Grassy Hill Real Estate

Grassy Hill Real Estate

Welcome to Grassy Hill, a picturesque neighborhood nestled within the charming town of Woodbury, Connecticut. Known for its serene landscapes and tight-knit community, Grassy Hill offers an idyllic setting that seamlessly blends rustic charm with modern conveniences.

As you stroll through the tree-lined streets, you’ll be greeted by beautifully maintained homes that reflect the area’s rich history and character. The neighborhood is characterized by spacious lots and lush greenery, making it a perfect retreat for families and nature lovers alike. Residents enjoy the tranquility of suburban living while being just a short drive away from the vibrant downtown area of Woodbury, where you can explore local boutiques, delightful cafes, and artisanal shops.

Grassy Hill is also renowned for its excellent school system, providing educational opportunities that cater to children of all ages. Families will appreciate the community’s commitment to fostering a safe and nurturing environment for their children to grow and thrive.

Nature enthusiasts will find plenty of outdoor activities to enjoy, with nearby parks and hiking trails offering stunning views of the surrounding Litchfield Hills. The area is perfect for weekend picnics, leisurely walks, or simply soaking in the beauty of the changing seasons.

Whether you’re looking to settle down or invest in a vacation home, Grassy Hill is more than just a neighborhood; it’s a community where neighbors become friends, and every day feels like a breath of fresh air. Come discover the charm of Grassy Hill—your dream home awaits in this enchanting corner of Woodbury!

Newest Listings in Grassy Hill

323 Upper Grassy Hill, Woodbury
$574,900
3 Beds ⋅ 3 Baths ⋅ 24200605 MLS
A Fresh Look at a Home with So Much Flexibility! Come take a look at this versatile and beautifully maintained home, where generous living spaces and unexpected possibilities give you room to make it your own. The first floor offers a wonderful layout with a comfortable living room, spacious great room, and separate dining room, creating plenty of flexibility for everyday living and entertaining. The kitchen has been thoughtfully updated, from the main living spaces, step outside onto the deck - a natural extension of the home for relaxing, dining, or enjoying the outdoors. Upstairs, you'll find generously sized bedrooms with the space and comfort today's buyers are looking for. But the real surprise is downstairs. The walk-out lower level offers even more usable space, including a large room currently used as a workout area and another area that can serve as storage, recreation space, or additional living space. Step outside to the screened-in deck, adding another terrific spot to enjoy the property. And for those looking for flexibility, the large lower-level room has its own separate entrance and offers intriguing potential to create a private studio or guest suite with the addition of a kitchen and bathroom. Whether you envision a home office, gym, creative studio, guest quarters, or future additional living space, the possibilities are here. Turn-key, versatile, and full of potential - this is a home that can adapt to the way you live. Come see!

323 Upper Grassy Hill, Woodbury

261-1 Grassy Hill Rd, Lyme
$1,595,000
6 Beds ⋅ 6 Baths ⋅ 24185580 MLS
Privately sited on more than 10 picturesque acres, this special country retreat offers a rare blend of architectural distinction, refined comfort, and effortless indoor-outdoor living. Surrounded by pastoral vistas, the property provides a remarkable sense of privacy. The home is filled with light and character. High ceilings, expansive walls of glass, and beautifully proportioned living spaces create an atmosphere that is both sophisticated and welcoming. The stunning great room serves as the heart of the home, where French doors open to sweeping views and seamlessly connect the interior to the patio for alfresco dining & long lazy days outside. A main-level primary suite offers convenience, allowing for easy single-level living. The well-appointed kitchen flows effortlessly into gathering and dining spaces, making everyday living and entertaining equally enjoyable. A charming, screened porch provides the perfect setting for morning coffee, summer dinners, or quiet evenings overlooking the grounds. Multiple doors and windows frame beautiful views in every direction, bringing the landscape into the home year-round. Complementing the residence is a barn offering endless possibilities. Whether utilized for equestrian pursuits, livestock, hobbies, vehicle storage, or a workshop, the barn enhances the property. A truly special country retreat where timeless design, natural beauty, and the lifestyle of a gentleman's farm come together in perfect harmony.

261-1 Grassy Hill Rd, Lyme

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