Philip Dr, Leonardtown, MD Property Records

St. Mary's County property records for 17 addresses on Philip Dr, Leonardtown, MD · Last verified August 2026

Philip Dr Highlights

Properties 17
Median Sale Price $540,000
Deeds and Mortgages on File 21
Median Price per Sqft $152
Owner Occupied 100%
Median Annual Tax Bill $5,762
Median Year Built 1998
Median Ownership Tenure 12 years

Properties on Philip Dr

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

21945 Philip Dr

4.5 ba · 2,640 sqft · built 2006 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$95,000Dec 2004 $6,2612025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

21955 Philip Dr

2.5 ba · 2,365 sqft · built 2005 · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Jan 2004 $5,5512025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

21959 Philip Dr

2.5 ba · 2,957 sqft · built 1999 · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$70,000Jun 1996 $6,2072025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

21963 Philip Dr

2.5 ba · 2,382 sqft · built 1999 · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$72,160Mar 1999 $4,9002025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

21975 Philip Dr

6 ba · 5,787 sqft · built 1994 · 5.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Dec 1992 $12,1542025 Amount on Record Apr 1988 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

21985 Philip Dr

3.5 ba · 4,161 sqft · built 1991 · 1.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$629,900Nov 2020 $6,7902025 Amount on Record Aug 2010 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

21991 Philip Dr

2.5 ba · 2,134 sqft · built 1999 · 0.859 acres

Last Sale Tax Bill Prior Sale Owner Records
$49,000Jul 1998 $4,0742025 Amount on Record May 1988 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

22006 Philip Dr

2.5 ba · 3,718 sqft · built 1997 · 4.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$515,000Aug 2014 $5,7622025 Amount on Record Dec 2002 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

22020 Philip Dr

2.5 ba · 2,720 sqft · built 2004 · 2.71 acres

Last Sale Tax Bill Prior Sale Owner Records
$28,000Sep 2002 $4,8002025 Amount on Record Jan 1995 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

22044 Philip Dr

3.5 ba · 3,086 sqft · built 2000 · 2.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$490,000Dec 2020 $5,8282025 Amount on Record Aug 2010 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

22070 Philip Dr

4.5 ba · 4,067 sqft · built 1998 · 3.93 acres

Last Sale Tax Bill Prior Sale Owner Records
$540,000May 2014 $1652025 Amount on Record Aug 1998 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

22073 Philip Dr

3 ba · 2,353 sqft · built 1993 · 0.959 acres

Last Sale Tax Bill Prior Sale Owner Records
$640,000Oct 2023 $4,9722025 Amount on Record Jul 1990 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

22078 Philip Dr

3.5 ba · 3,437 sqft · built 1998 · 4.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$505,000Mar 2014 $6,0542025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

22083 Philip Dr

3.5 ba · 3,596 sqft · built 2003 · 1.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,300Nov 2003 $6,1752025 Amount on Record Jan 2002 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

22093 Philip Dr

3.5 ba · 3,831 sqft · built 1990 · 1.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$499,000May 2019 $5,8762025 Amount on Record Jul 2006 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

22103 Philip Dr

3 ba · 3,170 sqft · built 1990 · 0.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$485,000Jun 2020 $5,0632025 Amount on Record Aug 2011 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

22113 Philip Dr

3.5 ba · 3,295 sqft · built 1990 · 0.85 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000May 2024 $1652025 Amount on Record Sep 2004 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

Wildfire Risk on Philip Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank above 26% of the US · above 55% of Maryland
Wildfire LikelihoodAbout 1 in 3,333 per year
ExposureDirect
1 of 4 cells directly exposed · 4 adjoin burnable vegetation

Property Records in Nearby Streets