Oriole Rd, Princess Anne, MD Property Records

Somerset County property records for 75 addresses on Oriole Rd, Princess Anne, MD · Last verified October 2026

Oriole Rd Highlights

Properties 75
Median Sale Price $65,000
Deeds and Mortgages on File 62
Median Price per Sqft $48
Owner Occupied 57%
Median Annual Tax Bill $1,440
Median Year Built 1948
Median Ownership Tenure 15 years

Properties on Oriole Rd

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

27016 Oriole Rd

1.5 ba · 1,120 sqft · built 1973 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2006 $3512026 Amount on Record Nov 1987 Owner on Record Owner Occupied AssessorUpdated Oct 2026

27020 Oriole Rd

0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$38,000Mar 2026 $3692025 Amount on Record Aug 1986 Owner on Record Assessor + 2 DocumentsUpdated Oct 2026

27032 Oriole Rd

1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Feb 2025 $1,1162025 Amount on Record Feb 2024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

27041 Oriole Rd

1 ba · 1,673 sqft · built 1900 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,000Dec 1982 $1,6952025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27050 Oriole Rd

1 ba · 1,910 sqft · built 1900 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,000May 2022 $7882026 Amount on Record Oct 2000 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

27061 Oriole Rd

1 ba · 2,424 sqft · built 1890 · 1.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$39,000May 2016 $3,0062026 Amount on Record Jan 2016 Owner on Record AssessorUpdated Oct 2026

27070 Oriole Rd

2.5 ba · 1,848 sqft · built 1995 · 3.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Nov 2012 $1,6242026 Amount on Record Oct 1995 Owner on Record Owner Occupied AssessorUpdated Oct 2026

27111 Oriole Rd

1 ba · 1,152 sqft · built 1956 · 0.624 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,000Aug 1994 $1,0162026 —Aug 1994 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27127 Oriole Rd

1.5 ba · 2,060 sqft · built 1900 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,500Dec 2011 $1,9612026 Amount on Record — 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

27136 Oriole Rd

1 ba · 960 sqft · built 1957 · 0.85 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 1981 $5822026 2 Owners on Record AssessorUpdated Oct 2026

27140 Oriole Rd

2 ba · 2,286 sqft · built 1890 · 6.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$69,900Jan 1988 $1,6632026 —Dec 1987 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27144 Oriole Rd

4 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,500Oct 1989 $3832026 Amount on Record Sep 1987 Owner on Record AssessorUpdated Oct 2026

27147 Oriole Rd

2.5 ba · 1,620 sqft · built 1996 · 2.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$291,900Dec 2023 $602026 —Mar 2006 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

27159 Oriole Rd

1.5 ba · 2,517 sqft · built 1880 · 1.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$72,760Oct 2023 $1,6862026 Amount on Record Sep 2023 2 Owners on Record Assessor + 2 DocumentsUpdated Oct 2026

27160 Oriole Rd

1 ba · 1,864 sqft · built 1920 · 1.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$78,000Oct 2019 $1,5702026 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

27173 Oriole Rd

2 ba · 1,752 sqft · built 1880 · 1.73 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2004 $9552026 Amount on Record Sep 1996 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27179 Oriole Rd

1 ba · 1,536 sqft · built 1900 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$2162026 2 Owners on Record AssessorUpdated Oct 2026

27188 Oriole Rd

1 ba · 1,816 sqft · built 1890 · 0.589 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,000Jul 2015 $2,0632026 Amount on Record Mar 2015 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27191 Oriole Rd

1 ba · 1,556 sqft · built 1900 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,600Dec 1999 $2162026 Owner on Record AssessorUpdated Oct 2026

27192 Oriole Rd

1.5 ba · 1,606 sqft · built 1900 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$31,000Jun 1997 $8642025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27198 Oriole Rd

2 ba · 1,088 sqft · built 1900 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$179,000Aug 2021 $3,3112025 Amount on Record Feb 2021 Owner on Record Assessor + 5 DocumentsUpdated Oct 2026

27203 Oriole Rd

1 ba · 1,044 sqft · built 1945 · 0.719 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,0162026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27206 Oriole Rd

