Smith Hill Rd, Winsted, CT Property Records

Winchester Town property records for 65 addresses on Smith Hill Rd, Winsted, CT · Last verified August 2026

Smith Hill Rd Highlights

Properties 65
Median Sale Price $285,008
Deeds and Mortgages on File 73
Median Price per Sqft $179
Owner Occupied 83%
Median Annual Tax Bill $5,282
Median Year Built 1957
Median Ownership Tenure 11 years

Properties on Smith Hill Rd

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

106 Smith Hill Rd

4 bd · 2 ba · 2,222 sqft · 5.2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,5122025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

114 Smith Hill Rd

2 bd · 1 ba · 1,204 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$239,900Nov 2021 $5,0352025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

119 Smith Hill Rd

1.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,3862025 1 Name on Record AssessorUpdated Jul 2026

120 Smith Hill Rd

2 bd · 1.5 ba · 1,438 sqft · 5.15 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$5,4462025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

127 Smith Hill Rd

3 bd · 2 ba · 1,680 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$242,000Jul 2020 $6,1262025 Amount on Record Oct 2000 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

130 Smith Hill Rd

2 bd · 1 ba · 1,282 sqft · 1.03 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$230,000Sep 2023 $3,7122025 Amount on Record Jul 2019 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

132 Smith Hill Rd

4 bd · 1.5 ba · 1,716 sqft · 1.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$173,000Jun 2016 $4,5352025 Amount on Record Jul 2002 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

133 Smith Hill Rd

2 bd · 2.5 ba · 2,605 sqft · 54.9 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$457,000Dec 2020 $8,8262025 Amount on Record May 2003 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

134 Smith Hill Rd

4 bd · 2 ba · 2,445 sqft · 1 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$6,1112025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

135 Smith Hill Rd

2 bd · 3 ba · 1,240 sqft · 14.2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$200,000May 2026 $5,3442025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

136 Smith Hill Rd

3 bd · 2.5 ba · 1,534 sqft · 1.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$205,000Aug 2006 $4,3232025 Amount on Record Jun 2001 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

137 Smith Hill Rd

3 bd · 2 ba · 1,596 sqft · 1.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$140,000Jan 2002 $5,7702025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

139 Smith Hill Rd

2 bd · 1 ba · 1,700 sqft · 1.08 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$135,000Sep 1996 $4,7922025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

140 Smith Hill Rd

3 bd · 2 ba · 840 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$260,000Aug 2024 $2,8852025 Amount on Record Jun 2002 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

141 Smith Hill Rd

3 bd · 1 ba · 1,248 sqft · 2.73 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$160,000Jan 2010 $3,9962025 Amount on Record Nov 2002 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

142 Smith Hill Rd

2 bd · 1 ba · 775 sqft · 0.6 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,6342025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

143 Smith Hill Rd

3 bd · 2 ba · 2,050 sqft · 0.719 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$90,000Jun 1995 $6,0052025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

144 Smith Hill Rd

3 bd · 2.5 ba · 1,809 sqft · 2.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$190,000Oct 2011 $5,8642025 Amount on Record Oct 2007 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

146 Smith Hill Rd

4 bd · 3 ba · 2,568 sqft · 2 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$350,000Jan 2022 $7,0402024 Amount on Record Nov 2013 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

147 Smith Hill Rd

3 bd · 2 ba · 1,910 sqft · 3 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$362,000Nov 2025 $5,9072025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

148 Smith Hill Rd

3 bd · 2.5 ba · 1,584 sqft · 2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,0392025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

150 Smith Hill Rd

3 bd · 2.5 ba · 2,122 sqft · 2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$67,000Aug 2005 $7,6022025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

151 Smith Hill Rd

3 bd · 2.5 ba · 1,876 sqft · 30.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$190,000Mar 2005 $10,4542025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

153 Smith Hill Rd

2 bd · 1 ba · 2,208 sqft · 5.11 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$59,900Mar 2017 $4,9602025 Amount on Record Jun 2005 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

154 Smith Hill Rd

3 bd · 1.5 ba · 1,467 sqft · 2.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$196,000Feb 2009 $5,8912025 Amount on Record Feb 2000 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

155 Smith Hill Rd

3 bd · 1.5 ba · 1,373 sqft · 2.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$129,000Jul 1998 $5,4762025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

157 Smith Hill Rd

3 bd · 2 ba · 1,863 sqft · 1.81 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$197,000Nov 1999 $6,5302025 Amount on Record Oct 1990 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

161 Smith Hill Rd

2 bd · 2.5 ba · 2,422 sqft · 1.73 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,5812025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

164 Smith Hill Rd

25.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$87,000Sep 1995 $4012025 1 Name on Record AssessorUpdated Jul 2026

167 Smith Hill Rd

3 bd · 1.5 ba · 1,125 sqft · 1.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$151,000Sep 2004 $4,2472025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

168 Smith Hill Rd

3 bd · 1.5 ba · 1,968 sqft · 5.51 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,9662025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

