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    Winter Park Real Estate Search

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    Winter Park Homes for Sale

    Our website features the best Winter Park real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

    You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

    Curious about what’s happening in the Winter Park real estate market? Sign up for a Winter Park Real Estate Market Report to see what’s active, under contract, and sold!

    Contact us today to find out how we can be of assistance to you!

    Newest Winter Park Homes and Condos for Sale

    423 Warrenton Road Unit 423, Winter Park image
    423 Warrenton Road Unit 423, Winter Park — 9 $293,500

    Beautiful Condo in Winter Park. Cathedral ceilings, wood floors throughout with ceramic tile in wet areas, kitchen and dining room. Updated appliances, cabinets and quar...

    • 2 Beds
    • 2 Baths
    • Winter Park Pines Condo SubDv.
    2911 Antique Oaks Circle Unit GE, Winter Park image
    2911 Antique Oaks Circle Unit GE, Winter Park — 2911 $199,000

    WHAO LOCATION! GROUND FLOOR CONDO 1018 SQUARE FEET!. Two bedrooms and two full bathrooms with an open floor plan and walk-in closet in Master bedroom! Includes Fridge, Ra...

    • 2 Beds
    • 2 Baths
    • Parkview Village SubDv.
    600 Maiden Lane, Winter Park image
    600 Maiden Lane, Winter Park $1,575,000

    Perched on a hill on a corner lot, nestled between Sylvan and Bonita along the brick streets of Winter Park, this home has so much to offer. With a privacy wall along Mai...

    • 4 Beds
    • 4.5 Baths
    • Comstock Park SubDv.
    234 Scottsdale Square Unit 234, Winter Park image
    234 Scottsdale Square Unit 234, Winter Park — 234 $145,000

    INCREDIBLE OPPORTUNITY to own an updated two-story condo with lush garden views from BOTH BALCONIES! The unit underwent an enormous upgrade overhaul just a few years ago ...

    • 2 Beds
    • 1.5 Baths
    • Winter Park Woods Condo SubDv.
    1769 Indiana Avenue Unit D, Winter Park image
    1769 Indiana Avenue Unit D, Winter Park — Las Casas De Indiana $429,000

    Mediterranean style Townhouse, granite counter tops, SS appliances, hardwood floors on first floor and carpet on second floor, private courtyard, detached one car garage ...

    • 3 Beds
    • 2.5 Baths
    • Las Casas De Indiana SubDv.
    4033 Tenita Drive, Winter Park image
    4033 Tenita Drive, Winter Park $559,000

    Cozy Winter Park Pool Home in Orange County - Move-in Ready! Experience the outdoor oasis by relaxing in your screened Lanai or take a dip in the private pool. Great for ...

    • 4 Beds
    • 2 Baths
    • Lake Waunatta Woods SubDv.
    1303 Alberta Drive, Winter Park image
    1303 Alberta Drive, Winter Park $2,950,000

    Welcome to this exquisite French Modern home that seamlessly blends classic architecture with modern amenities. With 4 bedrooms, 4.5 bathrooms, 4,055 s/f, and a detached...

    • 4 Beds
    • 4.5 Baths
    • Alberta Place SubDv.
    1918 Summerfield Road, Winter Park image
    1918 Summerfield Road, Winter Park $1,300,000

    BETTER THAN NEW AND READY FOR YOU! BUILT IN 2021!! Designed and built by Winter Park architect and building contractor, Stevens, Inc., this CUSTOM CRAFTSMAN style home br...

    • 5 Beds
    • 4.5 Baths
    • Kenilworth Shores Section Seven SubDv.
    1554 Harris Circle, Winter Park image
    1554 Harris Circle, Winter Park $1,220,000

    Pre-inspected. Offered for the first time in over 30 years! Winter Park’s only original, charming and completely remodeled historical farmhouse. Known as the “Harris-Edis...

    • 3 Beds
    • 2.5 Baths
    • Sylvan Lake Shores SubDv.
    1740 Via Palermo, Winter Park image
    1740 Via Palermo, Winter Park $4,200,000

    Nestled near the heart of Winter Park, this modern masterpiece exudes elegance and superb attention to detail throughout. This home was a Parade of Homes collaboration be...

    • 5 Beds
    • 5.5 Baths
    • Sicilian Shores Rep 02 SubDv.
    656 Randy Lane, Winter Park image
    656 Randy Lane, Winter Park $795,000

    Located on a quiet, tree lined street in Timberlane, a neighborhood in Winter Park that is known for its beautiful homes and excellent proximity to great schools, amazing...

    • 3 Beds
    • 2 Baths
    • Timberlane SubDv.
    2680 Oglesby Avenue, Winter Park image
    2680 Oglesby Avenue, Winter Park $949,900

    Dreams do come true! 2019 Newer Build Winter Park and College Park Adjacent Paradiso! No HOA! Modern Farmhouse style with almost 2600 sqft of spacious floorplan featurin...

    • 4 Beds
    • 2.5 Baths
    • Dubsdread Heights SubDv.
    316 Scottsdale Square Unit 316, Winter Park image
    316 Scottsdale Square Unit 316, Winter Park — 316 $145,000

    Welcome to your new cozy and charming 2-story condo at Winter Park Woods! Tucked away just off SR-436, this delightful 2-bedroom, 1.5-bathroom home is perfectly situated ...

    • 2 Beds
    • 1.5 Baths
    • Winter Park Woods Condo SubDv.
    526 Genius Drive, Winter Park image
    526 Genius Drive, Winter Park $4,150,000

    Magnificent lakeview estate in Windsong – 526 Genius Drive, Winter Park – Offered at $4,150,000! For the first time, this stately residence is on the market and available...

    • 4 Beds
    • 4.5 Baths
    • Windsong North Shore 43/74 SubDv.
    195 Cortland Avenue, Winter Park image
    195 Cortland Avenue, Winter Park $1,475,000

    This fabulous home is on one of Winter Park’s most charming brick streets and a short stroll leads you to Lake Mizell. It features an abundance of natural light and blend...

    • 3 Beds
    • 3.5 Baths
    • Cortland Park SubDv.
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