Winter Park FL Homes for Sale
- Type:
- Single Family
- Sq.Ft.:
- 2,139
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.22 Acres
- Year built:
- 1958
- Baths:
- 2.00
- MLS#:
- O6259545
- Subdivision:
- Kenilworth Shores Sec 06
View additional info
Courtesy: OLDE TOWN BROKERS INC
407-425-5069
Patricia Sullivan
ADDITIONAL INFORMATION
Nestled in one of Winter Park’s most desirable neighborhoods near Windsong, this charming block home offers timeless appeal and unmatched convenience. Boasting a new roof and solid plaster walls, this residence features impressively large rooms, including a massive bonus room at the back of the home. The inviting front porch with stately pillars overlooks a beautiful, expansive front yard, while the private backyard showcases mature landscaping, perfect for outdoor enjoyment. A long driveway leads to a convenient carport, and the home includes an interior laundry room for modern living. Cozy up by the fireplace or enjoy the proximity to Baldwin Park, Park Avenue, and top-rated Winter Park schools. Just a few blocks from Lake Virginia, Lake Mizell, and Lake Berry, this home is also close to fantastic restaurants, shopping, and Rollins College, offering a lifestyle of convenience and charm. Don’t miss the opportunity to make it yours!
- Type:
- Single Family
- Sq.Ft.:
- 1,345
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.25 Acres
- Year built:
- 1953
- Baths:
- 3.00
- MLS#:
- O6259309
- Subdivision:
- Flamingo Shores
View additional info
Courtesy: HANCOCK REALTY GROUP
352-708-5650
Brighton Claircius
ADDITIONAL INFORMATION
MODERN CHARM IN SOUGHT-AFTER WINTER PARK. Step into this beautifully remodeled 3-bedroom, 2.5 bath home, perfectly located in the heart of Winter Park. Boasting a fully updated master suite with an elegant glass walk-in shower, spacious walk-in closet, en-suite fireplace and modern appliances throughout, this home offers both style and functionally. The updated kitchen and living room feature wood flooring and a cozy fireplace, creating the perfect space for entertaining or relaxing. Outdoors, the expansive backyard is ideal for family pets, and a detached SHE SHED, or home office adds versality for work or leisure. With a newly painted exterior, a newer roof, and brand-new water heater, and a durable concrete build, this home is move in ready and built to last. Conveniently located near top-rated schools, major highways, shopping, and fine dining worthy of the Winter Park Esteem and experience. Your New Dream home awaits. SCHEDULE NOW!
- Type:
- Single Family
- Sq.Ft.:
- 2,218
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.29 Acres
- Year built:
- 1992
- Baths:
- 3.00
- MLS#:
- O6257931
- Subdivision:
- Dubsdread Heights
View additional info
Courtesy: KELLER WILLIAMS REALTY AT THE PARKS
407-629-4420
Kathryn Stelljes
ADDITIONAL INFORMATION
Welcome to 800 Greens Ave - inspired by the visionary principles of Frank Lloyd Wright. This custom built home is thoughtfully designed on a third of an acre lot in 32789. You will notice the trademark horizontal roof lines as soon as you arrive and how the structure harmonizes with the surroundings. This 2-story home offers an exceptional living experience for discerning buyers who appreciate quality materials and craftsmanship. Enter through the stunning Prairie style front door to a foyer featuring oak floors and staircase. The entrance sets the tone for the entire home. As you continue forward you will notice another signature Wright design with compression and release from the foyer to the 11’ ceilings in the living room. The living room and dining room open to create a vast entertaining area with large picture windows and sliding glass doors overlooking the trees beyond. A fireplace is piped for propane and ready to get cozy this winter! A pocket door from the foyer leads to the HUGE kitchen that is truly a chef’s dream. There is plenty of room to cook, bake or entertain with walls of solid Oak cabinetry. A built-in pantry adds even more storage. An opening from the kitchen to the dining area provides the perfect buffet for guests when hosting. Glass blocks provide natural light and a prairie style window enhances the space. Step outside to enjoy a stroll through the expansive backyard featuring peaceful trails. Plenty of space to expand, build a deck, add a pool, build a garden, or all three. Or just enjoy the privacy and bird watching! Inside, the downstairs primary suite is a private retreat located just off the foyer. This room offers an attached bathroom with 9’ ceilings, a large walk-in closet, and a second closet for storage or linens. The bathroom vanity provides ample room to put on makeup with glass blocks designed to diffuse the natural light. The walk-in shower offers two shower heads and cove lighting. Just off the primary suite is an interior laundry room with storage and hanging space, a laundry sink, and side exit door. A downstairs half bathroom is tucked away perfect for guests. Sitting center stage is the artfully designed Oak staircase with glass newel cap. Make your way upstairs to the guest quarters. The first guest bedroom is currently being used as a library and offers a large walk-in closet. The hall bathroom offers a shower/tub combo with cove lighting. Natural light floods through wood cased windows above the vanities. The 2nd guest room is quite spacious with a HUGE hall storage closet and a 2nd vanity area that can be closed off for privacy. This home is immaculate and turnkey with only 1 owner! Additional considerations upgraded at the time of construction: Underground electric service, Pella Metal Clad Wood Insulated Windows and Doors, Floor joists built 16” on center, all wall sheathing and flooring was nailed by hand, hurricane straps, extra insulation inside and out, custom lighting plan, antique brass hardware, solid doors, Cedar exterior soffits with canned lighting, Elastomeric Paint on the exterior, Repipe in 2017, New Water Heater 2017, Pine casings and baseboards, and so much more. On a quiet street in Winter Park a block from Dubsdread Golf Course. Minutes to Edgewater Dr. and Park Ave. shopping and dining. The area's best restaurants are minutes away with convenient access to I-4 to go anywhere in Central Florida. Property appraised in November 2024 and available upon request.
