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

$1,795,000
5 Beds ⋅ 6 Baths ⋅ 24189301 MLS
Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-concept living with exceptional accessibility to New York City, just five minutes from Roxbury Center. Set on a private, level site, the property enjoys protected brookside land that preserves the natural landscape and uninterrupted views that define the home's character. A grand circular driveway introduces the residence, where sweeping lawns and striking architecture create a powerful sense of arrival, privacy, and seclusion. Inside, light-filled interiors showcase soaring ceilings and oversized windows that capture serene vistas from nearly every room, blending contemporary sophistication with warmth and comfort. The remodeled kitchen serves as the heart of the home, seamlessly combining modern design with functional luxury as it flows into the main living areas. With five generously proportioned bedrooms and six bathrooms, the thoughtfully scaled floor plan accommodates both grand entertaining and intimate everyday living. The lower level features a versatile in-law suite complete with a full kitchen, private bedroom, bathroom, living room, separate entrance, and direct access to the grounds, along with an additional great room or family room that opens to the expansive lawn, offering a seamless indoor-outdoor connection ideal for guests or multigenerational living.

233 Southbury Rd, Roxbury
$1,525,000
4 Beds ⋅ 3 Baths ⋅ 24194995 MLS
This 4 bedroom main house with 2 bedroom guest house provides a peaceful retreat just minutes from town and 1.5 hours from NYC. The cape style main house is privately sited to capture breathtaking western views and sunsets. It features a light-filled open floor plan designed for effortless everyday living and entertaining. French doors open to an expansive deck where sweeping western vistas create the perfect backdrop for relaxing or hosting while overlooking the frolicking horses at the neighboring property. At the heart of the home is a stylish kitchen with a generous center island, ideal for both casual gatherings and inspired culinary creations. The great room incorporates a dining area and seating area with fireplace. The main floor is completed by the primary bedroom with ensuite bath and the 2nd bedroom which is conveniently located adjacent to the primary and could be used as additional closet or office space. Upstairs, 2 bedrooms share a hall bath. An additional 800+/- square feet of walk-out lower-level space has high ceilings and is plumbed for a full bath. It offers potential to create a play room, home gym, media room, or in law suite. The under-house two-car garage offers space for vehicles and/or storage. Complementing the main residence is a 1,400-square-foot ranch style guest house featuring two bedrooms and two full baths on one level, perfect for guests, income, or in-laws.

21 Hemlock Rd, Roxbury
$1,495,000
4 Beds ⋅ 5 Baths ⋅ 24162311 MLS
Nestled on nearly seven private acres along a quiet country road in picturesque Roxbury, this exceptional residence offers a seamless blend of elegance, comfort, and classic New England charm. Set back from the road with a gently curving drive, the home welcomes you with a dramatic two-story foyer and grand staircase, complemented by hardwood floors, detailed millwork, crown molding, tray ceilings, and abundant natural light throughout. The gourmet kitchen features custom cherry cabinetry, granite countertops, stainless steel appliances, and a butler's pantry, opening to a warm hearth room with a fieldstone fireplace. A sunken family room with a brick fireplace and French doors leads to a stone patio, creating an ideal flow for indoor-outdoor living. The upper level offers a spacious primary suite, three additional bedrooms, three full baths, and a versatile rooms suitable for a home office, lounge, or playroom. The walk-out lower level with 9-foot ceilings provides approximately 1,950square feet of additional living space, including a recreation area, full bar, exercise room, bedroom, full bath, and flexible space for entertaining or extended living. The grounds offer a peaceful retreat with woodland trails, a stream, fire pit, outbuildings, and a two-story pool house. Additional features include a chicken coop and utility structure, enhancing the property's country lifestyle appeal. Conveniently located near local amenities while offering privacy and tranquility.

380 Southbury Rd, Roxbury
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