32789 Zip Code FL 6+ Bedroom Real Estate, Homes, Condos for Sale

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

$4,250,000

6 Beds ⋅ 7 Baths ⋅ Winflor Court Pt Rep SubDv. ⋅ 32789 Zip Code

Introducing one of Winter Park's most extraordinary offerings — a meticulously designed transitional masterpiece by the acclaimed Winter Park Custom Homes, set on a rare 0.34-acre corner lot in one of the city's most coveted neighborhoods. From the moment you arrive at the circular front drive and step onto the marble-tiled covered front porch, it's clear this home is in a class of its own. Inside, soaring beamed ceilings and wide-plank engineered wood floors set an elevated tone throughout. The grand living room features a gas fireplace and dramatic accordion glass doors that dissolve the boundary between indoors and out, opening to the resort-style backyard with ease. The chef's kitchen is a true work of art: anchored by a massive island with wraparound seating, Thermador gas range and oven, built-in refrigerator and microwave, marble countertops, and a generous walk-in pantry — all complemented by stunning herringbone hardwood floors that make this space feel straight out of the pages of a design magazine. A butler's hallway and charming brick-floored cozy reading room add warmth and character to the everyday. Also on the main level, a full en-suite office — easily serving as a 6th bedroom — offers flexible living for guests or multi-generational needs, while a separate powder room is thoughtfully reserved for guest use. The primary suite is a sanctuary unto itself: a private vestibule entry leads to a spacious bedroom retreat with accordion-style doors that open directly to stepping stones leading into your personal spa. The spa-inspired primary bath showcases marble countertops and inlay floors, separate sink vanities, a freestanding soaking tub, a walk-in shower, and a custom-built walk-in closet that rivals any boutique. Upstairs, four generously sized en-suite bedrooms — each with walk-in closets — surround a spectacular bonus room complete with a wet bar, perfect for entertaining or movie nights. The third floor is a true Winter Park rarity — an expansive additional living level with a dedicated gym area and playroom ideal for home theater, creative pursuits, or whatever your lifestyle demands. Built-in speakers complete the experience. Step outside to your own private resort. A heated pool and spa with a sun shelf, fire bowl, and serene stepping stones are framed by lush artificial turf and elegant marble-inlaid pavers. The covered back patio with tongue-and-groove ceiling and fireplace creates an al fresco living room, while the outdoor grill with prep sink makes entertaining effortless. Natural gas throughout, a full-house generator, sauna, and an epoxy-floored two-car side garage round out this exceptional property — all seamlessly controlled through a whole-home Control4 automation system that puts lighting, climate, audio, security, and more at your fingertips. Zoned for A-rated Winter Park schools and just minutes from Park Maitland School (K–6), Park Avenue's world-class dining and boutiques, and all that Central Florida has to offer. Homes of this caliber, at this scale, in this location simply do not come available often. This is not just a home — it's a lifestyle.

650 Dixie Parkway, Winter Park

$1,185,999

6 Beds ⋅ 4 Baths ⋅ Morseland Sub SubDv. ⋅ 32789 Zip Code

Opportunities like this don’t come around often, this is currently the only duplex available within walking distance of Park Avenue and just minutes from Rollins College, placing it directly in one of the most consistent, high-demand rental pockets in Winter Park. With two 3-bedroom, 2-bathroom units (6 bedrooms total), this property is ideally positioned for strong, stable income. Live in one unit and offset your mortgage, or lease both units to capitalize on long-term rental demand in a location where inventory remains extremely limited. Each unit is designed for durability and appeal, featuring open-concept layouts, stone countertops, stainless steel appliances, custom cabinetry, and wood and tile flooring throughout, finishes that attract quality tenants while keeping maintenance straightforward. Private, fenced patios extend the living space outdoors, while in-unit laundry and ample parking add everyday convenience that renters actively prioritize. The location is the true driver, just steps from the Winter Park Golf Course and a short walk to Park Avenue’s dining, shopping, and lifestyle. This level of walkability continues to support strong tenant demand and long-term appreciation, particularly in the rapidly growing West End of Winter Park. As an added benefit, the property includes a membership to the Winter Park Country Club, further enhancing its appeal for both owners and tenants. For buyers looking to secure a property that offers immediate usability, consistent rental demand, and long-term upside in one of Central Florida’s most sought-after markets, this is a rare opportunity to check all three boxes in a single acquisition.

726/720 N Pennsylvania Avenue, Winter Park

$630,000

6 Beds ⋅ 3 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Discover a unique opportunity in the heart of Winter Park, just moments from Lake Killarney. This versatile property offers exceptional potential for multigenerational living, a primary residence with additional income, or a strategic investment. The home features a flexible layout designed to adapt to a variety of needs, with bright living spaces, natural light throughout, and comfortable areas ideal for both everyday living and entertaining. Its design allows for privacy and functionality, making it an attractive option for homeowners and investors alike. Enjoy a spacious outdoor setting surrounded by mature landscaping, perfect for relaxing or hosting gatherings. Recent upgrades add even more value and peace of mind, including solar panels that will be fully paid off at closing, as well as a newer roof and updated air conditioning system, offering efficiency and long-term savings. Ideally located just minutes from Park Avenue, Rollins College, and a wide variety of shopping, dining, and entertainment options. With easy access to major roadways, commuting throughout Central Florida is both quick and convenient. A rare opportunity to own a property with flexibility, location, and strong long-term value in one of the area’s most desirable communities. Schedule your private showing today.

