NEW carpet upstairs…just to name a few of the recent 2023 updates. No, this is NOT a flip! Beyond the front glass doors is a spacious and open living area filled with natural light, boasting 10-foot ceilings. The rear of the home is lined with floor-to-ceiling windows, and French doors lead to a screened patio and a resort-style pool that will take your breath away. The first-floor master suite is large, and features vaulted ceilings, new wood floors, plantation shutters, French doors to the back patio, a double-sided fireplace between the large soaking tub, a private water closet with a bidet, and a large, functional walk-in closet. The open kitchen offers granite counters, a cooking island, 2nd prep sink, wine refrigerator, double built-in ovens, and a dinette with a large bay window. The breakfast bar offers additional seating, and overlooks the family room, with gorgeous hardwood flooring, vaulted ceilings and a wood-burning fireplace, plus additional French doors to access the screened-in patio. The first floor is complete with a 3-car garage with tons of storage, a laundry room with a utility sink & laundry chute, a ½ powder bath, and a rear full bath with direct access to the backyard and pool. Upstairs offers all new carpet with 3 large bedrooms, all with walk-in closets, plus 2 full bathrooms, and a balcony overlooking the sprawling backyard. Outside you'll enjoy lush landscaping and the soothing sound of the pool fountains, with a privacy wall along Maiden Lane that makes it all feel like a secluded oasis. The large pool deck offers space for lounging, while additional dining space is available within the covered screened patio. Do you have a paddleboard or kayak? The City maintains a lakefront lot/park on Lake Osceola. The lakefront park is on Elizabeth Drive, off Bonita Dr. (No ramp or boat storage, just a lot to put in a paddleboard.) Surrounded by convenient stores such as Walgreens, Publix, & Sprouts, the YMCA, the AdventHealth Hospital, Phelps Park, and around the corner from Park Avenue – this location cannot be beat! Please ask for a list of the $140K in improvements, and a floorplan!

600 Maiden Lane, Winter Park

$1,450,000

5 Beds ⋅ 5 Baths ⋅ Robert Dhu Macdonald Park SubDv. ⋅ 32789 Zip Code

Walk to Park Avenue – 40 Palmer Avenue, Winter Park – Offered at $1,595,000. Beautiful 4-bedroom, 3.5 bath home with an additional 1/1 guest apartment above the 3-car garage. Tastefully updated, this lovely residence features large, formal living spaces, a chef’s kitchen, and first floor primary bedroom. The grand living room at the front of the home draws design inspiration from Spanish Revival architecture and features oversized windows which overlook Winter Park’s majestic lakefront estates along Palmer Avenue and is complimented by brick flooring, vaulted beamed ceilings, and a gas fireplace. Located at the heart of the home is the gourmet kitchen with custom cabinetry, granite countertops, and high-end Thermador appliances. A bartop peninsula in the kitchen opens up to the family room which overlooks the backyard; French doors open up to the covered patio. Upstairs you’ll find 3 spacious guest bedrooms, two full baths, and an air-conditioned utility/storage room. Above the garage, with its own stairwell entry, is the full guest apartment offering a living space, kitchenette, separate bedroom, and full bath. Located within a half- mile of Park Avenue’s shops, restaurants, and museums, this home scores a 10+ on walkability and places you within walking distance to the Winter Park Golf Course and other nearby attractions. Additional highlights and improvements include: 3 new HVAC units, a brand new roof, natural gas, and more.

40 Palmer Avenue, Winter Park

$2,695,000

4 Beds ⋅ 5 Baths ⋅ Windsong SubDv. ⋅ 32789 Zip Code

Windsong hard-to-find one-story estate home on newly landscaped lot. Home has been completely updated with new appliances, built-ins, and updated baths and kitchen. Large primary bedroom suite with huge closet and updated bathroom. All bedrooms are en suite and a split plan as well. The family room has a gas fireplace and views of the pool. Large rear porch with retractable screens and summer kitchen overlooking the beautiful pool/spa and private backyard oasis. The three-car garage is airconditioned and could be used as a workout room. This home is meticulously maintained and has so much to offer. All of this in the Windsong community which provides access to WP Chain of Lakes, 2 community pools, and several parks.

