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

$525,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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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