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$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
$955,000
4 Beds ⋅ 4 Baths ⋅ Virginia Heights Rep SubDv. ⋅ 32789 Zip Code
Beautifully updated 4BD/3.5BA townhome in highly sought-after Virginia Heights, just steps from Park Ave, Rollins College and zoned for AudubonK-8! This spacious 2,824 SF home features two primary suites—one on each level—ideal for guests or multi-gen living. Gorgeous hardwood liketile floors throughout, high ceilings, crown molding, and two fireplaces add timeless elegance. The chef’s kitchen includes cherry cabinetry, solid-surface counters, stainless steel appliances, and gas range. Upstairs bonus room is perfect for office or den. There are so many recent updatesincluded, but not limited to: roof (2022), water heater (2023), and HVAC (2021) Enjoy the outdoors from the covered deck, or private balcony.Low-maintenance yard with irrigation 1-car garage, upstairs laundry, and and optional HOA that includes access to private Lake Virginia park.Don’t miss this move-in-ready gem in the heart of Winter Park!

512 Clarendon Avenue, Winter Park
$472,000
2 Beds ⋅ 2 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code
Welcome to your new lakeside retreat in the heart of Winter Park! This move-in ready fifth-floor residence offers the kind of views that make mornings feel like mini vacations, with stunning vistas of beautiful Lake Virginia greeting you from your spacious family room and sitting area. This thoughtfully designed two-bedroom, two-bathroom condominium spans 1,148 square feet of comfortable living space, open atmosphere throughout. The kitchen showcases elegant quartz countertops and stainless steel appliances, perfect for culinary adventures big and small. Step into your private enclosed balcony to soak in those tranquil lake views with your morning coffee. The generous primary suite serves as your personal sanctuary, complete with an additional sitting or office area, walk-in closet, and a spa-inspired bathroom featuring custom wood cabinetry, granite counters, and an oversized shower. Beautiful wood floors flow through the major living areas while plantation shutters add timeless elegance throughout. Practical touches abound, including an inside utility room and spacious storage room for all your belongings. Lake Virginia Condos delivers an impressive array of amenities: covered parking, elevator access, secure building entry, a renovated pool and spa, sauna, exercise facility, community recreation room, and even boat slips available for rent. Need accommodations for visiting friends? A guest suite awaits on site. The location simply cannot be beat. Walk to The Polasek Museum or stroll to Park Avenue for world-class shopping and dining experiences. Schedule your private showing today and discover lakefront living at its finest!

690 Osceola Avenue Unit 503, Winter Park
$850,000
2 Beds ⋅ 2 Baths ⋅ Point Mizell Rep SubDv. ⋅ 32789 Zip Code
SOLD DATA ONLY.

801 Audubon Lane, Winter Park
$1,005,000
4 Beds ⋅ 3 Baths ⋅ Osceola Court SubDv. ⋅ 32789 Zip Code
Set in one of Winter Park’s most sought-after locations, this 1940 home delivers something that’s hard to recreate: walkability, character, and flexibility. Just steps from Downtown Winter Park, iconic Park Avenue, and Rollins College, with private access to Lake Osceola, the location alone sets this property apart. The home offers the charm of a historic build without the restrictions of a historic designation, giving the next owner freedom to update, expand, or personalize as they choose. Inside, you’re welcomed by a proper foyer with original hardwood floors (currently painted white and able to be refinished) and crown molding throughout. A thoughtfully used desk nook sits beside the staircase, making great use of the space. To the left, the formal living room features a true masonry, natural gas fireplace and flows into a bright dining room that connects to a cozy family room—an enclosed former porch with French doors opening to the screened porch beyond. The renovated kitchen is stunning, featuring Carrara marble countertops, stainless steel appliances including a gas range, a pantry with custom storage, breakfast bar, and dry bar. The primary suite is located on the first floor and was formerly a garage conversion, now offering high ceilings, an en suite bath, built-in dressers, a walk-in closet with stackable washer and dryer, and French doors leading to a charming private courtyard. Upstairs are three additional bedrooms and a full bath with double sinks, subway tile and bead-board accents. The largest upstairs bedroom, once the original primary, includes a half bath, generous space for a seating area or desk, and French doors opening to a covered balcony. The fourth bedroom includes access to a full-size walk-in attic with ventilation and heat removal system—offering future expansion potential. Outdoor living is just as inviting, with a screened porch complete with natural gas grill hookup and sink, plus a fully fenced backyard featuring artificial turf, a circular paver patio, and an adorable shed designed to match the home. Major updates include a metal roof (2020), updated plumbing, electrical, windows, and doors (2012), tankless gas water heater, and whole-house generator. Additional perks include a transferable termite bond and covered parking pad. A rare opportunity to own a true Winter Park home where location, charm, and long-term potential come together. Motivated Seller!! Call today to schedule your private showing.

