Preston Square Real Estate

Welcome to Preston Square, a hidden gem nestled in the heart of Windermere, Florida! This charming subdivision offers a perfect blend of tranquility and modern living, making it an ideal choice for families, professionals, and retirees alike. Located in Orange County, Preston Square is a picturesque neighborhood that embodies the essence of Florida's lifestyle with its lush landscapes and serene surroundings.

As you stroll through the tree-lined streets of Preston Square, you'll discover beautifully designed homes that reflect a variety of architectural styles, ensuring there’s something for everyone. The community is known for its friendly atmosphere and strong sense of belonging, where neighbors become friends and create lasting memories together.

For those who enjoy the great outdoors, Preston Square is ideally situated near several parks and recreational areas. The nearby Butler Chain of Lakes offers a plethora of water activities, from boating to fishing, while the scenic walking trails provide the perfect setting for leisurely strolls or invigorating jogs. Families will appreciate the highly-rated schools in the area, which are committed to providing quality education and fostering a nurturing environment for children.

Conveniently located just minutes from the vibrant shopping and dining options of Windermere, residents of Preston Square can enjoy the best of both worlds—peaceful suburban living with easy access to urban amenities. Whether you're looking to relax in a cozy café or explore unique boutiques, everything you need is just a short drive away.

Discover the charm of Preston Square, where community spirit and Florida living come together in perfect harmony!

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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