Taft Dr, Winchester, MA Property Records

Middlesex County and Winchester Town property records for 21 addresses on Taft Dr, Winchester, MA · Last verified July 2026

Taft Dr Highlights

Properties 21
Median Sale Price $1,405,950
Deeds and Mortgages on File 45
Median Price per Sqft $503
Owner Occupied 95%
Median Annual Tax Bill $180
Median Year Built 1960
Median Ownership Tenure 11 years

Properties on Taft Dr

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

1 Taft Dr

5 bd · 2.5 ba · 2,740 sqft · 0.675 acres

Last Sale Tax Bill Prior Sale Owner Records
$189,900Jun 1983 $1782025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

3 Taft Dr

5 bd · 3.5 ba · 2,695 sqft · 0.584 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$710,000Jun 2003 $1802025 Amount on Record Mar 2002 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

4 Taft Dr

5 bd · 4.5 ba · 4,188 sqft · 0.827 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$410,000Nov 1992 $1932025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

8 Taft Dr

6 bd · 4 ba · 3,652 sqft · 0.469 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000May 2017 $1922025 Amount on Record Aug 1978 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

9 Taft Dr

4 bd · 4 ba · 4,283 sqft · 0.471 acres

Last Sale Tax Bill Prior Sale Owner Records
$985,000Aug 2017 $1912025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

10 Taft Dr

5 bd · 2.5 ba · 3,243 sqft · 0.473 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,805,000Sep 2024 $1792025 Amount on Record Sep 2013 1 Name on Record Owner Occupied Assessor + 9 DocumentsUpdated Apr 2026

11 Taft Dr

3 bd · 2.5 ba · 2,228 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,750,000Oct 2025 $16,0252025 Amount on Record Aug 2024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

12 Taft Dr

3 bd · 2.5 ba · 2,203 sqft · 0.466 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$164,900Jan 1984 $1592025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

14 Taft Dr

3 bd · 2 ba · 2,779 sqft · 0.462 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,400,000Jul 2021 $1622025 Amount on Record Mar 1994 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

15 Taft Dr

4 bd · 4 ba · 3,649 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$387,500Dec 1988 $1942025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

16 Taft Dr

3 bd · 2.5 ba · 2,571 sqft · 0.466 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$444,500Apr 1998 $1632025 Amount on Record Dec 1992 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

17 Taft Dr

4 bd · 2.5 ba · 2,376 sqft · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Apr 1994 $1692025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

18 Taft Dr

3 bd · 2.5 ba · 2,753 sqft · 0.466 acres

Last Sale Tax Bill Prior Sale Owner Records
$415,000Oct 1994 $1922025 —May 1994 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

19 Taft Dr

3 bd · 3 ba · 3,643 sqft · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Nov 2007 $1662025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

20 Taft Dr

3 bd · 2.5 ba · 2,425 sqft · 0.465 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$350,000Aug 1994 $1742025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

21 Taft Dr

4 bd · 3.5 ba · 4,961 sqft · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,250,000Mar 2020 $2072025 Amount on Record Jan 2001 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Apr 2026

22 Taft Dr

4 bd · 3 ba · 3,284 sqft · 0.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,490,000Jun 2020 $1972025 Amount on Record Jun 2001 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

24 Taft Dr

5 bd · 4.5 ba · 3,497 sqft · 0.755 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000May 2015 $2242025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

25 Taft Dr

4 bd · 2.5 ba · 2,397 sqft · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,405,950Dec 2021 $1762025 Amount on Record Apr 1982 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

28 Taft Dr

3 bd · 2.5 ba · 2,757 sqft · 0.465 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,106,000Apr 2018 $1672025 Amount on Record Oct 2008 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

35 Taft Dr

0.463 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Oct 2016 $1,6652025 —Jun 2014 2 Names on Record Assessor + 3 DocumentsUpdated Apr 2026

Wildfire Risk on Taft Dr

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

Wildfire Risk to HomesNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach of burnable land

Property Records in Nearby Streets