High Sheriff Trl, Ocean Pines, MD Property Records

Worcester County property records for 74 addresses on High Sheriff Trl, Ocean Pines, MD · Last verified October 2026

High Sheriff Trl Highlights

Properties 74
Median Sale Price $309,900
Deeds and Mortgages on File 61
Median Price per Sqft $223
Owner Occupied 58%
Median Annual Tax Bill $2,501
Median Year Built 1993
Median Ownership Tenure 14 years

Properties on High Sheriff Trl

Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.

1 High Sheriff Trl

2 ba · 1,296 sqft · built 1990 · 0.236 acres

Last Sale Tax Bill Prior Sale Owner Records
$309,900Nov 2020 $3,1052026 Amount on Record Nov 2015 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

2 High Sheriff Trl

2 ba · 1,042 sqft · built 1991 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$193,000Jun 2007 $2,4292026 Amount on Record Jun 1996 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

4 High Sheriff Trl

1.5 ba · 960 sqft · built 1976 · 0.192 acres

Last Sale Tax Bill Prior Sale Owner Records
$42,000Oct 2002 $1,8932026 Owner on Record AssessorUpdated Oct 2026

5 High Sheriff Trl

2 ba · 2,028 sqft · built 1997 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000Apr 2022 $3,4582026 Amount on Record May 2004 Owner on Record Assessor + 2 DocumentsUpdated Oct 2026

6 High Sheriff Trl

3.5 ba · 2,400 sqft · built 1996 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2008 $4,0612026 Amount on Record Oct 2004 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

7 High Sheriff Trl

1 ba · 1,215 sqft · built 1979 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$58,000Jun 1987 $1,4962026 Amount on Record Jul 1986 Owner on Record Owner Occupied AssessorUpdated Oct 2026

8 High Sheriff Trl

2 ba · 1,404 sqft · built 1988 · 0.299 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Jun 2021 $3,1772026 Amount on Record Apr 2019 2 Owners on Record Assessor + 2 DocumentsUpdated Oct 2026

9 High Sheriff Trl

2 ba · 1,176 sqft · built 1982 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Oct 2023 $2,1872026 Amount on Record Nov 2000 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

10 High Sheriff Trl

0.34 acres

Last Sale Tax Bill Prior Sale Owner Records
$98,000Nov 2022 $7342026 —Aug 2022 2 Owners on Record Assessor + 2 DocumentsUpdated Oct 2026

11 High Sheriff Trl

2 ba · 960 sqft · built 1985 · 0.349 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,900Jun 2004 $2,2782026 2 Owners on Record Assessor + 2 DocumentsUpdated Oct 2026

12 High Sheriff Trl

2 ba · 1,741 sqft · built 1994 · 0.265 acres

Last Sale Tax Bill Prior Sale Owner Records
$247,500Feb 2017 $2,5042026 Amount on Record May 1992 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

15 High Sheriff Trl

2 ba · 864 sqft · built 1989 · 0.218 acres

Last Sale Tax Bill Prior Sale Owner Records
$172,000Oct 2020 $2,3042026 Amount on Record Oct 2008 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

16 High Sheriff Trl

2 ba · 1,056 sqft · built 1991 · 0.191 acres

Last Sale Tax Bill Prior Sale Owner Records
$104,900May 2001 $1,7812026 Amount on Record Aug 1991 Owner on Record Owner Occupied AssessorUpdated Oct 2026

17 High Sheriff Trl

2 ba · 1,832 sqft · built 1989 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$88,000Dec 1998 $3,1312026 Amount on Record Sep 1987 2 Owners on Record AssessorUpdated Oct 2026

18 High Sheriff Trl

2 ba · 876 sqft · built 1989 · 0.194 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,400Oct 1987 $2,2472026 2 Owners on Record AssessorUpdated Oct 2026

19 High Sheriff Trl

2 ba · 2,844 sqft · built 2024 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$527,500Dec 2025 $4,5472026 Amount on Record Mar 2025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

21 High Sheriff Trl

2 ba · 1,612 sqft · built 1998 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$244,500Jun 2013 $3,2122026 Amount on Record Mar 1997 2 Owners on Record AssessorUpdated Oct 2026

22 High Sheriff Trl

2 ba · 1,136 sqft · built 1990 · 0.245 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 1971 $2,5192026 Owner on Record AssessorUpdated Oct 2026

23 High Sheriff Trl

2 ba · 1,290 sqft · built 1980 · 0.194 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Dec 2012 $2,7632026 2 Owners on Record AssessorUpdated Oct 2026

25 High Sheriff Trl

2 ba · 1,384 sqft · built 2013 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$43,000May 2012 $3,1572026 —Oct 2002 2 Owners on Record AssessorUpdated Oct 2026

26 High Sheriff Trl

2 ba · 1,084 sqft · built 1989 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$156,900Mar 2003 $2,5312026 —Dec 1998 2 Owners on Record AssessorUpdated Oct 2026

31 High Sheriff Trl

2 ba · 2,328 sqft · built 1982 · 0.194 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Jul 2009 $3,5742026 Amount on Record Sep 2005 2 Owners on Record AssessorUpdated Oct 2026