244 Osceola Court, Winter Park
$1,449,999
5 Beds ⋅ 4 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code
BRAND NEW CONSTRUCTION COMPLETED APRIL 2026, MOVE-IN READY. 2-year builders' warranty! This 3,164 sqft home at 1523 Miller Ave, Winter Park, FL 32789 combines modern design, high-end finishes, and an unbeatable central location. Featuring 5 bedrooms, 4 full bathrooms, and a private salt-water pool, the home is designed for both everyday comfort and effortless entertaining. The open L-shaped living, kitchen, and dining area is filled with natural light and anchored by a 4-panel grand pocket slider that fully retracts, opening the entire living space to the covered patio for true indoor-outdoor living. The chef’s kitchen overlooks the main living area and flows seamlessly outside to a fully equipped outdoor kitchen with grill, sink, and fridge, complemented by a spacious seating area and pool—ideal for hosting year-round. Additional highlights include a shingle roof with metal accents, a pergola accenting the front of the garage, and clean architectural lines that elevate the curb appeal. The floor plan offers flexibility with generous bedroom sizes and well-appointed full baths, while the backyard retreat centers around the sparkling salt-water pool. Location is a major advantage—2 minutes to I-4, 4 minutes to Mills Avenue, 5 minutes to Park Avenue, 10 minutes to Downtown Orlando, and approximately 20 minutes to Disney, placing dining, shopping, nightlife, and major employers all within easy reach. A rare opportunity to own a brand-new construction home in one of Winter Park’s most connected neighborhoods.

1523 Miller Avenue, Winter Park
$1,969,000
2 Beds ⋅ 2 Baths ⋅ Whispering Waters/Phillips Circle Rep SubDv. ⋅ 32789 Zip Code
Enjoy the Winter Park lifestyle in this spacious 2-bedroom, 2-bath lakefront condo offering 1,900 square feet in the heart of downtown Winter Park. Enjoy serene lake views from the 120 sq ft screened porch—perfect for morning coffee or evening wine. The light-filled living area features soaring 8 ft 10 in ceilings, creating an open, airy atmosphere. A cozy family room offers built-in shelving and a wet bar, ideal for relaxing or entertaining. The galley kitchen features granite countertops, a natural gas range, and a convenient laundry closet with a stackable washer and dryer. The primary bedroom boasts a walk-in closet with ample storage, additional closet in the rear alcove, and a primary bath with dual sinks and a walk-in shower. The secondary bedroom includes an adjoining office alcove, while the secondary bath offers a walk-in shower. Neutral tones flow throughout the condo, and the dinette provides beautiful views of Lake Osceola. Completely rebuilt in 2011 with new plumbing, electrical wiring, air conditioning, and ductwork, this home offers modern efficiency and peace of mind. A covered boat slip (#15) with lift, two covered parking spaces in the gated underground garage accessible with a key access in the elevator, approximately 90 sq ft of private utility storage, and a community pool complete this exceptional offering. Just steps from Park Avenue, enjoy walkable access to premier shopping, dining, museums, and seasonal events, making this a rare opportunity for true lakefront living in one of Winter Park’s most desirable locations.

311 E Morse Boulevard Unit 2 - 5, Winter Park
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Jenkins Add SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. Sold. Lovely house. Large corner lot. Walking distance to Park Avenue.

1701 Palmer Avenue, Winter Park
$1,115,000
4 Beds ⋅ 4 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code
In the heart of Winter Park, this extensively renovated modern farmhouse offers exceptional value for the location. A circular drive and inviting front porch welcome you into light-filled living spaces enhanced by all-new energy-efficient windows, custom millwork and designer finishes throughout. The functional layout includes a first-floor guest suite, additional well-appointed bedrooms and updated baths. The kitchen is updated, featuring custom cabinetry, stone countertops and stainless appliances. The family room flows to a covered lanai and summer kitchen, overlooking a paver deck, pool, fire pit and putting green, ideal for year-round entertaining. The fully fenced backyard offers privacy and access to a detached garage with additional storage. Upstairs, the primary suite features a private balcony, a sitting area, a walk-in closet, and a spa-inspired bath with a freestanding tub and an oversized shower. An additional upstairs fourth bedroom en suite, used as a gym, offers flexibility for a home office or nursery. Renovated with quality and intention, including updated systems and recent roofs. Ideally, across from Phelps Park and just a few blocks from Interlachen Country Club and Winter Park Racquet Club.

