14

Windermere, FL Homes for Sale under $400,000

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  • /31

    $390,000

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    7723 Fairgrove Ave, Windermere, FL 34786

    Well maintained, move-in ready 3 bedrooms, 2.5 bathrooms townhouse in the Lake Sawyer South community in Windermere. The kitchen features a breakfast bar, granite countertops, stainless steel appliances and a walk-in pantry. The dining room has French doors that lead to an enclosed brick paver courtyard that connects to a detached 2 car garage. The first floor also includes a large family room, a

    Larry Bautista CHARLES RUTENBERG REALTY ORLANDO

    7723 Fairgrove Ave, Windermere, FL 34786
  • /32

    $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
  • /29

    $385,000

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    14422 Desert Haven St Unit 4206, Windermere, FL 34786

    Beautiful townhome located in a quiet and well-maintained community. This property features a functional layout with spacious, light-filled interiors. It offers 3 bedrooms and 2.5 bathrooms. The kitchen is equipped with appliances, and ample storage space—perfect for everyday living and entertaining. Additionally, it includes a private patio, perfect for relaxing or enjoying outdoor time. The

    Monica Duran MD3 HOMES LLC

    14422 Desert Haven St Unit 4206, Windermere, FL 34786
  • /34

    $389,000

    $6K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,632 Sq Ft

    6390 Southbridge St, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Immaculately maintained from top to bottom, including a NEWER A/C (2023) and newer roof (2021), this 4-bedroom, 2.5-bath townhome in the desirable Southbridge Village community delivers the ideal blend of style and location in the heart of Windermere! Framed by mature landscaping and a

    Jennifer Wemert WEMERT GROUP REALTY LLC

    6390 Southbridge St, Windermere, FL 34786
  • /27

    $295,000

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

    11564 Mizzon Dr Unit 102, Windermere, FL 34786

    **Windermere Renovated First-Floor Condo | Resort-Style Amenities | Minutes from Disney & Winter Garden Village** Beautifully renovated and move-in ready, this light-filled **first-floor** condo offers the perfect combination of comfort, convenience, and low-maintenance living in one of Windermere's most desirable gated communities. Ideally located just minutes from Disney, Winter Garden Village,

    Jose Rojo URBAN-O REAL ESTATE SOLUTIONS

    11564 Mizzon Dr Unit 102, Windermere, FL 34786
  • /38

    $399,900

    $50K PRICE DROP
    • 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
  • /49

    $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
  • /26

    $295,000

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

    8180 Boat Hook Loop Unit 102, Windermere, FL 34786

    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 resort-style amenities just minutes from Disney, Winter Garden Village, and directly across from Lakeside Village Center with shopping, dining, and

    Bobby Christiano COLDWELL BANKER REALTY

    8180 Boat Hook Loop Unit 102, Windermere, FL 34786
  • /17

    $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
  • /50

    $380,000

    $6K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    12966 Vennetta Way, Windermere, FL 34786

    PRICE ADJUSTMENT! Discover the perfect blend of comfort and convenience in this spacious 3-bedroom, 2.5-bath townhouse located in the highly sought-after Lake Sawyer South community in Windermere.Surrounded by picturesque, tree-lined streets, this well-maintained home welcomes you with a bright and open kitchen area featuring granite countertops, stainless steel appliances, and a walk-in

    Mae Stigell JASON MITCHELL REAL ESTATE FLO

    12966 Vennetta Way, Windermere, FL 34786
  • /19

    $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
  • /29

    $353,500

    $2K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,480 Sq Ft

    8821 Danforth Dr, Windermere, FL 34786

    PRICE IMPROVEMENT! Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome nestled within a charming tree-lined community. This home offers a peaceful setting while ideally located just minutes from Disney, this home offers both convenience and comfort in one of Windermere's most desirable areas. This well cared for home is move-in-ready, clean and bright. The thoughtfully

    Edward Wallace KELLER WILLIAMS ADVANTAGE III

    8821 Danforth Dr, 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
  • /15

    $359,900

    • 2 Beds
    • 2.5 Baths
    • 1,429 Sq Ft

    Unlisted Address

    Welcome to this beautifully maintained 2-bedroom, 21⁄2-bathroom corner lot townhome in the highly desirable Windermere area! Located at 8905 Newmarket Drive, this home offers the perfect blend of comfort, style, and convenience. The spacious open floor plan is filled with natural light and designed for both everyday living and entertaining. The kitchen features clean white appliances, ample

    Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

    Unlisted Address

Home Price Trends

Median Sale Price
$840,000
Median Single Family Sale Price
$1,089,007
Median Townhouse Sale Price
$392,000
Median 2 Bedroom Sale Price
$350,000
Average Price Per Sq Ft
$367
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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