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65 Properties Available
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- Newest Listings
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$1,450,000
Single Family Home
21 Hemlock Road, Roxbury, CT 06783
NOW, WITH 4 BEDROOMS IN THE MAIN HOUSE AND 2 BEDROOMS IN THE GUEST HOUSE. THE 2200 FT MAIN HOUSE ALONG WITH AN ADDITIONA...
Listed by Kathryn Clair of William Pitt Sotheby's Int'l
$775,000
Single Family Home
66 Bacon Road, Roxbury, CT 06783
Welcome to 66 and 68 Bacon Rd, where a new owner's vision and the opportunity to make a property their own intersect; se...
Listed by Bill Whitehead of Berkshire Hathaway NE Prop.
$32,500
Single Family Home
35 Schoolhouse Road, Roxbury, CT 06783
Deluxe SUMMER 2025 furnished rental. AVAILABLE $32,500/MONTH or JULY 1-LABOR DAY @ $65,000. Fabulous location in estate ...
Listed by Rebecca Doh of W. Raveis Lifestyles Realty
$4,500
Single Family Home
10 Sentry Hill Road, Roxbury, CT 06783
September 2024 - June 2025: $4,500 per month plus utilities. Featured in CTC & G January 2024 Issue! Striking Modern Ren...
Listed by Melinda Dubow of Klemm Real Estate Inc
$2,000
Single Family Home
10B Sentry Hill Road, Roxbury, CT 06783
September - June 2025: $2,000 plus utilities per month. Featured in CTC & G January 2024 Issue! Striking Modern Renovati...
Listed by Melinda Dubow of Klemm Real Estate Inc
$1,195,000
Single Family Home
116 Wellers Bridge Road, Roxbury, CT 06783
Extra special and super sleek Mid-Century modern in a convenient Roxbury location. Cool mad-men vibe with floor to ceili...
Listed by Maria Taylor of Klemm Real Estate Inc
$2,950,000
Single Family Home
130 Flag Swamp Road, Roxbury, CT 06783
Serenity Now! Total Privacy on 250+ Acres. Accessed Down Long Private Driveway, this 2 Bed, 2.5 Bath Modern Retreat is S...
Listed by Graham Klemm of Klemm Real Estate Inc
$429,000
Single Family Home
168 Baker Road, Roxbury, CT 06783
Built ca 1788, this petite and cozy antique boasts two original fireplaces on the main level and wide board wood floors ...
Listed by Maria Taylor of Klemm Real Estate Inc
$1,750,000
Single Family Home
87 Rocky Mountain Road, Roxbury, CT 06783
Providing wonderful countryside views, this graceful & charming Cape Cod style house has privacy & seclusion, yet it's c...
Listed by Donna Matula of William Raveis Real Estate
$1,995,000
Single Family Home
44 South Street, Roxbury, CT 06783
FoxCroft exudes simple elegance. She stands proudly mid block on South Street, the center of town where children bounce ...
Listed by Lenore Mallett of William Pitt Sotheby's Int'l
$1,575,000
Single Family Home
247 Painter Hill Road, Roxbury, CT 06783
Pristine St. Barth-Style bungalow with two-car garage. Single-level living surrounded by Roxbury's best historic estate ...
Listed by Peter Klemm of Klemm Real Estate Inc
$2,500
Single Family Home
160A North Street, Roxbury, CT 06783
SHORT TERM RENTAL AVAILABLE @ $2,500/MONTH. Spacious one bedroom apartment above garage on large, private estate. Clean,...
Listed by Rebecca Doh of W. Raveis Lifestyles Realty
$1,995,000
Single Family Home
381 South Street, Roxbury, CT 06783
Meander over a small bridge and through tall pines to reach this distinctive 4 bedroom home on 6 very private acres. A g...
Listed by Stacey Matthews of W. Raveis Lifestyles Realty
$1,675,000
Single Family Home
253 Tophet Road, Roxbury, CT 06783
Quintessential CT Mini- Estate. Top restoration of 3-Bedroom/2.5 bath Victorian Cottage with Large Pool/Guest House, stu...
Listed by Peter Klemm of Klemm Real Estate Inc
$747,500
Single Family Home
112 Southbury Road, Roxbury, CT 06783
Roxbury Hill. Pack your bags & move right into this splendid home on 4.43 acres w/ 3 bedrooms & 2 full baths in immacula...
Listed by Judith Auchincloss of Klemm Real Estate Inc
$6,250,000
Single Family Home
62 Davenport Road, Roxbury, CT 06783
White Tail Farm, located in Roxbury, CT, just 90 miles from Manhattan, is an 86-acre estate offering the best of New Eng...
Listed by Jeffrey Phillips of William Pitt Sotheby's Int'l
$4,700
Single Family Home
34 Bacon Road, Roxbury, CT 06783
Motivated landlord! Bring all offers! 6-month minimum. Year lease preferred. Privacy and space galore at this renovated ...
Listed by Ann Gerschefski of William Raveis Real Estate
$1,095,000
Single Family Home
27 Mine Hill Road, Roxbury, CT 06783
Quintessential Roxbury Cape with detached studio space on a quiet road across from 300+ acres of Roxbury Land Trust and ...
Listed by Kathryn Bassett of William Pitt Sotheby's Int'l
$949,000
Single Family Home
80 Transylvania Road, Roxbury, CT 06783
Modern Farmhouse Oasis on 4 Acres in Peaceful Roxbury. A winding drive leads you to the home, where elegant stone steps ...
Listed by Kathryn Bassett of William Pitt Sotheby's Int'l
$699,000
Single Family Home
69 Garnet Road, Roxbury, CT 06783
Discover this recently renovated single-family home nestled on 3.2 wooded acres in picturesque Roxbury, CT. Featuring 4 ...
Listed by Melanie Gonzalez of eRealty Advisors, Inc.
$1,784,000
Single Family Home
2 Pickett Road, Roxbury, CT 06783
WELCOME TO YOUR DREAM HOME! This stunning new construction colonial farmhouse boasts modern elegance and top-of-the-line...
Listed by Michael Lissack of The Virtual Realty Group
$1,595,000
Single Family Home
235 North Street, Roxbury, CT 06783
A beautiful stone house in Roxbury. The large vaulted living room is spectacular. Its multiple windows make it very sunn...
Listed by Florence Mathis of W. Raveis Lifestyles Realty
$799,000
Single Family Home
178 Baker Road, Roxbury, CT 06783
Two homes currently nestled on a 11.36 acre beautiful hillside mountain across from the Shepaug River. House 1 is a rest...
Listed by Robert Graham of Godson & Graham Real Estate
$895,000
Single Family Home
118 Chalybes Road West, Roxbury, CT 06783
Step into a world of charm and timeless elegance in Roxbury, CT. This bucolic estate spans 5.18 acres and offers a blend...
Listed by Catherine Aaron of Berkshire Hathaway NE Prop.