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

$525,000

4 Beds ⋅ 3 Baths ⋅ 24189081 MLS

Oversized contempoary raised ranch on a level 1.06 acres lot with approved accessory apartment. Living room with vaulted ceilings and fireplace with woodstove. Dining room with hardwood floors. Granite kitchen with stainless appliances. Primary bedroom has beautiful updated bathroom. Huige deck for entertianing. Lower level has 2 large gathering rooms, bedroom, office kitchen and full bath plus another fireplace. Beautiful and private loaction near schools. Great views. Shed. Light and bright. Solar details available. Lots of value!

212 Chestnut Land Rd, New Milford

$1,995,000

4 Beds ⋅ 4 Baths ⋅ 24174742 MLS

Located minutes from Washington Depot, this exceptional modern farmhouse was fully reimagined and expanded in 2024. It offers a rare blend of like-new construction and timeless Litchfield County charm, set on 13+ private acres surrounded by 54 acres of protected land. Rebuilt from the studs with a 2,000+ sq ft addition and 3-car attached garage, the 4BR/3.5BA home ensures total peace of mind. The expansive 800 sq ft main-level primary wing features a fireplace, dressing area, and a tranquil patio. At the heart of the home is a chef's kitchen with custom cabinetry, Sub-Zero refrigeration, a 48" range, and a massive quartz island. A dramatic great room with exposed beams and white oak floors is bathed in light, overlooking stone walls and curated gardens. Three fireplaces, radiant heat, and central air provide year-round comfort. Outside, enjoy 1,200 sq ft of flagstone patios, a porch, a pond, and a barn. Includes a detached 2-car garage with a guest apartment ideal for weekend visitors. Complete, multi-generational privacy meets prime location utility.

110 Chestnut Land Rd, New Milford

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