Roxbury, CT Real Estate & Homes For Sale

33 homes

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NEW - 2 MIN AGO
3.01 ACRES
$1,395,000
4 Beds
3.5 Baths
2,716 sqft
33 Sentry Hill Road,
Roxbury, CT 06783
Klemm Real Estate Inc
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NEW - 4 MIN AGO
3 ACRES
$969,000
4 Beds
2.5 Baths
1,782 sqft
23 Painter Hill Road,
Roxbury, CT 06783
Klemm Real Estate Inc
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NEW - 4 MIN AGO
3.1 ACRES
$969,000
3 Beds
2.5 Baths
2,080 sqft
18 Tunnel Road,
Roxbury, CT 06783
Klemm Real Estate Inc
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4 ACRES
$1,075,000
4 Beds
2.5 Baths
4,265 sqft
5 North Street,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
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12.74 ACRES
$889,000
179 South Street,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
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114.34 ACRES
$12,995,000
5 Beds
6.5 Baths
13,619 sqft
35 Raven Rock Road,
Roxbury, CT 06783
Corcoran Centric Realty
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2.27 ACRES
$895,000
3 Beds
2 Baths
1,614 sqft
137 Davenport Road,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
14.52 ACRES
$599,000
Painter Hill Road,
Roxbury, CT 06783
Klemm Real Estate Inc
14.52 ACRES
$599,000
Painter Hill Road,
Roxbury, CT 06783
Klemm Real Estate Inc
11 ACRES
$499,000
Painter Hill Road,
Roxbury, CT 06783
Klemm Real Estate Inc
21.77 ACRES
$499,000
Dorothy Diebold Lane,
Roxbury, CT 06783
Klemm Real Estate Inc
3D VIEW
3 ACRES
$937,500
3 Beds
2 Baths
1,456 sqft
2 Moosehorn Road,
Roxbury, CT 06783
William Raveis Real Estate
5.19 ACRES
$1,895,000
4 Beds
4 Baths
5,232 sqft
51 Rocky Mountain Road,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
3D VIEW
9.97 ACRES
$1,149,000
3 Beds
2.5 Baths
4,012 sqft
24 Roxbury Road,
Woodbury, CT 06798
Houlihan Lawrence
17.31 ACRES
$1,595,000
4 Beds
3 Baths
4,310 sqft
25 Highmeadow Lane,
Roxbury, CT 06783
Klemm Real Estate Inc
8.71 ACRES
$950,000
5 Beds
3 Baths
1,959 sqft
50 Southbury Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
15.73 ACRES
$749,000
43 Baker Road,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
2.29 ACRES
$998,000
3 Beds
2.5 Baths
2,028 sqft
16 Jonathan Drive,
Roxbury, CT 06783
William Raveis Real Estate
10 ACRES
$485,000
Lot 8 Willow Brook Drive,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
3D VIEW
10 ACRES
$3,250,000
4 Beds
4.5 Baths
4,456 sqft
35 Schoolhouse Road,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
6.89 ACRES
$1,099,000
4 Beds
2.5 Baths
3,476 sqft
22 East Woods Road,
Roxbury, CT 06783
Compass Connecticut, LLC
3.65 ACRES
$1,295,000
4 Beds
2.5 Baths
2,901 sqft
77 Judds Bridge Road,
Roxbury, CT 06783
Klemm Real Estate Inc
14.81 ACRES
$3,950,000
4 Beds
6 Baths
6,139 sqft
297 Painter Hill Road,
Roxbury, CT 06783
Klemm Real Estate Inc
2 ACRES
$1,269,000
3 Beds
2.5 Baths
2,440 sqft
85 Good Hill Road,
Roxbury, CT 06783
www.HomeZu.com
10.05 ACRES
$1,745,000
5 Beds
6 Baths
5,447 sqft
233 Southbury Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
3D VIEW
8.64 ACRES
$499,000
200 North Street,
Roxbury, CT 06783
Brown Harris Stevens
41 ACRES
$3,600,000
5 Beds
4.5 Baths
6,190 sqft
268 South Street,
Roxbury, CT 06783
Klemm Real Estate Inc
23 ACRES
$2,900,000
3 Beds
2 Baths
1,974 sqft
124 Botsford Hill Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
4.47 ACRES
$785,000
3 Beds
2 Baths
2,489 sqft
47 South Street,
Roxbury, CT 06783
Berkshire Hathaway NE Prop.
26.48 ACRES
$2,000,000
55 Ranney Hill Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
3.01 ACRES
$925,000
4 Beds
3.5 Baths
3,340 sqft
24 Hickory Lane,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
NEW CONSTRUCTION
3.39 ACRES
$1,297,500
4 Beds
3.5 Baths
3,800 sqft
11 Evergreen Drive,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
3D VIEW
26.68 ACRES
$775,000
204 North Street Lot 3,
Roxbury, CT 06783
Brown Harris Stevens

