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Homes for sale in Leonardtown under $600K, MD

Figures for Leonardtown, MD, week ending September 15, 2026.

Paige
Under $600K · Leonardtown
Paige
33 homes of the 68 for sale in Leonardtown are asking under $600K. The median asking price across everything for sale in Leonardtown is $609,950, and what is listed has been on the market a median of 39 days. What are you looking for in Leonardtown?
40659 KLEAR COURTFor SaleBright MLS
$449,500
40659 KLEAR COURT, Leonardtown
4 bd · 3 ba · House · 23 DOM
MDSM2033354, Baldus Real Estate, Inc.
41524 FAIRWOOD COURTFor SaleBright MLS
$600,000
41524 FAIRWOOD COURT, Leonardtown
4 bd · 3 ba · House · 32 DOM
MDSM2033246, The Southside Group Real Estate
Lot 143 - 23641 DRAGONFLY LANEFor SaleBright MLS
$449,900
Lot 143 - 23641 DRAGONFLY LANE, Leonardtown
4 bd · 4 ba · Townhouse · 33 DOM
MDSM2033226, RE/MAX One
23750 HOLLYWOOD ROADUnder ContractBright MLS
$390,000
23750 HOLLYWOOD ROAD, Leonardtown
5 bd · 3 ba · House · 37 DOM
MDSM2033116, Century 21 Redwood Realty
41614 BRIARWOOD CIRCLEUnder ContractBright MLS
$470,000
41614 BRIARWOOD CIRCLE, Leonardtown
4 bd · 3.5 ba · Townhouse · 37 DOM
MDSM2033206, CENTURY 21 New Millennium
20410 CHINGVILLE ROADFor SaleBright MLS
$450,000
20410 CHINGVILLE ROAD, Leonardtown
4 bd · 3 ba · House · 37 DOM
MDSM2033190, The Southside Group Real Estate
41888 JENKINS COURTFor SaleBright MLS
$550,000
41888 JENKINS COURT, Leonardtown
4 bd · 4 ba · House · 39 DOM
MDSM2033062, RE/MAX Realty Group
23011 NEWTOWNE NECK ROADFor SaleBright MLS
$350,000
23011 NEWTOWNE NECK ROAD, Leonardtown
5 bd · 2 ba · House · 45 DOM
MDSM2032950, Samson Properties
40743 MAGEE DRIVEUnder ContractBright MLS
$359,777
40743 MAGEE DRIVE, Leonardtown
4 bd · 2 ba · House · 47 DOM
MDSM2032856, Real of Pennsylvania
22010 SOCIETY HILL ROADFor SaleBright MLS
$575,000
22010 SOCIETY HILL ROAD, Leonardtown
4 bd · 3 ba · House · 55 DOM
MDSM2032698, Compass
41444 OSBORNE LANEUnder ContractBright MLS
$599,900
41444 OSBORNE LANE, Leonardtown
4 bd · 3.5 ba · House · 76 DOM
MDSM2032140, CENTURY 21 New Millennium

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