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$589,990
Single Family Home
21 Carriage Lane, Roxbury, CT 06783
A former artist retreat is waiting for you! This Ranch/Rambler style home boasts an open concept with vaulted ceilings. ...
Listed by Frank Durante of William Raveis Real Estate
$3,495,000
Single Family Home
35 Schoolhouse Road, Roxbury, CT 06783
Subtle Sophistication in A++ Roxbury Locale. Perfectly sited in an estate area of Roxbury on a quiet country road, this ...
Listed by Pels Matthews of W. Raveis Lifestyles Realty
$575,000
Single Family Home
90 Mallory Road, Roxbury, CT 06783
Diamond in the rough! This solid and expansive home is waiting for its new life, with you as the steward. It has 3 good ...
Listed by Rich Pomerantz of William Pitt Sotheby's Int'l
$1,525,000
Single Family Home
21 Hemlock Road, Roxbury, CT 06783
This 4 bedroom main house with 2 bedroom guest house provides a peaceful retreat just minutes from town and 1.5 hours fr...
Listed by Stacey Matthews of W. Raveis Lifestyles Realty
$1,235,000
Single Family Home
22 East Woods Road, Roxbury, CT 06783
*Completely reimagined from top to bottom, 22 E. Woods Rd. offers the rare combination of virtually new, low-maintenance...
Listed by Andy Sachs of Compass Connecticut, LLC
$1,295,000
Single Family Home
77 Judds Bridge Road, Roxbury, CT 06783
A custom-designed Judds Bridge Colonial in a coveted location, privately set amid mature trees and established plantings...
Listed by Joseph Lorino of Klemm Real Estate Inc
$8,500
Single Family Home
88 Hemlock Road, Roxbury, CT 06783
Oct-May Rental. Newly Renovated & Exquisitely Appointed Barn House. Set Along a Very Low Traveled Unpaved Town Road, Thi...
Listed by Graham Klemm of Klemm Real Estate Inc
$4,495,000
Single Family Home
297 Painter Hill Road, Roxbury, CT 06783
Uber chic shingle-style in A+ location offering magnificent long distant views overlooking the famed Alexander Calder es...
Listed by Peter Klemm of Klemm Real Estate Inc
$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
$1,795,000
Single Family Home
233 Southbury Road, Roxbury, CT 06783
Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-con...
Listed by Kathryn Clair of William Pitt Sotheby's Int'l
$3,600,000
Single Family Home
268 South Street, Roxbury, CT 06783
Quintessential Litchfield County Estate on 41+/- acres. Restored 1850's Colonial. Set in private, park-like grounds, ove...
Listed by Peter Klemm of Klemm Real Estate Inc
$3,200,000
Single Family Home
124 Botsford Hill Road, Roxbury, CT 06783
Exceptional equestrian estate featuring a fully equipped horse facility and charming Cape-style home. Ideal for equestri...
Listed by Pat Lahoud Lahoud of William Pitt Sotheby's Int'l
$850,000
Single Family Home
47 South Street, Roxbury, CT 06783
Own a piece of history with the distinguished Philo N. Hodge House, a remarkable antique home built in 1833 and proudly ...
Listed by Michelle Alvord of Berkshire Hathaway NE Prop.
$575,000
Single Family Home
188 Bacon Road, Roxbury, CT 06783
Best Litchfield County Opportunity! Escape to your own peaceful country retreat with the perfect blend of comfort, chara...
Listed by William Bolls of Compass Connecticut, LLC
$725,000
Single Family Home
50 Southbury Road, Roxbury, CT 06783
Cottage & Guest House Located in pastoral Southern Roxbury, just 90 minutes from New York City. Set on 2 acres, the prop...
Listed by Jeffrey Phillips of William Pitt Sotheby's Int'l
$3,995,000
Single Family Home
47 Squire Road, Roxbury, CT 06783
A breathtaking country estate nestled in the picturesque town of Roxbury, Connecticut, boasts a guest cottage and an in-...
Listed by Maria Taylor of Klemm Real Estate Inc
$725,000
Single Family Home
20 Wellers Bridge Road, Roxbury, CT 06783
This handsome 1820's Colonial, set behind large shade trees on 1.33 acres just off the Green, is an easy walk to the Lib...
Listed by Wayne Piskura 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
$1,795,000
Single Family Home
18 Ranney Hill Road, Roxbury, CT 06783
Perfect Country Home! Located close to town on a quiet country road. Built is 2018, the new owners have done extensive L...
Listed by Sharon Wyant McGuire of William Pitt Sotheby's Int'l
$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
$1,375,000
Single Family Home
56 Goldmine Road, Roxbury, CT 06783
This cross gabled farmhouse was built in 2006 by its artisan craftsman owner, expanding upon the original foundation of ...
Listed by Fred Bond of William Pitt Sotheby's Int'l
$2,750,000
Single Family Home
220 Painter Hill Road, Roxbury, CT 06783
Perched atop Painter Hill-Roxbury's highest elevation and one of its most coveted addresses-this newly renovated residen...
Listed by Stacey Matthews of W. Raveis Lifestyles Realty
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