32 High Sheriff Trl

1 ba · 960 sqft · built 1989 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Nov 2021 $2,1482026 Amount on Record Sep 1989 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

34 High Sheriff Trl

2 ba · 1,175 sqft · built 1995 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Apr 2011 $2,7262026 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

35 High Sheriff Trl

3 ba · 1,856 sqft · built 2001 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Oct 2020 $3,9362026 Amount on Record Aug 2010 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

36 High Sheriff Trl

3 ba · 2,563 sqft · built 2006 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Jun 2021 $4,3412026 Amount on Record Jun 2014 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

37 High Sheriff Trl

2 ba · 1,260 sqft · built 1993 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 1996 $2,9252026 Amount on Record Oct 1989 Owner on Record AssessorUpdated Oct 2026

38 High Sheriff Trl

2.5 ba · 1,619 sqft · built 2000 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$237,000Apr 2016 $2,7522026 Amount on Record Apr 2000 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

39 High Sheriff Trl

1 ba · 1,656 sqft · built 1989 · 0.237 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Apr 1999 $1,6112026 Amount on Record Feb 1992 Owner on Record Owner Occupied AssessorUpdated Oct 2026

40 High Sheriff Trl

2 ba · 1,072 sqft · built 1991 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$239,900Sep 2005 $2,4982026 Amount on Record Nov 1990 2 Owners on Record AssessorUpdated Oct 2026

41 High Sheriff Trl

2.5 ba · 2,195 sqft · built 1995 · 0.268 acres

Last Sale Tax Bill Prior Sale Owner Records
$565,000May 2022 $3,7302026 Amount on Record Nov 2011 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

46 High Sheriff Trl

2 ba · 1,204 sqft · built 1996 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$355,000Oct 2023 $2,8332026 Amount on Record Sep 1995 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

48 High Sheriff Trl

2 ba · 1,214 sqft · built 1991 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$84,000Mar 1992 $2,5902026 Amount on Record Sep 1990 2 Owners on Record AssessorUpdated Oct 2026

59 High Sheriff Trl

2 ba · 1,390 sqft · built 1982 · 0.321 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Sep 2011 $1,9602026 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

61 High Sheriff Trl

2 ba · 1,183 sqft · built 1988 · 0.183 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Aug 2022 $2,4482026 Amount on Record May 2008 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

64 High Sheriff Trl

2 ba · 1,512 sqft · built 2006 · 0.187 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Aug 2010 $3,0922026 Amount on Record Oct 2006 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

65 High Sheriff Trl

2 ba · 1,056 sqft · built 1990 · 0.183 acres

Last Sale Tax Bill Prior Sale Owner Records
$161,000Jan 2012 $2,5162026 Amount on Record Oct 2002 2 Owners on Record AssessorUpdated Oct 2026

66 High Sheriff Trl

2.5 ba · 1,596 sqft · built 1991 · 0.184 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000May 2013 $3,1252026 Amount on Record Nov 1990 2 Owners on Record AssessorUpdated Oct 2026

67 High Sheriff Trl

2 ba · 1,532 sqft · built 2006 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$505,000Dec 2025 $3,3642025 Amount on Record Jun 2024 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

68 High Sheriff Trl

2.5 ba · 1,975 sqft · built 1996 · 0.209 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Feb 2004 $2,4982026 Amount on Record Jun 2002 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

69 High Sheriff Trl

2 ba · 1,512 sqft · built 2021 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Mar 2021 $2,9722026 Amount on Record Jul 2008 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

71 High Sheriff Trl

2 ba · 1,296 sqft · built 1985 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$218,000Apr 2020 $2,3942026 Amount on Record Dec 2011 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

73 High Sheriff Trl

2 ba · 1,713 sqft · built 2012 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Jun 2020 $3,6172026 Amount on Record Jul 2016 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

74 High Sheriff Trl

2.5 ba · 1,269 sqft · built 1997 · 0.209 acres

Last Sale Tax Bill Prior Sale Owner Records
$101,596Jan 1997 $3,0082026 Amount on Record Oct 1996 2 Owners on Record AssessorUpdated Oct 2026

75 High Sheriff Trl

2 ba · 1,071 sqft · built 1994 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Nov 2018 $1,8452026 Amount on Record Apr 1992 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

76 High Sheriff Trl

1 ba · 960 sqft · built 1977 · 0.209 acres

Last Sale Tax Bill Prior Sale Owner Records
$208,000Mar 2008 $1,4622026 Amount on Record Mar 2002 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

78 High Sheriff Trl

2 ba · 1,637 sqft · built 1993 · 0.195 acres

Last Sale Tax Bill Prior Sale Owner Records
$261,350Aug 2019 $3,2702026 Amount on Record Dec 1990 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

79 High Sheriff Trl

2 ba · 2,299 sqft · built 1997 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$22,500May 1997 $4,0592026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

81 High Sheriff Trl

3 ba · 1,800 sqft · built 1994 · 0.484 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Aug 2005 $2,0862026 Amount on Record Jun 2004 Owner on Record Owner Occupied AssessorUpdated Oct 2026

