Middlesex County and Winchester Town property records for 28 addresses on Grayson Rd, Winchester, MA · Last verified August 2026
| Properties | 28 |
|---|---|
| Median Sale Price | $1,520,000 |
| Deeds and Mortgages on File | 40 |
| Median Price per Sqft | $782 |
| Owner Occupied | 96% |
| Median Annual Tax Bill | $127 |
| Median Year Built | 1930 |
| Median Ownership Tenure | 11 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 1.5 ba · 1,824 sqft · 0.146 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,400,000Sep 2018 | $1152025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 3 ba · 2,291 sqft
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,100,000Mar 2022 | $1172025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $899,000Oct 2016 | 1 Name on Record | AssessorUpdated Jun 2023 |
3 bd · 1.5 ba · 2,184 sqft · 0.164 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $530,150Jun 2009 | $1212025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 3.5 ba · 2,310 sqft · 0.149 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,520,000May 2022 | $1572025 | Amount on Record Jun 2015 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2.5 ba · 2,477 sqft · 0.161 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $585,000Sep 2001 | $13,6532025 | Amount on Record Dec 1990 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 1,176 sqft · 0.149 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $500,000May 2009 | $1112025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 1 ba · 1,320 sqft · 0.149 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1112025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 2.5 ba · 1,945 sqft · 0.169 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Feb 2017 | $1272025 | Amount on Record Jul 1973 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
3 bd · 2.5 ba · 2,222 sqft · 0.16 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,738,000Jul 2026 | $1512025 | Amount on Record Jun 2014 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
4 bd · 2.5 ba · 2,401 sqft · 0.168 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $750,000Jun 2004 | $1462025 | Amount on Record Sep 2000 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 2 ba · 1,942 sqft · 0.153 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,945,000Sep 2025 | $11,5262025 | Amount on Record Jul 2024 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 3 ba · 3,007 sqft · 0.133 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,322,000Aug 2021 | $1452025 | Amount on Record Mar 2016 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Apr 2026 |
4 bd · 3 ba · 2,621 sqft · 0.146 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $429,000Oct 2006 | $1612025 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 1.5 ba · 2,018 sqft · 0.13 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $278,000Dec 1998 | $1272025 | Amount on Record Jun 1994 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 1.5 ba · 1,268 sqft · 0.148 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $185,000Mar 1995 | $1172025 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
4 bd · 2.5 ba · 2,300 sqft · 0.151 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $734,000May 2008 | $1472025 | Amount on Record Feb 2002 | 2 Names on Record Owner Occupied | AssessorUpdated Aug 2026 |
3 bd · 1.5 ba · 2,089 sqft · 0.147 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Oct 2010 | $1172025 | Amount on Record May 1976 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 2 ba · 1,446 sqft · 0.176 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —May 2009 | $1152025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 2.5 ba · 2,081 sqft · 0.15 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $613,500Dec 2003 | $1472025 | Amount on Record Nov 2001 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 1.5 ba · 1,855 sqft · 0.179 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,470,000Apr 2024 | $13,9522025 | Amount on Record Aug 2022 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
2 bd · 1 ba · 1,399 sqft · 0.147 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $664,000Apr 2018 | $1162025 | —Mar 2011 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated Apr 2026 |
3 bd · 1.5 ba · 1,768 sqft · 0.185 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $799,000Sep 2016 | $1292025 | Amount on Record Jul 2013 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
4 bd · 1.5 ba · 2,064 sqft · 0.182 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $980,000Aug 2021 | $1272025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 1 ba · 1,823 sqft · 0.183 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $508,000Apr 2008 | $11,7482025 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
4 bd · 1 ba · 1,776 sqft · 0.183 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1212025 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 2.5 ba · 1,600 sqft · 0.182 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1172025 | 2 Names on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 1.5 ba · 2,085 sqft · 0.335 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Dec 2015 | $1372025 | —Feb 2012 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |