Preston Square Real Estate

Welcome to Preston Square, an enchanting subdivision nestled in the heart of Windermere, Florida, within the vibrant Orange County. This picturesque community is a true gem, offering a perfect blend of serene living and modern conveniences.

Preston Square is characterized by its charming streets lined with beautiful homes that showcase a variety of architectural styles, from contemporary designs to classic Florida aesthetics. Each residence is set against a backdrop of lush greenery and meticulously landscaped yards, creating a tranquil atmosphere that residents cherish.

Living in Preston Square means enjoying a tight-knit community where neighbors become friends. Families can often be seen strolling along the sidewalks, children playing in the parks, and gatherings at community events that foster a sense of belonging. The subdivision is designed with family-friendly amenities, including playgrounds and recreational areas that provide endless opportunities for outdoor fun and relaxation.

Conveniently located, Preston Square offers easy access to Windermere's top-rated schools, making it an ideal choice for families. Additionally, residents can enjoy a short drive to the stunning lakes and nature preserves that Windermere is known for, perfect for boating, fishing, and hiking enthusiasts.

With its prime location, charming atmosphere, and strong sense of community, Preston Square is not just a place to live—it's a place to thrive. Discover your dream home in this delightful subdivision, where every day feels like a vacation in sunny Florida!

Newest Listings in Preston Square

$575,000

4 Beds ⋅ 3 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

Welcome to this beautifully fully renovated Windermere home, where every room has been thoughtfully updated to create a fresh, modern, move-in-ready living experience. Located in the desirable Preston Square community, this 4-bedroom, 3-bath home offers a convenient location near Sunset Park Elementary, Horizon West Middle and Windermere High, along with easy access to shopping, dining, entertainment and the growing Horizon West area. With stylish updates throughout and an excellent Windermere location, this is a home you won’t want to miss!

6828 Helmsley Circle, Windermere

$444,900

3 Beds ⋅ 3 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

BEST VALUE TOWNHOUSE IN WINDERMERE! OUTSTANDING HOME AND LOCATION in the desirable community of Preston Square in Windermere FL. This amazingly unique 3 bedroom, 2,5 bath feels like a single family home with its large kitchen and attached 2-car garage. When you enter, you will be welcomed by the beautiful columns, hardwood floors, separate dining room, separate living room and a great paved private courtyard. Wonderful front porch overlooks the park, community pool and basketball areas. Other awesome features include crown molding, sliding door with built-in blinds, retractable ceiling fans, plantation shutters and curved archways. Expansive kitchen has plenty of 42" wood cabinets and granite countertops with backsplash and an additional eat-in-kitchen space. Master suite has large walk-in closet, tray ceiling and spacious master bath with double sink, granite countertops, wood cabinets, jetted tub and shower. Wonderfully kept community maintains ground maintenance. Close to Disney, Publix, restaurants, retail stores, major roads and excellent Windermere schools. MOVE-IN-READY. Room measurements are approximate. Must see!

7060 Ventnor Drive, Windermere

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