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Chester

Why you'd want to live in Chester

Welcome to the Town of Chester, Connecticut, settled in 1692. Chester is a beautiful small rural town that has grown and adapted since its historic beginnings as a shipbuilding and mill town. Often described as quaint and unique, Chester has a picturesque Main Street with interesting architecture, elegant shops, art galleries, superior restaurants, and the world renowned Goodspeed Opera House’s local Norma Terris Theatre. Located on the hillside of the Connecticut River, we have a number of marinas, lakes, hidden streams, cascading waterfalls, thousands of acres of state forest, and hiking trails. We also have a Y.M.C.A. camp and small airport. We celebrate community, the outdoors, art, history, music, theater, crafts, cuisine and conversation. We cherish our small town way of life, striving to preserve it as we live fully embracing life in the 21st century. Chester is a vibrant town full of creative people who welcome all to visit. With year round town-wide events, it is always a good time to come to Chester. Easy to get to by car, rail, air, or boat, we are just over 2 hours from both New York City and Boston. Come experience all Chester has to offer. You will want to stay longer than you planned. via chesterct.org

Chester Market Report

$759,750

AVERAGE PRICE OF 16 HOMES

$1,349,333

AVERAGE PRICE OF 3 MULTI-MILLION DOLLAR HOMES

$849,333

AVERAGE PRICE OF 3 HOMES WITH A POOL

$712,495

AVERAGE PRICE OF 2 REDUCED PRICE HOMES

Average Home

Average Price $759,750
Avg Bedrooms 2.44 beds
Avg Bathrooms 2.44 baths

Average Price by Bedrooms

1 bedroom $190,000
2 bedrooms $662,000
3 bedrooms $524,450
4 bedrooms $1,039,373
Chester Home Price Trends
  2/2025 1/2025 12/2024 11/2024 10/2024
Total Listings 10 11 11 13 14
Average Price $701,233 $717,219 $649,753 $614,047 $611,603
Avg Price Change -2.28% +10.38% +5.81% +0.40% -13.47%
Median Price $683,761 $625,068 $613,000 $570,530 $528,571
Med Price Change +9.39% +1.97% +7.44% +7.94% -8.72%
Avg Bedrooms 1.96 beds 2.02 beds 1.98 beds 2.08 beds 2.24 beds
Avg Bathrooms 1.84 baths 2.07 baths 2.36 baths 2.47 baths 2.21 baths
Home Price by High School
School Name Total Homes Average Price Avg Days on Site
Valley 7 $860,855 31 days
Total Homes Average Price Avg Days on Site
All Homes 16 $759,750 148 days
Multi-Million Dollar Homes 3 $1,349,333 33 days
Homes with a Pool 3 $849,333 89 days
Reduced Price Homes 2 $712,495 134 days
William Pitt Sotheby's International Realty
Kevin Geysen
13 Main Street
Essex, CT 06426
860-805-0000

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