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Explore Similar Townhomes Within 2 Miles of Windermere, FL

  • /41

    $435,000

    • 3 Beds
    • 2.5 Baths
    • 1,461 Sq Ft

    13808 Ancilla Blvd, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Beautiful 3-bedroom, 2.5-bath townhome located in the desirable SUMMERPORT community of Windermere. Residents enjoy fantastic amenities, including a CLUBHOUSE, a resort-style community swimming pool, tennis court, Volleyball court, basketball court, and a fitness center, multiple playground park and green spaces to enjoy beauty and nature, plus a

    Agent Photo

    Carlos German

    EXP REALTY LLC

    (407) 329-6677

    13808 Ancilla Blvd, Windermere, FL 34786
  • /43

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,912 Sq Ft

    13742 Beckman Dr, Windermere, FL 34786

    Welcome Home to this charming yet modern 3-bedroom, 2.5-bathroom townhome, ideally nestled within the Vineyards of Horizons West. Fall in love with the picturesque tree-lined street and inviting front porch—perfect for relaxing in a cozy rocking chair. Step inside to discover a beautifully updated sanctuary where soaring ceilings, tall windows, and a light-filled layout create a bright, airy

    Heather Pascoe Walker HAMPTON WINDSOR REALTY LLC

    13742 Beckman Dr, Windermere, FL 34786
  • /42

    $489,900

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

    13757 Bressler Alley, 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 Alley, Windermere, FL 34786
  • /34

    $409,000

    • 3 Beds
    • 2.5 Baths
    • 1,666 Sq Ft

    6930 Hochad Dr, Orlando, FL 32819

    Townhome in the Vistas at Phillips Commons, a gated community. Three Bedrooms, Two and one half Baths. Screened porch backs up to a conservation area. Kitchen has granite counter tops, stainless steel appliances and opens to the living/dining combo. Tile and laminate throughout and neutral colors. All Bedrooms on the second floor, Master has a large walk in closet, garden tub/shower combo and

    Jane Sims SIMS REALTY LLC

    6930 Hochad Dr, Orlando, FL 32819
  • /55

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 1,629 Sq Ft

    14155 Ancilla Blvd, Windermere, FL 34786

    Welcome to 14155 Ancilla Blvd, a charming three-bedroom, two-and-a-half-bathroom townhouse in the desirable Windermere community. This 1,629 square foot home offers a comfortable layout with a convenient ground-floor primary bedroom suite, perfect for easy living or hosting guests.The property features a bright colonial design with well-maintained landscaping that creates great curb

    Maritza Saint Hilaire COMPASS FLORIDA LLC

    14155 Ancilla Blvd, Windermere, FL 34786
  • /29

    $399,990 Open Sat 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,645 Sq Ft

    12975 Calderdale Ave, Windermere, FL 34786

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath end-unit townhouse nestled in the highly sought-after Wickham Park community in Windermere. Boasting an ideal layout and thoughtful features throughout, this home is perfect for comfortable everyday living and easy entertaining.Step inside to find tile flooring throughout the main level and plush carpeting upstairs. The spacious

    Stephen Hachey FLAT FEE MLS REALTY

    12975 Calderdale Ave, Windermere, FL 34786
  • /37

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft

    6874 Slaven Dr, Orlando, FL 32819

    Welcome to 6874 Slaven Drive — a Mediterranean-style 3-bedroom, 2.5-bath townhome located in a quiet, gated enclave in the heart of Dr. Phillips, one of Orlando’s most sought-after neighborhoods. Perfectly positioned just minutes from Universal Studios, Walt Disney World, SeaWorld, Restaurant Row, and less than 5 miles from Universal's Epic Universe, this home offers unbeatable access to Central

    Abby Greenberg COMPASS FLORIDA LLC

    6874 Slaven Dr, Orlando, FL 32819
  • /49

    $429,900

    • 3 Beds
    • 2.5 Baths
    • 1,985 Sq Ft

    7323 Cypress Grove Rd Unit 87, Orlando, FL 32819

    This beautifully designed home offers 3 spacious bedrooms, 3 full bathrooms, and nearly 2,000 square feet of living space. The open floor plan includes a large kitchen featuring a breakfast bar, a full suite of appliances, and a generous pantry. The double-sided fireplace adds a nice cozy touch to the family and living rooms. A formal dining area is right off the kitchen. Upstairs, a

