Grayson Square Homes with Maintenance Amenities

Welcome to Grayson Square, a delightful subdivision nestled in the heart of Winter Park, Florida, within the charming Seminole County. Known for its picturesque streets and friendly atmosphere, Grayson Square offers a unique blend of modern living and suburban tranquility, making it an ideal place to call home.

The homes in Grayson Square are thoughtfully designed, showcasing contemporary architecture and spacious layouts that cater to a variety of lifestyles. Each residence features high-quality finishes and ample natural light, creating inviting spaces perfect for family gatherings or quiet evenings at home. With a range of sizes and styles available, you’re sure to find the perfect fit for your needs.

One of the standout features of Grayson Square is its commitment to maintenance amenities. Homeowners enjoy the luxury of maintenance-free living, allowing them to focus on what truly matters—creating memories with loved ones and enjoying the vibrant community around them. The subdivision offers beautifully landscaped common areas, ensuring that residents can take pride in their surroundings without the hassle of upkeep.

Located just minutes away from Winter Park’s vibrant downtown, residents can easily indulge in a variety of dining, shopping, and entertainment options. The area is also known for its top-rated schools and lush parks, making it a perfect choice for families.

In Grayson Square, you’ll discover a community that feels like home, with the added benefit of maintenance amenities that simplify your lifestyle. Come experience the charm of Grayson Square—where comfort meets convenience in beautiful Winter Park!

$389,900

3 Beds ⋅ 3 Baths ⋅ Grayson Square SubDv. ⋅ 32792 Zip Code

BUYER INCENTIVE! Nearly-New 2023 Pulte Townhome • 3BD/2.5BA + Garage • Quartz Counters • Rate Buydown Available Imagine owning a beautifully maintained, nearly-new Pulte townhome in the heart of Winter Park. Built in 2023 and still covered by the transferable Pulte 10-year structural warranty, this home offers modern design, energy efficiency, and peace of mind. The seller is offering a rate buydown incentive toward allowable closing costs or prepaid expenses with an acceptable offer—making this one of the most affordable opportunities in the community. Located in the gated community of Grayson Square, this stylish two-story residence features an attached one-car garage and an open-concept main living area perfect for entertaining. The kitchen showcases elegant Quartz countertops, Whirlpool stainless steel appliances, ample cabinetry, and a large island overlooking the living and dining spaces. Washer and dryer are included for added convenience. Enjoy upgraded smart-home technology and fiber-optic high-speed internet and cable, already included in the low HOA—ideal for working from home or seamless streaming. Upstairs, the spacious primary suite offers a generous walk-in closet and a private en-suite bath designed for comfort and relaxation. Two additional bedrooms provide flexible space for family, guests, or a dedicated home office. With no direct rear neighbors, the covered back patio offers peaceful outdoor views. The community is beautifully maintained and features a resort-style pool, cabana, and sidewalks perfect for evening strolls. Grayson Square also maintains escrow reserves for future roof replacement and exterior painting, adding to the low-maintenance lifestyle. This prime Winter Park location places you minutes from shopping, dining, gyms, entertainment, parks, and three local colleges, as well as top commuter routes like 417—giving you easy access to everything Central Florida has to offer while coming home to a quiet, friendly neighborhood. If you’re looking for a modern, energy-efficient home with premium finishes and virtually maintenance-free living, this is the one you’ve been waiting for.

2017 Canny Cove, Winter Park

Grayson Square Homes with Maintenance Amenities

Newest Grayson Square Homes with Maintenance Amenities