1673 Mayfield Avenue, Winter Park
$3,800,000
3 Beds ⋅ 5 Baths ⋅ Park Hill SubDv. ⋅ 32789 Zip Code
A refined, custom brownstone with an exclusive Park Avenue address, offering an unparalleled Winter Park lifestyle enhanced by the finest designer selections throughout. The timeless brick elevation and expansive windows evoke the charm of a favorite city street while preserving the tranquility of this sought-after setting. This three-story townhouse offers 4,237 square feet of thoughtfully designed living space, featuring three en-suite bedrooms, three full baths, two half baths, and a private elevator. Offered fully furnished for the most discerning buyer, the residence welcomes you through a hand-forged iron gate, gas lanterns, and a brick walkway. The open living, dining, and kitchen areas are ideal for entertaining and flow seamlessly to a private open-air courtyard filled with natural light. Custom lighted built-ins with glass shelving, an entertainment bar, and an antique glass entertainment center with sliding doors allow the space to beautifully showcase art or conceal the television. Designer window treatments include exquisite drapery and plantation shutters, complemented by beautiful backsplashes, countertops, fine wallpaper, and detailed trimwork throughout. An exquisite lighting package features designer fixtures and ambient lighting. The chef’s kitchen is equipped with Wolf and Sub-Zero appliances, a center island with ample prep and serving space, and a walk-in pantry, blending perfectly with the dining area and courtyard for effortless entertaining. The private primary suite is appointed with a morning station, dual closets, and a luxurious bath featuring floor-to-ceiling windows, double marble vanities, a spacious glass-enclosed steam shower, and a luxury bathtub. The intimate third-floor rooftop terrace offers a gathering space and exterior half bathroom for convenience. Additional features include a Control4 home automation system, an upscale air-conditioned garage with ceiling storage and custom cabinetry, newer third-floor HVAC and condenser, newer mini-split in the upstairs exterior bath, three-story block construction with soundproof floors, five AC units, and three tankless gas water heaters.

637 N Park Avenue, Winter Park
$4,800,000
5 Beds ⋅ 6 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code
An extraordinary opportunity on the shores of Lake Osceola on one of Winter Park's most charming streets. This architecturally interesting lakefront estate offers breathtaking panoramic sunset views and an irreplaceable setting. Thoughtfully designed with the beautiful finishes. First time available in over three decades, this is rare chance to own a legacy property!

641 Bonita Drive, Winter Park
$1,635,000
4 Beds ⋅ 4 Baths ⋅ Windsong-Knowles Place SubDv. ⋅ 32789 Zip Code
Price reduction. Motivated seller! Welcome home to the prestigious community of Windsong in Winter Park. Upon entering this Toll Brothers-built home, you will notice no detail has been spared. Soaring ceilings greet you as you enter the foyer with elegant lighting. This 4-bedroom, 3.5-bath home is loaded with upgrades. The office features beautiful wood and detailed, custom bookshelves, complete with a double-door entry for added privacy. The formal dining room features a pass-through to the Butler's Pantry, which leads into a chef's oasis—Wolf stainless steel appliances for the serious chef, and solid surface countertops. The gourmet kitchen opens up to the family room. This home is a Great floor plan for entertaining friends and family. Eat in nook is located off the kitchen for dinners together. The primary suite is located on the first floor with a spa-like ensuite. Double vanity, extra-large shower, large bathtub for when a relaxing bath is just what you need after a long day. Upstairs, you will find a bonus room, as well as the remaining bedrooms. off the bonus room is a bedroom and a full bathroom, great for guests. The other two bedrooms and bathroom are located on the opposite side of the upstairs to create a split floor plan. Large backyard for enjoying the Florida weather. New EV charger in garage, new A/C unit. Home includes surround sound. This home features numerous upgrades, too many to list. Windsong community offers a resort-style pool with lake views, a playground, lake for fishing. Close to restaurants, schools, and shopping.

1841 Harland Park Drive, Winter Park
$1,250,000
3 Beds ⋅ 3 Baths ⋅ Morseland Sub SubDv. ⋅ 32789 Zip Code
Experience the charm and endless convenience of Beloit Avenue, one of Winter Park’s most coveted streets! Just steps from the WP-9 Golf Course, and 2 blocks from the lively, renowned Park Avenue, this 3-bedroom/2.5-bath residence presents a unique opportunity for reimagination in a location that is simply unmatched. The 1-story home provides the ideal framework for function yet stylish living, with the existing open floorplan, detailed crown molding, and timeless hardwood floors. French doors off the rear family room lead to an open side courtyard, offering plenty of space to create an outdoor oasis that's perfect for relaxing or entertaining, all wrapped in a masonry wall for added privacy. Access the rear-facing two-car garage from a private brick-paved alley exclusive to Beloit homeowners. Combining charm, convenience, and the added perks of natural gas and a 4-year-old roof, this opportunity is a rare find in the very heart of Winter Park.

