Winter Park, FL Homes for Sale

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  /89

  $1,000,000

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  4107 Gabriella Ln, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Do you have a vision? Do you love Nature? Welcome to this Exceptional Bear Gully Lakefront Retreat – A Rare Blend of Privacy and Natural Beauty! Refurbish the house as it is, or start new on this amazing rare natural Florida lakefront ground. Tucked away on the serene shores of Bear Gully Lake, this one-of-a-kind property presents a rare

  

  Barrett Spray

  KELLER WILLIAMS ADVANTAGE REALTY

  (321) 382-1061

  4107 Gabriella Ln, Winter Park, FL 32792
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  Explore Winter Park

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  /42

  $875,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 2,589 Sq Ft

  1090 Wildmeadow Run, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. This luxurious Modern Style home delivers the pinnacle lifestyle, in every aspect of MAINTENANCE FREE LIVING. You will enjoy premium views of nature with a RESORT CLUBHOUSE featuring an abundance of amenities including a resort pool, fitness center & playground, all JUST 250 FEET AWAY....This home has been IMPECCABLY MAINTAINED, and includes the

  

  Rod Chevalier

  BHHS FLORIDA REALTY

  (321) 339-2639

  1090 Wildmeadow Run, Winter Park, FL 32792
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  $729,000

  • 4 Beds
  • 2.5 Baths
  • 2,046 Sq Ft

  607 Dunblane Dr, Winter Park, FL 32792

  Welcome to this beautifully renovated 4-bedroom, 2.5-bath home in the heart of Winter Park, just minutes from Park Avenue’s top dining and shopping. Thoughtfully updated from top to bottom, this move-in-ready home features a brand-new AC system, luxury vinyl plank flooring throughout, and a stunning chef’s kitchen with quartz waterfall countertops, custom cabinetry, and all-new stainless steel

  

  Khozaif Merali

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 490-4706

  607 Dunblane Dr, Winter Park, FL 32792
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  /42

  $765,000

  • 3 Beds
  • 2 Baths
  • 2,134 Sq Ft

  2418 Whitehall Cir, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. MAJOR PRICE REDUCTION! MOTIVATED SELLER! Don't miss out!!! A true GEM located in the highly desirable Brookshire Heights, presenting this FULLY REMODELED spacious single-story property in the heart of WINTER PARK. Showcasing a new meticulously designed floorplan, this property has also recently been EXTENDED by a total approx. 1,040 sqft. Exuding

  

  Alice Anne Jackson

  CORCORAN PREMIER REALTY

  (321) 599-7240

  2418 Whitehall Cir, Winter Park, FL 32792
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  /19

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,230 Sq Ft

  7706 Country Place Unit A8, Winter Park, FL 32792

  Great investment opportunity. Ideal for a growing family or investor. Well established neighborhood of Goldenrod Villas, 3 bedroom, 2 full bathrooms, 1,230 square feet of living area. Exterior of the home is concrete block and stucco. The eat-in-kitchen sits in the heart of the home which creates a warm and social atmosphere. Nice covered patio with back yard great for relaxing and entertaining

  

  Carmen Vazquez

  REALTY TECH INC

  (321) 215-7673

  7706 Country Place Unit A8, Winter Park, FL 32792
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  /15

  $189,900

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft

  1695 Lee Rd Unit B216, Winter Park, FL 32789

  Lovely 3 bedroom 2 bathroom second floor unit at Waterfall Cove in the heart of Winter Park, close to shopping, restaurants, schools and major roadways. The end unit features a nice open floorplan with lots of natural light. The kitchen is spacious and has lots of cabinet storage and countertop space it overlooks the large living room with sliding glass doors that lead out to the balcony with a

  

  Martha Grasty

  RE/MAX ASSURED

  (321) 381-3262

  1695 Lee Rd Unit B216, Winter Park, FL 32789
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  /8

  $260,000

  • Land
  • 0.81 Acre
  • $320,988 per Acre

  3580 Wilde Ave, Winter Park, FL 32792

  Discover the ideal spot for your dream home on this cleared, ready-to-build spacious, just shy of an acre, lot in coveted Winter Park. Nestled on a quiet cul-de-sac yet situated minutes to Park Avenue boutique shops and restaurants (5.2 mi. away), Dinky Dock public boat ramp (5 mi.), and 3 local universities - Rollins (5.2 mi.), UCF (5.5 mi.) and Full Sail (1.6 mi.). A cleared and level lot on a

