Name: Open House - 11AM-1PM
Start: 2026-05-28T11:00:00.000Z
End: 2026-05-28T13:00:00.000Z
Location: 20 Wellers Bridge Road, Roxbury, CT 06783

20 Wellers Bridge Road, Roxbury, CT 06783

20

$725,000

Open Thu 11AM-1PM

Single Family Home

3 Beds 3 Baths 2,059 SqFt

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

33

$2,000,000

Open Sat 11AM-1PM

Single Family Home

4 Beds 4 Baths 3,198 SqFt

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

31

$725,000

New

Single Family Home

5 Beds 3 Baths 1,365 SqFt

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

27

$3,995,000

New

Single Family Home

5 Beds 6 Baths 7,121 SqFt

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

20

$885,000

New

Single Family Home

2 Beds 2 Baths 1,543 SqFt

94 Judds Bridge Road, Roxbury, CT 06783

Once in a blue moon, a piece of property becomes available in one of the coveted locations. On a quiet dirt road, this m...

Listed by Wendy Westcott of W. Raveis Lifestyles Realty

24

$1,995,000

Active

Single Family Home

4 Beds 5 Baths 3,566 SqFt

176 Apple Lane, Roxbury, CT 06783

Your turnkey country escape is waiting in Roxbury - a modern shinglestyle home on 4+ manicured acres with a resortlevel ...

Listed by Kathryn Bassett of William Pitt Sotheby's Int'l

5

$950,000

Active

Single Family Home

3 Beds 2 Baths 1,614 SqFt

137 Davenport Road, Roxbury, CT 06783

INCREDIBLE OPPORTUNITY TO OWN IN THE PAINTER HILL RD AREA OF ROXBURY! This 1,600 sq ft, 3-bedroom, 2-bathroom Ranch home...

Listed by Lisa Provino of The Provino Group LLC

30

$475,000

Active

Single Family Home

3 Beds 2 Baths 1,614 SqFt

137 Davenport Road, Roxbury, CT 06783

INCREDIBLE OPPORTUNITY TO OWN IN THE PAINTER HILL RD AREA OF ROXBURY! This 1,600 sq ft, 3-bedroom, 2-bathroom Ranch home...

Listed by Lisa Provino of The Provino Group LLC

25

$1,095,000

Active

Single Family Home

4 Beds 3 Baths 1,782 SqFt

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

22

$1,195,000

Active

Single Family Home

3 Beds 2 Baths 2,031 SqFt

246 North Street, Roxbury, CT 06783

Juniper Hill offers masterfully updated one level living in Roxbury, Connecticut. Dubbed a "Little Gem on the Hill" in C...

Listed by Fred Bond of William Pitt Sotheby's Int'l

39

$1,795,000

Active

Single Family Home

4 Beds 4 Baths 4,310 SqFt

25 Highmeadow Lane, Roxbury, CT 06783

Stunning 4-bedroom colonial estate on 17+ private acres in desirable Roxbury, CT. Set on open rolling lawns with sweepin...

Listed by William Bolls of Compass Connecticut, LLC

35

$1,050,000

Active

Single Family Home

3 Beds 4 Baths 3,696 SqFt

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

40

$1,295,000

Under Contract

Single Family Home

4 Beds 4 Baths 2,420 SqFt

315 North Street, Roxbury, CT 06783

Situated in Roxbury near the Washington border, this quintessential 1960's four bedroom Cape Cod with heated pool, serve...

Listed by Kathryn Clair of William Pitt Sotheby's Int'l

40

$1,075,000

Active

Single Family Home

4 Beds 3 Baths 2,556 SqFt

336 South Street, Roxbury, CT 06783

Beautiful 4 bedroom, 2.5-bath Colonial set on a picturesque, park-like property in desirable southern Roxbury. A dramati...

Listed by Karen Gilmore of Redfin Corporation

40

$1,375,000

Under Contract

Single Family Home

3 Beds 3 Baths 2,620 SqFt

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

220 Painter Hill Road, Roxbury, CT 06783

40

$2,895,000

Active

Single Family Home

4 Beds 5 Baths 4,570 SqFt

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

37

$2,395,000

Under Contract

Single Family Home

4 Beds 5 Baths 6,670 SqFt

77 Tophet Road, Roxbury, CT 06783

Roxbury Shingle-Style Gem with Sparkling Pool! This grand residence sits off one of Litchfield County's most treasured a...

Listed by Rick Distel of Compass Connecticut, LLC

38

$1,155,000

Active

Single Family Home

4 Beds 3 Baths 3,340 SqFt

24 Hickory Lane, Roxbury, CT 06783

Tucked away in one of Roxbury's most desirable neighborhoods, this 4-bedroom, 2.5-bath Colonial sits at the end of a qui...

Listed by Pat Lahoud Lahoud of William Pitt Sotheby's Int'l

33

$689,000

Active

Single Family Home

4 Beds 2 Baths 2,008 SqFt

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

38

$1,799,000

Active

Single Family Home

5 Beds 5 Baths 3,326 SqFt

2 Pickett Road, Roxbury, CT 06783

Presenting a truly rare opportunity for BRAND NEW CONSTRUCTION in Roxbury, CT, this luxury residence offers approximatel...

Listed by Alan O'Doherty of William Pitt Sotheby's Int'l

27

$1,649,000

Active

Single Family Home

4 Beds 4 Baths 2,716 SqFt

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

29

$1,099,000

Active

Single Family Home

3 Beds 3 Baths 2,080 SqFt

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

40

$1,550,000

Price Dropped by $50K

Single Family Home

4 Beds 5 Baths 4,452 SqFt

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.

13

$985,000

Active

Single Family Home

3 Beds 2 Baths 1,772 SqFt

179 South Street, Roxbury, CT 06783

Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been cherished by seven generations ...

Listed by Kathryn Clair of William Pitt Sotheby's Int'l

61 Properties Available In 06783

20 Wellers Bridge Road, Roxbury, CT 06783

18 Ranney Hill Road, Roxbury, CT 06783

50 Southbury Road, Roxbury, CT 06783

47 Squire Road, Roxbury, CT 06783

94 Judds Bridge Road, Roxbury, CT 06783

176 Apple Lane, Roxbury, CT 06783

137 Davenport Road, Roxbury, CT 06783

137 Davenport Road, Roxbury, CT 06783

23 Painter Hill Road, Roxbury, CT 06783

246 North Street, Roxbury, CT 06783

25 Highmeadow Lane, Roxbury, CT 06783

28 Garnet Road, Roxbury, CT 06783

315 North Street, Roxbury, CT 06783

336 South Street, Roxbury, CT 06783

56 Goldmine Road, Roxbury, CT 06783

220 Painter Hill Road, Roxbury, CT 06783

77 Tophet Road, Roxbury, CT 06783

24 Hickory Lane, Roxbury, CT 06783

216 Baker Road, Roxbury, CT 06783

2 Pickett Road, Roxbury, CT 06783

33 Sentry Hill Road, Roxbury, CT 06783

18 Tunnel Road, Roxbury, CT 06783

380 Southbury Road, Roxbury, CT 06783

179 South Street, Roxbury, CT 06783

explore listings in 06783