Middlesex County and Winchester Town property records for 8 addresses on Upland Rd, Winchester, MA · Last verified July 2026
| Properties | 8 |
|---|---|
| Median Sale Price | $851,000 |
| Deeds and Mortgages on File | 13 |
| Median Price per Sqft | $403 |
| Owner Occupied | 100% |
| Median Annual Tax Bill | $121 |
| Median Year Built | 1929 |
| Median Ownership Tenure | 11 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
4 bd · 2.5 ba · 2,560 sqft · built 1929 · 0.198 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $606,000May 2012 | $1412025 | Amount on Record Nov 2011 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2 ba · 1,837 sqft · built 1926 · 0.157 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jun 2015 | $1212025 | Owner on Record Owner Occupied | AssessorUpdated Apr 2026 |
5 bd · 2.5 ba · 3,600 sqft · built 1930 · 0.114 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $851,000Oct 2021 | $1292025 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
3 bd · 2 ba · 1,800 sqft · built 1925 · 0.152 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $415,000Oct 2003 | $1002025 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
3 bd · 2 ba · 2,206 sqft · built 1929 · 0.114 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $890,000Feb 2024 | $1032025 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 1,468 sqft · built 1929 · 0.114 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $945,000Nov 2023 | $9,8832025 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
3 bd · 1.5 ba · 1,696 sqft · built 1929 · 0.114 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $739,000Nov 2015 | $1102025 | Amount on Record May 1999 | 2 Owners on Record Owner Occupied | AssessorUpdated Apr 2026 |
2 bd · 1 ba · 1,455 sqft · built 1951 · 0.149 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $862025 | Owner on Record Owner Occupied | AssessorUpdated Jul 2026 |