Grayson Square Homes with Maintenance Amenities

Welcome to Grayson Square, a hidden gem nestled in the heart of Winter Park, Florida! This charming subdivision is perfectly situated in Seminole County, offering residents the ideal blend of suburban tranquility and urban convenience. With its picturesque tree-lined streets and beautifully manicured landscapes, Grayson Square is a community that truly feels like home.

One of the standout features of Grayson Square is its commitment to providing a hassle-free lifestyle for its residents. Each home in this delightful community comes with maintenance amenities, ensuring that you can spend more time enjoying life and less time worrying about upkeep. From lawn care to common area maintenance, Grayson Square takes care of the details, allowing you to focus on what matters most—making memories with family and friends.

The homes in Grayson Square are designed with modern living in mind, boasting spacious layouts, contemporary finishes, and an array of features that cater to a variety of lifestyles. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, you’ll find a perfect fit in this welcoming neighborhood.

Beyond the beautiful homes, Grayson Square is conveniently located near top-rated schools, vibrant shopping districts, and an array of dining options, making it easy to enjoy the best that Winter Park has to offer. With its blend of comfort, community, and convenience, Grayson Square is more than just a place to live; it’s a place to thrive. Come discover your new home today!

$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