14

Windermere, FL Homes for Sale under $500,000

Section Image
  • /33

    $439,000

    • 3 Beds
    • 2.5 Baths
    • 1,565 Sq Ft

    7625 Sutherton Ln, Windermere, FL 34786

    Welcome to this beautifully renovated and meticulously maintained 3-bedroom, 2.5-bath end-unit townhome in the highly sought-after Wickham Park community of Windermere. Designed for modern living, this home blends comfort, style, and functionality. Step through the full-glass storm door into an inviting open-concept living area with 9+ ft ceilings and abundant natural light. The upgraded kitchen

    Sharon Six SOLD BY SIX REALTY, LLC

    7625 Sutherton Ln, Windermere, FL 34786
  • /18

    $428,000

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

    11636 Water Run Aly, 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 Aly, 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
  • /40

    $455,000

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

    13775 Bressler Aly, 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 Aly, Windermere, FL 34786
  • /39

    $460,000

    • 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 and

    Margot Villacinda Chavez WRA BUSINESS & REAL ESTATE

    13333 Gorgona Isle Dr, Windermere, FL 34786
  • /30

    $460,000

    • 3 Beds
    • 2.5 Baths
    • 1,976 Sq Ft

    13752 Bressler Aly, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Ask about a lender provided RATE BUY-DOWN CREDIT on this home ~ Seller may consider buyer concessions if made in an offer ~ Welcome to effortless living in the heart of Windermere! This fantastic 3-bedroom, 2.5-bath townhome in the highly desirable Vineyards/Horizon West community offers modern upgrades, a bright and airy layout, and a prime

    Jennifer Wemert WEMERT GROUP REALTY LLC

    13752 Bressler Aly, Windermere, FL 34786
  • /42

    $474,900

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

    13757 Bressler Aly, 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 Aly, Windermere, FL 34786
  • /45

    $499,999

    • 4 Beds
    • 3 Baths
    • 1,786 Sq Ft

    12060 Via Caselli Ln, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Welcome to this well-maintained 4-bedroom, 3-bathroom townhome offering nearly 1,800 square feet of comfortable living in a desirable community. Perfectly situated directly across from the community pool, this home provides convenience and a prime location.Inside, you’ll find a bright and open floor plan with spacious living and dining areas,

    Avani Shah COLDWELL BANKER REALTY

    12060 Via Caselli Ln, 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
  • /57

    $459,000

    • 3 Beds
    • 2.5 Baths
    • 1,919 Sq Ft

    12333 Via Derna Place, Windermere, FL 34786

    Welcome to this beautifully updated 1,919 sq/ft townhome in the highly desirable Carrington community of Windermere. This spacious 3-bedroom, 2.5-bath residence features a freshly renovated family room, kitchen, and shared bathroom, offering a modern and inviting living experience from the moment you enter. The open-concept layout provides excellent flow for everyday living and entertaining,

    Marco Romero YELLOW ROCK REALTY CORP

    12333 Via Derna Place, Windermere, FL 34786
  • /38

    $429,900

    • 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 offer.

    Albert Viamontes, Jr FLORIDA IN MOTION REALTY INC

    12930 Vennetta Way, Windermere, FL 34786
  • /32

    $410,000 Open Sat 11AM - 2PM

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

    11818 Water Run Aly, Windermere, FL 34786

    SELLER OFFERS up to $3,000 toward buyer's closing costs. NEW exterior paint completed by HOA. NEW INTERIOR PAINT and NEW REFRIGERATOR, DISHWASHER AND MICROWAVE - all ready to go. 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

    Nelia Perez Urdaneta LA ROSA REALTY LLC

    11818 Water Run Aly, Windermere, FL 34786
  • /24

    $409,000

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

    11686 Water Run Aly, 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 Aly, Windermere, FL 34786
  • /46

    $500,000

    • 3 Beds
    • 2.5 Baths
    • 1,826 Sq Ft

    10750 Reams Rd, Windermere, FL 34786

    Former Meritage model home with nightly Disney fireworks views, perfectly situated on a premium corner lot in sought-after Windermere Trails. The Angelou floorplan offers a spacious, open layout designed for both style and comfort. The kitchen features granite countertops, upgraded cabinetry with hardware, stainless steel appliances, and a functional layout that opens seamlessly to the dining,

    Robert Larkan EXECUTIVE PROPERTIES

    10750 Reams Rd, Windermere, FL 34786

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$850,000
Median Single Family Sale Price
$1,080,813
Median Townhouse Sale Price
$409,500
Median 2 Bedroom Sale Price
$297,500
Average Price Per Sq Ft
$364
Number of Homes for Sale
224
Last 12 months Home Sales
644
Months of Supply
4.20
Median List Price
$972,400
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
9%
How to Buy a Home How to Finance a Home How to Sell a Home