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Leonardtown High School Zone Homes For Sale | Page 4

214 Homes
 
43261 Cedarwood Ct, Leonardtown, MD 20650
  • $475,000
  • 4Bd
  • 3Ba
  • 2,200 Sq Ft
44757 Woodlake Ct, California, MD 20619
  • $225,000
  • 2Bd
  • 2Ba
  • 936 Sq Ft
23513 Sly Fox Way, Leonardtown, MD 20650
  • $650,000
  • 4Bd
  • 4Ba
  • 3,344 Sq Ft
43808 Sassafras Dr, California, MD 20619
  • $400,000
  • 3Bd
  • 2Ba
  • 1,207 Sq Ft
23436 Canna Ct, California, MD 20619
  • $640,000
  • 4Bd
  • 5Ba
  • 5,362 Sq Ft
44340 Azalea Way, California, MD 20619
  • $395,000
  • 3Bd
  • 4Ba
  • 2,394 Sq Ft
41517 Margrove Cir, Leonardtown, MD 20650
  • $424,900
  • 4Bd
  • 4Ba
  • 2,306 Sq Ft
23060 Piney Wood Cir, California, MD 20619
  • $499,900
  • 3Bd
  • 2Ba
  • 2,016 Sq Ft
22157 Monterey Pl, Leonardtown, MD 20650
  • $649,900
  • 4Bd
  • 3Ba
  • 3,314 Sq Ft
44567 Three Coves Rd, Hollywood, MD 20636
  • $425,000
  • 3Bd
  • 2Ba
  • 1,288 Sq Ft
20999 Black Duck Ct, Callaway, MD 20620
  • $389,900
  • 3Bd
  • 3Ba
  • 1,588 Sq Ft
23311 Sugar Maple Ct #12B, California, MD 20619
  • $185,000
  • 1Bd
  • 1Ba
  • 759 Sq Ft
23184 Bent Tree Ln, California, MD 20619
  • $335,000
  • 3Bd
  • 2Ba
  • 1,298 Sq Ft
45298 Nats Creek Rd, Hollywood, MD 20636
  • $650,000
  • 3Bd
  • 2Ba
  • 1,280 Sq Ft
43175 N Megan Ln, Leonardtown, MD 20650
  • $1,450,000
  • 70.61 Acre
45950 Bates Rd, Great Mills, MD 20634
  • $360,000
  • 3Bd
  • 2Ba
  • 1,520 Sq Ft
24753 24753 Half Pone Point Rd, Hollywood, MD 20636
  • $799,900
  • 2Bd
  • 3Ba
  • 1,871 Sq Ft
45795 Stoney Run Dr, Great Mills, MD 20634
  • $560,000
  • 4Bd
  • 4Ba
  • 2,964 Sq Ft
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
45059 Nolan Ct, Hollywood, MD 20636
  • $499,990
  • 4Bd
  • 2Ba
  • 2,771 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
25991 Sotterley Rd, Hollywood, MD 20636
  • $350,000
  • 3Bd
  • 2Ba
  • 1,400 Sq Ft
23066 Mountain Laurel Ln, California, MD 20619
  • $380,000
  • 3Bd
  • 4Ba
  • 2,188 Sq Ft
43693 Wild Iris St, California, MD 20619
  • $635,000
  • 4Bd
  • 5Ba
  • 3,800 Sq Ft
16102 Piney Point Rd, Piney Point, MD 20674
  • $330,000
  • 0.34 Acre
44706 Clarkes Landing Rd, Hollywood, MD 20636
  • $425,000
  • 4Bd
  • 2Ba
  • 2,032 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
23750 Hollywood Rd, Leonardtown, MD 20650
  • $390,000
  • 5Bd
  • 3Ba
  • 1,080 Sq Ft
24318 Miley Dr, Hollywood, MD 20636
  • $619,900
  • 4Bd
  • 4Ba
  • 4,068 Sq Ft
43559 John B Thompson Rd, Hollywood, MD 20636
  • $250,000
  • 3Bd
  • 2Ba
  • 992 Sq Ft
23011 Newtowne Neck Rd, Leonardtown, MD 20650
  • $350,000
  • 5Bd
  • 2Ba
  • 1,552 Sq Ft
42000 Pleasant Valley Ct, Hollywood, MD 20636
  • $830,000
  • 4Bd
  • 4Ba
  • 3,196 Sq Ft
23177 Heatherwood Ln, California, MD 20619
  • $460,000
  • 3Bd
  • 2Ba
  • 1,886 Sq Ft
20811 Harlequin Ln, Callaway, MD 20620
  • $242,400
  • 2Bd
  • 3Ba
  • 1,588 Sq Ft
41444 Osborne Ln, Leonardtown, MD 20650
  • $599,900
  • 4Bd
  • 4Ba
  • 3,690 Sq Ft
40777 Center 40 Cir, Leonardtown, MD 20650
  • $524,900
  • 4Bd
  • 3Ba
  • 2,370 Sq Ft
44294 Plantation Ct, California, MD 20619
  • $549,900
  • 5Bd
  • 3Ba
  • 2,632 Sq Ft
18800 Mckays Beach Rd, Leonardtown, MD 20650
  • $350,000
  • 3Bd
  • 2Ba
  • 1,667 Sq Ft
23591 Margrave Dr, Leonardtown, MD 20650
  • $649,000
  • 5Bd
  • 4Ba
  • 4,051 Sq Ft
lot157 23640 Dragonfly Ln, Leonardtown, MD 20650
  • $454,900
  • 4Bd
  • 4Ba
  • 2,571 Sq Ft
17863 2nd St, Tall Timbers, MD 20690
  • $349,900
  • 3Bd
  • 3Ba
  • 1,500 Sq Ft
lot154 23808 Wisteria Ln, Leonardtown, MD 20650
  • $479,900
  • 4Bd
  • 4Ba
  • 2,966 Sq Ft
23294 Holly Hill Ln, California, MD 20619
  • $429,900
  • 3Bd
  • 4Ba
  • 2,552 Sq Ft
Photos coming soon
  • $695,812
  • 4Bd
  • 3Ba
  • 2,886 Sq Ft
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
151 - 200 of 214 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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