$1,190,000
1885 Temple Drive Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 3,691
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.24 Acres
- Year built:
- 1963
- Baths:
- 4.00
- MLS#:
- O6258468
- Subdivision:
- Lugano Terrace
View additional info
Courtesy: KELLY PRICE & COMPANY LLC
407-645-4321
Jennifer Sloan
ADDITIONAL INFORMATION
Priced below appraisal! Highly desirable Lugano Terrace, 4-bedroom, 3.5-bath brick home offering timeless charm and modern amenities just steps from the serene shores of Lake Knowles. Set amidst lush, mature landscaping, providing excellent value in this sought-after location. Inside, you'll be greeted by real hardwood floors that flow throughout the main living areas, complementing the vaulted ceilings and spacious, open design. The inviting living room features a cozy wood-burning fireplace, while the formal dining room offers a peaceful view of the pool and backyard. The open kitchen is a chef's dream, with sleek granite countertops, white cabinetry, and an eat-in island that opens to the family room, which is anchored by a gas fireplace. Additional pantry space in a second pantry adds convenience for storage and organization. The expansive upstairs, primary suite is a true retreat, offering generous space for a sitting area and a stunning, spa-like bath with a dual-entry shower, standalone soaking tub, dual vanities, and ample storage. A light-filled office, a library/conservatory, and a loft added in 1993 provide flexible living spaces. Three nicely sized bedrooms are located downstairs, offering privacy and convenience for family or guests. The outdoor space is equally impressive, with a private backyard that includes a sparkling pool, a grassy area perfect for play, and a lovely porch ideal for entertaining or simply enjoying the tranquil surroundings. The home also features a roundabout in the front for easy access and abundant parking, along with a 2-car garage that includes a workshop for added functionality. Additional updates include a new roof (2021). Located just minutes from Winter Park’s iconic Park Avenue, the Winter Park Racquet Club, and within walking distance to top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High. With its blend of classic design and modern updates, this home is an unforgettable opportunity in one of Winter Park's most coveted neighborhoods.
$1,950,000
1781 Goodrich Avenue Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 2,701
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.17 Acres
- Year built:
- 2024
- Baths:
- 4.00
- MLS#:
- O6257832
- Subdivision:
- Sylvan Heights
View additional info
Courtesy: CHARLES RUTENBERG REALTY ORLANDO
407-622-2122
Laura Hope
ADDITIONAL INFORMATION
Introducing an exquisite Modern English Cottage by Floridian Custom Homes. This pool home will offer just over 2,700 s/f with 4 bedrooms and 3 1/2 bathrooms of luxury living. Step inside and discover the European influence in both classic design and luxury selections. Level 4 drywall, soft arches, vaulted ceilings, custom scissor beams, 1-3/4" solid core doors with Emtek hardware—just to name a few. The Andersen window and door package is oversized, filling the space with natural warmth and light. Downstairs offers a strategic office/bedroom option at the front of the house with an adjacent half bath featuring a European wall-mounted toilet. The first-floor owner's suite boasts warm, natural Calacatta marble on both the floor and the shower and a custom furniture piece with a Lacava sink, a full soaking tub with satin-etched glass provides privacy, plus a private bonus outdoor space for evening enjoyment—all crafted with breeze blocks for added privacy and design. The gathering and kitchen space are expansive and boast a Thermador appliance package, custom executive cabinetry, quartz tops, a hammered nickel-plated sink with designer hardware and faucet. Just off the kitchen is a private dining room with a vaulted ceiling, walls of windows, and natural light. Upstairs are two additional en-suite bedrooms with 13’5” volume ceilings in each bedroom. Oversized closets could also be converted to additional living space. As a complement, this home offers several outdoor living spaces, all covered with Gabriella marble limestone imported from Turkey. Completing this house is a seamless transition from the indoor living space to the outdoor pool and entertainment space.
- Type:
- Condo
- Sq.Ft.:
- 1,328
- Status:
- Active
- Beds:
- 2
- Lot size:
- 1.56 Acres
- Year built:
- 1969
- Baths:
- 2.00
- MLS#:
- O6257677
- Subdivision:
- Lake Virginia Condo
View additional info
Courtesy: PALMANO GROUP RE BROKERAGE LLC
321-214-1211
Carol Wittman
ADDITIONAL INFORMATION
Experience the best of lakeside living in this stunning 2-bedroom, 2-bathroom condo on beautiful Lake Virginia, part of the Winter Park Chain of Lakes. Just a short walk from Park Avenue, Rollins College, top-notch dining, and vibrant cultural spots, this sparkling 6th-floor condo offers serene treetop views overlooking the Fern Canal. The light-filled space was renovated in 2020 with a thoughtfully designed kitchen featuring white cabinetry, quartz countertops, and Bosch appliances. Additional upgrades include updated bathrooms, new piping and flooring, crown molding, and a premium hurricane-rated patio door. A new Trane air conditioner was added in July 2023. The Lake Virginia Condominium amenities include a dock, sauna, pool and spa with lake views, fire pit, gas grill, rentable guest suite, party room, dog walk, and storage for small watercraft. The HOA fee covers water, cable, and internet.