359 Beloit Avenue, Winter Park
$4,450,000
5 Beds ⋅ 7 Baths ⋅ Stonehurst Estates SubDv. ⋅ 32789 Zip Code
SOLD DATA ENTRY ONLY Welcome to this exceptional custom residence located on one of Winter Park’s most desirable streets. Built in 2017 and impeccably maintained, this like-new home offers timeless architecture, modern luxury, and thoughtful design throughout. Offering 6 bedrooms, 6 full bathrooms, and 1 half bath, the home encompasses over 5,100 square feet of living space on a generous half-acre lot, providing both privacy and an impressive sense of scale. Upon entry, engineered hardwood flooring, high ceilings, and abundant natural light set the tone for the refined interiors.The open-concept floor plan seamlessly connects the main living areas, making the home ideal for both everyday living and entertaining. The kitchen is equipped with custom solid-wood cabinetry, premium Wolf and Sub-Zero appliances, a large center island, and ample storage, all opening to the family and dining spaces for effortless flow.The primary suite is located on the main level and offers a peaceful retreat with a spacious walk-in closet and a spa-inspired bathroom. Each additional bedroom is generously sized and features its own en-suite bath, ensuring comfort and privacy for family and guests. Multiple flex spaces throughout the home provide versatility for a home office, gym, or media room.Additional features include a Crestron lighting and sound system, a four-car garage with built-in cabinetry, a cement tile roof, and built-in closet systems throughout. The expansive backyard offers ample room for outdoor living and future enhancements. Ideally situated just minutes from Park Avenue, top-rated schools, dining, and shopping, this move-in-ready home presents a rare opportunity to own a nearly new estate in the heart of Winter Park.

1812 Stonehurst Road, 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
$4,250,000
4 Beds ⋅ 5 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code
Steeped in history and masterfully reimagined, this 1926 Winter Park estate blends architectural provenance with modern refinement. Thoughtfully restored by E2 Homes, the residence honors its past while offering contemporary sophistication. Unlike many historic properties, it is free from preservation restrictions, allowing for seamless enhancements. On the shores of Lake Virginia along the desirable Winter Park Chain of Lakes, this 3,181-square-foot estate features four bedrooms, three full baths and two half baths, with three bedrooms in the main house plus a detached one-bedroom guest cottage. The second-floor primary suite is a private retreat with a Juliet balcony, dual closets and an elegantly appointed bath with an expansive dual-sink vanity, a separate water closet, and a washroom with a shower-tub combination. A Jack and Jill bath, adorned with Maharam wallpaper, serves the additional upstairs bedrooms. The Poliform Twelve kitchen showcases European craftsmanship with Gaggenau and Sub-Zero appliances, sleek Italian cabinetry and natural basalt countertops. The formal dining room, framed by arched windows and French doors, opens to a vine-covered courtyard, while the sunroom offers uninterrupted lake views. A fireplace in the living room, flanked by custom built-ins, adds warmth to the home’s contemporary aesthetic. Beyond its striking interiors, the estate is an architectural rarity, featuring original woodwork by Gene Leedy, a key figure in the Sarasota School of Architecture. The home is crowned with sought-after Ludowici-Celadon Imperial roof tiles. Poliform built-ins extend throughout, including a dedicated upstairs office/library. An integration of art and architecture, the property features site-specific installations by acclaimed artist Matt Olson. His No Separation project finds a compelling continuation here. The entryway, designed by Olson’s firm OOIEE and inspired by Sol LeWitt, makes a striking first impression. Designed for seamless indoor-outdoor living, the estate’s exterior spaces are as refined as its interiors. A covered deck overlooks a heated saltwater pool. A wood-clad pergola shelters the lanai. The boathouse includes a partial bath, creating a waterfront sanctuary. A Sonos-integrated sound system extends from the main house to the patio, guesthouse and boathouse, ensuring a seamless sensory experience. The detached guesthouse is a private retreat with a full bedroom, bath, kitchenette and Poliform built-ins. Floor-to-ceiling windows frame manicured grounds and lake views, while a private covered porch provides a tranquil space for relaxation. Every detail has been meticulously curated, from designer lighting to motorized roller shades and a wood-burning fireplace anchoring the living room. A private wine library enhances the home’s sophisticated appeal. Meticulously maintained by E2 Concierge services, the residence undergoes routine wellness checks and meticulous upkeep. A distinctive home of this caliber is rarely available, a residence where history, architecture and art converge in harmony. This is a once-in-a-lifetime opportunity to own one of Winter Park’s architecturally and artistically significant properties.

1336 College Point, Winter Park
$420,000
1 Beds ⋅ 1 Baths ⋅ Park Aire Condo SubDv. ⋅ 32789 Zip Code
Location, Location, Location! Charming first floor 1 bedroom, 1 bath condo ideally located on North Park Avenue in the retro-chic Park Aire complex. Beautifully overhauled in 2018 with quartz counters, new cabinetry, new appliances, custom mosaic kitchen detail, new flooring, new lighting, updated electrical, with picturesque views of the Winter Park Golf Course and Casa Feliz. Enjoy a large walk-in closet, one assigned carport space, and a private storage room. The community offers a sparkling saltwater pool, two third-floor outdoor patios, laundry facility, elevator, and a guest-quarters efficiency available to owners for a nominal fee. Just steps from Park Avenue shopping and dining, cafes, churches, Winter Park Golf Club, Rollins College and more. No pets.

