Chester, CT Real Estate & Homes For Sale

8 homes

  • 33 Castle View Dr, Chester, CT 06412
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    NEWCOMING SOON0.48 ACRES
    $399,900
    3bd
    1ba
    1,080 sqft (on 0.48 acres)
    33 Castle View Dr,
    Chester, CT 06412
    REMAX Valley Shore
  • 35-16 Castle View, Chester, CT 06412
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    COMING SOON1.04 ACRES
    $1,499,000
    3bd
    3ba
    2,006 sqft (on 1.04 acres)
    35-16 Castle View,
    Chester, CT 06412
    Silver and Oak Realty
  • 25 Deep Hollow Rd, Chester, CT 06412
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    0.81 ACRES
    $565,000
    3bd
    3ba
    1,710 sqft (on 0.81 acres)
    25 Deep Hollow Rd,
    Chester, CT 06412
    REMAX Valley Shore
  • 9 Old County Rd, Chester, CT 06412
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    5.36 ACRES
    $849,000
    4bd
    4ba
    4,361 sqft (on 5.36 acres)
    9 Old County Rd,
    Chester, CT 06412
    William Pitt Sotheby's Int'l
  • 19 W  Main St, Chester, CT 06412
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    0.75 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
    $499,000
    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
    1.5 ACRES
    William Raveis Real Estate

Homes Near Chester, CT

We found 11 more homes matching your filters just outside Chester

  • 135-137 W  Bridge St, Deep River, CT 06417
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    3.17 ACRES
    $850,000
    7bd
    6ba
    4,136 sqft (on 3.17 acres)
    135-137 W Bridge St,
    Deep River, CT 06417
    William Raveis Real Estate
  • 11 Winter Ave, Deep River, CT 06417
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    NEW CONSTRUCTION
    $370,000
    3bd
    2ba
    1,300 sqft
    11 Winter Ave,
    Deep River, CT 06417
    Berkshire Hathaway NE Prop.
  • 1 Town St #5, East Haddam, CT 06423
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    4.7 ACRES
    $650,000
    3bd
    1ba
    7,525 sqft (on 4.70 acres)
    1 Town St #5,
    East Haddam, CT 06423
    William Raveis Real Estate
  • 4 Shelter Rock Rd, East Haddam, CT 06423
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    OPEN SAT, 1-3PM4.97 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
  • 91 Book Hill Rd, Essex, CT 06426
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    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
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    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
  • 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 $445,880
MonthMedian home value
April 2023$409k
May 2023$414k
June 2023$418k
July 2023$423k
August 2023$429k
September 2023$436k
October 2023$439k
November 2023$442k
December 2023$443k
January 2024$442k
February 2024$443k
March 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 1 new listing and 8 homes for sale in Chester.
Home SizeHome Value*
2 bedrooms (See homes)$370,633
3 bedrooms (3 homes)$448,941
4 bedrooms (3 homes)$557,495
*Home value over the past month

What Locals Say about Chester

  • 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"
    1
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