Grayson Square Homes with Contemporary Architectural style

Welcome to Grayson Square, an exceptional subdivision nestled in the heart of Winter Park, Florida, within the picturesque Seminole County. This vibrant community is designed for those who appreciate the perfect blend of modern living and timeless elegance. Grayson Square offers an array of stunning homes, each showcasing contemporary architectural styles that are sure to captivate your senses.

As you explore this charming neighborhood, you’ll be greeted by sleek lines, open spaces, and innovative designs that define the contemporary aesthetic. These homes are thoughtfully crafted with high-quality materials and energy-efficient features, ensuring a lifestyle of comfort and sustainability. From spacious living areas flooded with natural light to gourmet kitchens equipped with the latest appliances, every detail has been meticulously considered to enhance your everyday experience.

Grayson Square is not just about beautiful homes; it’s also about community. Residents enjoy a serene atmosphere, with lush landscaping and well-maintained common areas that invite outdoor gatherings and leisurely strolls. The subdivision is conveniently located near Winter Park’s vibrant downtown, where you can indulge in boutique shopping, exquisite dining, and cultural events.

Families will appreciate the proximity to top-rated schools and recreational facilities, making Grayson Square an ideal choice for those seeking a nurturing environment. Whether you’re looking to downsize, invest, or find your forever home, Grayson Square offers an unparalleled lifestyle that combines modern sophistication with the warmth of community living. Come discover your dream home in this enchanting subdivision today!

Newest Grayson Square Homes with Contemporary Architectural style

$379,998

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

LOCATION! Winter Park Address! Huge Price Improvement!!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, 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

$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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