Windward Square Sec 2 Homes with Gated Amenities

Welcome to Windward Square Sec 2, a hidden gem nestled in the heart of Winter Park, Florida. This charming subdivision offers a perfect blend of tranquility and modern living, making it an ideal choice for families and professionals alike. Known for its picturesque surroundings and welcoming community, Windward Square Sec 2 is a place where neighbors become friends and memories are made.

One of the standout features of this subdivision is its gated amenities, providing residents with both security and peace of mind. As you enter through the elegant gates, you’ll be greeted by beautifully landscaped grounds that reflect the pride of ownership in this community. The gated environment not only enhances privacy but also fosters a sense of belonging among residents, ensuring that everyone feels at home.

The homes in Windward Square Sec 2 are designed with comfort and style in mind. Each residence showcases unique architectural details and modern finishes, offering an inviting atmosphere for families of all sizes. Spacious layouts, gourmet kitchens, and private outdoor spaces make these homes perfect for both entertaining and everyday living.

In addition to the stunning homes, residents can enjoy a variety of community amenities, including walking paths, serene parks, and recreational areas. The location is also a short drive from Winter Park’s vibrant downtown, where you’ll find an array of shops, dining options, and cultural attractions.

Discover the charm of Windward Square Sec 2, where a gated community and beautiful homes come together to create the perfect place to call home in Winter Park, Florida!

Newest Windward Square Sec 2 Homes with Gated Amenities

$255,000

2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code

Virtually Staged. ALL PLAY and NO WORK! Imagine coming home to a space where weekends are made for relaxing, entertaining, and enjoying the best of Florida living. This single-story, two-bedroom, two-bath townhome offers an effortless lifestyle in a location that puts everything within reach. Vaulted ceilings create an open, airy feel in the spacious living and dining area, while sliding glass doors lead to a private, fenced backyard with a large concrete patio?perfect for morning coffee, weekend barbecues, or unwinding after a long day. With no rear neighbors and views of the community green space, you?ll enjoy added privacy and tranquility. The kitchen is designed for everyday ease, featuring ample cabinetry, a breakfast bar, and all appliances included, making move-in simple. Retreat to the oversized primary suite with a walk-in closet and direct patio access, creating a true indoor-outdoor flow. The second bedroom offers flexibility for guests, a home office, or creative space. Step outside your front door and enjoy resort-style amenities, including three swimming pools, tennis courts, a clubhouse, and a playground—all with low HOA fees. With parking for three vehicles, convenience is built right in. Located close to shopping, dining, major roadways, and just minutes from Winter Park’s Park Avenue, this home delivers both comfort and connection. Owner-occupant only community—ideal for those looking to put down roots and enjoy a true neighborhood feel. Live more. Maintain less. Welcome home.

2651 Cayman Way, Winter Park

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