Bridgewater, CT Real Estate Guide

Litchfield County, Connecticut

VIEW 16 COMMUNITY LISTINGS

The quaint town of Bridgewater, situated on the east bank of the Housatonic River, is a largely residential community encompassing 17.3 square miles. An old farming community incorporated in 1856, Bridgewater is home to barns, paddocks and country estates as well as beautiful Lake Lillinonah. The charming town green is a haven for many passersby who stop at the historic general store for some famous Bridgewater Chocolates or to enjoy fine New England fare. Until 2014, Bridgewater was known as the last remaining dry town in the state. A highly anticipated event in Bridgewater takes place each fall, when the town hosts the annual Bridgewater Country Fair, which has drawn generations of residents and visitors to this otherwise quiet community.

The quaint town of Bridgewater, situated on the east bank of the Housatonic River, is a largely residential community encompassing 17.3 square miles. An old farming community incorporated in 1856, Bridgewater is home to barns, paddocks and country estates as well as beautiful Lake Lillinonah. The charming town green is a haven for many passersby who stop at the historic general store for some famous Bridgewater Chocolates or to enjoy fine New England fare. Until 2014, Bridgewater was known as the last remaining dry town in the state. A highly anticipated event in Bridgewater takes place each fall, when the town hosts the annual Bridgewater Country Fair, which has drawn generations of residents and visitors to this otherwise quiet community.

The quaint town of Bridgewater, situated on the east bank of the Housatonic River, is a largely residential community encompassing 17.3 square miles. An old farming community incorporated in 1856, Bridgewater is home to barns, paddocks and country estates as well as beautiful Lake Lillinonah. The charming town green is a haven for many passersby who stop at the historic general store for some famous Bridgewater Chocolates or to enjoy fine New England fare. Until 2014, Bridgewater was known as the last remaining dry town in the state. A highly anticipated event in Bridgewater takes place each fall, when the town hosts the annual Bridgewater Country Fair, which has drawn generations of residents and visitors to this otherwise quiet community.

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Featured Listings

397 Christian Street
Bridgewater, CT $1,795,000

397 Christian Street

Bridgewater, CT

$1,795,000
  • 4 Beds
  • 3/1 Baths
  • 2,929 Sqft
267 Main Street South
Bridgewater, CT $1,790,000

267 Main Street South

Bridgewater, CT

$1,790,000
  • 4 Beds
  • 4/2 Baths
  • 5,006 Sqft
197 Skyline Ridge Road
Bridgewater, CT $1,495,000

197 Skyline Ridge Road

Bridgewater, CT

$1,495,000
  • 4 Beds
  • 3/1 Baths
  • 2,453 Sqft
28 Rock Cut Road
Bridgewater, CT $649,000

28 Rock Cut Road

Bridgewater, CT

$649,000
  • 4 Beds
  • 2 Baths
  • 1,976 Sqft
4 Sunrise Lane
Bridgewater, CT $2,395,000

4 Sunrise Lane

Bridgewater, CT

$2,395,000
  • 4 Beds
  • 4/2 Baths
  • 5,927 Sqft
34 Black Snake Lane
Bridgewater, CT $2,250,000

34 Black Snake Lane

Bridgewater, CT

$2,250,000
  • 3 Beds
  • 4 Baths
  • 3,500 Sqft
25 Meadowcrest Drive
Goshen, CT $1,800,000

25 Meadowcrest Drive

Goshen, CT

$1,800,000
  • 4 Beds
  • 3/1 Baths
  • 4,600 Sqft
385 Second Hill Falls Lane
Bridgewater, CT $1,199,000

385 Second Hill Falls Lane

Bridgewater, CT

$1,199,000
  • 3 Beds
  • 3/1 Baths
  • 3,549 Sqft

Bridgewater

Area Map

Bridgewater is within Litchfield Hills, Connecticut and borders New Milford, Roxbury, Brookfield and Southbury.

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Featured Communities Within

Litchfield Hills

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Bridgewater

Market Snapshot

Units Sold

September 2026

4 TOTAL UNITS

image description +33.3% vs

Median Sales Price

September 2026 - Single Family Homes

$1.3M
image description +67.5% vs

Percentage of Asking Price

September 2026 Single Family Homes

94%
image description -4.8% vs
94%
image description -4.8% vs