Chestnut Land Homes under $1.25 million

Chestnut Land Homes under $1.25 million

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 unique blend of serene suburban living and vibrant community spirit. As you stroll through the tree-lined streets, you’ll be captivated by the stunning natural beauty that surrounds you, from lush greenery to scenic views that change with the seasons.

Chestnut Land is known for its welcoming atmosphere, making it an ideal place for families and individuals alike. The community boasts a variety of parks, recreational facilities, and walking trails, perfect for outdoor enthusiasts. Whether you’re enjoying a leisurely hike or a picnic with friends, you’ll find plenty of opportunities to connect with nature and your neighbors.

When it comes to real estate, Chestnut Land offers an impressive selection of homes under $1.25 million. Here, you’ll discover a diverse array of properties, from charming single-family homes to spacious modern designs, all crafted to meet the needs of today’s homeowners. Many of these residences feature beautiful yards, updated interiors, and easy access to local amenities, ensuring that you can enjoy both comfort and convenience.

Living in Chestnut Land means being part of a close-knit community with excellent schools, vibrant local businesses, and a rich cultural scene. With its perfect balance of tranquility and accessibility, Chestnut Land is the ideal place to call home. Explore the possibilities and find your dream home in this enchanting neighborhood today!

Newest Chestnut Land Homes under $1.25 million

212 Chestnut Land Rd, New Milford
$499,000
4 Beds ⋅ 3 Baths ⋅ 24212863 MLS
Spacious 4BR/3BA Mother-Daughter home in New Milford, CT! Features an on-site office perfect for remote work, hardwood floors, and a cozy fireplace. The kitchen includes granite countertops and stainless steel appliances. Practically equipped with main-level laundry (washer/dryer included), ample attic storage, off-street parking, and a fenced yard with a deck and balcony. High-efficiency utilities feature central heat, central air, and solar panels. House needs some TLC and will be sold strictly as-is-an incredible opportunity to add value and customize your dream home!

212 Chestnut Land Rd, New Milford
17 Sterling Dr, New Milford
$344,725
4 Beds ⋅ 3 Baths ⋅ 24214563 MLS
Great opportunity in the desirable Northville section of town! This spacious 4-bedroom, 3-full-bath raised ranch features a flexible floor plan, wood stove, 2-car garage, covered upper deck, lower deck, and fully fenced backyard. Bring your ideas and vision to update this home and restore it to its full potential. An excellent opportunity for buyers looking to add their own personal touches and create something special. Property is being sold "as is." Inspections are for health and safety purposes only. Sale is subject to Probate Court approval.

17 Sterling Dr, New Milford
33 Chestnut Land Rd, New Milford
$650,000
3 Beds ⋅ 1 Baths ⋅ 24203362 MLS
Builders take note. Rare opportunity. 9.87 acres of prime land nestled between Routes 202 and 109 in New Milford plus an additional 8.4 acres on an adjacent lot with Great Brook running through it. There is currently a home on the parcel located at 33 Chestnut Land Rd. Buyers to do due diligence to develop this land. Lots to be sold together. Park Lane Rd is the proper tax address for the 8.4 acre lot and the listing ID is: 24203382. Subject to probate tax clearance and court approval.

33 Chestnut Land Rd, New Milford
21 Walker Brook Dr, New Milford
$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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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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