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Homes Recently Sold in Leonardtown, MD | Page 4

581 Homes
 
lot88 23676 Dragonfly Ln, Leonardtown, MD 20650
  • $447,400
  • 4Bd
  • 4Ba
  • 2,604 Sq Ft
SOLD
45474 Medleys Neck Rd, Leonardtown, MD 20650
  • $635,000
  • 3Bd
  • 3Ba
  • 2,653 Sq Ft
SOLD
lot96 23724 Dragonfly Ln, Leonardtown, MD 20650
  • $447,400
  • 4Bd
  • 4Ba
SOLD
22626 Chickadee Ln, Leonardtown, MD 20650
  • $614,900
  • 4Bd
  • 4Ba
  • 3,048 Sq Ft
SOLD
23098 Town Run Dr, Leonardtown, MD 20650
  • $681,000
  • 5Bd
  • 4Ba
  • 3,642 Sq Ft
SOLD
lot92 23700 Dragonfly Ln, Leonardtown, MD 20650
  • $439,900
  • 4Bd
  • 4Ba
SOLD
23261 Jenifer Ct, Leonardtown, MD 20650
  • $565,000
  • 5Bd
  • 4Ba
  • 3,575 Sq Ft
SOLD
22539 Landing Way, Leonardtown, MD 20650
  • $518,500
  • 3Bd
  • 4Ba
  • 2,764 Sq Ft
SOLD
40744 Fawns Rest Way, Leonardtown, MD 20650
  • $731,084
  • 4Bd
  • 3Ba
  • 3,313 Sq Ft
SOLD
lot91 23694 Dragonfly Ln, Leonardtown, MD 20650
  • $439,900
  • 4Bd
  • 4Ba
SOLD
lot90 23688 Dragonfly Ln, Leonardtown, MD 20650
  • $469,900
  • 4Bd
  • 4Ba
SOLD
lot93 23706 Dragonfly Ln, Leonardtown, MD 20650
  • $459,900
  • 4Bd
  • 4Ba
  • 2,966 Sq Ft
SOLD
22592 Quiet Ln, Leonardtown, MD 20650
  • $430,000
  • 2Bd
  • 2Ba
  • 1,908 Sq Ft
SOLD
22216 Hanover Dr, Leonardtown, MD 20650
  • $640,000
  • 5Bd
  • 5Ba
  • 4,206 Sq Ft
SOLD
43107 Gum Spring Dr, Leonardtown, MD 20650
  • $625,000
  • 3Bd
  • 3Ba
  • 2,742 Sq Ft
SOLD
lot97 23730 Dragonfly Ln, Leonardtown, MD 20650
  • $459,900
  • 4Bd
  • 4Ba
SOLD
lot94 23712 Dragonfly Ln, Leonardtown, MD 20650
  • $469,900
  • 4Bd
  • 4Ba
SOLD
40534 Miss Ettas Way, Leonardtown, MD 20650
  • $480,000
  • 3Bd
  • 3Ba
  • 1,770 Sq Ft
SOLD
21515 Our Drive Way, Leonardtown, MD 20650
  • $492,000
  • 4Bd
  • 2Ba
  • 1,848 Sq Ft
SOLD
44504 Watson Ln, Leonardtown, MD 20650
  • $465,000
  • 3Bd
  • 2Ba
  • 2,304 Sq Ft
SOLD
21745 Pinehurst Ct, Leonardtown, MD 20650
  • $610,000
  • 4Bd
  • 3Ba
  • 2,860 Sq Ft
SOLD
41435 Osborne Ln, Leonardtown, MD 20650
  • $665,000
  • 6Bd
  • 5Ba
  • 4,145 Sq Ft
SOLD
21983 Point Lookout Rd, Leonardtown, MD 20650
  • $163,500
  • 2Bd
  • 1Ba
  • 1,144 Sq Ft
SOLD
22305 Hanover Dr, Leonardtown, MD 20650
  • $629,000
  • 4Bd
  • 3Ba
  • 3,404 Sq Ft
SOLD
23534 Belmar Dr, Leonardtown, MD 20650
  • $639,000
  • 5Bd
  • 4Ba
  • 4,738 Sq Ft
SOLD
41650 Matthew Ct, Leonardtown, MD 20650
