14

Windermere, FL Homes for Sale under $500,000

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  • /18

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    11636 Water Run Alley, Windermere, FL 34786

    This property is a beautifully maintained 3-bedroom, 2.5-bath townhouse located in the desirable Ashlin Park community of Windermere. Built in 2017, this home features an open-concept layout filled with natural light, a modern kitchen with quartz countertops, stainless steel appliances, and espresso cabinetry. The spacious primary suite offers a walk-in closet and an elegant ensuite bath. Enjoy a

    Jose Jimenez EXP REALTY LLC

    11636 Water Run Alley, Windermere, FL 34786
  • /48

    $469,500

    • 4 Beds
    • 3 Baths
    • 2,212 Sq Ft

    7673 Ripplepointe Way, Windermere, FL 34786

    Welcome to Lake Burden, one of Windermere’s most desirable and well-established communities! This corner-lot townhome offers 4 true bedrooms and 3 full bathrooms, including a spacious downstairs suite perfect for guests or in-laws. With more square footage than most Townhomes, this layout also features a loft area, providing extra room for work or relaxation.Enjoy a vibrant lifestyle with

    Mahmoud Mango DALTON WADE INC

    7673 Ripplepointe Way, Windermere, FL 34786
  • /40

    $460,000

    • 3 Beds
    • 2.5 Baths
    • 2,001 Sq Ft

    13775 Bressler Alley, Windermere, FL 34786

    LIKE NEW 3 bedrooms 2.5 bathrooms TOWNHOME in sought after VINEYARDS OF HORIZON WEST in WINDERMERE. An inviting Front porch guides you in the luminous home, light grey Luxury Vinyl covers the first floor and all bathrooms, grey carpet covers the upstairs. Kitchen is spacious and comfortable, featuring a generous island, granite countertops and stainless-steel appliances. Also on the first floor

    Sonia Frederick BAHIA INTERNATIONAL REALTY

    13775 Bressler Alley, Windermere, FL 34786
  • /38

    $439,900

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    12930 Vennetta Way, Windermere, FL 34786

    Welcome to this beautifully renovated 3-bedroom, 2.5-bathroom townhouse in Berkshire Park, a highly desirable community in the heart of Windermere, Florida. With 1,644 sq ft of meticulously maintained living space, this move-in ready home is perfect for anyone seeking comfort, style, and convenience—just minutes from Walt Disney World, top-rated schools, and all that Central Florida has to

    Albert Viamontes, Jr FLORIDA IN MOTION REALTY INC

    12930 Vennetta Way, Windermere, FL 34786
  • /31

    $428,000

    • 3 Beds
    • 2.5 Baths
    • 1,588 Sq Ft

    11818 Water Run Alley, Windermere, FL 34786

    Beautiful and fully decorated 3-bedroom, 3-bathroom home with elegant finishes and many upgrades throughout. This property offers a private patio and a two-car garage, providing comfort and style in the desirable Ashley Park at Lakeside Village – Windermere community. Residents enjoy a private clubhouse with pool, well-maintained green areas, and pet-friendly walking paths with waste stations.

    Nelia Perez Urdaneta LA ROSA REALTY LLC

    11818 Water Run Alley, Windermere, FL 34786
  • /18

    $410,000

    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft

    7628 Billingham St, Windermere, FL 34786

    Discover this beautiful townhome located in the sought-after community of Wickman Park of Windermere. Offering 3 spacious bedrooms, 2 full bathrooms and a convenient hall bath. This home is filled with upgrades and designed for comfort. The open-concept first floor includes a modern kitchen with stainless steel appliances, a double-side sink, pantry, and breakfast area, all overlooking the

    Nelia Perez Urdaneta LA ROSA REALTY LLC

    7628 Billingham St, Windermere, FL 34786
  • /35

    $420,000

    • 3 Beds
    • 2.5 Baths
    • 1,748 Sq Ft

    12838 Strode Ln, Windermere, FL 34786

    Motivated Seller offering $5,000 Flex Cash to help make this home yours! With a recently replaced roof providing added peace of mind, this beautifully maintained residence also features upgraded flooring throughout—no carpet, just a clean, modern look designed for easy living. The spacious primary suite boasts a walk-in closet and private en-suite bath, while the rear-entry 2-car garage enhances

