Homes Recently Sold in Leonardtown, MD

553 Homes

41438 Silver Charm Ct, Leonardtown, MD 20650

$690,000
5Bd
4Ba
4,180 Sq Ft

SOLD 03/31/26

lot105 23689 Dragonfly Ln, Leonardtown, MD 20650

$439,900
4Bd
4Ba

SOLD 03/31/26

40910 Starling Ct, Leonardtown, MD 20650

$475,000
3Bd
3Ba
3,012 Sq Ft

SOLD 03/27/26

23593 Mitchell Dr, Leonardtown, MD 20650

$580,000
5Bd
4Ba
2,940 Sq Ft

SOLD 03/23/26

41515 Risen Star Ln, Leonardtown, MD 20650

$664,900
5Bd
4Ba
4,136 Sq Ft

SOLD 03/20/26

41635 Ferber Ct, Leonardtown, MD 20650

$535,000
4Bd
3Ba
2,222 Sq Ft

SOLD 03/20/26

22745 Duke St, Leonardtown, MD 20650

$285,500
2Bd
1Ba
868 Sq Ft

SOLD 03/17/26

lot104 23695 Dragonfly Ln, Leonardtown, MD 20650

$439,900
4Bd
4Ba

SOLD 03/16/26

21060 Woodmere Dr, Leonardtown, MD 20650

$575,000
5Bd
4Ba
3,075 Sq Ft

SOLD 03/05/26

20753 Chestnut Ridge Dr, Leonardtown, MD 20650

$560,000
4Bd
3Ba
2,594 Sq Ft

SOLD 03/05/26

20697 Chingville Rd, Leonardtown, MD 20650

$475,203
3Bd
2Ba
2,458 Sq Ft

SOLD 03/02/26

21738 Pinehurst Ct, Leonardtown, MD 20650

$487,000
4Bd
3Ba
1,952 Sq Ft

SOLD 02/27/26

20250 Hawks Way, Leonardtown, MD 20650

$519,900
3Bd
2Ba
1,557 Sq Ft

SOLD 02/27/26

42975 Baywood Pl, Leonardtown, MD 20650

$690,000
4Bd
3Ba
3,372 Sq Ft

SOLD 02/26/26

23581 Gallent Fox Way, Leonardtown, MD 20650

$645,900
4Bd
4Ba
3,736 Sq Ft

SOLD 02/26/26

lot106 23683 Dragonfly Ln, Leonardtown, MD 20650

$458,550
4Bd
4Ba

SOLD 02/26/26

22164 Miller Ct, Leonardtown, MD 20650

$1,052,000
4Bd
3Ba
2,700 Sq Ft

SOLD 02/25/26

19137 Lake Dr, Leonardtown, MD 20650

$405,000
3Bd
3Ba
1,308 Sq Ft

SOLD 02/25/26

22820 Duke St, Leonardtown, MD 20650

$340,000
3Bd
2Ba
1,422 Sq Ft

SOLD 02/20/26

41832 Foxwell Point Ln, Leonardtown, MD 20650

$715,000
3Bd
4Ba
3,683 Sq Ft

SOLD 02/20/26

lot107 23677 Dragonfly Ln, Leonardtown, MD 20650

$459,900
4Bd
4Ba

SOLD 02/17/26

42043 Starlight Dr, Leonardtown, MD 20650

$520,000
4Bd
4Ba
2,472 Sq Ft

SOLD 02/17/26

21925 Budds Creek Rd, Leonardtown, MD 20650

$465,000
—Bd
—Ba
2,527 Sq Ft

SOLD 02/11/26

22338 White Oak Rd, Leonardtown, MD 20650

$550,000
4Bd
3Ba
2,328 Sq Ft

SOLD 02/09/26

41430 Challedon Way, Leonardtown, MD 20650

$639,000
5Bd
4Ba
4,500 Sq Ft

SOLD 02/02/26

Kiskadee Lane, Leonardtown, MD 20650

$175,000
3.53 Acre

SOLD 02/02/26

21920 Newtowne Neck Rd, Leonardtown, MD 20650