$4,100,000
1341 College Point Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 4,279
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.39 Acres
- Year built:
- 2005
- Baths:
- 4.00
- MLS#:
- O6257650
- Subdivision:
- Virginia Heights
View additional info
Courtesy: FANNIE HILLMAN & ASSOCIATES
407-644-1234
Nancy Bagby
ADDITIONAL INFORMATION
This custom lakefront home on Winter Park's Chain of Lakes offers stunning views of Lake Virginia and is in the historic Virginia Heights neighborhood, just a short walk from Rollins College and downtown Park Avenue. Facing north, it provides picturesque sunrise views over the lake, highlighting Rollins College and its chapel. Lovingly maintained and improved over time, the 4279 square feet does not include an additional 310 square foot finished bonus room with separate HVAC, perfect for game room or office. Upon entering, you are greeted by lake views and a foyer that leads to separate formal living and dining spaces, featuring wood floors, crown molding, plantation shutters, and 10’ ceilings throughout the first floor. The main living space showcases an open-concept kitchen and family room, and flows to the outdoor patio. The spacious kitchen has a gas cooktop, a built-in desk, island seating, an eat-in breakfast space, a walk-in pantry, and a built-in bar with beverage refrigerator. The family room has custom built-ins and a gas fireplace, and overlooks the manicured backyard, pool, and lake. The large downstairs owners’ retreat with picture windows overlooks the lake and a private screened porch with unobstructed views, and the updated bathroom has double vanities and sinks, glass shower, spa tub, and custom walk-in closet. Upstairs there are three bedrooms with attached bathrooms, two bonus spaces, and a media room, offering abundant flex space and storage. Comfort, luxury, and tranquility abound in the backyard with a pool surrounded by paver patio, grassy yard, and boathouse with a lift. The property also includes an oversized two-car garage. Improvements include new roof/2023, whole-house generator/2021, boathouse deck replaced with Trex decking and new roof/2021.
$1,699,000
1429 Chapman Circle Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 3,116
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.14 Acres
- Year built:
- 2014
- Baths:
- 4.00
- MLS#:
- O6257912
- Subdivision:
- Windsong
View additional info
Courtesy: CORCORAN PREMIER REALTY
407-965-1155
Greg Martinez
ADDITIONAL INFORMATION
Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4-bedroom, 4-bathroom residence seamlessly blends modern luxury with practical living across two thoughtfully planned levels. The striking exterior features geometric lines, stacked stone accents, and dramatic double entry doors, setting the tone for the remarkable interior. A grand foyer with continuing stone elements welcomes you into an open-concept main level, perfect for both entertaining and daily living. Walls of 8-foot sliding glass doors blur the lines between indoor and outdoor spaces, opening to a covered 12' x 25' lanai. The showstopping gourmet kitchen serves as the heart of the home, featuring a commanding 6' x 6' granite island, KitchenAid stainless steel appliances including a professional 6-burner gas cooktop, generous walk-in pantry, and sleek dark cabinetry contrasting with the subway tile backsplash and white countertops. A sophisticated blue ceiling detail and sunburst light fixture add artistic flair to this culinary haven. The main level includes a private en-suite guest room, while the upper level houses the primary suite, two additional en-suite bedrooms, a versatile loft workspace, and laundry facilities. Recent premium upgrades include a whole-home generator, surge protection system, EV charging outlet, hardwood flooring in upstairs guest rooms, home theater electronics, whole-home audio, and security system with integrated smoke detection. Located in the amenity-rich Windsong community, residents enjoy chain of lakes access, multiple community pools, and playground facilities. Minutes from the vibrant dining scenes of Audubon Park Garden District, Mills 50, and Winter Park's renowned Park Avenue. This masterfully designed residence offers the perfect balance of sophisticated style, modern convenience, and prime location.
$3,299,000
2550 Venetian Way Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 4,875
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.27 Acres
- Year built:
- 2008
- Baths:
- 6.00
- MLS#:
- O6258445
- Subdivision:
- Maitland Shores First Add
View additional info
Courtesy: COMPASS FLORIDA LLC
407-203-9441
Brian Rotenberger
ADDITIONAL INFORMATION
"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter Park, accessing the Maitland/Winter Park CHAIN OF LAKES! This custom modern/contemporary 2008 build, derives it's over 4800 sq/ft of essence and uniqueness by fusing vibrant colors and eloquence with high-end home features and artistic details. Upon entry, visitors are greeted by a gorgeous rotunda accented with stained glass panels and vaulted, recessed ceilings. With 4 bedrooms, 3 full baths, and 2 half baths, this split plan is anchored on the first floor by the oversized owner's suite complete with walk-in closets, steam shower with dual stations and multi shower heads, jacuzzi tub, separate vanities and bidet. Make your way through the spacious living and dining areas while continuing on to the gourmet/chefs kitchen equipped with state-of-the-art appliances including Thermador refrigerator, Thermador gas range and double oven, hidden walk-in pantry, a large working island, multiple food prep zones, wine fridge, and bar height seating areas. Lounge with family and friends while entertaining via the great room generously apportioned with floor to ceiling views of the back patio, water front, and canal leading out to Lake Maitland. Meander upstairs via the winding staircase where you will find 3 additional bedrooms, 2 full baths, and 2 loft spaces ideally set for gaming and leisure complete with a wet bar, all centralized around the stunning scopes of the rotunda. Move adjacent and enter the large media room complete with home theater, and an additional flex space perfectly situated for a gym/workout room, playroom, office space, or additional large bedroom. Host formal or informal gatherings on the backyard porch and vast paver patio. Use the private boat dock to store the boat of your choice complete with remote operated boat lift and boat lift cover. Relax while cruising through the canal then head out to Lake Maitland for all of your boating and water recreational activities. Take a trip out to Dog Island and relish the views of the Isle of Sicily. Enjoy morning coffees and/or your favorite evening beverage at sundown utilizing either of two second floor balconies. Bike, walk, or run the local trails, public sidewalks, and paths. Venture to downtown Park Avenue for fine dining and upscale shopping. Or visit Maitland's local eateries and green spaces. Easy access to the Winter Park Racquet Club, and Kraft Azalea Gardens via Lake Maitland. Zoned for top-rated OCPS Schools; Dommerich Elementary, Maitland Middle School, and Winter Park High School. All of the latest styles, vibrant colors, and unparalleled designs will be part of your everyday life! Relaxation and a renewed sense of self await!
