Main St, Winsted, CT Property Records

Winchester Town and New Hartford Town property records for 105 addresses on Main St, Winsted, CT · Last verified August 2026

Main St Highlights

Properties 120
Median Sale Price $255,000
Deeds and Mortgages on File 84
Median Price per Sqft $64
Owner Occupied 6%
Median Annual Tax Bill $4,845
Median Year Built 1915
Median Ownership Tenure 8 years

Properties on Main St

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

3 Main St

2,091 sqft · Built 2002 · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$900,000Mar 2021 $17,7712025 Amount on Record Feb 2002 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

7 Main St

3,774 sqft · Built 1987 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,3502025 2 Names on Record AssessorUpdated Jul 2026

15 Main St

0.93 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,9412025 2 Names on Record AssessorUpdated Jul 2026

22 Main St

24,000 sqft · Built 2003 · 0.439 acres

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

29 Main St

4,182 sqft · Built 2019 · 0.919 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2011 $25,7812025 1 Name on Record AssessorUpdated Jul 2026

30 Main St

0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$19,500Jun 2003 Amount on Record Jul 2002 1 Name on Record AssessorUpdated Jul 2026

49 Main St

10,125 sqft · Built 2002 · 1.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Feb 2001 $60,0852025 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

57 Main St

3,660 sqft · Built 1962 · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,1332025 1 Name on Record AssessorUpdated Aug 2026

58 Main St

8,969 sqft · Built 1890 · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000Jan 2022 $5,5172025 Amount on Record Apr 2010 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

59 Main St

703 sqft · Built 1953 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,7362025 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

64 Main St, #66

13,132 sqft · Built 1880 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Mar 2001 $9,1172024 Amount on Record Feb 1999 1 Name on Record AssessorUpdated Jul 2026

86 Main St

1.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$26,3902025 1 Name on Record AssessorUpdated Jul 2026

95 Main St

28,234 sqft · Built 1880 · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Feb 2005 $5,2582025 1 Name on Record AssessorUpdated Jul 2026

98 Main St

6 bd · 3 ba · 4,191 sqft · 0.21 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$125,000Dec 2014 $4,4432025 Amount on Record Aug 2009 2 Names on Record AssessorUpdated Jul 2026

108 Main St

4 bd · 3.5 ba · 2,155 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$139,000Nov 1997 $5,2742025 1 Name on Record AssessorUpdated Jul 2026

110 Main St

6 bd · 3 ba · 12,600 sqft · 0.739 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$175,000Dec 2001 $9,6362025 1 Name on Record AssessorUpdated Jul 2026

115 Main St

2,400 sqft · Built 1975 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,3512025 1 Name on Record AssessorUpdated Jul 2026

118 Main St

7 bd · 3 ba · 3,660 sqft · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$365,000Jul 2024 $4,3332025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

127 Main St

1,954 sqft · Built 1988 · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000May 2022 $5,1602025 Amount on Record Dec 2012 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

130 Main St

4 bd · 2 ba · 2,746 sqft · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Dec 2014 $1,1172025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

135 Main St

2 bd · 2 ba · 1,414 sqft · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Jan 2009 $3,1082025 1 Name on Record AssessorUpdated Jul 2026

139 Main St, #141

1,164 sqft · Built 1956 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Apr 2025 $4,1982025 Amount on Record Jan 2009 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

142 Main St

2 bd · 2 ba · 3,965 sqft · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Dec 2025 $7,0812025 Amount on Record Feb 2019 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

151 Main St

8 bd · 3 ba · 4,817 sqft · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$119,900Dec 2017 $3,1812025 Amount on Record May 2004 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

160 Main St

0.639 acres

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

161 Main St

0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Apr 2012 $12,0232025 1 Name on Record Assessor + 4 DocumentsUpdated Jul 2026

163 Main St

0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$9582025 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

174 Main St

0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Dec 2012 $4,9132025 Amount on Record Dec 2011 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

175 Main St

4,860 sqft · Built 1900 · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$780,000Dec 2025 $5,6992025 Amount on Record Feb 2021 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

183 Main St

5,572 sqft · Built 1870 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$780,000Dec 2025 $6,2792025 Amount on Record Feb 2021 1 Name on Record Assessor + 6 DocumentsUpdated Jul 2026

228 Main St

1,684 sqft · Built 1915 · 0.039 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Feb 2019 $2,3892025 1 Name on Record AssessorUpdated Jul 2026

236 Main St

1,616 sqft · Built 1880 · 0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$117,000Jul 2009 $2,1992025 2 Names on Record AssessorUpdated Jul 2026

