Anne Arundel County property records for 57 addresses on Winchester Rd, Annapolis, MD · Last verified August 2026
| Properties | 57 |
|---|---|
| Median Sale Price | $777,000 |
| Deeds and Mortgages on File | 92 |
| Median Price per Sqft | $345 |
| Owner Occupied | 89% |
| Median Annual Tax Bill | $5,822 |
| Median Year Built | 1965 |
| Median Ownership Tenure | 17 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 ba · 1,897 sqft · 0.811 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $850,000Oct 2021 | $6,5212023 | Amount on Record Jul 2001 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2023 |
3 ba · 1,876 sqft · 0.296 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $201,000Apr 1997 | $3,4292023 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2023 |
3 ba · 2,177 sqft · 0.224 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $184,000Feb 1993 | $5,0222023 | 1 Name on Record Owner Occupied | AssessorUpdated Sep 2023 |
2 ba · 1,878 sqft · 0.374 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $591,000May 2020 | $5,6342025 | Amount on Record May 2004 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
2 ba · 1,828 sqft · 0.337 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $215,000Sep 1995 | $4,1192024 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 ba · 2,784 sqft · 0.348 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Apr 1991 | $3,9192023 | 1 Name on Record Owner Occupied | AssessorUpdated Sep 2023 |
3 ba · 1,092 sqft · 0.659 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $460,000Sep 2021 | $4,9182023 | Amount on Record Jun 2017 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Sep 2023 |
3.5 ba · 2,911 sqft · 0.326 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $777,000Jul 2024 | $4,1292024 | —Aug 2008 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
4 ba · 2,667 sqft · 0.275 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $812,500Nov 2017 | $7,1092023 | Amount on Record Apr 2013 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Sep 2023 |
3 ba · 2,081 sqft · 0.272 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,6232023 | 2 Names on Record Owner Occupied | AssessorUpdated Sep 2023 |
3.5 ba · 3,229 sqft · 0.275 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $819,000Nov 2023 | $5,8152024 | Amount on Record May 2011 | 2 Names on Record | Assessor + 4 DocumentsUpdated Apr 2026 |
2.5 ba · 2,249 sqft · 0.283 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Mar 2005 | $2,8442025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
3 ba · 2,375 sqft · 0.34 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $880,200May 2026 | $5,9032025 | Amount on Record May 2019 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated Jun 2026 |
1.5 ba · 1,988 sqft · 10.1 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,050,000Jul 2007 | $7,3412025 | —Jul 2007 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
2.18 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $499,000Feb 2024 | $3,5982025 | Amount on Record Nov 2021 | 1 Name on Record | Assessor + 3 DocumentsUpdated Jun 2026 |
12 ba · 28,607 sqft · 22.5 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $12,500,000Dec 2025 | $111,6992024 | Amount on Record Apr 2002 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
4 ba · 4,358 sqft · 7.88 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $635,000Nov 1995 | $7,6722023 | 2 Names on Record Owner Occupied | AssessorUpdated Sep 2023 |
4.5 ba · 5,113 sqft · 2.08 acres · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $525,000Feb 1994 | $8,5572024 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 ba · 5,224 sqft · 1.05 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $910,000Sep 2009 | $9,8962024 | Amount on Record Jun 2001 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Apr 2026 |
3 ba · 2,526 sqft · 8 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $550,000May 2020 | $7,2612023 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2023 |
3 ba · 2,360 sqft · 2 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jan 1972 | $14,3862023 | 2 Names on Record Owner Occupied | AssessorUpdated Sep 2023 |
2 ba · 2,166 sqft · 7.11 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jan 2015 | $8,1012023 | —Nov 2000 | 2 Names on Record Owner Occupied | AssessorUpdated Sep 2023 |
5 ba · 4,058 sqft · 5.21 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,380,000Oct 2017 | $14,7962023 | Amount on Record Jun 2011 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2023 |
3 ba · 1,614 sqft · 1.33 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jun 2000 | $5,8222023 | 1 Name on Record Owner Occupied | AssessorUpdated Sep 2023 |
3 ba · 1,506 sqft · 1 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $466,950Nov 2009 | $6,1552023 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2023 |
4 ba · 2,817 sqft · 2.01 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $725,000Apr 2018 | $9,4322024 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
4 ba · 3,239 sqft · 2.26 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,000,000Feb 2007 | $8,7832023 | 2 Names on Record Owner Occupied | AssessorUpdated Sep 2023 |