2600 Euston Road, 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

$1,050,000

6 Beds ⋅ 4 Baths ⋅ Huntington Court SubDv. ⋅ 32789 Zip Code

Welcome to 831 & 833 Huntington Court, a rarely available duplex tucked away on a quiet cul-de-sac in one of Winter Park’s most walkable and desirable locations. Just minutes from Park Avenue, local lakes, dining, shopping, and entertainment, this property offers the perfect blend of privacy, convenience, and long-term value. Both properties are beautifully landscaped and have pavered driveways offering plenty of parking for the residents and their guests. Each thoughtfully designed unit lives like a single-family home. Both sides feature private, fully fenced yards complete with patios ideal for outdoor dining or relaxing, as well as access to a shared saltwater pool. Additional amenities include two storage sheds, one for pool equipment and another for general storage. Inside, each property welcomes you directly into the living room, which flows naturally into the updated kitchen. In addition to the living room, each unit offers a flexible downstairs room that can be used as a sitting area, separate dining space, home office, or additional living area, allowing the home to adapt to a variety of lifestyles. Each unit offers a functional and inviting layout with one bedroom and full bathroom downstairs, and two bedrooms with a full bathroom upstairs. The downstairs features tile flooring throughout, an updated kitchen with granite countertops, stylish backsplash, stainless steel appliances, under-cabinet lighting, and a breakfast bar with overhang seating. Indoor laundry and ample cabinetry are conveniently located near the kitchen, and generous closet space can be found throughout both homes. Upstairs, you’ll find two comfortable bedrooms with newer carpet and a shared bathroom, creating a private and peaceful retreat. Each unit features a front porch with a portico to the one car garage. Lovingly maintained over the years, this duplex offers exceptional privacy, great walkability, and versatile use. It's ideal as a long-term rental investment, or for an owner-occupant looking to live in one unit while enjoying income from the other. It's truly a special opportunity in the heart of Winter Park.

831/833 Huntington Court, Winter Park

$13,000,000

6 Beds ⋅ 9 Baths ⋅ --- SubDv. ⋅ 32789 Zip Code

Elegant Mediterranean estate, masterfully crafted by Akers Custom Homes and set within the heart of the Vias. Privately tucked behind a gated drive, the approach unfolds to a grand circular motor court framed by lush, manicured grounds spanning over two acres with impressive sunset views across Lake Maitland. Every element of the estate is thoughtfully connected by covered walkways, including five garages (three-car and two-car) and two motor courts, a detached office or seventh bedroom suite, and a lakeside pool cabana, creating a seamless blend of function, elegance and architectural harmony in this one-owner Lake Maitland residence. A dramatic arrival sets the tone as a flowing water feature guides guests along the walkway to the front entry. Inside, the grand foyer opens to a breathtaking gathering room, anchored by soaring two-story windows that frame panoramic lake views, the expansive terrace and terraced outdoor space. A dedicated space for a grand piano enhances the home’s capacity for elegant entertainment and memorable gatherings. The spacious kitchen overlooks the family room and is positioned alongside a dedicated bar, breakfast room and dining room. The family room, warmed by a gas fireplace, is filled with natural light and opens through a wall of French doors to the open terrace, blurring the line between indoor and outdoor living. The first-floor primary suite is a serene retreat with French doors to a covered outdoor space, a fireside sitting area wrapped in custom bookshelves, and a spa-inspired bath featuring a large glass shower, soaking tub, expansive walk-in closet, and a versatile flex room ideal for yoga, massage or expanded wardrobe space. A full guest suite with en-suite bath and walk-in closet is also on the main level. Upstairs, a grand mezzanine overlooks the gathering room, offering a dramatic extension of the living areas. French doors open to a front balcony, while the west wing features two bedrooms with a shared private living room and full bath. The east wing hosts two additional bedroom suites, each with walk-in closets and en-suite baths, one enhanced by a private sitting area and access to a spacious rear balcony. Off the kitchen, a wrought-iron gate leads to the basement level, where a refrigerated wine cellar, theater room, and generous storage space await. Outdoors, the stunning terrace showcases a heated spa, sparkling lakeside pool, expansive gas fire pit and an extraordinary 700-square-foot pool cabana that offers a wraparound screened porch with summer kitchen, a full bar, gaming area and full bath, ideal for lakeside entertaining. Elevated above the water for commanding views and shielded from the main road for complete privacy, this remarkable estate is a masterpiece, designed for multi-generational living and destined to create lasting memories for generations to come.

2203 Via Tuscany, Winter Park

$2,600,000

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

Completed in 2020, this exceptional Winter Park lakefront estate blends refined architecture, thoughtful design, and effortless indoor-outdoor living on Lake Killarney. Beyond the gated courtyard-style entrance, the main residence offers 5 bedrooms, 4 full baths, and 2 half baths, complemented by a detached in-law studio ideal for guests, extended family, or a private home office, with a full bath, walk-in closet, and a dry bar with a mini refrigerator. Behind the home, the rear lawn stretches down to the lake where an oversized boat dock provides direct access to Lake Killarney for watersports or breathtaking sunset cruises. Enjoy a large deck, and an upgraded boat lift with 2 motors and a high-capacity cradle to accommodate a variety of boats. Throughout the home, a timeless neutral palette creates a warm and inviting space with modern elegance. An impressive open dining area greets you with soaring 2-story ceilings accented by exposed beams, and is adjoined to the kitchen by a well-appointed butler’s pantry for seamless hosting, complete with a dry bar and wine refrigerator, and a walk-in pantry. The kitchen is a true showpiece, with exceptional floor-to-ceiling cabinetry, 48” natural gas range with dual convection ovens, 2 dishwashers, and a built-in coffee/espresso machine. Anchoring the space, a large quartz-covered island offers 2 faucets plus a filtered water dispenser, and a butcher block prep space. The light-filled living room impresses with dramatic ceilings, a striking gas fireplace, and 10’ sliding glass doors that stack open to the covered lanai. A true extension of the home, the outdoor living experience is exceptional, featuring a summer kitchen, pool bath with an outdoor shower, and remote-controlled screens for year-round enjoyment. The resort-style pool and spa includes a sun shelf, all wrapped in travertine decking, overlooking the lake to provide a tranquil setting for relaxing with friends & family. Completing the main level is a private downstairs guest suite or home office, with a full bath and walk-in closet. Upstairs, the split-bedroom plan is separated by a versatile loft/bonus area with a dry bar and beverage fridge, ideal for a secondary living room, playroom, or study. Designed to embrace the home’s exceptional lakefront setting, the spacious primary retreat captures lake views through expansive glass doors, from the private balcony, and from the en-suite bath. The primary bath is luxurious, and thoughtfully designed to be a true sanctuary, with a freestanding soaking tub positioned to enjoy lake views, and a large glass-enclosed steam shower. Enjoy a very generous walk-in closet, with extensive built-ins and a center island that create a boutique-style dressing experience. The upper level also includes three additional bedrooms with wood floors, high ceilings, and easy access to 2 full bathrooms, plus a functional laundry room conveniently located off the bonus area. Perfectly positioned in Winter Park, with shopping, dining, and everyday conveniences just blocks away at the new and improved Winter Park Village, and the vibrant energy of the famed Park Avenue only minutes from your door, this lakefront home delivers the rare combination of newer construction and exceptional waterfront living—without compromise.

