Gilbert Ave, Winsted, CT Property Records

Winchester Town property records for 42 addresses on Gilbert Ave, Winsted, CT · Last verified August 2026

Gilbert Ave Highlights

Properties 42
Median Sale Price $235,000
Deeds and Mortgages on File 56
Median Price per Sqft $129
Owner Occupied 71%
Median Annual Tax Bill $3,839
Median Year Built 1927
Median Ownership Tenure 9 years

Properties on Gilbert Ave

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

122 Gilbert Ave

3 bd · 1.5 ba · 1,456 sqft · 0.669 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000May 1996 $3,8332025 Amount on Record Jan 1989 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

129 Gilbert Ave

2 bd · 2.5 ba · 1,717 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,7592025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

137 Gilbert Ave

9 bd · 4 ba · 3,493 sqft · 0.719 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,7952025 1 Name on Record AssessorUpdated Jul 2026

138 Gilbert Ave

4 bd · 2 ba · 2,669 sqft · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Oct 2024 $4,3882025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

146 Gilbert Ave

3 bd · 1.5 ba · 1,056 sqft · 0.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$126,000Nov 2017 $3,7432025 Amount on Record Aug 2011 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

150 Gilbert Ave

3 bd · 1.5 ba · 1,455 sqft · 0.33 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$184,000Oct 2021 $3,1262025 Amount on Record Mar 2015 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

152 Gilbert Ave

4 bd · 2 ba · 1,544 sqft · 0.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$199,200Jan 2022 $4,3572025 Amount on Record Mar 2019 1 Name on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

155 Gilbert Ave, #157

8 bd · 8 ba · 3,963 sqft · 1.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$590,000Oct 2021 $11,9042025 Amount on Record Apr 2020 1 Name on Record Assessor + 4 DocumentsUpdated Jul 2026

162 Gilbert Ave

5 bd · 3 ba · 2,475 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$95,000Mar 2016 $4,4782025 Amount on Record Aug 1996 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

170 Gilbert Ave

3 bd · 1 ba · 1,333 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,000May 1992 $2,9242025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

172 Gilbert Ave

3 bd · 1 ba · 1,248 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,2772025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

173 Gilbert Ave

4 bd · 1.5 ba · 1,664 sqft · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$129,900Apr 2020 $4,5002025 Amount on Record Jun 1993 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

174 Gilbert Ave

2 bd · 1 ba · 1,415 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Mar 2008 $3,4322025 Amount on Record Jan 1999 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

175 Gilbert Ave

3 bd · 1.5 ba · 1,015 sqft · 0.21 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$132,000Sep 2014 $4,0652025 Amount on Record Oct 2013 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

177 Gilbert Ave

3 bd · 1.5 ba · 1,144 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$62,000Jul 2017 $3,6222025 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

179 Gilbert Ave

3 bd · 1 ba · 1,144 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Sep 2025 $3,2222025 Amount on Record Aug 2014 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

180 Gilbert Ave

3 bd · 1.5 ba · 1,584 sqft · 0.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$51,000Apr 2017 $3,9062025 —Aug 2016 1 Name on Record Assessor + 5 DocumentsUpdated Jul 2026

198 Gilbert Ave

3 bd · 1.5 ba · 1,664 sqft · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Aug 2022 $4,9582025 Amount on Record Jan 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

204 Gilbert Ave, #206

5 bd · 2.5 ba · 2,820 sqft · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Jun 2023 $3,9862024 Amount on Record Mar 2008 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

205 Gilbert Ave

0.269 acres

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

211 Gilbert Ave

0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$1962025 1 Name on Record AssessorUpdated Jul 2026

212 Gilbert Ave

4 bd · 1.5 ba · 1,784 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$111,000Jun 2021 $3,2342025 —Mar 2018 1 Name on Record Assessor + 5 DocumentsUpdated Jul 2026

219 Gilbert Ave

0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$962025 1 Name on Record AssessorUpdated Jul 2026

220 Gilbert Ave

4 bd · 2 ba · 2,176 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000Feb 2025 $2,8182025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

225 Gilbert Ave

0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Dec 2020 $1,0352025 2 Names on Record Assessor + 3 DocumentsUpdated Aug 2026

226 Gilbert Ave

3 bd · 2 ba · 1,585 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,8392025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

232 Gilbert Ave

6 bd · 2 ba · 2,608 sqft · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Jan 1998 $3,9182025 2 Names on Record AssessorUpdated Jul 2026

233 Gilbert Ave

2 bd · 1 ba · 1,040 sqft · 0.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$79,000Feb 2013 $3,0102025 Amount on Record Jul 2007 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

240 Gilbert Ave

3 bd · 1 ba · 1,828 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,9792025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

246 Gilbert Ave

6 bd · 3.5 ba · 2,896 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$197,000May 2010 $4,0182025 Amount on Record Mar 1993 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

252 Gilbert Ave

3 bd · 2 ba · 1,934 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$116,000Dec 2001 $4,2722025 Amount on Record Oct 1991 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

260 Gilbert Ave

4 bd · 1 ba · 1,587 sqft · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,4552025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

266 Gilbert Ave

3 bd · 1.5 ba · 1,885 sqft · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$164,000Mar 2021 $3,8452025 Amount on Record Oct 1997 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

272 Gilbert Ave

3 bd · 2 ba · 1,974 sqft · 0.25 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$197,000Aug 2009 $3,8922025 Amount on Record Mar 2004 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

276 Gilbert Ave

3 bd · 2 ba · 1,804 sqft · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$140,000Nov 2018 $4,2082025 Amount on Record Mar 2015 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

280 Gilbert Ave

3 bd · 1 ba · 1,167 sqft · 0.239 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$130,000Jan 2003 $3,5902025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

281 Gilbert Ave

2 bd · 1.5 ba · 1,132 sqft · 0.26 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,1702025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

283 Gilbert Ave

3 bd · 1.5 ba · 1,094 sqft · 0.269 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$112,000May 2001 $3,9822025 Amount on Record Jul 1992 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

284 Gilbert Ave

4 bd · 1 ba · 1,849 sqft · 0.239 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$325,000Jul 2025 $4,7072025 Amount on Record Jul 2007 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

285 Gilbert Ave

4 bd · 2 ba · 2,200 sqft · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,6002025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

287 Gilbert Ave

3 bd · 1 ba · 1,144 sqft · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$159,900Jul 2005 $3,2102025 Amount on Record Nov 2004 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

288 Gilbert Ave

3 bd · 1 ba · 1,183 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$99,000Jun 2015 $3,5592025 —Nov 1999 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

Property Records in Nearby Streets