  

  Gwendolen Flynn

  COLDWELL BANKER RESIDENTIAL RE

  (321) 334-2867

  3580 Wilde Ave, Winter Park, FL 32792
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  /53

  $749,900 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,497 Sq Ft

  3018 Carmello Ave, Orlando, FL 32814

  Welcome to your dream home in the heart of Baldwin Park, a highly sought-after community known for its charm and convenience. This exquisite single-story residence, inspired by Monticello French style, offers a perfect blend of elegance and modern living. With 3 spacious bedrooms, 2 well-appointed bathrooms, and a 2-car garage, this home is designed for both comfort and functionality.Step

  

  Angela Carney

  CORCORAN PREMIER REALTY

  (321) 895-9273

  3018 Carmello Ave, Orlando, FL 32814
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  /37

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  1123 Fairway Dr, Winter Park, FL 32792

  Welcome to this beautifully maintained original-owner home nestled along the Winter Pines Golf Course! This property boasts breathtaking golf course views, a newly extended rear patio, and timeless curb appeal with cedar siding that enhances its warm, inviting character. Inside, you'll find all-new flooring throughout, a custom kitchen with solid wood cabinets, and abundant natural light filling

  Tiffany Licata IRON VALLEY REAL ESTATE OSCEOL

  1123 Fairway Dr, Winter Park, FL 32792
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  $415,000 Open Sun 1PM - 3:30PM

  • 3 Beds
  • 2 Baths
  • 1,354 Sq Ft

  259 Blossom Ln, Winter Park, FL 32789

  Charming Winter Park Block Home – Solid, Updated Systems & Priced for Your Personal Touch!Welcome to this well-built 3-bedroom, 2-bath cement block home in one of Winter Park’s most desirable and established neighborhoods. . . . . . Built in 1954 and lovingly cared for over the years, this home offers strong bones, a functional layout, and major system updates already completed—including roof

  Sherrie Wysong LEGACY REALTY & BROKERS LLC

  259 Blossom Ln, Winter Park, FL 32789
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  $470,000

  • 5 Beds
  • 3 Baths
  • 1,442 Sq Ft

  2181 Linden Rd, Winter Park, FL 32792

  Discover this beautifully remodeled home at 2181 Linden Road, located in the heart of Winter Park. With 5 bedrooms and 3 bathrooms, this property features modern upgrades throughout, including a brand-new kitchen, updated bathrooms, and fresh finishes. Nestled on a spacious lot with no HOA, it offers both privacy and flexibility for homeowners seeking comfort and style.Enjoy living just

  Alejandro Rodriguez AROD PARTNERS REALTY

  2181 Linden Rd, Winter Park, FL 32792
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  /29

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,467 Sq Ft

  2006 Ponderosa Ave, Winter Park, FL 32792

  Pure Potential in Winter Park’s Eastbrook Community! Renovate or move-in, this is a great opportunity for an investor or homebuyer. Spacious 1,467 SF home with 3 bedrooms, 2 full baths, living & family room + a home office/den which could easily be converted into a 4th bedroom. New carpet in each bedroom. Fresh paint throughout. Attached 2-car garage with laundry. Custom built shed has plenty of

  Kelly Price KELLY PRICE & COMPANY LLC

  2006 Ponderosa Ave, Winter Park, FL 32792
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  /41

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,263 Sq Ft

  5331 Oak Ct, Winter Park, FL 32792

  Welcome to Wrenwood Heights Community!! Very well Maintain Pool Home on CUL-DE-SAC LOT!! Great community with no HOA. House located on spacious large lot 0.31 Acre. House features Open Concept with 3 bedroom and 2 bathroom! New Roff 2024. Pool was resurfaced in 2025. Fully Fenced Backyard with upgraded Paver patio and mature landscaping and Fruit trees. Community located in Winter Park close to

