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

Welcome to Windward Square Sec 2, a charming subdivision nestled in the heart of Winter Park, Florida. This enchanting community is a hidden gem in Seminole County, offering a perfect blend of tranquility and modern living. Windward Square Sec 2 is known for its picturesque surroundings, lush greenery, and friendly neighborhood atmosphere, making it an ideal place for families, retirees, and anyone looking to enjoy the Florida lifestyle.

One of the standout features of Windward Square Sec 2 is its exclusive access to well-maintained tennis courts, perfect for both seasoned players and beginners alike. Whether you're looking to engage in a friendly match, improve your skills, or simply enjoy a leisurely game with friends, these courts provide an excellent opportunity to stay active while fostering community connections.

The homes in Windward Square Sec 2 are designed with comfort and style in mind, offering a variety of architectural designs to suit different tastes. Many residences boast spacious layouts, modern amenities, and beautifully landscaped yards, creating an inviting atmosphere for relaxation and entertainment.

In addition to the tennis courts, residents can take advantage of nearby parks, walking trails, and recreational facilities that enhance the community's appeal. With its prime location in Winter Park, you'll also have easy access to a vibrant selection of dining, shopping, and cultural experiences, ensuring that every day feels like a new adventure.

Discover the charm of Windward Square Sec 2, where a welcoming community and active lifestyle await you!

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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