Chestnut Land Real Estate

Chestnut Land Real Estate

Welcome to Chestnut Land, a hidden gem nestled in the picturesque town of New Milford, Connecticut, within the scenic Litchfield County. This charming neighborhood is a perfect blend of serene countryside and vibrant community life, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city living.

Chestnut Land is characterized by its beautiful tree-lined streets, lush green spaces, and a welcoming atmosphere. The neighborhood is known for its spacious properties, many of which boast stunning views of the surrounding hills and nature. Whether you’re looking for a cozy single-family home or a more expansive estate, Chestnut Land offers a variety of real estate options to suit your needs.

Residents enjoy a strong sense of community, with local events and gatherings that foster connections among neighbors. The area is conveniently located near New Milford's charming downtown, where you can find an array of shops, restaurants, and cafes, all infused with a small-town charm. Outdoor enthusiasts will appreciate the proximity to hiking trails, parks, and the beautiful Lake Lillinonah, perfect for boating and fishing.

With excellent schools and a family-friendly environment, Chestnut Land is not just a place to live; it’s a place to thrive. Experience the tranquility of suburban living while still being within easy reach of major highways and nearby cities. Come explore all that Chestnut Land has to offer, and discover your dream home in this idyllic Connecticut neighborhood!

Newest Listings in Chestnut Land

$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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