Chester

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

132 Main Street
Chester, CT $1,500,000

132 Main Street

Chester, CT

$1,500,000
  • 23,467 Sqft
68 West Main Street
Chester, CT $850,000

68 West Main Street

Chester, CT

$850,000
  • 6 Beds
  • 1/1 Baths
  • 3,518 Sqft
9 Old County Road
Chester, CT $849,000

9 Old County Road

Chester, CT

$849,000
  • 4 Beds
  • 3/1 Baths
  • 4,361 Sqft
12 Liberty Street
Chester, CT $625,000

12 Liberty Street

Chester, CT

$625,000
  • 3 Beds
  • 2/1 Baths
  • 2,713 Sqft
55 Liberty Street
Chester, CT $2,400/mo

55 Liberty Street

Chester, CT

$2,400/mo
  • 2 Beds
  • 2/1 Baths
  • 1,328 Sqft
19 West Main Street
Chester, CT $1,595,000

19 West Main Street

Chester, CT

$1,595,000
  • 4 Beds
  • 3/1 Baths
  • 3,545 Sqft
35-16 Castle View Drive
Chester, CT $1,549,900

35-16 Castle View Drive

Chester, CT

$1,549,900
  • 3 Beds
  • 2/1 Baths
  • 2,006 Sqft
16 Waterhouse Lane
Chester, CT $1,395,000

16 Waterhouse Lane

Chester, CT

$1,395,000
  • 4 Beds
  • 4/1 Baths
  • 4,661 Sqft

Chester

Area Map

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Chester

Market Snapshot

Units Sold

May 2024

2 TOTAL UNITS

image description -66.7% image description -33.3% vs

Median Sales Price

May 2024 - Single Family Homes

$653K
image description +2.8% image description +33.2% vs

Percentage of Asking Price

May 2024 Single Family Homes

101%
image description +8.3% image description -0.5% vs
101%
image description +8.3% image description -0.5% vs