    Diana Pentilla CINO INTERNATIONAL INC

    7323 Cypress Grove Rd Unit 87, Orlando, FL 32819
  • /28

    $394,999

    • 3 Beds
    • 2.5 Baths
    • 1,490 Sq Ft

    6327 Southbridge St, Windermere, FL 34786

    Welcome to the beautiful Southbridge Village community. A highly sought after community within the Windermere area. This gorgeous home has a spacious front porch, which is perfect to enjoy the Florida sunshine. Once you enter the home, there is a large open floor plan as you enter through the living room and continue into the kitchen and dining area. The kitchen has brand new 2024 stainless steel

    Vanessa Lee COLDWELL BANKER REALTY

    6327 Southbridge St, Windermere, FL 34786
  • /46

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,913 Sq Ft

    2167 Velvet Leaf Dr, Ocoee, FL 34761

    This beautifully maintained townhome offers the perfect combination of style, comfort, and convenience. Featuring an open-concept layout, modern kitchen with breakfast bar, spacious primary suite with walk-in closet, and a downstairs laundry, this home checks every box for easy, low-maintenance living. Located in the gated Villages of Wesmere community, residents enjoy RESORT STYLE AMENITIES

    Emilio Contreras EXP REALTY LLC

    2167 Velvet Leaf Dr, Ocoee, FL 34761
  • /53

    $409,500

    • 3 Beds
    • 2.5 Baths
    • 1,672 Sq Ft

    6873 Slaven Dr, Orlando, FL 32819

    Welcome to this charming townhouse located in the heart of Dr. Phillips, Orlando, FL. This beautifully maintained is in a gated community and this residence offers the perfect combination of style, comfort, and practicality. Updated in 2018/2019 to this home showcases tile flooring in all wet areas and elegant wood laminate flooring throughout the remaining spaces. Crown molding on the

    Marcelo Machado VITORIA REALTY CORPORATION

    6873 Slaven Dr, Orlando, FL 32819
  • /28

    $380,000

    • 3 Beds
    • 2 Baths
    • 1,471 Sq Ft

    13550 Carroway St, Windermere, FL 34786

    Nestled in the highly sought-after Merrick Landing at Summerport, this beautifully appointed corner townhome offers the perfect blend of comfort, convenience, and style. From the inviting covered front porch to the thoughtfully designed interior, this home is a true standout in the heart of Windermere. Step inside to discover an exceptional layout featuring 3 spacious bedrooms and 2.5 baths,

    Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

    13550 Carroway St, Windermere, FL 34786
  • /31

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,490 Sq Ft

    13707 Lensdale Ln, Windermere, FL 34786

    This 3-bedroom, 2.5-bathroom home is set in one of Windermere’s most family-friendly communities. An open layout provides plenty of space for everyday living and entertaining. The primary suite offers comfort and privacy, while two additional bedrooms create flexibility for family, guests, or a home office. A convenient half bath on the main level adds to the home’s functionality. Natural

    Cesar Estrada, PA EXP REALTY LLC

    13707 Lensdale Ln, Windermere, FL 34786
  • /28

    $365,000

    • 2 Beds
    • 2.5 Baths
    • 1,280 Sq Ft

    7418 Bentonshire Ave, Windermere, FL 34786

    Welcome to this beautifully maintained 2-bedroom, 2.5-bathroom townhouse in the highly desirable community of Wickham Park in Windermere.Built in 2007, this move-in-ready home offers 1,228 square feet of comfortable living space—perfect for homeowners or investors alike.Recent upgrades include freshly painted walls, professionally cleaned carpets, and a renovated screened-in

    Victor Barroeta MBT REALTY LLC

    7418 Bentonshire Ave, Windermere, FL 34786
  • /66

    $378,000

    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft

    7462 Bentonshire Ave, Windermere, FL 34786

    Move in ready 3/2.5 Townhome in Windermere! New roof 2024. AC compressor new June 2025. Rear entry 2 car garage. All stainless-steel fridge, stove, microwave and dishwasher and solid surface counter tops. Versatile all ceramic tiled 1st floor plan with formal dining room or use as front office. Open kitchen to rear great room that opens to covered screened private patio and fenced yard. All

    Ivan Petkov FLORIDA REALTY INVESTMENTS

    7462 Bentonshire Ave, Windermere, FL 34786
  • /12

    $249,900

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft

    7266 Oak Meadows Cir, Orlando, FL 32835

    Price newly reduced for quick sale! Ready to stop renting? Come and view this 2 bedrooms, two bathroom 1/2 a duplex. Centrally located, close to shopping and major roadways and no Home owners association. Don't miss this opportunity! Come, view it and make it yours... today!

