Chestnut Land Homes for Sale

Chestnut Land Homes for Sale

Welcome to Chestnut Land, a hidden gem nestled in the picturesque town of New Milford, Connecticut. Located in Litchfield County, this charming neighborhood offers a perfect blend of serene suburban living and convenient access to vibrant local amenities. With its tree-lined streets and friendly atmosphere, Chestnut Land is an ideal place for families, young professionals, and retirees alike.

The community boasts a rich tapestry of architectural styles, from quaint ranch homes to stunning contemporary designs, ensuring that there’s something for everyone. Many homes are set on spacious lots, providing ample outdoor space for gardening, play, or simply enjoying the tranquil surroundings. With homes for sale in Chestnut Land, prospective buyers can find their dream residence in this welcoming neighborhood.

Residents of Chestnut Land enjoy easy access to New Milford’s bustling downtown area, where a variety of shops, restaurants, and cultural attractions await. The nearby Housatonic River offers opportunities for outdoor recreation, including kayaking, fishing, and scenic trails for hiking or biking. Families will appreciate the quality of education provided by the local schools, which are known for their commitment to student development and community involvement.

If you’re searching for a place that combines natural beauty, community spirit, and a strong sense of belonging, look no further than Chestnut Land. Explore the homes for sale in this enchanting neighborhood and discover the lifestyle that awaits you in New Milford, CT. Your dream home is just a visit away!

Newest Chestnut Land Homes for Sale

$769,000
5 Beds 4 Baths ACTIVE Status 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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