18

Windermere, FL Homes for Sale under $500,000

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  • /32

    $455,000

    • 3 Beds
    • 2.5 Baths
    • 2,002 Sq Ft

    13733 Bressler Aly, Windermere, FL 34786

    Location location location!! This beautiful 3 bedrooms, 2 1/2 baths, includes a spacious open floor plan with a breakfast bar in the kitchen area and Living Room/Dining Room Combo. Master Bedroom is located on the second floor, as well as two more bedrooms. This two car garage townhouse has a charming front porch which overlooks the pond and offers, not one, but two community pools and a

    Agent Photo

    Robert Welker, III

    CORCORAN PREMIER REALTY

    (689) 336-7911

    13733 Bressler Aly, Windermere, FL 34786
  • /61

    $487,000

    • 4 Beds
    • 2.5 Baths
    • 2,092 Sq Ft

    10624 Reams Rd, Windermere, FL 34786

    Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design connects the spacious living and with the kitchen, perfect for entertaining. The primary

    Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

    10624 Reams Rd, Windermere, FL 34786
  • /26

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 1,974 Sq Ft

    12353 Via Derna Place, Windermere, FL 34786

    The house does not include furniture.Welcome to this beautifully maintained 3-bedroom, 3-bathroom townhouse, with furniture available for negotiation, located in the desirable Carrington at Windermere community. This residence provides a well-designed open-concept floor plan that seamlessly blends comfort and functionality, ideal for both everyday living and entertaining. The home features

    Tiago Ferreira AUTHENTIC REAL ESTATE TEAM

    12353 Via Derna Place, Windermere, FL 34786
  • /31

    $449,900

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

    5849 Soter Ln, Windermere, FL 34786

    Beautiful 3-bedroom, 2.5-bathroom townhome in the desirable Horizon West area. This spacious two-story home features an open-concept layout with a bright living and dining area that flows into the kitchen, perfect for everyday living and entertaining. Upstairs you’ll find a large primary suite with private bath and walk-in closet, along with two additional bedrooms and a full bathroom. Convenient

    Juliet Saldarriaga ORLANDO HOME DEALER LLC

    5849 Soter Ln, Windermere, FL 34786
  • /53

    $469,000

    • 4 Beds
    • 3 Baths
    • 1,980 Sq Ft

    6552 Helmsley Cir, Windermere, FL 34786

    Welcome home to Preston Square in beautiful Windermere! This stunning corner-unit townhome with 4 bedroom, 3 bathrooms offers the perfect blend of comfort, style, and convenience, with a new roof and fresh exterior paint. Step onto the cozy front porch and into a bright, inviting two-story home filled with natural light. The main living areas feature tile flooring throughout; great room showcases

    Morgan Horsley THE REAL ESTATE COLLECTION LLC

    6552 Helmsley Cir, 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
  • /24

    $465,000

    • 3 Beds
    • 3 Baths
    • 1,891 Sq Ft

    12305 Via Derna Place, Windermere, FL 34786

    Welcome to this move-in ready 3-bedroom, 3-bath townhome in Windermere FL located in the desirable Carrington community near Walt Disney World, offering low-maintenance living and a prime Central Florida location. Major updates include a NEW ROOF (2022) for peace of mind and long-term value. From the moment you arrive, you’ll notice the curb appeal, mature landscaping, and covered entry. Inside,

    Jennifer Wemert WEMERT GROUP REALTY LLC

    12305 Via Derna Place, Windermere, FL 34786
  • /52

    $445,000

    • 3 Beds
    • 2.5 Baths
    • 1,881 Sq Ft

    7644 Ripplepointe Way, Windermere, FL 34786

    Welcome to Lake Burden, one of Windermere’s most desirable and well-established communities! This corner-lot townhome offers 3 bedrooms, 2.5 bathrooms plus office. This open-concept floor plan that flows seamlessly with a well-appointed kitchen with granite countertops and backsplash, and a walk-in pantry. Large living room features high ceilings and tons of windows for natural light. French

    Kelly Zannini HOMEVEST REALTY

    7644 Ripplepointe Way, Windermere, FL 34786
  • /18

    $425,000

    • 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
  • /32

    $410,000

    • 3 Beds
    • 2.5 Baths
    • 1,569 Sq Ft

    7249 Shadeview Aly, Windermere, FL 34786

    This enchanting home located near all of Florida’s theme parks, necessities, and more can be yours today! What a stunning home located in a great neighborhood, feel safe in this community that also has a community pool and a playground! Minutes away from Disney, several shopping centers, spectacular schools, and more feel wonderful living close to everything one would need! Stepping into the

