Chester

Shoreline, Connecticut

VIEW 15 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

96 Middlesex Avenue
Chester, CT $1,395,000

96 Middlesex Avenue

Chester, CT

$1,395,000
  • 4 Beds
  • 3/1 Baths
  • 3,153 Sqft
132 Main Street
Chester, CT $975,000

132 Main Street

Chester, CT

$975,000
  • 23,467 Sqft
5 Marina View Drive
Chester, CT $594,900

5 Marina View Drive

Chester, CT

$594,900
  • 3 Beds
  • 3/1 Baths
  • 2,037 Sqft
2 Sypher Road
Chester, CT $446,000

2 Sypher Road

Chester, CT

$446,000
  • 4 Beds
  • 2/1 Baths
  • 2,278 Sqft
28 South Wig Hill Road
Chester, CT $764,000

28 South Wig Hill Road

Chester, CT

$764,000
  • 2 Beds
  • 3 Baths
  • 3,091 Sqft
108 Middlesex Avenue
Chester, CT $699,000

108 Middlesex Avenue

Chester, CT

$699,000
  • 3 Beds
  • 4/1 Baths
  • 4,056 Sqft
56 Middlesex Avenue
Chester, CT $635,000

56 Middlesex Avenue

Chester, CT

$635,000
  • 1 Baths
  • 6,348 Sqft
71 Maple Street
Chester, CT $599,000

71 Maple Street

Chester, CT

$599,000
  • 2 Beds
  • 1/1 Baths
  • 2,144 Sqft

Chester

Area Map

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

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Shoreline

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+-

Chester

Market Snapshot

Units Sold

October 2024

6 TOTAL UNITS

image description +0.0% image description +50.0% vs

Median Sales Price

October 2024 - Single Family Homes

$395K
image description +1.8% image description -21.0% vs

Percentage of Asking Price

October 2024 Single Family Homes

94%
image description -9.8% image description -2.5% vs
94%
image description -9.8% image description -2.5% vs