Queen Anne's County property records for 58 addresses on Bentons Pleasure Rd, Chester, MD · Last verified October 2026
| Properties | 58 |
|---|---|
| Median Sale Price | $600,000 |
| Deeds and Mortgages on File | 99 |
| Median Price per Sqft | $231 |
| Owner Occupied | 83% |
| Median Annual Tax Bill | $5,733 |
| Median Year Built | 1993 |
| Median Ownership Tenure | 9 years |
Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.
2.5 ba · 1,768 sqft · built 1989 · 0.931 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $172,500May 1998 | $3,5262025 | Amount on Record Jul 1996 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
2.5 ba · 2,270 sqft · built 1988 · 1.36 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Mar 1987 | $4,0012025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
2 ba · 1,692 sqft · built 1993 · 0.487 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $114,900Nov 2016 | $3,7362025 | Amount on Record Nov 1999 | 2 Owners on Record Owner Occupied | AssessorUpdated Sep 2026 |
2 ba · 1,350 sqft · built 1974 · 0.918 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $289,000Nov 2020 | $3,4222025 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
2.5 ba · 3,002 sqft · built 2004 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $451,994Sep 2004 | $5,3782025 | Amount on Record Aug 2003 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Sep 2026 |
2.5 ba · 2,210 sqft · built 1971 · 0.918 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $162,500May 2001 | $3,9582025 | —May 1999 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
3.5 ba · 3,166 sqft · built 2004 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $468,167Feb 2004 | $6,4232025 | 2 Owners on Record Owner Occupied | AssessorUpdated Oct 2026 |
2 ba · 1,680 sqft · built 1972 · 0.918 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $310,000Jul 2004 | $3,1942025 | Amount on Record Feb 1999 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3.5 ba · 3,048 sqft · built 2003 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $645,000Jun 2006 | $5,7332025 | Amount on Record Dec 2003 | 2 Owners on Record Owner Occupied | AssessorUpdated Sep 2026 |
2 ba · 1,572 sqft · built 1974 · 1.83 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Oct 2001 | $4,3272025 | Owner on Record Owner Occupied | AssessorUpdated Sep 2026 |
2.5 ba · 3,168 sqft · built 1998 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $645,000Jan 2021 | $6,7382025 | Amount on Record Dec 2012 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated Sep 2026 |
2 ba · 1,824 sqft · built 1988 · 0.584 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $421,900Nov 2022 | $3,5952025 | Amount on Record Mar 2010 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
2.5 ba · 2,880 sqft · built 1998 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $645,000Dec 2021 | $5,4342025 | Amount on Record Apr 1998 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
4 ba · 2,933 sqft · built 2004 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $618,000Sep 2021 | $6,0932025 | Amount on Record Jul 2004 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Sep 2026 |
2.5 ba · 2,791 sqft · built 2002 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $740,000Jan 2026 | $6,0012025 | Amount on Record Aug 2017 | 2 Owners on Record Owner Occupied | Assessor + 5 DocumentsUpdated Sep 2026 |
0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| Owner on Record Owner Occupied | AssessorUpdated Sep 2026 |
2.5 ba · 2,258 sqft · built 2003 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $386,000Feb 2012 | $4,7082025 | Amount on Record Jun 2004 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
2.5 ba · 2,558 sqft · built 2003 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $392,729Sep 2003 | $5,0392025 | Amount on Record Aug 2002 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3.5 ba · 2,270 sqft · built 2000 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $470,000Mar 2016 | $4,9692025 | —Nov 2002 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
2.5 ba · 2,602 sqft · built 1949 · 3.16 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,5222025 | Owner on Record | AssessorUpdated Sep 2026 |
3.5 ba · 5,337 sqft · built 2022 · 1.42 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $112,001Jul 2021 | $8,9402025 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
2.5 ba · 3,050 sqft · built 2012 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $725,000Aug 2023 | $6,0772025 | Amount on Record Jun 2022 | Owner on Record | Assessor + 3 DocumentsUpdated Sep 2026 |
2 ba · 1,880 sqft · built 1993 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $259,900Feb 2002 | $4,1462025 | 2 Owners on Record Owner Occupied | AssessorUpdated Sep 2026 |
2 ba · 2,172 sqft · built 1997 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $400,000Nov 2020 | $4,4302025 | Amount on Record Sep 2008 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
2 ba · 2,856 sqft · built 1952 · 1.63 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $312,000Jan 1997 | $8,0452025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
2 ba · 2,084 sqft · built 2002 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $552,000Jul 2023 | $7912025 | Amount on Record Sep 1998 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
2 ba · 2,272 sqft · built 1946 · 0.688 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,9172025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3 ba · 1,848 sqft · built 2020 · 0.998 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $160,000Jan 2020 | $5,0942025 | Amount on Record Jul 1998 | Owner on Record | Assessor + 5 DocumentsUpdated Sep 2026 |