1 ba · 1,080 sqft · built 1924 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2007 $8722026 2 Owners on Record AssessorUpdated Oct 2026

27220 Oriole Rd

1 ba · 1,168 sqft · built 1930 · 6.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,000Nov 1980 $1,3532026 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

27225 Oriole Rd

2 ba · 1,450 sqft · built 1948 · 0.625 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,900May 2018 $1,8772026 Amount on Record Nov 2007 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

27233 Oriole Rd

3,763 sqft · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2023 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

27242 Oriole Rd

2,711 sqft · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2023 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

27271 Oriole Rd

1 ba · 688 sqft · built 1900 · 1.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,500Oct 1998 Owner on Record Owner Occupied AssessorUpdated Oct 2026

27272 Oriole Rd

240 sqft · built 2013 · 6 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,000Jun 2011 $3722026 2 Owners on Record AssessorUpdated Oct 2026

27273 Oriole Rd

1 ba · 1,288 sqft · built 1920 · 1.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$55,000Apr 2010 $1,4142026 —Apr 2006 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

27275 Oriole Rd

1.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,000Dec 2011 $6182026 Amount on Record May 1988 Owner on Record Assessor + 3 DocumentsUpdated Oct 2026

27279 Oriole Rd

2 ba · 2,216 sqft · built 1991 · 2.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,500Dec 1986 $2,3422026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27280 Oriole Rd

2 ba · 1,120 sqft · built 1994 · 4 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Jul 2022 $1,7742026 Amount on Record Jan 2022 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

27281 Oriole Rd

1 ba · 864 sqft · built 1947 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2013 $1,6532026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

27289 Oriole Rd

1 ba · 1,335 sqft · built 1935 · 2.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Jan 2025 $1,8682025 Amount on Record Feb 2021 2 Owners on Record Assessor + 2 DocumentsUpdated Oct 2026

27311 Oriole Rd

1 acres

Last Sale Tax Bill Prior Sale Owner Records
$2162026 Owner on Record AssessorUpdated Oct 2026

27326 Oriole Rd

2 ba · 1,176 sqft · built 2015 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$38,500May 2003 $602026 —Sep 1994 2 Owners on Record AssessorUpdated Oct 2026

27335 Oriole Rd

1 ba · 1,172 sqft · built 1880 · 2.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$3002026 2 Owners on Record AssessorUpdated Oct 2026

27360 Oriole Rd

2 acres

Last Sale Tax Bill Prior Sale Owner Records
$2722026 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

27367 Oriole Rd

2 ba · 1,544 sqft · built 1917 · 3.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Feb 2019 $2,0422026 Amount on Record Jun 1991 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

27378 Oriole Rd

1 ba · 1,254 sqft · built 1910 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$26,500Apr 2004 $6132026 —Apr 2003 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

27388 Oriole Rd

1 ba · 1,152 sqft · built 1977 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,000Nov 2023 $1,2392026 Amount on Record Apr 2017 Owner on Record Assessor + 2 DocumentsUpdated Oct 2026

27396 Oriole Rd

1 ba · 1,232 sqft · built 1911 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$9072026 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

27426 Oriole Rd

1 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 1990 $2162026 Owner on Record AssessorUpdated Oct 2026

27462 Oriole Rd

1 ba · 684 sqft · built 1971 · 0.688 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,000Mar 2001 $4152026 —Mar 1997 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27590 Oriole Rd

93 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000Jan 2026 $1802026 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

27593 Oriole Rd

2 ba · 2,018 sqft · built 2005 · 2.1 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2005 $3,9082026 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

27597 Oriole Rd

1 ba · 1,569 sqft · built 1967 · 31 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,0362026 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

27607 Oriole Rd

1 ba · 1,008 sqft · built 1940 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,600Dec 1999 $3602026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27621 Oriole Rd

1 ba · 1,344 sqft · built 1970 · 1.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,500Aug 1980 $6462026 Owner on Record Assessor + 2 DocumentsUpdated Oct 2026

27625 Oriole Rd

2 ba · 1,314 sqft · built 1998 · 0.721 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,000Jul 1993 $1,3852026 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

