Windward Square Sec 2 Homes with Traditional Architectural style

Welcome to Windward Square Sec 2, a charming subdivision nestled in the picturesque city of Winter Park, Florida. Known for its lush landscapes and vibrant community, this area offers a unique blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

The homes in Windward Square Sec 2 are characterized by their traditional architectural style, which exudes timeless elegance and warmth. With classic features such as gabled roofs, inviting front porches, and beautifully manicured lawns, these residences create a welcoming atmosphere that feels like home. Inside, you'll find spacious layouts designed for both comfort and functionality, with ample natural light streaming through large windows and open floor plans that encourage family gatherings and entertaining.

Living in Windward Square Sec 2 means enjoying a community that values both connection and privacy. The neighborhood is lined with tree-shaded streets, perfect for evening strolls or bike rides. Residents often gather at local parks or participate in community events, fostering a sense of camaraderie among neighbors.

Conveniently located, Windward Square Sec 2 offers easy access to Winter Park's charming downtown, renowned for its boutique shopping, gourmet dining, and cultural attractions. Additionally, the area's top-rated schools and proximity to major highways make it an excellent choice for families seeking a balanced lifestyle.

Whether you’re looking for your forever home or a serene retreat, Windward Square Sec 2 promises a delightful living experience in one of Florida's most beloved cities. Come discover the charm and community spirit that await you!

Newest Windward Square Sec 2 Homes with Traditional Architectural style

$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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