3, Leonardtown, MD - single-family homes for sale

41 of 41 results displayed

Coming Soon
$495,000Coming Soon
4 beds 3 baths
22394 White Oak Rd, LEONARDTOWN, MD 20650
MLS# MDSM2029800Listed by: KW METRO CENTER
Coming Soon
$335,000Coming Soon
2 beds 2 baths
23311 Point Lookout Rd, LEONARDTOWN, MD 20650
MLS# MDSM2029808Listed by: RE/MAX ONE
Coming Soon
$475,000Coming Soon
3 beds 3 baths
40910 Starling Ct, LEONARDTOWN, MD 20650
MLS# MDSM2029774Listed by: KELLER WILLIAMS REALTY
New
$639,999Active
5 beds 4 baths3,724 sq. ft.
41377 Doctors Crossing Rd, LEONARDTOWN, MD 20650
MLS# MDSM2029722Listed by: KELLER WILLIAMS REALTY/LEE BEAVER & ASSOC.
Coming Soon

$570,000Coming Soon
4 beds 4 baths
21749 Pinehurst Ct, LEONARDTOWN, MD 20650
MLS# MDSM2029700Listed by: CENTURY 21 NEW MILLENNIUM
New

$579,900Active
4 beds 3 baths2,500 sq. ft.
20260 Hawks Way, LEONARDTOWN, MD 20650
MLS# MDSM2029728Listed by: CENTURY 21 NEW MILLENNIUM
Coming Soon
$655,000Coming Soon
5 beds 4 baths
41497 Affirmed Way, LEONARDTOWN, MD 20650
MLS# MDSM2029650Listed by: RE/MAX ONE
Coming Soon
$500,000Coming Soon
2 beds 1 baths
20798 Waterside Dr, LEONARDTOWN, MD 20650
MLS# MDSM2029666Listed by: RE/MAX ONE
$299,900Pending
2 beds 1 baths868 sq. ft.
22745 Duke St, LEONARDTOWN, MD 20650
MLS# MDSM2029554Listed by: RE/MAX ONE
Coming Soon
$725,000Coming Soon
5 beds 2 baths
41655 Church St, LEONARDTOWN, MD 20650
MLS# MDSM2029620Listed by: TOPSIDE REALTY
New
$710,000Active
5 beds 4 baths5,019 sq. ft.
22884 Thornbury Dr, HOLLYWOOD, MD 20636
MLS# MDSM2029546Listed by: RE/MAX ONE
$590,000Pending
5 beds 4 baths3,526 sq. ft.
21117 Catnip Ct, LEONARDTOWN, MD 20650
MLS# MDSM2029578Listed by: RE/MAX ONE
$474,900Active
4 beds 2 baths2,114 sq. ft.
22343 Newtowne Neck Rd, LEONARDTOWN, MD 20650
MLS# MDSM2029528Listed by: CENTURY 21 NEW MILLENNIUM
Coming Soon

$335,000Coming Soon
3 beds 2 baths
39725 Lady Baltimore Ave, LEONARDTOWN, MD 20650
MLS# MDSM2029556Listed by: CENTURY 21 NEW MILLENNIUM
Coming Soon

