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20650, MD - single-family homes for sale
54 of 54 results displayed
- Coming Soon
$475,000Coming Soon4 beds 3 baths2,200 sq. ft.43261 Cedarwood Ct, LEONARDTOWN, MD 20650
MLS# MDSM2033908Listed by: EXP REALTY, LLC - Coming Soon
$549,000Coming Soon4 beds 4 baths3,006 sq. ft.23208 Clarks Rest Rd, LEONARDTOWN, MD 20650
MLS# MDSM2033840Listed by: RE/MAX ONE 
$599,000Pending3 beds 2 baths1,415 sq. ft.42065 White Point Beach Rd, LEONARDTOWN, MD 20650
MLS# MDSM2033462Listed by: EXECUHOME REALTY
$629,900Active4 beds 3 baths3,072 sq. ft.Lot 7 - 42084 Wildflower Dr, LEONARDTOWN, MD 20650
MLS# MDSM2031392Listed by: RE/MAX ONE
$614,900Active4 beds 3 baths3,072 sq. ft.Lot 3 - 42108 Wildflower Dr, LEONARDTOWN, MD 20650
MLS# MDSM2032268Listed by: RE/MAX ONE
$609,900Active4 beds 3 baths2,701 sq. ft.Lot 4 - 42102 Wildflower Dr, LEONARDTOWN, MD 20650
MLS# MDSM2032276Listed by: RE/MAX ONE
$619,900Active4 beds 3 baths2,976 sq. ft.Lot 5 - 42096 Wildflower Dr, LEONARDTOWN, MD 20650
MLS# MDSM2032286Listed by: RE/MAX ONE- New
$319,000Active3 beds 1 baths2,068 sq. ft.43146 N Megan Ln, LEONARDTOWN, MD 20650
MLS# MDSM2033774Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY 
$450,000Active4 beds 3 baths2,604 sq. ft.20410 Chingville Rd, LEONARDTOWN, MD 20650
MLS# MDSM2033190Listed by: THE SOUTHSIDE GROUP REAL ESTATE
$609,900Active4 beds 4 baths2,736 sq. ft.23354 Lindsay Dr, LEONARDTOWN, MD 20650
MLS# MDSM2033334Listed by: REDFIN CORP
$649,900Active4 beds 3 baths3,314 sq. ft.22157 Monterey Pl, LEONARDTOWN, MD 20650
MLS# MDSM2033568Listed by: CENTURY 21 NEW MILLENNIUM
$629,900Active4 beds 4 baths3,340 sq. ft.23444 Lindsay Dr, LEONARDTOWN, MD 20650
MLS# MDSM2033554Listed by: RE/MAX ONE
$850,000Pending3 beds 3 baths2,731 sq. ft.19445 Blake Farms Ln, LEONARDTOWN, MD 20650
MLS# MDSM2033518Listed by: O'BRIEN REALTY ERA POWERED
$680,000Active4 beds 4 baths4,066 sq. ft.21395 Fairwood Ct, LEONARDTOWN, MD 20650
MLS# MDSM2033536Listed by: EXP REALTY, LLC
$435,000Pending4 beds 3 baths2,624 sq. ft.40717 Lake And Breton View Dr, LEONARDTOWN, MD 20650
MLS# MDSM2033362Listed by: REDFIN CORP
$675,000Active5 beds 3 baths2,953 sq. ft.44450 Schumann Way, LEONARDTOWN, MD 20650
MLS# MDSM2033456Listed by: CENTURY 21 NEW MILLENNIUM
$699,000Active5 beds 4 baths5,484 sq. ft.22601 Avenmar Dr, LEONARDTOWN, MD 20650
MLS# MDSM2033428Listed by: CENTURY 21 NEW MILLENNIUM
$439,000Active4 beds 3 baths2,774 sq. ft.40659 Klear Ct, LEONARDTOWN, MD 20650
MLS# MDSM2033354Listed by: BALDUS REAL ESTATE, INC.