2 ba · 1,536 sqft · built 1975 · 0.63 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,7582025 | Owner on Record Owner Occupied | AssessorUpdated Sep 2026 |
3 ba · 2,876 sqft · built 1969 · 0.606 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $856,000Apr 2021 | $7,4532025 | Amount on Record Oct 2005 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3.5 ba · 3,571 sqft · built 2005 · 0.606 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,355,000Jun 2024 | $11,7942025 | Amount on Record Oct 2020 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
4 ba · 3,802 sqft · built 2007 · 0.675 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,375,000Aug 2011 | $11,7602025 | Amount on Record Oct 2007 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
0.675 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $430,000May 2017 | $3,9622025 | Amount on Record Apr 2006 | 2 Owners on Record | Assessor + 1 DocumentUpdated Sep 2026 |
2 ba · 1,296 sqft · built 1993 · 0.693 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $118,000Sep 1993 | $3,4552025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3.5 ba · 4,000 sqft · built 2019 · 0.78 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $375,000Mar 2018 | $9,8842025 | —Mar 2006 | 2 Owners on Record Owner Occupied | Assessor + 8 DocumentsUpdated Aug 2026 |
2 ba · 2,030 sqft · built 1984 · 1.01 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $329,000Sep 1996 | $6,7012025 | Amount on Record Apr 1989 | 2 Owners on Record Owner Occupied | AssessorUpdated Sep 2026 |
3 ba · 1,092 sqft · built 1975 · 0.869 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $495,000Oct 2023 | $3,7722023 | Amount on Record Jun 2020 | 2 Owners on Record | Assessor + 4 DocumentsUpdated Sep 2026 |
5.5 ba · 3,472 sqft · built 2010 · 1.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $270,000Oct 1999 | $10,5662025 | Amount on Record Jan 1996 | 2 Owners on Record Owner Occupied | AssessorUpdated Sep 2026 |
1.5 ba · 1,684 sqft · built 1975 · 0.665 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Dec 1990 | $3,9832025 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
2.5 ba · 1,779 sqft · built 1955 · 0.665 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $375,000Jun 2017 | $3,9942025 | Amount on Record Oct 2010 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
1 ba · 1,008 sqft · built 1947 · 1.16 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $240,000Mar 2013 | $6,2852025 | Owner on Record | Assessor + 1 DocumentUpdated Sep 2026 |
2 ba · 2,033 sqft · built 2023 · 0.665 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000Aug 2022 | $4,6642025 | Amount on Record Feb 1992 | 2 Owners on Record | Assessor + 1 DocumentUpdated Sep 2026 |
2 ba · 1,248 sqft · built 1948 · 1.03 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,254,535Jun 2026 | $5,7962025 | Amount on Record Oct 2023 | Owner on Record | Assessor + 3 DocumentsUpdated Sep 2026 |
2 ba · 2,105 sqft · built 1997 · 0.699 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $180,000Feb 2021 | $4,3952025 | Amount on Record Feb 1998 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Sep 2026 |
4.5 ba · 4,314 sqft · built 1968 · 1.64 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $850,000Jun 2024 | $6,7762025 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
2.5 ba · 2,739 sqft · built 1955 · 1.05 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $600,000Jul 2021 | $5,6982025 | Amount on Record Oct 2014 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
2 ba · 1,878 sqft · built 1996 · 0.699 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $540,000Jan 2025 | $4,0352025 | Amount on Record Sep 2019 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
2 ba · 2,156 sqft · built 2018 · 0.641 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,0002025 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
2.5 ba · 3,389 sqft · built 1969 · 1.88 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $517,500Sep 2017 | $5,2202025 | Amount on Record May 2004 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
1.5 ba · 1,688 sqft · built 1973 · 1.88 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,5472025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
3.5 ba · 4,152 sqft · built 1973 · 2.13 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $800,000Oct 2017 | $8,0822025 | —Mar 2007 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Sep 2026 |
3.5 ba · 3,744 sqft · built 1977 · 1.48 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $535,000Oct 2014 | $8,7812025 | 2 Owners on Record | Assessor + 2 DocumentsUpdated Sep 2026 |
2 ba · 2,493 sqft · built 1951 · 3.23 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $510,000Jan 2005 | $7,2042025 | Owner on Record | AssessorUpdated Sep 2026 |
3.5 ba · 2,939 sqft · built 2010 · 0.932 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $250,000Nov 2009 | $5,9892025 | —Sep 1995 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
2.5 ba · 2,715 sqft · built 1953 · 1.55 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,200,000Jul 2026 | $10,4342025 | Amount on Record Aug 2020 | Owner on Record Owner Occupied | Assessor + 5 DocumentsUpdated Sep 2026 |
2 ba · 1,883 sqft · built 1947 · 2.11 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $310,000Jun 1997 | $6,7382025 | Amount on Record May 1983 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
3 ba · 2,805 sqft · built 1937 · 3.16 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Dec 2016 | $8,6522025 | —Aug 1994 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |
2 ba · 2,682 sqft · built 2010 · 0.476 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $405,000Jan 2011 | Amount on Record Jun 2010 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Sep 2026 |