27665 Oriole Rd

1 ba · 1,424 sqft · built 1945 · 0.706 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Dec 1999 $7792026 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

27700 Oriole Rd

1 ba · 600 sqft · built 1962 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,258Oct 2020 $1432026 —Nov 2019 2 Owners on Record Assessor + 2 DocumentsUpdated Oct 2026

27706 Oriole Rd

1 ba · 794 sqft · built 1960 · 0.34 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,000Jun 2026 $1802026 Amount on Record Dec 2025 Owner on Record Assessor + 2 DocumentsUpdated Oct 2026

27730 Oriole Rd

2 ba · 1,204 sqft · built 2009 · 2.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,500Sep 2009 $2,1862026 Owner on Record AssessorUpdated Oct 2026

27731 Oriole Rd

2 ba · 1,728 sqft · built 2008 · 2.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$179,000Jun 2018 $3,1422026 Amount on Record Mar 2016 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

27733 Oriole Rd

2.5 ba · 2,664 sqft · built 1850 · 81.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,8822025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27735 Oriole Rd

2.5 ba · 2,464 sqft · built 1990 · 78 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Jun 2013 $2,7022025 Amount on Record Mar 1988 Owner on Record Owner Occupied AssessorUpdated Oct 2026

27738 Oriole Rd

1.5 ba · 1,120 sqft · built 1977 · 5.73 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,000Dec 2015 $1,6952026 Amount on Record Apr 2009 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

27755 Oriole Rd

1 ba · 744 sqft · built 1964 · 3 acres

Last Sale Tax Bill Prior Sale Owner Records
$152,538Oct 2017 $9262026 Amount on Record Mar 2016 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

27762 Oriole Rd

2 ba · 2,112 sqft · built 2000 · 7.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$31,700Aug 1984 $3,1832026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

27775 Oriole Rd

2 ba · 2,535 sqft · built 2011 · 66 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,6472026 2 Owners on Record AssessorUpdated Oct 2026

27815 Oriole Rd

2 ba · 1,890 sqft · built 2015 · 1.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,000Jun 2014 $2,0272026 —Sep 2010 Owner on Record Owner Occupied AssessorUpdated Oct 2026

27816 Oriole Rd

2 ba · 1,274 sqft · built 1860 · 0.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$28,340Aug 2001 $1,6732026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

27835 Oriole Rd

1 ba · 1,625 sqft · built 1946 · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Apr 2014 $1,4802025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

27836 Oriole Rd

1 ba · 1,360 sqft · built 1948 · 0.592 acres

Last Sale Tax Bill Prior Sale Owner Records
$147,900Jun 2020 $1,6622026 —Mar 2007 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

27840 Oriole Rd

2 ba · 1,296 sqft · built 2008 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,000Jun 2026 $1,5822026 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

27854 Oriole Rd

1 ba · 1,248 sqft · built 1947 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$9122026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27859 Oriole Rd

2 ba · 2,089 sqft · built 1920 · 101 acres

Last Sale Tax Bill Prior Sale Owner Records
—Feb 1997 $2,4092026 Amount on Record Mar 1996 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

27860 Oriole Rd

2 ba · 2,286 sqft · built 1946 · 0.779 acres

Last Sale Tax Bill Prior Sale Owner Records
$193,000Jan 2021 $2,5302026 Amount on Record Aug 2017 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

27872 Oriole Rd

2.5 ba · 2,013 sqft · built 1969 · 3 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,9162026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27903 Oriole Rd

1 ba · 784 sqft · built 1984 · 3.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,300Jul 1993 $6682026 Amount on Record Feb 1983 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27905 Oriole Rd

1.5 ba · 1,662 sqft · built 1972 · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,0472026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

27907 Oriole Rd

1.5 ba · 1,965 sqft · built 1974 · 0.929 acres

Last Sale Tax Bill Prior Sale Owner Records
$74,927May 2013 $1,9992026 —Feb 2006 Owner on Record AssessorUpdated Oct 2026

27909 Oriole Rd

2.5 ba · 1,728 sqft · built 2003 · 2.96 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2002 $2,8082026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

Property Records in Nearby Streets