  • $475,000
  • 4Bd
  • 3Ba
  • 2,230 Sq Ft
SOLD
41130 Cryer Ct, Leonardtown, MD 20650
  • $485,000
  • 3Bd
  • 2Ba
  • 1,488 Sq Ft
SOLD
23155 Greenstone, Leonardtown, MD 20650
  • $1,300,000
  • 6Bd
  • 4Ba
  • 5,888 Sq Ft
SOLD
23242 Clarks Rest Rd, Leonardtown, MD 20650
  • $589,000
  • 5Bd
  • 4Ba
  • 3,296 Sq Ft
SOLD
23730 Hicks Dr, Leonardtown, MD 20650
  • $402,000
  • 3Bd
  • 2Ba
  • 1,992 Sq Ft
SOLD
20919 Ridge Path Way, Leonardtown, MD 20650
  • $549,000
  • 4Bd
  • 4Ba
  • 3,465 Sq Ft
SOLD
41474 Charismatic Way, Leonardtown, MD 20650
  • $639,000
  • 5Bd
  • 4Ba
  • 3,647 Sq Ft
SOLD
20591 Chestnut Ridge Dr, Leonardtown, MD 20650
  • $599,900
  • 5Bd
  • 4Ba
  • 3,061 Sq Ft
SOLD
20413 Scarlet Tanager Way, Leonardtown, MD 20650
  • $575,000
  • 4Bd
  • 3Ba
  • 3,094 Sq Ft
SOLD
41900 Nazareth Ct, Leonardtown, MD 20650
  • $460,000
  • 4Bd
  • 3Ba
  • 2,528 Sq Ft
SOLD
23745 Bayside Rd, Leonardtown, MD 20650
  • $415,000
  • 3Bd
  • 2Ba
  • 1,344 Sq Ft
SOLD
41480 Whimsical Ct, Leonardtown, MD 20650
  • $680,000
  • 5Bd
  • 4Ba
  • 3,825 Sq Ft
SOLD
20814 Deer Wood Park Dr, Leonardtown, MD 20650
  • $560,000
  • 4Bd
  • 3Ba
  • 3,412 Sq Ft
SOLD
21056 Woodmere Dr, Leonardtown, MD 20650
  • $500,000
  • 4Bd
  • 3Ba
  • 2,205 Sq Ft
SOLD
22362 Armstrong Dr, Leonardtown, MD 20650
  • $425,000
  • 3Bd
  • 3Ba
  • 2,028 Sq Ft
SOLD
23849 Point Lookout Rd, Leonardtown, MD 20650
  • $355,000
  • 3Bd
  • 2Ba
  • 1,092 Sq Ft
SOLD
Photos coming soon
  • $300,000
  • 2Bd
  • 2Ba
  • 1,200 Sq Ft
SOLD
41430 Whimsical Ct, Leonardtown, MD 20650
  • $645,000
  • 5Bd
  • 4Ba
  • 3,907 Sq Ft
SOLD
23348 Lindsay Dr, Leonardtown, MD 20650
  • $570,000
  • 5Bd
  • 4Ba
  • 3,540 Sq Ft
SOLD
23092 Town Run Dr, Leonardtown, MD 20650
  • $619,000
  • 5Bd
  • 4Ba
  • 3,806 Sq Ft
SOLD
lot87 23670 Dragonfly Ln, Leonardtown, MD 20650
  • $447,400
  • 4Bd
  • 4Ba
  • 2,554 Sq Ft
SOLD
41505 Knight Rd, Leonardtown, MD 20650
  • $4,995,000
  • 5Bd
  • 8Ba
  • 12,113 Sq Ft
SOLD
lot89 23682 Dragonfly Ln, Leonardtown, MD 20650
  • $464,900
  • 4Bd
  • 4Ba
  • 2,966 Sq Ft
SOLD
23080 Town Run Dr, Leonardtown, MD 20650
  • $686,000
  • 5Bd
  • 4Ba
  • 3,794 Sq Ft
SOLD
43571 Bayberry Ct, Leonardtown, MD 20650
  • $600,000
  • 4Bd
  • 3Ba
  • 2,946 Sq Ft
SOLD
151 - 200 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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