  Nataliya Voroshylo CHARLES RUTENBERG REALTY ORLANDO

  5331 Oak Ct, Winter Park, FL 32792
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  $450,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,010 Sq Ft

  1471 Broad Wing Ln, Winter Park, FL 32792

  1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details! Step into comfort and style in this beautifully maintained townhome, built in 2020 and thoughtfully designed for modern living. The open-concept layout features granite countertops, sleek finishes, and an oversized, screened-in lanai that opens to a tranquil wooded

  Kathryn West EXP REALTY LLC

  1471 Broad Wing Ln, Winter Park, FL 32792
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  $649,900 Open Sat 12:30PM - 3:30PM

  • 3 Beds
  • 2 Baths
  • 1,469 Sq Ft

  1926 Natalen Rd, Winter Park, FL 32792

  Motivated Sellers! *** MUST SEE WINTER PARK POOL HOME ***Explore the virtual tours to fully appreciate the beauty of this completely renovated 3 bedroom/2 bath solid block pool home nestled in the highly desirable Kenilworth Shores community in Winter Park. This move-in-ready home features an open layout with vaulted ceilings and an abundance of natural light, highlighted by a

  Peggy Bonnewitz EXP REALTY LLC

  1926 Natalen Rd, Winter Park, FL 32792
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  /54

  $3,499,999

  • 5 Beds
  • 5.5 Baths
  • 4,955 Sq Ft

  1761 Legion Dr, Winter Park, FL 32789

  One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and elevated with high-end designer finishes, the home showcases the impeccable vision of renowned designer Ted Maines, who reimagined much of the interior with timeless sophistication. Perfectly

  Brian Scanlon SCANLON REALTY GROUP LLC

  1761 Legion Dr, Winter Park, FL 32789
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  /80

  $1,210,000

  • 4 Beds
  • 3.5 Baths
  • 3,321 Sq Ft

  4048 Gilder Rose Place, Winter Park, FL 32792

  Welcome to 4048 Gilder Rose Pl, an impressive four-bedroom, three and a half bathroom residence spanning over 3,300 square feet, located in Winter Park at Bear Gully Pointe, a gated community featuring a spring fed 137 acre lake. This beautifully updated home perfectly balances modern style with practical living, offering an inviting retreat for those seeking both comfort, sophistication and

  Abby Greenberg COMPASS FLORIDA LLC

  4048 Gilder Rose Place, Winter Park, FL 32792
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  $2,900,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 7 Baths
  • 5,416 Sq Ft

  1401 Green Cove Rd, Winter Park, FL 32789

  This award-winning Tuscan Mediterranean residence seamlessly blends timeless architecture with a light-filled, open interior, situated on a spacious corner lot just moments from Park Avenue. From the moment you step into the grand foyer—with its graceful circular staircase, custom tile work, and rich wood floors—it's clear that every detail of this home was crafted with care.The heart of

  Terry Yonker BUCKEYE REALTY LLC

  1401 Green Cove Rd, Winter Park, FL 32789
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  $1,249,000

  • 3 Beds
  • 2.5 Baths
  • 1,993 Sq Ft

  2525 Venetian Way, Winter Park, FL 32789

  Modern Midcentury Retreat with Luxe Upgrades & Private Community Lake Access This meticulously renovated 3-bed, 2.5-bath midcentury home blends timeless design with high-end contemporary finishes. Reimagined in 2021, it features an open floorplan highlighted by terrazzo flooring, quartz accent walls, and a cozy family room with bamboo floor and a gas fireplace. The sleek, chef-inspired kitchen

  Kimberly Slinger KELLY PRICE & COMPANY LLC

  2525 Venetian Way, Winter Park, FL 32789
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  /37

  $950,000

  • 3 Beds
  • 3.5 Baths
  • 2,116 Sq Ft

  1251 Arlington Place, Winter Park, FL 32789

  STUNNING WINTER PARK TOWNHOME - NO HOA, DESIGNER KITCHEN, PRIVATE BACKYARD OASISWelcome to this rare gem in the heart of Winter Park — a beautifully updated 3-bedroom, 3.5-bath townhome that lives like a single-family home WITH NO HOA! From the moment you walk in, you’ll be impressed by 20-FOOT CEILINGS in the foyer and family room, elegant hardwood floors, and OVERSIZED 8.5-FOOT DOORS

