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Roxbury, CT
City
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1 - 41 of 41 listings (41 total matches)
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35 Raven Rock Road Roxbury CT 06783
New Listing - 2 weeks on site
1 / 29
$12,995,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
5
BEDS
8
TOTAL BATHS
13,619
SQFT
35 Raven Rock Road
Roxbury, CT 06783
 
Listing courtesy of Jeffrey Jackson of Corcoran Centric Realty Office Phone: (203) 625-9500 Broker Contact: (917) 846-5599
297 Painter Hill Road Roxbury CT 06783
1 / 38
$3,950,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
4
BEDS
7
TOTAL BATHS
6,139
SQFT
297 Painter Hill Road
Roxbury, CT 06783
 
Listing courtesy of Peter Klemm of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (917) 864-4940
268 South Street Roxbury CT 06783
1 / 39
$3,600,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
6,190
SQFT
268 South Street
Roxbury, CT 06783
 
Listing courtesy of Peter Klemm of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (917) 864-4940
35 Schoolhouse Road Roxbury CT 06783
Price Change - 4 weeks ago
1 / 40
$3,250,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
4,456
SQFT
35 Schoolhouse Road
Roxbury, CT 06783
 
Listing courtesy of Pels Matthews of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (203) 671-5432
124 Botsford Hill Road Roxbury CT 06783
1 / 37
$2,900,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,974
SQFT
124 Botsford Hill Road
Roxbury, CT 06783
 
Listing courtesy of Pat Lahoud of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (860) 866-7756
220 Painter Hill Road Roxbury CT 06783
1 / 40
$2,750,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
4,570
SQFT
220 Painter Hill Road
Roxbury, CT 06783
 
Listing courtesy of Stacey Matthews of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (203) 671-9067
179 South Street Roxbury CT 06783
New Listing - 2 weeks on site
1 / 14
$2,450,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
3,000
SQFT
179 South Street
Roxbury, CT 06783
 
Listing courtesy of Kathryn Clair of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (203) 948-5255
55 Ranney Hill Road Roxbury CT 06783
1 / 12
$2,000,000
IDX Logo for Smart MLS
Land For Sale
Active
26.48
ACRES
LITCHFIELD
COUNTY
55 Ranney Hill Road
Roxbury, CT 06783
 
Listing courtesy of Sharon Wyant McGuire of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (203) 417-2925
51 Rocky Mountain Road Roxbury CT 06783
1 / 34
$1,895,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
5,232
SQFT
51 Rocky Mountain Road
Roxbury, CT 06783
 
Listing courtesy of Stacey Matthews of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (203) 671-9067
1030 Washington Woodbury Road Roxbury CT 06783
Price Change - 2 weeks ago
1 / 40
$1,795,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
4,874
SQFT
1030 Washington Woodbury Road
Roxbury, CT 06783
 
Listing courtesy of Judith Auchincloss of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (203) 770-3300
233 Southbury Road Roxbury CT 06783
Price Change - 2 weeks ago
1 / 35
$1,745,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
5,447
SQFT
233 Southbury Road
Roxbury, CT 06783
 
Listing courtesy of Kathryn Clair of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (203) 948-5255
25 Highmeadow Lane Roxbury CT 06783
1 / 25
$1,595,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
4,310
SQFT
25 Highmeadow Lane
Roxbury, CT 06783
 
Listing courtesy of Graham Klemm of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (860) 488-6635
11 Evergreen Drive Roxbury CT 06783
Price Change - 4 days ago
1 / 27
$1,297,500
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,800
SQFT
11 Evergreen Drive
Roxbury, CT 06783
 
Listing courtesy of Sharon Wyant McGuire of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (203) 417-2925
77 Judds Bridge Road Roxbury CT 06783
1 / 39
$1,295,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
2,901
SQFT
77 Judds Bridge Road
Roxbury, CT 06783
 
Listing courtesy of Joseph Lorino of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (917) 340-0431
85 Good Hill Road Roxbury CT 06783
1 / 20
$1,269,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,440
SQFT
85 Good Hill Road
Roxbury, CT 06783
 
Listing courtesy of Jason Saphire of www.HomeZu.com Office Phone: (877) 249-5478 Broker Contact: (877) 249-5478
22 East Woods Road Roxbury CT 06783
Price Change - 4 days ago
1 / 40
$1,099,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
3,476
SQFT
22 East Woods Road
Roxbury, CT 06783
 
