Sargent Rd, Winchester, MA Property Records

Middlesex County and Winchester Town property records for 38 addresses on Sargent Rd, Winchester, MA · Last verified August 2026

Sargent Rd Highlights

Properties 38
Median Sale Price $1,290,000
Deeds and Mortgages on File 55
Median Price per Sqft $546
Owner Occupied 92%
Median Annual Tax Bill $149
Median Year Built 1945
Median Ownership Tenure 13 years

Properties on Sargent Rd

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

4 Sargent Rd

4 bd · 2.5 ba · 2,835 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,355,000Nov 2025 $15,1112025 Amount on Record Oct 2022 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

5 Sargent Rd

4 bd · 3 ba · 3,060 sqft · 0.252 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$660,000Nov 2008 $1502025 Amount on Record Jun 1998 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

6 Sargent Rd

3 bd · 1 ba · 1,764 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$942,500Sep 2020 $1352025 Amount on Record Dec 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

10 Sargent Rd

3 bd · 2.5 ba · 2,609 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1602025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

11 Sargent Rd

3 bd · 1.5 ba · 2,279 sqft · 0.132 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,245,900Jul 2021 $1422025 Amount on Record Jun 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

12 Sargent Rd

4 bd · 2.5 ba · 2,811 sqft · 0.229 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$870,000Jun 2014 $1612025 Amount on Record Sep 2000 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

15 Sargent Rd

4 bd · 2.5 ba · 2,025 sqft · 0.15 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,350,000Oct 2021 $1552025 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

16 Sargent Rd

4 bd · 2.5 ba · 2,836 sqft · 0.229 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$750,000Jun 2008 $1712025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

17 Sargent Rd

4 bd · 3 ba · 1,961 sqft · 0.121 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$360,000Jun 1999 $1382025 Amount on Record Jun 1997 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

19 Sargent Rd

3 bd · 1.5 ba · 2,117 sqft · 0.235 acres

Last Sale Tax Bill Prior Sale Owner Records
$497,900May 2005 $1492025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

20 Sargent Rd

3 bd · 2.5 ba · 1,956 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1572025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

21 Sargent Rd

3 bd · 1.5 ba · 1,816 sqft · 0.232 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$653,000Jun 2010 $1482025 Amount on Record Jun 2004 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

23 Sargent Rd

3 bd · 1.5 ba · 1,544 sqft · 0.222 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$260,000Jun 1996 $1372025 Amount on Record Jun 1990 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

24 Sargent Rd

4 bd · 2.5 ba · 3,040 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$718,000Jun 2004 $1692025 Amount on Record Jan 2002 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

26 Sargent Rd

4 bd · 2 ba · 2,545 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,400,000Jan 2023 $1442025 Amount on Record Jan 2015 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

27 Sargent Rd

4 bd · 1.5 ba · 1,758 sqft · 0.253 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$57,000Feb 1978 $1422025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

29 Sargent Rd

3 bd · 1.5 ba · 1,536 sqft · 0.203 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$680,000Sep 2016 $1412025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

30 Sargent Rd

4 bd · 2 ba · 1,850 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$587,500Apr 2006 $1562025 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Apr 2026

31 Sargent Rd

3 bd · 2 ba · 1,341 sqft · 0.199 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$536,000May 2007 $1392025 Amount on Record Jan 1999 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

32 Sargent Rd

3 bd · 2.5 ba · 1,820 sqft · 0.166 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$320,000Feb 1998 $1482025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

33 Sargent Rd

5 bd · 3.5 ba · 3,022 sqft · 0.261 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,855,000Apr 2024 $1832025 Amount on Record Sep 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

37 Sargent Rd

4 bd · 1.5 ba · 2,044 sqft · 0.251 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2013 $1522025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

38 Sargent Rd

4 bd · 2 ba · 1,624 sqft · 0.14 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$999,900Apr 2021 $1392025 Amount on Record Aug 2017 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

40 Sargent Rd

3 bd · 1.5 ba · 1,492 sqft · 0.198 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,290,000Dec 2025 $14,4182025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

41 Sargent Rd

4 bd · 2.5 ba · 2,856 sqft · 0.264 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000May 2021 $1662025 Amount on Record Jan 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

45 Sargent Rd

4 bd · 1.5 ba · 2,244 sqft · 0.246 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$275,000Nov 1998 $1522025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

51 Sargent Rd

4 bd · 2.5 ba · 3,579 sqft · 0.355 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$266,000Nov 1995 $16,2932025 Amount on Record Dec 1993 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

58 Sargent Rd

5 bd · 1.5 ba · 2,173 sqft · 0.231 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,052,000May 2021 $1462025 Amount on Record Nov 1988 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

61 Sargent Rd

3 bd · 2.5 ba · 1,872 sqft · 0.258 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$416,000May 2009 $1272025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

65 Sargent Rd

3 bd · 2.5 ba · 2,808 sqft · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Nov 1985 $1242025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

67 Sargent Rd

4 bd · 2.5 ba · 2,525 sqft · 0.237 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$650,000Dec 2017 $1202025 —Mar 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

69 Sargent Rd

4 bd · 3.5 ba · 3,110 sqft · 0.231 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000Apr 1998 $1502025 Amount on Record Feb 1995 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

70 Sargent Rd

4 bd · 1.5 ba · 1,666 sqft · 0.248 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$700,000Nov 2019 $1302025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

71 Sargent Rd

2 bd · 3.5 ba · 2,936 sqft · 0.237 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,399,000Jun 2026 $1322025 Amount on Record Jul 2002 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

72 Sargent Rd

5 bd · 2.5 ba · 2,548 sqft · 0.239 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1502025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

73 Sargent Rd

0.042 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Jan 1996 $3982025 Amount on Record Jan 1995 1 Name on Record AssessorUpdated Apr 2026

76 Sargent Rd

3 bd · 1.5 ba · 1,926 sqft · 0.225 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$650,000Nov 2016 $1362025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

78 Sargent Rd

2 bd · 1 ba · 1,260 sqft · 0.206 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2014 $1252025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

Wildfire Risk on Sargent 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 · 58th in Massachusetts
Wildfire LikelihoodLow — about 1 in 10,000 per year
ExposureIndirect
0 of 4 cells directly exposed

Property Records in Nearby Streets