Chester

Shoreline, Connecticut

VIEW 20 COMMUNITY LISTINGS

Chester, incorporated in 1836, is a small, former mill town with roots in the shipbuilding industry.

Located on the hillside of the Connecticut River, Chester achieved fame as a center for inventors and manufacturing innovations. A town for all seasons, Chester reflects typical New England charm with its rolling hills, pristine lakes, rushing waterfalls, lush forests and sparkling streams and ponds. The town is a haven for nature lovers, who will find a variety of flora, fauna and wildlife throughout Cockaponset State Park and along the Connecticut River. Because Chester’s geography includes a healthy assortment of natural water features, many property owners take advantage of their natural surroundings – streams, waterfalls and ponds – by incorporating them into their landscaping. Chester has a vibrant downtown hub, lined with an array of eateries, retail shops and businesses. It is home to the 65-foot-long Chester-Hadlyme Ferry, owned and operated by the State of Connecticut. The ferry operates seasonally and has a capacity for approximately 50 passengers and eight to nine vehicles.

Located on the hillside of the Connecticut River, Chester achieved fame as a center for inventors and manufacturing innovations. A town for all seasons, Chester reflects typical New England charm with its rolling hills, pristine lakes, rushing waterfalls, lush forests and sparkling streams and ponds. The town is a haven for nature lovers, who will find a variety of flora, fauna and wildlife throughout Cockaponset State Park and along the Connecticut River. Because Chester’s geography includes a healthy assortment of natural water features, many property owners take advantage of their natural surroundings – streams, waterfalls and ponds – by incorporating them into their landscaping. Chester has a vibrant downtown hub, lined with an array of eateries, retail shops and businesses. It is home to the 65-foot-long Chester-Hadlyme Ferry, owned and operated by the State of Connecticut. The ferry operates seasonally and has a capacity for approximately 50 passengers and eight to nine vehicles.

Located on the hillside of the Connecticut River, Chester achieved fame as a center for inventors and manufacturing innovations. A town for all seasons, Chester reflects typical New England charm with its rolling hills, pristine lakes, rushing waterfalls, lush forests and sparkling streams and ponds. The town is a haven for nature lovers, who will find a variety of flora, fauna and wildlife throughout Cockaponset State Park and along the Connecticut River. Because Chester’s geography includes a healthy assortment of natural water features, many property owners take advantage of their natural surroundings – streams, waterfalls and ponds – by incorporating them into their landscaping. Chester has a vibrant downtown hub, lined with an array of eateries, retail shops and businesses. It is home to the 65-foot-long Chester-Hadlyme Ferry, owned and operated by the State of Connecticut. The ferry operates seasonally and has a capacity for approximately 50 passengers and eight to nine vehicles.

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Featured Listings

49 Parkers Point Road
Chester, CT $2,700,000

49 Parkers Point Road

Chester, CT

$2,700,000
  • 6 Beds
  • 4/1 Baths
  • 3,968 Sqft
7 Johnson Road
Chester, CT $599,900

7 Johnson Road

Chester, CT

$599,900
  • 3 Beds
  • 2 Baths
  • 2,584 Sqft
2 Inspiration Lane
Chester, CT $199,000

2 Inspiration Lane

Chester, CT

$199,000
  • 3.45 Acres
6-8 West Main Street #2nd Floor
Chester, CT $2,150/mo

6-8 West Main Street #2nd Floor

Chester, CT

$2,150/mo
  • 2 Beds
  • 1 Baths
  • 1,080 Sqft
5 West Main Street
Chester, CT $1,250/mo

5 West Main Street

Chester, CT

$1,250/mo
  • 2,610 Sqft
19 West Main Street
Chester, CT $1,695,000

19 West Main Street

Chester, CT

$1,695,000
  • 4 Beds
  • 3/1 Baths
  • 3,209 Sqft
81 Turkey Hill Road
Chester, CT $1,175,000

81 Turkey Hill Road

Chester, CT

$1,175,000
  • 5 Beds
  • 3 Baths
  • 3,687 Sqft
19 Hickory Hill Drive
Chester, CT $649,900

19 Hickory Hill Drive

Chester, CT

$649,900
  • 3 Beds
  • 3 Baths
  • 2,646 Sqft

Chester

Area Map

Chester is within Shoreline, Connecticut and borders Deep River, East Haddam, Killingworth and Lyme.

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Featured Communities Within

Shoreline

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Chester

Market Snapshot

Units Sold

August 2023

3 TOTAL UNITS

image description -40.0% image description -57.1% vs

Median Sales Price

August 2023 - Single Family Homes

$430K
image description -13.8% image description -3.3% vs

Percentage of Asking Price

August 2023 Single Family Homes

90%
image description -7.5% image description -10.6% vs
90%
image description -7.5% image description -10.6% vs