High St, Winsted, CT Property Records

Winchester Town property records for 24 addresses on High St, Winsted, CT · Last verified August 2026

High St Highlights

Properties 24
Median Sale Price $199,900
Deeds and Mortgages on File 21
Median Price per Sqft $80
Owner Occupied 42%
Median Annual Tax Bill $3,455
Median Year Built 1900
Median Ownership Tenure 5 years

Properties on High St

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

19 High St

4 bd · 2 ba · 2,328 sqft · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Nov 2022 $4,2922025 Amount on Record Nov 2020 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

24 High St

3 bd · 1.5 ba · 1,247 sqft · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Oct 2022 $2,4832025 Amount on Record Nov 2021 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

25 High St

5 bd · 2 ba · 2,468 sqft · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$199,900Nov 2023 $3,4552025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

30 High St

3 bd · 2 ba · 1,200 sqft · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Feb 2007 Amount on Record Dec 2001 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

33 High St

3 bd · 1.5 ba · 1,146 sqft · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Aug 2009 $2,4752025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

36 High St, #40

8 bd · 4 ba · 2,414 sqft · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Jan 2010 $4,0532025 Amount on Record May 2006 2 Names on Record AssessorUpdated Jul 2026

37 High St

6 bd · 2 ba · 2,704 sqft · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2023 $3,5692025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

42 High St

6 bd · 3 ba · 4,257 sqft · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$158,000Aug 2003 $4,8962025 Amount on Record Sep 1989 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

43 High St

3 bd · 2 ba · 2,012 sqft · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$96,000Feb 2019 $3,1612025 Amount on Record Mar 2004 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

49 High St

4 bd · 2 ba · 2,862 sqft · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Mar 2023 $6,0172025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

50 High St

4 bd · 2 ba · 3,044 sqft · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Aug 2014 $2,2562025 Amount on Record Aug 1998 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

55 High St

0.639 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Oct 2022 $7,6432025 Amount on Record Nov 1998 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

60 High St

5 bd · 2 ba · 2,363 sqft · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000May 2021 $4,4252025 Amount on Record Feb 2004 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

65 High St

6 bd · 2 ba · 5,072 sqft · 0.489 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,3032025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

66 High St

0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Jun 2008 Amount on Record Jul 1998 1 Name on Record AssessorUpdated Jul 2026

72 High St

0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$9802025 1 Name on Record AssessorUpdated Jul 2026

75 High St

3,612 sqft · Built 1925 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,2782025 1 Name on Record AssessorUpdated Jul 2026

83 High St

2 bd · 2 ba · 1,399 sqft · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Jun 1996 $2,2792025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

84 High St

2,060 sqft · Built 1850 · 0.13 acres

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

87 High St

0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Sep 1989 $5,5992025 Amount on Record May 1989 2 Names on Record AssessorUpdated Jul 2026

92 High St

1 bd · 1 ba · 1,247 sqft · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$218,000Sep 2023 $2,4202025 Amount on Record Jan 2000 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

93 High St

2 bd · 1 ba · 1,244 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,000Jun 2021 $2,0212025 Amount on Record Feb 2001 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

96 High St

6 bd · 2 ba · 2,482 sqft · 0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,3552024 2 Names on Record AssessorUpdated Jul 2026

99 High St

0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Aug 2024 $6,9242025 Amount on Record Dec 2015 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

Property Records in Nearby Streets