Movoto Real Estate

Homes Recently Sold in Leonardtown, MD | Page 3

586 Homes
 
lot101 23713 Dragonfly Ln, Leonardtown, MD 20650
  • $449,900
  • 4Bd
  • 4Ba
SOLD 05/22/26
41488 Pensive St, Leonardtown, MD 20650
  • $680,000
  • 5Bd
  • 4Ba
  • 3,992 Sq Ft
SOLD 05/21/26
40840 Greenwood Ln, Leonardtown, MD 20650
  • $1,049,900
  • 9Bd
  • 5Ba
  • 6,476 Sq Ft
SOLD 05/19/26
41505 Margrove Cir, Leonardtown, MD 20650
  • $450,000
  • 3Bd
  • 4Ba
  • 2,306 Sq Ft
SOLD
22343 Newtowne Neck Rd, Leonardtown, MD 20650
  • $450,000
  • 4Bd
  • 2Ba
  • 2,114 Sq Ft
SOLD
23324 Lindsay Dr, Leonardtown, MD 20650
  • $679,900
  • 5Bd
  • 4Ba
  • 4,168 Sq Ft
SOLD
20045 Tower Hill Rd, Leonardtown, MD 20650
  • $1,100,000
  • 5Bd
  • 7Ba
  • 7,376 Sq Ft
SOLD
43500 Deer Run Ct, Leonardtown, MD 20650
  • $727,360
  • 4Bd
  • 3Ba
  • 2,972 Sq Ft
SOLD
41516 Marwood Cir, Leonardtown, MD 20650
  • $440,000
  • 3Bd
  • 4Ba
  • 2,402 Sq Ft
SOLD
41810 Eastwick Ln #2301, Leonardtown, MD 20650
  • $302,000
  • 2Bd
  • 2Ba
  • 1,101 Sq Ft
SOLD
lot133 23691 Weeping Willow Way, Leonardtown, MD 20650
  • $497,400
  • 4Bd
  • 4Ba
SOLD
21335 Fairwood Ct, Leonardtown, MD 20650
  • $720,000
  • 5Bd
  • 4Ba
  • 4,533 Sq Ft
SOLD
43552 Bayberry Ct, Leonardtown, MD 20650
  • $579,900
  • 4Bd
  • 3Ba
  • 3,428 Sq Ft
SOLD
19921 Tower Hill Rd, Leonardtown, MD 20650
  • $100,000
  • 5.09 Acre
SOLD
40737 Bobwhite Ln, Leonardtown, MD 20650
  • $800,000
  • 4Bd
  • 4Ba
  • 5,454 Sq Ft
SOLD
44731 Blake Creek Rd, Leonardtown, MD 20650
  • $365,000
  • 3Bd
  • 2Ba
  • 1,644 Sq Ft
SOLD
22547 Landing Way, Leonardtown, MD 20650
  • $515,000
  • 3Bd
  • 4Ba
  • 2,764 Sq Ft
SOLD
lot108 23666 Weeping Willow Way, Leonardtown, MD 20650
  • $485,900
  • 4Bd
  • 4Ba
SOLD
Photos coming soon
  • $700,000
  • 4Bd
  • 3Ba
  • 2,400 Sq Ft
SOLD
Photos coming soon
  • $560,000
  • 5Bd
  • 3Ba
  • 3,482 Sq Ft
SOLD
41497 Affirmed Way, Leonardtown, MD 20650
  • $655,000
  • 5Bd
  • 4Ba
  • 3,934 Sq Ft
SOLD
Photos coming soon
  • $440,000
  • 4Bd
  • 3Ba
  • 2,176 Sq Ft
SOLD
23369 Marview Ct, Leonardtown, MD 20650
  • $435,000
  • 3Bd
  • 4Ba
  • 2,308 Sq Ft
SOLD
39725 Lady Baltimore Ave, Leonardtown, MD 20650
  • $310,000
  • 3Bd
  • 2Ba
  • 1,886 Sq Ft
SOLD
lot112 23690 Weeping Willow Way, Leonardtown, MD 20650
  • $499,900
  • 4Bd
  • 4Ba
  • 3,095 Sq Ft
SOLD
lot109 23672 Weeping Willow Way, Leonardtown, MD 20650
  • $449,900
  • 4Bd
  • 4Ba
SOLD
Photos coming soon
  • $570,000
  • 4Bd
  • 2Ba
  • 2,184 Sq Ft
SOLD
23311 Point Lookout Rd, Leonardtown, MD 20650
  • $340,000
  • 2Bd
  • 2Ba
  • 1,056 Sq Ft
SOLD
43018 Bluejay Ln, Leonardtown, MD 20650
  • $635,000
  • 4Bd
  • 3Ba
  • 2,888 Sq Ft
SOLD
21749 Pinehurst Ct, Leonardtown, MD 20650
  • $595,000
  • 4Bd
  • 4Ba
  • 3,410 Sq Ft
SOLD
21117 Catnip Ct, Leonardtown, MD 20650
  • $578,000
  • 5Bd
  • 4Ba
  • 3,526 Sq Ft
SOLD
44545 Brewer Ln, Leonardtown, MD 20650
  • $724,000
  • 4Bd
  • 4Ba
  • 3,243 Sq Ft
SOLD
22204 Nomoni St, Leonardtown, MD 20650
  • $315,000
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
SOLD
20959 Redgate Ln, Leonardtown, MD 20650
  • $150,000
  • 3Bd
  • 1Ba
  • 1,026 Sq Ft
SOLD
21345 Fairwood Ct, Leonardtown, MD 20650
  • $700,000
  • 5Bd
  • 4Ba
  • 4,080 Sq Ft
SOLD
41438 Silver Charm Ct, Leonardtown, MD 20650
  • $690,000
  • 5Bd
  • 4Ba
  • 4,180 Sq Ft
SOLD
lot105 23689 Dragonfly Ln, Leonardtown, MD 20650
  • $439,900
  • 4Bd
  • 4Ba
SOLD
39825 Sweetpea Ln, Leonardtown, MD 20650
  • $700,000
  • 4Bd
  • 4Ba
  • 2,442 Sq Ft
SOLD
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
101 - 150 of 586 Homes in Leonardtown, MD
1 2 3 4 5 ... 12
By entering my info and clicking Submit, I am providing my e-signature and express written consent to receive marketing emails, calls, and texts (including via automatic telephone dialing systems, AI generative, artificial or pre-recorded voice technology) relating to my inquiry from Movoto (and parties calling/messaging on their behalf) even if my number appears on the company, state, or national Do Not Call Registry. You also agree to ourTerms and Conditions and Privacy Policy. Consent not required to receive services (call 1-844-420-1270 to be connected without providing consent).

