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Roxbury, CT
City
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1 - 44 of 44 listings (44 total matches)
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8 Bayberry Hill Roxbury CT 06783
1 / 35
$3,995,000
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
5,940
SQFT
8 Bayberry Hill
Roxbury, CT 06783
 
Listing courtesy of Graham Klemm of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (860) 488-6635
11 Ravenrock Road Roxbury CT 06783
1 / 34
$3,595,000
Single Family Residence For Sale
Active
4
BEDS
6
TOTAL BATHS
7,063
SQFT
11 Ravenrock Road
Roxbury, CT 06783
 
Listing courtesy of Maria Taylor of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (203) 578-0397
4 Judge Road Roxbury CT 06783
1 / 40
$3,200,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,974
SQFT
4 Judge Road
Roxbury, CT 06783
 
Listing courtesy of Heather Crabtree of RE/MAX RISE Office Phone: (860) 274-7917 Broker Contact: (203) 558-7720
1030 Washington Woodbury Road Roxbury CT 06783
1 / 40
$2,475,000
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
176 Apple Lane Roxbury CT 06783
Open House Sat, Mar 7, 12 PM
Please verify times due to COVID-19
1 / 32
$2,295,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
3,566
SQFT
176 Apple Lane
Roxbury, CT 06783
 
Listing courtesy of Kathryn Bassett of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (203) 841-8161
88 Rucum Road Roxbury CT 06783
1 / 35
$2,195,000
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
5,113
SQFT
88 Rucum Road
Roxbury, CT 06783
 
Listing courtesy of Pels Matthews of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (203) 671-5432
233 Southbury Road Roxbury CT 06783
1 / 38
$1,795,000
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
31 Hickory Lane Roxbury CT 06783
Price Change - 3 weeks ago
1 / 37
$1,745,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
4,169
SQFT
31 Hickory Lane
Roxbury, CT 06783
 
Listing courtesy of Philippa Malkin of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (203) 671-5432
85 Good Hill Road Roxbury CT 06783
1 / 33
$1,630,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,440
SQFT
85 Good Hill Road
Roxbury, CT 06783
 
Listing courtesy of Pat Lahoud Lahoud of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (860) 868-6925
99 Carriage Lane Roxbury CT 06783
1 / 38
$1,599,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
6,395
SQFT
99 Carriage Lane
Roxbury, CT 06783
 
Listing courtesy of Debra Tricarico of Houlihan Lawrence Office Phone: (203) 746-6565 Broker Contact: (914) 592-3444
11 Evergreen Drive Roxbury CT 06783
New Listing - 3 weeks on site
1 / 3
$1,200,000
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
286 South Street Roxbury CT 06783
1 / 36
$1,095,000
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
2,804
SQFT
286 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
16 Jonathan Drive Roxbury CT 06783
New Listing - 4 weeks on site
1 / 32
$1,050,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,028
SQFT
16 Jonathan Drive
Roxbury, CT 06783
 
Listing courtesy of Joyce Drakeley of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 449-3568
50 Southbury Road Roxbury CT 06783
1 / 31
$950,000
Single Family Residence For Sale
Active
5
BEDS
3
TOTAL BATHS
2,000
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
47 South Street Roxbury CT 06783
1 / 40
$875,000
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
242 Tophet Road Roxbury CT 06783
1 / 25
$849,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,862
SQFT
242 Tophet 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
38 West Mountain Lane Roxbury CT 06783
1 / 26
$795,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,336
SQFT
38 West Mountain Lane
Roxbury, CT 06783
 
Listing courtesy of Maria Taylor of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (203) 578-0397
204 North Street Lot 3 Roxbury CT 06783
1 / 16
$775,000
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
178 Baker Road Roxbury CT 06783
1 / 33
$750,000
Single Family Residence For Sale
Active Under Contract
1
BED
2
TOTAL BATHS
1,449
SQFT
178 Baker Road
Roxbury, CT 06783
 
Listing courtesy of Maureen Maher of Berkshire Hathaway NE Prop. Office Phone: (203) 744-5544 Broker Contact: (203) 733-7656
216 Baker Road Roxbury CT 06783
1 / 33
$699,900
Single Family Residence For Sale
Active
4
BEDS
2
TOTAL BATHS
2,008
SQFT
216 Baker Road
Roxbury, CT 06783
 
Listing courtesy of David Landau of RE/MAX Right Choice Office Phone: (203) 426-4004 Broker Contact: (203) 948-2703
22 East Woods Road Roxbury CT 06783
1 / 39
$685,000
Single Family Residence For Sale
Pending
4
BEDS
3
TOTAL BATHS
3,476
SQFT
22 East Woods Road
Roxbury, CT 06783
 
Listing courtesy of Maryanne Betso of Coldwell Banker Realty Office Phone: (203) 264-1400 Broker Contact: (203) 382-4288
55 Mallory Road Roxbury CT 06783
1 / 34
$599,000
Single Family Residence For Sale
Pending
4
BEDS
3
TOTAL BATHS
2,682
SQFT
55 Mallory Road
Roxbury, CT 06783
 
