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Homes Recently Sold in Leonardtown, MD | Page 3

581 Homes
 
lot112 23690 Weeping Willow Way, Leonardtown, MD 20650
  • $499,900
  • 4Bd
  • 4Ba
  • 3,095 Sq Ft
SOLD 04/17/26
lot109 23672 Weeping Willow Way, Leonardtown, MD 20650
  • $449,900
  • 4Bd
  • 4Ba
SOLD 04/16/26
Photos coming soon
  • $570,000
  • 4Bd
  • 2Ba
  • 2,184 Sq Ft
SOLD 04/16/26
23311 Point Lookout Rd, Leonardtown, MD 20650
  • $340,000
  • 2Bd
  • 2Ba
  • 1,056 Sq Ft
SOLD 04/15/26
43018 Bluejay Ln, Leonardtown, MD 20650
  • $635,000
  • 4Bd
  • 3Ba
  • 2,888 Sq Ft
SOLD 04/15/26
21749 Pinehurst Ct, Leonardtown, MD 20650
  • $595,000
  • 4Bd
  • 4Ba
  • 3,410 Sq Ft
SOLD 04/14/26
21117 Catnip Ct, Leonardtown, MD 20650
  • $578,000
  • 5Bd
  • 4Ba
  • 3,526 Sq Ft
SOLD 04/14/26
44545 Brewer Ln, Leonardtown, MD 20650
  • $724,000
  • 4Bd
  • 4Ba
  • 3,243 Sq Ft
SOLD 04/14/26
22204 Nomoni St, Leonardtown, MD 20650
  • $315,000
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
SOLD 04/10/26
20959 Redgate Ln, Leonardtown, MD 20650
  • $150,000
  • 3Bd
  • 1Ba
  • 1,026 Sq Ft
SOLD 04/03/26
21345 Fairwood Ct, Leonardtown, MD 20650
  • $700,000
  • 5Bd
  • 4Ba
  • 4,080 Sq Ft
SOLD 04/02/26
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
39825 Sweetpea Ln, Leonardtown, MD 20650
  • $700,000
  • 4Bd
  • 4Ba
  • 2,442 Sq Ft
SOLD 03/31/26
40910 Starling Ct, Leonardtown, MD 20650
  • $475,000
  • 3Bd
  • 3Ba
  • 3,012 Sq Ft
SOLD
23593 Mitchell Dr, Leonardtown, MD 20650
  • $580,000
  • 5Bd
  • 4Ba
  • 2,940 Sq Ft
SOLD
41515 Risen Star Ln, Leonardtown, MD 20650
  • $664,900
  • 5Bd
  • 4Ba
  • 4,136 Sq Ft
SOLD
41635 Ferber Ct, Leonardtown, MD 20650
  • $535,000
  • 4Bd
  • 3Ba
  • 2,222 Sq Ft
SOLD
22745 Duke St, Leonardtown, MD 20650
  • $285,500
  • 2Bd
  • 1Ba
  • 868 Sq Ft
SOLD
lot104 23695 Dragonfly Ln, Leonardtown, MD 20650
  • $439,900
  • 4Bd
  • 4Ba
SOLD
21060 Woodmere Dr, Leonardtown, MD 20650
  • $575,000
  • 5Bd
  • 4Ba
  • 3,075 Sq Ft
SOLD
20753 Chestnut Ridge Dr, Leonardtown, MD 20650
  • $560,000
  • 4Bd
  • 3Ba
  • 2,594 Sq Ft
SOLD
20697 Chingville Rd, Leonardtown, MD 20650
  • $475,203
  • 3Bd
  • 2Ba
  • 2,458 Sq Ft
SOLD
21738 Pinehurst Ct, Leonardtown, MD 20650
  • $487,000
  • 4Bd
  • 3Ba
  • 1,952 Sq Ft
SOLD
20250 Hawks Way, Leonardtown, MD 20650
  • $519,900
  • 3Bd
  • 2Ba
  • 1,557 Sq Ft
SOLD
42975 Baywood Pl, Leonardtown, MD 20650
  • $690,000
  • 4Bd
  • 3Ba
  • 3,372 Sq Ft
SOLD
23581 Gallent Fox Way, Leonardtown, MD 20650
  • $645,900
  • 4Bd
  • 4Ba
  • 3,736 Sq Ft
SOLD
lot106 23683 Dragonfly Ln, Leonardtown, MD 20650
  • $458,550
  • 4Bd
  • 4Ba
SOLD
22164 Miller Ct, Leonardtown, MD 20650
  • $1,052,000
  • 4Bd
  • 3Ba
  • 2,700 Sq Ft
SOLD
19137 Lake Dr, Leonardtown, MD 20650
  • $405,000
  • 3Bd
