Windermere Town Homes with Private Pool type

Windermere Town Homes with Private Pool type

Welcome to Windermere Town, a picturesque subdivision nestled in the heart of Orange County, Florida. Known for its tranquil ambiance and stunning natural beauty, Windermere Town offers a unique blend of suburban charm and modern convenience, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle.

One of the standout features of homes in this delightful community is the abundance of properties equipped with private pools. Imagine stepping into your backyard oasis, where you can unwind under the warm Florida sun or host memorable gatherings with family and friends. These private pools not only enhance the aesthetic appeal of your home but also provide a perfect escape from the hustle and bustle of daily life.

Windermere Town is renowned for its lush landscapes and scenic views, with many homes offering stunning vistas of the surrounding lakes and parks. The area is also rich in recreational opportunities, with proximity to world-class golf courses, walking trails, and water activities. Residents enjoy a strong sense of community with local events and activities that foster connections and friendships.

Conveniently located near major highways, Windermere Town provides easy access to Orlando's vibrant attractions, shopping centers, and dining options, ensuring that you are never far from the excitement. Whether you’re looking for a peaceful retreat or a lively community atmosphere, Windermere Town offers the perfect balance.

Explore the possibilities of life in Windermere Town, where your dream home with a private pool awaits!

Newest Windermere Town Homes with Private Pool type

105 Forest Street, Windermere
$2,700,000
5 Beds ⋅ 6 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code
Virtually Staged. Pre-Construction. To be built. Experience bespoke living without the guesswork. Perfectly positioned on an expansive ~0.38-acre corner homesite in the heart of historic downtown Windermere, this pre-construction luxury estate offers a fully curated, turnkey vision where every architectural nuance and designer finish has already been expertly selected. Spanning 4,430 heated square feet (5,961 total under roof), this two-story transitional masterpiece balances warm natural textures with crisp, modern lines. The striking exterior pairs smooth stucco, organic stone cladding, bronze-framed windows, and a generous three-car garage. Inside, a two-story foyer and engineered hardwood floors lead to an expansive gathering room anchored by wood-wrapped ceiling beams, a paneled feature wall, and a gas fireplace set into a custom plaster surround. Culinary enthusiasts will fall in love with the chef’s kitchen, detailed with semi-custom cabinetry, light oak accents, reeded woodwork, solid stone surfaces, a substantial statement island, a custom plaster range hood, and a hidden walk-in pantry. The main level also hosts the owner’s retreat—a restful sanctuary complete with exposed ceiling beams, a morning beverage bar, an oversized custom closet, and a spa-grade bath equipped with a freestanding soaking tub, dual stone vanities, and a walk-in shower. Every square foot is thoughtfully calibrated for versatile modern living and entertaining. The main level balances productivity and wellness with a private executive study and a dedicated home fitness room, while an expansive second-story loft and media/flex theater provide effortless spaces for relaxation and hosting. Daily convenience is elevated through bespoke utility spaces, including a custom mudroom, an oversized laundry suite, and a dedicated pet spa complete with a built-in wash station. Outside, the living space expands onto an all-season covered lanai finished with rich wood ceiling details, natural stone accents, a full summer kitchen, and dedicated lounge and dining zones designed for year-round entertaining. Enjoy Windermere’s quintessential golf cart lifestyle: ride to weekly farmers' markets, stroll canopy-lined streets along the lakes, and take advantage of deeded Butler Chain of Lakes access, local tennis courts, golf clubs, top-tier schools, and world-class dining.

105 Forest Street, Windermere
104 E 1st Avenue, Windermere
$1,280,000
4 Beds ⋅ 3 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code
Experience the charm of Old Windermere at 104 E 1st Ave, ideally situated in the heart of one of Central Florida’s most sought-after communities. Set on an oversized 0.45-acre corner lot surrounded by mature landscaping, this beautifully reimagined single-story home offers 4 bedrooms, 2.5 bathrooms, 2,441 square feet of living space, and a 2-car garage. Transformed through an extensive renovation by Davila Homes, the residence was thoughtfully redesigned and expanded, creating the feel of a brand-new home while preserving the charm of its Old Windermere setting. The interiors showcase elevated finishes throughout, including a beautifully designed gourmet kitchen with top-of-the-line appliances, sophisticated living spaces, and carefully selected details throughout. Outside, the home embraces the Florida lifestyle with a private pool and outdoor kitchen, creating an ideal setting for entertaining, weekend gatherings, or simply enjoying the privacy and space of nearly half an acre. What truly sets this property apart is its Old Windermere location. Enjoy the character and lifestyle of living within the Town of Windermere, surrounded by tree-lined streets and just moments from local parks, dining, shopping, community events, and everything that makes this area so special—all with no HOA. Combining the character of Old Windermere with the quality, design, and finishes of a beautifully renovated home, 104 E 1st Ave offers a rare opportunity to enjoy nearly half an acre, exceptional indoor-outdoor living, and a truly turnkey residence in the heart of Windermere.

104 E 1st Avenue, Windermere
515 W 2nd Avenue, Windermere
$3,300,000
4 Beds ⋅ 6 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code
Experience the extraordinary lifestyle of waterfront living in the heart of historic Windermere. Set on approximately 2/3rd of an acre with an impressive 100 feet of frontage on the renowned Butler Chain of Lakes, This home offers a rare combination of luxury, privacy, space, and direct access to one of Central Florida's most coveted boating destinations. This beautifully appointed custom residence offers nearly 4,000 square feet of living space with four bedrooms, soaring ceilings, elegant formal living and dining areas, a spacious kitchen and family room, game room, wet bar, and a thoughtfully designed split-bedroom floor plan. Rich wood and travertine marble flooring, refined architectural details, generous windows bath the main living areas with natural light, and multiple gathering spaces create an atmosphere that is both sophisticated and inviting. A whole house natural gas generator and city water provide peace of mind knowing your family is porotected during the worst Florida storms The primary suite is a private retreat, featuring a luxurious bath with spa-style amenities, a generous walk-in closet, and a serene connection to the surrounding grounds. The home's open living spaces are designed for effortless entertaining, while the separate formal areas provide an elegant setting for more intimate occasions. Outside, the property becomes a private resort. Enjoy the pool and spa surrounded by mature landscaping and expansive outdoor living areas. The private boathouse has a covered boat lift with a "Touchless" Canvas Boat cover that protects your boat from animals and the elements , 2 Jet Ski lifts, Sitting area with fan and mood lighting, Garden hose with city water for cleaning, seawall that has a small beach carved in to allow for playing in the sand of the crystal clear lake, and direct lake access make this an exceptional opportunity for boating, water sports, fishing, and sunset cruises throughout the Butler Chain. Life here extends beyond the property itself. Located on one of Windermere's most desirable paved streets, the home is just moments from the charm of historic downtown Windermere, with its tree-lined streets, local shops, restaurants, parks, community amenities, and small-town atmosphere. Residents enjoy the unique privilege of living among the lakes while remaining conveniently connected to Central Florida's premier dining, shopping, entertainment, and attractions. The Town of Windermere describes its lakes as a beloved community privilege, with the Butler Chain comprising a remarkable network of interconnected waterways. Whether you're enjoying coffee overlooking the water, entertaining beside the pool, stepping aboard your boat for an afternoon on the chain, or returning home to the peaceful canopy of mature trees, this home embodies the very best of Windermere lakefront living. Original house was built in 1961 but completely expanded and remodeled in 2000 - present owner made upgrades in 2023 - call for details

515 W 2nd Avenue, Windermere
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