640 N Park Avenue Unit 5, Winter Park
$1,500,000
2 Beds ⋅ 2 Baths ⋅ Trovillion Condo SubDv. ⋅ 32789 Zip Code
Located on the second floor of Villa Siena, this two-bedroom, two-bath residence offers 1,511 square feet of elegantly appointed living space with two balconies overlooking New England Avenue’s tree-lined brick streets in the heart of Winter Park. A split-bedroom layout ensures privacy, with wood flooring and tray ceilings defining the open-concept living and dining areas. The kitchen features solid wood cabinetry, granite countertops, a Sub-Zero refrigerator, and Wolf gas cooktop and oven. Both bedrooms include walk-in closets, tray ceilings, and direct access to private balconies via French doors. The primary bath is designed with dual vanities, a deep soaking tub, and a walk-in shower finished in natural stone. Travertine flooring continues through the entry, kitchen, and baths, while the full laundry room includes built-in cabinetry and utility closet storage. This residence includes one assigned space in the secured below-ground garage, and an additional ground-level garage space. Villa Siena amenities include a fitness center, rooftop terrace, club room with bar and outdoor seating, conference room, guest parking, and on-site management. Enjoy direct access to Park Avenue’s boutique shopping, dining, museums, and Central Park, with the Alfond Inn’s restaurant, café, and lounge just across the street.

315 E New England Avenue Unit 7, Winter Park
$702,050
2 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code
Experience the best of Winter Park living in this beautifully updated 2-bedroom, 2-bath condominium located in the highly sought-after Park West Condominiums. Perfectly situated just steps from Park Avenue’s restaurants, boutique shops, cafés, and the weekly farmers market, this second-floor residence offers both comfort and convenience in one of Central Florida’s most desirable neighborhoods. Inside, you’ll find a bright and open layout with spacious bedrooms, ample storage, and large Sliding glass doors that open to 3 balconies that also fill the home with natural light. The entire home has been completely updated. The kitchen has new cabinets and granite counter tops, the guest bath has a new vanity and show/tub combo. The whole house has been freshly painted, Newer A/C and Water Heater. The living and dining areas are open, creating an inviting space for entertaining or relaxing after a day exploring downtown Winter Park. Community amenities include a sparkling pool, tennis courts, and beautifully landscaped grounds. Enjoy easy access to top local attractions such as Rollins College, Valencia College, Blue Jacket Park, and the Winter Park Amtrak Station just a block away. Just 15 minutes from Orlando International Airport and minutes to major highways, Park West offers the perfect balance of tranquility and connectivity. Whether you’re looking for a full-time residence, investment property, or a weekend retreat, this condo delivers the ideal blend of historic charm, modern convenience, and unbeatable location.

300 Carolina Avenue Unit 201, Winter Park
$1,575,000
4 Beds ⋅ 4 Baths ⋅ Tangerine Court SubDv. ⋅ 32789 Zip Code
Welcome to 1780 Mizell Avenue, a masterpiece where timeless charm meets modern luxury. This 4-bedroom, 4-bathroom plus office single-family residence offers 2,743 square feet of finely curated living space designed for the discerning buyer who values sophistication, comfort, and convenience. Perfectly positioned just moments from downtown Winter Park’s boutique shopping, fine dining, and Chain of Lakes; this home embodies the best of upscale Florida living. Step inside and experience the 10-foot ceilings, level 5 walls, hardwood flooring and upgraded designer lighting that set an elegant tone throughout. The first-floor master suite is a serene retreat featuring a custom walk-in closet and a spa-inspired bath with wall-to-wall tile, a frameless glass shower enclosure, Kohler three-way shower system, and a freestanding soaking tub. The chef’s kitchen is a masterpiece in itself, equipped with a Viking range, paneled Fisher & Paykel refrigerator, wine fridge, and granite countertops, all framed by sleek custom cabinetry and sophisticated finishes. Dual Trane HVAC systems with Nest smart thermostats ensure year-round comfort with effortless control. The home office, adorned with custom millwork and direct pool access, provides an inspiring space for work or study, ideal for today’s lifestyle. Outdoor living is equally impressive. Entertain in style with a 9-foot stainless-steel summer kitchen, outdoor shower, and a spacious backyard perfect for gatherings or quiet relaxation. Additional highlights include a two-car garage with an epoxy-coated floor, pre-wired EV charger, glass stair railing, and a cozy electric chimney feature adding warmth and character to the main living area. Located in one of Winter Park’s most established neighborhoods residents enjoy top-rated schools, tree-lined streets, and proximity to award-winning restaurants and the Chain of Lakes, all within walking distance. This is more than a home, it’s a statement of luxury, design, and lifestyle. Offered exclusively at 1780 Mizell Avenue, Winter Park, FL where sophistication meets everyday comfort.

