Chester, CT Real Estate & Homes for Sale

16 Listings Found:
  • Area Chester
  • Price
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8 Butter Jones Road

Chester, CT

8 Butter Jones Road
$745,000
  • 3 bed
  • 2/1 bath
  • 2,139 sqft
  • 2.01 acres

10 Denlar Drive

Chester, CT

10 Denlar Drive
$1,450,000
  • 28,525 sqft
  • 2.88 acres

132 Main Street

Chester, CT

Contingent The sellers have accepted an offer on the property, however, the offer relies on contingencies yet to be lifted. It may still be possible to tour these properties and submit a backup offer.
132 Main Street
$975,000
  • 23,467 sqft
  • 1.94 acres

9 Hickory Hill Drive

Chester, CT

Contingent The sellers have accepted an offer on the property, however, the offer relies on contingencies yet to be lifted. It may still be possible to tour these properties and submit a backup offer.
9 Hickory Hill Drive
$779,000
  • 3 bed
  • 2/1 bath
  • 2,888 sqft
  • 1.23 acres
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11 Kings Highway

Chester, CT

11 Kings Highway
$238,500
  • 1.5 acres

3 Inspiration Lane #1

Chester, CT

3 Inspiration Lane #1
$5,500/mo
  • 4,000 sqft
  • 8.37 acres

43 Bokum Road

Chester, CT

43 Bokum Road
$200,000
  • 2.25 acres

189 Middlesex Avenue

Chester, CT

189 Middlesex Avenue
$4,695,000
  • 21,905 sqft
  • 3.02 acres

15 Liberty Street

Chester, CT

15 Liberty Street
$7,500/mo
  • 4 bed
  • 4/1 bath
  • 4,708 sqft
  • 2.74 acres

79 Middlesex Avenue

Chester, CT

79 Middlesex Avenue
$448,900
  • 2 bed
  • 1 bath
  • 1,470 sqft
  • 0.82 acres

21 Main Street

Chester, CT

21 Main Street
$1,200,000
  • 3,000 sqft

48 East Kings Highway

Chester, CT

48 East Kings Highway
$2,600/mo
  • 2 bed
  • 2/1 bath
  • 1,680 sqft
  • 4.5 acres

1 Ferry Road

Chester, CT

1 Ferry Road
$650,000
  • 3 bed
  • 3 bath
  • 2,752 sqft
  • 1.39 acres

26 Ferry Road

Chester, CT

26 Ferry Road
$850,000
  • 4 bed
  • 2 bath
  • 8,382 sqft
  • 2.09 acres

Chester Real Estate Market

Single Family Homes
January 2026
January 2025
Chester, CT Average Days on Market
January 2026 10
January 2025 57 -83.3%
Median Sales Price homes in Chester
January 2026 $550K
January 2025 $500K +10.0%
Chester, CT Average Price per Square Foot
January 2026 $395
January 2025 $275 +43.5%
Total Single Family Homes Sold in Chester, CT
January 2026 2
January 2025 5 -60.0%

Chester is within Shoreline, Connecticut

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