Hillside Ave, Winsted, CT Property Records

Winchester Town property records for 25 addresses on Hillside Ave, Winsted, CT · Last verified August 2026

Hillside Ave Highlights

Properties 25
Median Sale Price $170,000
Deeds and Mortgages on File 30
Median Price per Sqft $87
Owner Occupied 60%
Median Annual Tax Bill $4,278
Median Year Built 1900
Median Ownership Tenure 17 years

Properties on Hillside Ave

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

5 Hillside Ave

4 bd · 2 ba · 2,664 sqft · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$283,500Nov 2023 $4,8032025 Amount on Record Jul 2018 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

6 Hillside Ave

1 bd · 1 ba · 4,878 sqft · 0.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,4962025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

11 Hillside Ave

4 bd · 1.5 ba · 2,373 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000Apr 2001 $3,1652025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

17 Hillside Ave

3 bd · 3.5 ba · 3,093 sqft · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$97,500Dec 2003 $4,9052025 Amount on Record — 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

25 Hillside Ave

5 bd · 5 ba · 5,001 sqft · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000Jan 2022 $8,0492025 Amount on Record Feb 2019 1 Name on Record Assessor + 3 DocumentsUpdated Aug 2026

35 Hillside Ave

0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Sep 2000 $12,4192025 Amount on Record Aug 1993 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

40 Hillside Ave

3 bd · 2 ba · 2,878 sqft · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,6542025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

41 Hillside Ave

3 bd · 2.5 ba · 2,824 sqft · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$108,000Aug 1999 $4,5272025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

45 Hillside Ave

4 bd · 1.5 ba · 1,803 sqft · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$157,000Mar 2017 $5,2522025 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

48 Hillside Ave

5 bd · 3 ba · 2,090 sqft · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$131,850Oct 2004 $3,8782025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

53 Hillside Ave

5 bd · 1.5 ba · 2,456 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,7292025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

54 Hillside Ave

3 bd · 1.5 ba · 1,900 sqft · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Aug 2012 $4,9112025 Amount on Record Aug 2004 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

60 Hillside Ave

3 bd · 1.5 ba · 1,950 sqft · 0.16 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,4292025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

61 Hillside Ave

5 bd · 2 ba · 2,303 sqft · 0.239 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$167,500Mar 2000 $6,4752025 Amount on Record Oct 1998 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

64 Hillside Ave

3 bd · 1.5 ba · 1,914 sqft · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$152,500Jan 2020 $2,9912025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

71 Hillside Ave

4 bd · 2 ba · 1,784 sqft · 0.769 acres

Last Sale Tax Bill Prior Sale Owner Records
$161,000Oct 2003 $4,2292025 Amount on Record Oct 1997 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

75 Hillside Ave

3 bd · 1.5 ba · 1,490 sqft · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$134,000Nov 1999 $3,9472025 Amount on Record Jul 1996 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

81 Hillside Ave

4 bd · 1.5 ba · 1,627 sqft · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$151,000Sep 2020 $3,0652025 Amount on Record Oct 2011 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

83 Hillside Ave

3 bd · 1.5 ba · 1,421 sqft · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,000Dec 2011 $3,4592025 Amount on Record Mar 2001 1 Name on Record AssessorUpdated Jul 2026

83R Hillside Ave

4 bd · 1.5 ba · 1,310 sqft · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Dec 2009 $3,2732025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

85 Hillside Ave

3 bd · 1 ba · 1,628 sqft · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$32,000Aug 1997 $2,6932025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

87 Hillside Ave

6 bd · 2 ba · 2,064 sqft · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Aug 2004 $2,5382025 Amount on Record Oct 1987 1 Name on Record AssessorUpdated Jul 2026

89 Hillside Ave

5 bd · 3 ba · 2,646 sqft · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$49,000Jul 2017 $4,2782025 Amount on Record Jul 1996 2 Names on Record AssessorUpdated Jul 2026

90 Hillside Ave

3 bd · 2 ba · 1,994 sqft · 0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Oct 2015 $5,0272025 Amount on Record Jun 2001 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

92 Hillside Ave

2 bd · 1.5 ba · 1,080 sqft · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Feb 2023 $4,1452025 Amount on Record Dec 2011 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

Property Records in Nearby Streets