Connecticut
Homes for Sale in Roxbury
“Discover 26 homes in Roxbury, Connecticut”
26 listings
Avg $1,518,308
118 days avg
Explore
Market Overview
Roxbury Real Estate at a Glance
Current market statistics for Roxbury, CT
26
Active Listings
$1.5M
Avg Price
$1.2M
Median Price
$439
Price/Sqft
3,457
Avg Sqft
118
Avg Days
Price Range
From
$250,000
To
$3,995,000
Property Types
Nearby Cities
Explore homes for sale in cities near Roxbury, Connecticut
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Handpicked
Editor's Picks
Our curated selection of the finest roxbury homes homes
Featured
More Roxbury Homes
Discover more properties that match this lifestyle
Single Family
$3.4M
11 Ravenrock Road
Roxbury, CT
4 bd6 ba7,063
Single Family
$1.5M
99 Carriage Lane
Roxbury, CT
4 bd3 ba6,395
Single Family
$1.1M
28 Garnet Road
Roxbury, CT
3 bd4 ba3,696
Single Family
$995K
45 Chalybes Road
Roxbury, CT
3 bd4 ba2,725
Single Family
$1.8M
233 Southbury Road
Roxbury, CT
5 bd6 ba5,447
Single Family
$1.2M
11 Evergreen Drive
Roxbury, CT
4 bd4 ba3,800
Single Family
$1.2M
24 Hickory Lane
Roxbury, CT
4 bd3 ba3,340
Single Family
$795K
38 W Mountain Lane
Roxbury, CT
3 bd3 ba2,336
Browse
Homes for Sale in Roxbury
Every active listing in Roxbury, browsable page by page.
Single Family
$725K
50 Southbury Road
Roxbury, CT
5 bd3 ba1,365
Single Family
$4.0M
47 Squire Road
Roxbury, CT
5 bd6 ba7,121
Single Family
$725K
20 Wellers Bridge Road
Roxbury, CT
3 bd3 ba2,059
Land
$4.0M
20 Painter Hill Road
Roxbury, CT
0 bd0 ba
Single Family
$1.1M
23 Painter Hill Road
Roxbury, CT
4 bd3 ba1,782
Single Family
$1.2M
246 North Street
Roxbury, CT
3 bd2 ba2,031
Single Family
$1.1M
28 Garnet Road
Roxbury, CT
3 bd4 ba3,696
Single Family
$2M
18 Ranney Hill Road
Roxbury, CT
4 bd4 ba3,198
Land
$2M
55 Ranney Hill Road
Roxbury, CT
0 bd0 ba
Land
$250K
307 North Street
Roxbury, CT
0 bd0 ba
Single Family
$1.2M
24 Hickory Lane
Roxbury, CT
4 bd3 ba3,340
Single Family
$689K
216 Baker Road
Roxbury, CT
4 bd2 ba2,008
Single Family
$1.8M
2 Pickett Road
Roxbury, CT
5 bd5 ba3,326
Single Family
$1.6M
33 Sentry Hill Road
Roxbury, CT
4 bd4 ba2,716
Single Family
$1.1M
18 Tunnel Road
Roxbury, CT
3 bd3 ba2,080
Land
$985K
179 South Street
Roxbury, CT
0 bd0 ba
Single Family
$995K
45 Chalybes Road
Roxbury, CT
3 bd4 ba2,725
Single Family
$1.2M
11 Evergreen Drive
Roxbury, CT
4 bd4 ba3,800
Land
$775K
204 North Street lot: 3
Roxbury, CT
0 bd0 ba
Single Family
$2.0M
1030 Washington Woodbury Road
Roxbury, CT
4 bd5 ba4,874
Single Family
$1.8M
233 Southbury Road
Roxbury, CT
5 bd6 ba5,447
Single Family
$795K
38 W Mountain Lane
Roxbury, CT
3 bd3 ba2,336
Single Family
$1.5M
99 Carriage Lane
Roxbury, CT
4 bd3 ba6,395
Single Family
$1.6M
85 Good Hill Road
Roxbury, CT
3 bd3 ba2,440
Single Family
$995K
286 South Street
Roxbury, CT
5 bd5 ba2,804
Single Family
$3.4M
11 Ravenrock Road
Roxbury, CT
4 bd6 ba7,063
Showing 1–26 of 26 · Page 1 of 1
About Roxbury Real Estate
Roxbury is a small, rural community in western Connecticut that draws people looking for quiet surroundings and larger properties. Many residents have moved from more populated areas in search of space and a slower pace while still being within reach of regional employment centers. Character varies by neighborhood, with homes scattered across rolling terrain rather than concentrated in defined districts. Outdoor recreation is a central part of daily life; residents use nearby state forests and conservation land for hiking, horseback riding, and seasonal activities. Dining options are limited locally, so many people travel to neighboring towns for restaurants and services. The town is served by the local public school district with additional private school choices available in surrounding communities. The climate features four distinct seasons, with cold winters that bring snow and warm summers suited to outdoor use of the landscape. At the time of writing there are 26 homes listed for sale, the median price sits at $1,175,000, and properties range from $250,000 to nearly $4 million.
Average listing price: $1,518,308 · 26 homes available
Frequently Asked Questions
There are currently 26 active listings. The median sale price is $1,175,000 while the average price reaches $1,518,308, reflecting a range of property sizes and conditions. Homes average 3,457 square feet and typically remain on the market for about 118 days.
On average, properties in Roxbury spend 118 days on the market before selling. This figure can vary depending on price point, condition, and how closely a home matches buyer preferences in a given period.
The market offers single-family homes across a wide price spectrum from $250,000 to $3,995,000. Average size is 3,457 square feet, so buyers often find larger lots and more square footage than in denser suburban towns.
Roxbury is served by the local public school district along with nearby private school options. Families cite the rural setting and outdoor access as advantages, though they often travel to neighboring towns for additional activities and services.
The area experiences four distinct seasons. Winters are cold with regular snowfall, while summers are warm and support outdoor recreation on local conservation land and trails.