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Winter Springs, FL Homes for Sale with In-Law Suite

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  • /39

    $819,000

    $20K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 3,407 Sq Ft

    709 Windwillow Cir, Winter Springs, FL 32708

    Located in a small, low-traffic community with minimal turnover, this beautifully updated corner-lot home offers an exceptional blend of space, privacy, and functionality. Featuring a highly desirable four-way split bedroom floor plan, the layout is perfect for large families, multi-generational living, or those who love to entertain.The private in-law suite includes a spacious bedroom,

    Bradley Merrell COLDWELL BANKER REALTY

    709 Windwillow Cir, Winter Springs, FL 32708
  • /58

    $729,900

    • 5 Beds
    • 4 Baths
    • 3,514 Sq Ft

    965 Papaya Ln, Winter Springs, FL 32708

    Nestled in the highly sought-after Oak Forest community of Winter Springs, this beautifully maintained and fully remodeled 5-bedroom, 4-bath pool home offers more than 3,500 square feet of versatile living space designed for luxury, comfort, and flexibility. The main residence features a spacious open-concept kitchen, living and dining area, plus a separate family room and dedicated office/gym

    Josh McLennan REAL ESTATE RESOLUTIONS OF FLO

    965 Papaya Ln, Winter Springs, FL 32708
  • /45

    $815,000

    $33K PRICE DROP Pre-Foreclosure
    • 6 Beds
    • 4 Baths
    • 3,100 Sq Ft

    135 W Trade Winds Rd, Winter Springs, FL 32708

    Discover this stunning home nestled on over an acre in the highly sought-after Ranch Lands, where you can enjoy the freedom of no HOA—offering ample space and proximity to Orlando, shopping, theme parks, beaches, and both Orlando and Sanford airports; pull into the oversized roundabout driveway and step into a bright living room, with access to the kitchen or a right turn to the second level

    Joshua Crittendon EXP REALTY LLC

    135 W Trade Winds Rd, Winter Springs, FL 32708
  • /40

    $510,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,378 Sq Ft

    1200 Royal Oak Dr, Winter Springs, FL 32708

    Welcome to the highly sought after Fairway Oaks at Tuscawilla community, where homes like this rarely come available! This spacious home features 3 bedrooms and 3 full bathrooms, 2,378 square feet of thoughtfully designed living space, and a private pool in the generously sized, fenced-in backyard oasis. As you enter through the private courtyard, discover the details that make this home so

    Nicholas Masi THE PALMS PROPERTY GROUP

    1200 Royal Oak Dr, Winter Springs, FL 32708
  • /46

    $779,900

    Open Sun 12PM - 4PM
    • 5 Beds
    • 3.5 Baths
    • 3,129 Sq Ft

    140 Seville Chase Dr, Winter Springs, FL 32708

    Welcome to a residence that truly embodies the phrase "NEIGHBOR'S ENVY, OWNER'S PRIDE" - an exceptional opportunity to own a showpiece home in the gated enclave of Seville Chase where smart living meets timeless elegance. This impeccably maintained, Solar-Powered SMART home offers an unparalleled blend of luxury, comfort, and sustainability. With Fully Paid Solar Panels keeping monthly electric

    Joji Jacob WEICHERT REALTORS HALLMARK PROPERTIES

    140 Seville Chase Dr, Winter Springs, FL 32708
  • /51

    $745,000

    $54K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 3,426 Sq Ft

    1534 Wescott Loop, Winter Springs, FL 32708

    At ADJUSTED price of $745,000 for this stunning six-bedroom, four-bath home in a gated community, perfectly positioned with a view of a conservation lot without rear neighbors. Winter Springs address, with top-rated Oviedo Schools! Soak up the Florida lifestyle in this stunning backyard retreat with a sparkling pool and spa. Brand new pool heater plus a spacious outdoor kitchen, complete with a

    Denise Pohlmann PALMANO GROUP RE BROKERAGE LLC

    1534 Wescott Loop, Winter Springs, FL 32708

Home Trends in Winter Springs, FL

Housing Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$413,459
Median 2 Bedroom Sale Price
$175,750
Median 1 Bedroom Sale Price
$180,000
Average Price Per Sq Ft
$244
Number of Homes for Sale
147
Last 12 months Home Sales
616
Months of Supply
2.90
Median List Price
$435,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-1%
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