560 Country Club Drive, Winter Park

$8,950,000

7 Beds ⋅ 11 Baths ⋅ Windsong-Preserve Point SubDv. ⋅ 32789 Zip Code

In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely found in Winter Park. The home features seven spacious bedrooms and nine full and two half baths. Entertain in the all-glass conservatory, dedicated theater room with motorized seating and a fully equipped game room. Modern conveniences throughout including gas-powered generators, an elevator and dumbwaiter. Two above-garage apartments provide ideal accommodations for guests and family. Outdoors, enjoy an expansive covered lanai, infinity edge pool and spa, boat dock with jet ski lift, and a summer kitchen complete with wood-burning fireplace, gas grill, refrigerator and icemaker, all overlooking the beautifully landscaped yard and lake. With its private gated entrance, this home is a one-of-a-kind opportunity to enjoy all the amenities Winter Park and Windsong have to offer.

1120 Preserve Point Drive, Winter Park

$4,500,000

6 Beds ⋅ 6 Baths ⋅ Dyer Susan Resub SubDv. ⋅ 32789 Zip Code

Offered for the first time in over 50 years, this distinguished Winter Park estate is a true traditional gem, nestled on a picturesque brick street and situated on a full 1-acre lot. Exuding timeless charm with a subtle New England ambiance, this residence represents the best of historic Winter Park living—all within walking distance to Park Avenue. This stately 6-bedroom, 5.5-bathroom home offers 5,759 square feet of thoughtfully designed living space, plus an additional 1,859-square-foot unfinished basement that spans the entire length of the home, offering endless possibilities for expansion or customization. Upon entry, you'll be welcomed by coffered ceilings in the spacious formal living room, rich dark oak floors, and one of the home’s three gas fireplaces. This elegant yet inviting room overlooks the lush gardens, making it an ideal setting for both entertaining and quiet relaxation. Adjacent to the living room is a cozy, beautifully appointed den featuring another gas fireplace and natural jute flooring—undoubtedly one of the most beloved spaces in the home. The kitchen is filled with natural light and includes a large casual dining area, a charming butler’s pantry, and direct access to both the laundry room—complete with a full-size refrigerator and half-bath—and the oversized 2-car garage. The formal dining room showcases lattice-framed bay windows with views of the back garden and pool area, creating a warm and elegant space perfect for holiday dinners and family gatherings. The home features two primary bedroom suites on the main level, including one expansive L-shaped suite with its own gas fireplace and views of the pool, gardens, and outdoor terrace. The primary bathroom includes a dressing area and marble finishes throughout. Upstairs, the south wing includes two generous bedrooms with a shared full bathroom, while the north wing—located above the kitchen—offers two additional bedrooms and a charming full bath. The expansive backyard is a private sanctuary, framed by majestic oak trees, bamboo, and thoughtfully designed gardens, with several inviting sitting areas for outdoor relaxation. An extra-large swimming pool completes the setting—perfect for warm Florida days or evening gatherings under the stars.

887 Georgia Avenue, Winter Park

$2,650,000

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

Step into elevated Winter Park living with this exceptional Mediterranean-inspired estate. Built in 2020, every inch of this home was thoughtfully crafted with timeless architecture and sophisticated, high-end finishes. From the rounded stone entry feature and custom iron double doors to the soaring ceilings and designer lighting, this home instantly impresses. The spacious great room opens to a wall of glass folding doors that reveal a private backyard retreat—featuring a heated pool and spa, lush landscaping, and an expansive lanai with summer kitchen. The home is serviced by natural gas, seamlessly supporting modern comfort and efficiency. The kitchen is truly the heart of the home, boasting dual oversized islands, WOLF appliances, fully custom cabinetry, two dishwashers, a double oven and a massive walk-in pantry. A nearby sunken bar offers the perfect spot for entertaining. Downstairs includes two well-appointed bedrooms, one with its own en suite—ideal for guests or multigenerational living. The detached casita includes a full bath and is pre-plumbed for a kitchenette and washer/dryer, offering endless potential as a guest suite, gym, or studio. Upstairs, the primary suite is a sanctuary: a double-sided fireplace, private balcony overlooking the pool, two generous walk-in closets (one with a secondary laundry hookup), and a spa-worthy bath complete with a sauna and a massive multi-head shower. A bonus loft with wet bar and two additional bedrooms round out the second floor. Located just minutes from Park Avenue and zoned for top-rated public schools including Winter Park High, a community known for both academic and extracurricular excellence (some say there’s championship energy in the air), this home offers a rare blend of luxury, lifestyle, and location.

