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Windermere, FL Condos for Sale

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  • /38

    $370,000

    • 4 Beds
    • 2.5 Baths
    • 2,067 Sq Ft

    14234 Desert Haven St Unit 14234, Windermere, FL 34786

    Spacious and well-appointed, this 4-bedroom, 2.5-bath townhome is the largest floor plan available in the community, offering over 2,000 square feet of comfortable living space. The layout includes a 2-car garage, screened-in patio, and a private fenced courtyard—perfect for relaxing outdoors or grilling with friends.Inside, the first floor features all tile flooring—durable, stylish, and

    Agent Photo

    Debi Roldan

    KELLER WILLIAMS ADVANTAGE III

    (407) 975-5312

    14234 Desert Haven St Unit 14234, Windermere, FL 34786
  • /28

    $339,000

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft

    8168 Boat Hook Loop Unit 107, Windermere, FL 34786

    Stunning Oasis in the Heart of Windermere! This is a must-see jewel with nice appointments and an open floor plan. It is perfect for your retirement home, busy professional or a first-time buyer !!!This beautiful 3-bedroom ground floor condo located conveniently opposite the clubhouse which has all the luxury amenities you could ask for. Inside you'll be impressed by the size of the living space

    Leonardo Rico UNITED REAL ESTATE PREFERRED

    8168 Boat Hook Loop Unit 107, Windermere, FL 34786
  • /35

    $295,000

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

    11446 Jasper Kay Terrace Unit 309 (1022), Windermere, FL 34786

    Welcome to Lakeside! This well maintained 2 bedroom/2 bath unit is located on the third floor with no upstairs neighbors! You'll be impressed by the size of the living area in this light and bright unit which includes a good size living room with separate dining area and a spacious kitchen with a breakfast bar and a tiled backsplash. All of the bedrooms are great sizes, the primary bedroom having

    Amanda Volence CHARLES RUTENBERG REALTY ORLANDO

    11446 Jasper Kay Terrace Unit 309 (1022), Windermere, FL 34786
  • /28

    $340,000

    • 3 Beds
    • 2.5 Baths
    • 1,534 Sq Ft

    14242 Desert Haven St Unit GE, Windermere, FL 34786

    Located in the gated community of Oasis Cove, this 3-bedroom, 2.5-bathroom condo offers a comfortable, low-maintenance lifestyle just minutes from Disney—with clear views of the nightly fireworks from your own home.The interior features a functional two-story layout with all bedrooms located upstairs, providing separation between living and private spaces. The main floor includes an

    James Goodyear REAL BROKER, LLC

    14242 Desert Haven St Unit GE, Windermere, FL 34786
  • /27

    $386,000

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

    14025 Oasis Springs Ln Unit 901, Windermere, FL 34786

    ***3D Tour on Virtual Tour Link 1*** This immaculately kept, gated end unit townhome boasts 3 bedrooms and 2.5 bathrooms. Step inside to discover a spacious layout seamlessly connecting the kitchen to the family room. The kitchen shines with stainless steel appliances, elegant wood cabinetry, and a convenient breakfast bar. Upstairs, the master suite awaits with a walk-in closet, double vanity,

    Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

    14025 Oasis Springs Ln Unit 901, 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

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft

    11446 Jasper Kay Terrace Unit 106 (1006), Windermere, FL 34786

    Whether you are looking for a primary residence, an investment property with a very high rental demand for its location and comfort or a vacation retreat, this condo is perfect for you. Beautiful condo located in Lakeside at Lakes of Windermere, corner unit on the first floor (ground floor) with covered balcony. Welcome to this stunning condo located in one of the best and most exclusive areas of

    Euclides Sebastiani Marquez ROMAN'S PRO REALTY LLC

    11446 Jasper Kay Terrace Unit 106 (1006), Windermere, FL 34786

Why Live in Windermere

Windermere, Florida, is a lakeside community known for its Old Florida charm and elegant homes along the Butler Chain of Lakes. With a population of about 3,000, Windermere attracts both affluent retirees and younger families, drawn by its beauty, privacy, and proximity to Orlando, approximately 20 miles away. The area features multiple gated neighborhoods, including the luxury community of Isleworth, known for its Mediterranean and French Provincial-style estates. Other notable neighborhoods include Reserve at Lake Butler Sound and Keene’s Point, offering large New Traditional and Mediterranean-style homes. Townhouses and condos, mainly on the west side, provide amenities like lake views and playgrounds.

Windermere's children attend highly rated Orange County Public Schools, and Windermere Preparatory School is a standout private institution serving prekindergarten through 12th grade. Residents enjoy various outdoor activities, including boating and fishing in the lakes, and memberships at Isleworth Golf & Country Club or The Golden Bear Club at Keene’s Point for golf, tennis, pickleball, and swimming. The town boasts over 10 parks, such as Central Park and Lake Bessie Lakefront Park, which offer playgrounds and scenic trails.

Main Street features locally owned shops and restaurants, and the weekly Windermere Farmers Market at Town Square Park is a local highlight. Nearby, The Grove shopping center and Restaurant Row in Dr. Phillips provide additional dining and shopping options. Windermere hosts popular events like the Windermere Wine and Dine in February and Food Truck Night from September to May. The community is conveniently located near Florida's Turnpike, Interstate 4, and Orlando International Airport, about 15 miles away.

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$687,000
Median Single Family Sale Price
$924,000
Median Townhouse Sale Price
$410,000
Average Price Per Sq Ft
$340
Number of Homes for Sale
163
Last 12 months Home Sales
452
Months of Supply
4.30
Median List Price
$780,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
2%
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