173 Smith Hill Rd

4 bd · 1.5 ba · 1,702 sqft · 4.11 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$395,000Dec 2024 $6,3712025 Amount on Record Oct 2005 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

174 Smith Hill Rd

2 bd · 2 ba · 2,087 sqft · 22 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$155,000Jul 1993 $5,6572025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

180 Smith Hill Rd

3 bd · 2.5 ba · 1,891 sqft · 6.2 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$120,000Jan 1991 $9,4072025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

181 Smith Hill Rd

4 bd · 1.5 ba · 1,732 sqft · 5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$90,550Aug 2021 $5,0682025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

182 Smith Hill Rd

2.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$510,000Mar 2004 $1,4462025 2 Names on Record AssessorUpdated Jul 2026

184 Smith Hill Rd

3 bd · 2.5 ba · 4,387 sqft · 6.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$440,000Nov 2017 $11,3862025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

185 Smith Hill Rd

2 bd · 2 ba · 1,427 sqft · 3 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$130,000Feb 2015 $5,1662025 Amount on Record May 1997 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

186 Smith Hill Rd

4 bd · 1.5 ba · 1,792 sqft · 5 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$280,000Aug 2016 $7,2262025 2 Names on Record AssessorUpdated Jul 2026

189 Smith Hill Rd

5 bd · 2.5 ba · 2,569 sqft · 3.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$192,000Jan 1994 $5,5402025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

191 Smith Hill Rd

3 bd · 1.5 ba · 1,250 sqft · 0.7 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$152,500May 1989 $4,3982025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026
Last Sale Tax Bill Prior Sale Owner Records
$1,5212025 1 Name on Record AssessorUpdated Jul 2026

194 Smith Hill Rd

3 bd · 1.5 ba · 1,791 sqft · 2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$295,000Jul 2022 $5,2562025 Amount on Record Nov 2017 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

201 Smith Hill Rd

4 bd · 2 ba · 1,426 sqft · 0.789 acres

Last Sale Tax Bill Prior Sale Owner Records
$58,000Feb 2015 $4,1652025 Amount on Record Mar 2014 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

206 Smith Hill Rd

3.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$42,000Nov 2022 $1,4802025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

208 Smith Hill Rd

3 bd · 1 ba · 1,386 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,0272025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

211 Smith Hill Rd

4 bd · 2 ba · 2,592 sqft · 12.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000Oct 2004 $10,2102025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

213 Smith Hill Rd

2 bd · 1.5 ba · 1,232 sqft · 8.81 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$220,000Sep 2018 $7,1812025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

214 Smith Hill Rd

4 bd · 3 ba · 3,266 sqft · 18.9 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$50,000Oct 1996 $11,3332025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

215 Smith Hill Rd

3 bd · 1 ba · 1,144 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,8302025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

217 Smith Hill Rd

2 bd · 1 ba · 1,140 sqft · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,5062025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

222 Smith Hill Rd

2 bd · 1.5 ba · 1,560 sqft · 20 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$240,000Oct 2017 $4,6822025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

223 Smith Hill Rd

3 bd · 2 ba · 1,450 sqft · 1.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,3172025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

224 Smith Hill Rd

3 bd · 1.5 ba · 1,178 sqft · 2.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$312,000Oct 2024 $4,9212025 Amount on Record Jun 1999 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

225 Smith Hill Rd

3 bd · 2 ba · 1,487 sqft · 3.43 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,2542025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

226 Smith Hill Rd

3 bd · 1 ba · 1,268 sqft · 1.6 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,4162025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

227 Smith Hill Rd

9.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$522025 2 Names on Record AssessorUpdated Jul 2026

228 Smith Hill Rd

4 bd · 2.5 ba · 2,988 sqft · 3.41 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,0662025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

232 Smith Hill Rd

3 bd · 2.5 ba · 1,442 sqft · 0.889 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Sep 2021 $5,9562025 Amount on Record Jan 2020 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

233 Smith Hill Rd

3 bd · 1 ba · 1,848 sqft · 2.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,0702025 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

234 Smith Hill Rd

2 bd · 1 ba · 1,461 sqft · 0.7 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$287,500Oct 2024 $4,5412025 Amount on Record Jan 2024 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

235 Smith Hill Rd

3 bd · 1 ba · 1,845 sqft · 0.7 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$285,008Nov 2022 $5,2822025 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

236 Smith Hill Rd

3 bd · 2 ba · 1,496 sqft · 0.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$235,000Oct 2008 $4,5742025 Amount on Record Oct 1993 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

238 Smith Hill Rd

2 bd · 1 ba · 1,269 sqft · 0.5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$116,300Oct 1994 $5,0292025 Amount on Record May 1989 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

239 Smith Hill Rd

4 bd · 2 ba · 2,572 sqft · 10.6 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$352,000Dec 2021 $6,3712025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

Wildfire Risk on Smith Hill Rd

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank at the 20th percentile of exposed land nationally · 55th in Connecticut
Wildfire LikelihoodLow — about 1 in 10,000 per year
ExposureDirect
17 of 18 cells directly exposed · 18 adjoin burnable vegetation

Property Records in Nearby Streets