575 Palmer Avenue, Winter Park

$3,200,000

6 Beds ⋅ 6 Baths ⋅ Windsong Lakeside Sec 01 43/70 SubDv. ⋅ 32789 Zip Code

**This stunning estate just became an unbeatable opportunity--luxury living at a dramatically reduced price! Don't miss your chance to own this exceptional home in the highly coveted Windsong community with access to the gorgeous Winter Park chain of lakes. Prepare to be impressed as you enter this almost 6,000 square foot home adorned with custom high-end features throughout, plus a fabulous guest apartment with a full bathroom and kitchenette fully renovated to be enjoyed as a private poker/bourbon room. This exceptional residence has been converted to a full Smart Home with integrated controls for lighting, audio/video, security system with cameras, intercom, thermostat and sun shade. The beautiful chef's kitchen boasts a brand new 48” Sub-Zero refrigerator, and all new Wolf appliances including double 30” electric ovens, microwave, gas cooktop, hood insert, and warming drawer. For added convenience, a fully appointed Butler's pantry is adjacent to the kitchen. Retreat to the stunning first floor owner's suite featuring a newly installed electric fireplace, sitting area, a walk-in closet with custom cabinetry, a separate office/home gym and a spa-inspired bathroom with a jetted tub and steam shower. Just outside, step into your own personal wellness retreat with a new Polar Monkey brand cold plunge and a four-person sauna. Also, guests will enjoy the convenience of another private first floor bedroom suite. Upstairs are the additional three spacious bedrooms and bathrooms, a huge loft area, and hidden stairs leading to a generous air conditioned storage room, great for a home theater. The outside oasis greets you with a fully reimagined expansive covered lanai with an outdoor kitchen complete with a 60" Fire Magic grill, 60" Fire Magic vent hood, Summit refrigerator, and stainless steel cabinets. Relax by the sparkling saltwater pool with its sun shelf, retractable screen, and travertine deck surrounded by lush tropical landscaping and artificial turf for carefree living. The extensive renovations to this luxury estate continue with the installation of a new roof, new gutters with leaf guards, freshly painted exterior, new wood trellis, all new saltwater pool equipment, and epoxy garage flooring with added custom cabinets. Embrace this luxury lifestyle with exclusive access to the Windsong Residence Club overlooking the Winter Park Chain of Lakes, with amenities including lake access, community pools, splash park, playground, and use of the pontoon boat. This home may be purchased fully furnished. Don't miss the opportunity to own this spectacular home in one of Winter Park's most sought after neighborhoods with its top-rated schools, and proximity to shopping and dining on Park Avenue in picturesque downtown Winter Park!

141 S Phelps Avenue, Winter Park

$8,900,000

8 Beds ⋅ 9 Baths ⋅ Green Oaks Rep 02 SubDv. ⋅ 32789 Zip Code

Discover an extraordinary lifestyle at this one-of-a-kind estate, elegantly situated on the shores of Lake Maitland in the distinguished Winter Park area. This remarkable property is unlike any other in the market, seamlessly blending sophisticated Mediterranean and Spanish architectural elements to create a serene and inviting retreat. Upon entering through the stately steel gates, you are welcomed by a picturesque, tree-lined driveway that leads to a formal motor court, enveloped in lush, mature landscaping that ensures complete privacy. Spanning an expansive 2.10 acres with an impressive 217 feet of lake frontage, this estate offers a breathtaking park-like setting that is perfect for both relaxation and vibrant entertaining. The primary residence encompasses six generously sized bedrooms and 6.5 luxurious baths, featuring exquisite traditional custom details and an abundance of elegant living space. Outside, indulge in the stunning waterside rose garden and pavilion, alongside an expansive pool designed for year-round enjoyment and perfect for hosting guests. This estate also boasts a delightful gatehouse, which includes a one-bedroom, one-bath suite and a dedicated two-car garage, providing an ideal retreat for visitors. Additionally, a separate lake house, constructed in 2004, features richly hued wooden vaulted ceilings, a cozy stone fireplace, and a generously sized covered porch that spans the length of the home showcasing spectacular views of the water and gardens. This property transcends the notion of a mere home; it embodies a truly unique lifestyle. Whether you desire serene lakeside tranquility or a sumptuous entertainer's haven, this exceptional offering presents an unmatched opportunity to own a slice of paradise in Winter Park. As you step through the grand double-door entry of the main residence, you are enveloped in elegance and comfort. This thoughtfully designed home balances functionality with style, featuring dual office suites, a game room, and ample storage space throughout, catering to the demands of modern living. The awe-inspiring 22.5-foot ceilings in the grand foyer and dining room create an impressive ambiance, illuminated by uniquely designed windows that flood the space with natural light. The smartly designed floor plan ensures both privacy and convenience, with the primary suite thoughtfully positioned in a secluded area of the home, while an additional main-level bedroom provides flexibility for guests or family. The expansive kitchen is a culinary dream, boasting a spacious island, breakfast bar, a walk-in pantry, and a gas cook range, all seamlessly connected to a cozy dinette area. Upstairs, you’ll find four additional bedrooms and three beautifully renovated bathrooms that prioritize comfort and space. Step outside to an oversized screened and covered lanai, complete with multiple skylights that invite the beauty of the outdoors inside, perfect for relaxation or entertaining. Enjoy captivating views of the pool area, rose garden with Tea House, and tranquil lake, creating an idyllic backdrop for both peaceful moments and lively gatherings. This main residence is a sophisticated blend of luxury and practicality, designed for those who truly appreciate the finer things in life. Don’t miss this rare opportunity to claim this stunning residence as your own—schedule a private showing today to experience the unparalleled elegance and uniqueness of this extraordinary estate!

