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Windermere, FL Homes for Sale under $300,000

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  • /27

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,161 Sq Ft

    11564 Mizzon Dr Unit 102, Windermere, FL 34786

    **Windermere Renovated First-Floor Condo | Resort-Style Amenities | Minutes from Disney & Winter Garden Village** Beautifully renovated and move-in ready, this light-filled **first-floor** condo offers the perfect combination of comfort, convenience, and low-maintenance living in one of Windermere's most desirable gated communities. Ideally located just minutes from Disney, Winter Garden Village,

    Jose Rojo URBAN-O REAL ESTATE SOLUTIONS

    11564 Mizzon Dr Unit 102, Windermere, FL 34786
  • /26

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,161 Sq Ft

    8180 Boat Hook Loop Unit 102, Windermere, FL 34786

    Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Welcome to effortless Florida living in this move-in ready, light-filled first-floor condo located in the heart of Windermere. Perfectly positioned, this beautifully maintained residence offers the ideal combination of comfort, convenience, and

    Bobby Christiano COLDWELL BANKER REALTY

    8180 Boat Hook Loop Unit 102, Windermere, FL 34786
  • /2

    $5,000

    • 4 Beds
    • 3 Baths
    • 2,690 Sq Ft

    1348 Whitney Isles Dr, Windermere, FL 34786

    Foreclosure Auction Ends July 21, 2026 at 11:00 AM EST. Discover this spacious 4-bedroom, 3-bathroom single-family home, offering a unique opportunity in a desirable Windermere neighborhood. The list price is the opening bid for the online auction. Sold As-is.

    Jamie Boone Jaime L Boone LLC

    1348 Whitney Isles Dr, Windermere, FL 34786
  • /19

    $299,500

    • 2 Beds
    • 2 Baths
    • 1,161 Sq Ft

    8180 Boat Hook Loop Unit 109, Windermere, FL 34786

    Discover comfort and convenience in this well-appointed first-floor condo located in the heart of Windermere. Unit 109 offers a functional split-bedroom layout with inviting living spaces, generous natural light, and easy ground-level access. The kitchen opens seamlessly to the main living area, creating a welcoming flow that works equally well for everyday living or entertaining guests.The

    Reinaldo Roman ROMAN'S PRO REALTY LLC

    8180 Boat Hook Loop Unit 109, Windermere, FL 34786

Home Price Trends

Median Sale Price
$831,000
Median Single Family Sale Price
$1,085,990
Median Townhouse Sale Price
$392,000
Median 2 Bedroom Sale Price
$350,000
Average Price Per Sq Ft
$366
Number of Homes for Sale
250
Last 12 months Home Sales
685
Months of Supply
4.40
Median List Price
$950,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-2%
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