Roxbury, CT Real Estate & Homes For Sale

40 homes

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NEW - 2 MIN AGO
6.71 ACRES
$425,000
Southbury Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
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NEW - 2 DAYS AGO
8.03 ACRES
$3,995,000
5 Beds
5.5 Baths
7,121 sqft
47 Squire Road,
Roxbury, CT 06783
Klemm Real Estate Inc
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8.7 ACRES
$885,000
2 Beds
1.5 Baths
1,543 sqft
94 Judds Bridge Road,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
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NEW CONSTRUCTION
8.35 ACRES
$1,799,000
5 Beds
4.5 Baths
3,326 sqft
2 Pickett Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
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57.19 ACRES
$3,995,000
20 Painter Hill Road,
Roxbury, CT 06783
Klemm Real Estate Inc
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1.33 ACRES
$725,000
3 Beds
2.5 Baths
2,059 sqft
20 Wellers Bridge Road,
Roxbury, CT 06783
Klemm Real Estate Inc
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4.24 ACRES
$1,995,000
4 Beds
4.5 Baths
3,566 sqft
176 Apple Lane,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
2.27 ACRES
$475,000
3 Beds
2 Baths
1,614 sqft
137 Davenport Road,
Roxbury, CT 06783
The Provino Group LLC
3 ACRES
$1,095,000
4 Beds
2.5 Baths
1,782 sqft
23 Painter Hill Road,
Roxbury, CT 06783
Klemm Real Estate Inc
3.21 ACRES
$1,195,000
3 Beds
2 Baths
2,031 sqft
246 North Street,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
17.31 ACRES
$1,795,000
4 Beds
3 Baths
4,310 sqft
25 Highmeadow Lane,
Roxbury, CT 06783
Compass Connecticut, LLC
OPEN SAT, 11-1PM
5.42 ACRES
$2,000,000
4 Beds
3.5 Baths
3,198 sqft
18 Ranney Hill Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
3.44 ACRES
$1,050,000
3 Beds
3.5 Baths
3,696 sqft
28 Garnet Road,
Roxbury, CT 06783
Compass Connecticut, LLC
4.33 ACRES
$1,075,000
4 Beds
2.5 Baths
2,556 sqft
336 South Street,
Roxbury, CT 06783
Redfin Corporation
26.48 ACRES
$2,000,000
55 Ranney Hill Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
3 ACRES
$250,000
307 North Street,
Roxbury, CT 06783
Klemm Real Estate Inc
4.01 ACRES
$399,000
Lot 1 West Chalybes Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
20.13 ACRES
$949,000
Lot 7 & Lot 8 Willow Brook Drive,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
4.68 ACRES
$2,895,000
4 Beds
4.5 Baths
4,570 sqft
220 Painter Hill Road,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
3.01 ACRES
$1,155,000
4 Beds
2.5 Baths
3,340 sqft
24 Hickory Lane,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
0.85 ACRES
$689,000
4 Beds
2 Baths
2,008 sqft
216 Baker Road,
Roxbury, CT 06783
RE/MAX Right Choice
3.01 ACRES
$1,649,000
4 Beds
3.5 Baths
2,716 sqft
33 Sentry Hill Road,
Roxbury, CT 06783
Klemm Real Estate Inc
3.1 ACRES
$1,099,000
3 Beds
2.5 Baths
2,080 sqft
18 Tunnel Road,
Roxbury, CT 06783
Klemm Real Estate Inc
3D VIEW
6.87 ACRES
$1,550,000
4 Beds
4.5 Baths
4,452 sqft
380 Southbury Road,
Roxbury, CT 06783
Berkshire Hathaway NE Prop.
12.74 ACRES
$985,000
179 South Street,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
NEW CONSTRUCTION
3.39 ACRES
$1,200,000
4 Beds
3.5 Baths
3,800 sqft
11 Evergreen Drive,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
2.29 ACRES
$950,000
3 Beds
2.5 Baths
2,028 sqft
16 Jonathan Drive,
Roxbury, CT 06783
Drakeley Real Estate, Inc.
26.68 ACRES
$775,000
204 North Street Lot 3,
Roxbury, CT 06783
Brown Harris Stevens
3.79 ACRES
$1,495,000
4 Beds
2.5 Baths
6,395 sqft
99 Carriage Lane,
Roxbury, CT 06783
Houlihan Lawrence
14.82 ACRES
$1,795,000
5 Beds
6 Baths
5,447 sqft
233 Southbury Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
24.84 ACRES
$490,000
69 Moosehorn Road,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
4.96 ACRES
$795,000
3 Beds
2.5 Baths
2,336 sqft
38 West Mountain Lane,
Roxbury, CT 06783
Klemm Real Estate Inc
8.21 ACRES
$450,000
31 Holmes Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
8.71 ACRES
$950,000
5 Beds
3 Baths
2,000 sqft
50 Southbury Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
8.64 ACRES
$499,000
200 North Street,
Roxbury, CT 06783
Brown Harris Stevens
2 ACRES
$1,630,000
3 Beds
2.5 Baths
2,440 sqft
85 Good Hill Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
8.4 ACRES
$995,000
5 Beds
4 Baths
2,804 sqft
286 South Street,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
8.04 ACRES
$2,045,000
5 Beds
5 Baths
5,113 sqft
88 Rucum Road,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
3.02 ACRES
$274,500
Booth Road,
Roxbury, CT 06783
Klemm Real Estate Inc
20.11 ACRES
$3,395,000
4 Beds
5.5 Baths
7,063 sqft
11 Ravenrock Road,
Roxbury, CT 06783
Klemm Real Estate Inc

