Grayson Square Homes with Tuskawilla Middle Middle school

Welcome to Grayson Square, a charming subdivision nestled in the heart of Winter Park, Florida, within the scenic Seminole County. This delightful community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, professionals, and retirees alike.

Grayson Square boasts a collection of beautifully designed homes that cater to various lifestyles and preferences. With spacious layouts, modern finishes, and inviting outdoor spaces, these residences provide an oasis of comfort and style. Whether you’re looking for a cozy single-family home or a contemporary retreat, Grayson Square has something to suit everyone’s needs.

One of the standout features of this community is its proximity to Tuskawilla Middle School, a highly regarded institution known for its commitment to academic excellence and student development. Families with school-age children will appreciate the convenience of having such a quality educational facility nearby, fostering a sense of community and engagement.

In addition to its family-friendly atmosphere, Grayson Square is conveniently located near a variety of shopping, dining, and recreational options. Residents can enjoy the vibrant local culture of Winter Park, with its charming boutiques, art galleries, and picturesque parks. Outdoor enthusiasts will find plenty of opportunities for adventure, from scenic trails to beautiful lakes.

Experience the warmth and charm of Grayson Square, where community spirit thrives and every day feels like a getaway. Discover your dream home in this enchanting subdivision, and enjoy the best that Winter Park has to offer!

Newest Grayson Square Homes with Tuskawilla Middle Middle school

$409,900

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

Almost brand new and move in ready CORNER townhome in Winter Park! This beautiful 3 bedroom 2.5 bathroom home with just under 1,800 sq. ft. offers a large 2 car garage, light and bright living spaces, clean and modern designer features, and comes equipped with a full kitchen appliance package and washer/dryer. The first floor offers expansive living spaces with enough room for a dining area and family room. All of which flow seamlessly into the open kitchen. With white cabinets and Quartz counter tops, the kitchen is a show stopper! The entire first level is adorned with tile and offers a half bathroom and access to the covered back porch. Just up the stairs, you will find all of your bedrooms and full bathrooms. The primary bedroom and en suite bathroom are ample in size and also offer a large walk in closet. Both secondary bedrooms are down the hall and share a large full bathroom. The small gated community of townhomes offers a community pool and serene pond. HOA includes cable! Make sure to put this on your must see list!

2857 Clever Lane, 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

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