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$279,000 -$9,900 (-3.43%) Price Reduced

  • For Sale
  • Active
  • Lots/Land
  • 23.44 Acres
  • Updated 3 days ago
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Finding the perfect lot offering a tranquil, secluded setting yet within an easy drive of historic Leonardtown, NAS Pax River, schools, and amenities can be a real whirlwind of an experience! No worries, as this is the ideal opportunity to achieve just that. This 23-acre parcel of raw land offers many possibilities, whether establishing an enduring farmette, subdividing to reap the rewards, or creating the family compound you've all been dreaming of. This beautiful land is conveniently positioned just off Rt. 5, in a prime location between St. Mary's State Park and the charming St. Mary's County seat, Leonardtown. Note that the location is not actually ON Whirlwind Rd; it is best accessed at the end of Redgate Ln. Future potential to create access from both Rt. 5 and Redgate Ln. Call for more details!

Full Property Details for Whirlwind Rd

General

  • Price: $279,000
  • Taxes: $1,740 (2026)
  • Status: Active
  • Type: Lots/Land
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDSM2032048
  • Updated: 10/2/2026
  • Added to Site: 102 day(s) ago

Location

  • Municipality: Unincorporated
  • County: SAINT MARYS
  • Driving Directions: Point Lookout Rd to Redgate Ln. Property begins at the end of Redgate Ln and is between Redgate & Whirlwind Rd

School Information

  • School District: St. Mary's County Public Schools

Utilities

  • Sewer: No Septic System
  • Water: None

Structural Information

  • Current Bldg. Use: Vacant

Lot Features

  • Lot Size (Acres): 23.44
  • Lot Size (Sq. Ft.): 1,021,046
  • Lot Size Source: Assessor
  • Zoning: RPD

Financial Considerations

  • Price Per Sq. Ft.: $.27
  • Assessment Year: 2026
  • County Tax: $1,740
  • County Tax Freq: Annually
  • Tax w/Assessment: $184,300
  • Tax Amount: $1,740
  • Tax Year: 2026

Disclosures and Reports

  • Ownership: Fee Simple

Listed by RE/MAX One, William Brooke Matthews

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Listing agent

— Whirlwind Rd —

  • William Brooke Matthews

    RE/MAX One

Listing Office Email: mdavis@davispalumbo.com

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for Whirlwind Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/02/2026
Price Reduced
$279,000
-3.43%
MLS
6/25/2026
Listed
$288,900
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for Whirlwind Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$98
4%
$9,200
—
2023
$94
7%
$9,200
—
2022
$88
-3%
$9,200
—
2019
$91
-3%
$9,200
—
2021
$94
—
$9,200
—
2020
$94
—
$9,200
—
2019
$94
—
$9,200
—
2018
$94
—
$9,200
—
2017
$94
1%
$9,200
—
2016
$93
-1%
$9,200
—
2015
$94
1%
$9,200
—
2014
$93
—
$9,200
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by RE/MAX One, William Brooke Matthews

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Whirlwind Road, Leonardtown, MD 20650 (MLS# MDSM2032048) is a Lots/Land property with a lot size of 23.44 acres. Whirlwind Road is currently listed for $279,000 and was received on June 25, 2026. Want to learn more about Whirlwind Road? Do you have questions about finding other Lots/Land real estate for sale in Leonardtown? You can browse all Leonardtown real estate or contact a Coldwell Banker agent to request more information.

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