- Type:
- Townhouse
- Sq.Ft.:
- 1,820
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.06 Acres
- Year built:
- 1991
- Baths:
- 2.00
- MLS#:
- S5115699
- Subdivision:
- Park Green
View additional info
Courtesy: KELLER WILLIAMS REALTY AT THE LAKES
407-566-1800
Shaina Davis
ADDITIONAL INFORMATION
Welcome to 1248 Park Green Place, Winter Park, Florida-a beautifully updated three-bedroom, two-bath home with a loft that perfectly blends style and practicality. All bedrooms feature vaulted ceilings, creating a bright and airy atmosphere. The primary bedroom showcases bamboo flooring and French doors leading to a private deck with a pergola, ideal for relaxing or entertaining. The living room, kitchen, and dining areas are finished with porcelain tile flooring, while the kitchen boasts elegant butcher block countertops. Outdoor spaces include a pavered patio, perfect for entertaining. Additional highlights include a double car garage, a hardwired security system with seven cameras for added safety, and a brand-new roof installed in 2024. This thoughtfully designed home is move-in ready and offers modern updates, timeless charm, and ultimate convenience in the heart of Winter Park just two minutes away from Whole Foods and minutes away from Park Avenue! Park Green Place offers a community pool with Spectrum cable and Internet included in the low HOA fees, call to schedule a showing today!
- Type:
- Condo
- Sq.Ft.:
- 808
- Status:
- Active
- Beds:
- 2
- Lot size:
- 1.05 Acres
- Year built:
- 1984
- Baths:
- 1.00
- MLS#:
- O6257241
- Subdivision:
- Aragon Condo
View additional info
Courtesy: CREEGAN GROUP
407-622-1111
Timothy W Boon, PLLC
ADDITIONAL INFORMATION
Super cute, move-in-ready 2-bedroom, 1-bath condo, perfectly situated in the heart of Winter Park. This first-floor end unit offers modern upgrades and unbeatable convenience, making it an ideal place to call home. Inside you will find the tastefully renovated space, featuring a brand-new AC unit, updated windows, and a hot water heater, all installed in 2023 to ensure year-round comfort and peace of mind. The kitchen boasts new stainless steel appliances, granite countertops, and walnut cabinetry. Enjoy abundant natural light through energy-efficient double-hung windows, and admire the beautiful tile flooring throughout. The property has one assigned parking spot located close to the unit, with ample parking around for guests. Onsite laundry steps away from the unit. The Community screened pool is the perfect spot to sit back and relax. This condo’s prime location puts you close to Publix, Agave Azul, Chick-Fil-A, and other popular dining options. You’ll also be just minutes from Trader Joe’s, Whole Foods, Winter Park Library, and the gorgeous Mead and Leu Botanical Gardens. Plus, with nearby access to Rollins College, Full Sail University, Valencia College, and top-rated schools, you’ll enjoy a perfect blend of tranquility and urban convenience. Don’t miss your opportunity to see this beautifully updated condo in one of Winter Park’s most desirable areas. Schedule your private tour today!
- Type:
- Townhouse
- Sq.Ft.:
- 2,317
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.02 Acres
- Year built:
- 2014
- Baths:
- 4.00
- MLS#:
- O6257130
- Subdivision:
- Swoope Park
View additional info
Courtesy: COLDWELL BANKER RESIDENTIAL RE
407-647-1211
Thomas Bonner
ADDITIONAL INFORMATION
A short stroll to Park Avenue in 5 minutes. Beautiful townhome, move in ready. Spacious and open floor plan with 4 bedrooms and 3.5 baths.
- Type:
- Single Family
- Sq.Ft.:
- 1,773
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.32 Acres
- Year built:
- 1953
- Baths:
- 2.00
- MLS#:
- O6257142
- Subdivision:
- Glencoe Sub
View additional info
Courtesy: UNITED REAL ESTATE PREFERRED
407-243-8840
Bruce Winslow
ADDITIONAL INFORMATION
Here is your opportunity to own a charming Winter Park home on third of an acre lot convenient to everything. Situated on a quiet cul de sac, 2 minutes to I-4, 2 miles to Park Ave, 4 miles to Downtown Orlando and an hour from the beaches! This home offers a 3 bedroom, 2 bath split plan.You enter through the spacious great room with lots of room for entertaining. The open kitchen allows for plenty of interaction with the rest of your guests. This kitchen features stainless steel appliances and granite countertops. Need a little extra reading space or tv room? The back of the Great Room has a separate space with room for both. Want some fresh air? There is a large, screened porch off the back to enjoy the outdoors. The roof was new in 2022 and the AC in 2023 so your major expenses are covered. But this is more a home, it’s an investment! The address is Winter Park 32789. The lot is 0.32 of an acre. Plenty of room to grow your dreams. In addition, you get a studio apartment with it’s own address. Great forvisitors that always come to visit their friends in Florida or rent it out and increase your cash flowome, and ! Schedule your appointment today topreview this Winter Park jem!
- Type:
- Condo
- Sq.Ft.:
- 726
- Status:
- Active
- Beds:
- 1
- Lot size:
- 0.61 Acres
- Year built:
- 1972
- Baths:
- 2.00
- MLS#:
- O6256275
- Subdivision:
- Andalucia Apts
View additional info
Courtesy: HOLT REAL ESTATE LLC
386-295-1267
Jennifer Cornette
ADDITIONAL INFORMATION
535 N Interlachen Avenue #304 Winter Park, FL 32789 Price Improvement $379,900 1 bedroom, 1 ½ bath 726 sq feet. Located in the heart of the historic District of Downtown Winter Park, Park Avenue, Winter Park Golf Course-boutique shopping and locally owned restaurants, and Rollins College. Top floor unit- features new electrical, new plumbing, new LVP Flooring, updated hurricane windows and sliders. Brand new kitchen including custom cabinets, quartz countertops and appliances. All new designer tile in bathrooms, custom vanities, shower tile and new fixtures. A/C 10 year warranty. The complex features a new roof, recently resurfaced covered parking, elevator, and courtyard. Offered by Holt Home Team for under $400,000 in Downtown Winter park.
