Windward Square Sec 2 Homes with Pool Community Features

Welcome to Windward Square Sec 2, a charming enclave nestled in the heart of Winter Park, Florida! This delightful subdivision is part of Seminole County and offers a perfect blend of suburban tranquility and urban convenience. Known for its picturesque landscapes and friendly atmosphere, Windward Square Sec 2 is an ideal community for families, retirees, and anyone looking to experience the best of Central Florida living.

One of the standout features of this community is its inviting homes, many of which boast private pools, providing a refreshing oasis right in your backyard. Imagine soaking up the sun on warm Florida days, hosting barbecues, or simply enjoying a peaceful swim in your own pool. The allure of a poolside lifestyle is a key highlight of living in Windward Square Sec 2, making every day feel like a vacation.

Beyond the homes, residents of Windward Square Sec 2 enjoy a wealth of community features that enhance the quality of life. The area is characterized by beautifully landscaped streets, friendly neighbors, and a strong sense of community spirit. With nearby parks, walking trails, and recreational facilities, there are plenty of opportunities for outdoor activities and family fun.

Conveniently located, Windward Square Sec 2 offers easy access to Winter Park’s vibrant downtown, filled with boutique shops, delightful dining options, and cultural attractions. Whether you’re looking for a cozy home with a pool or a place to create lasting memories, Windward Square Sec 2 is a community that truly has it all. Come discover your dream home in this idyllic Florida neighborhood!

Newest Windward Square Sec 2 Homes with Pool 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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