13 Properties Available
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$1,269,000
Single Family Home
85 Good Hill Road, Roxbury, CT 06783
Completely remodeled 3 bedroom, 2.5 bath open concept home, with two fireplaces (one with wood burning insert), kitchen ...
Listed by Jason Saphire of www.HomeZu.com

$3,450
Single Family Home
10 (UPPER) Sentry Hill Road, Roxbury, CT 06783
Upper 3-bedroom, 2-bath now available from 8/1/26 @ $4,500 for August, 9/'26 Academic/Annual @ $3,500. Featured in CTC &...
Listed by Melinda Dubow of Klemm Real Estate Inc

$999,000
Single Family Home
23 Painter Hill Road, Roxbury, CT 06783
Mint Hilltop Home with Views and only a short walk to Maple Bank Farm Stand, Toplands Farm and historic Roxbury Center. ...
Listed by Peter Klemm of Klemm Real Estate Inc

$1,695,000
Single Family Home
25 Highmeadow Lane, Roxbury, CT 06783
Imagine yourself at this private Litchfield County estate where open land, views, and timeless New England charm come to...
Listed by William Bolls of Compass Connecticut, LLC

$950,000
Single Family Home
28 Garnet Road, Roxbury, CT 06783
Discover modern serenity in this private contemporary retreat nestled on 3.44 private acres. The ascending driveway assu...
Listed by Lisa Rollins of Compass Connecticut, LLC

$995,000
Single Family Home
24 Hickory Lane, Roxbury, CT 06783
Tucked away at the end of a quiet cul-de-sac in one of Roxbury's most desirable neighborhoods, this beautifully updated ...
Listed by Pat Lahoud Lahoud of William Pitt Sotheby's Int'l

$679,000
Single Family Home
216 Baker Road, Roxbury, CT 06783
Step back in time with this historic 1800s Colonial that retains its original character and charm while offering modern ...
Listed by David Landau of RE/MAX Right Choice

$1,499,000
Single Family Home
33 Sentry Hill Road, Roxbury, CT 06783
Mint/Move-in Condition! Private c. 2002 Colonial Clapboard 4+ bedroom home on a scenic dirt road along the Shepaug River...
Listed by Peter Klemm of Klemm Real Estate Inc

$995,000
Single Family Home
18 Tunnel Road, Roxbury, CT 06783
MUST SEE! New Nantucket white cedar shingle siding, window trim, new interior doors and hardware and heated, year-round ...
Listed by Peter Klemm of Klemm Real Estate Inc

$1,495,000
Single Family Home
380 Southbury Road, Roxbury, CT 06783
Nestled on nearly seven private acres along a quiet country road in picturesque Roxbury, this exceptional residence offe...
Listed by Beatrice Dorlean-Cornet of Berkshire Hathaway NE Prop.

$1,920,000
Single Family Home
1030 Washington Woodbury Road, Roxbury, CT 06783
NEW PRICE - Privately set on 18.62 acres, this substantial Roxbury country estate offers scale, privacy, and the relaxed...
Listed by Judith Auchincloss of Klemm Real Estate Inc

$16,500
Single Family Home
5 North Street, Roxbury, CT 06783
NEW PRICE Summer 2026: July and/or August at $16,500 per month. Quintessential Litchfield County Retreat with Fabulous G...
Listed by Melinda Dubow of Klemm Real Estate Inc

$490,000
Vacant Land
69 Moosehorn Road, Roxbury, CT 06783
Build your dream on this designated "Scenic Road" abutting spectacular land trust trails. The lot consists of 24.8+/- ac...
Listed by Stacey Matthews of W. Raveis Lifestyles Realty
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