Maypole Rd, Leonardtown, MD Property Records

St. Mary's County property records for 30 addresses on Maypole Rd, Leonardtown, MD · Last verified August 2026

Maypole Rd Highlights

Properties 30
Median Sale Price $280,000
Deeds and Mortgages on File 26
Median Price per Sqft $186
Owner Occupied 60%
Median Annual Tax Bill $3,517
Median Year Built 1977
Median Ownership Tenure 16 years

Properties on Maypole Rd

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

23295 Maypole Rd

2 ba · 1,947 sqft · 2.48 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$280,000Dec 2023 $4,0442025 —Mar 1997 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

23300 Maypole Rd

1 ba · 768 sqft · 15.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$900,000Apr 2003 $1,8852025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

23305 Maypole Rd

2 ba · 2,132 sqft · 0.638 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$420,000Jan 2022 $1652025 Sale Amount Sep 1980 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

23315 Maypole Rd

1.5 ba · 1,260 sqft · 0.714 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$249,900Sep 2018 $2,7102025 —Dec 2006 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

23335 Maypole Rd

1.5 ba · 1,215 sqft · 0.714 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$170,000Jun 2015 $2,6652025 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

23382 Maypole Rd

2 ba · 2,036 sqft · 8.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$195,000Sep 2002 $3,9372025 Sale Amount Aug 1989 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

23388 Maypole Rd

1.5 ba · 2,289 sqft · 0.609 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$426,000Jan 2022 $3,8022025 —Jun 2021 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

23395 Maypole Rd

1.5 ba · 1,679 sqft · 2.48 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$169,900Aug 1996 $4,1952025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

23411 Maypole Rd

1 ba · 864 sqft · 1.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$197,000Sep 2007 $2,3892025 —Oct 2004 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

23423 Maypole Rd

1 ba · 924 sqft · 0.759 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,000Aug 2022 $1,7622025 Sale Amount Jul 1997 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

23427 Maypole Rd

0.5 ba · 1,296 sqft · 43.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$127,800Jan 2010 $5,0512025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

23431 Maypole Rd

2 ba · 1,264 sqft · 0.869 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$230,000Jun 2018 $2,8442025 Sale Amount Jun 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

23439 Maypole Rd

2 ba · 2,016 sqft · 0.519 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$32,000Aug 1992 $3,2282025 Sale Amount Sep 1986 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

23501 Maypole Rd

2.5 ba · 2,128 sqft · 3.16 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$340,000Nov 2015 $4,0732025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

23507 Maypole Rd

2.5 ba · 2,120 sqft · 1.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$90,000Oct 2003 $4,1412025 —Jun 2002 2 Names on Record AssessorUpdated Aug 2026

23715 Maypole Rd

1.5 ba · 1,120 sqft · 1.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jan 1982 $2,9472025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

23747 Maypole Rd

12.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,684Nov 2024 $9872025 Sale Amount Sep 2022 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

23961 Maypole Rd

2 ba · 2,634 sqft · 4.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Feb 1984 $3,5172025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

23970 Maypole Rd

5 ba · 2,780 sqft · 4 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Feb 2018 $5,0622025 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

24120 Maypole Rd

3.5 ba · 3,150 sqft · 23.4 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$75,000Jul 1997 $6,7032025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

24170 Maypole Rd

10 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Feb 2024 $1,4462025 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

24255 Maypole Rd

1 ba · 1,240 sqft · 61 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$750,000Dec 1988 $4,7212025 1 Name on Record AssessorUpdated Aug 2026

24274 Maypole Rd

24.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Feb 2020 $482025 Sale Amount Oct 2018 2 Names on Record Assessor + 3 DocumentsUpdated Aug 2026
Last Sale Tax Bill Prior Sale Owner Records
$160,000Aug 2024 $1,1792025 1 Name on Record AssessorUpdated Aug 2026
Last Sale Tax Bill Prior Sale Owner Records
—Aug 2006 $1,0182025 Sale Amount Mar 2001 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

24410 Maypole Rd

2.5 ba · 1,800 sqft · 3.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2006 $3,7932025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

24620 Maypole Rd

2.5 ba · 2,156 sqft · 109 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$675,000Aug 2010 $5,7932025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

24630 Maypole Rd

3 ba · 1,824 sqft · 73.1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,7142025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

24770 Maypole Rd

1.5 ba · 1,984 sqft · 9.91 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2007 $4,6002025 Sale Amount Apr 1987 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

24833 Maypole Rd

1 ba · 980 sqft · 19.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$333,000Dec 2021 $1,9832025 —May 2008 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

Property Records in Nearby Streets