  Brad Barnett ANNE ROGERS REALTY GROUP INC

  1251 Arlington Place, Winter Park, FL 32789
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  $1,590,000

  • 5 Beds
  • 4.5 Baths
  • 5,329 Sq Ft

  8041 Lake Waunatta Dr, Winter Park, FL 32792

  Modern Lakefront Dream home NOW AVAILABLE! Nestled in the peaceful Lake Waunatta Woods neighborhood, this stunning renovated lakefront estate seamlessly blends modern style with effortless luxury. With over 5,300 square feet, five spacious bedrooms, and breathtaking panoramic views of Lake Waunatta from nearly every room, this one-of-a-kind property offers the ultimate waterfront lifestyle.

  Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

  8041 Lake Waunatta Dr, Winter Park, FL 32792
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  $2,150,000

  • 5 Beds
  • 4.5 Baths
  • 3,851 Sq Ft

  1560 Woodland Ave, Winter Park, FL 32789

  You have arrived to 1560 Woodland Avenue, a beautiful home in a prime location inside the Winter Park municipality, situated on a peaceful brick-paved street. There are five bedrooms and four and a half bathrooms spread out over 3,800 square feet in this stunning property. Featuring a welcoming pool and relaxing spa. A separate suite with its own entrance is available for use by the mother-in-law

  Manny Alvarez LOKATION

  1560 Woodland Ave, Winter Park, FL 32789
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  $440,000

  • 4 Beds
  • 2 Baths
  • 1,821 Sq Ft

  2829 Aloma Ave, Winter Park, FL 32792

  Rare Opportunity in Highly Sought-After Winter Park!Don’t miss your chance to own this fantastic 1960s gem in one of Winter Park’s most desirable neighborhoods just minutes to Cady Way Trail, and tons of Dining and shopping options! SELLER WILL CONTRIBUTE 10K to your closing costs.. AND ...LISTED WELL BELOW APPRAISED VALUE ! Known for its top-rated schools and unbeatable location as well

  Cassie Lamoureux KELLER WILLIAMS CLASSIC

  2829 Aloma Ave, Winter Park, FL 32792
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  $539,500

  • 5 Beds
  • 2 Baths
  • 2,272 Sq Ft

  5073 Lake Howell Rd, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Discover this large 5-bedroom, 2-bathroom POOL home in an established Winter Park neighborhood with no HOA! A fantastic opportunity for new owners to bring their personal design touches and upgrades. Plenty of room to take down walls and really open this home up to it's full potential. Recent Major improvements include: NEW ROOF (2021), NEW AC

  Susie Norton CHARLES RUTENBERG REALTY ORLANDO

  5073 Lake Howell Rd, Winter Park, FL 32792
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  $1,575,000

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  690 Osceola Ave Unit 604, Winter Park, FL 32789

  Gorgeous Lakefront 2-Story Winter Park Penthouse, corner builder’s unit with panoramic views of Lake Virginia from almost every room and its expansive full-width balcony. Welcome to Lakefront Luxury Living in the heart of Winter Park. This extraordinary Penthouse residence on the Chain of Lakes perfectly captures the essence of opulent Florida living. The 2-story lakefront home offers an

  Larry Slung COLDWELL BANKER RESIDENTIAL RE

  690 Osceola Ave Unit 604, Winter Park, FL 32789
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  /35

  $770,000 Open Sat 11AM - 2PM

  • 5 Beds
  • 4 Baths
  • 2,866 Sq Ft

  5618 Winterbrook Way, Winter Park, FL 32792

  PRICE IMPROVEMENT! This stunning 5-bed, 4-bath home in the exclusive gated WINTERBROOK community is move in ready and ready for you to enjoy. Built in 2020 by Pulte Homes, this like new energy-efficient home offers luxury wood-look tile, wood beams, a 2 car garage with epoxy floors and a beautifully landscaped backyard. The gourmet kitchen features quartzite countertops, a gas cooktop, upgraded

