Winter Park, FL Houses for Sale

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  /18

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,637 Sq Ft

  1050 Reading Ct, Winter Park, FL 32792

  Great investment opportunity in the prime location of Winter Park, Florida. Ideal for a growing family or investor. Well established neighborhood of Howell Estates, 3 bedroom, 2 full bathrooms, 1,637 square feet of living area with just over a quarter of an acre. Split plan bedrooms for added privacy. Exterior of the home is concrete block and stucco. The eat-in-kitchen and large family room

  

  Carmen Vazquez

  REALTY TECH INC

  (321) 850-2823

  1050 Reading Ct, Winter Park, FL 32792
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  /89

  $1,200,000

  • 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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  /42

  $875,000

  • 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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  /44

  $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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  /29

  $375,000

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  2827 Euston Rd, Winter Park, FL 32789

  Welcome to 2827 Euston Rd, a beautifully updated home in the highly desirable Winter Park area with the added bonus of no HOA! This charming residence offers 3 beds, 2baths, and a versatile bonus room that can be used as an office, playroom, or additional living space.The master suite is thoughtfully separated from the other two bedrooms, providing privacy and convenience. Inside, you’ll

  

  Evelyn Tejada

  REGENCY REAL ESTATE LLC

  (321) 461-5735

  2827 Euston Rd, Winter Park, FL 32789
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  /73

  $985,000

  • 3 Beds
  • 2 Baths
  • 3,158 Sq Ft

  7801 Georgeann St, Winter Park, FL 32792

  Live the Winter Park LAKEFRONT dream with this stunning 3-bedroom, 2-bath home on skiable LAKE WAUNATTA, Chain of Lakes, offering breathtaking water views and endless amenities and NO HOA! The entire second floor is dedicated to the luxurious primary suite, complete with a spacious office, oversized closets, enjoy your morning coffee or evening glass of wine on your private balcony overlooking

  

  Kelly Butterfield

  RE/MAX TOWN & COUNTRY REALTY

  (321) 599-6353

  7801 Georgeann St, Winter Park, FL 32792
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  /23

  $525,000

  • 3 Beds
  • 1.5 Baths
  • 1,191 Sq Ft

  2327 Mulbry Dr, Winter Park, FL 32789

  Charming Mid-Century Ranch in Prime Winter Park Location – Steps from Blue Jacket Park. Ideally situated in the heart of Winter Park and just a stone’s throw from Baldwin Park’s beloved Blue Jacket Park, this tastefully updated 3 BEDROOM, PLUS OFFICE, 1.5 BATHROOM home blends timeless character with modern touches. Enjoy a freshly painted interior, stainless steel appliances, indoor laundry, and

  

  Charlie Peterson

  KELLER WILLIAMS HERITAGE REALTY

  (321) 499-2363

  2327 Mulbry Dr, Winter Park, FL 32789
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  /36

  $765,000

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

  2418 Whitehall Cir, Winter Park, FL 32792

  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 luxury in a modern setting and with stunning curb

  

  Alice Anne Jackson

  CORCORAN PREMIER REALTY

  (321) 599-7240

  2418 Whitehall Cir, Winter Park, FL 32792
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  /22

  $719,000

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  2338 Tuscarora Trail, Maitland, FL 32751

  **Charming Dommerich Hills Home with Scenic Lake Views and Modern Updates*** Nestled in the desirable Dommerich Hills, this beautiful 4-bedroom, 2-bath lakeside home offers a serene lifestyle with views of the lush conservation area and Lake Waumpi. Mature trees and an expansive backyard create a peaceful retreat, with ample space to add a pool. The home’s classic Florida charm is enhanced with

  

  Timothy Smith

  WHITE WHALE REAL ESTATE

  (321) 342-1836

  2338 Tuscarora Trail, Maitland, FL 32751
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  /100

  $8,500,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,564 Sq Ft

  2661 Vía Tuscany, Winter Park, FL 32789

  CALLING HIGHEST AND BEST BY 4/30/2025!! Introducing a Unique, Stunning Modern HomeA groundbreaking architectural masterpiece, this one-of-a-kind residence is built with reinforced concrete, steel, and iron framing, featuring floor-to-ceiling glass walls with no traditional windows. Designed to exceed Florida’s strictest building codes, this home follows commercial-grade

  

  Prescilla Vazquez

  PV LUXURY GROUP PA

  (321) 478-2671

  2661 Vía Tuscany, Winter Park, FL 32789
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  /49

  $659,900 Open Sat 12PM - 3PM

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

  1926 Natalen Rd, Winter Park, FL 32792

  BACK ON MARKET! CASH BUYER COULD NOT FUND.*** 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

