Preston Square Real Estate

Welcome to Preston Square, an enchanting subdivision nestled in the heart of Windermere, Florida, within the vibrant Orange County. Known for its picturesque landscapes and a strong sense of community, Preston Square offers a perfect blend of suburban tranquility and modern convenience.

As you meander through the tree-lined streets of Preston Square, you’ll discover a variety of beautifully designed homes that reflect the unique architectural styles and charm of the area. This family-friendly neighborhood is characterized by its spacious lots, manicured lawns, and a welcoming atmosphere, making it an ideal place for families, young professionals, and retirees alike.

One of the standout features of Preston Square is its proximity to top-rated schools, parks, and recreational facilities. Families will appreciate the exceptional educational opportunities available within the area, ensuring that children receive a quality education just a stone's throw away from home. Outdoor enthusiasts can take advantage of the nearby parks and lakes, perfect for weekend picnics, jogging, or leisurely strolls.

Additionally, Preston Square is conveniently located near the bustling shopping and dining options that Windermere has to offer. From charming local boutiques to popular restaurants, residents enjoy a vibrant lifestyle where everything they need is within reach.

With its idyllic setting, friendly neighbors, and a strong community spirit, Preston Square is more than just a place to live; it’s a place to call home. Come discover the magic of this beautiful subdivision and experience the best of Windermere living!

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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