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Leonardtown Middle School Zone Homes For Sale | Page 2

128 Homes
 
43261 Cedarwood Ct, Leonardtown, MD 20650
  • $475,000
  • 4Bd
  • 3Ba
  • 2,200 Sq Ft
24445 Mount Pleasant Rd, Hollywood, MD 20636
  • $370,000
  • 3Bd
  • 2Ba
  • 1,880 Sq Ft
42163 Blacksmith Shop Rd, Leonardtown, MD 20650
  • $299,500
  • 3Bd
  • 2Ba
  • 1,218 Sq Ft
23513 Sly Fox Way, Leonardtown, MD 20650
  • $650,000
  • 4Bd
  • 4Ba
  • 3,344 Sq Ft
41517 Margrove Cir, Leonardtown, MD 20650
  • $424,900
  • 4Bd
  • 4Ba
  • 2,306 Sq Ft
22157 Monterey Pl, Leonardtown, MD 20650
  • $649,900
  • 4Bd
  • 3Ba
  • 3,314 Sq Ft
20999 Black Duck Ct, Callaway, MD 20620
  • $389,900
  • 3Bd
  • 3Ba
  • 1,588 Sq Ft
43175 N Megan Ln, Leonardtown, MD 20650
  • $1,450,000
  • 70.61 Acre
19445 Blake Farms Ln, Leonardtown, MD 20650
  • $850,000
  • 3Bd
  • 3Ba
  • 2,731 Sq Ft
40717 Lake And Breton View Dr, Leonardtown, MD 20650
  • $435,000
  • 4Bd
  • 3Ba
  • 2,624 Sq Ft
22386 Laceys Ln, California, MD 20619
  • $424,900
  • 4Bd
  • 3Ba
  • 1,834 Sq Ft
23655 Daniel Farm Ln, Hollywood, MD 20636
  • $500,000
  • 4Bd
  • 3Ba
  • 1,804 Sq Ft
25757 Ricky Dr, Hollywood, MD 20636
  • $419,000
  • 3Bd
  • 3Ba
  • 2,020 Sq Ft
lot139 23665 Dragonfly Ln, Leonardtown, MD 20650
  • $449,900
  • 4Bd
  • 4Ba
44015 Drum Cliff Rd, Hollywood, MD 20636
  • $825,000
  • 2Bd
  • 2Ba
  • 1,783 Sq Ft
23620 Gunnell Dr, Leonardtown, MD 20650
  • $615,000
  • 5Bd
  • 4Ba
  • 4,346 Sq Ft
41650 Miss Bessie Dr, Leonardtown, MD 20650
  • $155,000
  • 0.44 Acre
41180 Living Water Ln, Mechanicsville, MD 20659
  • $145,000
  • 3.42 Acre
$40K
43954 Main Way Rd, Leonardtown, MD 20650
  • $449,900
  • 3Bd
  • 3Ba
  • 1,691 Sq Ft
$20K
43410 Old Wharf Ln, Hollywood, MD 20636
  • $1,299,000
  • 4Bd
  • 3Ba
  • 2,748 Sq Ft
$51K
25397 Allston Ln, Hollywood, MD 20636
  • $434,900
  • 3Bd
  • 2Ba
  • 1,497 Sq Ft
$10K
41462 Culpepper Way, Leonardtown, MD 20650
  • $624,900
  • 4Bd
  • 4Ba
  • 3,314 Sq Ft
$10.1K
43816 Raspberry Ln, Hollywood, MD 20636
  • $724,986
  • 3Bd
  • 4Ba
  • 2,551 Sq Ft
$40K
lot5 42096 Wildflower Dr, Leonardtown, MD 20650
  • $619,900
  • 4Bd
  • 3Ba
  • 2,976 Sq Ft
lot4 42102 Wildflower Dr, Leonardtown, MD 20650
  • $609,900
  • 4Bd
  • 3Ba
  • 2,701 Sq Ft
lot3 42108 Wildflower Dr, Leonardtown, MD 20650
  • $614,900
  • 4Bd
  • 3Ba
  • 3,072 Sq Ft
lot7 42084 Wildflower Dr, Leonardtown, MD 20650
  • $629,900
  • 4Bd
  • 3Ba
  • 3,072 Sq Ft