Listing courtesy of Andy Sachs of Compass Connecticut, LLC Office Phone: (203) 200-0851 Broker Contact: (203) 727-8621
5 North Street Roxbury CT 06783
New Listing - 4 days on site
1 / 34
$1,075,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
4,265
SQFT
5 North Street
Roxbury, CT 06783
 
Listing courtesy of Wendy Westcott of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (203) 217-1312
16 Jonathan Drive Roxbury CT 06783
1 / 40
$998,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,028
SQFT
16 Jonathan Drive
Roxbury, CT 06783
 
Listing courtesy of Ginny Gordon-O’Neill of William Raveis Real Estate Office Phone: (203) 794-9494 Broker Contact: (774) 222-5590
50 Southbury Road Roxbury CT 06783
1 / 29
$950,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
5
BEDS
3
TOTAL BATHS
1,959
SQFT
50 Southbury Road
Roxbury, CT 06783
 
Listing courtesy of Jeffrey Phillips of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (917) 284-8276
2 Moosehorn Road Roxbury CT 06783
1 / 36
$937,500
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,456
SQFT
2 Moosehorn Road
Roxbury, CT 06783
 
Listing courtesy of Elena McGlynn of William Raveis Real Estate Office Phone: (203) 794-9494 Broker Contact: (203) 232-9800
24 Hickory Lane Roxbury CT 06783
1 / 38
$925,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,340
SQFT
24 Hickory Lane
Roxbury, CT 06783
 
Listing courtesy of Pat Lahoud of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (860) 866-7756
137 Davenport Road Roxbury CT 06783
New Listing - 3 weeks on site
1 / 27
$895,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,614
SQFT
137 Davenport Road
Roxbury, CT 06783
 
Listing courtesy of Pels Matthews of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (203) 671-5432
179 South Street Roxbury CT 06783
New Listing - a week on site
1 / 14
$889,000
IDX Logo for Smart MLS
Land For Sale
Active
12.74
ACRES
LITCHFIELD
COUNTY
179 South Street
Roxbury, CT 06783
 
Listing courtesy of Kathryn Clair of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (203) 948-5255
47 South Street Roxbury CT 06783
1 / 38
$785,000
IDX Logo for Smart MLS
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
2,489
SQFT
47 South Street
Roxbury, CT 06783
 
Listing courtesy of Michelle Alvord of Berkshire Hathaway NE Prop. Office Phone: (203) 264-2880 Broker Contact: (203) 217-0556
204 North Street Lot 3 Roxbury CT 06783
1 / 16
$775,000
IDX Logo for Smart MLS
Land For Sale
Active
26.68
ACRES
LITCHFIELD
COUNTY
204 North Street Lot 3
Roxbury, CT 06783
 
Listing courtesy of Jill Sloane of Brown Harris Stevens Office Phone: (203) 655-1418 Broker Contact: (917) 509-7205
43 Baker Road Roxbury CT 06783
1 / 24
$749,000
IDX Logo for Smart MLS
Land For Sale
Active
15.73
ACRES
LITCHFIELD
COUNTY
43 Baker Road
Roxbury, CT 06783
 
Listing courtesy of Stacey Matthews of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (203) 671-9067
Painter Hill Road Roxbury CT 06783
New Listing - 4 weeks on site
1 / 4
$599,000
IDX Logo for Smart MLS
Land For Sale
Active
14.52
ACRES
LITCHFIELD
COUNTY
Painter Hill Road
Roxbury, CT 06783
 
Listing courtesy of Wayne Piskura of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (203) 788-7401
Painter Hill Road Roxbury CT 06783
New Listing - 4 weeks on site
1 / 4
$599,000
IDX Logo for Smart MLS
Land For Sale
Active
14.52
ACRES
LITCHFIELD
COUNTY
Painter Hill Road
Roxbury, CT 06783
 
Listing courtesy of Wayne Piskura of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (203) 788-7401
21 Carriage Lane Roxbury CT 06783
Price Change - 2 weeks ago
1 / 29
$569,990
IDX Logo for Smart MLS
Single Family Residence For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
1,248
SQFT
21 Carriage Lane
Roxbury, CT 06783
 
