Ledyard Rd, Winchester, MA Property Records

Middlesex County and Winchester Town property records for 23 addresses on Ledyard Rd, Winchester, MA · Last verified August 2026

Ledyard Rd Highlights

Properties 23
Median Sale Price $1,380,000
Deeds and Mortgages on File 28
Median Price per Sqft $406
Owner Occupied 96%
Median Annual Tax Bill $163
Median Year Built 1947
Median Ownership Tenure 16 years

Properties on Ledyard Rd

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

7 Ledyard Rd

4 bd · 3.5 ba · 4,043 sqft · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,642,500Apr 2018 $2252025 Amount on Record Oct 2016 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

9 Ledyard Rd

5 bd · 3 ba · 4,108 sqft · 0.229 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1882025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

12 Ledyard Rd

4 bd · 1.5 ba · 1,890 sqft · 0.171 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$580,000Feb 2009 $1472025 Amount on Record Oct 1997 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

15 Ledyard Rd

4 bd · 2 ba · 2,726 sqft · 0.173 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$289,000Aug 1992 $1542025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

16 Ledyard Rd

3 bd · 2 ba · 1,636 sqft · 0.168 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$13,6942025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

17 Ledyard Rd

3 bd · 2 ba · 3,206 sqft · 0.173 acres

Last Sale Tax Bill Prior Sale Owner Records
$510,000Dec 2008 $1632025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

19 Ledyard Rd

2 bd · 1.5 ba · 1,766 sqft · 0.191 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$411,000Mar 1999 $1602025 Amount on Record Sep 1997 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

20 Ledyard Rd

3 bd · 2 ba · 2,184 sqft · 0.209 acres

Last Sale Tax Bill Prior Sale Owner Records
$637,000Sep 2010 $1302025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

21 Ledyard Rd

3 bd · 1.5 ba · 3,340 sqft · 0.222 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$722,000Jun 2009 $1692025 Amount on Record Nov 2006 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

24 Ledyard Rd

2 bd · 2 ba · 1,393 sqft · 0.157 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1212025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

27 Ledyard Rd

3 bd · 1.5 ba · 1,969 sqft · 0.281 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,380,000Sep 2024 $14,2112025 Amount on Record Sep 1982 1 Name on Record Assessor + 3 DocumentsUpdated Aug 2026

28 Ledyard Rd

4 bd · 2.5 ba · 3,807 sqft · 0.329 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,050,000Jul 2015 $18,9672025 Amount on Record Feb 1999 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

33 Ledyard Rd

3 bd · 2 ba · 2,869 sqft · 0.287 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—May 2012 $1582025 Amount on Record Jun 1985 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

34 Ledyard Rd

3 bd · 2 ba · 2,394 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$370,000Oct 1995 $1482025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

37 Ledyard Rd

5 bd · 2.5 ba · 2,663 sqft · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$585,000Feb 2008 $1482025 Amount on Record May 2004 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

38 Ledyard Rd

2 bd · 2 ba · 1,911 sqft · 0.344 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$309,900Jun 1996 $1522025 Amount on Record Mar 1991 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

39 Ledyard Rd

4 bd · 2.5 ba · 2,805 sqft · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$727,000Jun 2017 $1832025 —Aug 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

43 Ledyard Rd

4 bd · 2.5 ba · 2,800 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$339,900Dec 1993 $1692025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

44 Ledyard Rd

4 bd · 2.5 ba · 2,724 sqft · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$766,000Apr 2014 $1662025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

48 Ledyard Rd

6 bd · 4.5 ba · 4,550 sqft · 0.277 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,250,000May 2021 $2502025 Amount on Record Jun 2015 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

49 Ledyard Rd

3 bd · 3 ba · 2,748 sqft · 0.307 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,679,000Jun 2024 $1632025 Amount on Record Jul 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

52 Ledyard Rd

3 bd · 1.5 ba · 2,191 sqft · 0.312 acres

Last Sale Tax Bill Prior Sale Owner Records
$1602025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

53 Ledyard Rd

4 bd · 3 ba · 2,701 sqft · 0.124 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$925,000Aug 2018 $1412025 Amount on Record May 1998 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

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