Windward Square Sec 2 Homes with Tennis Court(s) Community Features

Welcome to Windward Square Section 2, a charming residential subdivision nestled in the heart of Winter Park, Florida, within the picturesque Seminole County. This delightful community is renowned for its serene atmosphere, beautifully landscaped surroundings, and a vibrant sense of community that makes it a perfect place to call home.

Windward Square Sec 2 boasts a unique feature that sets it apart from other neighborhoods: its private tennis courts. Whether you're a seasoned player or just enjoy a casual game with friends, these courts provide the ideal setting for both recreation and relaxation. Engage in friendly matches right in your backyard, or join neighbors for community tournaments that foster camaraderie and a sense of belonging.

The homes in Windward Square are thoughtfully designed to cater to various lifestyles, featuring spacious layouts, modern amenities, and beautiful outdoor spaces. Many properties come with lush gardens and patios, perfect for enjoying Florida's year-round sunshine. The community is also conveniently located near top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away.

With its blend of active living and tranquil surroundings, Windward Square Sec 2 offers residents an exceptional quality of life. Whether you're relaxing by the tennis courts, hosting a barbecue, or exploring the nearby parks, you'll find that this community truly embodies the spirit of Florida living. Discover your new home in Windward Square Sec 2 and experience the charm and warmth of Winter Park living today!

Newest Windward Square Sec 2 Homes with Tennis Court(s) Community Features

$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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