410 Genius Drive, Winter Park

$620,000

3 Beds ⋅ 3 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

Agents: This property is being sold in an auction-style format. It is not an absolute auction. Prospective buyers should note that the final sale price may significantly exceed the listed price. See realtor remarks, limited scheduled showings for Friday from 4 PM to 8 PM, Saturday from 9 AM to 4 PM, and Sunday from 9 AM to 4 PM. weekends of 17-19 and 24-26, NO OTHER SHOWING TIMES AVAILABLE. Agents, please refer to the additional instructions in the attachments. Welcome to this rare Winter Park gem, nestled between Lake Baldwin and the heart of Winter Park. This single-story home offers 3 bedrooms, 3 full bathrooms, an incredible oversized 3-car garage, air conditioned laundry room, fireplace, and all new flooring, and plantation shutters throughout. The master suite features updated shower and vanity, complete with spacious walk-in closet. The split floor plan showcases a 2nd master which includes a garden tub with shower and walk-in closet. The updated kitchen provides floor-to-ceiling cabinets with ample storage, and a custom built-in kitchen nook with bench seat for additional storage. Enjoy Florida’s outdoor living year-round with a screened porch and spacious backyard. Dog lovers will appreciate the fully fenced yard and close proximity to the Lake Baldwin dog park. Baldwin Park (1/2 mi), Park Ave (2.5 mi), Rollins College (3 mi). Zoned for some of Winter Park’s top-rated schools, there is so much to love about this home!

1871 Barker Drive, Winter Park

$6,300,000

5 Beds ⋅ 6 Baths ⋅ Robert Dhu Macdonald Park SubDv. ⋅ 32789 Zip Code

Under Construction. *** UNDER CONSTRUCTION *** Welcome to an unparalleled expression of sophistication, situated in the heart of Winter Park and just a short walk from the acclaimed Park Avenue, renowned for its exclusive shopping and dining establishments. Your locale is further elevated by a tranquil park, featuring an enchanting fountain, located directly across the street. Designed by Johnson Estate Designs and crafted by Maroon Fine Homes, this home seamlessly blends style and comfort across two levels. Inside, five expansive bedrooms and 5 full and one-half baths await, including a primary suite and an inviting guest suite on the first floor. Each room is adorned with Andersen windows, flooding the interior with an abundance of natural light. The grand foyer, distinguished by its exceptional maple paneling, welcomes you to an interior of unrivaled elegance. The gourmet kitchen features state-of-the-art Wolf & SubZero appliances, complemented by a pantry housing a SubZero wine cooler, offering an enviable backdrop for the discerning host. Modern technology is seamlessly integrated within the residence. A cutting-edge Lutron lighting system, an external surveillance camera system, and high-efficiency Carrier electric heat pumps equipped with smart Ecobee thermostats offer optimal comfort and security. Outdoors, the large saltwater pool, complete with a heated spa and water feature, becomes the centerpiece for alfresco entertainment. A summer kitchen, equipped with a 36” stainless steel DCS grill and undercounter refrigerator, caters to open-air gatherings. The striking glass garage doors reveal a spacious, epoxy-floored 3-car garage, presenting an admirable blend of practicality and aesthetic appeal. The interior architectural detailing and material specifications were created by Niemann Interiors. From a harmonious blend of hardwood, stone, porcelain, and carpet flooring to the convenience of an elevator, this home exudes an air of luxury. It encapsulates the Winter Park lifestyle — where convenience is meets refined style. We invite you to experience this magnificent residence, destined to captivate the most discerning of buyers.

901 Golfview Terrace, Winter Park

32789 Zip Code 3 Car Garage Real Estate & Homes

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