Windward Square Sec 2 Real Estate

Welcome to Windward Square Sec 2, an idyllic subdivision nestled in the charming city of Winter Park, Florida. Known for its picturesque landscapes and vibrant community, this neighborhood offers an exceptional blend of suburban tranquility and urban convenience, making it a sought-after destination for families, professionals, and retirees alike.

Windward Square Sec 2 boasts a variety of well-designed homes that cater to diverse lifestyles. From spacious single-family residences to cozy townhomes, each property reflects a commitment to quality and comfort. Residents enjoy beautifully landscaped yards, inviting outdoor spaces, and a sense of pride in homeownership that permeates the community.

One of the standout features of Windward Square Sec 2 is its prime location. Just minutes away from the heart of Winter Park, residents have easy access to an array of dining, shopping, and entertainment options. Explore the charming boutiques along Park Avenue, indulge in delicious cuisine at local eateries, or take a leisurely stroll through the scenic parks and lakes that define this area.

For families, Windward Square Sec 2 is served by top-rated schools, providing an excellent educational foundation for children. The community is also conveniently located near major highways, making commuting to nearby Orlando and other areas a breeze.

With its friendly atmosphere, beautiful homes, and proximity to everything Winter Park has to offer, Windward Square Sec 2 is more than just a place to live—it’s a place to thrive. Discover your dream home in this enchanting neighborhood and experience the best of Florida living!

Newest Listings in Windward Square Sec 2

$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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