Parcel 323 Tract 2 Washington Street, Leonardtown, MD 20650
  • $399,000
  • 0.25 Acre
24301 Old Hollywood Rd, Hollywood, MD 20636
  • $459,900
  • 3Bd
  • 2Ba
  • 2,365 Sq Ft
$15.1K
40115 Combs Creek Way, Leonardtown, MD 20650
  • $1,590,000
  • 5Bd
  • 4Ba
  • 2,993 Sq Ft
$110K
Whirlwind Road, Leonardtown, MD 20650
  • $279,000
  • 23.44 Acre
$9.9K
42205 Ridge Rd, Mechanicsville, MD 20659
  • $399,000
  • 4Bd
  • 3Ba
  • 1,792 Sq Ft
$16K
22393 Saint Clements Ave, Leonardtown, MD 20650
  • $738,997
  • 4Bd
  • 4Ba
  • 2,097 Sq Ft
$10K
42700 Moll Dyer Rd, Leonardtown, MD 20650
  • $240,000
  • 15 Acre
$50K
23955 Hollywood Rd, Hollywood, MD 20636
  • $275,000
  • 3Bd
  • 2Ba
  • 1,192 Sq Ft
$25K
lot156 23634 Dragonfly Ln, Leonardtown, MD 20650
  • $454,900
  • 4Bd
  • 4Ba
  • 2,554 Sq Ft
$5K
lot140 23659 Dragonfly Ln, Leonardtown, MD 20650
  • $454,900
  • 4Bd
  • 4Ba
  • 2,604 Sq Ft
$5K
42249 Saint Johns Rd, Leonardtown, MD 20650
  • $364,900
  • 3Bd
  • 2Ba
  • 1,161 Sq Ft
$10K
41708 Fenwick St, Leonardtown, MD 20650
  • $300,000
  • 1.51 Acre
41620 Church St, Leonardtown, MD 20650
  • $389,000
  • 3Bd
  • 2Ba
  • 1,728 Sq Ft
$10K
24040 Hollywood Rd, Hollywood, MD 20636
  • $320,000
  • 3Bd
  • 1Ba
  • 1,000 Sq Ft
$15K
20798 Waterside Dr, Leonardtown, MD 20650
  • $450,000
  • 2Bd
  • 1Ba
  • 1,018 Sq Ft
$50K
Cat Creek Road, Mechanicsville, MD 20659
  • $130,000
  • 4.08 Acre
St. Andrews Church Road, Leonardtown, MD 20650
  • $175,000
  • 6.24 Acre
20265 Hawks Way, Leonardtown, MD 20650
  • $149,900
  • 1.44 Acre
Saint Johns Road, Hollywood, MD 20636
  • $200,000
  • 1.2 Acre
$25K
26350 Three Notch Road Rd, Mechanicsville, MD 20659
  • $200,000
  • 2.56 Acre
19700 Mulberry Fields Rd, Leonardtown, MD 20650
  • $15,000,000
  • 6Bd
  • 5Ba
  • 5,500 Sq Ft
$5M
Bayside Road, Leonardtown, MD 20650
  • $1,750,000
  • 4Bd
  • 2Ba
  • 2,130 Sq Ft
$115K
26188 Skyview Dr, Hollywood, MD 20636
  • $399,000
  • 3Bd
  • 2Ba
  • 2,150 Sq Ft
$100K
51 - 100 of 128 Homes for sale in Leonardtown, MD
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Leonardtown, MD real estate market trends

Statistics as of October 2026
$560K
Avg. list price
$200/Sqft
Avg. price/sqft
75
Homes for sale
2,730 Sqft
Avg. home size
66 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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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: 10/6/2026. 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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