- Type:
- Condo
- Sq.Ft.:
- 3,174
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.46 Acres
- Year built:
- 2009
- Baths:
- 4.00
- MLS#:
- O6256094
- Subdivision:
- Winter Park Residential Condominium 9541/3489 Unit
View additional info
Courtesy: PREMIER SOTHEBY'S INTL. REALTY
407-644-3295
Sandra Cuba
ADDITIONAL INFORMATION
One or more photo(s) has been virtually staged. Experience urban sophistication with a small-town ambiance in this exquisite three-bedroom, 3.5-bath two-story condominium at The Douglas Grand, in the bustling heart of Winter Park. This home embodies luxury living with an array of upgraded high-end millwork that echoes the European-inspired charm of Winter Park. The first level reveals a culinary paradise with Busby custom cabinetry, a state-of-the-art Wolf oven and range, Sub-Zero refrigerator, and stunning quartz granite countertops. Entertain in grandeur in the dining and living rooms adorned with judges paneling and French doors that open to a sunny atrium. A generously sized guest bedroom includes a private bath and balcony offering picturesque views of Morse Boulevard, doubling as a second primary suite. Ascend via the elegant staircase or convenient elevator to the second floor where the opulent primary suite awaits, boasting an expansive walk-in closet, a fireplace and French doors leading to a magnificent 26-foot-wide outdoor terrace. The third bedroom, complete with an en-suite bath and a well-equipped laundry room, round out this level. Step just outside, you’ll discover a vast selection of fine dining and shopping, and cultural options encapsulating the essence of urban convenience combined with a charming neighborhood feel.
$4,100,000
1751 Glencoe Road Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 4,520
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.3 Acres
- Baths:
- 6.00
- MLS#:
- O6255877
- Subdivision:
- Forest Hills
View additional info
Courtesy: COMPASS FLORIDA, LLC
305-851-2820
Julie Christensen
ADDITIONAL INFORMATION
Under Construction. Exquisite new construction residence nestled in the heart of Winter Park, walking distance to Park Ave. This luxurious home boasts over 4,000 square feet of meticulously designed living space, offering an unparalleled blend of elegance and modern sophistication. Upon entering, you are greeted by soaring two-story ceilings that create a grand and inviting atmosphere. The home features 5 spacious bedrooms and 5 1/2 beautifully appointed bathrooms, each showcasing high-end finishes that exemplify luxury living. The gourmet kitchen is a chef's dream, equipped with top-of-the-line appliances and elegant cabinetry, seamlessly flowing into the open-concept living and dining areas, perfect for entertaining guests or enjoying family gatherings. The expansive primary bedroom suite provides a serene retreat with its opulent en-suite bathroom and generous walk-in closet. Step outside to discover a private oasis featuring a large backyard and a sparkling pool, ideal for relaxation and outdoor enjoyment. The detached two-car garage provides ample storage and long driveway provides the luxury of additional off street parking. Experience the epitome of refined living at 1751 Glencoe Road, where every detail has been crafted to perfection.
- Type:
- Single Family
- Sq.Ft.:
- 4,074
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.22 Acres
- Year built:
- 2017
- Baths:
- 5.00
- MLS#:
- O6254839
- Subdivision:
- Tantums Additions To Winter Park
View additional info
Courtesy: BHHS FLORIDA REALTY
407-406-5300
Dana Laing
ADDITIONAL INFORMATION
Located in the heart of Winter Park's downtown corridor, 1010 N Pennsylvania Ave offers a luxurious Mediterranean-inspired design with so many modern upgrades, all just steps from Park Avenue’s shops, Winter Park Village, and Whole Foods Market. This stunning home, set on a prime lot adjacent to the Winter Park Golf Course, provides the perfect balance of privacy and convenience. Upon entering through custom double front doors, you’re greeted by an impressive foyer with soaring ceilings and a striking wall-mounted water fountain. The luxurious primary suite is privately situated on one side of the home and features an elegant bath, dual sinks, exquisite shower, and customized his-and-her walk-in closets. A second bedroom or office/study (with a private ensuite bath and walk-in closet) is also on the first floor across from the primary bedroom. This flexible space includes a custom walnut Murphy bed, allowing for dual use as a guest room or office.Continue into the open-concept home as it seamlessly flows from the living room to the dining room. A massive double-sided gas fireplace serves as a centerpiece between the dining room and family room areas. The gourmet kitchen is a chef's dream, outfitted with Sub-Zero Wolf appliances, a reverse osmosis water system, and a large island with bar-top seating that joins the family room. Oversized windows allow natural light to flood these spaces. Sliding doors open to an expansive 35-foot covered lanai, ideal for entertaining or al fresco dining. The lanai features a summer kitchen (with Egg grill) and retractable screens, leading out to a private saltwater pool and spa, which can be heated quickly through a mobile app. A fenced yard includes a small, turfed area, perfect for pets or play. A gate leads right out to the adjacent golf course. Upstairs, you’ll find a private third bedroom with an ensuite bath, along with a versatile multi-use space that can be used as a gym, theater room, or additional living area. For added privacy, a separate fourth bedroom suite is located at the rear of the home. This "apartment-like" suite includes a bedroom, private bath, living area with small refrigerator and sink along with a large second-story private terrace with sweeping views of the golf course. This living area features its own outside entry and security system, offering complete independence from the rest of the home and a door within that can be locked to separate, if desired. Additional features include a whole-home Briggs & Stratton generator, water softener system, tankless water heaters, two newer Trane 16 seer HVAC systems, a security system with multiple cameras, and exterior painting with a lifetime transferable warranty. With its unparalleled location and exceptional design, 1010 N Pennsylvania Ave is a rare opportunity to own a home that combines luxury living with modern convenience. Don’t miss your chance to make this exceptional property your next home! Feel free to request an upgrades and features sheet outlining all the wonderful aspects of this home! Seller has recent inspection report and home appraisal.
