Windward Square Sec 2 Homes with Gated Amenities

Welcome to Windward Square Sec 2, an enchanting subdivision nestled in the heart of Winter Park, Florida. This picturesque community is located in Seminole County, where the charm of suburban living meets the vibrancy of city life. Windward Square Sec 2 is designed for those who value both comfort and security, featuring beautifully crafted homes that come with gated amenities, ensuring peace of mind for all residents.

As you enter this serene enclave, you’ll be greeted by lush landscaping and meticulously maintained common areas that reflect the pride of ownership in this community. The homes in Windward Square Sec 2 boast modern designs, spacious floor plans, and high-quality finishes, making them perfect for families, professionals, and retirees alike. Each residence is thoughtfully positioned to maximize privacy while fostering a sense of community.

Living in Windward Square Sec 2 means enjoying the best of both worlds—tranquility and convenience. The gated amenities enhance the lifestyle here, providing residents with exclusive access to community features such as a sparkling swimming pool, fitness center, and beautifully landscaped parks. Whether you’re hosting a gathering with friends or enjoying a quiet evening stroll, the community's ambiance offers a perfect backdrop for every occasion.

Located just minutes away from Winter Park’s vibrant downtown area, residents can easily access an array of shopping, dining, and entertainment options. With its blend of luxury, security, and accessibility, Windward Square Sec 2 is truly a gem in Winter Park, inviting you to make it your new home. Discover the lifestyle you’ve always dreamed of in this exceptional community!

Newest Windward Square Sec 2 Homes with Gated Amenities

$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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