Listing courtesy of Gina Baumann-Jacobs of Gina Jacobs Real Estate Office Phone: (203) 623-1713 Broker Contact: (203) 623-1713
Lot 4 Chalybes Road West Roxbury CT 06783
1 / 11
$599,000
Land For Sale
Active
16
ACRES
LITCHFIELD
COUNTY
Lot 4 Chalybes Road West
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
69 Moosehorn Road Roxbury CT 06783
1 / 13
$549,000
Land For Sale
Active
24.84
ACRES
LITCHFIELD
COUNTY
69 Moosehorn Road
Roxbury, CT 06783
 
Listing courtesy of Stacey Matthews of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (203) 671-9067
200 North Street Roxbury CT 06783
1 / 20
$499,000
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
31 Holmes Road Roxbury CT 06783
1 / 10
$450,000
Land For Sale
Active
8.21
ACRES
LITCHFIELD
COUNTY
31 Holmes Road
Roxbury, CT 06783
 
Listing courtesy of Kathryn Bassett of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (203) 841-8161
Lot 1 Chalybes Road West Roxbury CT 06783
1 / 22
$399,000
Land For Sale
Active
4.01
ACRES
LITCHFIELD
COUNTY
Lot 1 Chalybes Road West
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
Booth Road Roxbury CT 06783
1 / 7
$275,000
Land For Sale
Active
3.02
ACRES
LITCHFIELD
COUNTY
Booth Road
Roxbury, CT 06783
 
Listing courtesy of Sindy Butkus of Klemm Real Estate Inc Office Phone: (203) 263-4040 Broker Contact: (203) 232-3723
34 Old Roxbury Road Roxbury CT 06783
1 / 29
$35,000
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
76 North Street Roxbury CT 06783
New Listing - 3 weeks on site
1 / 37
$25,000
Single Family Residence For Rent
Active
3
BEDS
4
TOTAL BATHS
2,400
SQFT
76 North 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
5 North Street Roxbury CT 06783
1 / 28
$20,000
Single Family Residence For Rent
Active
4
BEDS
3
TOTAL BATHS
3,089
SQFT
5 North Street
Roxbury, CT 06783
 
Listing courtesy of Melinda Dubow of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (917) 445-4806
34 Old Roxbury Road Roxbury CT 06783
1 / 27
$15,000
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
1 / 38
$15,000
Single Family Residence For Rent
Active
3
BEDS
4
TOTAL BATHS
2,562
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 / 30
$13,900
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
Single Family Residence For Rent
Active
3
BEDS
4
TOTAL BATHS
4,517
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
247 Painter Hill Road Roxbury CT 06783
1 / 25
$12,900
Single Family Residence For Rent
Active
4
BEDS
4
TOTAL BATHS
2,396
SQFT
247 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
23 Painter Hill Road Roxbury CT 06783
1 / 25
$12,900
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
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
7 Lower County Road Roxbury CT 06783
1 / 40
$9,000
Single Family Residence For Rent
Active
3
BEDS
2
TOTAL BATHS
2,568
SQFT
7 Lower County Road
Roxbury, CT 06783
 
Listing courtesy of Chris Haggerty of Around Town Real Estate LLC Office Phone: (203) 727-8621 Broker Contact: (203) 948-8011
18 Bear Burrow Road Roxbury CT 06783
1 / 17
$7,500
Single Family Residence For Rent
Active
4
BEDS
3
TOTAL BATHS
3,026
SQFT
18 Bear Burrow Road
Roxbury, CT 06783
 
Listing courtesy of Maria Taylor of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (203) 578-0397
116 Wellers Bridge Road Roxbury CT 06783
1 / 25
$7,000
Single Family Residence For Rent
Active
3
BEDS
4
TOTAL BATHS
3,236
SQFT
116 Wellers Bridge Road
Roxbury, CT 06783
 
Listing courtesy of Claudine McHugh of Klemm Real Estate Inc Office Phone: (203) 263-4040 Broker Contact: (203) 228-7000
10 Sentry Hill Road Roxbury CT 06783
1 / 28
$6,000
Single Family Residence For Rent
Active
4
BEDS
3
TOTAL BATHS
1,260
SQFT
10 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
160A North Street Roxbury CT 06783
1 / 14
$2,500
Apartment For Rent
Active
1
BED
1
TOTAL BATH
875
SQFT
160A North Street
Roxbury, CT 06783
 
Listing courtesy of Rebecca Doh of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (860) 601-4406
10 (LOWER) Sentry Hill Road Roxbury CT 06783
1 / 8
$2,200
Single Family Residence For Rent
Active
1
BED
1
TOTAL BATH
1,260
SQFT
10 (LOWER) 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 - 44 of 44 listings (44 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: 2026-03-07 02:02 AM UTC.


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