- Type:
- Single Family
- Sq.Ft.:
- 2,205
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.27 Acres
- Year built:
- 1965
- Baths:
- 2.00
- MLS#:
- O6255305
- Subdivision:
- Dommerich Hills Fourth Add
View additional info
Courtesy: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
407-203-0007
Joseph Doher
ADDITIONAL INFORMATION
Welcome home! This beautiful 4-bed, 2-bath pool home boasts a spacious 2,205 square feet of living space with a fantastic floor plan in Winter Park. Along with a new roof and water heater this home is ready for years of memories to come. A cozy entry foyer greets you at the front door and provides access to the secondary bedrooms, formal dining room, and well-lit family room enhanced by its exposed brick wall. Just around the corner, the charming, custom kitchen comes adorned with granite counters, an island, a plethora of soft-close cabinetry, and a variety of lighting including under-cabinet. The lovely kitchen pears over the inviting living room and with its wood-burning fireplace, this kitchen-living room combination will surely be one of your favorite rooms to relax. The large primary suite resides off of the living room and enjoys an updated bathroom and spacious closet. Outside, a covered patio and a glistening in-ground pool are ready for you to relax or enjoy a refreshing swim. The fenced backyard offers a secure area for everyone including pets. Located in the Winter Park school district and less than 10 minutes to groceries, restaurants, primary services, museums, recreation activities, Downtown Winter Park, and so much more, this home presents top-notch education options with top-tier convenience. Do not miss out on the perfect blend of style, comfort, and location!
- Type:
- Single Family
- Sq.Ft.:
- 2,012
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.22 Acres
- Year built:
- 1960
- Baths:
- 2.00
- MLS#:
- O6255730
- Subdivision:
- Kenilworth Shores Sec 06
View additional info
Courtesy: PALM PROPERTIES OF CF, INC.
407-467-0020
Felicia Donatelli
ADDITIONAL INFORMATION
Magnificent family home located in the elite Winter Park/ Kenilworth Shores neighborhood. Just a few minutes from the world renowned Park Ave which boasts an abundance of upscale shopping and restaurants. Winter Park is home to Rollins College, ranked one of Americas best. Located in top rated schools district, Brookshire, Glendridge and WPHS. Walk into a stunning living area with a cozy wood burning fireplace that leads into a large dining room and an open and spacious kitchen with all appliances and granite countertops. The home is 3 bedrooms and 2 baths with stunning wood floors. Large master with walk in closet and spacious bathroom. The bonus living areas include a large media room for those game and movie nights with family and friends. Enjoy the Florida evenings and mornings on your 20x18 screened in lanai with picturesque views of your manicured lawn and foliage with a grandfathered 8 ft fence for more privacy. Ceilings fans in all rooms and kitchen, new blinds, new toilets, newer roof, new Lenox HVAC and ductwork, new garage opener and new interior paint. Please see attached for list of upgrades. This home is move in ready for a growing family.
- Type:
- Single Family
- Sq.Ft.:
- 1,813
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.14 Acres
- Year built:
- 1958
- Baths:
- 3.00
- MLS#:
- O6254742
- Subdivision:
- Osceola Heights
View additional info
Courtesy: ALIGN REAL ESTATE LLC
305-389-2922
Tiffany Pantozzi
ADDITIONAL INFORMATION
Winter Park, Renovated, Single story, New Construction, Mother-In-Law Suite, Racquet Club, Rollins College, Interlachen Country Club, Park Avenue, New Roof, New plumbing, New Electrical, New HVAC*** Welcome to this meticulously reconstructed Winter Park Bungalow, perfectly situated minutes from Park Ave. This charming home offers 5 bedrooms, 3 bathrooms, and 1,813 square feet of living space. It features an artificial grass breezeway leading to a mother-in-law suite with a private entrance overlooking the spacious backyard. As you approach the home, you will be welcomed by a charming front porch adorned with custom railing and whimsical Flora cement tile. You'll find an open dining room that seamlessly flows into the kitchen upon entering. The home is enhanced with newly installed real hardwood flooring throughout. The brand-new kitchen features Ferrara Quartz countertops, blue Lioher cabinets with gold hardware, new GE Café appliances, and a spacious kitchen island. Adjacent to the kitchen is a pantry, laundry nook, and access to the home from the newly added one-car garage. All bathrooms have been fully renovated with high-end finishes. Two renovated bedrooms complete the front footprint of this home. As you move through the house, you'll find the spacious primary suite on your left, featuring double doors, a brand-new primary bathroom, and a walk-in closet with custom built-ins. The primary suite opens into the living room, where you can step through new sliding doors into the breezeway, which is covered with artificial turf and is perfect for outdoor entertaining. The breezeway connects to a mother-in-law suite, which can also be used as an income-producing suite, with an additional bedroom, living space, and a full bathroom, complete with a side entry door. This home also has a nicely sized backyard, new landscaping, and an irrigation system. Upgrades include a new roof with gutters, new electrical and plumbing systems, a new one-car garage, new HVAC, a new driveway, and new pavers. Located just minutes from Interlachen Country Club, Winter Park Racquet Club, and Winter Park Golf Course, this home is ideally positioned for leisure and recreation. Fine dining and upscale shopping on Park Avenue, Advent Health Hospital, and Rollins College are also minutes away. This beautifully reconstructed home 95% new construction! Don't miss out on this opportunity—act quickly!