$520,000
4Bd
3Ba
2,291 Sq Ft

SOLD 01/30/26

lot95 23718 Dragonfly Ln, Leonardtown, MD 20650

$439,900
4Bd
4Ba

SOLD 01/30/26

41895 Tomey Ct, Leonardtown, MD 20650

$529,900
5Bd
4Ba
3,482 Sq Ft

SOLD 01/29/26

25365 Point Lookout Rd, Leonardtown, MD 20650

$425,000
3Bd
3Ba
2,952 Sq Ft

SOLD 01/28/26

lot103 23701 Dragonfly Ln, Leonardtown, MD 20650

$469,900
4Bd
4Ba

SOLD 01/27/26

43543 Bayberry Ct, Leonardtown, MD 20650

$465,000
3Bd
2Ba
1,732 Sq Ft

SOLD 01/23/26

44646 Medleys Neck Rd, Leonardtown, MD 20650

$50,000
3Bd
1Ba
924 Sq Ft

SOLD 01/23/26

41492 Charismatic Way, Leonardtown, MD 20650

$637,000
4Bd
4Ba
3,322 Sq Ft

SOLD 01/15/26

21039 Woodmere Dr, Leonardtown, MD 20650

$580,000
5Bd
3Ba
4,112 Sq Ft

SOLD 01/08/26

41535 Singletree Dr, Leonardtown, MD 20650

$510,000
4Bd
3Ba
2,262 Sq Ft

SOLD 12/22/25

40533 Breton Knolls Ct, Leonardtown, MD 20650

$175,000
1.87 Acre

SOLD 12/18/25

41467 Osborne Ln, Leonardtown, MD 20650

$510,000
4Bd
4Ba
2,827 Sq Ft

SOLD 12/17/25

lot88 23676 Dragonfly Ln, Leonardtown, MD 20650

$447,400
4Bd
4Ba
2,604 Sq Ft

SOLD 12/16/25

45474 Medleys Neck Rd, Leonardtown, MD 20650

$635,000
3Bd
3Ba
2,653 Sq Ft

SOLD 12/15/25

lot96 23724 Dragonfly Ln, Leonardtown, MD 20650

$447,400
4Bd
4Ba

SOLD 12/11/25

22626 Chickadee Ln, Leonardtown, MD 20650

$614,900
4Bd
4Ba
3,048 Sq Ft

SOLD 12/11/25

23098 Town Run Dr, Leonardtown, MD 20650

$681,000
5Bd
4Ba
3,642 Sq Ft

SOLD 12/10/25

lot92 23700 Dragonfly Ln, Leonardtown, MD 20650

$439,900
4Bd
4Ba

SOLD 12/09/25

23261 Jenifer Ct, Leonardtown, MD 20650

$565,000
5Bd
4Ba
3,575 Sq Ft

SOLD 12/05/25

22539 Landing Way, Leonardtown, MD 20650

$518,500
3Bd
4Ba
2,764 Sq Ft

SOLD 12/05/25

40744 Fawns Rest Way, Leonardtown, MD 20650

$731,084
4Bd
3Ba
3,313 Sq Ft

SOLD 12/04/25

lot91 23694 Dragonfly Ln, Leonardtown, MD 20650

$439,900
4Bd
4Ba

SOLD 12/03/25

lot90 23688 Dragonfly Ln, Leonardtown, MD 20650

$469,900
4Bd
4Ba

SOLD 12/02/25

lot93 23706 Dragonfly Ln, Leonardtown, MD 20650

$459,900
4Bd
4Ba
2,966 Sq Ft

SOLD 12/02/25

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Leonardtown, MD Real Estate Snapshot

List Price

$539,950

$/Sqft

$192

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Home Size

2,834 Sqft

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