Real Estate & Homes For Sale Near Roxbury, CT

We found 30 more homes matching your filters just outside Roxbury

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4 ACRES
$1,895,000
4 Beds
4.5 Baths
3,348 sqft
65 Mine Hill Road West,
Bridgewater, CT 06752
W. Raveis Lifestyles Realty
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1.09 ACRES
$999,000
3 Beds
4 Baths
2,280 sqft
770 Washington Road,
Woodbury, CT 06798
Scalzo Real Estate
AUCTION
2.2 ACRES
Est. $418,600
2 Beds
2 Baths
992 sqft
334 Hoop Pole Hill Rd,
Woodbury, CT 06798
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1 ACRE
$679,717
3 Beds
2 Baths
2,047 sqft
23 Kruskyville Road,
Bridgewater, CT 06752
Serhant Connecticut, LLC
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$319,000
2 Beds
2 Baths
1,432 sqft
809 Heritage Village #B,
Southbury, CT 06488
William Raveis Real Estate
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4.59 ACRES
$895,000
49 South Street,
Washington, CT 06793
William Pitt Sotheby's Int'l
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$325,000
2 Beds
2 Baths
1,432 sqft
198 Heritage Village #B,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
$500,000
3 Beds
2 Baths
1,716 sqft
847 Heritage Village #B,
Southbury, CT 06488
Coldwell Banker Realty
$369,900
2 Beds
2 Baths
1,398 sqft
701 Heritage Village #A,
Southbury, CT 06488
Exceptional Real Estate LLC
3D VIEW
$329,900
2 Beds
2 Baths
1,432 sqft
170 Heritage Village #B,
Southbury, CT 06488
Ascend Realty LLC
$269,900
2 Beds
2 Baths
1,044 sqft
176 Heritage Village #D,
Southbury, CT 06488
Keller Williams Realty
$330,000
3 Beds
2 Baths
1,716 sqft
682 Heritage Village #A,
Southbury, CT 06488
Century 21 Bette Real Estate
$319,900
2 Beds
2 Baths
1,000 sqft
883 Heritage Village #C,
Southbury, CT 06488
Keller Williams Realty
$245,000
1 Bed
1 Bath
928 sqft
953 Heritage Village #A,
Southbury, CT 06488
Realty ONE Group Connect
$255,000
2 Beds
2 Baths
1,432 sqft
991 Heritage Village #A,
Southbury, CT 06488
Keller Williams Realty
7.26 ACRES
$2,895,000
5 Beds
3.5 Baths
3,844 sqft
59 Painter Ridge Road,
Washington, CT 06793
Klemm Real Estate Inc
$269,900
2 Beds
2 Baths
1,398 sqft
955 Heritage Village #B,
Southbury, CT 06488
Century 21 Bette Real Estate
13.11 ACRES
$2,395,000
4 Beds
4.5 Baths
3,699 sqft
63 West Mountain Road,
Washington, CT 06793
William Pitt Sotheby's Int'l
3D VIEW
30.21 ACRES
$2,195,000
4 Beds
5 Baths
5,927 sqft
4 Sunrise Lane,
Bridgewater, CT 06752
Berkshire Hathaway NE Prop.
$465,000
2 Beds
2 Baths
1,398 sqft
4 Heritage Circle #A,
Southbury, CT 06488
William Raveis Real Estate
$335,000
2 Beds
2 Baths
1,432 sqft
783 Heritage Village #A,
Southbury, CT 06488
Century 21 Bette Real Estate
NEW CONSTRUCTION
4.7 ACRES
$1,800,000
4 Beds
3.5 Baths
4,600 sqft
25 Meadowcrest Drive,
Goshen, CT 06752
Regency Real Estate, LLC
1.67 ACRES
$799,900
5 Beds
3.5 Baths
4,180 sqft
132 Good Hill Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
OPEN SAT, 1-3PM
2.26 ACRES
$775,000
4 Beds
3 Baths
3,020 sqft
35 Nettleton Hollow Road,
Bethlehem, CT 06751
Coldwell Banker Realty
OPEN SAT, 1-3PM
8.13 ACRES
$1,095,000
3 Beds
3.5 Baths
3,549 sqft
385 Second Hill Falls Lane,
Bridgewater, CT 06752
Berkshire Hathaway NE Prop.
$329,900
2 Beds
2 Baths
1,398 sqft
895 Heritage Village #A,
Southbury, CT 06488
Century 21 Bette Real Estate
62 ACRES
$750,000
245 Hoop Pole Hill Road,
Woodbury, CT 06798
Keller Williams Realty
2.58 ACRES
$900,000
1145 West Purchase Road,
Southbury, CT 06488
Century 21 Bette Real Estate
2.53 ACRES
$395,000
133 Painter Hill Road,
Woodbury, CT 06798
Klemm Real Estate Inc
3D VIEW
1.52 ACRES
$895,000
4 Beds
3.5 Baths
4,144 sqft
282 Tepi Drive,
Southbury, CT 06488
Regency Real Estate, LLC