    Aidilyn Fuentes REALTY GROUP SPECIALISTS, LLC

    7266 Oak Meadows Cir, Orlando, FL 32835
  • /35

    $679,000

    • 3 Beds
    • 2.5 Baths
    • 1,985 Sq Ft

    7420 Cypress Grove Rd Unit 132, Orlando, FL 32819

    Experience LAKEFRONT LIVING in this completely renovated 3-bedroom, 2.5-bathroom lakefront townhome located in the highly sought-after gated community of Phillips Bay. This exceptional townhome is available for purchase fully furnished, offering a turnkey opportunity. Nestled alongside a tranquil nature preserve with breathtaking lake views, this designer residence offers refined lakefront living

    Julie Christensen COMPASS FLORIDA LLC

    7420 Cypress Grove Rd Unit 132, Orlando, FL 32819
  • /31

    $374,999

    • 2 Beds
    • 2.5 Baths
    • 1,557 Sq Ft

    6936 Hochad Dr, Orlando, FL 32819

    Fresh exterior paint has been completed! Welcome to The Vistas at Phillips Commons! This tranquil TOWNHOME community is located just seconds from I-4 and in close proximity to Universal Studios, Volcano Bay, Sand Lake's Restaurant Row, I-Drive, Disney and so much more. Enjoy the secure nature of a GATED community paired with a HIGHLY rated school district, perfectly catering to the

    Mark Russell, Jr COLDWELL BANKER REALTY

    6936 Hochad Dr, Orlando, FL 32819
  • /6

    $225,000

    • 3 Beds
    • 1.5 Baths
    • 1,234 Sq Ft

    428 Sand Lime Rd, Winter Garden, FL 34787

    Short Sale. Short Sale. Short Sale. SHORT SALE. SHORT SALE, 3 bedroom, 1.5 bath townhome in Winter Garden Just a 7 minutes to downtown Winter Garden Come and see it. Great location, close to express way, restaurants, stores and easy access to FL Turnpike, SR 408, SR 429,Don't miss out the opportunity to own a piece of property. Low HOA

    Amanda Linsey VYLLA HOME

    428 Sand Lime Rd, Winter Garden, FL 34787

Why Live in Windermere

Windermere is a small, exclusive neighborhood situated in the middle of the Butler Chain of Lakes, known for its luxurious waterfront real estate and celebrity residents. The area features custom-built homes with high-end amenities, including saunas, resort-style pools, and private boat docks. Home styles range from Mediterranean mansions to modern designs, with sizes varying from 1,500 to 15,000 square feet on lots between 7,000 square feet and over 2 acres. The neighborhood is home to the prestigious Isleworth Golf and Country Club, which boasts a nearly 90,000-square-foot clubhouse, spa, and infinity pool. Residents enjoy numerous outdoor attractions, such as Bird Island for jet skiing and Lake Bessie Lakefront Park for biking. Windermere also hosts a variety of community events, including Food Truck Nights, PetFest, and a weekly farmer’s market. Dining options feature local favorites like Pizza 14 and Dixie Cream Café. Windermere Elementary School is highly rated, contributing to the neighborhood's appeal for families. Safety in Windermere is comparable to the national average, providing a secure environment for residents. The neighborhood is conveniently located 15 miles from Downtown Orlando and 10 miles from Walt Disney World Resort, making it a central and desirable location for those seeking a blend of luxury and accessibility.

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$1,255,000
Median Single Family Sale Price
$1,450,000
Average Price Per Sq Ft
$520
Number of Homes for Sale
22
Last 12 months Home Sales
55
Months of Supply
4.80
Median List Price
$1,595,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-10%
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