Middlesex County and Winchester Town property records for 8 addresses on Penn Rd, Winchester, MA · Last verified August 2026
| Properties | 8 |
|---|---|
| Median Sale Price | $700,000 |
| Deeds and Mortgages on File | 15 |
| Median Price per Sqft | $258 |
| Owner Occupied | 100% |
| Median Annual Tax Bill | $264 |
| Median Year Built | 1929 |
| Median Ownership Tenure | 16 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
4 bd · 2.5 ba · 2,016 sqft · 0.17 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $521,100Mar 2000 | $15,6562025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 3.5 ba · 4,993 sqft · 0.346 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $685,000Sep 2011 | $2242025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
5 bd · 3 ba · 3,113 sqft · 0.177 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,380,000Mar 2020 | $1712025 | Amount on Record Aug 2010 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 2.5 ba · 3,796 sqft · 0.321 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $765,000May 2010 | $1872025 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
4 bd · 3 ba · 2,359 sqft · 0.165 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $700,000Jul 2010 | $15,7512025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
4 bd · 1.5 ba · 3,069 sqft · 0.321 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $320,000Dec 1991 | $1772025 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
4 bd · 3 ba · 2,295 sqft · 0.152 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $550,000Jun 2004 | $15,5242025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
5 bd · 4.5 ba · 4,800 sqft · 0.398 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,300,000Jun 2022 | $2642025 | Amount on Record Jan 2012 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Apr 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Not rated no burnable land in reach |
|---|---|
| Wildfire Likelihood | Negligible |
| Exposure | None beyond ember reach |