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

Welcome to Windward Square Sec 2, a hidden gem nestled in the picturesque city of Winter Park, Florida. Situated in Seminole County, this charming subdivision offers a delightful blend of suburban tranquility and vibrant community living. With its lush landscapes and well-maintained streets, Windward Square Sec 2 is perfect for families, retirees, and anyone looking to enjoy the best of Florida living.

One of the standout features of this community is the availability of homes with tennis courts, making it a haven for sports enthusiasts and those who appreciate an active lifestyle. Imagine stepping out your back door to a private court, where you can practice your serves or host friendly matches with neighbors and friends. The tennis courts not only provide an excellent way to stay fit but also foster a sense of camaraderie among residents.

Windward Square Sec 2 is more than just a collection of homes; it’s a vibrant community where neighbors become friends. Residents here enjoy easy access to a variety of amenities, including parks, recreational facilities, and top-rated schools, all within a short drive. The nearby Winter Park area boasts an array of shopping, dining, and cultural experiences, ensuring that there’s always something to do.

Whether you’re looking for a serene place to settle down or a community that offers active engagement, Windward Square Sec 2 is the ideal choice. Come discover your dream home in this charming neighborhood, where every day feels like a vacation!

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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