2001 Bett Mar Lane, Winter Park

$1,450,000

6 Beds ⋅ 5 Baths ⋅ J Kronenberger SubDv. ⋅ 32789 Zip Code

Welcome to your private slice of paradise—a beautifully renovated home with a brand new 2024 pied-à-terre guest retreat, nestled just steps from the iconic Kraft Azalea Garden on the shores of Lake Maitland, and walking distance to the renowned boutiques and dining of Park Avenue. Positioned on a beautiful 0.30-acre lot, this residence is enveloped with manicured landscaping, meandering brick pathways, and outdoor living spaces designed for effortless entertaining. This home captivates with exceptional curb appeal—complete with vibrant florals, a stately new blue front door, and architectural charm. The total square footage is 3784sf with the main home 5 bedrooms/4 bathrooms and 3304sf; the guest retreat is 1 bedroom/1 bathroom with 480sf. Recent updates include new flooring, fresh interior and exterior paint, a renovated kitchen, three new bathroom renovations, almost all new windows, and numerous decorative touches like new crown molding and plantation shutters. The heart of the home features a spacious open-concept layout ideal for entertaining. The living room with an updated gas fireplace flows into the kitchen, which boasts new Bosch appliances, bar seating, a walk-in pantry, and a charming picture window with garden views. The elegant dining space, with 11-foot ceilings and a wall of windows, frames the picturesque backyard. The first floor offers three bedrooms and two full bathrooms, including an en-suite, as well as an office. The second floor includes two large bedroom suites with high ceilings and a laundry room. The upstairs luxurious primary suite impresses with a tray ceiling, cozy fireplace, dual walk-in closets, and a renovated bathroom with granite dual vanities, a freestanding soaking tub, and an oversized walk-in shower. The secondary suite includes its own walk-in closet, spacious bath with double vanities, and a large climate-controlled storage area for ultimate flexibility. Features include French doors, hardwood floors, custom built-ins, crown molding, and plantation shutters throughout. But the crown jewel of the property is the brand-new 2024 detached pied-à-terre—a versatile studio suite with a full bedroom and bathroom, a refreshment area, and a private balcony with tranquil views, ideal as a guest house, executive office, fitness studio, or artist’s retreat. Outdoor living is a dream with a screened brick patio beneath a beamed ceiling, a charming open-air terrace, an enchanting fountain, and complete privacy thanks to a 6-foot concrete wall surrounding the grounds. With ample space to add a custom pool, the possibilities are endless. Located just steps from the 5-acre Kraft Azalea Garden with lakefront trails and a fishing dock, and a short stroll to Park Avenue to enjoy a scenic boat tour or one of the many museums—this is a truly exceptional offering in one of Winter Park’s most sought-after enclaves.

1299 Harding Street, 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

$9,140,000

6 Beds ⋅ 8 Baths ⋅ Maitland Shores SubDv. ⋅ 32789 Zip Code

Majestic lakefront estate fully renovated in 2021 located in the beautiful Winter Park, Florida. Nestled on sprawling acreage, this breathtaking 6-bedroom, 7.5 bathroom lakefront mansion offers unparalleled luxury and serenity in the heart of Winter Park, Florida. Perched on 220 feet of picturesque Lake Maitland, this stunning estate boasts: Panoramic views of Lake Maitland, framed by floor-to-ceiling windows and electrically operated pocket sliding glass doors. Expansive outdoor oasis featuring a 70 foot resort-style pool, fully stocked outdoor kitchen with big screen television perfect for sunset gatherings. Secluded and private surroundings including multiple different areas with outdoor fireplaces for friends and family to gather ensuring tranquility and exclusivity. Grand foyer with soaring ceilings and elegant chandelier creates the framing for the stunning views upon entry. The Gourmet kitchen with top-of-the-line Miele appliances and expansive center island make up every chefs dream. Spacious bedrooms all with en-suite bathrooms and walk-in closets and a stunning Private master retreat with lake-facing balcony. Other impressive amenities include both a stunningly presented billiards room as well as a finely appointed theatre room for family members to gather. The property also has its own separately accessed 1 bedroom apartment beautifully finished for those long standing guests. Enjoy resort-style living, minutes from Winter Park's charming parks, boutiques, and restaurants. Escape to a world of luxury, where every day feels like a vacation. Schedule a private viewing and experience the ultimate Winter Park lifestyle.

2040 Venetian Way, 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

$1,695,000

6 Beds ⋅ 5 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code

Curb appeal is the first thing you will notice when you pull up to this traditional Charleston style home with a floor plan that will suite the needs for today’s lifestyle. Upon entering the home right past the foyer, you will be greeted with a traditional dining room large enough to sit up to 12 guests, across the hall you will find a study with a full bath and closet. Moving past the dining area you will be taken aback by the family area featuring 18 ft tall ceilings, floor to ceiling window, and a wood burning/gas fireplace!!!! The 2020 renovated kitchen is fully equipped with “5 Star” commercial gas range, 48" stainless refrigerator, second oven and microwave making cooking and serving a delight!! Moving past the kitchen is the laundry room and the spacious downstairs Master suite, 2 closets and a spa like bath with both a jetted tub and a walk-in shower. Upstairs you will find 3 Bedrooms, one with a private bath and the other two share a jack-n-jill. Out back has a side entry garage with an easy back out extension, over the Garage is a Bonus room with a large closet and full bathroom with approx. 400 sq. ft. of living space that works great for a detached office, exercise room, guest room or media room! The backyard comes stocked with a sparking saltwater pool, mature landscape and additional outdoor entertaining space for dining and relaxing. Excellent Winter Park Schools, one block to Winter Park YMCA & Phelps Park and minutes from Maitland, Baldwin Park, Rollins College and Park Ave!! Schedule your private showing today!!!

