Leonardtown, MD - homes for sale

38 of 38 results displayed

Coming Soon
$685,000Coming Soon
5 beds 4 baths4,271 sq. ft.
23603 Margrave Dr, LEONARDTOWN, MD 20650
MLS# MDSM2034184Listed by: EXP REALTY, LLC
New
$489,900Active
3 beds 3 baths1,976 sq. ft.
22301 White Oak Rd, LEONARDTOWN, MD 20650
MLS# MDSM2034276Listed by: REDFIN CORP
$650,000Active
4 beds 4 baths3,264 sq. ft.
41427 Osborne Ln, LEONARDTOWN, MD 20650
MLS# MDSM2034242Listed by: RE/MAX ONE
$479,900Pending
4 beds 4 baths2,966 sq. ft.
Lot 145 - 23629 Dragonfly Ln, LEONARDTOWN, MD 20650
MLS# MDSM2034234Listed by: RE/MAX ONE
Open Fri, 3 to 3:15pm
$495,900Active
1 beds 4 baths3,095 sq. ft.
Lot 155 - 23628 Dragonfly Ln, LEONARDTOWN, MD 20650
MLS# MDSM2034206Listed by: RE/MAX ONE
Open Sat, 11am to 1pm
$440,000Active
3 beds 4 baths2,379 sq. ft.
41608 Briarwood Cir, LEONARDTOWN, MD 20650
MLS# MDSM2034160Listed by: THE SOUTHSIDE GROUP REAL ESTATE
$450,000Active
3 beds 4 baths2,306 sq. ft.
23405 Marview Ct, LEONARDTOWN, MD 20650
MLS# MDSM2034018Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$515,000Active
4 beds 4 baths2,764 sq. ft.
22538 Landing Way, LEONARDTOWN, MD 20650
MLS# MDSM2034058Listed by: RE/MAX ONE
$299,500Active
3 beds 2 baths1,218 sq. ft.
42163 Blacksmith Shop Rd, LEONARDTOWN, MD 20650
MLS# MDSM2034000Listed by: CENTURY 21 NEW MILLENNIUM
$599,000Active
5 beds 3 baths4,836 sq. ft.
23636 Hansel Ct, LEONARDTOWN, MD 20650
MLS# MDSM2033984Listed by: TAYLOR PROPERTIES
$650,000Pending
4 beds 4 baths3,344 sq. ft.
23513 Sly Fox Way, LEONARDTOWN, MD 20650
MLS# MDSM2033928Listed by: RE/MAX ONE
$469,900Active
3 beds 2 baths1,710 sq. ft.
41495 Garrett Ct, LEONARDTOWN, MD 20650
MLS# MDSM2033936Listed by: RE/MAX REALTY GROUP
$549,000Active
4 beds 4 baths3,006 sq. ft.
23208 Clarks Rest Rd, LEONARDTOWN, MD 20650
MLS# MDSM2033840Listed by: RE/MAX ONE
$629,900Active
4 beds 3 baths3,072 sq. ft.
Lot 7 - 42084 Wildflower Dr, LEONARDTOWN, MD 20650
MLS# MDSM2031392Listed by: RE/MAX ONE
$614,900Active
4 beds 3 baths3,072 sq. ft.
Lot 3 - 42108 Wildflower Dr, LEONARDTOWN, MD 20650
MLS# MDSM2032268Listed by: RE/MAX ONE
$609,900Active
4 beds 3 baths2,701 sq. ft.
Lot 4 - 42102 Wildflower Dr, LEONARDTOWN, MD 20650
MLS# MDSM2032276Listed by: RE/MAX ONE
$619,900Active
4 beds 3 baths2,976 sq. ft.
Lot 5 - 42096 Wildflower Dr, LEONARDTOWN, MD 20650
MLS# MDSM2032286Listed by: RE/MAX ONE
$424,900Pending
4 beds 4 baths2,306 sq. ft.
41517 Margrove Cir, LEONARDTOWN, MD 20650
MLS# MDSM2033744Listed by: INFINITAS REALTY GROUP
Open Sat, 1 to 3pm
$589,900Active
4 beds 4 baths2,736 sq. ft.
23354 Lindsay Dr, LEONARDTOWN, MD 20650
MLS# MDSM2033334Listed by: REDFIN CORP
$609,900Active
4 beds 4 baths3,340 sq. ft.
