Displaying: For Sale
Location: Windermere
Property Type(s): Townhomes
Beds: 4 to 4
Do Not Show Listings
Windermere - 4 properties found
6552 HELMSLEY CIRCLE, WINDERMERE, FL 34786
$469,00077 Days on yellowkey MLS ID: O6392752
0 Days Off yellowkey (back on 5/31/2026)
REDUCED by $10,000 (2.1%) on 04/23/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1980 Built: 2008Monthly Fee: $315 Tax: $3,248 (2025)Community: Preston SquareTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,248
Elementary School: Sunset Park Elem
High School: Windermere High School
Tax Year: 2025
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. 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 a mirror accent wall along with board and batten in the dining area. Kitchen features granite countertops, breakfast bar, stainless steel appliances, and stone backsplash. Sliding glass door leads to a private paver patio, perfect for relaxing or entertaining. Downstairs bedroom with full bath, inside laundry room plus a utility sink leads to the attached two-car garage with long driveway for additional parking. Upstairs you will find 3 additional bedrooms, stunning primary suite with balcony views. Primary bath features dual sinks, large garden tub, and separate shower. Preston Square offers amenities including a stunning community pool, playground, mature landscaping, basketball court, green space for events, and fitness stations. Ideally located near local dining, shopping, top-rated schools, golf courses, hospitals, and major roadways and attractions.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Morgan Horsley (256-283-8747)
6390 SOUTHBRIDGE ST, WINDERMERE, FL 34786
$395,000104 Days on yellowkey MLS ID: O6385153
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1632 Built: 2007Monthly Fee: $249 Tax: $6,073 (2025)Community: Southbridge VillageTownhouse
Taxes:$6,073
Elementary School: Keene Crossing Elementary
Middle School: Bridgewater Middle
Remarks: 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), 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 WOODED VIEW from the front of the home, the charming CURB APPEAL immediately sets the tone for what awaits inside. Beautiful TILE & ENGINEERED HARDWOOD FLOORS flow throughout the home, complemented by crown molding, tons of natural light, and thoughtfully designed living spaces that feel both warm and functional. The OPEN LIVING & DINING areas create an easy everyday flow, while the spacious kitchen offers ample storage, STAINLESS STEEL APPLIANCES, a tiled backsplash, and a prep ISLAND with additional cabinetry and workspace. Access to the private PAVER PATIO and rear-facing 2-CAR GARAGE adds convenience and easy indoor/outdoor living. The MAIN FLOOR PRIMARY SUITE is perfectly situated for privacy and filled with more natural light, featuring a WALK-IN CLOSET and a well-appointed en-suite bath. Upstairs, a versatile BONUS/LOFT provides additional living space ideal for a media area, playroom, or home office, along with three additional bedrooms and a second full bath. A convenient main floor half bath adds flexibility for guests. Residents of Southbridge Village enjoy access to a COMMUNITY POOL and playground, along with a highly walkable location close to Publix, shopping, dining, golf, and everyday conveniences. With easy access to 429, area theme parks, and local attractions, this move-in ready Windermere townhome is perfectly suited as a primary residence, second home, or solid investment opportunity. Call today, schedule your tour, and discover the possibilities!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
7560 BENTONSHIRE AVE, WINDERMERE, FL 34786
$445,00034 Days on yellowkey MLS ID: O6405384
1 Days Off yellowkey (back on 5/26/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1905 Built: 2009Monthly Fee: $185 Tax: $6,652 (2025)Community: Wickham Park 04 05 06 09 10 11 12 01Townhouse
Taxes:$6,652
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome Home! Do not miss out on this Turnkey Corner Lot Townhome with 2 PRIMARY BEDROOMS. This desirable unit features 4 bedrooms, 3.5 bathrooms a rear-entry 2-car garage. The oversized kitchen is equipped with stainless steel appliances that are 5 years of age, Silestone countertops, 42-inch soft-close cabinets with under cabinet lighting and a double size pantry providing plenty of storage. Downstairs offers wood flooring and tile throughout. A convenient first-floor Primary Bedroom makes the perfect In Law Suite. Upstairs features Brand New Berber Carpet, Second Primary Bedroom, Bedrooms 3 and 4 with a Jack and Jill Bathroom. Washer and dryer are included for added convenience, 5 years of age. Enjoy fresh exterior paint and new roof 2024. Front Door replaced and upgraded to Vinyl. Interior offers new paint and upgraded baseboards downstairs. AC unit is 7 years old. Community Amenities include a sparkling pool and a Clubhouse ideal for parties and events. The community also features a Dog Park, Playground, Walking/Biking Trails throughout and 2 ponds. Located close to top-rated area schools, excellent shopping and dining destinations, and just minutes from Disney Parks — this home offers both comfort and a highly desirable location!
Listing is courtesy of: SOLD BY SIX REALTY, LLC (407-375-2330)
Listing Agent: Sharon Six (407-375-2330)
13730 CALERA ALY, WINDERMERE, FL 34786
$465,00016 Days on yellowkey MLS ID: O6410129
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2091 Built: 2017Monthly Fee: $439 Tax: $7,593 (2025)Community: Vineyards/Horizons West Ph 2BTownhouse
Taxes:$7,593
Elementary School: Independence Elementary
Remarks: Welcome to 13730 Calera Alley, a rare 4-bedroom fully furnished end-unit townhome that offers a combination that’s incredibly difficult to find in the community, providing additional privacy, extra natural light, and a more spacious feel compared to interior units. With additional windows and only one shared wall, this home lives much more like a single-family residence while still offering the convenience of townhome living. Adding to the appeal is a private covered patio — the perfect space to enjoy your morning coffee, unwind in the evenings, or create an outdoor living area with added privacy that’s hard to come by in townhome communities. Inside, the home has been thoughtfully upgraded with custom closet systems installed throughout the bedrooms. The primary suite features a massive walk-in closet complete with a fully customized organization system designed to maximize storage. Located just off Winter Garden Vineland Road, The Vineyards is loved for its charming streetscapes, resort-style pool and cabana, playground, and HOA-maintained landscaping, allowing residents to enjoy the lifestyle without the constant exterior upkeep. The neighborhood also stands out for having no CDD fees, which is increasingly rare for newer communities in the area. The home's location places you right in the middle of everything buyers are looking for in Horizon West. Just minutes away, you’ll find the rapidly growing Hamlin and Windermere corridor filled with shopping, dining, fitness studios, coffee shops, grocery stores, and everyday conveniences. Nearby favorites include Publix, Lakeside Village, Windermere Village, and an endless variety of restaurants and retail throughout Horizon West. It also offers quick connectivity to SR-429, Walt Disney World property, Winter Garden Village and major employment hubs throughout Central Florida. Outdoor enthusiasts will also appreciate being close to the Butler Chain of Lakes area, walking trails, parks, and nearby preserves. The Vineyards offers a balance that’s difficult to find — a true neighborhood feel with newer construction, maintained community spaces, and proximity to top-rated Windermere-area schools, all while being tucked away from the congestion of larger master-planned communities. Whether buyers are looking for extra space, a lock-and-leave lifestyle, or simply a rare end-unit opportunity in one of Windermere’s most convenient locations, this home delivers.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nick Nelson (262-914-9427)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.