Roxbury, CT Real Estate Trends

Learn about the Roxbury, CT housing market through trends and averages.

Affordability
Home Value
What Locals Say

Affordability of Living in Roxbury, CT

The median home value is $959,927

Month	Median home value
October 2025	$927k
November 2025	$931k
December 2025	$935k
January 2026	$938k
February 2026	$940k
March 2026	$943k
April 2026	$943k
May 2026	$945k
June 2026	$945k
July 2026	$949k
August 2026	$955k
September 2026	$960k

View as a graph

Trends and affordability stats are provided by third party data sources.

Average Home Value in Roxbury, CT, by Home Size

Currently, there are 3 new listings in Roxbury, CT and 33 homes for sale.

Home Size	Home Value*
2 bedrooms (See homes)	$641,709
3 bedrooms (7 homes)	$825,126
4 bedrooms (10 homes)	$1,191,735

*Home value over the past month

What Locals Say about Roxbury

Lisa r. h.
Resident
8y ago
"This is an incredibly supportive town, with many young families. Lots of townwide events to meet new people, and friendly neighbors. We moved in 9 years ago and love living here!"
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Maria T.
12y ago
"Peaceful and surrounded by nature. The perfect escape from the city or a great place to live full time."
0
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Katherine
16y ago
"This is one of the most gorgeous towns in Connecticut. Quintessential New England, with lots of privacy - yes there are celebs - but who cares! They are just people too. You get the best of everything - lovely town green, no traffic, a short drive to everything you need, acreage with your house and low taxes. People are friendly, helpful, nice to you and no smog!!!!!!!!! Yes, we love it here. "
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Roxbury, CT Real Estate & Homes For Sale

33 homes

We found 30 more homes matching your filters just outside Roxbury

Roxbury, CT Real Estate Trends

Affordability of Living in Roxbury, CT

Average Home Value in Roxbury, CT, by Home Size

What Locals Say about Roxbury

Browse Roxbury, CT homes by type

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