  Elizabeth Binder REDFIN CORPORATION

  5618 Winterbrook Way, Winter Park, FL 32792
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  /28

  $649,900

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  535 N Interlachen Ave Unit 106, Winter Park, FL 32789

  Rare opportunity to own a first floor unit with soaring 9 foot ceilings only steps away from the prestegious Park Avenue! Discover the perfect blend of luxury, comfort, and convenience with this immaculate, move-in-ready condo, in the heart of Winter Park. Recently transformed with meticulous attention to detail, this lock-and-leave gem boasts an elegant, high-end renovation that exudes

  Jonathan Ruiz KELLER WILLIAMS WINTER PARK

  535 N Interlachen Ave Unit 106, Winter Park, FL 32789
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  /20

  $265,000

  • 2 Beds
  • 2.5 Baths
  • 1,295 Sq Ft

  2394 Sun Valley Cir, Winter Park, FL 32792

  This charming 2-bedroom, 2-bathroom condo offers 1,295 square feet of comfortable single-level living, thoughtfully designed for easy living and entertaining. The open floor plan boasts a spacious, sunlit living area and a well-appointed kitchen, perfect for culinary creations. Both bedrooms are generously sized and provide privacy, each featuring its own en-suite bathroom for added convenience.

  Jamie Vanosdol EXP REALTY LLC

  2394 Sun Valley Cir, Winter Park, FL 32792
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  /24

  $135,000

  • 2 Beds
  • 1.5 Baths
  • 1,085 Sq Ft

  126 Scottsdale Square Unit B126, Winter Park, FL 32792

  Great location!! Discover the charm of this beautifully maintained condo at 126 Scottsdale Square, nestled in a serene and convenient Orlando community. This condo boasts 3 bedrooms and 2 bathrooms thoughtfully designed with a spacious layout perfect for comfortable living. From the bright and open living area to the modern kitchen with upgraded appliances. Every detail has been tailored for

  Thomas Hicks, Sr LPT REALTY, LLC

  126 Scottsdale Square Unit B126, Winter Park, FL 32792
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  $1,490,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,838 Sq Ft

  2408 Lafayette Ave, Winter Park, FL 32789

  This brand new custom home is nestled in an up-and-coming neighborhood in Winter Park. This stunning home redefines modern living. Designed with an open floor plan, it seamlessly blends spaces to create a harmonious flow, perfect for both entertaining and everyday life. The abundance of windows bathes the interiors in natural light, creating a bright and airy ambiance. The office/study is set

  Matthew Burks CORCORAN PREMIER REALTY

  2408 Lafayette Ave, Winter Park, FL 32789
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  $650,000

  • 3 Beds
  • 2 Baths
  • 1,412 Sq Ft

  4281 Anissa Ave Unit 303, Orlando, FL 32814

  Beautifully maintained third-floor condo filled with natural light from tall windows and french doors. From the spacious wrap-around porch, enjoy peaceful sunrises and sunsets, watch rocket launches, and take in the 4th of July fireworks without leaving home. This three-bedroom, two-bathroom home features an open-concept layout with tile flooring in the main living areas and laminate floors in

  Louise Mailloux BHHS FLORIDA REALTY

  4281 Anissa Ave Unit 303, Orlando, FL 32814
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  $899,000 Open Sat 1PM - 4PM

  • 5 Beds
  • 4 Baths
  • 3,424 Sq Ft

  2604 Marble Ave, Orlando, FL 32803

  Stunning 5 BEDROOM POOL HOME in the Heart of AUDUBON PARK GARDEN DISTRICT. Welcome to 2604 Marble Avenue — a beautifully appointed 5-bedroom, 4-bathroom home offering 3,424 SQUARE FEET of stylish living space in one of Orlando's most desirable neighborhoods. Zoned for top-rated AUDUBON PARK K-8 and WINTER PARK HIGH SCHOOL, this home combines location, comfort, and exceptional versatility.

