Windward Square Sec 2 Homes with Tennis Court(s) Amenities

Welcome to Windward Square Sec 2, a hidden gem nestled in the heart of Winter Park, Florida, in beautiful Seminole County. This charming subdivision offers a perfect blend of suburban tranquility and vibrant community living, making it an ideal place to call home. The picturesque streets are lined with lush greenery and well-kept homes, creating a welcoming atmosphere for families, retirees, and everyone in between.

One of the standout features of Windward Square Sec 2 is its exclusive access to tennis courts, catering to both seasoned players and those looking to pick up a new hobby. Imagine enjoying sunny Florida afternoons honing your skills or engaging in friendly matches with neighbors, all just steps from your front door. The tennis courts are not only a fantastic amenity for fitness enthusiasts but also serve as a social hub where friendships blossom and community spirit thrives.

Homes in Windward Square Sec 2 boast a variety of architectural styles, ensuring there’s something for everyone. Many properties feature spacious layouts, modern finishes, and inviting outdoor spaces perfect for entertaining or simply relaxing after a long day. With a strong sense of community, residents often gather for seasonal events, fostering connections that make this neighborhood feel like home.

Living in Windward Square Sec 2 means enjoying the best of Winter Park—a city known for its beautiful parks, top-rated schools, and vibrant arts scene. Whether you’re strolling through the historic downtown area or enjoying a day at one of the nearby lakes, life in Windward Square Sec 2 is truly a Florida dream come true. Come discover your new home today!

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