Chester, CT Real Estate & Homes For Sale

4 homes

  • 19 W  Main St, Chester, CT 06412
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    COMING SOON0.75 ACRES
    $1,639,000
    4bd
    4ba
    3,545 sqft (on 0.75 acres)
    19 W Main St,
    Chester, CT 06412
    Coldwell Banker Realty
  • 42 Railroad Ave, Chester, CT 06412
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    FORECLOSURE0.86 ACRES
    $499,900
    4bd
    2ba
    2,092 sqft (on 0.86 acres)
    42 Railroad Ave,
    Chester, CT 06412
    DB Associates of CT, LLC
  • 26 Water St, Chester, CT 06412
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    0.51 ACRES
    $524,900
    1bd
    1ba
    1,521 sqft (on 0.51 acres)
    26 Water St,
    Chester, CT 06412
    William Pitt Sotheby's Int'l
  • 11 Kings Hwy, Chester, CT 06412
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    1.5 ACRES
    William Raveis Real Estate

Homes Near Chester, CT

We found 15 more homes matching your filters just outside Chester

  • 135 Rattling Valley Rd, Deep River, CT 06417
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    NEWCOMING SOON4.93 ACRES
    $859,900
    3bd
    3ba
    3,182 sqft (on 4.93 acres)
    135 Rattling Valley Rd,
    Deep River, CT 06417
    William Pitt Sotheby's Int'l
  • 40 Village St, Deep River, CT 06417
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    0.45 ACRES
    $310,000
    4bd
    2ba
    2,066 sqft (on 0.45 acres)
    40 Village St,
    Deep River, CT 06417
    Reyher Real Estate
  • 7 Saddlebrook Dr, Killingworth, CT 06419
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    OPEN SAT, 12-3PM2.1 ACRES
    $709,000
    3bd
    3ba
    2,766 sqft (on 2.10 acres)
    7 Saddlebrook Dr,
    Killingworth, CT 06419
    Coldwell Banker Realty
  • 1 Town St #5, East Haddam, CT 06423
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    4.7 ACRES
    $685,000
    3bd
    1ba
    7,525 sqft (on 4.70 acres)
    1 Town St #5,
    East Haddam, CT 06423
    William Raveis Real Estate
  • 215 Town St, East Haddam, CT 06423
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    33.21 ACRES
    Berkshire Hathaway NE Prop.
  • 4 Shelter Rock Rd, East Haddam, CT 06423
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    4.97 ACRES
    $985,000
    3bd
    3ba
    2,707 sqft (on 4.97 acres)
    4 Shelter Rock Rd,
    East Haddam, CT 06423
    Coldwell Banker Realty
  • 12 River Rd, East Haddam, CT 06423
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    8.9 ACRES
    $2,650,888
    4bd
    4ba
    3,506 sqft (on 8.90 acres)
    12 River Rd,
    East Haddam, CT 06423
    Coldwell Banker Realty
  • 40 High St, Deep River, CT 06417
    0.3 ACRES
    $379,900
    4bd
    2ba
    1,675 sqft (on 0.30 acres)
    40 High St,
    Deep River, CT 06417
    REMAX Valley Shore
  • 91 Book Hill Rd, Essex, CT 06426
    2.96 ACRES
    $1,025,000
    4bd
    5ba
    3,189 sqft (on 2.96 acres)
    91 Book Hill Rd,
    Essex, CT 06426
    Coldwell Banker Realty
  • 153 Ferry Rd, Lyme, CT 06371
    30.7 ACRES
    $15,000,000
    5bd
    8ba
    7,021 sqft (on 30.70 acres)
    153 Ferry Rd,
    Lyme, CT 06371
    William Raveis Real Estate
  • 28 Fieldstone Ln, Higganum, CT 06441
    0.3 ACRES
    Advise Realty Services
  • 66 Selden Rd, Lyme, CT 06371
    18.75 ACRES
    $17,500,000
    6bd
    10ba
    15,233 sqft (on 18.75 acres)
    66 Selden Rd,
    Lyme, CT 06371
    Douglas Elliman of Connecticut
  • 72.5 Cedar Lake Rd, Deep River, CT 06417
    3 ACRES
    Coldwell Banker Realty
  • 5 Merriwold Ln, Deep River, CT 06417
    1.58 ACRES
    William Pitt Sotheby's Int'l
  • 1H Sylvan Ter, Deep River, CT 06417
    0.42 ACRES
    Berkshire Hathaway NE Prop.

Chester, CT Real Estate Trends

Learn about the Chester, CT housing market through trends and averages.

Affordability of Living in Chester, CT

The median home value is $445,975
MonthMedian home value
March 2023$408k
April 2023$412k
May 2023$416k
June 2023$420k
July 2023$425k
August 2023$432k
September 2023$438k
October 2023$442k
November 2023$444k
December 2023$445k
January 2024$445k
February 2024$446k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Chester, CT, by Home Size

Currently, there are 4 homes for sale in Chester.
Home SizeHome Value*
2 bedrooms (See homes)$371,798
3 bedrooms (See homes)$446,718
4 bedrooms (2 homes)$558,502
*Home value over the past month

What Locals Say about Chester

  • Hayliew22601
    "Safe, quiet, and beautiful little town. I love living here. Moving to Chester was a great choice for us!"
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  • Jcollier82816
    "Local parades, community events and fairs and the friendliness of the neighborhoods. I am lucky to live here"
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  • Jejoy924
    "Kindness and the feeling of community. Enjoy meeting new people and having new encounters. Kids in the neighborhood"
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  • Lscd1959
    "Regular Sunday markets downtown. Great restaurants and shops. Very friendly staff. Walkable from my home"
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