    Luis Leon Medina LA ROSA REALTY LLC

    12838 Strode Ln, Windermere, FL 34786
  • /21

    $480,000

    • 3 Beds
    • 2.5 Baths
    • 1,779 Sq Ft

    13333 Gorgona Isle Dr, Windermere, FL 34786

    Welcome to this spacious 3-bedroom, 2.5-bath townhome located in one of Windermere’s most peaceful and family-friendly communities. This property stands out as one of the largest interior models in the neighborhood, offering generous living space and functional design ,perfect for families or anyone looking for extra comfort.The home features a bright and open floor plan, a large living

    Margot Villacinda Chavez WRA BUSINESS & REAL ESTATE

    13333 Gorgona Isle Dr, Windermere, FL 34786
  • /42

    $479,900

    • 3 Beds
    • 2.5 Baths
    • 2,113 Sq Ft

    13757 Bressler Alley, Windermere, FL 34786

    Enjoy a low maintenance lifestyle with this two-story townhome, built in 2019, seconds from modern conveniences in the heart of Windermere. This well-maintained townhouse offers a comfortable living environment with a brand new roof, gutters, downspouts, and additional upgrades, resulting in a low electric bill, making it ready for years of memories. An open, combined main living space welcomes

    Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    13757 Bressler Alley, Windermere, FL 34786
  • /52

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 1,629 Sq Ft

    14155 Ancilla Blvd, Windermere, FL 34786

    Welcome to 14155 Ancilla Blvd, a charming three-bedroom, two-and-a-half-bathroom townhouse in the desirable Windermere community. This 1,629 square foot home offers a comfortable layout with a convenient ground-floor primary bedroom suite, perfect for easy living or hosting guests.The property features a bright colonial design with well-maintained landscaping that creates great curb

    Maritza Saint Hilaire COMPASS FLORIDA LLC

    14155 Ancilla Blvd, Windermere, FL 34786
  • /31

    $401,990

    • 3 Beds
    • 2.5 Baths
    • 1,554 Sq Ft

    8625 Coventry Park Way, Windermere, FL 34786

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the highly desirable Windermere Trails community! This spacious two-story home features a bright open floor plan and fresh interior paint throughout.The kitchen offers a chef kitchen, granite countertops, stainless steel appliances, and a large center island ideal for both everyday living and

    Alexandra Mateu BAHIA INTERNATIONAL REALTY

    8625 Coventry Park Way, Windermere, FL 34786
  • /20

    $410,000

    • 3 Beds
    • 2.5 Baths
    • 1,369 Sq Ft

    12744 Langstaff Dr, Windermere, FL 34786

    Beautiful townhouse located in Windermere, 3 br, 2.5 baths, full of natural lighting and unparalleled tranquility, featuring a private and fenced courtyard. Nice modern upgraded flooring and color scheme, new kitchen with quartz counter top, new hight in appliances, new AC. Beautiful Community pool and kiddie park. This home is so conveniently located close to Disney, mayor shopping & dining

    Ana Fermin PROPERTY WAREHOUSES OF AMERICA

    12744 Langstaff Dr, Windermere, FL 34786
  • /24

    $409,000

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    11686 Water Run Alley, Windermere, FL 34786

    Located in the heart of Windermere, this 3-bedroom, 2.5-bath townhome blends modern comfort with everyday convenience, offering 1,584 square feet of thoughtfully designed living space, a private 2-car garage, and a small fenced yard perfect for pets. Built in 2017, the home features granite countertops, stainless steel appliances, and a bright, open layout with a desirable southwest exposure.

    Chase Morton Tate COMPASS FLORIDA LLC

    11686 Water Run Alley, Windermere, FL 34786
  • /68

    $432,000

    • 4 Beds
    • 2.5 Baths
    • 2,028 Sq Ft

    8237 Serenity Spring Dr Unit 2605, Windermere, FL 34786

    Look this immaculate unit townhouse located in the gated community of Oasis Cove in Windermere is just what you have been waiting for! From the floors up, everything in this home is well maintained and has all the perfect upgrades you could ask for. Oasis Cove offers a maintenance free, resort-like lifestyle with a zero entry community pool, community clubhouse, fitness center, and a walking

    Adriana Amorim INT'L PROFESSIONAL REALTY INC

    8237 Serenity Spring Dr Unit 2605, Windermere, FL 34786

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$687,000
Median Single Family Sale Price
$929,999
Median Townhouse Sale Price
$414,000
Average Price Per Sq Ft
$343
Number of Homes for Sale
181
Last 12 months Home Sales
448
Months of Supply
4.80
Median List Price
$789,450
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
2%
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