Winding River Rd, Wellesley, MA Property Records

Norfolk County and Wellesley Town property records for 20 addresses on Winding River Rd, Wellesley, MA · Last verified July 2026

Winding River Rd Highlights

Properties 20
Median Sale Price $3,150,000
Deeds and Mortgages on File 28
Median Price per Sqft $557
Owner Occupied 85%
Median Annual Tax Bill $35,147
Median Year Built 1968
Median Ownership Tenure 8 years

Properties on Winding River Rd

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

158 Winding River Rd

4 bd · 3.5 ba · 4,274 sqft · 1.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,150,000Apr 2022 $30,4192025 Amount on Record Jul 2019 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

161 Winding River Rd

0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$3802025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026
Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Apr 2026
Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Apr 2026

165 Winding River Rd

5 bd · 8 ba · 6,837 sqft · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2016 $47,0622025 Amount on Record May 2014 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026
Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Apr 2026

166 Winding River Rd

4 bd · 3.5 ba · 5,450 sqft · 1.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,785,000Aug 2020 $30,6042025 Amount on Record Nov 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

173 Winding River Rd

6 bd · 7 ba · 6,307 sqft · 1.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,055,000Jan 2013 $52,0172025 Amount on Record May 2001 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

174 Winding River Rd

5 bd · 5 ba · 4,260 sqft · 1.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,650,000Jun 2017 $30,3162025 Amount on Record Jul 1997 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

179 Winding River Rd

6 bd · 6 ba · 6,607 sqft · 1.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,870,000Nov 2018 $46,7432025 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

182 Winding River Rd

6 bd · 6.5 ba · 8,544 sqft · 1.73 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,483,000Jul 2003 $51,1532025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

185 Winding River Rd

5 bd · 4.5 ba · 4,454 sqft · 1.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$780,000Nov 1996 $28,0442025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

190 Winding River Rd

5 bd · 8 ba · 7,057 sqft · 2.47 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,937,500May 2020 $50,4952025 Amount on Record May 2008 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

193 Winding River Rd

5 bd · 5 ba · 5,275 sqft · 1.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,375,000Nov 2025 $32,7832025 Amount on Record Jun 2004 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

198 Winding River Rd

5 bd · 3.5 ba · 4,669 sqft · 2.93 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,345,000Jul 2023 $32,6702025 Amount on Record Nov 2005 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

199 Winding River Rd

6 bd · 6 ba · 6,171 sqft · 1.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$951,000Jul 1998 $35,1472025 Amount on Record Jul 1996 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

206 Winding River Rd

5 bd · 9 ba · 10,863 sqft · 1.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,200,000Dec 2020 $125,7762025 Amount on Record May 2003 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

207 Winding River Rd

6 bd · 6 ba · 7,695 sqft · 1.18 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2014 $37,9642025 Amount on Record Oct 1999 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

215 Winding River Rd

5 bd · 3.5 ba · 3,920 sqft · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$22,0812025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

216 Winding River Rd

4 bd · 5 ba · 6,962 sqft · 1.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,100,000Nov 2020 $46,9902025 Amount on Record Sep 2013 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

Property Records in Nearby Streets