Main St, Chester, CT Property Records

Chester Town property records for 47 addresses on Main St, Chester, CT · Last verified August 2026

Main St Highlights

Properties 47
Median Sale Price $610,000
Deeds and Mortgages on File 53
Median Price per Sqft $245
Owner Occupied 30%
Median Annual Tax Bill $8,225
Median Year Built 1900
Median Ownership Tenure 15 years

Properties on Main St

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

1 Main St

2,200 sqft · Built 1880 · 0.069 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,8022025 2 Names on Record AssessorUpdated Jul 2026

6 Main St

4,935 sqft · Built 1871 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,300,000Sep 2021 $21,0922025 Amount on Record Mar 2011 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

11 Main St, #17

3,431 sqft · Built 1840 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Feb 1993 $11,3172024 1 Name on Record AssessorUpdated Jul 2026

12 Main St, #14

2,880 sqft · Built 1850 · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$695,000Mar 2026 $11,3642025 Amount on Record Mar 2023 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

16 Main St, #18

1,474 sqft · Built 1839 · 0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Oct 2017 $7,3192024 Amount on Record Dec 2007 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

21 Main St

1,427 sqft · Built 1830 · 0.019 acres

Last Sale Tax Bill Prior Sale Owner Records
$420,000Apr 2010 $7,4672025 Amount on Record Jan 1990 1 Name on Record AssessorUpdated Jul 2026

23 Main St

4,826 sqft · Built 1866 · 0.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Mar 1995 $15,5272025 1 Name on Record AssessorUpdated Jul 2026

31 Main St, #33

5,412 sqft · Built 1850 · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$19,3652024 2 Names on Record AssessorUpdated Jul 2026

36 Main St, #42

1,535 sqft · Built 1880 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,5052024 1 Name on Record AssessorUpdated Jul 2026

39 Main St, #41

1,954 sqft · Built 1900 · 0.039 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Jun 2006 $8,1892024 Amount on Record Jan 1998 2 Names on Record AssessorUpdated Jul 2026

43 Main St, #47

4 bd · 3 ba · 3,058 sqft · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$455,000Jan 2020 $11,7192025 Amount on Record Feb 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

44 Main St

3 bd · 1 ba · 1,100 sqft · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,1802025 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

51 Main St

1,523 sqft · Built 1852 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$338,000Jul 2020 $6,9112025 Amount on Record Sep 2016 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

52 Main St

2 bd · 1.5 ba · 1,010 sqft · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000Nov 2017 $4,9482025 Amount on Record Feb 2006 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

59 Main St, #61

2,156 sqft · Built 1977 · 0.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$435,000Aug 2021 $9,1392025 Amount on Record Jul 2009 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

65 Main St

1,827 sqft · Built 1940 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,6792025 2 Names on Record AssessorUpdated Jul 2026

69 Main St

2 bd · 2.5 ba · 3,976 sqft · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,5812025 1 Name on Record AssessorUpdated Jul 2026

73 Main St

2 bd · 2 ba · 1,823 sqft · 0.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$168,000Dec 2000 $7,5632025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

76 Main St

3 bd · 1.5 ba · 1,932 sqft · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,0352025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

79 Main St

6.63 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Jul 2026

81 Main St

2 bd · 2.5 ba · 1,128 sqft · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$618,000Jun 2026 $5,5032025 Amount on Record Jul 2013 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

83 Main St

4 bd · 4 ba · 1,946 sqft · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$855,000Nov 2022 $13,4572025 Amount on Record Jan 2018 1 Name on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

86 Main St

5,799 sqft · Built 1900 · 1.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,9942025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

87 Main St, #89

3 bd · 3.5 ba · 2,044 sqft · 0.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$217,000Sep 2018 $8,2712024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

91 Main St

3,770 sqft · Built 2004 · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$420,000May 2021 $18,8462025 —Apr 2021 1 Name on Record Assessor + 6 DocumentsUpdated Jul 2026

97 Main St

4 bd · 1.5 ba · 1,544 sqft · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,500Jul 2004 $7,0082025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

100 Main St

3,017 sqft · Built 1962 · 0.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,1232025 1 Name on Record AssessorUpdated Jul 2026

101 Main St

4 bd · 3 ba · 2,876 sqft · 0.86 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$315,000Jul 2000 $11,7282025 Amount on Record Jul 1994 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

105 Main St

3 bd · 2.5 ba · 2,353 sqft · 0.889 acres

Last Sale Tax Bill Prior Sale Owner Records
$43,000Aug 1978 $10,2322025 2 Names on Record AssessorUpdated Jul 2026

108 Main St

3 bd · 1 ba · 1,807 sqft · 0.819 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,1842025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

109 Main St

3 bd · 2.5 ba · 1,532 sqft · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$650,000Jun 2023 $10,4412025 Amount on Record Mar 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

112A Main St

2 bd · 2 ba · 1,021 sqft · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Feb 2016 $4,4342024 Amount on Record Dec 1995 1 Name on Record AssessorUpdated Jul 2026

112B Main St

3 bd · 2 ba · 2,093 sqft · 0.919 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,8482024 1 Name on Record AssessorUpdated Jul 2026

112C Main St

3 bd · 2 ba · 1,572 sqft · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,000Feb 1971 $5,5392024 2 Names on Record AssessorUpdated Jul 2026

115 Main St

3 bd · 1 ba · 1,278 sqft · 0.539 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$58,500May 1981 $7,1072025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

116 Main St

4 bd · 1 ba · 2,144 sqft · 0.76 acres

Last Sale Tax Bill Prior Sale Owner Records
$38,309Jan 1994 $7,6962025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

119 Main St

3 bd · 1.5 ba · 1,763 sqft · 0.439 acres

Last Sale Tax Bill Prior Sale Owner Records
$267,500Dec 2002 $7,5122025 Amount on Record Sep 2000 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

122 Main St

3 bd · 2.5 ba · 1,956 sqft · 0.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$263,000May 2010 $8,1172025 —Feb 2010 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

123 Main St

8 bd · 6.5 ba · 4,229 sqft · 0.6 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$785,000Jun 2011 $16,6412025 Amount on Record May 2005 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

131 Main St

0.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$480,000Sep 2009 $9,4272025 Amount on Record Mar 2002 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

132 Main St

23,467 sqft · Built 1900 · 1.93 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,595,000Dec 1993 $38,0832025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

137 Main St

3 bd · 1 ba · 1,170 sqft · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$610,000Aug 2025 $4,5992025 Amount on Record Jul 2006 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

140 Main St

2 bd · 1 ba · 1,169 sqft · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$27,000May 2014 $5,4042025 Amount on Record Dec 2005 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

142 Main St

3 bd · 2 ba · 2,188 sqft · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$537,000Oct 2024 $7,8462025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

144 Main St

5 bd · 3 ba · 3,680 sqft · 0.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Jan 2006 $9,7642025 2 Names on Record AssessorUpdated Jul 2026

150 Main St

4 bd · 3 ba · 2,563 sqft · 0.489 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Jul 1997 $8,2252025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

159 Main St

4 bd · 2.5 ba · 4,816 sqft · 0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$384,500Jan 2021 $10,2192025 Amount on Record Apr 1993 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

Property Records in Nearby Streets