$1,669,000
1716 Palmer Avenue Winter Park, FL 32789
- Type:
- Single Family
- Sq.Ft.:
- 3,270
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.24 Acres
- Year built:
- 1951
- Baths:
- 3.00
- MLS#:
- TB8316437
- Subdivision:
- Jenkins Add
View additional info
Courtesy: HOMECOIN.COM
888-400-2513
Jonathan Minerick
ADDITIONAL INFORMATION
This stunning & revived ONE-STORY Winter Park home is the perfect mix of classic charm & modern comforts. Featuring a MOTHER-IN-LAW SUITE, crown molding, NEW oak hardwood floors & soaring ceilings, no expense was spared in the recent extensive remodel with top-of-the-line luxury finishes. The floor plan is both wonderful & fascinating. As you go into the home you enter the living room & close by is the sunroom/sitting area, two bedrooms, & bathroom w/ tiled shower/tub. The bonus room off the living room can be a fifth bedroom, office, nursery, workout room, wine room, etc. The dining room nearby opens to a tranquil private courtyard & near that is the laundry room w/ utility sink. Next to the kitchen is another living room w/ natural gas fireplace & built in cabinets/shelves. Now step outside to your shaded backyard oasis w/ a NEW privacy fence w/ gate, paver patio & a large storage shed/workshop. You'll love the abundance of natural light especially through the large outdoor courtyard in the middle of the home w/ access from the kitchen, primary master suite & living room. Featuring NEW impact rated 8 ft. tall sliding glass doors including a 12 ft wide grand entrance which opens from both directions in the middle near the living room. With views of towering trees this area offers endless possibilities & is the perfect transition for indoor & outdoor entertaining & relaxation. The open kitchen has been transformed into a spectacular masterpiece featuring vaulted ceilings, skylight, Calcutta quartz, center island, large peninsula w/ bar seating & decorative pendant lighting, NEW stainless appliances including Brama microwave, vented hood, custom backsplash & solid wood cabinets, including 42 in. upper cabinets & large pantry cabinets. The primary master suite is spacious w/ vaulted ceilings & two walk-in closets & the master bathroom is exquisite, boasting a large glass shower w/ two shower heads & dual vanities w/ quartz. The second master is a perfect MOTHER-IN-LAW SUITE or guest room w/ private entrance, walk-in closet & stunning bathroom w/ spacious glass shower & quartz vanity. The air conditioned two car garage has a NEW garage door/opener, epoxy floor & lots of extra storage areas. The long driveway is great for guests, multiple cars & parking. Other upgrades include a NEW roof/gutters, NEW plumbing/electrical/AC, NEW windows/doors, NEW int/ext paint, NEW pavers/landscaping/irrigation & Rinnai tankless gas water heater. List of the $315K in improvements available & is attached in MLS. Centrally located on the famous tree lined Palmer Ave, you're a short stroll to Phelps Park & the YMCA, & minutes to shopping & dining on Park Ave, Interlachen Country Club & Winter Park Racquet Club. Don't miss your chance to make this truly breathtaking home yours!
- Type:
- Single Family
- Sq.Ft.:
- 1,663
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.15 Acres
- Year built:
- 1991
- Baths:
- 2.00
- MLS#:
- O6253722
- Subdivision:
- Sylvan Lake Shores
View additional info
Courtesy: KELLER WILLIAMS WINTER PARK
407-545-6430
Gale Milgrim
ADDITIONAL INFORMATION
Charming Cottage in the Heart of Winter Park. Step into a world of timeless charm with this delightful 3-bedroom, 2-bath cottage that exudes warmth and character at every turn. Boasting nearly 1,700 square feet, this enchanting home features a thoughtfully designed split plan, providing both privacy and functionality. The moment you approach, you’ll be captivated by its amazing curb appeal, nestled on a picturesque .15-acre parcel adorned with low-maintenance landscaping. Inside, discover an adorable eat-in kitchen that beckons for casual gatherings, where memories are made over delicious meals. High vaulted ceilings create an airy ambiance, amplifying the sense of space and light throughout the home. Generous closets ensure great storage, while the convenient inside laundry room adds to the ease of everyday living. The 3 outdoor sitting areas allow for great relaxation spots and fabulous entertaining areas in the fresh air. Recent updates include a new roof (2022), AC system (2017), and a new electrical panel (2019). Plantation Shutters throughout. Whether you choose to move in, renovate, or envision a brand-new dream home, the possibilities are endless. Located just a 5-minute drive or a leisurely 25-minute stroll from Winter Park's fabulous Park Avenue, you’ll find yourself immersed in a vibrant community filled with delightful shops, art galleries, and exquisite dining options, all complemented by the natural beauty of Central Park. With top-rated Winter Park schools nearby and nestled on one of the most charming brick streets in the 32789 area, this cottage offers the perfect blend of lifestyle and location. Don’t miss this rare opportunity to make this adorable cottage your own or use the ample lot to build the home of your dreams.
- Type:
- Townhouse
- Sq.Ft.:
- 2,016
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.04 Acres
- Year built:
- 2018
- Baths:
- 4.00
- MLS#:
- O6248830
- Subdivision:
- Mondrian/winter Park Twnhms
View additional info
Courtesy: COLDWELL BANKER RESIDENTIAL RE
407-647-1211
Brian Teach
ADDITIONAL INFORMATION
Step inside this newly staged model home! Discover an incredible opportunity to own a solid concrete block construction townhome in the desirable Winter Park community, now available at entry-level pricing! This spacious three-bedroom, three-and-a-half-bath residence offers remarkable value and potential for those looking to invest in a quality home. While the pricing reflects the potential need for improvement, particularly to the main-level wood floors due to minor damage from previous rental use, this townhome is ready for your personal touch. As you enter, you'll be greeted by a grand foyer and a convenient half bath, ideal for entertaining guests. The open-concept kitchen seamlessly connects to the sophisticated dining area and inviting great room, creating the perfect environment for family gatherings and social events. Enjoy culinary delights with stylish white cabinetry, silestone countertops, and a top-of-the-line KitchenAid appliance package, including a natural gas range. The expansive floor-to-ceiling storefront glass floods the interior with natural light and offers stunning views of the surroundings. Step outside to enjoy picturesque sidewalks within the community or relax in the tranquil ambiance of your private, fully fenced backyard. Upstairs, you'll find three luxurious bedrooms, each with its own en suite bath, ensuring ultimate privacy. The primary suite features a spacious walk-in closet with a custom closet system, while the spa-inspired bath boasts a dual-sink vanity, an oversized glass shower, and a separate water closet for added convenience. Unwind on the large balcony with your morning coffee or evening relaxation and appreciate the convenience of a second-floor laundry room. The generous two-car garage is equipped with an EV charging plug, catering to eco-friendly living. This is a unique chance to secure a well-built townhome at an attractive price point. Don’t miss out on this exceptional value—schedule a viewing today and discover the potential that awaits in this Winter Park townhome!
