Oakley Rd, Avenue, MD Property Records

St. Mary's County property records for 52 addresses on Oakley Rd, Avenue, MD · Last verified August 2026

Oakley Rd Highlights

Properties 52
Median Sale Price $310,000
Deeds and Mortgages on File 47
Median Price per Sqft $193
Owner Occupied 65%
Median Annual Tax Bill $2,861
Median Year Built 1974
Median Ownership Tenure 13 years

Properties on Oakley Rd

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

21200 Oakley Rd

1 ba · 776 sqft · built 1964 · 1.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$77,500Jul 2002 $2,7172025 2 Owners on Record Assessor + 2 DocumentsUpdated Aug 2026

21249 Oakley Rd

1.5 ba · 800 sqft · built 1968 · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2005 $1,5512025 Amount on Record Oct 1990 2 Owners on Record Assessor + 2 DocumentsUpdated Aug 2026

21269 Oakley Rd

1 ba · 780 sqft · built 1970 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,6172025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

21270 Oakley Rd

6,320 sqft · built 1967 · 1.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$975,000Mar 2020 $10,4872025 —Jun 1998 Owner on Record Assessor + 2 DocumentsUpdated Aug 2026

21289 Oakley Rd

1 ba · 1,442 sqft · built 1950 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 1985 $2,0042025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

21301 Oakley Rd

1 ba · 1,168 sqft · built 1955 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,2392025 Owner on Record Assessor + 2 DocumentsUpdated Aug 2026

21345 Oakley Rd

1 ba · 2,452 sqft · built 1962 · 3.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$47,000Nov 1995 $3,3212025 Amount on Record Mar 1977 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

21356 Oakley Rd

2.5 ba · 3,617 sqft · built 2024 · 23 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Feb 2021 $8,2922025 Amount on Record Oct 2019 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

21367 Oakley Rd

1 ba · 1,310 sqft · built 1957 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$62,933May 2015 $2,5242025 —Jan 2006 Owner on Record AssessorUpdated Aug 2026

21389 Oakley Rd

1 ba · 808 sqft · built 1955 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000Jul 2024 $2,2112025 —Jan 2000 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

21409 Oakley Rd

1 ba · 986 sqft · built 1961 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000May 2025 $2,3632025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

21435 Oakley Rd

1 ba · 672 sqft · built 1960 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Jun 2026 $2,0182025 Amount on Record Nov 2025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

21445 Oakley Rd

1 ba · 1,260 sqft · built 1958 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,9972025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

21465 Oakley Rd

0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2019 $1,9152025 Owner on Record AssessorUpdated Aug 2026

21500 Oakley Rd

1 ba · 1,612 sqft · built 1900 · 13 acres

Last Sale Tax Bill Prior Sale Owner Records
$221,000May 2019 $4,1572025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

21569 Oakley Rd

3 ba · 4,226 sqft · built 1990 · 19.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,4322025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

21570 Oakley Rd

1 ba · 960 sqft · built 1988 · 1.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,2922025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

21627 Oakley Rd

1.5 ba · 2,176 sqft · built 1929 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Jan 2016 $2,9322025 2 Owners on Record AssessorUpdated Aug 2026

21628 Oakley Rd

3 ba · 2,602 sqft · built 2004 · 5 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2008 $4,3432025 —May 2003 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

21655 Oakley Rd

1 ba · 340 sqft · built 1960 · 1.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,4702025 Owner on Record AssessorUpdated Aug 2026

21665 Oakley Rd

1.5 ba · 1,344 sqft · built 1982 · 1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,8612025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

21685 Oakley Rd

2 ba · 2,560 sqft · built 1987 · 2.98 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,000Jun 1987 $4,1072025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

21689 Oakley Rd

3 ba · 2,070 sqft · built 1988 · 2.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Apr 2023 $4,7522025 Amount on Record Sep 2012 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

21693 Oakley Rd

2 ba · 1,200 sqft · built 1992 · 1.96 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000Oct 1998 $2,9772025 —Oct 1998 2 Owners on Record AssessorUpdated Aug 2026

21697 Oakley Rd

2 ba · 2,010 sqft · built 2004 · 1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$349,900Jun 2020 $3,8042025 Amount on Record Jun 2017 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