244 Main St

5,308 sqft · Built 1890 · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Jun 2022 $5,9242025 Amount on Record Jun 1999 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

266 Main St

8,582 sqft · Built 1900 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Sep 2018 $7,0492025 1 Name on Record AssessorUpdated Jul 2026

276 Main St

0.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,9632025 1 Name on Record AssessorUpdated Jul 2026

286 Main St

2,860 sqft · Built 1969 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Feb 2006 $6,7482025 —Nov 2003 1 Name on Record AssessorUpdated Jul 2026

294 Main St

5 bd · 2 ba · 6,028 sqft · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Jul 2023 $6,6102025 Amount on Record Jan 1994 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

300 Main St

4 bd · 2 ba · 1,766 sqft · 0.239 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,3502025 1 Name on Record AssessorUpdated Jul 2026

314 Main St

1 ba · 1,363 sqft · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2011 $3,7552025 1 Name on Record AssessorUpdated Jul 2026

328 Main St

4 bd · 2.5 ba · 9,017 sqft · 0.369 acres

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

338 Main St

42,850 sqft · Built 1877 · 0.36 acres

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

350 Main St

2 bd · 1 ba · 8,178 sqft · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,7402025 2 Names on Record AssessorUpdated Jul 2026

354 Main St

11,972 sqft · Built 1928 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$825,000Jul 2026 $11,3732025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

368 Main St

3 bd · 1.5 ba · 13,530 sqft · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Jan 1996 1 Name on Record AssessorUpdated Jul 2026

372 Main St

3,638 sqft · Built 1920 · 0.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$481,000Mar 1999 $4,1102025 1 Name on Record AssessorUpdated Jul 2026

380 Main St

6,200 sqft · Built 1900 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Oct 2019 $6,0152025 1 Name on Record AssessorUpdated Jul 2026

386 Main St

7,068 sqft · Built 1955 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Oct 2003 $7,9492025 1 Name on Record AssessorUpdated Jul 2026

398 Main St

30,868 sqft · Built 1900 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$910,000Jul 2018 $31,8942025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

410 Main St, #416

0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$140,000Nov 2009 $17,2892025 1 Name on Record AssessorUpdated Jul 2026

420 Main St

4,663 sqft · Built 1880 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,000Apr 2017 $4,4292025 1 Name on Record AssessorUpdated Jul 2026

424 Main St

5,417 sqft · Built 1890 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,4462025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

430 Main St

9,508 sqft · Built 1890 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Aug 2023 $6,6992025 Amount on Record Jun 2020 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

436 Main St, #438

5,389 sqft · Built 1910 · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Nov 2021 $4,6902025 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

440 Main St

4,668 sqft · Built 1860 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000Aug 2025 $5,3892025 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

448 Main St

5,084 sqft · Built 1900 · 0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$219,000May 1992 $4,6042025 2 Names on Record AssessorUpdated Jul 2026

450 Main St

12,782 sqft · Built 1860 · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$295,000Mar 2021 $8,7522025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

458 Main St

5,158 sqft · Built 1900 · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$55,000Dec 2000 $4,8452025 1 Name on Record AssessorUpdated Jul 2026

480 Main St

23,283 sqft · Built 1916 · 0.489 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

486 Main St

0.16 acres

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

492 Main St

2,697 sqft · Built 1920 · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Jun 2022 $3,4062025 Amount on Record Jan 2019 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

496 Main St

330 sqft · Built 1931 · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Nov 2022 $1,6032025 Amount on Record May 2022 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

500 Main St

18,504 sqft · Built 1910 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$725,000Jun 2021 $14,9552025 Amount on Record May 1995 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

508 Main St, #516

4,679 sqft · Built 1911 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Feb 2007 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

518 Main St

5,154 sqft · Built 1870 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Oct 2023 $2,8792025 Amount on Record Dec 2005 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

522 Main St

3,583 sqft · Built 1910 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Jan 2019 $3,3492025 Amount on Record Oct 2018 1 Name on Record AssessorUpdated Aug 2026

536 Main St

0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,7632025 1 Name on Record AssessorUpdated Jul 2026

554 Main St

3,458 sqft · Built 1910 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$185,000Mar 1999 $5,1842025 1 Name on Record AssessorUpdated Jul 2026

560 Main St

1,764 sqft · Built 1900 · 0.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Oct 2005 $2,5282025 1 Name on Record AssessorUpdated Jul 2026

562 Main St

4 bd · 3 ba · 2,509 sqft · 0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Sep 2022 $2,6242025 Amount on Record Sep 2018 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