  Brian Spain LAKESIDE REALTY

  2604 Marble Ave, Orlando, FL 32803
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  /35

  $210,000

  • 2 Beds
  • 1 Bath
  • 851 Sq Ft

  2500 Lee Rd Unit 219, Winter Park, FL 32789

  Welcome to life on Lake Killarney, one of Winter Park’s most sought-after lakefront communities! This charming 2-bedroom, 1-bathroom condo offers an unbeatable location and resort-style amenities—perfect for those seeking the true Florida lifestyle.Enjoy direct access to Lake Killarney, where residents can take advantage of boat slips available at a low cost on a first-come, first-serve basis, as

  Nicole Van Treese SUNDIAL REAL ESTATE LLC

  2500 Lee Rd Unit 219, Winter Park, FL 32789
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  $850,000

  • 3 Beds
  • 3.5 Baths
  • 1,672 Sq Ft

  1421 Sunset Dr, Winter Park, FL 32789

  Welcome to 1421 Sunset Drive – A Turnkey Gem in the Heart of Olde Winter Park!This is a rare opportunity to own a beautifully updated home on one of Olde Winter Park’s most charming, brick-lined, tree-canopied streets. Just steps from serene Lake Knowles and Lake Wilbar, and minutes from the vibrant dining, shopping, and cultural experiences of Park Avenue, this 3-bedroom, 3.5-bathroom

  Sarah Tomlinson COMPASS FLORIDA LLC

  1421 Sunset Dr, Winter Park, FL 32789
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  $675,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,951 Sq Ft

  595 Huntington Ave Unit 4, Winter Park, FL 32789

  You Found It!!! Beautiful Winter Park townhome that feels like a single-family residence. Situated on a private lane with no through-traffic. Ten-minute walk to Park Avenue and Rollins, five-minute walk to Lake Virginia. This exquisite end-unit is part of a sought-after 10-unit community. Three Bedrooms and two and a half Baths, volume ceilings, pristine travertine marble floors and an

  Andrew Livingston COLDWELL BANKER RESIDENTIAL RE

  595 Huntington Ave Unit 4, Winter Park, FL 32789
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  $995,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 2,173 Sq Ft

  208 Brewer Ave, Winter Park, FL 32789

  Welcome to this beautifully updated 4-bedroom, 3.5-bath Craftsman-style home, offering just under 2,200 sq ft of thoughtfully designed living space. From the moment you arrive, the charm is undeniable—with classic architectural details and a welcoming front porch that set the tone for what’s inside. Step into an open and inviting layout featuring an updated kitchen with modern cabinetry,

  Cassandra King COMPASS FLORIDA LLC

  208 Brewer Ave, Winter Park, FL 32789
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  $479,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789

  SUPERB LOCATION! Don’t miss out on this beautifully updated 2 bedroom 2.5 bath 2-story condo in Killarney Bay. Upon entering, you immediately notice the charm and character of this impeccably maintained condo. Recent updates include a fully renovated screened porch including floor, screen enclosure and roof, new sliding doors and windows, new refrigerator, new dishwasher, newly painted interior

  Lisa Gould KELLER WILLIAMS WINTER PARK

  130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789
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  /30

  $609,900

  • 3 Beds
  • 3 Baths
  • 1,701 Sq Ft

  915 Aragon Ave, Winter Park, FL 32789

  Nestled in a peaceful enclave near Park Avenue in Winter Park, this inviting 3 bedroom, 3 bathroom, 1,701 SF townhome offers classic Florida living with modern comforts. A welcoming entry opens to bamboo wood flooring that flows through the main living areas. The living room and adjacent dining space connect seamlessly to the gorgeous kitchen, featuring 42" wood cabinets, stainless appliances,

  Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  915 Aragon Ave, Winter Park, FL 32789
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  $479,900 Open Sat 10AM - 12PM

