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

$3,495,000
4 Beds ⋅ 5 Baths ⋅ 24201025 MLS
Subtle Sophistication in A++ Roxbury Locale. Perfectly sited in an estate area of Roxbury on a quiet country road, this renovated country cottage exudes understated elegance & modern comfort. Main house offers one-level living & turn-key perfection, w/chic kitchen featuring custom cabinetry, stainless steel appliances, it flows seamlessly into the dining room. Dramatic great room w/floor-to-ceiling glass & fireplace anchors the living spaces, opening directly to large deck for effortless outdoor entertaining & picturesque views of the grounds. There are 4 ensuite bdrms, incl a stunning 1st-flr primary suite w/sitting room, gas fireplace, 2 fully built-out walk-in closets, & French doors leading to a private terrace with outdoor fireplace. Cozy library/den with built-ins and a versatile lower-level bonus space are ideal for an art studio or private home office. Add'l highlights incl a steam shower, smart-home features, radiant heat w/hydro-air backup, 2 washers & dryers. Dramatic post-and-beam guest house w/ vaulted ceiling, balcony, & full kitchen sits above a 2 car garage and prep kitchen, offering a private retreat complete w/its own washer/dryer. The grounds are exceptional-mature trees, stone walls, a pond, sweeping lawns, and lush gardens surrounding a heated gunite pool. Expansive porches and terraces provide seamless indoor-outdoor living, ensuring total privacy. Minutes from The Mayflower Inn, town center and close to acres of Roxbury Land Trust. 90 min to NYC.

35 Schoolhouse Rd, Roxbury
$3,200,000
3 Beds ⋅ 2 Baths ⋅ 24186522 MLS
Exceptional equestrian estate featuring a fully equipped horse facility and charming Cape-style home. Ideal for equestrians, trainers, or boarding professionals, the property offers 16 rubber-matted stalls, a large well-lit indoor arena, and a second-floor viewing lounge with kitchen amenities-perfect for lessons, clinics, and entertaining. The barn includes a wash stall, feed room, hay storage, boarder tack lockers, laundry area, and full bath. Safety is enhanced by a commercial sprinkler system. Owned pole-mounted solar panels are installed but are not currently operational. Outside, expansive grass paddocks and a large sand/stone dust outdoor arena provide ample space for training and turnout. Bordering Land Trust property with a river and miles of trails, you can horseback ride or hike directly from your back door. "The Shepaug is one of those rivers that looks like it was painted by someone who had too much talent and not enough canvas." written by Charles Hayes. The Cape-style home features 3 bedrooms and 2 full baths, blending classic New England character with modern comfort. A 2-car attached garage is complemented by a detached 4-car garage, plus an additional detached 3-car garage with a second-floor apartment-ideal for guests, staff, rental income, or a home office.

124 Botsford Hill Rd, Roxbury
$2,750,000
4 Beds ⋅ 5 Baths ⋅ 24167130 MLS
Perched atop Painter Hill-Roxbury's highest elevation and one of its most coveted addresses-this newly renovated residence offers breathtaking, year-round Sunrise and Sunset views. Spanning over 4,500 sq ft, featuring 4-5 bedrooms and is thoughtfully designed for both comfort and entertaining, complete with a three-story elevator & dedicated game/media room. The chef's kitchen is a showpiece, appointed with premium appliances, a walk-in pantry, oversized island, and stylish bar. It opens seamlessly to a spacious screened porch with inviting dining and lounge areas. Outdoor living is elevated by an expansive ipe deck that functions as a true open-air great room-ideal for al fresco gatherings. The dining room extends to a charming sunset porch adorned with a pergola and irrigated herb garden. The grounds are equally impressive, with professionally designed landscaping that includes an apple orchard, restored stone walls, and a picturesque pond with cascading waterfall. A striking custom pool features a lap lane, lounging platform, and firepit with integrated stone seating, creating a private resort-like setting. Addl highlights include a 3,000-bottle wine cellar, heated garage, pergola-covered carport, and a newly finished oil-and-stone driveway. Ideally located just minutes from the chic shops & fine dining of Washington and Woodbury. Nearby land trust trails offer plentiful hiking. This turnkey property offers easy access to the very best of Litchfield County! Agent Owner.

220 Painter Hill Rd, Roxbury
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