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Homes for sale in Roxbury, Connecticut
Connecticut

Homes for Sale in Roxbury

Discover 29 homes in Roxbury, Connecticut

29 listings
Avg $1,615,897
147 days avg
Explore
Market Overview

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

Browse

Homes for Sale in Roxbury

Every active listing in Roxbury, browsable page by page.

4 Judge Road - Single Family for sale in Roxbury, CT
Single Family

$3.2M

4 Judge Road

Roxbury, CT

3 bd2 ba1,974
50 Southbury Road - Single Family for sale in Roxbury, CT
Single Family

$725K

50 Southbury Road

Roxbury, CT

5 bd3 ba1,365
47 Squire Road - Single Family for sale in Roxbury, CT
Single Family

$4.0M

47 Squire Road

Roxbury, CT

5 bd6 ba7,121
20 Painter Hill Road - Land for sale in Roxbury, CT
Land

$4.0M

20 Painter Hill Road

Roxbury, CT

0 bd0 ba
20 Wellers Bridge Road - Single Family for sale in Roxbury, CT
Single Family

$725K

20 Wellers Bridge Road

Roxbury, CT

3 bd3 ba2,059
23 Painter Hill Road - Single Family for sale in Roxbury, CT
Single Family

$1.1M

1990 Single Family Home Roxbury CT 4 Bedrooms 3 Bathrooms 1782 Sq Ft

23 Painter Hill Road

Roxbury, CT

4 bd3 ba1,782
246 North Street - Single Family for sale in Roxbury, CT
Single Family

$1.1M

246 North Street

Roxbury, CT

3 bd2 ba2,031
18 Ranney Hill Road - Single Family for sale in Roxbury, CT
Single Family

$2M

18 Ranney Hill Road

Roxbury, CT

4 bd4 ba3,198
28 Garnet Road - Single Family for sale in Roxbury, CT
Single Family

$1M

28 Garnet Road

Roxbury, CT

3 bd4 ba3,696
55 Ranney Hill Road - Land for sale in Roxbury, CT
Land

$2M

55 Ranney Hill Road

Roxbury, CT

0 bd0 ba
307 North Street - Land for sale in Roxbury, CT
Land

$250K

307 North Street

Roxbury, CT

0 bd0 ba
24 Hickory Lane - Single Family for sale in Roxbury, CT
Single Family

$1.1M

24 Hickory Lane

Roxbury, CT

4 bd4 ba3,340
216 Baker Road - Single Family for sale in Roxbury, CT
Single Family

$679K

216 Baker Road

Roxbury, CT

4 bd2 ba2,008
2 Pickett Road - Single Family for sale in Roxbury, CT
Single Family

$1.8M

2 Pickett Road

Roxbury, CT

5 bd5 ba3,326
18 Tunnel Road - Single Family for sale in Roxbury, CT
Single Family

$1.0M

18 Tunnel Road

Roxbury, CT

3 bd3 ba2,080
33 Sentry Hill Road - Single Family for sale in Roxbury, CT
Single Family

$1.6M

33 Sentry Hill Road

Roxbury, CT

4 bd4 ba2,716
179 South Street - Land for sale in Roxbury, CT
Land

$985K

179 South Street

Roxbury, CT

0 bd0 ba
179 South Street - Single Family for sale in Roxbury, CT
Single Family

$985K

179 South Street

Roxbury, CT

3 bd2 ba1,772
45 Chalybes Road - Single Family for sale in Roxbury, CT
Single Family

$995K

45 Chalybes Road

Roxbury, CT

3 bd4 ba2,725
11 Evergreen Drive - Single Family for sale in Roxbury, CT
Single Family

$1.2M

11 Evergreen Drive

Roxbury, CT

4 bd4 ba3,800
204 North Street lot: 3 - Land for sale in Roxbury, CT
Land

$775K

204 North Street lot: 3

Roxbury, CT

0 bd0 ba
1030 Washington Woodbury Road - Single Family for sale in Roxbury, CT
Single Family

$2.0M

1030 Washington Woodbury Road

Roxbury, CT

4 bd5 ba4,874
233 Southbury Road - Single Family for sale in Roxbury, CT
Single Family

$1.8M

233 Southbury Road

Roxbury, CT

5 bd6 ba5,447
38 W Mountain Lane - Single Family for sale in Roxbury, CT
Single Family

$795K

38 W Mountain Lane

Roxbury, CT

3 bd3 ba2,336
99 Carriage Lane - Single Family for sale in Roxbury, CT
Single Family

$1.5M

99 Carriage Lane

Roxbury, CT

4 bd3 ba6,395
85 Good Hill Road - Single Family for sale in Roxbury, CT
Single Family

$1.5M

85 Good Hill Road

Roxbury, CT

3 bd3 ba2,440
286 South Street - Single Family for sale in Roxbury, CT
Single Family

$995K

286 South Street

Roxbury, CT

5 bd5 ba2,804
8 Bayberry Hill - Single Family for sale in Roxbury, CT
Single Family

$3.6M

8 Bayberry Hill

Roxbury, CT

5 bd6 ba5,940
11 Ravenrock Road - Single Family for sale in Roxbury, CT
Single Family

$3.4M

11 Ravenrock Road

Roxbury, CT

4 bd6 ba7,063

Showing 129 of 29 · Page 1 of 1

Beyond the listings

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.

Local market guide

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

Buyer questions

Frequently Asked Questions

What is the average home price in Roxbury Connecticut?

The current average listing price stands at $1,615,897, while the median price is $1,099,000. Homes in the market span from $250,000 up to $3,995,000. This spread reflects a variety of property types and sizes available to buyers.

How long do homes typically stay on the market in Roxbury CT?

Properties in Roxbury average 147 days on the market before selling. This timeframe can vary based on price point and property condition. Buyers should plan for a measured search process in the current inventory of 29 active listings.

What size are most homes in Roxbury Connecticut?

The average home size is approximately 3,429 square feet. This figure covers a range of single-family residences suited to different household needs. Larger or smaller homes appear throughout the listings depending on the specific area.

What schools serve Roxbury Connecticut?

Families have access to the local public school district along with several nearby private institutions. The district covers elementary through high school levels in a small-town setting. Many parents also consider options in adjacent towns for additional choices.

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Use the full search to set your price, beds, property type, and must-have features for Roxbury.

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