Chesapeake Ave, Saint Leonard, MD Property Records

Calvert County property records for 21 addresses on Chesapeake Ave, Saint Leonard, MD · Last verified October 2026

Chesapeake Ave Highlights

Properties 21
Median Sale Price $270,000
Deeds and Mortgages on File 16
Median Price per Sqft $208
Owner Occupied 67%
Median Annual Tax Bill $2,634
Median Year Built 1975
Median Ownership Tenure 14 years

Properties on Chesapeake Ave

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

5300 Chesapeake Ave

2 ba · 2,495 sqft · built 1952 · 0.716 acres

Last Sale Tax Bill Prior Sale Owner Records
$365,000Aug 2013 $4,5412025 —Dec 2007 2 Owners on Record Assessor + 1 DocumentUpdated Apr 2026

5305 Chesapeake Ave

1 ba · 750 sqft · built 1932 · 0.264 acres

Last Sale Tax Bill Prior Sale Owner Records
$242,500Sep 2012 $1,7242023 Amount on Record Sep 1996 Owner on Record AssessorUpdated Sep 2023

5315 Chesapeake Ave

1 ba · 1,248 sqft · built 1942 · 0.156 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,6622025 2 Owners on Record Owner Occupied AssessorUpdated Sep 2026

5319 Chesapeake Ave

1 ba · 927 sqft · built 1942 · 0.097 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 1982 $2,0372025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

5325 Chesapeake Ave

1 ba · 1,004 sqft · built 1942 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2006 $2,2342025 —Jul 2002 2 Owners on Record AssessorUpdated Sep 2026

5335 Chesapeake Ave

0.109 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2006 $6972025 2 Owners on Record AssessorUpdated Sep 2026

5341 Chesapeake Ave

2 ba · 1,400 sqft · built 2007 · 0.505 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Aug 2010 $3,9572025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

5346 Chesapeake Ave

1 ba · 1,080 sqft · built 1950 · 0.183 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,0082025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

5409 Chesapeake Ave

2 ba · 1,152 sqft · built 1990 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000Jun 2019 $3,3622025 Amount on Record Jun 2015 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

5415 Chesapeake Ave

2 ba · 1,488 sqft · built 1989 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Feb 2021 $2,2452023 Amount on Record Jun 2015 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2023

5416 Chesapeake Ave

1 ba · 864 sqft · built 1990 · 0.201 acres

Last Sale Tax Bill Prior Sale Owner Records
$199,500Apr 2006 $1,8952023 Amount on Record May 1997 Owner on Record AssessorUpdated Sep 2023

5420 Chesapeake Ave

2 ba · 2,358 sqft · built 1976 · 0.727 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Dec 2015 $3,5792025 Amount on Record May 1984 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

5421 Chesapeake Ave

1 ba · 1,248 sqft · built 1975 · 0.252 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Aug 2026 $2,9102025 Amount on Record Jul 1989 Owner on Record Owner Occupied AssessorUpdated Sep 2026

5425 Chesapeake Ave

1 ba · 640 sqft · built 1962 · 0.413 acres

Last Sale Tax Bill Prior Sale Owner Records
$233,000Jun 2025 $1,9232025 Amount on Record Apr 2002 Owner on Record Owner Occupied AssessorUpdated Apr 2026

5426 Chesapeake Ave

2 ba · 1,466 sqft · built 1975 · 0.514 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Mar 2019 $3,1982023 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2023

5430 Chesapeake Ave

1 ba · 2,000 sqft · built 1951 · 0.144 acres

Last Sale Tax Bill Prior Sale Owner Records
$77,500Oct 1992 $2,4662023 Owner on Record Owner Occupied AssessorUpdated Sep 2023

5505 Chesapeake Ave

1 ba · 861 sqft · built 1955 · 0.212 acres

Last Sale Tax Bill Prior Sale Owner Records
$199,999Oct 2012 $1,9042023 Amount on Record Sep 2002 Owner on Record Assessor + 1 DocumentUpdated Sep 2023

5510 Chesapeake Ave

2 ba · 1,132 sqft · built 1992 · 0.196 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000May 2024 $3,4202025 Amount on Record Sep 2015 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

5520 Chesapeake Ave

1 ba · 816 sqft · built 1957 · 0.196 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Dec 2003 $1,7482023 Amount on Record Apr 2001 Owner on Record AssessorUpdated Sep 2023

5535 Chesapeake Ave

2.5 ba · 1,976 sqft · built 2005 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Sep 2012 $4,2112025 Amount on Record May 2005 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

5610 Chesapeake Ave

3 ba · 2,308 sqft · built 1989 · 1.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Dec 2004 $3,9132023 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2023

Property Records in Nearby Streets