Listing courtesy of Frank Durante of William Raveis Real Estate Office Phone: (203) 426-3429 Broker Contact: (203) 241-5821
Painter Hill Road Roxbury CT 06783
New Listing - 4 weeks on site
1 / 3
$499,000
IDX Logo for Smart MLS
Land For Sale
Active
11
ACRES
LITCHFIELD
COUNTY
Painter Hill Road
Roxbury, CT 06783
Birchall Subdivision
Listing courtesy of Wayne Piskura of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (203) 788-7401
200 North Street Roxbury CT 06783
1 / 20
$499,000
IDX Logo for Smart MLS
Land For Sale
Active
8.64
ACRES
LITCHFIELD
COUNTY
200 North Street
Roxbury, CT 06783
 
Listing courtesy of Jill Sloane of Brown Harris Stevens Office Phone: (203) 655-1418 Broker Contact: (917) 509-7205
Dorothy Diebold Lane Roxbury CT 06783
New Listing - 4 weeks on site
1 / 4
$499,000
IDX Logo for Smart MLS
Land For Sale
Active
21.77
ACRES
LITCHFIELD
COUNTY
Dorothy Diebold Lane
Roxbury, CT 06783
 
Listing courtesy of Wayne Piskura of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (203) 788-7401
Lot 8 Willow Brook Drive Roxbury CT 06783
1 / 6
$485,000
IDX Logo for Smart MLS
Land For Sale
Active
10
ACRES
LITCHFIELD
COUNTY
Lot 8 Willow Brook Drive
Roxbury, CT 06783
 
Listing courtesy of Ryan Bollard of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (203) 942-4161
34 Old Roxbury Road Roxbury CT 06783
New Listing - 5 days on site
1 / 34
$35,000
IDX Logo for Smart MLS
Single Family Residence For Rent
Active
4
BEDS
6
TOTAL BATHS
3,996
SQFT
34 Old Roxbury Road
Roxbury, CT 06783
 
Listing courtesy of Stacey Matthews of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (203) 671-9067
24 Old Roxbury Road Roxbury CT 06783
New Listing - 5 days on site
1 / 39
$25,000
IDX Logo for Smart MLS
Single Family Residence For Rent
Active
3
BEDS
3
TOTAL BATHS
2,862
SQFT
24 Old Roxbury Road
Roxbury, CT 06783
 
Listing courtesy of Stacey Matthews of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (203) 671-9067
24 Old Roxbury Road Roxbury CT 06783
1 / 38
$15,000
IDX Logo for Smart MLS
Single Family Residence For Rent
Active
3
BEDS
4
TOTAL BATHS
2,862
SQFT
24 Old Roxbury Road
Roxbury, CT 06783
 
Listing courtesy of Stacey Matthews of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (203) 671-9067
33 Sentry Hill Road Roxbury CT 06783
1 / 29
$13,900
IDX Logo for Smart MLS
Single Family Residence For Rent
Active
6
BEDS
4
TOTAL BATHS
2,716
SQFT
33 Sentry Hill Road
Roxbury, CT 06783
 
Listing courtesy of Peter Klemm of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (917) 864-4940
45 Moosehorn Road Roxbury CT 06783
1 / 22
$13,900
IDX Logo for Smart MLS
Single Family Residence For Rent
Active
3
BEDS
4
TOTAL BATHS
4,251
SQFT
45 Moosehorn Road
Roxbury, CT 06783
 
Listing courtesy of Peter Klemm of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (917) 864-4940
23 Painter Hill Road Roxbury CT 06783
1 / 28
$12,900
IDX Logo for Smart MLS
Single Family Residence For Rent
Active
4
BEDS
3
TOTAL BATHS
1,782
SQFT
23 Painter Hill Road
Roxbury, CT 06783
 
Listing courtesy of Peter Klemm of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (917) 864-4940
 Roxbury CT 06783
1 / 33
$11,900
IDX Logo for Smart MLS
Single Family Residence For Rent
Active
3
BEDS
3
TOTAL BATHS
2,080
SQFT

Roxbury, CT 06783
 
Listing courtesy of Peter Klemm of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (917) 864-4940
10 (UPPER) Sentry Hill Road Roxbury CT 06783
1 / 21
$3,450
IDX Logo for Smart MLS
Single Family Residence For Rent
Active
3
BEDS
2
TOTAL BATHS
1,260
SQFT
10 (UPPER) Sentry Hill Road
Roxbury, CT 06783
 
Listing courtesy of Melinda Dubow of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (917) 445-4806
1 - 41 of 41 listings (41 total matches)


The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Last checked: 2026-11-08 03:28 AM UTC.


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