    Blanca Armada REMAX PREMIER PROPERTIES

    7249 Shadeview Aly, Windermere, FL 34786
  • /35

    $430,000

    • 3 Beds
    • 2.5 Baths
    • 1,589 Sq Ft

    13366 Abuela Aly, Windermere, FL 34786

    Welcome to this beautiful and move-in ready townhome located in the highly desirable Windermere area. Built in 2020, this modern residence offers the perfect combination of style, comfort, and low-maintenance living.This spacious home features 3 bedrooms, 2.5 bathrooms, and an open-concept layout ideal for both everyday living and entertaining. The kitchen showcases quartz countertops,

    Alexandra Mateu BAHIA INTERNATIONAL REALTY

    13366 Abuela Aly, Windermere, FL 34786
  • /40

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    8648 Powder Ridge Trail, Windermere, FL 34786

    LOCATION, LOCATION, LOCATION! Welcome to this stunning bungalow-style single-family home located in the highly sought-after Windermere Trails community—where lifestyle, convenience, and charm meet at your front door.Built by Meritage Homes (consistently ranked among the best builders in Florida), this residence features the desirable Angelou floor plan offering 3 bedrooms, 2.5 bathrooms, a

    Renan Serretiello NOVA REAL ESTATE SERVICES INC

    8648 Powder Ridge Trail, Windermere, FL 34786
  • /24

    $415,000

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

    12405 Cruxbury Dr, Windermere, FL 34786

    Discover this spotless corner-unit townhome in Windermere Lakes, offering some privacy with a serene conservation area behind the home and no neighbors on one side. The open-concept layout seamlessly connects the kitchen to the living area, creating an inviting space for everyday living and entertaining. The kitchen features stainless steel appliances, 42” cabinets, added custom cabinetry, and

    Steve Lang HOMEVEST REALTY

    12405 Cruxbury Dr, Windermere, FL 34786
  • /38

    $414,900

    • 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
  • /22

    $425,000

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

    9055 Legado Dr, Windermere, FL 34786

    Welcome to this beautiful former model townhome in the outstanding Legado community in Windermere, Florida with your own view of the Disney Fireworks! Legado is perfectly positioned near Winter Garden, Horizon West, and just minutes from Disney! Whether you're searching for a private Disney getaway, a smart investment property, or a place to call home, this location truly delivers. Offering 3

    Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

    9055 Legado Dr, Windermere, FL 34786
  • /21

    $409,900

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

    11686 Water Run Aly, Windermere, FL 34786

    Welcome to this beautiful townhome located at 11686 Water Run Aly in the desirable Windermere community of Ashlin Park. Built in 2017, this well-maintained 3-bedroom, 2.5-bath home offers approximately 1,584 sq ft of comfortable living space with a modern open-concept layout.The kitchen features granite countertops, stainless steel appliances, and ample cabinetry overlooking the bright living and

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

    11686 Water Run Aly, Windermere, FL 34786
  • /42

    $459,000

    • 3 Beds
    • 2.5 Baths
    • 1,531 Sq Ft

    7327 Millstone St, Windermere, FL 34786

    A rare find in townhome living in the exclusive Lake Burden community of Windermere — this pristine corner unit sits tucked at the edge of the community, offering exceptional privacy and natural light, with views of beautiful and well-kept gardens. Enjoy morning coffee on the beautiful front porch before stepping inside to soaring ceilings and hardwood floors. The well-appointed kitchen features

    Storm Miller COMPASS FLORIDA LLC

    7327 Millstone St, Windermere, FL 34786
  • /33

    $415,000

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

    12804 Salomon Cove Dr, Windermere, FL 34786

    Experience elevated living in this beautifully updated Windermere townhouse, where timeless design meets modern convenience. Fresh interior paint, plush new carpeting, new water heater, and a full array of new appliances- including refrigerator, dishwasher, stove, washer and dryer - offers effortless, move-in-ready comfort. An elegant and generous workspace ideal for daily living and

    Beverly Bray BLUEWATER REALTY SERVICES LLC

    12804 Salomon Cove Dr, Windermere, FL 34786

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$830,000
Median Single Family Sale Price
$1,083,751
Median Townhouse Sale Price
$391,000
Median 2 Bedroom Sale Price
$295,000
Average Price Per Sq Ft
$361
Number of Homes for Sale
239
Last 12 months Home Sales
654
Months of Supply
4.40
Median List Price
$950,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-1%
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