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

Welcome to Windward Square Sec 2, a hidden gem nestled in the heart of Winter Park, Florida, within the picturesque Seminole County. This charming subdivision is renowned for its serene ambiance and vibrant community spirit, making it the perfect place for families, retirees, and everyone in between.

Windward Square Sec 2 boasts an array of stunning homes, each designed to provide comfort and style. Many residences feature spacious layouts, modern amenities, and beautifully landscaped yards, creating an inviting atmosphere that truly feels like home. What sets this community apart is its unique offering of homes with tennis courts, allowing residents to enjoy the thrill of the game right in their own backyard. Imagine waking up to the sun shining on your private court, ready for a morning match or an afternoon of practice with friends and family.

Beyond the courts, Windward Square Sec 2 is surrounded by lush greenery and scenic parks, providing ample opportunities for outdoor activities and relaxation. The community is conveniently located near Winter Park’s vibrant downtown area, where you can explore a delightful mix of boutiques, cafes, and cultural attractions.

Residents of Windward Square Sec 2 enjoy a close-knit community, with neighbors who become friends and a lifestyle that embraces both leisure and activity. Whether you're an avid tennis player or simply appreciate the beauty of a well-maintained home, this subdivision offers a perfect blend of comfort, community, and convenience. Come discover the charm of Windward Square Sec 2 – your dream home awaits!

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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