$699,900Pending5 beds 4 baths4,744 sq. ft.23760 Coventry Dr, LEONARDTOWN, MD 20650
MLS# MDSM2033138Listed by: CENTURY 21 NEW MILLENNIUM
$635,000Active5 beds 3 baths2,601 sq. ft.40751 Merlin Way, LEONARDTOWN, MD 20650
MLS# MDSM2033166Listed by: METRO CITY REALTY
$600,000Active4 beds 3 baths3,793 sq. ft.41524 Fairwood Ct, LEONARDTOWN, MD 20650
MLS# MDSM2033246Listed by: THE SOUTHSIDE GROUP REAL ESTATE
$624,990Active4 beds 4 baths2,562 sq. ft.40611 Merion Ct, LEONARDTOWN, MD 20650
MLS# MDSM2033146Listed by: INFINITAS REALTY GROUP
$550,000Active4 beds 4 baths2,562 sq. ft.41888 Jenkins Ct, LEONARDTOWN, MD 20650
MLS# MDSM2033062Listed by: RE/MAX ONE
$390,000Pending5 beds 3 baths1,080 sq. ft.23750 Hollywood Rd, LEONARDTOWN, MD 20650
MLS# MDSM2033116Listed by: CENTURY 21 REDWOOD REALTY
$695,000Active5 beds 4 baths4,084 sq. ft.23214 Dairy Barn Dr, LEONARDTOWN, MD 20650
MLS# MDSM2032818Listed by: CENTURY 21 NEW MILLENNIUM
$699,900Active3 beds 2 baths1,834 sq. ft.18937 Hodges Ln, LEONARDTOWN, MD 20650
MLS# MDSM2032956Listed by: CENTURY 21 NEW MILLENNIUM
$350,000Active5 beds 2 baths1,552 sq. ft.23011 Newtowne Neck Rd, LEONARDTOWN, MD 20650
MLS# MDSM2032950Listed by: SAMSON PROPERTIES
$359,777Pending4 beds 2 baths2,474 sq. ft.40743 Magee Dr, LEONARDTOWN, MD 20650
MLS# MDSM2032856Listed by: REAL OF PENNSYLVANIA
$575,000Active4 beds 3 baths2,730 sq. ft.22010 Society Hill Rd, LEONARDTOWN, MD 20650
MLS# MDSM2032698Listed by: COMPASS
$750,000Pending3 beds 3 baths2,304 sq. ft.40579 Port Pl, LEONARDTOWN, MD 20650
MLS# MDSM2032686Listed by: CENTURY 21 REDWOOD REALTY
$615,000Active5 beds 4 baths4,346 sq. ft.23620 Gunnell Dr, LEONARDTOWN, MD 20650
MLS# MDSM2032660Listed by: COLDWELL BANKER PREMIER
$469,900Active3 beds 3 baths1,691 sq. ft.43954 Main Way Rd, LEONARDTOWN, MD 20650
MLS# MDSM2032426Listed by: KELLER WILLIAMS FLAGSHIP
$575,000Pending3 beds 4 baths3,422 sq. ft.22503 Sparrow Ct, LEONARDTOWN, MD 20650
MLS# MDSM2032440Listed by: EXP REALTY, LLC
$350,000Pending3 beds 2 baths1,667 sq. ft.18800 Mckays Beach Rd, LEONARDTOWN, MD 20650
MLS# MDSM2032014Listed by: RE/MAX ONE
$599,900Pending4 beds 4 baths3,690 sq. ft.41444 Osborne Ln, LEONARDTOWN, MD 20650
MLS# MDSM2032140Listed by: CENTURY 21 NEW MILLENNIUM
$1,590,000Active5 beds 4 baths2,993 sq. ft.40115 Combs Creek Way, LEONARDTOWN, MD 20650
MLS# MDSM2032002Listed by: CENTURY 21 NEW MILLENNIUM
$524,900Pending4 beds 3 baths2,370 sq. ft.40777 Center 40 Cir, LEONARDTOWN, MD 20650
