1,692

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

    Agent Photo

    Barrett Spray

    KELLER WILLIAMS ADVANTAGE REALTY

    (321) 382-1061

    4107 Gabriella Ln, Winter Park, FL 32792
  • /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

    Agent Photo

    Rod Chevalier

    BHHS FLORIDA REALTY

    (321) 339-2639

    1090 Wildmeadow Run, Winter Park, FL 32792
  • /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

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    Khozaif Merali

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 490-4706

    607 Dunblane Dr, Winter Park, FL 32792
  • /35

    $149,900

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft

    1695 Lee Rd Unit E103, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Price Reduced!! Waterfall Cove, where urban convenience meets tranquil living. This charming 2-bedroom, 1-bathroom condo offers a cozy retreat with all the perks of modern living. Located in the heart of Orlando, this condo is perfect for those looking for a blend of city life and natural beauty. As you step into the condo, you're greeted by a

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    Jason Price

    ROBERT SLACK LLC

    (321) 490-1756

    1695 Lee Rd Unit E103, Winter Park, FL 32789
  • /18

    $349,000 Pending

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

    1050 Reading Ct, Winter Park, FL 32792

    Under contract-accepting backup offers. 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

    Agent Photo

    Carmen Vazquez

    REALTY TECH INC

    (321) 850-2823

    1050 Reading Ct, Winter Park, FL 32792
  • /46

    $1,100,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 3,839 Sq Ft

    2880 Old Castle Dr, Winter Park, FL 32792

    Under contract-accepting backup offers. Welcome to this beautifully designed executive pool home with private in-law quarters, nestled on an oversized corner lot in the gated community of Bear Gully Pointe in Winter Park. Thoughtfully crafted with architectural elegance, this residence features timeless details including plantation shutters, crown molding, and hardwood flooring throughout the

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    Jennifer King

    CORCORAN PREMIER REALTY

    (321) 517-2794

    2880 Old Castle Dr, Winter Park, FL 32792
  • /29

    $375,000 Pending

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

    2827 Euston Rd, Winter Park, FL 32789

    Under contract-accepting backup offers. 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

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    Evelyn Tejada

    REGENCY REAL ESTATE LLC

    (321) 461-5735

    2827 Euston Rd, Winter Park, FL 32789
  • /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

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    Alice Anne Jackson

    CORCORAN PREMIER REALTY

    (321) 599-7240

    2418 Whitehall Cir, Winter Park, FL 32792
  • /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

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    Carmen Vazquez

    REALTY TECH INC

    (321) 215-7673

    7706 Country Place Unit A8, Winter Park, FL 32792
  • /44

    $2,725,000 Pending

    • 5 Beds
    • 5.5 Baths
    • 4,338 Sq Ft

    1400 Place Picardy, Winter Park, FL 32789

    Under contract-accepting backup offers. 1440 Place Picardy, Winter Park, FLCustom-Built Elegance with Timeless FinishesA custom-built residence completed in 2008 that blends classic craftsmanship with luxurious, modern living. From the moment you step inside, the superior millwork, solid hardwood floors, and elegant design details make a lasting impression.The gourmet kitchen

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    Jennifer King

    CORCORAN PREMIER REALTY

    (321) 382-5793

    1400 Place Picardy, Winter Park, FL 32789
  • /47

    $1,050,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,140 Sq Ft

    1610 Chestnut Ave, Winter Park, FL 32789

    Under contract-accepting backup offers. Nestled in the desirable Tree Streets of Winter Park, this stunning Mid-Century Modern residence offers timeless style, thoughtful updates, and effortless indoor-outdoor living. With over 2,100 square feet of beautifully designed space, this 3-bedroom, 2.5-bath home delivers modern functionality with elegant character—just minutes from the heart of Park

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    Derek Kammerer

    THE AGENCY ORLANDO

    (321) 495-8354

    1610 Chestnut Ave, Winter Park, FL 32789
  • /71

    $2,150,000 Pending

    • 5 Beds
    • 4 Baths
    • 3,909 Sq Ft

    141 Oakwood Way, Winter Park, FL 32789

    Under contract-accepting backup offers. Welcome to 141 Oakwood Way, a one-of-a-kind custom-built estate in the highly desirable south Winter Park/Lake Sue area. This modern Mediterranean-inspired residence seamlessly blends timeless elegance with contemporary luxury, offering an exceptional living experience with high-end finishes, thoughtfully designed spaces, and unmatched attention to detail.

