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Connecticut · Real Estate

Homes for Sale in
Roxbury, CT

As of November 10, 2026, per SmartMLS, there are 34 homes for sale in Roxbury, Connecticut with an average list price of $1,724,324.

Roxbury is a small, affluent Litchfield County town of about 2,300 with a remarkable literary and artistic pedigree — Arthur Miller lived here for decades, and the town has long attracted painters, writers, and intellectuals from New York. The landscape is rolling hills, stone walls, and carefully preserved farmland. Minimal development, exceptional privacy, and a community that prizes its character above all else. Among the most exclusive rural addresses in Connecticut.

For Sale

34

active listings

Median Sale Price

$1.1M

$215K–$3.4M

Avg. Size Sold

3,040 sf

last 12 mo

vs. Ask Price

-5.5%

avg. paid vs. ask

Stats based on 41 closings in the last 12 months · SmartMLS, as of Nov 10, 2026

Showing 12 of 34 listings in Roxbury

5 North Street, Roxbury, CT
Active
$1,075,000
4 bd · 3 ba · 4,265 sqft
5 North Street
Roxbury, CT 06783
W. Raveis Lifestyles Realty SmartMLS
179 South Street, Roxbury, CT
Active
$889,000
Residential Land
179 South Street
Roxbury, CT 06783
William Pitt Sotheby's Int'l SmartMLS
179 South Street, Roxbury, CT
Active
$2,450,000
4 bd · 3 ba · 3,000 sqft
179 South Street
Roxbury, CT 06783
William Pitt Sotheby's Int'l SmartMLS
35 Raven Rock Road, Roxbury, CT
Active
$12,995,000
5 bd · 8 ba · 13,619 sqft
35 Raven Rock Road
Roxbury, CT 06783
Corcoran Centric Realty SmartMLS
137 Davenport Road, Roxbury, CT
Active
$895,000
3 bd · 2 ba · 1,614 sqft
137 Davenport Road
Roxbury, CT 06783
W. Raveis Lifestyles Realty SmartMLS
Painter Hill Road, Roxbury, CT
Active
$599,000
Other
Painter Hill Road
Roxbury, CT 06783
Klemm Real Estate Inc SmartMLS
Dorothy Diebold Lane, Roxbury, CT
Active
$499,000
Other
Dorothy Diebold Lane
Roxbury, CT 06783
Klemm Real Estate Inc SmartMLS
Painter Hill Road, Roxbury, CT
Active
$499,000
Residential Land
Painter Hill Road
Roxbury, CT 06783
Klemm Real Estate Inc SmartMLS
Painter Hill Road, Roxbury, CT
Active
$599,000
Other
Painter Hill Road
Roxbury, CT 06783
Klemm Real Estate Inc SmartMLS
2 Moosehorn Road, Roxbury, CT
Active
$937,500
3 bd · 2 ba · 1,456 sqft
2 Moosehorn Road
Roxbury, CT 06783
William Raveis Real Estate SmartMLS
51 Rocky Mountain Road, Roxbury, CT
Active
$1,895,000
4 bd · 5 ba · 5,232 sqft
51 Rocky Mountain Road
Roxbury, CT 06783
W. Raveis Lifestyles Realty SmartMLS
25 Highmeadow Lane, Roxbury, CT
Active
$1,595,000
4 bd · 4 ba · 4,310 sqft
25 Highmeadow Lane
Roxbury, CT 06783
Klemm Real Estate Inc SmartMLS
Read our Living in Roxbury, CT guide
See All 34 Homes in Roxbury

Buying a Home in Roxbury, CT

Current Market Snapshot

Entry Price
$485K
lowest listed
Avg. Price
$1.7M
list price
Top of Market
$13M
highest listed
Listings by Bedroom Count
3 beds
7
4 beds
13
5 beds
4
Property Types Available
Single Family · 24 Land · 10

As of November 10, 2026, the Roxbury real estate market has 34 active listings with an average list price of $1,724,324 and a price range from $485,000 to $12,995,000. Single Family homes make up the largest share of available inventory. Most listings are 4-bedroom homes. The average home size is 2,694 sq ft. All listings are sourced directly from SmartMLS and updated every 15 minutes.

Frequently Asked Questions

How many homes are for sale in Roxbury, CT right now?
As of November 10, 2026, per SmartMLS, there are 34 active listings in Roxbury, CT. All listings are updated every 15 minutes directly from SmartMLS.
What is the average home price in Roxbury, CT?
As of November 10, 2026, per SmartMLS, the average list price in Roxbury is $1,724,324. Homes currently range from $485,000 to $12,995,000.
What size homes are most common in Roxbury, CT?
The most common listing in Roxbury is a 4-bedroom home (13 listings). Other common sizes include 3-bedroom (7) and 5-bedroom (4). The average home size is 2,694 sq ft.
What types of homes are available in Roxbury, CT?
Current listings in Roxbury include: Single Family (24), Land (10).
Is Roxbury, CT a good place to buy a home?
Roxbury is a small, affluent Litchfield County town of about 2,300 with a remarkable literary and artistic pedigree — Arthur Miller lived here for decades, and the town has long attracted painters, writers, and intellectuals from New York. The landscape is rolling hills, stone walls, and carefully preserved farmland. Minimal development, exceptional privacy, and a community that prizes its character above all else. Among the most exclusive rural addresses in Connecticut.
Does RYZE Realty Group serve Roxbury, CT?
Yes — RYZE Realty Group is a Connecticut real estate team serving buyers and sellers across Litchfield County and the greater Connecticut market, including Roxbury. Contact us for a free consultation.