$469,900Coming Soon
4 beds 3 baths
22224 Monterey Pl, LEONARDTOWN, MD 20650
MLS# MDSM2029434Listed by: CENTURY 21 NEW MILLENNIUM
$315,000Active
2 beds 2 baths1,008 sq. ft.
22204 Nomoni St, LEONARDTOWN, MD 20650
MLS# MDSM2029298Listed by: REDFIN CORP
$443,500Pending
4 beds 4 baths2,952 sq. ft.
23188 Cherry Hill Ct, CALIFORNIA, MD 20619
MLS# MDSM2029358Listed by: COLDWELL BANKER PREMIER
$385,000Pending
3 beds 2 baths1,568 sq. ft.
22397 Sandra Ln, CALIFORNIA, MD 20619
MLS# MDSM2029340Listed by: CENTURY 21 NEW MILLENNIUM
$690,000Pending
5 beds 4 baths4,180 sq. ft.
41438 Silver Charm Ct, LEONARDTOWN, MD 20650
MLS# MDSM2029268Listed by: RE/MAX ONE
$659,900Pending
5 beds 4 baths4,136 sq. ft.
41515 Risen Star Ln, LEONARDTOWN, MD 20650
MLS# MDSM2029090Listed by: CENTURY 21 NEW MILLENNIUM
$589,000Pending
-- beds -- baths2,184 sq. ft.
43641 Redmond Rd, LEONARDTOWN, MD 20650
MLS# MDSM2029078Listed by: RE/MAX ONE
$778,900Active
4 beds 4 baths2,097 sq. ft.
22393 Saint Clements Ave, LEONARDTOWN, MD 20650
MLS# MDSM2029036Listed by: LISTWITHFREEDOM.COM
$809,900Active
4 beds 4 baths5,454 sq. ft.
40737 Bobwhite Ln, LEONARDTOWN, MD 20650
MLS# MDSM2029030Listed by: CENTURY 21 NEW MILLENNIUM
$1,750,000Active
4 beds 2 baths2,130 sq. ft.
Bayside Rd, LEONARDTOWN, MD 20650
MLS# MDSM2021304Listed by: HALEY FAMILY REALTY
$415,000Active
3 beds 3 baths1,829 sq. ft.
40736 Center 40 Cir, LEONARDTOWN, MD 20650
MLS# MDSM2028808Listed by: CENTURY 21 NEW MILLENNIUM
$599,950Pending
-- beds -- baths1,691 sq. ft.
22615 Washington St, LEONARDTOWN, MD 20650
MLS# MDSM2028632Listed by: INFINITAS REALTY GROUP
$580,000Pending
5 beds 4 baths2,940 sq. ft.
23593 Mitchell Dr, LEONARDTOWN, MD 20650
MLS# MDSM2028550Listed by: RE/MAX ONE
$699,900Pending
5 beds 4 baths4,080 sq. ft.
21345 Fairwood Ct, LEONARDTOWN, MD 20650
MLS# MDSM2028586Listed by: RE/MAX ONE
$624,900Active
5 beds 3 baths3,464 sq. ft.
40855 Spring House Ln, LEONARDTOWN, MD 20650
MLS# MDSM2028400Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$525,000Pending
4 beds 3 baths2,222 sq. ft.
41635 Ferber Ct, LEONARDTOWN, MD 20650
MLS# MDSM2028376Listed by: HOME TOWNE REAL ESTATE
$525,000Pending
4 beds 4 baths3,413 sq. ft.
43998 Swift Fox Dr, CALIFORNIA, MD 20619
MLS# MDSM2028186Listed by: REDFIN CORP
$474,900Active
3 beds 3 baths1,728 sq. ft.
23015 Wedgewood Ln, CALIFORNIA, MD 20619
MLS# MDSM2028104Listed by: INFINITAS REALTY GROUP
$635,000Pending
4 beds 3 baths2,888 sq. ft.
43018 Bluejay Ln, LEONARDTOWN, MD 20650
MLS# MDSM2027792Listed by: RE/MAX ONE
Coming Soon
$489,900Coming Soon
4 beds 3 baths
23175 Whistlewood Ln, CALIFORNIA, MD 20619
MLS# MDSM2027458Listed by: REDFIN CORP
$569,000Pending
4 beds 4 baths3,308 sq. ft.
41536 Fairwood Ct, LEONARDTOWN, MD 20650
MLS# MDSM2027022Listed by: RE/MAX REALTY GROUP
$679,900Active
2 beds 3 baths2,040 sq. ft.
40461 Old Breton Beach Rd, LEONARDTOWN, MD 20650
MLS# MDSM2027068Listed by: REAL BROKER, LLC
$189,000Active
3 beds 1 baths1,026 sq. ft.
20959 Redgate Ln, LEONARDTOWN, MD 20650
MLS# MDSM2026838Listed by: KELLER WILLIAMS LEGACY
$730,000Pending
4 beds 4 baths2,442 sq. ft.
39825 Sweetpea Ln, LEONARDTOWN, MD 20650
MLS# MDSM2026028Listed by: RE/MAX ONE
$599,000Pending
3 beds 2 baths2,824 sq. ft.
23264 Lindsay Dr, LEONARDTOWN, MD 20650
MLS# MDSM2027806Listed by: RE/MAX REALTY GROUP
$640,000Pending
6 beds 3 baths3,478 sq. ft.
23773 Meredith Ct, LEONARDTOWN, MD 20650
MLS# MDSM2022554Listed by: COLDWELL BANKER PREMIER
$1,999,999Active
4 beds 2 baths2,744 sq. ft.
42520 Riverwinds Dr, LEONARDTOWN, MD 20650
MLS# MDSM2003476Listed by: CENTURY 21 NEW MILLENNIUM

Local realty services provided by:CENTURY 21 Advantage Gold

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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.

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.