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Connecticut · Real Estate

Homes for Sale in
Roxbury, CT

There are currently 28 homes for sale in Roxbury, Connecticut with an average list price of $1,404,071.

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

28

active listings

Avg. Sale Price

$1.4M

$320K–$5.3M

Avg. Size Sold

3,181 sf

last 12 mo

vs. Ask Price

-4.4%

avg. paid vs. ask

Stats based on 48 closings in the last 12 months

Showing 12 of 28 listings in Roxbury

179 South Street, Roxbury, CT
$985,000
Residential Land
179 South Street
Roxbury, CT 06783
William Pitt Sotheby's Int'l SmartMLS
179 South Street, Roxbury, CT
$985,000
3 bd · 2.00 ba · 1,772 sqft
179 South Street
Roxbury, CT 06783
William Pitt Sotheby's Int'l SmartMLS
11 Evergreen Drive, Roxbury, CT
$1,200,000
4 bd · 4.00 ba · 3,800 sqft
11 Evergreen Drive
Roxbury, CT 06783
William Pitt Sotheby's Int'l SmartMLS
176 Apple Lane, Roxbury, CT
$2,295,000
4 bd · 5.00 ba · 3,566 sqft
176 Apple Lane
Roxbury, CT 06783
William Pitt Sotheby's Int'l SmartMLS
204 North Street #Lot 3, Roxbury, CT
$775,000
Residential Land
204 North Street #Lot 3
Roxbury, CT 06783
Brown Harris Stevens SmartMLS
1030 Washington Woodbury Road, Roxbury, CT
$2,395,000
4 bd · 5.00 ba · 4,874 sqft
1030 Washington Woodbury Road
Roxbury, CT 06783
Klemm Real Estate Inc SmartMLS
Photos coming soon
$849,000
3 bd · 2.00 ba · 1,862 sqft
242 Tophet Road
Roxbury, CT 06783
William Pitt Sotheby's Int'l SmartMLS
Photos coming soon
$1,795,000
5 bd · 6.00 ba · 5,447 sqft
233 Southbury Road
Roxbury, CT 06783
William Pitt Sotheby's Int'l SmartMLS
Photos coming soon
$795,000
3 bd · 3.00 ba · 2,336 sqft
38 West Mountain Lane
Roxbury, CT 06783
Klemm Real Estate Inc SmartMLS
Photos coming soon
$549,000
Residential Land
69 Moosehorn Road
Roxbury, CT 06783
W. Raveis Lifestyles Realty SmartMLS
Photos coming soon
$3,200,000
3 bd · 2.00 ba · 1,974 sqft
4 Judge Road
Roxbury, CT 06783
RE/MAX RISE SmartMLS
47 South Street, Roxbury, CT
$875,000
3 bd · 2.00 ba · 2,489 sqft
47 South Street
Roxbury, CT 06783
Berkshire Hathaway NE Prop. SmartMLS
See All 28 Homes in Roxbury

Buying a Home in Roxbury, CT

Current Market Snapshot

Entry Price
$275K
lowest listed
Avg. Price
$1.4M
list price
Top of Market
$4M
highest listed
Listings by Bedroom Count
3 beds
8
4 beds
7
5 beds
5
Property Types Available
Single Family · 20 Land · 8

The Roxbury real estate market currently has 28 active listings with an average list price of $1,404,071 and a price range from $275,000 to $3,995,000. Single Family homes make up the largest share of available inventory. Most listings are 3-bedroom homes. The average home size is 2,687 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 March 2026, there are 28 active listings in Roxbury, CT. All listings are updated every 15 minutes directly from SmartMLS.
What is the average home price in Roxbury, CT?
The average list price in Roxbury is $1,404,071. Homes currently range from $275,000 to $3,995,000.
What size homes are most common in Roxbury, CT?
The most common listing in Roxbury is a 3-bedroom home (8 listings). Other common sizes include 4-bedroom (7) and 5-bedroom (5). The average home size is 2,687 sq ft.
What types of homes are available in Roxbury, CT?
Current listings in Roxbury include: Single Family (20), Land (8).
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.

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Salisbury, CT 22 listings
Sharon, CT 21 listings

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