Movoto Real Estate

Homes Under $550K Price For Sale in Leonardtown, MD

47 Homes
 
39899 Lake Cecil Ln, Leonardtown, MD 20650
  • $339,900
  • 3Bd
  • 3Ba
  • 1,430 Sq Ft
Open SAT 11-1
39862 Big Pine Trl, Leonardtown, MD 20650
  • $420,000
  • 4Bd
  • 3Ba
  • 1,656 Sq Ft
23305 Joanne Dr, Leonardtown, MD 20650
  • $550,000
  • 4Bd
  • 4Ba
  • 3,348 Sq Ft
New 3 Days
22231 Bayside Rd, Leonardtown, MD 20650
  • $369,000
  • 3Bd
  • 3Ba
  • 1,092 Sq Ft
New 6 Days
22630 Quiet Ln, Leonardtown, MD 20650
  • $467,000
  • 3Bd
  • 3Ba
  • 1,568 Sq Ft
New 6 Days
21784 Potomac View Dr, Leonardtown, MD 20650
  • $399,999
  • 2Bd
  • 2Ba
  • 1,056 Sq Ft
New 7 Days
40751 Merlin Way, Leonardtown, MD 20650
  • $495,000
  • 5Bd
  • 3Ba
  • 2,601 Sq Ft
23208 Clarks Rest Rd, Leonardtown, MD 20650
  • $539,000
  • 4Bd
  • 4Ba
  • 3,006 Sq Ft
$10K
21944 Point Lookout Rd, Leonardtown, MD 20650
  • $79,900
  • —Bd
  • —Ba
  • 1,542 Sq Ft
22301 White Oak Rd, Leonardtown, MD 20650
  • $489,900
  • 3Bd
  • 3Ba
  • 1,976 Sq Ft
20270 Beauvue Ct, Leonardtown, MD 20650
  • $444,500
  • 4Bd
  • 4Ba
  • 2,666 Sq Ft
41608 Briarwood Cir, Leonardtown, MD 20650
  • $430,000
  • 3Bd
  • 4Ba
  • 2,379 Sq Ft
Open SAT 11-3
lot145 23629 Dragonfly Ln, Leonardtown, MD 20650
  • $479,900
  • 4Bd
  • 4Ba
  • 2,966 Sq Ft
lot155 23628 Dragonfly Ln, Leonardtown, MD 20650
  • $495,900
  • 1Bd
  • 4Ba
  • 3,095 Sq Ft
23405 Marview Ct, Leonardtown, MD 20650
  • $450,000
  • 3Bd
  • 4Ba
  • 2,306 Sq Ft
22538 Landing Way, Leonardtown, MD 20650
  • $505,000
  • 4Bd
  • 4Ba
  • 2,764 Sq Ft
$10K
43705 Redmond Rd, Leonardtown, MD 20650
  • $450,000
  • 3Bd
  • 2Ba
  • 1,462 Sq Ft
$25K
23899 Mcintosh Rd, Leonardtown, MD 20650
  • $412,500
  • 5Bd
  • 2Ba
  • 2,056 Sq Ft
$12.4K
43905 Lanedon Dr, Leonardtown, MD 20650
  • $290,000
  • 3Bd
  • 2Ba
  • 1,568 Sq Ft
43261 Cedarwood Ct, Leonardtown, MD 20650
  • $475,000
  • 4Bd
  • 3Ba
  • 2,200 Sq Ft
42163 Blacksmith Shop Rd, Leonardtown, MD 20650
  • $299,500
  • 3Bd
  • 2Ba
  • 1,218 Sq Ft
41495 Garrett Ct, Leonardtown, MD 20650
  • $469,900
  • 3Bd
  • 2Ba
  • 1,710 Sq Ft
$5K
20410 Chingville Rd, Leonardtown, MD 20650
  • $450,000
  • 4Bd
  • 3Ba
  • 2,604 Sq Ft
43488 Medleys Neck Rd, Leonardtown, MD 20650
  • $175,000
  • 5 Acre
41888 Jenkins Ct, Leonardtown, MD 20650
  • $535,000
  • 4Bd
  • 4Ba
  • 2,562 Sq Ft
$15K
40659 Klear Ct, Leonardtown, MD 20650
  • $429,000
  • 4Bd
  • 3Ba
  • 2,774 Sq Ft
$10K
lot143 23641 Dragonfly Ln, Leonardtown, MD 20650
  • $454,900
  • 4Bd
  • 4Ba
Open THU 11-4
22501 Bull Rd, Leonardtown, MD 20650
  • $175,000
  • 7.58 Acre
21365 Bogies Ln, Leonardtown, MD 20650
  • $299,000
  • 5.8 Acre
41650 Miss Bessie Dr, Leonardtown, MD 20650
  • $155,000
  • 0.44 Acre
43954 Main Way Rd, Leonardtown, MD 20650
  • $449,900
  • 3Bd
  • 3Ba
  • 1,691 Sq Ft
$20K
Parcel 323 Tract 2 Washington Street, Leonardtown, MD 20650
  • $399,000
  • 0.25 Acre
Whirlwind Road, Leonardtown, MD 20650
  • $279,000
  • 23.44 Acre
$9.9K
23636 Gunnell Dr, Leonardtown, MD 20650
  • $529,900
  • 4Bd
  • 3Ba
  • 2,948 Sq Ft
$30K
42700 Moll Dyer Rd, Leonardtown, MD 20650
  • $240,000
  • 15 Acre
$50K
lot157 23640 Dragonfly Ln, Leonardtown, MD 20650
  • $454,900
  • 4Bd
  • 4Ba
  • 2,571 Sq Ft
lot154 23808 Wisteria Ln, Leonardtown, MD 20650
  • $485,900
  • 4Bd
  • 4Ba
  • 2,966 Sq Ft
$6K
lot156 23634 Dragonfly Ln, Leonardtown, MD 20650
  • $454,900
  • 4Bd
  • 4Ba
  • 2,554 Sq Ft
Open THU 12-12
lot140 23659 Dragonfly Ln, Leonardtown, MD 20650
  • $454,900
  • 4Bd
  • 4Ba
  • 2,604 Sq Ft
Open THU 11-4
lot151 23790 Wisteria Ln, Leonardtown, MD 20650
  • $489,900
  • 4Bd
  • 4Ba
  • 3,095 Sq Ft
lot159 23652 Dragonfly Ln, Leonardtown, MD 20650
  • $479,900
  • 4Bd
  • 4Ba
  • 2,966 Sq Ft
lot158 23646 Dragonfly Ln, Leonardtown, MD 20650
  • $449,900
  • 4Bd
  • 4Ba
  • 2,554 Sq Ft
lot144 23635 Dragonfly Ln, Leonardtown, MD 20650
  • $449,900
  • 4Bd
  • 4Ba
  • 2,604 Sq Ft
41708 Fenwick St, Leonardtown, MD 20650
  • $300,000
  • 1.51 Acre
20798 Waterside Dr, Leonardtown, MD 20650
  • $429,000
  • 2Bd
  • 1Ba
  • 1,018 Sq Ft
$21K
St. Andrews Church Road, Leonardtown, MD 20650
  • $175,000
  • 6.24 Acre
20265 Hawks Way, Leonardtown, MD 20650
  • $149,900
  • 1.44 Acre
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1 - 47 of 47 Homes for sale in Leonardtown, MD
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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?
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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: 11/11/2026. 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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