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Windermere, FL Condos for Sale

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    $330,000

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft

    11446 Jasper Kay Terrace Unit 103, Windermere, FL 34786

    Welcome to 11446 Jasper Kay Terrace, Unit 103, a beautifully updated first-floor condominium offering comfortable, low-maintenance living in a gated Windermere community. This move-in ready residence features a desirable split-bedroom floor plan with three bedrooms and two bathrooms, providing both privacy and functionality.The open-concept layout seamlessly connects the kitchen, dining, and

    Jay Stewart SOUTHERN REALTY GROUP LLC

    11446 Jasper Kay Terrace Unit 103, Windermere, FL 34786
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    $320,000

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

    11434 Jasper Kay Terrace Unit 106, Windermere, FL 34786

    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 lanai Welcome to this stunning condo located in one of the best and most exclusive areas of Orlando Fl such as Windermere, with 3 bedrooms and 2

    Eric Jia NUMBER 1 BROKER, LLC

    11434 Jasper Kay Terrace Unit 106, Windermere, FL 34786
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    $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
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    $325,000

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

    8168 Boat Hook Loop Unit 724, Windermere, FL 34786

    Virtually Staged. Imagine coming home to a resort-style community just minutes from Walt Disney World! This beautiful 3 Bed + 2 Bath top-floor unit is located in the highly sought-after Horizon West area of Windermere, where comfort, convenience, and an exceptional location come together. Perfectly situated directly across from the clubhouse with easy elevator access, this bright and spacious

    Brian Lemay ROMAN REALTY GROUP, LLC

    8168 Boat Hook Loop Unit 724, Windermere, FL 34786
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    $359,900

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

    14442 Desert Haven St Unit 4305, Windermere, FL 34786

    Beautiful Two-Story Condo in Gated Windermere Community – Minutes from Disney World Welcome to this stunning two-story condo located in the heart of Windermere, inside a beautifully maintained gated community and conveniently located near shopping centers, markets, restaurants, and everyday conveniences. This spacious townhome features 3 bedrooms, 2 full bathrooms, and 1 half bathroom, with a

    Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

    14442 Desert Haven St Unit 4305, Windermere, FL 34786
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    $409,975

    Open Sun 12PM - 3PM $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    8218 Mystic View Way Unit 2801, Windermere, FL 34786

    NEW PRICE ADJUSTMENT! Welcome home to GATED OASIS COVE COMMUNITY offering resort style living! END UNIT Condo, impeccable condition, features 3 BR, 2.5 Baths and NEW A/C, minutes from Disney, you'll enjoy FIREWORKS every night! This home is MOVE-IN READY with NEW A/C, high end upgrades including Luxury Vinyl Floors, Plantation Shutters, Upgraded Lighting, elevated ceilings, and lots of natural

    Deb Obert WEICHERT REALTORS HALLMARK PRO

    8218 Mystic View Way Unit 2801, 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
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    $325,000

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft

    11564 Mizzon Dr Unit 923, Windermere, FL 34786

    Welcome to this gorgeous 3-bedroom, 2-bath corner unit condo in the highly desirable Lakeside at Lakes of Windermere! This beautifully maintained community is just minutes from the world-class shopping, dining, and entertainment of both Windermere and Winter Garden. Many dining choices as well as Publix are also within easy walking distance. Residents enjoy exceptional amenities, including a

    Zach Lay WATSON REALTY CORP.

    11564 Mizzon Dr Unit 923, Windermere, FL 34786

Why Live in Windermere

Windermere, Florida, is a small town known for its Old Florida charm and scenic setting on the Butler Chain of Lakes. It celebrated its centennial in 2025, and features quiet, walkable streets shaded by loblolly pines and live oaks draped with Spanish moss. The community is family-friendly, with highly rated public and private schools, including Windermere Elementary, Bridgewater Middle, Windermere High and Windermere Preparatory Academy. Windermere is composed of multiple subdivisions, many gated, with homes ranging from Mediterranean and French Provincial estates in Isleworth to Colonial Revivals and Contemporary styles in other developments. Townhomes and condos are also available in communities like Lake Burden and the Lakes of Windermere. The town offers various amenities, including the Windermere Recreation Center, Town Square Park, and private clubs like Isleworth Golf & Country Club. Residents enjoy local events such as the Windermere Wine & Dine and the weekly Windermere Farmer’s Market. Main Street features locally owned shops and dining options, while the nearby Grove shopping center and Dr. Phillips Restaurant Row provide additional choices. Windermere is conveniently located less than 15 miles from Orlando’s major attractions, hospitals, and about 25 miles from Orlando International Airport.

Condo Price Trends

Median Condo Price
$310,000
Median 2-Bedroom Condo Price
$295,000
Median 3-Bedroom Condo Price
$315,000
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