1611 Mayfield Avenue, Winter Park

$5,999,000

6 Beds ⋅ 8 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Welcome to the epitome of refined luxury. Nestled in the heart of "The Vias" in Winter Park, this exceptional estate is the ultimate blend of timeless sophistication with contemporary comfort. Boasting 7,535 square feet of living space on a sprawling half-acre lot, this residence was built with impeccable craftsmanship and an array of upscale amenities, including a charming guest house and a distinctive natural slate roof complemented by timeless copper gutters. Designed with meticulous attention to detail, this distinguished home boasts 6 bedrooms and 8 bathrooms. The main level hosts an inviting primary suite with dual oversized walk-in closets, along with a chef's kitchen meticulously appointed to accommodate a dinner party of any size. Featuring dual Wolf ovens, dual Miele dishwashers, a Sub-Zero refrigerator and wine fridge, custom Busby cabinets, and rare Italian Calacatta Gold marble countertops, this kitchen is a culinary haven. Adjacent, the living room showcases exquisite Pecky Cypress beams and one of three wood-burning fireplaces placed throughout the residence. Floor-to-ceiling accordion glass doors in the great room seamlessly blend indoor and outdoor spaces, leading to the picturesque Hampton's style pool and a fully equipped summer kitchen, ideal for both entertaining and enjoying the meticulously landscaped grounds. The spacious second floor reveals four generously proportioned bedrooms and three bathrooms, each complete with spacious custom walk-in closets. Additionally, the upper level features a convenient second laundry room, private home gym, and a sizable flex space adaptable to various lifestyle needs. Above one of the two-car garages, a detached mother-in-law suite awaits, comprising a full bedroom, a bathroom, and a separate living room, offering unparalleled comfort and privacy. Come experience the laid-back elegance and vibrant energy 1460 Via Tuscany has to offer.

1460 Via Tuscany, Winter Park

$2,925,000

18 Beds ⋅ 18 Baths ⋅ Minnesota Condos SubDv. ⋅ 32789 Zip Code

Welcome to your income-producing oasis in the heart of Winter Park! These exclusive townhomes complex boasts six units, providing a rare opportunity for full control with no HOA fees. Each unit offers three bedrooms and two and a half bathrooms, fully upgraded to meet the highest standards of modern living, In addition 2 car garage , large upper patio and a fenced backyard. Recent renovations include a brand-new roof, redone in March 2021, ensuring durability and peace of mind for years to come. Select units feature new HVAC systems and water heaters, adding to the appeal of this investment opportunity. Strategically positioned, this property is a mere 5-15 minutes away from Downtown Orlando, the Mills District, and Downtown Winter Park, offering unparalleled convenience and access to the vibrant pulse of the city. Despite its prime location, all leases are currently under market value, presenting a promising chance to maximize returns. Currently fully occupied, these units offer below-market rents, making them an attractive proposition for investors seeking immediate cash flow. The updated interiors ensure tenant satisfaction and minimal maintenance, allowing you to build your portfolio effortlessly. Situated in the bustling Winter Park area, this property is surrounded by a myriad of shopping, dining, and entertainment options, catering to the diverse needs of tenants. Additionally, its close proximity to Rollins College adds to its appeal, attracting a steady stream of potential renters seeking convenience and quality living. Don't miss out on this exceptional opportunity to own six income-producing properties in one of Winter Park's most sought-after locations. Seize the chance to secure your financial future with this lucrative investment. Schedule a viewing today and experience the essence of effortless property ownership!

875 Miles Avenue Unit 4, 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

$3,600,000

6 Beds ⋅ 7 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Under Construction. ONLY FOR DATA ENTRY PURPOSES. Room sizes are approximate and should be verified.

205 E Rockwood Way, 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

$700,000

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

Working from home takes on a whole new meaning here! Experience opportunity and creativity intertwined in this sprawling residence that has been home to a state-of-the-art recording studio: Studio 18. Boasting premium acoustics, and multiple studios, this Orlando gem redefines opulence for music enthusiasts. Immerse yourself in a harmonious blend of elegance and innovation or revert the property to a traditional home and have the flexibility of income from the 5 Bedroom, 3 Bath 3396 square-ft main house & the additional 2 car garage (currently used as a garage studio - perfect for a jam session) with a spacious 790 square-ft 1 Bedroom, 1 Bath GUEST HOUSE above! From the moment you step inside the reception area, be prepared to be transported into a unique environment & journey past studio B, a vocal closet, additional bedrooms, and gathering space which are found on the main level. If the heart of the home is the kitchen, this enormous kitchen with 2 full-size refrigerators and an abundant island is a Chef's Dream and is perfect for entertaining! Proceed down the hall, to find 2 additional bedrooms with private living spaces and a full bath. Ascending the stairs, you'll find Studio A, the largest studio with specially built walls and storage access, and a fabulous loft with a kitchenette - perfect for midnight snacks while finishing up a late-night session. Do not skip the 2nd story, 645 square-foot patio that is perfect for enjoying the evening with friends. The Primary Bedroom features a walk-in closet and a large 5-piece bathroom with a separate garden tub & shower. Additionally, the Roof was replaced last year (2023), Water Heater (2023), 1st A/C (2013), and 2nd A/C (2020). The original home was constructed in as a concrete bunker-style home - and the ACOUSTICAL OUTCOME is prime for creating functional studio rooms where sound does not bleed. PLEASE NOTE: Artwork, Equipment, Acoustical Treatments and the Business are not included in this listing. Can be negotiated separately. The current use is licensed with the city and compliant as a Home-Based Business. With parking for up to 15 cars, the proximity to Downtown Orlando, Winter Park, and College Park makes this the perfect location to make dreams come true!