1780 Mizell Avenue, Winter Park
$108,000
2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code
Welcome to this lovely open-concept 2 bedroom, 1 bathroom condo, perfectly situated in a fantastic area close to plenty of shopping, dining, and everyday conveniences. Ideal for first-time buyers, downsizing, or investors looking for a solid opportunity! This property highlights an open-concept bright interior with great natural light living and dining area. Two spacious bedrooms with 1 bathroom. Durable vinyl flooring with cozy carpeted bedrooms with a spacious walk in in closet in the primary bedroom. You will get a private balcony perfect for morning coffee or evening relaxation and the convenience of your our laundry with washer and dryer hookups included. Brand new a/c unit. This condo is perfectly located in a desirable area with lots of nearby shopping, restaurants, and amenities

1695 Lee Road Unit E204, Winter Park
$1,150,000
4 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code
Prime Location! Step into the charm of Old Winter Park in this uniquely designed one story, four bedroom, three bath home located off the Via’s in Lake Knowles Terrace. Built in 1951 and thoughtfully renovated in 1998, this home offers soaring ceilings, generous light from skylights, and a layout that embraces both privacy and togetherness. Enjoy two spacious en-suite bedrooms, ideal for multi-generational living or hosting guests. The open-concept living area flows into a large lanai with a cathedral ceiling and a screened-in lush garden courtyard featuring a fish pond, creating a seamless indoor-outdoor experience perfect for year-round entertaining. The lanai brings the total square footage of living space to over 3000 sf. Take in tranquil views of Lk Wilbar, nestled in a quiet, established neighborhood just a mile away from everything: Park Avenue shopping and dining, top-rated hospitals, the YMCA and two well known country clubs. This property of 9, 787 sf has endless opportunities to make it the perfect home for you and your family. Call to schedule a tour today!

1611 Walnut Avenue, Winter Park
$540,000
3 Beds ⋅ 2 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code
Beautifully situated on an elevated 50-by-106-foot lot in the Waterbridge community, this spacious single-story home enjoys a quiet cul-de-sac setting overlooking a small neighborhood park and is adjacent to a green space that enhances privacy. The property has wonderful curb appeal with mature trees, a wide driveway, an oversized two-car garage, and an inviting entrance courtyard that creates a sheltered transition into the home. Inside, the floor plan offers generous room sizes and excellent flow, beginning with a large foyer that opens to both the formal living room and the formal dining room. The 17’ x 12’ living room features a vaulted ceiling and large-format windows. The formal dining room is spacious and opens through sliding glass doors to a private side courtyard ideal for container gardening or quiet outdoor seating. The kitchen is sizable and well designed, with extensive counter space and abundant cabinetry, and offers convenient access to the side courtyard. The kitchen opens to the family room, allowing easy interaction between the two spaces, and extends into the Florida room beyond. The Florida room is one of the most charming areas of the home, with a brick façade along one wall, sliding glass doors, and views of the brick-covered and maturely landscaped backyard. This light-filled space is perfect for casual dining, a reading nook, or year-round indoor–outdoor living. The bedroom wing is thoughtfully spaced away from the main living areas. The primary suite is generously proportioned at roughly 21’ x 17’, with a vaulted ceiling, walk-in closet, and a spacious bathroom that includes a standalone tub, separate shower, long vanity with significant counter space, and a dedicated makeup area. Two additional bedrooms are comfortable in size with reach-in closets and share a full hallway bath with a long vanity and a tub-shower combination. Closet space and storage are abundant throughout the home, including hall storage, bedroom closets, built-ins, and a deep garage with workshop potential. Outdoor living is a highlight of the property. In addition to the front entrance courtyard and the private dining courtyard, the home features a lovely brick-paved backyard framed by mature landscaping, planting beds, and established greenery. The space is low-maintenance and provides multiple areas for seating, gardening, and relaxation. Recent updates include replacement of the electrical panels, which is set for final permit closing inspection; a 2017 HVAC; and a 2018 full home replumb. A current four-point inspection is available and will be updated to reflect the electrical panel replacement once the permit is closed. With its cul-de-sac location, elevated lot, multiple courtyards, flexible living areas, and desirable proximity to Park Avenue, Baldwin Park, the Cady Way Trail, the nearby dog park, and Downtown Orlando, the home enjoys an exceptional setting within a highly regarded Winter Park school zone. Meticulously maintained and built on excellent bones, it offers the uncommon opportunity to move right in or renovate with vision and create something extraordinary.

