Roxbury Real Estate

Roxbury, CT Homes for Sale

Roxbury, CT is a Litchfield County town where single-family homes for sale typically range from $500,000 for smaller antique capes to well over $2 million for restored farmhouses on acreage. Dave Jones Realty tracks this market closely, from historic center-village homes to secluded properties along the Shepaug River. Roxbury covers roughly 26 square miles with a population under 2,300, giving buyers large lots, rural roads, and quick access to Route 67 toward Southbury and Interstate 84.

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Home Styles and Price Ranges

Roxbury housing stock centers on antique colonials and center-chimney capes built in the 18th and 19th centuries, restored farmhouses, and custom-built country homes set on multi-acre parcels. Antique homes on smaller lots in Roxbury list between $500,000 and $850,000. Larger restored farmhouses and estate properties on 5 to 20 acres regularly exceed $2 million. Lot sizes across Roxbury commonly run from 2 to 25 acres, reflecting the town's rural zoning and preserved open space.

Neighborhoods

Roxbury Center

Roxbury Center anchors the town along Church Street and Route 67, home to the Roxbury Congregational Church and the town's historic district. Homes near the center are largely period colonials and capes on lots of 1 to 3 acres.

Roxbury Falls and Shepaug River Area

The Roxbury Falls area follows the Shepaug River in the southern part of town, known for wooded privacy and larger acreage parcels. Properties here appeal to buyers seeking distance from neighbors and access to fishing and hiking along the river.

Daily Life

Roxbury students attend Booth Free School for elementary grades, then continue to Shepaug Valley School in nearby Washington through the Region 12 district. Mine Hill Preserve offers miles of trails and the remnants of a 19th-century iron mining operation, a well-known local hiking destination. Commuters reach Interstate 84 in Southbury in about 20 minutes via Route 67, connecting to Danbury and Waterbury employment centers. Downtown New Milford sits roughly 15 minutes northwest for grocery shopping and dining.

Working With a Local Agent

Dave Jones Realty has long served Roxbury and the surrounding Litchfield County towns, helping buyers compare antique village homes against secluded acreage properties near the Shepaug River.

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Newest Homes for Sale in Roxbury, CT

$575,000
2 Beds ⋅ 2 Baths ⋅ 24182244 MLS
Best Litchfield County Opportunity! Escape to your own peaceful country retreat with the perfect blend of comfort, character, and privacy on nearly 5 acres of wooded wonderland. Less than 2 hours from NYC, this home has lots of character and a flexible layout with 2 bedrooms, 2 full bathrooms plus an upper level guest room/office/rec room. Main floor layout with separate spaces set up well for relaxing or entertaining, and a kitchen with plenty of prep and storage space. Expansive wrap-around deck outside - the perfect spot for morning coffee, al fresco dining, or simply unwinding and unplugging while enjoying the sights and sounds of your private pond and surrounding woods. Nature lovers will appreciate the serene setting that offers privacy and tranquility. Hikers and bikers will gravitate to nearby trails on the Roxbury Land Trust. The town of Roxbury has long been sought-after as a convenient country getaway providing small-town Connecticut living but so close to Westchester and the city. Very convenient to shopping in nearby towns of Woodbury and Southbury.

188 Bacon Rd, Roxbury
$499,000
24189150 MLS
ENGINEERING and DRIVEWAY APPROVED! THERE ARE LOTS AND THEN THERE ARE MAGICAL, SPECIAL, UNPARALLELED LOTS, STEEPED IN HISTORY WHERE YOU CAN ACTUALLY FEEL AND HEAR THE TERRAIN SINGING TO YOU. THE WOODS ROXBURY IS SUCH A PLACE AS EVIDENCED BY OUR RECENT SALES. THIS IS THE LAST AVAILABLE LOT FROM PHASE II, (LOT #1) AND IT MUST BE SEEN AND HEARD TO UNDERSTAND HOW YOUR FUTURE HEIRLOOM HOME WILL BE CHERISHED. This 8.64 acre lot features un-touched historic stone walls, a beautiful stream flowing, gently sloping tree-covered hills and an abundance of ferns, pine trees, oaks and maples as your canvas. The home site is absolutely flat and perfect! This masterpiece lot is ideal to build your dream home and to connect with what is important in life. Whether a weekender or full-time resident, the Woods will offer you ultimate privacy with endless possibilities for a simpler place and way of life. Our wonderful architectural team is available to design your one of a kind home or you can bring your own. Shown by Owner/Agent.

200 North St, Roxbury
$490,000
24132301 MLS
Build your dream on this designated "Scenic Road" abutting spectacular land trust trails. The lot consists of 24.8+/- acres, with a 9+/- acre building envelop. The building site is to be accessed from a future driveway running at the South border, along the Land Trust access point. The lightly wooded property rises to an 820-foot elevation and is resplendent with mature trees, ferns, moss and dramatic rocky outcroppings. There is also significant undergrowth of glorious CT Mountain Laurel which provides year round color to the landscape and will surprise and wonder with its flowery display in June. Abuts major estates with complete privacy and yet just minutes to the chic shopping areas of Washington and New Preston. 5 minutes to the Mayflower Inn/Spa/Fitness Center. There are perc tests for the conserved land (to be used as general comparison for the area) but none for the building site. Buyer will need to take 'as is' or do their own percs. 15.8+/- acres under conservation easement held by Northwest Connecticut Land Conservancy (see attachment). Park across the street from the For Sale sign and walk up the old wood road, wear boots. Don't miss going for a hike in the neighboring land trust during your visit! This is located on a dirt road which is maintained by the town.

69 Moosehorn Rd, Roxbury
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