  Peggy Bonnewitz EXP REALTY LLC

  1926 Natalen Rd, Winter Park, FL 32792
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  /56

  $3,599,999

  • 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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  /25

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,349 Sq Ft

  657 Overspin Dr, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. **Seller is motivated and encourages all serious offers—bring your buyers!** Welcome to your cozy Winter Park retreat! This charming 4-bedroom, 2-bath home blends comfort and convenience in one perfect package. Nestled on a spacious lot with a large backyard—ideal for entertaining, gardening, or playing fetch—this home also features a unique

  Abby Nelson RE/MAX 200 REALTY

  657 Overspin Dr, Winter Park, FL 32789
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  /77

  $2,900,000 Open Sat 12PM - 6PM

  • 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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  /66

  $1,350,000

  • 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 AccessThis 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

  Kimberly Slinger KELLY PRICE & COMPANY LLC

  2525 Venetian Way, Winter Park, FL 32789
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  /85

  $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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  /48

  $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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  /44

  $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 , this

  Cassie Lamoureux KELLER WILLIAMS CLASSIC

  2829 Aloma Ave, Winter Park, FL 32792
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  /72

  $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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  /35

  $784,000

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

  5618 Winterbrook Way, Winter Park, FL 32792

  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 sink, and large

  Elizabeth Binder REDFIN CORPORATION

  5618 Winterbrook Way, Winter Park, FL 32792
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  /37

  $839,900

  • 4 Beds
  • 3.5 Baths
  • 2,962 Sq Ft

  675 Overspin Dr, Winter Park, FL 32789

  This well-appointed house features approximately 2,962 square feet of living space with four bedrooms and three and a half bathrooms. The property sits on approximately 0.16 acres of land. The home offers two laundry rooms and all updated appliances, providing ample functionality and convenience. The primary bedroom is spacious and well-appointed, offering ample room for relaxation and privacy.

  Zoe Essma COLDWELL BANKER RESIDENTIAL RE

  675 Overspin Dr, Winter Park, FL 32789
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  /31

  $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

  Chocky Burks CORCORAN PREMIER REALTY

  2408 Lafayette Ave, Winter Park, FL 32789
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  /32

  $935,000 Open Sat 12PM - 2PM

  • 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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  /38

  $1,425,000

  • 4 Beds
  • 4 Baths
  • 3,024 Sq Ft

  2015 Summerfield Rd, Winter Park, FL 32792

  In the heart of Kenilworth Shores, one of Winter Park’s desirable neighborhoods, this completely renovated one-story residence offers a blend of modern luxury and effortless livability. Meticulously reimagined in 2024, every detail of this home has been thoughtfully curated—from the clean-lined architectural finishes to the flowing, open-concept layout that seamlessly connects indoor and outdoor

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  2015 Summerfield Rd, Winter Park, FL 32792
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  /21

  $949,900

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

  2823 Wright Ave, Winter Park, FL 32789

  Here’s your chance to own something truly special in Winter Park! This gorgeous lakefront home sits on over HALF AN ACRE, a rare find in this area - allowing opportunity to BUILD YOUR DREAM HOME! Step inside to find a thoughtfully updated kitchen featuring high-end appliances, custom cabinetry, and designer finishes, ideal for both entertaining and everyday living. The home boasts new windows

  Tal Busidan TAL BUSIDAN PA

  2823 Wright Ave, Winter Park, FL 32789
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  /50

  $1,575,000

  • 4 Beds
  • 3.5 Baths
  • 2,958 Sq Ft

  1394 Grove Terrace, Winter Park, FL 32789

  Beautiful Sylvan Lake Shores Mediterranean home. Ideally located in quintessential Old Winter Park with its tree lined, brick streets that surround Lake Mizell. This 4 bedroom 3 1⁄2 bath, plus office home features timeless architectural features such as classic wide molding, repeated archways and a custom ironwork stairway. The soaring 10 foot ceilings accentuate the classic feel of this elegant

  Dee Morgan KELLY PRICE & COMPANY LLC

  1394 Grove Terrace, Winter Park, FL 32789
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  /26

  $799,900

  • 2 Beds
  • 2 Baths
  • 1,382 Sq Ft

  311 Cortland Ave, Winter Park, FL 32789

  Location, location, location! Whether you're ready to build your dream home or simply want to enjoy life in Central Florida’s most prestigious neighborhood at an unbeatable value, this delightful mid-century 2-bedroom, 2-bathroom home offers endless possibilities. Lot size is approximately 130 ft X 78 ft. Perfectly positioned just minutes from Park Avenue, Rollins College, and Lake Osceola, this

