Prospect St, Winsted, CT Property Records

Winchester Town property records for 31 addresses on Prospect St, Winsted, CT · Last verified August 2026

Prospect St Highlights

Properties 31
Median Sale Price $207,500
Deeds and Mortgages on File 26
Median Price per Sqft $80
Owner Occupied 32%
Median Annual Tax Bill $3,873
Median Year Built 1900
Median Ownership Tenure 15 years

Properties on Prospect St

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

15 Prospect St

2 bd · 1 ba · 1,206 sqft · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,000Jan 2011 $3,9862025 Amount on Record Jul 1992 1 Name on Record AssessorUpdated Jul 2026

19 Prospect St

0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2011 $8152025 Amount on Record Apr 2009 2 Names on Record AssessorUpdated Jul 2026

27 Prospect St

4 bd · 3 ba · 2,576 sqft · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$207,500Aug 2022 $4,9352025 Amount on Record Apr 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

29 Prospect St

0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$32,000Jan 1988 1 Name on Record AssessorUpdated Jul 2026

31 Prospect St

0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$44,000Nov 1994 1 Name on Record AssessorUpdated Jul 2026

35 Prospect St

3 bd · 1 ba · 1,201 sqft · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$124,000Jun 2004 $2,7322025 Amount on Record Feb 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

36 Prospect St

2 bd · 1 ba · 1,156 sqft · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Feb 2005 $2,6422025 Amount on Record Apr 1993 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

39 Prospect St

5 bd · 2 ba · 2,416 sqft · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$159,000Dec 2007 $3,6332025 Amount on Record Aug 2007 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

57 Prospect St

6 bd · 2.5 ba · 3,064 sqft · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$129,900Feb 2004 $4,1652025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

58 Prospect St

7 bd · 5 ba · 2,245 sqft · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$169,000Jun 2007 $4,6432025 Amount on Record Dec 2003 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

65 Prospect St

4 bd · 2.5 ba · 2,037 sqft · 0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,2062025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

66 Prospect St

4 bd · 3 ba · 1,239 sqft · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,6522025 2 Names on Record AssessorUpdated Jul 2026

69 Prospect St

4 bd · 3 ba · 2,204 sqft · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$274,900Jun 2026 $4,0782025 Amount on Record Jul 2021 1 Name on Record Assessor + 5 DocumentsUpdated Aug 2026

73 Prospect St, #75

0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Sep 2007 $5,4662025 Amount on Record Dec 1991 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

83 Prospect St, #85

6 bd · 2 ba · 2,250 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$35,000Oct 2015 $3,5732025 Amount on Record Feb 2015 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

87 Prospect St, #89

6 bd · 2 ba · 2,356 sqft · 0.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$187,000Oct 2021 $3,8732025 Amount on Record Aug 2006 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

97 Prospect St

3 bd · 1.5 ba · 1,488 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Sep 2022 $2,9512025 —Feb 2015 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

103 1/2 Prospect St

6 bd · 2 ba · 1,656 sqft · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,8672025 1 Name on Record AssessorUpdated Jul 2026

103 Prospect St

7 bd · 3 ba · 2,856 sqft · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Nov 2021 $3,8652025 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

109 Prospect St, #111

5 bd · 2 ba · 2,206 sqft · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$57,500Nov 1999 $3,3322024 2 Names on Record AssessorUpdated Jul 2026

115 Prospect St

4 bd · 2 ba · 2,239 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,3682025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

115A Prospect St

0.019 acres

Last Sale Tax Bill Prior Sale Owner Records
$1452025 1 Name on Record AssessorUpdated Jul 2026

123 Prospect St

6 bd · 2 ba · 2,818 sqft · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,8082025 1 Name on Record AssessorUpdated Jul 2026

135 Prospect St

0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,921Jan 2020 $6,8362025 Amount on Record Feb 2018 1 Name on Record AssessorUpdated Aug 2026

145 Prospect St

4 bd · 1 ba · 2,203 sqft · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,5482025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

157 Prospect St

0.919 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Jun 2022 $6,0262025 Amount on Record Jun 2021 1 Name on Record Assessor + 4 DocumentsUpdated Jul 2026

169 Prospect St

9 bd · 4 ba · 4,848 sqft · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Jan 2024 $6,6572025 Amount on Record Aug 2003 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

179 Prospect St

1 bd · 1.5 ba · 936 sqft · 0.489 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,2792025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

185 Prospect St

8,394 sqft · Built 2002 · 2.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Sep 2000 1 Name on Record AssessorUpdated Jul 2026

187 Prospect St

3,288 sqft · Built 1957 · 0.56 acres

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

225 Prospect St

2 ba · 4,356 sqft · 2.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,0182015 1 Name on Record AssessorUpdated Jul 2026

Property Records in Nearby Streets