Windward Square Sec 2 Homes with Traditional Architectural style

Welcome to Windward Square Sec 2, a charming subdivision nestled in the heart of Winter Park, Florida, within the picturesque Seminole County. This delightful community is a hidden gem that boasts a serene atmosphere, making it the perfect place for families, retirees, and everyone in between to call home.

Windward Square Sec 2 is renowned for its traditional architectural style, which elegantly blends classic design elements with modern comforts. As you stroll through the tree-lined streets, you’ll be captivated by the inviting façades of the homes, featuring brick exteriors, gabled roofs, and charming porches that beckon you to sit and enjoy the view. Each residence reflects a timeless elegance, ensuring that the neighborhood maintains its warm and welcoming character.

The community is not just about stunning homes; it also offers an array of amenities that enhance the quality of life for its residents. Enjoy leisurely walks in beautifully landscaped parks, or take advantage of the nearby recreational facilities that Winter Park has to offer. With top-rated schools, boutique shopping, and exquisite dining options just a stone’s throw away, Windward Square Sec 2 provides the perfect balance of tranquility and convenience.

Whether you’re looking to buy your first home or seeking a peaceful retreat, Windward Square Sec 2 is the ideal place to settle down. Experience the charm of traditional living in this vibrant community, where every day feels like a getaway. Come discover your dream home in Windward Square Sec 2 today!

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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