  • 3 Beds
  • 2.5 Baths
  • 2,312 Sq Ft

  1330 Merrydale Way, Winter Park, FL 32792

  Welcome to Enclave at Hawks Crest! This corner-unit 3-bedroom, 2.5-bath townhome offers added privacy, extra natural light, and peaceful pond views, all in one of Winter Park’s most desirable gated communities. Built in 2021, this thoughtfully upgraded home features a custom wood-accent TV wall with LED lighting and floating console, plus a beautifully designed kitchen island with matching wood

  Marcelle Da Silva Sampaio SELECTA REALTY LLC

  1330 Merrydale Way, Winter Park, FL 32792
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  /26

  $209,500

  • 2 Beds
  • 2.5 Baths
  • 1,031 Sq Ft

  3370 Cedar Springs Place Unit 156, Winter Park, FL 32792

  Ideally situated just minutes from Full Sail University, UCF, and major retailers, this well-appointed 2-bedroom, 2.5-bath townhome-style condo offers both comfort and convenience. The main floor features a spacious living and dining area with a breakfast nook, a guest half bath, and updated appliances. Upstairs, you’ll find two generously sized master suites, each with its own private bathroom.

  Qing Lin SPRINGHILL PROPERTIES LLC

  3370 Cedar Springs Place Unit 156, Winter Park, FL 32792

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Why Live in Winter Park

Winter Park, located near Orlando, Florida, began in the 1880s as a planned community appealing to northern ex-pats with its warm winters, good schools, and lively arts scene. Today, it maintains its "City of Arts and Culture" nickname with museums and a vibrant cultural atmosphere. The main commercial district, Park Avenue, features high-end boutiques and bistros, including The Ravenous Pig, a renowned gastropub. Rollins College and The Rollins Museum of Art are local highlights, along with The Alfond Inn, which serves as a social hub. The city’s nearly 30,000 residents enjoy highly rated schools such as Winter Park High and Trinity Preparatory School of Florida. Housing options range from petite bungalows to lakeside mansions, with styles including New Traditional, midcentury-era ranch homes, Colonial Revival, and Contemporary homes. The Winter Park Chain of Lakes offers boating, kayaking, and paddleboarding opportunities, while Central Park provides 11 acres of green space with walking paths and a rose garden. Annual events like the Winter Park Sidewalk Arts Festival and Christmas on Park attract visitors and foster community spirit. Residents have access to Interstate 4, SunRail, and Lynx buses for transportation, with Orlando International Airport about 20 miles away. Winter Park’s crime rates are lower than the national average, making it a safer area compared to nearby Orlando.

Learn more about living in Winter Park

Frequently Asked Questions

What is the average home price in Winter Park, FL?

Homes for sale in Winter Park, FL have an average home price of $829,128.

Are home prices dropping in Winter Park?

Yes, home prices in Winter Park are down 16% in the last 12 months.

How many homes have sold over the last 12 months in Winter Park, FL?

173 homes have sold in Winter Park, FL over the last 12 months.

What are the most popular zip codes in Winter Park, FL?

The most popular zip codes in Winter Park, FL include 32789, 32751, 32792, 32803 and 32814.

How much do you need to make to afford a house in Winter Park?

The median home price in Winter Park is $630,000. If you put a 20% down payment of $126,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $3,260 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $140K a year to afford the median home price in Winter Park.

How are the schools in Winter Park, FL?

Winter Park, FL has highly rated public and private schools. Some of the best schools in Winter Park based on Niche Grades are Trinity Preparatory School, Dommerich Elementary School and Audubon Park School. Browse all the schools in Winter Park, FL to learn more.

Home Trends in Winter Park, FL

On average, homes in Winter Park, FL sell after 95 days on the market compared to the national average of 70 days. The median sale price for homes in Winter Park, FL over the last 12 months is $450,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$450,000

Median Single Family Sale Price

$835,000

Median Townhouse Sale Price

$775,000

Median 2 Bedroom Sale Price

$170,000

Median 1 Bedroom Sale Price

$149,000

Average Price Per Sq Ft

$340

Number of Homes for Sale

30

Last 12 months Home Sales

173

Months of Supply

2.10

Median List Price

$630,000

Median Change From 1st List Price

6%

Median Home Sale Price YoY Change

1%