1209 Formosa Avenue, Winter Park

$4,250,000

6 Beds ⋅ 7 Baths ⋅ Ardmore SubDv. ⋅ 32789 Zip Code

Enjoy your private lakefront retreat in one of Winter Park's most exclusive neighborhoods on Lake Mizell, just a short walk from Rollins College and Park Avenue's restaurants and shops. This spacious 6-bedroom, 7-bath home features gorgeous views of the lake from formal living and dining rooms, a large primary suite, and several other areas of the home. A large bonus room with a full bath over the detached garage is perfect for a potential guest house. Amenities include an open foyer with marble floors, hardwood dining and living room floors, and plantation shutters and and detailed crown molding throughout. A gourmet chef's kitchen includes island seating for 6, as well as a large dine-in area overlooking the pool and lake. The kitchen includes a warming drawer, subzero refrigerator, dual dishwashers, a 6-burner Wolf gas stove, 3 sinks, and granite countertops. A large family room is adjacent to the kitchen, while a roomy office includes stately finishes and built-ins, including a murphy bed. The first-floor primary suite includes a sitting area with beautiful water views, two large walk-in closets, and a bathroom with dual sinks, a large shower, and separate soaking tub. Upstairs are 5 bedrooms, 1 ensuite and 4 with shared Jack and Jill bathrooms. Another large bonus room could be converted into a workout room, and the house includes both an upstairs and downstairs laundry room. This 6,115 square foot gem on a .62-acre lot off Genius Drive is an unparalleled quiet, tranquil lakefront oasis in the heart of old Winter Park. In addition to the beautiful large swimming pool, the lakefront side includes a boat house with electric hoist. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

201 Genius Drive, Winter Park

$1,900,000

7 Beds ⋅ 6 Baths ⋅ Lugano Terrace SubDv. ⋅ 32789 Zip Code

MAJOR PRICE IMPROVEMENT! Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a haven for those seeking abundant living space. The first and second floors encompass 4,387 SF, featuring six bedrooms and four baths, while the basement adds 2,567 SF with one bedroom with an ensuite bathroom, a full bath in the hallway, a kitchenette/bar, gym, pool room, and more. Whether you envision a quiet retreat, a productive workspace, a game haven, a private hideaway, a workshop haven, an entertainment hub, or simply a place to live abundantly, this home has it all. The expansive first floor showcases a well-designed layout with a private main bedroom suite, a second bedroom suite, and a versatile open floor plan. The grand foyer separates the open living and dining areas, leading into the spacious family room/kitchen combo with a cozy gas fireplace. Natural wood floors adorn the first floor, complemented by French doors that open to the covered rear patio and pool deck. The main bedroom wing on the first floor is generously appointed, featuring a remodeled (2020) marble bathroom, a custom walk-in closet, and a convenient laundry closet with a full-size washer and dryer. The second floor unveils four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry/utility room, and a studio/playroom. A custom built-in ladder leads to a third-floor bonus room with an air hockey table. The real surprise lies in the lower level—a fabulous and functional basement spanning 2,567 SF. This versatile space includes a private living area, an open kitchenette, a breakfast bar, an expansive bedroom with an en-suite bath, a gym, a workshop-ready room, a game room with a pool table, and a second full bathroom. Natural light streams in through large window wells, and a staircase leads up to the back patio/pool deck. Tucked away on a quiet circle just minutes from Park Ave and a few blocks from the Winter Park Racquet Club, this unforgettable gem is located in the desirable Dommerich/Maitland/WP High School district. This residence presents a remarkable opportunity to add your personal touches, allowing you to transform it into your dream home. Fulfill your lifestyle aspirations with this extraordinary Winter Park residence! Please ask for a measured floor plan to explore every detail of this extraordinary home.

1860 Via Contessa, Winter Park

$6,000,000

7 Beds ⋅ 8 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Casa Bianca, the extraordinary Winter Park estate, has entered the market for the first time available in over 40 years. Perfectly positioned on the corner of Via Tuscany and Alabama Drive in the distinguished Vias of Olde Winter Park is one of the area's finest and most notable properties. Resting on an expanse of premier, elevated acreage and surrounded by lush landscaping with gorgeous palms and majestic oaks, this elegant lakefront estate showcases breathtaking sunset scenes over Lake Maitland, the largest lake on the Winter Park Chain of Lakes. House, guest apt, pool and boat house are being sold “AS IS” as the inherent value for this property is in the land… This remarkable lakefront estate property presents a rare, once-in-a-lifetime opportunity to own a landmark property in Winter Park.

1311 Via Tuscany, Winter Park

$2,200,000

6 Beds ⋅ 6 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Welcome to this stunning contemporary home on a brick-lined, tree street in the heart of Winter Park. Boasting a seamless blend of timeless charm and modern luxury, this 1963 home was fully remodeled in 2018. This residence showcases impeccable craftsmanship and thoughtful design, ensuring a comfortable and stylish living experience. Upon entering, you'll be greeted by an inviting foyer that leads you into the heart of the home. The main level features an open-concept layout, allowing for effortless flow and an abundance of natural light. The spacious living area is perfect for entertaining guests or relaxing with loved ones. The kitchen exudes modern sophistication with its sleek cabinetry, high-end appliances and exquisite countertops, and offers plenty of dining space for hosting friends and family. The first floor has three bedrooms and 3.5 baths, and extra space that could be an additional bedroom or office space. A highlight of this property is the addition of a second floor completed during the 2018 remodel. Here, you'll find a luxurious primary suite that serves as a private oasis. The main bedroom offers a tranquil retreat, featuring generous proportions and ample closet space. The accompanying main bath is a spa-like sanctuary, complete with a walk-in shower and contemporary fixtures, providing the ultimate in relaxation and comfort. The second floor also offers an additional bedroom with its own private bath and a flexible space that could be another bedroom, media room or additional office. Throughout the home, attention to detail is evident in the choice of finishes and fixtures, which perfectly complement the contemporary style. From the sleek flooring to the designer lighting, every aspect has been carefully selected to create a cohesive and visually striking environment. The outdoor spaces are equally impressive, with a professionally landscaped yard and a spacious patio area. Whether you prefer to unwind in the privacy of your own backyard or host gatherings for friends and family, this property offers the ideal setting. Located in a wonderful neighborhood, this home is conveniently situated near top-rated schools, Park Avenue shopping and dining, and the Winter Park Racquet Club and Interlachen Country Club. With its ideal blend of classic charm and modern updates, this fully remodeled residence is a rare find, offering an exceptional opportunity for those seeking a contemporary lifestyle in a sought-after location.

