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

Welcome to Windward Square Sec 2, a delightful subdivision nestled in the picturesque city of Winter Park, Florida, located in the heart of Seminole County. This charming community embodies the perfect blend of serene living and active lifestyle, making it an ideal choice for families, retirees, and everyone in between.

Windward Square Sec 2 is renowned for its beautiful homes, many of which feature stunning designs and spacious layouts that cater to a variety of lifestyles. Residents enjoy the luxury of having tennis courts right at their doorstep, fostering a vibrant community spirit and encouraging an active lifestyle. Whether you’re a seasoned player or just looking to enjoy a friendly match with neighbors, these courts provide the perfect setting for both competition and camaraderie.

The community is also conveniently located near some of Winter Park's best amenities, including parks, shopping districts, and dining options, allowing residents to enjoy the best of both worlds—tranquility at home and excitement just a stone's throw away. With lush landscapes and well-maintained common areas, Windward Square Sec 2 offers a welcoming atmosphere that makes you feel right at home.

Experience the charm of Windward Square Sec 2, where community, recreation, and comfort come together to create a truly enchanting living experience. Whether you’re looking to buy your first home or seeking the perfect place to retire, this subdivision is sure to impress. Come and discover your dream home in this vibrant Winter Park community 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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