MLS# MDSM2032004Listed by: CENTURY 21 NEW MILLENNIUM
$624,900Active4 beds 4 baths3,314 sq. ft.41462 Culpepper Way, LEONARDTOWN, MD 20650
MLS# MDSM2031988Listed by: RE/MAX ONE
$419,000Pending3 beds 2 baths1,632 sq. ft.23898 Speith Rd, LEONARDTOWN, MD 20650
MLS# MDSM2031902Listed by: RE/MAX ONE
$649,000Pending5 beds 4 baths4,051 sq. ft.23591 Margrave Dr, LEONARDTOWN, MD 20650
MLS# MDSM2031892Listed by: RE/MAX ONE
$559,900Pending4 beds 3 baths2,948 sq. ft.23636 Gunnell Dr, LEONARDTOWN, MD 20650
MLS# MDSM2031836Listed by: EXP REALTY, LLC
$738,997Active4 beds 4 baths2,097 sq. ft.22393 Saint Clements Ave, LEONARDTOWN, MD 20650
MLS# MDSM2031732Listed by: ALLFIRST REALTY, INC.
$699,999Pending5 beds 4 baths4,834 sq. ft.23628 Belmar Dr, LEONARDTOWN, MD 20650
MLS# MDSM2031832Listed by: RE/MAX ONE
$364,900Active3 beds 2 baths1,161 sq. ft.42249 Saint Johns Rd, LEONARDTOWN, MD 20650
MLS# MDSM2030902Listed by: CENTURY 21 NEW MILLENNIUM
$659,000Pending3 beds 2 baths1,636 sq. ft.42195 White Point Beach Rd, LEONARDTOWN, MD 20650
MLS# MDSM2030794Listed by: FRANZEN REALTORS, INC.
$650,000Pending2 beds 3 baths2,040 sq. ft.40461 Old Breton Beach Rd, LEONARDTOWN, MD 20650
MLS# MDSM2030470Listed by: THE SOUTHSIDE GROUP REAL ESTATE
$389,000Active3 beds 2 baths1,728 sq. ft.41620 Church St, LEONARDTOWN, MD 20650
MLS# MDSM2030446Listed by: EVERGREEN PROPERTIES
$779,000Pending4 beds 4 baths2,745 sq. ft.40624 Breton Oaks Ln, LEONARDTOWN, MD 20650
MLS# MDSM2030230Listed by: EXP REALTY, LLC
$450,000Active2 beds 1 baths1,018 sq. ft.20798 Waterside Dr, LEONARDTOWN, MD 20650
MLS# MDSM2029666Listed by: RE/MAX ONE
$1,750,000Active4 beds 2 baths2,130 sq. ft.Bayside Rd, LEONARDTOWN, MD 20650
MLS# MDSM2021304Listed by: HALEY FAMILY REALTY
$599,950Pending-- beds -- baths1,691 sq. ft.22615 Washington St, LEONARDTOWN, MD 20650
MLS# MDSM2028632Listed by: INFINITAS REALTY GROUP
$15,000,000Active6 beds 5 baths5,500 sq. ft.19700 Mulberry Fields Rd, LEONARDTOWN, MD 20650
MLS# MDSM2022614Listed by: LONG & FOSTER REAL ESTATE, INC.
$772,000Pending4 beds 5 baths3,000 sq. ft.44798 Medleys Neck Rd, LEONARDTOWN, MD 20650
MLS# MDSM2001338Listed by: RE/MAX REALTY GROUP
$1,999,999Pending4 beds 2 baths2,744 sq. ft.42520 Riverwinds Dr, LEONARDTOWN, MD 20650
MLS# MDSM2003476Listed by: CENTURY 21 NEW MILLENNIUM
Local realty services provided by:Better Homes and Gardens Real Estate Murphy & Co.
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.