23444 Lindsay Dr, LEONARDTOWN, MD 20650
MLS# MDSM2033554Listed by: RE/MAX ONE
$590,000Pending
4 beds 3 baths3,793 sq. ft.
41524 Fairwood Ct, LEONARDTOWN, MD 20650
MLS# MDSM2033246Listed by: THE SOUTHSIDE GROUP REAL ESTATE
Open Fri, 11am to 4pm
$454,900Active
4 beds 4 baths
Lot 143 - 23641 Dragonfly Ln, LEONARDTOWN, MD 20650
MLS# MDSM2033226Listed by: RE/MAX ONE
$535,000Active
4 beds 4 baths2,562 sq. ft.
41888 Jenkins Ct, LEONARDTOWN, MD 20650
MLS# MDSM2033062Listed by: RE/MAX ONE
$350,000Active
5 beds 2 baths1,552 sq. ft.
23011 Newtowne Neck Rd, LEONARDTOWN, MD 20650
MLS# MDSM2032950Listed by: SAMSON PROPERTIES
$155,000Active
0.44 Acres
41650 Miss Bessie Dr, LEONARDTOWN, MD 20650
MLS# MDSM2032186Listed by: CENTURY 21 NEW MILLENNIUM
$575,000Pending
3 beds 4 baths3,422 sq. ft.
22503 Sparrow Ct, LEONARDTOWN, MD 20650
MLS# MDSM2032440Listed by: EXP REALTY, LLC
$399,000Active
0.25 Acres
Parcel 323 Tract 2 Washington Street, LEONARDTOWN, MD 20650
MLS# MDSM2032220Listed by: EXP REALTY, LLC
$599,900Pending
4 beds 4 baths3,690 sq. ft.
41444 Osborne Ln, LEONARDTOWN, MD 20650
MLS# MDSM2032140Listed by: CENTURY 21 NEW MILLENNIUM
$649,000Pending
5 beds 4 baths4,051 sq. ft.
23591 Margrave Dr, LEONARDTOWN, MD 20650
MLS# MDSM2031892Listed by: RE/MAX ONE
$699,999Pending
5 beds 4 baths4,834 sq. ft.
23628 Belmar Dr, LEONARDTOWN, MD 20650
MLS# MDSM2031832Listed by: RE/MAX ONE
$479,900Active
4 beds 4 baths2,966 sq. ft.
Lot 154 - 23808 Wisteria Ln, LEONARDTOWN, MD 20650
MLS# MDSM2031458Listed by: RE/MAX ONE
$489,900Pending
4 beds 4 baths3,095 sq. ft.
Lot 151 - 23790 Wisteria Ln, LEONARDTOWN, MD 20650
MLS# MDSM2031078Listed by: RE/MAX ONE
$300,000Active
1.51 Acres
41708 Fenwick St, LEONARDTOWN, MD 20650
MLS# MDSM2030598Listed by: REDFIN CORP
$389,000Active
3 beds 2 baths1,728 sq. ft.
41620 Church St, LEONARDTOWN, MD 20650
MLS# MDSM2030446Listed by: EVERGREEN PROPERTIES
$175,000Active
6.24 Acres
St. Andrews Church Road, LEONARDTOWN, MD 20650
MLS# MDSM2029070Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$599,950Pending
-- beds -- baths1,691 sq. ft.
22615 Washington St, LEONARDTOWN, MD 20650
MLS# MDSM2028632Listed by: INFINITAS REALTY GROUP
$1,740,000Pending
3.85 Acres
25845 Point Lookout Rd, LEONARDTOWN, MD 20650
MLS# MDSM2020046Listed by: CENTURY 21 COMMERCIAL NEW MILLENNIUM
$3,800,000Pending
52.18 Acres
Cedar Lane Rd, LEONARDTOWN, MD 20650
MLS# MDSM2019494Listed by: CENTURY 21 REDWOOD REALTY

Local realty services provided by:CENTURY 21 Mertz & Associates

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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

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 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.