Explore nearby locations

The prices shown are the median list prices.

Narrow your search

Leonardtown, MD real estate market trends

Statistics as of November 2026
$535K
Avg. list price
$200/Sqft
Avg. price/sqft
81
Homes for sale
2,701 Sqft
Avg. home size
70 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?
Schools
Leonardtown, MD Schools. Ratings provided by great school See all…

Frequently Asked Questions about Leonardtown, MD

Meet with a real estate agent today (844) 417-0593
  • Movoto Logo
  • Download IOS APP Download Android APP
The multiple listing information is provided by BRIGHT MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Buyer to verify all information. The information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing information updated every 15 minutes. Terms of use & Privacy Policy, California Privacy Info. Copyright © 2005 - 2026 Movoto, Inc. All rights reserved. Equal Housing Opportunity CalDRE CalDRE #01517281
Movoto Real Estate is committed to ensuring accessibility for individuals with disabilities. We are continuously working to improve the accessibility of our web experience for everyone. We welcome feedback and accommodation requests, please submit them here.
© 2026 BRIGHT, All Rights Reserved
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: 11/14/2026. 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.
Requests for information regarding mortgage products will be directed to Movoto.com affiliate, Lower, LLC - a licensed Mortgage Lender (NMLS #1124061), or, based on your location, may be redirected to a participating mortgage marketing partner that may pay Lower, LLC for any consumer contact information provided through this site.