Chesapeake Rd, Annapolis, MD Property Records

Anne Arundel County property records for 34 addresses on Chesapeake Rd, Annapolis, MD · Last verified August 2026

Chesapeake Rd Highlights

Properties 35
Median Sale Price $950,000
Deeds and Mortgages on File 46
Median Price per Sqft $414
Owner Occupied 74%
Median Annual Tax Bill $9,706
Median Year Built 1969
Median Ownership Tenure 13 years

Properties on Chesapeake Rd

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

2000 Chesapeake Rd

1.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$205,000Jun 2024 $3,7392024 Amount on Record Sep 1997 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

2001 Chesapeake Rd

2 ba · 2,207 sqft · 1.07 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$985,000Dec 2014 $15,0952025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

2004 Chesapeake Rd

4 ba · 3,646 sqft · 1.06 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$650,000Mar 2010 $9,7062023 —Jun 1999 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2023

2007 Chesapeake Rd

3 ba · 2,114 sqft · 0.327 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,300,000Mar 2022 $9,6212023 Amount on Record Sep 2013 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2023

2008 Chesapeake Rd

4 ba · 4,397 sqft · 1.15 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$950,000Jun 2022 $10,4082025 Amount on Record Dec 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2009 Chesapeake Rd

2 ba · 1,618 sqft · 0.273 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2008 $11,4752024 2 Names on Record AssessorUpdated Apr 2026

2011 Chesapeake Rd

2 ba · 2,402 sqft · 0.277 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$900,000Oct 2018 $12,1752023 Amount on Record Aug 2011 2 Names on Record Assessor + 1 DocumentUpdated Sep 2023

2012 Chesapeake Rd

2 ba · 1,536 sqft · 0.998 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$77,500Dec 1977 $4,6192024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

2013 Chesapeake Rd

3 ba · 2,376 sqft · 0.283 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Sep 2019 $11,6722023 Amount on Record Dec 2005 2 Names on Record Assessor + 2 DocumentsUpdated Sep 2023

2014 Chesapeake Rd

2 ba · 3,377 sqft · 0.965 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$74,063Mar 2025 $5,0512024 Amount on Record Feb 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

2015 Chesapeake Rd

3.5 ba · 3,998 sqft · 0.284 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,850,000Aug 2022 $14,9292024 Amount on Record Dec 2001 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

2017 Chesapeake Rd

3.5 ba · 4,366 sqft · 0.576 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,335,000Aug 2003 $15,3702024 Amount on Record Aug 1994 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

2020 Chesapeake Rd

2 ba · 2,373 sqft · 0.964 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$190,000Nov 1991 $4,6182024 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

2021 Chesapeake Rd

2 ba · 2,170 sqft · 0.585 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$540,000Apr 1990 $8,2482023 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2023

2022 Chesapeake Rd

2 units · Built 1946 · 1,036 sq ft

Last Sale Median Tax Bill Median Sale    
$375,000Nov 2021 —— —2 units    

2023 Chesapeake Rd

3 ba · 2,936 sqft · 0.594 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$800,000Nov 2011 $14,4152023 —Oct 2008 1 Name on Record AssessorUpdated Sep 2023

2024 Chesapeake Rd

2 ba · 1,534 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$375,000Oct 2015 $4,7782023 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

2027 Chesapeake Rd

5 ba · 2,976 sqft · 0.3 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,299,000Apr 2021 $14,2022024 Amount on Record Apr 2013 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

2029 Chesapeake Rd

4 ba · 3,793 sqft · 0.606 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$989,000Mar 2015 $14,3172023 —Sep 2017 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2023

2034 Chesapeake Rd

2 ba · 2,298 sqft · 1.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$890,000Jul 2023 $6,8752023 Amount on Record Jun 2011 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2023

2035 Chesapeake Rd

7 ba · 4,400 sqft · 0.909 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,875,000Oct 2020 $14,6742023 Amount on Record May 2011 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2023

2036 Chesapeake Rd

2.5 ba · 3,580 sqft · 0.952 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$210,000Mar 1994 $5,5352024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

2037 Chesapeake Rd

2 ba · 4,331 sqft · 0.61 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$230,000Sep 1985 $8,8682023 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

2038 Chesapeake Rd

2 ba · 3,210 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$725,900Jun 2005 $7,9752025 Amount on Record Dec 1998 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

2039 Chesapeake Rd

3 ba · 3,267 sqft · 0.61 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$731,000Aug 1995 $11,4592023 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

2040 Chesapeake Rd

1.5 ba · 1,108 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$340,000Sep 2013 $5,3002024 —Dec 2001 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

2041 Chesapeake Rd

3 ba · 3,414 sqft · 0.557 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,043,700Jan 2002 $12,4392024 Amount on Record Aug 1990 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

2042 Chesapeake Rd

2.5 ba · 1,364 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$565,000Aug 2024 $5,6162024 —Jun 2024 2 Names on Record Assessor + 3 DocumentsUpdated Apr 2026

2044 Chesapeake Rd

2 ba · 2,176 sqft · 0.482 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5622024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

2045 Chesapeake Rd

3.5 ba · 5,510 sqft · 0.774 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—May 2003 $14,0222024 Amount on Record Sep 2000 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

2047 Chesapeake Rd

3 ba · 3,020 sqft · 0.573 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Nov 1999 $10,1452023 1 Name on Record Owner Occupied AssessorUpdated Sep 2023

2051 Chesapeake Rd

3 ba · 4,157 sqft · 0.562 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$9,4812023 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

2053 Chesapeake Rd

1.5 ba · 1,700 sqft · 0.286 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Jun 1997 $12,0312024 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

2055 Chesapeake Rd

6 ba · 5,232 sqft · 0.562 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Aug 2008 $20,8312023 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2023

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