Roxbury

Litchfield County, Connecticut

VIEW 61 COMMUNITY LISTINGS

The unspoiled and scenic town of Roxbury, located in beautiful Litchfield County, was incorporated in 1796. Roxbury was long known as a mining town, as silver was mined here as well as iron for steel making and granite used to construct, among other landmarks, the Brooklyn Bridge and Grand Central Station. Roxbury is also known as a picturesque farming town with its beautiful rolling hills and open fields, and its location within the watershed of the Shepaug River. The area is as diverse as its residents, which include actors, artists, writers and local tradesmen who help to keep the ambulance and fire department a volunteer service. Nearly 3,000 acres, or about 15 percent, of Roxbury’s total area is conserved as open space under the stewardship of the Roxbury Land Trust. The Trust was established in 1970 and continues its mission to protect the natural beauty and rural character of the town, providing space for hiking, fishing, cross country skiing and biking. The commute to New York City is under two hours.

The unspoiled and scenic town of Roxbury, located in beautiful Litchfield County, was incorporated in 1796. Roxbury was long known as a mining town, as silver was mined here as well as iron for steel making and granite used to construct, among other landmarks, the Brooklyn Bridge and Grand Central Station. Roxbury is also known as a picturesque farming town with its beautiful rolling hills and open fields, and its location within the watershed of the Shepaug River. The area is as diverse as its residents, which include actors, artists, writers and local tradesmen who help to keep the ambulance and fire department a volunteer service. Nearly 3,000 acres, or about 15 percent, of Roxbury’s total area is conserved as open space under the stewardship of the Roxbury Land Trust. The Trust was established in 1970 and continues its mission to protect the natural beauty and rural character of the town, providing space for hiking, fishing, cross country skiing and biking. The commute to New York City is under two hours.

The unspoiled and scenic town of Roxbury, located in beautiful Litchfield County, was incorporated in 1796. Roxbury was long known as a mining town, as silver was mined here as well as iron for steel making and granite used to construct, among other landmarks, the Brooklyn Bridge and Grand Central Station. Roxbury is also known as a picturesque farming town with its beautiful rolling hills and open fields, and its location within the watershed of the Shepaug River. The area is as diverse as its residents, which include actors, artists, writers and local tradesmen who help to keep the ambulance and fire department a volunteer service. Nearly 3,000 acres, or about 15 percent, of Roxbury’s total area is conserved as open space under the stewardship of the Roxbury Land Trust. The Trust was established in 1970 and continues its mission to protect the natural beauty and rural character of the town, providing space for hiking, fishing, cross country skiing and biking. The commute to New York City is under two hours.

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Featured Listings

L7&l8 Willow Brook Drive
Roxbury, CT $5,499,000

L7&l8 Willow Brook Drive

Roxbury, CT

$5,499,000
  • 5 Beds
  • 3/1 Baths
  • 6,729 Sqft
85 Good Hill Road
Roxbury, CT $1,630,000

85 Good Hill Road

Roxbury, CT

$1,630,000
  • 3 Beds
  • 2/1 Baths
  • 2,440 Sqft
179 South Street
Roxbury, CT $1,275,000

179 South Street

Roxbury, CT

$1,275,000
  • 3 Beds
  • 2 Baths
  • 1,772 Sqft
179 South Street
Roxbury, CT $1,275,000

179 South Street

Roxbury, CT

$1,275,000
  • 12.74 Acres
286 South Street
Roxbury, CT $1,095,000

286 South Street

Roxbury, CT

$1,095,000
  • 5 Beds
  • 3/2 Baths
  • 2,804 Sqft
Lot 7 & Lot 8 Willow Brook Drive
Roxbury, CT $999,000

Lot 7 & Lot 8 Willow Brook Drive

Roxbury, CT

$999,000
  • 20.13 Acres
50 Southbury Road
Roxbury, CT $950,000

50 Southbury Road

Roxbury, CT

$950,000
  • 5 Beds
  • 3 Baths
  • 2,000 Sqft
242 Tophet Road
Roxbury, CT $849,000

242 Tophet Road

Roxbury, CT

$849,000
  • 3 Beds
  • 2 Baths
  • 1,862 Sqft

Roxbury

Area Map

Roxbury is within Litchfield Hills, Connecticut and borders Bridgewater, New Milford, Southbury, Washington and Woodbury.

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Featured Communities Within

Litchfield Hills

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Roxbury

Market Snapshot

Units Sold

November 2025

7 TOTAL UNITS

image description +133.3% image description +75.0% since

Median Sales Price

November 2025 - Single Family Homes

$1.4M
image description +54.4% image description -18.1% since

Percentage of Asking Price

November 2025 Single Family Homes

97%
image description -1.0% image description +16.1% since
97%
image description -1.0% image description +16.1% since
97%
image description -1.0% image description +16.1% since