Chestnut Land Homes for Sale

Chestnut Land Homes for Sale

Welcome to Chestnut Land, a charming neighborhood nestled in the heart of New Milford, Connecticut. This picturesque community, located in Litchfield County, offers a perfect blend of suburban tranquility and convenient access to modern amenities. Known for its serene landscapes and friendly atmosphere, Chestnut Land is ideal for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

As you explore Chestnut Land, you’ll be captivated by the stunning natural beauty that surrounds you. Tree-lined streets, lush greenery, and vibrant seasonal foliage create a picturesque setting that feels like home. The neighborhood is characterized by spacious lots and a variety of architectural styles, ensuring that you’ll find a residence that perfectly suits your taste and lifestyle.

For those considering a move, there are a number of homes for sale in Chestnut Land, each offering unique features and charm. Whether you’re searching for a cozy cottage or a spacious family home, this community has something for everyone. Many properties boast modern updates, expansive yards, and inviting outdoor spaces, perfect for entertaining or enjoying quiet evenings under the stars.

In addition to its beautiful homes, Chestnut Land is conveniently located near local parks, shopping centers, and top-rated schools, making it an ideal place for families to settle down. With its welcoming community spirit and beautiful surroundings, Chestnut Land is not just a place to live; it’s a place to thrive. Come discover the charm of Chestnut Land and find your dream home today!

Newest Chestnut Land Homes for Sale

$769,000
5 Beds 4 Baths 24202023 MLS
Welcome to 21 Walker Brook Drive, an extraordinary retreat on 2.47 private, tranquil acres in New Milford, CT-the gateway to scenic Litchfield County, just two hours from Manhattan and moments from Washington Depot. Bordered by picturesque farmland, this property offers rural tranquility with exceptional convenience, near hiking at Steep Rock and Hidden Valley, and dining/shopping in New Milford, New Preston, and Washington. Step outside to an ultra-secluded, fully fenced backyard oasis featuring a sparkling, above-ground pool. Returning inside, the main level offers a spacious, primary en-suite bedroom with large windows and glass doors opening to a private deck. The bright sunroom off the kitchen is perfect for relaxing. The beautiful kitchen boasts custom wood cabinetry, a refrigerator and freezer encased in matching wood, a six-burner cooktop, and double wall ovens perfect for entertaining. With the adjacent TV room and a formal dining room, the home flows effortlessly for gatherings. Upstairs, find a second en-suite bedroom, three additional bedrooms, laundry, and a full bath for all to find respite and relaxation. The fully finished lower level is an entertainment hub with an impressive home theater featuring a featuring a large movie screen, reclining terraced leather seating and recessed lighting. There is also a private exercise room with padded flooring. An EV charger completes this home. Classic charm meets modern living in this tranquil escape.

21 Walker Brook Dr, New Milford

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