Kenwin Rd, Winchester, MA Property Records

Middlesex County and Winchester Town property records for 25 addresses on Kenwin Rd, Winchester, MA · Last verified July 2026

Kenwin Rd Highlights

Properties 25
Median Sale Price $1,150,000
Deeds and Mortgages on File 33
Median Price per Sqft $562
Owner Occupied 96%
Median Annual Tax Bill $140
Median Year Built 1929
Median Ownership Tenure 11 years

Properties on Kenwin Rd

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

4 Kenwin Rd

4 bd · 2 ba · 1,788 sqft · 0.115 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$625,000Feb 2006 $1262025 Amount on Record Nov 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

7 Kenwin Rd

5 bd · 2.5 ba · 2,889 sqft · 0.44 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1602025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

8 Kenwin Rd

3 bd · 2 ba · 2,066 sqft · 0.411 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$373,000Jan 1998 $1502025 Amount on Record Jul 1993 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

9 Kenwin Rd

3 bd · 2.5 ba · 1,776 sqft · 0.392 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1402025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

15 Kenwin Rd

4 bd · 1.5 ba · 2,384 sqft · 0.398 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1422025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

16 Kenwin Rd

5 bd · 1.5 ba · 3,649 sqft · 0.387 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2016 $1772025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

17 Kenwin Rd

4 bd · 2.5 ba · 1,970 sqft · 0.271 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1272025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

18 Kenwin Rd

3 bd · 2.5 ba · 2,600 sqft · 0.223 acres

Last Sale Tax Bill Prior Sale Owner Records
$830,000Jul 2015 $1442025 Amount on Record Mar 1999 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

19 Kenwin Rd

3 bd · 2.5 ba · 1,875 sqft · 0.294 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,150,000Aug 2024 $1362025 Amount on Record Nov 1979 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

20 Kenwin Rd

3 bd · 2.5 ba · 2,209 sqft · 0.175 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,243,000Jun 2021 $1442025 Amount on Record Jul 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

21 Kenwin Rd

4 bd · 2.5 ba · 2,679 sqft · 0.296 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2015 $1432025 Amount on Record Feb 1986 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

22 Kenwin Rd

4 bd · 2.5 ba · 2,335 sqft · 0.233 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$12,9782025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

23 Kenwin Rd

4 bd · 3.5 ba · 3,334 sqft · 0.284 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$950,000Oct 2018 $17,0362025 Amount on Record Aug 1986 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

26 Kenwin Rd

3 bd · 1.5 ba · 1,924 sqft · 0.255 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$662,000Nov 2013 $1352025 Amount on Record Mar 1993 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

27 Kenwin Rd

3 bd · 2.5 ba · 2,194 sqft · 0.326 acres

Last Sale Tax Bill Prior Sale Owner Records
$580,000Dec 2013 $1532025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

28 Kenwin Rd

3 bd · 1.5 ba · 1,621 sqft · 0.24 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$255,000Sep 1990 $1292025 Amount on Record Apr 1987 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

29 Kenwin Rd

4 bd · 2 ba · 2,132 sqft · 0.358 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,450,000May 2024 $1392025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

30 Kenwin Rd

3 bd · 1.5 ba · 2,078 sqft · 0.245 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Apr 2022 $1322025 Amount on Record Jul 2017 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Apr 2026

32 Kenwin Rd

3 bd · 1.5 ba · 2,026 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1342025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

33 Kenwin Rd

3 bd · 2.5 ba · 2,482 sqft · 0.223 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$610,000Aug 2010 $1302025 2 Names on Record Owner Occupied Assessor + 7 DocumentsUpdated Apr 2026

35 Kenwin Rd

3 bd · 1.5 ba · 2,239 sqft · 0.218 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$735,000Oct 2016 $12,5862025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

36 Kenwin Rd

3 bd · 1.5 ba · 1,593 sqft · 0.229 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2014 $1142025 1 Name on Record AssessorUpdated Apr 2026

37 Kenwin Rd

3 bd · 3.5 ba · 2,016 sqft · 0.214 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$880,000Jun 2020 $1322025 Amount on Record Jun 2004 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

38 Kenwin Rd

3 bd · 3.5 ba · 3,306 sqft · 0.216 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$750,000Aug 2004 $1532025 Amount on Record Jun 1999 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

39 Kenwin Rd

4 bd · 2.5 ba · 2,252 sqft · 0.324 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$214,700Dec 1990 $1372025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

Property Records in Nearby Streets