Ledgewood Rd, Winchester, MA Property Records

Middlesex County and Winchester Town property records for 24 addresses on Ledgewood Rd, Winchester, MA · Last verified August 2026

Ledgewood Rd Highlights

Properties 24
Median Sale Price $2,900,000
Deeds and Mortgages on File 41
Median Price per Sqft $516
Owner Occupied 92%
Median Annual Tax Bill $344
Median Year Built 2002
Median Ownership Tenure 8 years

Properties on Ledgewood Rd

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

1 Ledgewood Rd

6 bd · 3.5 ba · 3,459 sqft · built 1924 · 1.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,000,000Jul 2018 $23,9292025 —Jun 2014 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

1A Ledgewood Rd

5 bd · 6.5 ba · 6,652 sqft · built 2018 · 0.529 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,433,000Oct 2020 $39,2902025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

2 Ledgewood Rd

6 bd · 5.5 ba · 5,721 sqft · built 1929 · 0.612 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,750,000Apr 2016 $2742025 Amount on Record Feb 2016 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

3 Ledgewood Rd

4 bd · 5 ba · 6,154 sqft · built 2011 · 0.866 acres

Last Sale Tax Bill Prior Sale Owner Records
$830,000Dec 2010 $3442025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

4 Ledgewood Rd

5 bd · 5.5 ba · 8,300 sqft · built 2016 · 0.505 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,864,000Nov 2017 $3472025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

5 Ledgewood Rd

4 bd · 4.5 ba · 3,501 sqft · built 1948 · 0.605 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,650,000Dec 2016 $2122025 Amount on Record Jun 2013 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

6 Ledgewood Rd

6 bd · 7.5 ba · 8,532 sqft · built 2016 · 0.501 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,765,000Mar 2026 $42,7382025 Amount on Record Jan 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

7 Ledgewood Rd

5 bd · 3.5 ba · 4,646 sqft · built 1946 · 0.937 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,950,000May 2022 $2982025 Amount on Record Jun 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

8 Ledgewood Rd

4 bd · 5.5 ba · 8,276 sqft · built 2002 · 0.501 acres

Last Sale Tax Bill Prior Sale Owner Records
$44,4902025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

10 Ledgewood Rd

5 bd · 5.5 ba · 7,542 sqft · built 2004 · 0.925 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,745,000Aug 2018 $3852025 —Jun 2017 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

11 Ledgewood Rd

4 bd · 5 ba · 5,041 sqft · built 1950 · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$541,000Jan 1998 $2872025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

12 Ledgewood Rd

4 bd · 4.5 ba · 5,069 sqft · built 2016 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$620,000Oct 2025 $31,2922025 Amount on Record — 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

14 Ledgewood Rd

5 bd · 3.5 ba · 5,843 sqft · built 1998 · 0.532 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2005 $26,3352025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

15 Ledgewood Rd

6 bd · 3 ba · 3,217 sqft · built 1946 · 1.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000May 2008 $2252025 —Aug 2004 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

16 Ledgewood Rd

5 bd · 3.5 ba · 6,091 sqft · built 1998 · 0.625 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,500,000Jul 2022 $2522025 Amount on Record Sep 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

18 Ledgewood Rd

5 bd · 3.5 ba · 5,470 sqft · built 2008 · 0.705 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,300,000Jun 2014 $2642025 —Apr 2009 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

21 Ledgewood Rd

0.524 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,350,000Dec 2023 $14,6592025 1 Name on Record AssessorUpdated Apr 2026

22 Ledgewood Rd

6 bd · 7 ba · 5,951 sqft · built 2009 · 0.502 acres

Last Sale Tax Bill Prior Sale Owner Records
$714,000Aug 2008 $3082025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

23 Ledgewood Rd

0.517 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,450,000Dec 2023 $14,6572025 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

24 Ledgewood Rd

4 bd · 2.5 ba · 3,638 sqft · built 1948 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,345,000May 2016 $2282025 Amount on Record Apr 2011 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

25 Ledgewood Rd

6 bd · 4.5 ba · 4,084 sqft · built 1951 · 1.64 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,800,000Dec 2024 $2822025 Amount on Record Dec 2023 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

30 Ledgewood Rd

4 bd · 4 ba · 4,247 sqft · built 1951 · 0.559 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2015 $2342025 —Jun 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

32 Ledgewood Rd

5 bd · 4.5 ba · 7,222 sqft · built 2021 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,799,000Feb 2022 $33,8072025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

34 Ledgewood Rd

5 bd · 4.5 ba · 3,814 sqft · built 2021 · 0.501 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,900,000Sep 2022 $3112025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

Wildfire Risk on Ledgewood Rd

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

Wildfire RiskLow
this street's cells rank above 20% of the US · above 58% of Massachusetts
Wildfire LikelihoodAbout 1 in 9,091 per year
ExposureIndirect
0 of 2 cells directly exposed · 1 adjoin burnable vegetation

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