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Leonardtown Middle School Zone Homes For Sale | Page 3

129 Homes
 
23750 Hollywood Rd, Leonardtown, MD 20650
  • $390,000
  • 5Bd
  • 3Ba
  • 1,080 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
42161 Patuxent Dr, Mechanicsville, MD 20659
  • $449,500
  • 3Bd
  • 3Ba
  • 2,594 Sq Ft
20811 Harlequin Ln, Callaway, MD 20620
  • $242,400
  • 2Bd
  • 3Ba
  • 1,588 Sq Ft
41160 Living Water Ln, Mechanicsville, MD 20659
  • $148,000
  • 3.05 Acre
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
23636 Gunnell Dr, Leonardtown, MD 20650
  • $559,900
  • 4Bd
  • 3Ba
  • 2,948 Sq Ft
lot157 23640 Dragonfly Ln, Leonardtown, MD 20650
  • $454,900
  • 4Bd
  • 4Ba
  • 2,571 Sq Ft
lot154 23808 Wisteria Ln, Leonardtown, MD 20650
  • $479,900
  • 4Bd
  • 4Ba
  • 2,966 Sq Ft
25826 S Sandgates Rd, Mechanicsville, MD 20659
  • $459,900
  • 3Bd
  • 2Ba
  • 1,288 Sq Ft
39645 Sweetpea Ln, Leonardtown, MD 20650
  • $799,900
  • 3.56 Acre
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
42195 White Point Beach Rd, Leonardtown, MD 20650
  • $659,000
  • 3Bd
  • 2Ba
  • 1,636 Sq Ft
lot144 23635 Dragonfly Ln, Leonardtown, MD 20650
  • $449,900
  • 4Bd
  • 4Ba
  • 2,604 Sq Ft
40461 Old Breton Beach Rd, Leonardtown, MD 20650
  • $650,000
  • 2Bd
  • 3Ba
  • 2,040 Sq Ft
lot142 23647 Dragonfly Ln, Leonardtown, MD 20650
  • $489,900
  • 4Bd
  • 4Ba
  • 3,095 Sq Ft
40624 Breton Oaks Ln, Leonardtown, MD 20650
  • $779,000
  • 4Bd
  • 4Ba
  • 2,745 Sq Ft
lot12 Skyview Dr, Hollywood, MD 20636
  • $10,000
  • 0.32 Acre
22615 Washington St, Leonardtown, MD 20650
  • $599,950
  • —Bd
  • —Ba
  • 1,691 Sq Ft
43979 Drum Cliff Rd, Hollywood, MD 20636
  • $499,900
  • 2Bd
  • 2Ba
  • 3,140 Sq Ft
42520 Riverwinds Dr, Leonardtown, MD 20650
  • $1,999,999
  • 4Bd
  • 2Ba
  • 2,744 Sq Ft
44798 Medleys Neck Rd, