Riverwinds Dr, Leonardtown, MD Property Records

St. Mary's County property records for 22 addresses on Riverwinds Dr, Leonardtown, MD · Last verified August 2026

Riverwinds Dr Highlights

Properties 22
Median Sale Price $679,000
Deeds and Mortgages on File 25
Median Price per Sqft $316
Owner Occupied 68%
Median Annual Tax Bill $6,775
Median Year Built 1983
Median Ownership Tenure 13 years

Properties on Riverwinds Dr

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

42201 Riverwinds Dr

2 ba · 1,344 sqft · 5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$55,000Aug 1987 $3,2212025 2 Names on Record AssessorUpdated Aug 2026

42225 Riverwinds Dr

2.5 ba · 1,872 sqft · 1.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$184,000Jul 1993 $3,9302025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

42239 Riverwinds Dr

2 ba · 2,167 sqft · 1.01 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$906,500Jul 2025 $6,7732025 Amount on Record Aug 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

42241 Riverwinds Dr

2.5 ba · 2,757 sqft · 0.815 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Oct 1984 $7,9152025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

42265 Riverwinds Dr

3.5 ba · 4,404 sqft · 0.898 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$200,000Sep 2000 $9,7522025 Amount on Record Nov 1981 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

42285 Riverwinds Dr

2.5 ba · 3,768 sqft · 0.993 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$9,8822025 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

42297 Riverwinds Dr

3.5 ba · 3,709 sqft · 0.813 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,450,000Mar 2025 $12,9282025 Amount on Record Nov 1987 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

42303 Riverwinds Dr

2.5 ba · 2,312 sqft · 0.806 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$120,000Sep 1988 $7,5382025 Amount on Record Jun 1987 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

42325 Riverwinds Dr

2 ba · 2,092 sqft · 0.799 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$450,000Mar 2017 $6,7342025 —Jun 2006 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

42341 Riverwinds Dr

2.5 ba · 2,818 sqft · 0.843 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$437,500Sep 2013 $6,7042025 Amount on Record May 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

42355 Riverwinds Dr

2 ba · 3,318 sqft · 0.99 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$359,900Aug 2000 $7,6742025 Amount on Record Jul 1995 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

42371 Riverwinds Dr

2 ba · 1,696 sqft · 0.929 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$470,000May 2024 $4,1112025 Amount on Record Apr 2022 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

42387 Riverwinds Dr

3.5 ba · 3,612 sqft · 0.734 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$630,000Jun 2005 $10,2252025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

42391 Riverwinds Dr

2 ba · 2,177 sqft · 0.788 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$270,000Jan 1990 $5,8332025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

42403 Riverwinds Dr

2 ba · 1,331 sqft · 0.633 acres

Last Sale Tax Bill Prior Sale Owner Records
$740,000Jun 2024 $8,1472025 Amount on Record May 2020 2 Names on Record Assessor + 3 DocumentsUpdated Aug 2026

42415 Riverwinds Dr

2 ba · 2,366 sqft · 1.23 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jul 2001 $5,8932025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

42437 Riverwinds Dr

3 ba · 3,096 sqft · 1.03 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$679,000Apr 2019 $8,0242025 Amount on Record May 2015 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

42455 Riverwinds Dr

2 ba · 1,804 sqft · 1.1 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$6,7062025 2 Names on Record AssessorUpdated Aug 2026

42487 Riverwinds Dr

2.5 ba · 3,089 sqft · 1.78 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,7752025 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

42505 Riverwinds Dr

2.5 ba · 2,624 sqft · 1.43 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$600,000Aug 2025 $6,6132025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

42520 Riverwinds Dr

2 ba · 2,720 sqft · 215 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,5842025 1 Name on Record AssessorUpdated Aug 2026

42525 Riverwinds Dr

2 ba · 1,990 sqft · 1.11 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$630,000Nov 2017 $7,2942025 Amount on Record May 1999 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

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