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Ranch Style Homes for Sale in Windermere, FL

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  • /34

    $840,000

    • 5 Beds
    • 2.5 Baths
    • 2,539 Sq Ft

    412 Forest St, Windermere, FL 34786

    Offered for the first time, this original 1973 ranch is a rare find in the heart of Windermere. Nestled on an oversized .42-acre lot along a picturesque sand street, this 5-bedroom, 2.5-bath home presents an exceptional opportunity to create your dream property in one of the town's most sought-after locations. Designed with Florida living in mind, the spacious floor plan opens to an oversized

    Agent Photo

    Judy Black

    UPSIDE REAL ESTATE INC

    412 Forest St, Windermere, FL 34786
  • /88

    $2,550,000

    • 4 Beds
    • 5 Baths
    • 4,136 Sq Ft

    4205 Clarice Estates Dr, Windermere, FL 34786

    Completely renovated in 2025. State-of-the-art showpiece located in the beautiful Estates at Lake Clarice. This updated residence offers an effortless blend of generous living spaces and serene surroundings with re-designed landscaping and updated landscape lighting on a 1-Acre Private Lot! From the moment you enter through the dramatic double 12' iron and glass doors the home makes a bold

    Cynthia Casola DALTON WADE INC

    4205 Clarice Estates Dr, Windermere, FL 34786
  • /5

    $679,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,177 Sq Ft

    2053 Woody Dr, Windermere, FL 34786

    Welcome to 2053 Woody Drive, where timeless Windermere charm meets modern updates. From the moment you arrive, you’ll appreciate the mature trees, spacious homesite, and the peaceful lifestyle this sought-after community offers. Step inside and you’ll find a beautifully updated kitchen that’s truly the heart of the home—perfect for everyday living and entertaining family and friends. The generous

    Vivian Saavedra LPT REALTY, LLC

    2053 Woody Dr, Windermere, FL 34786
  • /68

    $1,175,000

    $75K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,882 Sq Ft

    11536 Claymont Cir, Windermere, FL 34786

    Virtually Staged. Price Improvement! Welcome to luxury living inside the guard-gated community of Keene’s Pointe, home to the renowned Golden Bear Club and its Jack Nicklaus Signature golf course. Perfectly positioned within one of Windermere’s most sought-after neighborhoods, this exceptional single-story residence offers a refined blend of elegance, comfort, and lifestyle.Beautifully

    Matt Allen MATT ALLEN REAL ESTATE LLC

    11536 Claymont Cir, Windermere, FL 34786
  • /69

    $1,230,000

    • 4 Beds
    • 3 Baths
    • 3,478 Sq Ft

    2512 Tryon Place, Windermere, FL 34786

    Welcome to a rare opportunity in the highly sought-after The Manors at Butler Bay, in the heart of Windermere. This custom-built home is situated on nearly three-quarters of an acre and a corner lot. This impressive single-story residence offers 3,478 square feet of thoughtfully designed living space with 4 bedrooms, 3 full bathrooms, a side-entry 2-car garage, an extended driveway, and a

    Jamie Stolinas Crame CENTURY 21 CARIOTI

    2512 Tryon Place, Windermere, FL 34786
  • /4

    $1,575,000

    • 4 Beds
    • 2 Baths
    • 2,130 Sq Ft

    33 Main St, Windermere, FL 34786

    BUTLER CHAIN WATERFRONT Windermere 4/3 HOME WITH BOAT SLIP on a .37 acre Lot. Cypress trees line the beautiful serene canal leading directly to the 12 lakes of the Butler Chain. PRIVATE FINANCING IS AVAILABLE - (ask for terms and conditions). Access the Butler chain of lakes from your back yard to Lake Down or Lake Wauseon. Renovate or Build your own modern upscale dream home. Town of Windermere

    Bruce Higgins SAND DOLLAR REALTY GROUP INC

    33 Main St, Windermere, FL 34786

Home Price Trends

Median Sale Price
$840,000
Median Single Family Sale Price
$1,089,007
Median Townhouse Sale Price
$395,000
Median 2 Bedroom Sale Price
$350,000
Average Price Per Sq Ft
$370
Number of Homes for Sale
260
Last 12 months Home Sales
685
Months of Supply
4.60
Median List Price
$950,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
0%
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