Real Estate & Homes For Sale Near Roxbury, CT

We found 26 more homes matching your filters just outside Roxbury

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5.51 ACRES
$649,900
3 Beds
2 Baths
1,900 sqft
Address Not Disclosed,
Woodbury, CT 06798
William Raveis Real Estate
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$479,000
2 Beds
2 Baths
1,432 sqft
899 Heritage Village #A,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
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8.6 ACRES
$795,000
5 Beds
3 Baths
4,594 sqft
579 Brown Brook Road,
Southbury, CT 06488
William Raveis Real Estate
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$349,900
2 Beds
2 Baths
1,432 sqft
170 Heritage Village #B,
Southbury, CT 06488
Ascend Realty LLC
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$229,000
2 Beds
2 Baths
1,044 sqft
586 Heritage Village #C,
Southbury, CT 06488
Keller Williams Realty
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$390,000
2 Beds
2 Baths
1,432 sqft
916 Heritage Village #A,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
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$269,000
2 Beds
2 Baths
1,000 sqft
14 Heritage Circle #B,
Southbury, CT 06488
Howard Hanna Rand Realty
$309,000
3 Beds
2 Baths
1,716 sqft
847 Heritage Village #B,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
1.55 ACRES
$769,000
4 Beds
3 Baths
4,065 sqft
45 Beardsley Road,
New Milford, CT 06776
Coldwell Banker Realty
1.01 ACRES
$799,900
5 Beds
3.5 Baths
3,607 sqft
17 Carriage Lane,
Woodbury, CT 06798
RE/MAX RISE
38.39 ACRES
$2,500,000
3 Beds
4 Baths
3,500 sqft
34 Black Snake Lane,
Bridgewater, CT 06752
William Raveis Real Estate
$219,000
1 Bed
1 Bath
928 sqft
149 Heritage Village #A,
Southbury, CT 06488
Coldwell Banker Realty
$265,000
1 Bed
1 Bath
928 sqft
953 Heritage Village #A,
Southbury, CT 06488
Realty ONE Group Connect
15.49 ACRES
$1,175,000
101 Lower Church Hill Road,
Washington Depot, CT 06794
Klemm Real Estate Inc
$449,900
2 Beds
2 Baths
1,398 sqft
930 Heritage Village #B,
Southbury, CT 06488
Coldwell Banker Realty
30.21 ACRES
$2,850,000
4 Beds
5 Baths
5,387 sqft
4 Sunrise Lane,
Bridgewater, CT 06752
Klemm Real Estate Inc
10 ACRES
$1,595,000
4 Beds
3.5 Baths
2,453 sqft
197 Skyline Ridge Road,
Bridgewater, CT 06752
William Pitt Sotheby's Int'l
2.73 ACRES
$895,000
4 Beds
3.5 Baths
3,784 sqft
557 Upper Grassy Hill Road,
Woodbury, CT 06798
William Pitt Sotheby's Int'l
3D VIEW
$199,999
2 Beds
2 Baths
1,032 sqft
151 Heritage Village #B,
Southbury, CT 06488
LPT Realty
$360,000
2 Beds
2 Baths
1,398 sqft
22 Heritage Circle #A,
Southbury, CT 06488
Keller Williams Realty
1.01 ACRES
$585,000
4 Beds
2.5 Baths
2,114 sqft
22 Standish Road,
New Milford, CT 06776
Whitestone Real Estate Group
18.62 ACRES
$1,995,000
4 Beds
4.5 Baths
4,874 sqft
1030 Washington Woodbury Road,
Roxbury, CT 06783
Klemm Real Estate Inc
4.59 ACRES
$995,000
2 Beds
3.5 Baths
3,285 sqft
49 South Street,
Washington, CT 06793
William Pitt Sotheby's Int'l
NEW CONSTRUCTION
2.87 ACRES
$949,000
4 Beds
3.5 Baths
3,600 sqft
2 Delia Lane,
New Milford, CT 06776
Coldwell Banker Realty
NEW CONSTRUCTION
3.91 ACRES
$799,000
4 Beds
2.5 Baths
2,600 sqft
4 Delia Lane,
New Milford, CT 06776
Coldwell Banker Realty
1.51 ACRES
$240,000
190 Blueberry Hill Road,
Bridgewater, CT 06752
William Raveis Real Estate

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 $941,911

Month	Median home value
May 2025	$917k
June 2025	$916k
July 2025	$919k
August 2025	$921k
September 2025	$924k
October 2025	$926k
November 2025	$929k
December 2025	$934k
January 2026	$937k
February 2026	$938k
March 2026	$941k
April 2026	$942k

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

Average Home Value in Roxbury, CT, by Home Size

Currently, there are 6 new listings in Roxbury, CT and 40 homes for sale.

Home Size	Home Value*
2 bedrooms (1 home)	$630,927
3 bedrooms (8 homes)	$810,267
4 bedrooms (13 homes)	$1,162,681

*Home value over the past month

What Locals Say about Roxbury

Lisa r. h.
Resident
7y 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!"
2
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Maria T.
11y 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
15y 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. "
0
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Roxbury, CT Real Estate & Homes For Sale

40 homes

We found 26 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

Nearby Real Estate

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Popular Cities in Connecticut

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