Grayson Square Homes with Community Mailbox Community Features

Grayson Square Homes with Community Mailbox Community Features

Welcome to Grayson Square, a picturesque subdivision nestled in the heart of Winter Park, Florida, within the charming Seminole County. This delightful community offers a perfect blend of modern living and serene surroundings, making it an ideal choice for families, professionals, and retirees alike.

Grayson Square is renowned for its beautifully designed homes that showcase contemporary architecture paired with inviting interiors. Each residence is thoughtfully crafted to provide comfort and style, featuring spacious floor plans, gourmet kitchens, and lush outdoor spaces that beckon for relaxation and entertaining. The community is also equipped with a convenient community mailbox, fostering a sense of connection among neighbors as they gather to collect their mail and exchange friendly greetings.

Beyond the homes, Grayson Square boasts an array of community features that enhance the quality of life for its residents. The meticulously landscaped common areas provide a tranquil escape, while walking trails invite you to explore the natural beauty of the surroundings. Families will appreciate the nearby parks and recreational facilities, perfect for weekend outings and outdoor activities.

Located in Winter Park, Grayson Square is just a stone's throw away from a vibrant downtown area filled with boutique shops, gourmet dining, and cultural attractions. With excellent schools and easy access to major highways, this community is not just a place to live; it’s a lifestyle.

Discover the charm and convenience of Grayson Square, where your dream home awaits in a community that truly feels like family.

Newest Grayson Square Homes with Community Mailbox Community Features

2017 Canny Cove, Winter Park
$369,999
3 Beds ⋅ 3 Baths ⋅ Grayson Square SubDv. ⋅ 32792 Zip Code
PRICE IMPROVEMENT!! Winter Park Address! Nearly-New 2023 Pulte Townhome • 3BD/2.5BA + Garage • Quartz Counters • 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. 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, 15 min from UCF, 5 min from Full Sail University. 10 min to Rollins College 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
2033 Canny Cove, Winter Park
$389,000
3 Beds ⋅ 3 Baths ⋅ Grayson Square SubDv. ⋅ 32792 Zip Code
Seller offering up to $10,000 toward buyer closing costs and prepaids! Discover stylish, low-maintenance living in this beautifully designed townhome in Winter Park’s gated Grayson Square community. The inviting open-concept layout connects the kitchen, dining, and living areas, creating an ideal space for entertaining or relaxing at home. Stainless steel appliances, gray cabinetry, and quartz countertops give the kitchen a fresh, modern finish. Upstairs, the spacious primary suite features a walk-in closet and a private ensuite bath with dual sinks and quartz countertops. Two additional bedrooms, a full bath, and a convenient laundry closet complete the second floor. Enjoy your morning coffee or unwind in the evening on the covered lanai, with the added appeal of a cul-de-sac location. The HOA includes landscaping, exterior maintenance and high-speed internet, making everyday living easier. No CDD adds to the value! Conveniently located near SR-436, SR-434, and SR-417, with Publix, Starbucks, shopping, dining, and Seminole County schools nearby. Winter Park’s renowned Park Avenue is just a short drive away. Comfort, convenience, and an attractive seller contribution make this home an opportunity worth exploring—schedule your showing today!

2033 Canny Cove, Winter Park
1995 Canny Cove, Winter Park
$399,000
3 Beds ⋅ 3 Baths ⋅ Grayson Square SubDv. ⋅ 32792 Zip Code
Welcome to Grayson Square at Winter Park by Pulte Homes. This Springdale II two-story townhome has no direct rear neighbors, features 3 bedrooms, 2 full bathrooms, a powder room, single-car garage, a covered rear lanai, washer, dryer, refrigerator, and window blinds. The spacious first floor with over 9' ceilings is ideal for entertaining, featuring an open concept gathering room, cafe and kitchen equipped with bright white cabinetry, a white ceramic subway tile backsplash, Lyra quartz countertops, and durable ceramic tile flooring, a pantry, and powder room. After a long day, retreat upstairs to your private oasis. The Owner's Suite features a spacious walk-in closet and ensuite bathroom with double sink, quartz-topped vanity, linen closet, a private water closet and walk-in glass framed shower. Offering privacy and space for everyone, two additional bedrooms, the secondary bathroom and laundry are also on the second floor. Professionally curated design selections for this popular Springdale II townhome include designer cabinets with crown molding, quartz countertops, oversized ceramic tile flooring covering the first floor living areas and bathrooms, a washer, dryer, refrigerator, and blinds, soft, stain-resistant Shaw carpet in the bedrooms and second floor living areas and so much more! Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off of Howell Branch Road! Grayson Square is a low-maintenance neighborhood with gated access, a pond, no rear neighbors, a resort-style community pool with cabana,1GM high-speed fiber optic internet, along with 75 streaming cable and music channels, ground maintenance - all with no CDD. Boasting an unbeatable location in coveted Winter Park, just one mile from 436, 434, and less than 3 miles from 417, your like-new home at Grayson Square offers all of your daily conveniences, such as Starbucks and Publix, just minutes away! Plus, you'll have access to quality County and private schools. When it's time for a change of pace, you'll love your proximity to the famous shopping and dining of Park Avenue. Make Grayson Square at Winter Park your new address today!

1995 Canny Cove, Winter Park
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