  • 3Ba
  • 1,308 Sq Ft
SOLD
22820 Duke St, Leonardtown, MD 20650
  • $340,000
  • 3Bd
  • 2Ba
  • 1,422 Sq Ft
SOLD
41832 Foxwell Point Ln, Leonardtown, MD 20650
  • $715,000
  • 3Bd
  • 4Ba
  • 3,683 Sq Ft
SOLD
lot107 23677 Dragonfly Ln, Leonardtown, MD 20650
  • $459,900
  • 4Bd
  • 4Ba
SOLD
42043 Starlight Dr, Leonardtown, MD 20650
  • $520,000
  • 4Bd
  • 4Ba
  • 2,472 Sq Ft
SOLD
21925 Budds Creek Rd, Leonardtown, MD 20650
  • $465,000
  • 3Bd
  • 2Ba
  • 2,527 Sq Ft
SOLD
22338 White Oak Rd, Leonardtown, MD 20650
  • $550,000
  • 4Bd
  • 3Ba
  • 2,328 Sq Ft
SOLD
41430 Challedon Way, Leonardtown, MD 20650
  • $639,000
  • 5Bd
  • 4Ba
  • 4,500 Sq Ft
SOLD
Kiskadee Lane, Leonardtown, MD 20650
  • $175,000
  • 3.53 Acre
SOLD
21920 Newtowne Neck Rd, Leonardtown, MD 20650
  • $520,000
  • 4Bd
  • 3Ba
  • 2,291 Sq Ft
SOLD
lot95 23718 Dragonfly Ln, Leonardtown, MD 20650
  • $439,900
  • 4Bd
  • 4Ba
SOLD
41895 Tomey Ct, Leonardtown, MD 20650
  • $529,900
  • 5Bd
  • 4Ba
  • 3,482 Sq Ft
SOLD
25365 Point Lookout Rd, Leonardtown, MD 20650
  • $425,000
  • 3Bd
  • 3Ba
  • 2,952 Sq Ft
SOLD
lot103 23701 Dragonfly Ln, Leonardtown, MD 20650
  • $469,900
  • 4Bd
  • 4Ba
SOLD
43543 Bayberry Ct, Leonardtown, MD 20650
  • $465,000
  • 3Bd
  • 2Ba
  • 1,732 Sq Ft
SOLD
44646 Medleys Neck Rd, Leonardtown, MD 20650
  • $50,000
  • 3Bd
  • 1Ba
  • 924 Sq Ft
SOLD
41492 Charismatic Way, Leonardtown, MD 20650
  • $637,000
  • 4Bd
  • 4Ba
  • 3,322 Sq Ft
SOLD
21039 Woodmere Dr, Leonardtown, MD 20650
  • $580,000
  • 5Bd
  • 3Ba
  • 4,112 Sq Ft
SOLD
41535 Singletree Dr, Leonardtown, MD 20650
  • $510,000
  • 4Bd
  • 3Ba
  • 2,262 Sq Ft
SOLD
40533 Breton Knolls Ct, Leonardtown, MD 20650
  • $175,000
  • 1.87 Acre
SOLD
41467 Osborne Ln, Leonardtown, MD 20650
  • $510,000
  • 4Bd
  • 4Ba
  • 2,827 Sq Ft
SOLD
101 - 150 of 581 Homes in Leonardtown, MD
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Leonardtown, MD real estate market trends

Statistics as of September 2026
$577K
Avg. list price
$197/Sqft
Avg. price/sqft
77
Homes for sale
2,737 Sqft
Avg. home size
50 Days
Avg. days on market
Movoto makes it easy to track market trends in Leonardtown, MD. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Leonardtown, MD?
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Information Deemed Reliable But Not Guaranteed
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Movoto participates, and is provided by BRIGHT through a licensing agreement.The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: 9/29/2026. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closedor are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHTMLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually solddue to reporting errors.
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