1340 Chestnut Avenue, Winter Park

$3,800,000

6 Beds ⋅ 9 Baths ⋅ Sicilian Shores SubDv. ⋅ 32789 Zip Code

Serene and private estate on a half acre lot in the Heart of Olde Winter Park. A custom built estate with amazing detail throughout boasts 6 bedrooms (downstairs master plus a first floor mother in law suite), 6 bathrooms, 3 half baths, an elevator for easy 2nd floor access, 2 living areas, all with terrific views of your private oasis of a backyard, beautiful pool & spa. Groin Vaulted ceilings that have been hand painted with detail throughout the home, both upstairs and down. New wood floor sprawl through the first floor making this estate feel cozy and warm. As you enter through the oversized arched wood front doors, a brick patio sitting area with a gas fireplace awaits. From this private courtyard, you then enter into the grand living room that greets you with views of the private backyard, pool, a second outdoor fireplace, summer kitchen, plenty of covered patio living areas, a turfed dog run and a sunbathing landing near the sap. The kitchen is a chef's dream with amazing custom cabinets, stone counter tops, Wolf gas range with 6 burners, griddle and grill, a beautiful custom stone vent hood, built in cabinet paneled sub zero refrigerator and freezers with drawers, warming drawer, two dishwasher drawers plus a full dishwasher, a built in microwave and TWO walk in pantries. A private door leads you to the Scullery, a private room for dirty dishes, laundry and storage while entertaining. Your caterers will not be seen while entertaining! The dinette off the kitchen flows into the family room boasting a beautiful fireplace with built ins and plenty of storage, of course all with a view of your private oasis of a backyard. Sliding doors off the family room open up to a large covered porch area where you have room for an outdoor dining and living room. Off the other side of the kitchen, is a 1000 bottle climate controlled wine room with its own serving area. The dining room has beautiful hand painted ceilings with french doors leading out to an additional covered patio. The primary bedroom is oversized, plenty of natural light over looking the private backyard, and hand painted coffered ceilings. The primary closet and bathroom are overly generous with a bank of built-ins plus a walk in closet with a 3rd laundry option. The impressive bathroom features a jetted tub, double entry walk in shower with multiple heads, plenty of countertop space, private water closet with bidet, and a private outdoor shower. The mother in law suite and office or 6th bedroom are also on the first floor. On the second floor there is an additional laundry room, 3 more bedrooms with en suite bathrooms and walk in closets, an amazing media and movie room PLUS a loft and an additional game room. There is a landing area at the top of the stairs that could be used as a homework station, sitting area or reading nook. The game room does have an en suite bathroom and closets if someone preferred an upstairs master but it is not counted in the bedroom count. The game room offers a serving area with a sink and beverage refrigerator with ice. There is a covered porch off the game room with views of the pool area and private backyard. WOW your own movie theatre!! The equipment is in place and the theatre seats 10 in over sized theatre chairs. The home offers a whole house generator, central vacuum system, elevator, natural gas, a 3 car garage and amazing night lighting. Beautiful brick and travertine paved walk ways adorn the front yard with the mature landscaping. Room Feature: Linen Closet In Bath (Primary Bathroom).

671 Via Lugano, Winter Park

$6,850,000

8 Beds ⋅ 10 Baths ⋅ 0000 SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This magnificent estate was originally built in 1938 with a major addition in 1999. The estate is nestled on nearly 2 acres of prime property on Lake Maitland on the Winter Park Chain of Lakes and walking distance to all the shops and restaurants on Park Avenue. As you drive up to the estate, you will be impressed by the entry gate that leads to the huge circular paved driveway complete with a fountain. For the car enthusiast, there are 2 separate garages totaling 7 spaces. There is plenty of additional parking as this house was built for luxury living and entertaining! The home spans 19,304 square feet under air and 25,124 square feet under the roof. There are two separate grand foyers to welcome you, with high ceilings, gorgeous staircases, and magnificent lake views. This home was built to showcase the stunning lake views from almost every room. There are multiple patios and balconies to offer the perfect spots to take in the incredible views. With a total of 8 bedrooms, 3 of which are master suites with ensuite bathrooms and massive walk-in closets there is no shortage of space in this home. In total, there are 9 full baths and 5 half baths making sure everyone has plenty of space in this Park Avenue Estate. Plus, there is a caregiver’s suite with private entries for live-in help. This home is equipped with 3 kitchens making any large gathering a breeze to accommodate! As well as 3 elevators so everyone can move about the estate with ease. The expansive estate is perfect for a multi-generational family, with plenty of bedrooms and bathrooms for everyone to comfortably live together. The grounds are simply beautiful, with mature landscaping and expansive lake views there is truly nothing like it. The possibilities are endless with this home! If you are looking for a one-of-a-kind property, this is it! The grandeur of this estate and its prime location makes it a truly unique find. Don’t miss your chance to own a piece of Winter Park history!

1190 N Park Avenue, Winter Park

32789 Zip Code 6+ Bedroom Real Estate & Homes

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