
Homes for Sale in Roxbury
“Discover 29 homes in Roxbury, Connecticut”
Roxbury Real Estate at a Glance
Current market statistics for Roxbury, CT
29
Active Listings
$1.6M
Avg Price
$1.1M
Median Price
$471
Price/Sqft
3,429
Avg Sqft
147
Avg Days
Price Range
From
$250,000
To
$3,995,000
Property Types
Nearby Cities
Explore homes for sale in cities near Roxbury, Connecticut
Editor's Picks
Our curated selection of the finest roxbury homes
More Roxbury Homes
More standout listings from across the Roxbury market

$3.4M
11 Ravenrock Road
Roxbury, CT

$1.5M
99 Carriage Lane
Roxbury, CT

$1.1M
“1990 Single Family Home Roxbury CT 4 Bedrooms 3 Bathrooms 1782 Sq Ft”
23 Painter Hill Road
Roxbury, CT

$995K
286 South Street
Roxbury, CT

$2.0M
1030 Washington Woodbury Road
Roxbury, CT

$1.8M
233 Southbury Road
Roxbury, CT

$1M
28 Garnet Road
Roxbury, CT

$795K
38 W Mountain Lane
Roxbury, CT
Homes for Sale in Roxbury
Every active listing in Roxbury, browsable page by page.

$3.2M
4 Judge Road
Roxbury, CT

$725K
50 Southbury Road
Roxbury, CT

$4.0M
47 Squire Road
Roxbury, CT

$4.0M
20 Painter Hill Road
Roxbury, CT

$725K
20 Wellers Bridge Road
Roxbury, CT

$1.1M
“1990 Single Family Home Roxbury CT 4 Bedrooms 3 Bathrooms 1782 Sq Ft”
23 Painter Hill Road
Roxbury, CT

$1.1M
246 North Street
Roxbury, CT

$2M
18 Ranney Hill Road
Roxbury, CT

$1M
28 Garnet Road
Roxbury, CT

$2M
55 Ranney Hill Road
Roxbury, CT

$250K
307 North Street
Roxbury, CT

$1.1M
24 Hickory Lane
Roxbury, CT

$679K
216 Baker Road
Roxbury, CT

$1.8M
2 Pickett Road
Roxbury, CT

$1.0M
18 Tunnel Road
Roxbury, CT

$1.6M
33 Sentry Hill Road
Roxbury, CT

$985K
179 South Street
Roxbury, CT

$985K
179 South Street
Roxbury, CT

$995K
45 Chalybes Road
Roxbury, CT

$1.2M
11 Evergreen Drive
Roxbury, CT

$775K
204 North Street lot: 3
Roxbury, CT

$2.0M
1030 Washington Woodbury Road
Roxbury, CT

$1.8M
233 Southbury Road
Roxbury, CT

$795K
38 W Mountain Lane
Roxbury, CT

$1.5M
99 Carriage Lane
Roxbury, CT

$1.5M
85 Good Hill Road
Roxbury, CT

$995K
286 South Street
Roxbury, CT

$3.6M
8 Bayberry Hill
Roxbury, CT

$3.4M
11 Ravenrock Road
Roxbury, CT
Showing 1–29 of 29 · Page 1 of 1
Continue exploring Roxbury
Turn the listings into a short list with a clearer read on the Roxbury market, its neighborhoods, and the home features that matter to you.
Roxbury Housing Market
Roxbury, Connecticut is a small rural community in Litchfield County that draws residents seeking space, privacy, and a slower pace of life, often from nearby urban centers. Many who relocate here value the town's open landscapes and distance from denser development while still having access to regional amenities. Character varies by neighborhood, with properties ranging from older farmhouses to more contemporary residences spread across the hills and valleys.
Read the full market guide
Outdoor recreation is a central part of daily life, with opportunities for hiking, horseback riding, and enjoying the surrounding countryside. Local dining tends to be limited but includes a handful of casual spots, and residents often travel short distances for broader restaurant and shopping choices. The town is served by the local public school district along with nearby private options for families. The climate features four distinct seasons, with cold winters that bring snow and warm summers that support outdoor activities. At present there are 29 active listings, with prices ranging from $250,000 to $3,995,000 and a median of $1,099,000, giving buyers a range of options depending on size and condition.
Median list price $1,099,000 · Range $250,000–$3,995,000 · 29 active listings
Frequently Asked Questions
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