Prospect St, Winchester, MA Property Records

Middlesex County and Winchester Town property records for 18 addresses on Prospect St, Winchester, MA · Last verified July 2026

Prospect St Highlights

Properties 18
Median Sale Price $2,175,000
Deeds and Mortgages on File 25
Median Price per Sqft $464
Owner Occupied 100%
Median Annual Tax Bill $350
Median Year Built 1900
Median Ownership Tenure 10 years

Properties on Prospect St

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

6 Prospect St

5 bd · 6 ba · 6,513 sqft · 0.238 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,528,000Nov 2022 $35,0132025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

7 Prospect St

4 bd · 3.5 ba · 2,894 sqft · 0.179 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,345,000Oct 2016 $2282025 Amount on Record Apr 2008 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

8 Prospect St

9 bd · 4.5 ba · 6,671 sqft · 0.548 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2015 $3502025 Amount on Record Jun 1997 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

9 Prospect St

5 bd · 3.5 ba · 4,667 sqft · 0.264 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,175,000Aug 2025 $26,6842025 Amount on Record Jul 2018 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

10 Prospect St

5 bd · 4.5 ba · 4,255 sqft · 0.331 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2014 $2522025 Amount on Record Oct 2002 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

11 Prospect St

5 bd · 4.5 ba · 7,718 sqft · 0.351 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,485,000Oct 2016 $3392025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

12 Prospect St

7 bd · 4 ba · 6,694 sqft · 0.638 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,199,000May 2025 $30,9412025 Amount on Record Dec 2019 1 Name on Record Owner Occupied Assessor + 8 DocumentsUpdated Apr 2026

14 Prospect St

5 bd · 2.5 ba · 2,895 sqft · 0.336 acres

Last Sale Tax Bill Prior Sale Owner Records
$83,000Sep 1978 $2232025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

15 Prospect St

6 bd · 4.5 ba · 4,493 sqft · 0.307 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2017 $2872025 Amount on Record Feb 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

16 Prospect St

6 bd · 2.5 ba · 3,001 sqft · 0.393 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2018 $2172025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

18 Prospect St

4 bd · 2.5 ba · 4,101 sqft · 0.329 acres

Last Sale Tax Bill Prior Sale Owner Records
$424,492May 1994 $25,0012025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

19 Prospect St

4 bd · 3.5 ba · 4,614 sqft · 0.351 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2013 $23,3922025 Amount on Record May 1999 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

25 Prospect St

7 bd · 4 ba · 5,317 sqft · 1.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$931,500Dec 1993 $3852025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

30 Prospect St

4 bd · 3 ba · 2,426 sqft · 0.488 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,450,000Dec 2025 $22,7892025 Amount on Record Jun 2019 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

31 Prospect St

5 bd · 6.5 ba · 5,531 sqft · 0.39 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2010 $2882025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

36 Prospect St

5 bd · 3.5 ba · 4,986 sqft · 0.283 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2016 $2542025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

38 Prospect St

4 bd · 3.5 ba · 4,121 sqft · 0.703 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,749,000Jan 2020 $2532025 —Aug 2007 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

39 Prospect St

6 bd · 3 ba · 3,250 sqft · 0.499 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,240,000Dec 2009 $24,4692025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

Wildfire Risk on Prospect St

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 9,524 per year
ExposureIndirect
0 of 2 cells directly exposed · 1 adjoin burnable vegetation

Property Records in Nearby Streets