85 High Sheriff Trl

2.5 ba · 1,232 sqft · built 1992 · 0.253 acres

Last Sale Tax Bill Prior Sale Owner Records
$229,000Dec 2017 $2,2892026 Amount on Record Apr 2007 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Oct 2026

87 High Sheriff Trl

2 ba · 1,500 sqft · built 2003 · 0.199 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Nov 2019 $3,0302026 Amount on Record Apr 2005 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

93 High Sheriff Trl

2.5 ba · 2,078 sqft · built 1994 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$299,900Dec 2003 $2,7222026 —Oct 2000 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

95 High Sheriff Trl

2 ba · 1,568 sqft · built 1995 · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Feb 2015 $3,2402026 Amount on Record Feb 2000 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

97 High Sheriff Trl

2.5 ba · 2,022 sqft · built 1997 · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Jun 2023 $3,4892026 Amount on Record Sep 1997 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

99 High Sheriff Trl

2 ba · 1,247 sqft · built 1998 · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$242,250Sep 2008 $2,7082026 Amount on Record Oct 1996 2 Owners on Record AssessorUpdated Oct 2026

107 High Sheriff Trl

2 ba · 1,152 sqft · built 1990 · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$232,000Sep 2004 $1,9142026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

109 High Sheriff Trl

2.5 ba · 2,340 sqft · built 2000 · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,000May 1998 $3,1292026 Amount on Record Jun 1990 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

110 High Sheriff Trl

2 ba · 1,836 sqft · built 1997 · 0.225 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 1996 $2,4542026 Amount on Record Apr 1995 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

111 High Sheriff Trl

2 ba · 1,296 sqft · built 1999 · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,000Nov 2005 $3,0542026 Amount on Record Jan 2005 2 Owners on Record AssessorUpdated Oct 2026

112 High Sheriff Trl

2 ba · 2,249 sqft · built 1997 · 0.347 acres

Last Sale Tax Bill Prior Sale Owner Records
$353,000Aug 2008 $3,9722026 Amount on Record Nov 2000 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

113 High Sheriff Trl

2 ba · 1,447 sqft · built 1996 · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$253,500Jun 2005 $2,1122026 Amount on Record Apr 1997 Owner on Record Owner Occupied AssessorUpdated Oct 2026

114 High Sheriff Trl

2 ba · 1,797 sqft · built 1993 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,800Feb 1992 $2,5182026 Amount on Record Mar 1987 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

115 High Sheriff Trl

2 ba · 1,035 sqft · built 1994 · 0.181 acres

Last Sale Tax Bill Prior Sale Owner Records
$71,700Jul 1994 $1,7502026 —Jul 1994 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

117 High Sheriff Trl

2.5 ba · 1,730 sqft · built 1999 · 0.186 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000Sep 2023 $3,5432026 Amount on Record Oct 1998 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

118 High Sheriff Trl

2 ba · 1,008 sqft · built 1989 · 0.381 acres

Last Sale Tax Bill Prior Sale Owner Records
$185,000Oct 2018 $2,4812026 Amount on Record Jun 2003 2 Owners on Record Assessor + 2 DocumentsUpdated Oct 2026

119 High Sheriff Trl

2 ba · 1,563 sqft · built 1993 · 0.201 acres

Last Sale Tax Bill Prior Sale Owner Records
$399,000Mar 2025 $2,9442026 Amount on Record Mar 1993 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

121 High Sheriff Trl

2 ba · 1,560 sqft · built 2003 · 0.228 acres

Last Sale Tax Bill Prior Sale Owner Records
$229,000Nov 2003 $3,1042026 Amount on Record Dec 2002 2 Owners on Record AssessorUpdated Oct 2026

123 High Sheriff Trl

2 ba · 1,056 sqft · built 1983 · 0.268 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,900Jun 2021 $2,4572026 —Jun 1994 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

127 High Sheriff Trl

2 ba · 1,040 sqft · built 1988 · 0.183 acres

Last Sale Tax Bill Prior Sale Owner Records
$197,000Mar 2020 $1,8522026 Amount on Record Apr 1984 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

129 High Sheriff Trl

1 ba · 1,176 sqft · built 1996 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$181,000May 2015 $2,6012026 Amount on Record Mar 2002 2 Owners on Record AssessorUpdated Oct 2026

133 High Sheriff Trl

2 ba · 864 sqft · built 1989 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$264,000Oct 2022 $2,1612026 Amount on Record Oct 2019 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Oct 2026

135 High Sheriff Trl

2 ba · 1,152 sqft · built 1990 · 0.185 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2008 $2,5172026 Amount on Record Nov 1990 Owner on Record AssessorUpdated Oct 2026

136 High Sheriff Trl

2 ba · 1,596 sqft · built 1990 · 0.235 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2001 $1,9432026 Amount on Record Sep 1990 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

137 High Sheriff Trl

2.5 ba · 1,730 sqft · built 1999 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$277,000May 2011 $2,8582026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

Property Records in Nearby Streets