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    Nicole Rader

    MAINFRAME REAL ESTATE

    (321) 463-7756

    141 Oakwood Way, Winter Park, FL 32789
  • /17

    $129,900 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,090 Sq Ft

    7336 Daniel Webster Dr Unit 9, Winter Park, FL 32792

    Under contract-accepting backup offers. Whether you're looking for a savvy investment or your next personal home, this spacious 2-bedroom, 2.5-bath townhome checks all the boxes. Ideally located near Full Sail University, UCF, and Valencia College, the property offers unbeatable convenience for students, faculty, and commuters alike.Inside, you'll find durable wood-look vinyl flooring

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    Nicole Rader

    MAINFRAME REAL ESTATE

    (321) 467-7894

    7336 Daniel Webster Dr Unit 9, Winter Park, FL 32792
  • /23

    $525,000 Pending

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

    2327 Mulbry Dr, Winter Park, FL 32789

    Under contract-accepting backup offers. 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,

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    Charlie Peterson

    KELLER WILLIAMS HERITAGE REALTY

    (321) 499-2363

    2327 Mulbry Dr, Winter Park, FL 32789
  • /45

    $1,300,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,303 Sq Ft

    1500 Mizell Ave, Winter Park, FL 32789

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. An extraordinary opportunity to own a beautifully renovated home on a prestigious tree-lined street in Winter Park’s 32789. Set on a desirable 13,500 square foot (90 × 150) lot with no HOA and bordering the prestigious Windsong community, this prime property offers the freedom to live comfortably now, expand

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    Lisa Ratanasirintrawoot

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 485-6636

    1500 Mizell Ave, Winter Park, FL 32789
  • /26

    $699,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,622 Sq Ft

    1891 Bryan Ave, Winter Park, FL 32789

    Under contract-accepting backup offers. Rare find in Winter Park! This charming one-story pool home offers three bedrooms, two full baths, high ceilings, and an open floor plan—all at an incredible price point. The updated kitchen features gas appliances, a center island, breakfast bar, and a separate beverage fridge. Wood-look tile flooring runs throughout the home for a cohesive, modern

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    Jennifer King

    CORCORAN PREMIER REALTY

    (321) 336-5610

    1891 Bryan Ave, Winter Park, FL 32789
  • /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

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    Gwendolen Flynn

    COLDWELL BANKER RESIDENTIAL RE

    (321) 334-2867

    3580 Wilde Ave, Winter Park, FL 32792
  • /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

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    Angela Carney

    CORCORAN PREMIER REALTY

    (321) 895-9273

    3018 Carmello Ave, Orlando, FL 32814
  • /47

    $949,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,646 Sq Ft

    1840 Biscayne Dr, Winter Park, FL 32789

    Under contract-accepting backup offers. Biscayne Bay, a recent Parade of Homes winner, is one of the latest custom builds by the trusted team at Konkol Custom Homes—and it’s ready for its very first owner. Set in a prime Winter Park location, this two-story home offers clean lines, high-end finishes, and a layout that fits real life.With just over 2,600 square feet under air, the home

    Agent Photo

    Jennifer King

    CORCORAN PREMIER REALTY

    (321) 346-4741

    1840 Biscayne Dr, Winter Park, FL 32789
  • /32

    $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
  • /19

    $529,900

    • 3 Beds
    • 2 Baths
    • 2,254 Sq Ft

    7682 Glenmoor Ln, Winter Park, FL 32792

    Welcome to 7682 Glenmoor Lane – Located in the established community of Glenmoor, zoned for Winter Park HS, Maitland Middle and Lakemont Elementary.This beautifully renovated Winter Park gem is situated on a generous 0.26-acre lot, this stunning single-family home blends timeless style with modern updates throughout.Step inside to discover custom tile flooring, solid wood cabinetry in

    Bob Holston, Jr HOLSTON PROPERTIES & DEV., INC

    7682 Glenmoor Ln, Winter Park, FL 32792
  • /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
  • /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
  • /33

    $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
  • /49

    $649,900

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

    1926 Natalen Rd, Winter Park, FL 32792

    *** 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 large free-flowing

    Peggy Bonnewitz EXP REALTY LLC

    1926 Natalen Rd, Winter Park, FL 32792
  • /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
  • /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
  • /77

    $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
  • /66

    $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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /59

    $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
  • /35

    $784,000 Open Sat 11AM - 2PM

    • 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
  • /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
  • /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
  • /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
  • /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

    Matthew Burks CORCORAN PREMIER REALTY

    2408 Lafayette Ave, Winter Park, FL 32789

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$469,190
Median Single Family Sale Price
$830,000
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
$339
Number of Homes for Sale
29
Last 12 months Home Sales
171
Months of Supply
2.00
Median List Price
$630,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
5%
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