1817 Jessica Court, Winter Park
$622,500
2 Beds ⋅ 2 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code
Welcome to 1835 Jessica Court in Winter Park’s highly desired Waterbridge community. This beautifully maintained 2-bedroom, 2-bath residence offers a spacious, well-designed interior and a private pool, creating an exceptional blend of comfort, quality, and effortless Florida living. Recent enhancements include Roof 2023, A/C 2024, Pool Pump 2023, Pool Filter 2024, new flooring, fresh interior paint, upgraded baseboards, and an updated vanity in the guest bathroom, giving the home a refined and refreshed feel throughout. The open layout provides flexible living and dining spaces suited for a variety of lifestyles, while the 2-car garage adds convenience and valuable storage. A screened back patio extends the living area and offers a comfortable outdoor space overlooking the private pool, designed for serene enjoyment with minimal upkeep. Waterbridge residents enjoy access to community tennis courts and walkable surroundings. Centrally located between Park Avenue, Baldwin Park, and Audubon Park, this home provides quick access to dining, boutique shopping, local markets, and outdoor recreation. Nearby schools include Brookshire Elementary, Glenridge Middle School, and Winter Park High. This property delivers a rare combination of updates, location, and ease in one of Winter Park’s most convenient and sought-after neighborhoods.

1835 Jessica Court, Winter Park
$415,000
2 Beds ⋅ 2 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code
Don't miss this rare opportunity to own a slice of historic Hannibal Square! This 2 bed 2 bath bungalow showcases an open floorplan with high-vaulted ceilings in the main living areas, plenty of natural light, and a separate indoor laundry room. The paver patio on the side of the home offers a nice added space for dining and entertainment. It is one out of only a handful of lots to have a view of MLK Park, made even better by our Florida sunsets, which can be seen right from the kitchen window! This home is perfect for anyone seeking a high-convenience and low-maintenance lifestyle. The location puts you right in the heart of town with scenic walks to Winter Park's famous Park Avenue, Hannibal Square, Winter Park Village, The WP9 Golf Course, Rollins College, and plenty more. There are endless options for shopping, entertainment, events, and dining. As the saying goes, "LOCATION, LOCATION, LOCATION!" Home Facts: Metal Roof (2019). AC (2018). Water Heater (2024). Vinyl Flooring (2025). Repiped supply and drain lines. Freshly painted living space. Washer and Dryer included. Spray foam insulation in attic to reduce energy bills. Turnkey and ready for her new Owner!

875 W Lyman Avenue, Winter Park
$3,000,000
5 Beds ⋅ 6 Baths ⋅ Sorensen Heights SubDv. ⋅ 32789 Zip Code
Welcome to the best of Winter Park living, where luxury meets lifestyle and every day feels like a getaway. This stunning custom home, built by Lundev, sits on a quiet, tree-lined street just a mile from Park Avenue and only steps from beautiful Lake Osceola. Imagine walking to brunch on Park Ave, then coming home to launch your paddleboard from the end of your street. From the moment you pull up, the home makes an impression from its striking architecture to the curved driveway that feels both elegant and inviting. Inside, it’s designed for the way people actually live and entertain today. The chef’s kitchen is the heart of the home, featuring a massive marble island, sleek custom cabinetry, and high-end appliances, all opening up to light-filled living spaces and three sets of French doors that flow seamlessly to the outdoors. Step outside and you’ll find your own private resort: a heated pool and spa, full summer kitchen, and a cozy cabana with a gas fireplace, all enclosed by automatic screens so you can enjoy the space year-round. Whether it’s a casual family dinner or a lively evening with friends, this backyard is one of the best in Winter Park. The first-floor primary suite feels like a spa retreat, with a soaking tub and peaceful views of the pool. Upstairs, each bedroom has its own en-suite bath, plus there’s a versatile bonus room and a large home gym that could easily flex into whatever you need, playroom, office, media space, or studio. Every detail was thoughtfully designed and beautifully executed, but what makes this home truly special is how it feels. Sophisticated yet comfortable. Private yet connected to everything that makes Winter Park so desirable. Just steps from Lake Osceola and moments from the charm of Park Avenue, this home offers a lifestyle that’s as effortless as it is exceptional.

473 Fletcher Place, Winter Park
$110,000
2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code
HUGE $15,900 PRICE DROP! Discover your perfect home in this two-bedroom, one-bath second-floor unit at Waterfall Cove, ideally situated in the heart of Winter Park. This inviting open-concept layout features large windows that fill the space with natural light, along with cozy carpeting throughout and stylish tile in the bathroom. Each bedroom offers a comfortable retreat, while sliding glass doors open to a spacious private balcony overlooking a serene, park-like setting with walking paths. Take comfort in knowing the unit is equipt with impact doors and windows for protection from flying debris, strong winds and forced entry. Waterfall Cove boasts beautiful grounds, including rolling lawns, a pool, and a dog park, all in a quiet community. Enjoy the convenience of being within walking distance to shopping centers, gyms, cinemas, and more. With easy access to Rollins College, UCF Valencia College, and major roads leading to theme parks, this unit is perfect for first-time buyers, those looking to downsize, or investors. The HOA covers exterior maintenance, including your balcony, cable, and internet as well as bi-monthly pest control. Don’t miss this opportunity!

