53 Properties Available In Roxbury
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$1,695,000
Single Family Home
78 Garnet Road, Roxbury, CT 06783
A split rail fence along the meandering drive leads you to this beautiful and sophisticated farmhouse on 15.29 acres of ...
Listed by Maria Taylor of Klemm Real Estate Inc

$1,195,000
Single Family Home
286 South Street, Roxbury, CT 06783
Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt on the southern side of Roxbu...
Listed by Kathryn Clair of William Pitt Sotheby's Int'l

$1,750,000
Single Family Home
88 Hemlock Road, Roxbury, CT 06783
Exquisite Barn House with Heated Pool. Set Along a Very Low Traveled Unpaved Town Road, This is a Very Chic & Sophistica...
Listed by Graham Klemm of Klemm Real Estate Inc

$759,900
Single Family Home
8 Southbury Road, Roxbury, CT 06783
Wonderful opportunity to live in the heart of prestigious Roxbury in Litchfield County. Well preserved antique colonial ...
Listed by Lisa Titcomb of William Pitt Sotheby's Int'l

$1,250,000
Single Family Home
19 Spargo Road, Roxbury, CT 06783
Step into timeless style and serene privacy with this beautifully maintained 1966 mid-century modern home. Set on almost...
Listed by Pels Matthews of W. Raveis Lifestyles Realty

$1,495,000
Single Family Home
53 Transylvania Road, Roxbury, CT 06783
Fantastic Colonial in Roxbury down long private drive featuring low maintenance salt water spa pooL. The house is surrou...
Listed by Pels Matthews of W. Raveis Lifestyles Realty

$3,250,000
Single Family Home
16 Sentry Hill Road, Roxbury, CT 06783
Tranquility awaits down this long paved driveway in Northern Roxbury. Complete privacy with spectacular gardens, pond an...
Listed by Stacey Matthews of W. Raveis Lifestyles Realty

$2,600,000
Single Family Home
143 Tophet Road, Roxbury, CT 06783
Located along one of Roxbury's most coveted stretches, this property is nestled among an 800+ acre greenbelt of farmland...
Listed by Stacey Matthews of W. Raveis Lifestyles Realty

$10,000
Single Family Home
5 North Street, Roxbury, CT 06783
Summer 2025: June @ $10,000 per month. August at $13,000 per month. Inquire for alternate dates. Quintessential Litchfie...
Listed by Melinda Dubow of Klemm Real Estate Inc

$917,500
Single Family Home
88 Mallory Road, Roxbury, CT 06783
Welcome to wonderful! Enjoy privacy & seclusion on a gorgeous rural road in southern Roxbury. This custom-built, well-de...
Listed by Melissa Karaffa of William Raveis Real Estate

$2,195,000
Single Family Home
67 Botsford Hill Road, Roxbury, CT 06783
Discover the appeal of this Swedish inspired shingle-style beauty with light and modern finishes throughout. It's nestle...
Listed by Maria Taylor of Klemm Real Estate Inc

$4,500,000
Single Family Home
8 Bayberry Hill, Roxbury, CT 06783
Privately Sited on a Hill in the Midst of 31+ acres, this Elegantly Renovated 5,000+ sq ft Colonial Offers Panoramic Sun...
Listed by Graham Klemm of Klemm Real Estate Inc

$999,000
Single Family Home
61 Mallory Road, Roxbury, CT 06783
Welcome to 61 Mallory Road, Roxbury, CT - a timeless 4-bedroom, 3.5-bath Colonial offering nearly 4,000 sq. ft. of refin...
Listed by Riley Winfield of William Raveis Real Estate

$7,000
Single Family Home
116 Wellers Bridge Road, Roxbury, CT 06783
Mid-Century single-level in a convenient Roxbury location. Cool mad-men vibe with floor to ceiling windows, exposed beam...
Listed by Claudine McHugh of Klemm Real Estate Inc

$4,500
Single Family Home
8 Southbury Road, Roxbury, CT 06783
Wonderful opportunity to live in the heart of prestigious Roxbury in Litchfield County. Well preserved antique colonial ...
Listed by Lisa Titcomb of William Pitt Sotheby's Int'l

$2,395,000
Single Family Home
32 Grassy Hill Road, Roxbury, CT 06783
Roxbury dream home with forever views. Tucked away down a gracious drive off a bucolic town road this quintessential Geo...
Listed by Rick Distel of Compass Connecticut, LLC

$1,995,000
Single Family Home
45 Moosehorn Road, Roxbury, CT 06783
Pristine 4+ bedroom large (4,517 sq. ft.) private home on a scenic dirt road - perfect for walking, jogging and biking s...
Listed by Peter Klemm of Klemm Real Estate Inc

$1,675,000
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

$1,649,000
Single Family Home
253 Tophet Road, Roxbury, CT 06783
Quintessential CT Mini- Estate of 2 Homes! Top restoration of 3-Bedroom/2.5 bath Victorian plus a Guest House with giant...
Listed by Peter Klemm of Klemm Real Estate Inc

$1,549,000
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

$1,149,000
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

$1,095,000
Single Family Home
23 Painter Hill Road, Roxbury, CT 06783
Mint / Move-in Condition! Pristine hilltop home with views on 3 +/- acres. Gorgeous, chic, mint renovation. Open floor p...
Listed by Peter Klemm of Klemm Real Estate Inc

$1,150,000
Single Family Home
11 Hodge Road, Roxbury, CT 06783
This Circa 1851 Historic house known as 'Mine and Quarry House "in Roxbury, Ct ' Historic and Architectural resource su...
Listed by Karen Casey of William Pitt Sotheby's Int'l

$25,000
Single Family Home
24 Old Roxbury Road, Roxbury, CT 06783
Available Memorial Day - June 26 and Aug - Labor Day @ $25K each term. Also, school year 2025/2026 at $10,000/mo. Perche...
Listed by Stacey Matthews of W. Raveis Lifestyles Realty