3 ba · 4,434 sqft · 2.01 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $125,000Aug 1997 | $8,7032023 | 2 Names on Record Owner Occupied | AssessorUpdated Sep 2023 |
2 ba · 4,051 sqft · 6.51 acres · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,800,000Jul 2007 | $18,0532024 | Amount on Record May 1995 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |
3.5 ba · 4,005 sqft · 2.13 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $600,000Oct 2019 | $8,5642024 | —Mar 2007 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
5 ba · 5,206 sqft · 3.01 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $300,000Sep 2017 | $12,4392023 | Amount on Record May 2003 | 2 Names on Record Owner Occupied | Assessor + 7 DocumentsUpdated Sep 2023 |
1 ba · 1,408 sqft · 3.36 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,550,000Jun 2004 | $14,5092023 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2023 |
3.5 ba · 3,331 sqft · 1.06 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,139,400Mar 2026 | $7,0642024 | Amount on Record Feb 2008 | 2 Names on Record Owner Occupied | Assessor + 6 DocumentsUpdated Apr 2026 |
2.25 ba · 11,471 sqft · 5.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $648,152Apr 2000 | $1962024 | Amount on Record Jun 1986 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
3 ba · 2,643 sqft · 0.939 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $467,450Dec 2017 | $6,0692024 | —Mar 2001 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
2 ba · 1,980 sqft · 1.05 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $685,000Jul 2024 | $4,7932024 | Amount on Record Dec 2022 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jun 2026 |
3 ba · 2,506 sqft · 1.05 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $200,000Apr 2002 | $4,7102024 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 ba · 1,976 sqft · 0.53 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $489,700Sep 2006 | $4,7672023 | —Sep 2005 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2023 |
3 ba · 1,802 sqft · 0.377 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $349,000Jan 2004 | $3,9492023 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2023 |
2 ba · 1,687 sqft · 0.489 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $309,000Feb 2009 | $4,3082023 | Amount on Record Jun 2008 | 2 Names on Record Owner Occupied | AssessorUpdated Sep 2023 |
3 ba · 1,316 sqft · 0.61 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $380,000Nov 2016 | $5,0042023 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2023 |
3 ba · 1,456 sqft · 0.789 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $355,000Nov 2002 | $4,5252023 | Amount on Record Jan 1995 | 1 Name on Record Owner Occupied | AssessorUpdated Sep 2023 |
2.5 ba · 1,756 sqft · 0.789 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $330,000Feb 2009 | $5,3032024 | Amount on Record — | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 ba · 2,296 sqft · 0.7 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $135,000Dec 1986 | $3,3522023 | 2 Names on Record Owner Occupied | AssessorUpdated Sep 2023 |
2 ba · 4,385 sqft · 0.58 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Aug 2003 | $5,6352024 | —May 2000 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 ba · 2,330 sqft · 0.569 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $460,000Oct 2010 | $5,4052023 | —Nov 1999 | 2 Names on Record Owner Occupied | AssessorUpdated Sep 2023 |
2.5 ba · 2,438 sqft · 0.68 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,2602024 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
2.5 ba · 1,920 sqft · 0.81 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —May 2023 | $4,9992024 | Amount on Record Mar 1983 | 2 Names on Record | Assessor + 4 DocumentsUpdated Aug 2026 |
4.5 ba · 3,177 sqft · 0.91 acres · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $527,000Sep 2017 | $6,4702024 | Amount on Record May 2010 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
2.5 ba · 2,496 sqft · 0.789 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,4462024 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 ba · 2,401 sqft · 1.76 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Dec 2001 | $6,3302023 | 1 Name on Record Owner Occupied | AssessorUpdated Sep 2023 |
3.68 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $15,9562023 | —Dec 2001 | 1 Name on Record | AssessorUpdated Sep 2023 |
3.5 ba · 7,029 sqft · 4.06 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,573,325Sep 2015 | $17,6062024 | —Mar 2006 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 ba · 2,762 sqft · 7.16 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,495,000Aug 1999 | $12,3352023 | —Feb 1998 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Sep 2023 |
3 ba · 2,314 sqft · 1.11 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,050,000Sep 2018 | $13,8192023 | —Feb 2001 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated Sep 2023 |
2.5 ba · 3,296 sqft · 11.7 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Dec 2001 | $5,3772024 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |
2 ba · 1,428 sqft · 2.05 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Dec 2001 | $2,4302024 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |