Roxbury, CT Real Estate & Homes For Sale

39 homes

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NEW - 2 MIN AGO
10.05 ACRES
$1,795,000
5 Beds
6 Baths
5,447 sqft
233 Southbury Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
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NEW - 1 HR AGO
3D VIEW
8.64 ACRES
$499,000
200 North Street,
Roxbury, CT 06783
Brown Harris Stevens
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41 ACRES
$3,600,000
5 Beds
4.5 Baths
6,190 sqft
268 South Street,
Roxbury, CT 06783
Klemm Real Estate Inc
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23 ACRES
$3,200,000
3 Beds
2 Baths
1,974 sqft
4 Judge Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
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4.47 ACRES
$850,000
3 Beds
2 Baths
2,489 sqft
47 South Street,
Roxbury, CT 06783
Berkshire Hathaway NE Prop.
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4.87 ACRES
$618,000
2 Beds
2 Baths
1,192 sqft
188 Bacon Road,
Roxbury, CT 06783
Compass Connecticut, LLC
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6.71 ACRES
$425,000
Southbury Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
2 ACRES
$725,000
5 Beds
3 Baths
1,365 sqft
50 Southbury Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
8.03 ACRES
$3,995,000
5 Beds
5.5 Baths
7,121 sqft
47 Squire Road,
Roxbury, CT 06783
Klemm Real Estate Inc
8.7 ACRES
$796,783
2 Beds
1.5 Baths
1,990 sqft
94 Judds Bridge Road,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
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
57.19 ACRES
$3,995,000
20 Painter Hill Road,
Roxbury, CT 06783
Klemm Real Estate Inc
1.33 ACRES
$725,000
3 Beds
2.5 Baths
2,059 sqft
20 Wellers Bridge Road,
Roxbury, CT 06783
Klemm Real Estate Inc
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
$1,095,000
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
5.42 ACRES
$1,895,000
4 Beds
3.5 Baths
3,198 sqft
18 Ranney Hill Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
3D VIEW
3.44 ACRES
$1,000,000
3 Beds
3.5 Baths
3,696 sqft
28 Garnet Road,
Roxbury, CT 06783
Compass Connecticut, LLC
3D VIEW
4.33 ACRES
$1,025,000
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
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
$1,099,000
4 Beds
3.5 Baths
3,340 sqft
24 Hickory Lane,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
3D VIEW
0.85 ACRES
$679,000
4 Beds
2 Baths
2,008 sqft
216 Baker Road,
Roxbury, CT 06783
RE/MAX Right Choice
3.01 ACRES
$1,595,000
4 Beds
3.5 Baths
2,716 sqft
33 Sentry Hill Road,
Roxbury, CT 06783
Klemm Real Estate Inc
3.1 ACRES
$1,049,000
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
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
2.29 ACRES
$950,000
3 Beds
2.5 Baths
2,028 sqft
16 Jonathan Drive,
Roxbury, CT 06783
Drakeley Real Estate, Inc.
3D VIEW
26.68 ACRES
$775,000
204 North Street Lot 3,
Roxbury, CT 06783
Brown Harris Stevens
3D VIEW
3.79 ACRES
$1,495,000
4 Beds
2.5 Baths
6,395 sqft
99 Carriage Lane,
Roxbury, CT 06783
Houlihan Lawrence
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
8.4 ACRES
$995,000
5 Beds
4 Baths
2,804 sqft
286 South Street,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
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 30 more homes matching your filters just outside Roxbury

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NEW
COMING SOON 7/9
2.71 ACRES
$495,000
4 Beds
2.5 Baths
2,880 sqft
18 South Street,
Woodbury, CT 06798
William Pitt Sotheby's Int'l
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NEW
OPEN SUN, 12-2PM
COMING SOON 7/7
$275,000
2 Beds
2 Baths
1,432 sqft
874 Heritage Village #A,
Southbury, CT 06488
Showcase Realty, Inc.
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3.5 ACRES
$1,500,000
4 Beds
3.5 Baths
3,480 sqft
46 Grassy Hill Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
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$399,900
2 Beds
2 Baths
1,398 sqft
701 Heritage Village #A,
Southbury, CT 06488
Exceptional Real Estate LLC
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AUCTION
Price Unknown
2 Beds
1.5 Baths
1,365 sqft
93 Heritage Vlg E #B,
Southbury, CT 06488
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2.53 ACRES
$395,000
133 Painter Hill Road,
Woodbury, CT 06798
Klemm Real Estate Inc
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$205,000
2 Beds
2 Baths
1,044 sqft
593 Heritage Village #D,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
$235,000
2 Beds
2 Baths
1,076 sqft
147 Heritage Village #A,
Southbury, CT 06488
RE/MAX RISE
1.26 ACRES
$765,000
4 Beds
2.5 Baths
2,884 sqft
16 Blueberry Hill Road,
Bridgewater, CT 06752
RE/MAX Coast and Country
OPEN SUN, 11-1PM
$204,000
2 Beds
2 Baths
1,032 sqft
22 Heritage Village #B,
Southbury, CT 06488
Keller Williams Realty
1.51 ACRES
$459,000
3 Beds
2.5 Baths
2,032 sqft
241 Hoop Pole Hill Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
3D VIEW
1.39 ACRES
$879,000
4 Beds
2.5 Baths
3,391 sqft
240 Patriot Road,
Southbury, CT 06488
Regency Real Estate, LLC
1.38 ACRES
$549,900
4 Beds
2.5 Baths
2,284 sqft
44 Chapin Road,
New Milford, CT 06776
William Raveis Real Estate
$209,000
1 Bed
1 Bath
928 sqft
184 Heritage Village #A,
Southbury, CT 06488
William Raveis Real Estate
3D VIEW
1.52 ACRES
$1,375,000
4 Beds
3.5 Baths
4,144 sqft
282 Tepi Drive,
Southbury, CT 06488
Regency Real Estate, LLC
$414,900
2 Beds
2 Baths
1,432 sqft
945 Heritage Village #A,
Southbury, CT 06488
William Raveis Real Estate
$364,000
3 Beds
2 Baths
1,716 sqft
10 Heritage Circle #A,
Southbury, CT 06488
Keller Williams Realty
3 ACRES
$589,900
4 Beds
2 Baths
2,120 sqft
325 New Milford Road East,
Bridgewater, CT 06752
Coldwell Banker Realty
$229,900
2 Beds
2 Baths
1,044 sqft
196 Heritage Village #E,
Southbury, CT 06488
Century 21 Bette Real Estate
3D VIEW
1.39 ACRES
$585,000
4 Beds
2.5 Baths
2,500 sqft
21 Mine Hill Road,
New Milford, CT 06776
Kiwi Homes
26.25 ACRES
$5,250,000
5 Beds
6 Baths
10,714 sqft
289 Northrop Street,
Bridgewater, CT 06752
Klemm Real Estate Inc
1.04 ACRES
$600,000
3 Beds
2.5 Baths
2,306 sqft
924 Roxbury Road,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
$289,000
2 Beds
1.5 Baths
1,365 sqft
877 Heritage Village #A,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
5.51 ACRES
$649,900
3 Beds
2 Baths
1,750 sqft
16 Cross Brook Road,
Woodbury, CT 06798
William Raveis Real Estate
3D VIEW
$349,900
2 Beds
2 Baths
1,432 sqft
170 Heritage Village #B,
Southbury, CT 06488
Ascend Realty LLC
OPEN SUN, 1-3PM
1.07 ACRES
$639,900
4 Beds
2.5 Baths
2,428 sqft
148 Colonial Drive,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
$379,000
2 Beds
2 Baths
1,432 sqft
916 Heritage Village #A,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
$269,000
2 Beds
2 Baths
1,000 sqft
14 Heritage Circle #B,
Southbury, CT 06488
Howard Hanna Rand Realty
3D VIEW
1.01 ACRES
$774,900
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

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 $968,129

Month	Median home value
June 2025	$940k
July 2025	$942k
August 2025	$945k
September 2025	$948k
October 2025	$950k
November 2025	$954k
December 2025	$958k
January 2026	$961k
February 2026	$963k
March 2026	$966k
April 2026	$966k
May 2026	$968k

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 39 homes for sale.

Home Size	Home Value*
2 bedrooms (2 homes)	$650,598
3 bedrooms (9 homes)	$834,041
4 bedrooms (12 homes)	$1,188,197

*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.
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
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

39 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

Nearby Real Estate

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Popular Cities in Connecticut

Roxbury Neighborhoods

Roxbury Property Types

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