570 Main St

8,096 sqft · Built 1890 · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,3102025 2 Names on Record AssessorUpdated Jul 2026

580 Main St

1,941 sqft · Built 1825 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,9932025 2 Names on Record AssessorUpdated Jul 2026

596 Main St

4 bd · 3 ba · 4,036 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Aug 1997 $6,8382025 1 Name on Record AssessorUpdated Jul 2026

630 Main St

10,910 sqft · Built 1904 · 0.939 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,3722025 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

654 Main St

7,102 sqft · Built 1910 · 1.45 acres

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

655 Main St

2,396 sqft · Built 2002 · 0.56 acres · Garage

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

682 Main St

4,108 sqft · Built 1824 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,7982025 1 Name on Record AssessorUpdated Jul 2026

684 Main St

7,162 sqft · Built 1900 · 0.119 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,9202025 1 Name on Record AssessorUpdated Jul 2026

690 Main St

2,746 sqft · Built 1850 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,1512025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

700 Main St

0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,000Jan 2006 $2,0642025 —Dec 2005 1 Name on Record AssessorUpdated Jul 2026

708 Main St

0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2011 $6762025 Amount on Record Mar 1996 1 Name on Record AssessorUpdated Jul 2026

716 Main St

2 bd · 2 ba · 6,184 sqft · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,0772025 1 Name on Record AssessorUpdated Jul 2026

720 Main St

1,909 sqft · Built 1900 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Jun 2024 $1,3952025 Amount on Record Nov 2016 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

722 Main St, #724

3,528 sqft · Built 1950 · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$259,000Oct 2005 $9232025 1 Name on Record AssessorUpdated Jul 2026

734 Main St

3 bd · 2 ba · 1,539 sqft · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Dec 2015 Amount on Record Oct 2009 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

742 Main St

0.21 acres

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

748 Main St

0.18 acres

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

760 Main St

1,757 sqft · Built 2015 · 0.65 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Feb 2015 $16,0392025 Amount on Record Oct 2000 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

787 Main St

1 ba · 1,764 sqft · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Nov 2019 $11,5632025 Amount on Record Aug 1999 1 Name on Record AssessorUpdated Jul 2026

804 Main St

11,584 sqft · Built 1898 · 1.21 acres

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

812 Main St

5 bd · 2.5 ba · 3,117 sqft · 0.519 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$310,000May 2022 $5,8852025 Amount on Record Aug 1995 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

822 Main St

4 bd · 1 ba · 1,477 sqft · 0.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$29,000Jun 2019 $3,2002025 Amount on Record Oct 2007 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

830 Main St

6 bd · 3.5 ba · 3,115 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Apr 2025 $3,7712025 Amount on Record Jun 2024 1 Name on Record Assessor + 6 DocumentsUpdated Jul 2026

836 Main St

6 bd · 2.5 ba · 2,982 sqft · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,3392025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

840 Main St

5 bd · 2 ba · 1,845 sqft · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$83,500Feb 2021 $2,6302025 1 Name on Record Assessor + 6 DocumentsUpdated Jul 2026
Last Sale Tax Bill Prior Sale Owner Records
$60,000Apr 2018 1 Name on Record AssessorUpdated Jun 2023

896 Main St

648 sqft · Built 1956 · 1.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Jul 2025 $2,1712025 Amount on Record Feb 2022 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

898 Main St

800 sqft · Built 1955 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Jul 2025 $2,7652025 Amount on Record Feb 2022 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

920 Main St

4,635 sqft · Built 1900 · 1.63 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$275,000Sep 2025 $6,2092025 Amount on Record Jul 2017 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

922 Main St

3,828 sqft · Built 1989 · 1.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Sep 1997 $12,0152025 1 Name on Record AssessorUpdated Jul 2026

928 Main St

880 sqft · Built 1955 · 1.71 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Dec 2021 $5,0602025 Amount on Record Dec 2015 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

936 Main St

16 units · Built 1958 · 272 sq ft

Last Sale Median Tax Bill Median Sale    
$3,000Jul 2014 $5172025 —16 units    

942 Main St

3,840 sqft · Built 1953 · 0.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000May 2018 $4,9662025 1 Name on Record AssessorUpdated Jul 2026

954 Main St

1,560 sqft · Built 1988 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,1252025 1 Name on Record AssessorUpdated Jul 2026

969 Main St

4 bd · 3 ba · 2,584 sqft · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,6042025 1 Name on Record AssessorUpdated Jul 2026

970 Main St

4,232 sqft · Built 2002 · 4.31 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,2342025 1 Name on Record AssessorUpdated Jul 2026

Property Records in Nearby Streets