21710 Oakley Rd

1 ba · 1,248 sqft · built 1974 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,8902025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

21730 Oakley Rd

1 ba · 1,080 sqft · built 1974 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,8342025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

21818 Oakley Rd

2.5 ba · 4,492 sqft · built 1880 · 84.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Oct 1988 $11,6452025 Amount on Record Mar 1986 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

21924 Oakley Rd

1.5 ba · 3,033 sqft · built 1925 · 1.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$229,900Jun 2008 $3,4722025 Amount on Record Jun 2007 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

21971 Oakley Rd

1 ba · 1,790 sqft · built 1929 · 23 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Aug 1989 $4,7412025 Amount on Record Jun 1995 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

22007 Oakley Rd

1 ba · 1,400 sqft · built 1975 · 2.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$162,500Sep 2015 $4,8052025 Amount on Record Jan 2015 Owner on Record Owner Occupied AssessorUpdated Aug 2026

22139 Oakley Rd

1 ba · 960 sqft · built 1967 · 12 acres

Last Sale Tax Bill Prior Sale Owner Records
$140,000Jun 2017 $2,9962025 2 Owners on Record AssessorUpdated Aug 2026

22373 Oakley Rd

2 ba · 1,568 sqft · built 1990 · 1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 1989 $2,7992025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

22391 Oakley Rd

2 ba · 1,288 sqft · built 2014 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$55,700Mar 1989 $2,2562025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

22411 Oakley Rd

1 ba · 600 sqft · built 1959 · 1.05 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 1982 $1,4942025 Owner on Record AssessorUpdated Aug 2026

22439 Oakley Rd

1.5 ba · 1,744 sqft · built 1962 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,2252025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

22443 Oakley Rd

1 ba · 1,344 sqft · built 1971 · 0.579 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 1992 $2,7452025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

22455 Oakley Rd

1 ba · 960 sqft · built 1960 · 1.68 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2007 $2,0732025 Amount on Record Apr 1999 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

22544 Oakley Rd

1 ba · 1,170 sqft · built 1975 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Jun 1994 $2,6452025 2 Owners on Record AssessorUpdated Aug 2026

22610 Oakley Rd

2.5 ba · 1,420 sqft · built 1977 · 4.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$288,000May 2013 $3,8002025 2 Owners on Record Assessor + 1 DocumentUpdated Aug 2026

22625 Oakley Rd

2.5 ba · 4,339 sqft · built 2009 · 7.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,3932025 2 Owners on Record Assessor + 1 DocumentUpdated Aug 2026

22801 Oakley Rd

2.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Apr 2025 $1,0202025 2 Owners on Record AssessorUpdated Aug 2026

22829 Oakley Rd

1 ba · 1,456 sqft · built 1987 · 38.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Aug 2022 $3,6972025 Amount on Record Dec 2013 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

22947 Oakley Rd

2 ba · 2,240 sqft · built 1975 · 2.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$132,000Nov 2023 $5,4612025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

22950 Oakley Rd

2.5 ba · 3,710 sqft · built 2014 · 3.76 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2013 $6,1812025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

22967 Oakley Rd

2 ba · 1,304 sqft · built 1947 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 1995 $2,0602025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

22977 Oakley Rd

5 ba · 2,280 sqft · built 1979 · 2.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,500Jul 2019 $3,6102025 Amount on Record Mar 2019 Owner on Record Assessor + 3 DocumentsUpdated Aug 2026

23003 Oakley Rd

2 ba · 1,404 sqft · built 1989 · 0.47 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Jan 2017 $2,0422025 Amount on Record Feb 2015 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

23009 Oakley Rd

2.5 ba · 1,620 sqft · built 1995 · 4 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,4662025 2 Owners on Record Assessor + 4 DocumentsUpdated Aug 2026

23033 Oakley Rd

2 ba · 1,560 sqft · built 1993 · 0.469 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 1994 $1,2132025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

23055 Oakley Rd

2 ba · 1,048 sqft · built 2011 · 0.629 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2010 $2,8102025 2 Owners on Record AssessorUpdated Aug 2026

23075 Oakley Rd

2.5 ba · 1,702 sqft · built 2014 · 6.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Aug 2013 $4,2792025 Amount on Record Feb 2011 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

Property Records in Nearby Streets