  Amy Turner KELLER WILLIAMS WINTER PARK

  311 Cortland Ave, Winter Park, FL 32789
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  /55

  $1,225,000

  • 4 Beds
  • 4.5 Baths
  • 3,408 Sq Ft

  2890 Wild Ginger Ct, Winter Park, FL 32792

  Discover the exceptional Winter Park neighborhood of Bear Gully Pointe, a gated community rich with amenities and anchored by a 137-acre spring-fed lake. This meticulously crafted home sits in a private cul-de-sac and stretches over almost 1⁄2 acre with mature landscaping and includes a secluded, fenced back yard. Function is paramount with a three-way split floorplan with four bedrooms and 4.5

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  2890 Wild Ginger Ct, Winter Park, FL 32792
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  /45

  $1,976,000

  • 5 Beds
  • 4.5 Baths
  • 3,533 Sq Ft

  617 Worthington Dr, Winter Park, FL 32789

  Discover luxurious living in the heart of Winter Park! Crafted with exquisite attention to detail, this 5-bedroom, 4.5-bathroom pool residence showcases absolute perfection and modern elegance. Built in 2018 by David Weekley Homes, the property boasts a captivating stone facade and a private backyard oasis featuring a saltwater, heated pool and spa with water feature, and ambient lighting — an

  Kelly Price KELLY PRICE & COMPANY LLC

  617 Worthington Dr, Winter Park, FL 32789
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  /23

  $998,000

  • 4 Beds
  • 3.5 Baths
  • 4,088 Sq Ft

  1319 Heavenly Cove, Winter Park, FL 32792

  FULLY FURNISHED HOME THAT IS MOVE-IN READY! ALL FURNITURE INCLUDED IN THE SALES PRICE! Amazing home located in a quiet gated subdivision in Winter Park near Trinity Prep. The home provides a wonderful layout with high ceilings and an open concept – perfect for entertaining. Updated kitchen with clean white cabinets, spacious chef’s island, and GE stainless steel appliances to cook a delicious

  Doug Addeo COMMUNITY REALTY ASSOCIATES

  1319 Heavenly Cove, Winter Park, FL 32792
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  /40

  $940,000

  • 4 Beds
  • 2 Baths
  • 2,237 Sq Ft

  1018 Turner Rd, Winter Park, FL 32789

  Seller may consider buyer concessions if made in an offer | Lakefront charm meets quiet luxury in the heart of Winter Park! This beautifully updated single story POOL HOME sits on nearly HALF AN ACRE of LAKEFRONT PROPERTY on the coveted LAKE BELL - a private SKI LAKE - offering a private dock/boat lift, character and contemporary upgrades that make everyday feel like a lakeside retreat. Major

  Jennifer Wemert WEMERT GROUP REALTY LLC

  1018 Turner Rd, Winter Park, FL 32789
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  /72

  $1,180,000

  • 4 Beds
  • 3.5 Baths
  • 2,770 Sq Ft

  2607 Lafayette Ave, Winter Park, FL 32789

  Welcome to 2607 Lafayette Avenue – a stunning custom-built residence nestled in one of Winter Park’s most desirable neighborhoods. This beautifully crafted home offers 4 spacious bedrooms, 3.5 bathrooms, and 2,770 square feet of refined living space designed for modern comfort and effortless entertaining.Step inside to discover an open-concept layout that seamlessly connects the kitchen, dining,

  Maggie Walas FORTUNE INTERNATIONAL REALTY

  2607 Lafayette Ave, Winter Park, FL 32789
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  /43

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,827 Sq Ft

  676 Dunblane Dr, Winter Park, FL 32792

  **ASSUMABLE VA LOAN at 2.5% Interest**Incredible opportunity to assume the seller’s VA mortgage at just 2.5% interest. 3 Beds | 2 Baths | Bonus Room | A meticulously maintained POOL HOME located in the highly desirable Kenilworth Shores community in Winter Park. This classic ranch-style residence offers a spacious and functional layout with three well-appointed bedrooms, two full

  Emma Kaplan BALDWIN PARK REALTY LLC

  676 Dunblane Dr, Winter Park, FL 32792
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  /39

  $950,000

  • 4 Beds
  • 4 Baths
  • 3,646 Sq Ft

  5510 Howell Branch Rd, Winter Park, FL 32792

  Welcome to an extraordinary Florida residence, situated on a sprawling 1.52-acre lot. The main residence features an attached two-car garage, complemented by a detached two-car garage—perfect for additional vehicles or workshop space. For those in need of versatile storage or business potential, a 3,500-square-foot two-story warehouse offers ample opportunity, while a spacious outdoor pavilion

  Shaun Shaffner Blue Marlin Real Estate

  5510 Howell Branch Rd, Winter Park, FL 32792
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  /72

  $850,000

  • 5 Beds
  • 3 Baths
  • 2,132 Sq Ft

  730 W Swoope Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Experience the Charm of Winter Park in This Renovated Corner HomeWelcome to the beautifully updated gem of Winter Park!Located on a prime corner lot just three short blocks from the famous Park Avenue, this stunning residence spans over 2,200 square feet and has been completely transformed to blend style, comfort, and an unbeatable

