Leslie Rd, Winchester, MA Property Records

Middlesex County and Winchester Town property records for 19 addresses on Leslie Rd, Winchester, MA · Last verified August 2026

Leslie Rd Highlights

Properties 19
Median Sale Price $1,860,000
Deeds and Mortgages on File 27
Median Price per Sqft $357
Owner Occupied 100%
Median Annual Tax Bill $298
Median Year Built 1955
Median Ownership Tenure 16 years

Properties on Leslie Rd

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

4 Leslie Rd

5 bd · 3.5 ba · 2,860 sqft · built 1964 · 0.644 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,120,000Apr 2026 $2122025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

6 Leslie Rd

5 bd · 4.5 ba · 4,920 sqft · built 1995 · 0.505 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,675,000May 2008 $2982025 Amount on Record Dec 2006 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

10 Leslie Rd

3 bd · 2.5 ba · 2,557 sqft · built 1903 · 0.545 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2010 $2982025 Amount on Record May 2001 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

11 Leslie Rd

4 bd · 3.5 ba · 5,146 sqft · built 1870 · 2.27 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,570,000Apr 2004 $3022025 Amount on Record Jun 2003 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

14 Leslie Rd

0.443 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,829,000Mar 2021 $3372025 Amount on Record Aug 2009 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

16 Leslie Rd

4 bd · 4.5 ba · 4,618 sqft · built 1999 · 0.464 acres

Last Sale Tax Bill Prior Sale Owner Records
$390,000Mar 1999 $3302025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

17 Leslie Rd

7 bd · 6 ba · 6,881 sqft · built 2011 · 0.57 acres

Last Sale Tax Bill Prior Sale Owner Records
$760,000Jan 2010 $4062025 —Feb 2008 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

20 Leslie Rd

4 bd · 4.5 ba · 4,341 sqft · built 1955 · 0.463 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,550,000Jul 2012 $2732025 Amount on Record Aug 2001 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

21 Leslie Rd

4 bd · 4 ba · 3,776 sqft · built 1956 · 0.542 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,860,000Jun 2021 $2242025 Amount on Record Dec 1994 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

23 Leslie Rd

5 bd · 2 ba · 3,191 sqft · built 1953 · 0.479 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Jul 1991 $19,4772025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

27 Leslie Rd

3 bd · 3.5 ba · 3,399 sqft · built 1950 · 0.442 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Oct 1998 $1892025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

29 Leslie Rd

3 bd · 2.5 ba · 2,895 sqft · built 1953 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$823,875Dec 2010 $1832025 Amount on Record Jul 2004 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

31 Leslie Rd

2 bd · 2 ba · 2,281 sqft · built 1953 · 0.358 acres

Last Sale Tax Bill Prior Sale Owner Records
$750,000Mar 2013 $14,9042025 Amount on Record Aug 2002 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

34 Leslie Rd

4 bd · 7 ba · 7,737 sqft · built 2021 · 0.542 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,600,000Sep 2023 $3792025 Amount on Record Jan 2017 2 Names on Record Owner Occupied Assessor + 8 DocumentsUpdated Jul 2026

35 Leslie Rd

5 bd · 3 ba · 2,735 sqft · built 1952 · 0.438 acres

Last Sale Tax Bill Prior Sale Owner Records
$775,000Feb 2004 $1822025 Amount on Record Feb 1997 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

37 Leslie Rd

4 bd · 4 ba · 3,474 sqft · built 2006 · 0.494 acres

Last Sale Tax Bill Prior Sale Owner Records
$462,000Aug 1999 $2432025 Amount on Record Sep 1994 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

38 Leslie Rd

4 bd · 5.5 ba · 6,207 sqft · built 1953 · 0.579 acres

Last Sale Tax Bill Prior Sale Owner Records
$975,000Mar 2021 $30,2922025 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

41 Leslie Rd

3 bd · 2 ba · 3,152 sqft · built 1960 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Feb 1996 $1572025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

42 Leslie Rd

3 bd · 3.5 ba · 3,977 sqft · built 1948 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$538,000Jul 2000 $19,1662025 Amount on Record Aug 1997 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

Property Records in Nearby Streets