Roxbury, CT Real Estate & Homes For Sale

40 homes

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NEW - 6 HRS AGO
3 ACRES
$1,095,000
4 Beds
2.5 Baths
1,782 sqft
23 Painter Hill Road,
Roxbury, CT 06783
Klemm Real Estate Inc
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NEW
COMING SOON 5/9
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
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OPEN SAT, 12-2PM
17.31 ACRES
$1,795,000
4 Beds
3 Baths
4,310 sqft
25 Highmeadow Lane,
Roxbury, CT 06783
Compass Connecticut, LLC
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COMING SOON 5/14
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
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3.44 ACRES
$1,050,000
3 Beds
3.5 Baths
3,696 sqft
28 Garnet Road,
Roxbury, CT 06783
Compass Connecticut, LLC
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8.56 ACRES
$1,295,000
4 Beds
3 Baths
2,420 sqft
315 North Street,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
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0.98 ACRES
$1,375,000
3 Beds
2.5 Baths
2,620 sqft
56 Goldmine Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
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
3.05 ACRES
$2,395,000
4 Beds
4.5 Baths
6,670 sqft
77 Tophet Road,
Roxbury, CT 06783
Compass Connecticut, LLC
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
6,052 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
2.97 ACRES
$995,000
3 Beds
3.5 Baths
2,725 sqft
45 Chalybes Road,
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
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
2.29 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
6.07 ACRES
$799,000
3 Beds
2 Baths
1,862 sqft
242 Tophet Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
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
8.84 ACRES
$1,685,000
4 Beds
4 Baths
6,169 sqft
31 Hickory Lane,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
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
31.77 ACRES
$3,995,000
5 Beds
5 Baths
5,940 sqft
8 Bayberry Hill,
Roxbury, CT 06783
Klemm Real Estate Inc
8.4 ACRES
$1,049,000
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
$3,595,000
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 27 more homes matching your filters just outside Roxbury

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NEW
COMING SOON 5/8
5.77 ACRES
$625,000
3 Beds
2.5 Baths
1,816 sqft
123 Mine Hill Road,
New Milford, CT 06776
Compass Connecticut, LLC
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NEW
OPEN SAT, 12-2PM
COMING SOON 5/8
1 ACRE
$1,385,000
4 Beds
3.5 Baths
2,929 sqft
397 Christian Street,
BRIDGEWATER, CT 06752
Berkshire Hathaway NE Prop.
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1.55 ACRES
$769,000
4 Beds
3 Baths
4,065 sqft
45 Beardsley Road,
New Milford, CT 06776
Coldwell Banker Realty
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1.01 ACRES
$799,900
5 Beds
3.5 Baths
3,607 sqft
17 Carriage Lane,
Woodbury, CT 06798
RE/MAX RISE
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38.39 ACRES
$2,500,000
3 Beds
4 Baths
3,500 sqft
34 Black Snake Lane,
Bridgewater, CT 06752
William Raveis Real Estate
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$229,000
1 Bed
1 Bath
928 sqft
149 Heritage Village #A,
Southbury, CT 06488
Coldwell Banker Realty
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$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
$489,900
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
$225,000
1 Bed
1 Bath
928 sqft
1016 Heritage Village #B,
Southbury, CT 06488
Century 21 Bette Real Estate
$520,000
3 Beds
2 Baths
1,716 sqft
977 Heritage Village #B,
Southbury, CT 06488
William Pitt Sotheby's Int'l
$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
$349,900
2 Beds
2 Baths
1,432 sqft
170 Heritage Village #B,
Southbury, CT 06488
Ascend Realty LLC
$275,000
2 Beds
2 Baths
1,144 sqft
914 Heritage Village #B,
Southbury, CT 06488
Coldwell Banker Realty
$225,000
2 Beds
2 Baths
1,071 sqft
968 Heritage Village #A,
Southbury, CT 06488
Century 21 Bette Real Estate
18.62 ACRES
$2,095,000
4 Beds
4.5 Baths
4,874 sqft
1030 Washington Woodbury Road,
Roxbury, CT 06783
Klemm Real Estate Inc
4.59 ACRES
$1,095,000
2 Beds
3.5 Baths
3,285 sqft
49 South Street,
Washington, CT 06793
William Pitt Sotheby's Int'l
3D VIEW
4.92 ACRES
$749,000
5 Beds
3.5 Baths
2,870 sqft
50 Beardsley Road,
New Milford, CT 06776
W. Raveis Lifestyles Realty
$379,900
2 Beds
2 Baths
1,398 sqft
902 Heritage Village #A,
Southbury, CT 06488
Century 21 Bette Real Estate
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
15.19 ACRES
$2,595,000
3 Beds
4.5 Baths
4,531 sqft
370 Northrop Street,
Bridgewater, CT 06752
Klemm Real Estate Inc
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 $937,192

Month	Median home value
April 2025	$915k
May 2025	$913k
June 2025	$912k
July 2025	$914k
August 2025	$917k
September 2025	$920k
October 2025	$922k
November 2025	$925k
December 2025	$929k
January 2026	$933k
February 2026	$934k
March 2026	$937k

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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 (See homes)	$624,412
3 bedrooms (9 homes)	$808,455
4 bedrooms (16 homes)	$1,154,197

*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. "
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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 27 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

Roxbury Neighborhoods

Roxbury Property Types

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