- Type:
- Condo
- Sq.Ft.:
- 787
- Status:
- Active
- Beds:
- 1
- Lot size:
- 0.13 Acres
- Year built:
- 1964
- Baths:
- 1.00
- MLS#:
- O6253203
- Subdivision:
- Winter Park Gardens Condo
View additional info
Courtesy: HOMEVEST REALTY
407-897-5400
Susan Dering
ADDITIONAL INFORMATION
This 1 Bedroom 1 bathroom condo with a peaceful pond view, is located in Winter Park Gardens. This Vibrant 55+ community offers beautifully landscaped grounds, lighted paths, community pool, and a clubhouse where residents enjoy social activities. The prime location provides easy access to a variety of amenities and attractions minutes away from Park Avenue with shops, restaurants, and cultural events. The nearby Azalea Tennis Center and Mead Botanical Gardens offer further enriching experiences. Embrace the serene and active lifestyle this community provides, with the added convenience of being close to Downtown Orlando, Baldwin Park, major highways and convenient to MCO or the Sanford/Orlando Airport. You will have an assigned parking space with plenty of additional parking spaces for guests. This property is a must-see to truly appreciate its charm and amenities. Due to the special reserve (FL HOA rules/regs). The proposed monthly fee for 2025 is $685.
- Type:
- Single Family
- Sq.Ft.:
- 1,844
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.14 Acres
- Year built:
- 1954
- Baths:
- 4.00
- MLS#:
- O6250529
- Subdivision:
- Magnolia Gardens Sub
View additional info
Courtesy: PREMIER SOTHEBY'S INTL. REALTY
407-644-3295
Drew Henner
ADDITIONAL INFORMATION
Pre-Construction. To be built. Discover a unique opportunity to enjoy modern design and quality craftsmanship with this pre-construction contemporary bungalow by the renowned Barefoot Brothers, celebrated for their superior work throughout Winter Park. In collaboration with architect David Crabtree of Hive Workshop, this custom-designed residence is ideally positioned to take advantage of all the attractions Winter Park has to offer—just minutes from Park Avenue, Winter Park Golf Course, and an array of dining and shopping options. This distinctive property provides a rare chance to enjoy proximity to desirable amenities while also offering significant versatility for both personal and income-generating use. The open floor plan in the main residence includes two bedrooms, each with en-suite baths, a half bath, and a dedicated laundry room. Vaulted ceilings with exposed beams and collar ties enhance the airy feel, while quartz countertops, polished concrete flooring, and premium wood cabinetry deliver sophisticated, high-quality finishes. Designed with style and functionality in mind, the gourmet kitchen is equipped with high-end appliances, built-in cabinetry, and shelving, centered around an expansive island ideal for entertaining. Generous natural light floods the home through floor-to-ceiling windows, creating a warm, open atmosphere. Outside, the sleek metal roof and vertical wood slat accents add architectural interest, while an oversized, floating wooden front porch with exposed beams provides ample space for seating and offers a welcoming, shaded retreat. An expansive back porch further enhances the options for outdoor relaxation or entertaining. Thoughtfully designed for privacy, the property features a sliding entry gate at the rear driveway and lush bamboo along both sides, with sea grape hedges framing the wood-fenced front and backyards to create a serene, tropical retreat. Gravel walkways encircle the home, complemented by a paver driveway at the rear, a gravel parking pad, and a paver pad in the front for low-maintenance, elegant outdoor space. Adding to its appeal, the property offers dual street-facing entry points, enhancing convenience for guests and providing easy access from both the front and rear of the home. Beyond the main residence, a two-car garage with a private apartment above offers exceptional flexibility, whether for extended family, rental income, or even a home office. The apartment includes a full bedroom, bath, partial kitchen, living area, laundry room, and a walk-in closet, while the extra-deep garage with built-in storage offers ample room for vehicles, equipment, or collections. This setup presents an ideal "house hack" opportunity, accommodating multiple uses, including potential income from a garage apartment or additional space for storage or a hobby enthusiast’s collection. With construction already underway, there’s still time to customize finishes, materials, and layouts to suit your personal preferences. This property provides a rare blend of convenience, flexibility, and modern style in a rapidly evolving area—an ideal canvas for your lifestyle, whether you’re seeking a primary residence, an investment opportunity, or a versatile retreat close to Winter Park’s best attractions. Don’t miss the chance to partner with a premier builder to create a home that meets your unique needs.
Winter Park Real Estate
The median home value in Winter Park, FL is $494,800. This is higher than the county median home value of $369,000. The national median home value is $338,100. The average price of homes sold in Winter Park, FL is $494,800. Approximately 59.56% of Winter Park homes are owned, compared to 29.54% rented, while 10.9% are vacant. Winter Park real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winter Park real estate agent to arrange a tour today!
Winter Park, Florida 32789 has a population of 29,672. Winter Park 32789 is less family-centric than the surrounding county with 26.31% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Winter Park, Florida 32789 is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park 32789 is 45.3 years.
Winter Park Weather
The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.