1695 Lee Road Unit E211, Winter Park
$325,000
2 Beds ⋅ 2 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code
PRICED TO SELL! Nestled in the heart of Winter Park, this updated 2 bedroom, 2 bath second floor corner unit offers the perfect blend of comfort and convenience. The renovated kitchen with its inviting counter seating seamlessly opens to the dining area and family room, highlighted by a cozy corner fireplace. The vaulted ceilings provide a generous feel to the living space. The spacious indoor laundry room adds practicality to your daily routine. The master suite impresses with a walk-in closet and a beautifully updated bathroom. The charming screened balcony off the second bedroom is perfect for enjoying the fresh air. The community features a refreshing pool that overlooks the picturesque Lake Killarney, along with a kayak and paddleboard rack providing easy access to enjoy adventures on the lake. EXCELLENT LOCATION! Walkable to Winter Park Village, Trader Joes and a variety of restaurants and shopping along the 17-92 corridor. Easy access to I.4 via Fairbanks or Lee Rds. This condo is not just a home; it’s a lifestyle waiting to be embraced. Don't miss out! Call today to schedule your showing!

520 Killarney Bay Court Unit 2, Winter Park
$750,000
4 Beds ⋅ 3 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code
Charming traditional ranch located in the desirable “Hills” neighborhood of Winter Park! Step into a welcoming foyer that opens to a spacious floor plan accented by mid-century glass block dividers. The comfortable family room features an entertainment wall, a wood-burning fireplace, and a seamless connection to the well-designed kitchen with a peninsula island. Generous, ceiling-height maple cabinetry provides excellent storage, and the built-in oven and microwave add convenience. Just off the kitchen are the laundry room and powder bath, with direct access to the garage. The current garage has been divided to make a space for an office/flex space which can easily be removed if desired. The dining room offers a full wall of maple built-ins with display shelving and lower storage cabinetry. French doors lead to the covered lanai and pool area. Down the main hall you'll find the hall bath with double sinks and a glass-enclosed tub, along with the primary suite and three additional bedrooms. The spacious primary bedroom features French doors to the pool, a spacious bath with walk-in shower and jacuzzi tub, the custom walk-in closet is just off the bath. The backyard is privately fenced with a block/brick wall surrounding the open pool and expansive lanai. Recent updates include a 2022 roof, 2018 AC, re-plumbed, a tankless water heater, and a propane tank. Located in a fantastic neighborhood zoned for top-rated Maitland/Winter Park schools!

2632 Mandan Trail, Winter Park
$2,000,000
3 Beds ⋅ 3 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code
Once closed, call LA for Effective sales price. Totally traditional luxury single-story home is located in the desirable Sevilla neighborhood in Winter Park. Sitting high and dry on approximately a half-acre beautifully landscaped lot. Original home was mostly gutted down to the studs in 2011-2012 and COMPLETELY re-done. Multi-generational potential as this home has a complete attached guesthouse. Interior layout boasts formal living with bay window and tall ceilings, dining room with antiqued mirror set into extensive moldings and trim, plus a library/den with a tongue and groove wood vaulted ceiling and a wall of bookshelves and built-ins. The spacious family room with a white-washed brick, wood-burning fireplace wall and vaulted ceiling is all open to the breakfast area and kitchen. The gourmet kitchen features custom inset cabinet drawers and doors, white marble slab backsplashes, Kohler farmhouse sink and a large island with a deep prep sink. The kitchen is a chef’s delight with a 48-inch Viking gas range, Viking warming drawer, Jenn-Air refrigerator, wine refrigerator and a Bosch dishwasher. The kitchen also has amazing storage and two large pantries. There are a total of four bedrooms (the 4th is currently the living room of the in-law suite suite) and three full baths. Throughout the home are beautiful real ¾-inch-thick and 5-inch-wide plank walnut floors, beam and coffered ceilings, French doors, oversized picture windows and designer accents lighting. French doors off the family room open to seamlessly blend indoor and outdoor living, leading to a covered lanai with travertine stone tile overlooking a resort and entertaining backyard. Huge swimming pool and a 30-by-15-foot pergola with Bistro lighting, which is a wonderful spot to relax, dine and play, all on a tiny pebble surface, like an Italian driveway! French garden fountain, rose garden and synthetic turf for pets make the backyard a haven. The home’s floor plan offers a desirable layout with huge primary bedroom with a generously sized un-suite bath with dual sink counters, amazing Roman walk-in shower, jetted tub with bubblers and two large walk-in closets. Guest wing features a spacious bedroom and bath and the West Wing is a full In-law apartment, including a bedroom, handicapped bath, full kitchen and its living room (which would be easy to be converted back into the 4th bedroom - plans available). Imagine having a wonderful space for in-laws or an adult family member that needs space of their own. Just a short drive or bike ride from Park Avenue, this open and inviting home has easy access to downtown Winter Park, AdventHealth, downtown Orlando and is zoned for A-rated schools. Surround sound through most of the house and CAT 6 wiring throughout. Recent additional remodeling and updating have taken place including all new windows, paint inside and out, as well as a new roof and gutters in 2022. A detailed list of all renovations is available upon request.

1624 Barcelona Way, Winter Park