  Andres Ospina Rivera LPT REALTY, LLC

  730 W Swoope Ave, Winter Park, FL 32789
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  /60

  $815,000

  • 4 Beds
  • 3 Baths
  • 2,878 Sq Ft

  Unlisted Address

  Beautiful home lovingly maintained by same owners for 40+ years and looking for generational family to maintain and enjoy for another 40+ years. Spacious 1st floor with three (3) bedrooms on a split floor plan. The master bedroom is beautifully appointed with a large walk-in closet and a built-in storage rack for your jewelry or gun collection. This home is move-in ready with newer appliances,

  Stacy Morano MID-STATE PROPERTIES PSL LLC

  Unlisted Address
• 

  

  /38

  $999,000

  • 3 Beds
  • 2 Baths
  • 1,887 Sq Ft

  913 Moss Ln, Winter Park, FL 32789

  ***Remodeled in 2023 | Furniture package available | Short term rental allowed*** Discover Your Dream Retreat at 913 Moss Lane, Winter Park, FL – A 2023 Masterpiece Awaits! Step into luxury living at 913 Moss Lane, a breathtakingly renovated 3-bedroom, 2-bath haven in the heart of Winter Park, boasting 1,887 square feet of modern elegance and timeless Florida charm. Transformed in 2023, this gem

  Peter Rodriguez VECTOR PROPERTY GROUP

  913 Moss Ln, Winter Park, FL 32789
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  /39

  $950,000

  • 5 Beds
  • 2.5 Baths
  • 2,406 Sq Ft

  3011 Temple Trail, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to this exceptional –FULLY UPGRADED / POOL HOME– in the highly sought-after Dommerich Estates, where timeless style meets modern design on a spacious .31 ACRE CONSERVATION LOT with serene WOODED VIEWS! Major updates set this home apart; enjoy year round outdoor living with a large

  Jennifer Wemert WEMERT GROUP REALTY LLC

  3011 Temple Trail, Winter Park, FL 32789
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  /36

  $800,000

  • 3 Beds
  • 2.5 Baths
  • 1,745 Sq Ft

  441 N Capen Ave, Winter Park, FL 32789

  Rare find in the heart of Historic West Winter Park - Newer 2017 solid built David Weekley home now available! This modern designed chic home offers energy efficient features with luxury design. Walk into the home and be impressed by the voluminous ceilings and 8' door frames adorned with ceiling crown molding. This unique home design offers ultimate privacy with all bedrooms on the lower

  Susan Taliaferro COLDWELL BANKER RESIDENTIAL RE

  441 N Capen Ave, Winter Park, FL 32789

Showing Results 1 - 40, Page 1 of 7

Why Live in Winter Park

Winter Park, a historic urban village, offers a blend of residential and commercial areas set among the Winter Park Chain of Lakes. The neighborhood is known for its rich arts scene and highly rated schools, including Winter Park High and Trinity Preparatory School of Florida. Park Avenue remains a central hub with high-end boutiques and dining options like The Ravenous Pig. Rollins College and The Rollins Museum of Art add to the cultural attractions. Residents enjoy outdoor activities such as boating and paddleboarding on the lakes, and green spaces like Central Park, which features walking paths and a rose garden. The Winter Park Country Club and Golf Course provides a public nine-hole course. Annual events like the Winter Park Sidewalk Arts Festival and Christmas on Park foster a strong sense of community. The area has a lower crime rate compared to the national average, with a violent crime rate of 2.9 per 1,000 people. Winter Park's home styles range from petite bungalows to lakeside mansions, including New Traditional, midcentury ranch, Colonial Revival, and Contemporary homes. The neighborhood is well-connected with Interstate 4, SunRail, and Lynx bus services, and is about 10 miles from downtown Orlando and 20 miles from Orlando International Airport.

Learn more about living in Winter Park

Home Trends in Winter Park, FL

On average, homes in Winter Park, FL sell after 65 days on the market compared to the national average of 50 days. The median sale price for homes in Winter Park, FL over the last 12 months is $575,000, down 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$575,000

Median Single Family Sale Price

$750,000

Median Townhouse Sale Price

$499,000

Median 2 Bedroom Sale Price

$244,400

Median 1 Bedroom Sale Price

$159,500

Average Price Per Sq Ft

$407

Number of Homes for Sale

260

Last 12 months Home Sales

692

Months of Supply

4.50

Median List Price

$625,000

Median Change From 1st List Price

5%

Median Home Sale Price YoY Change

-5%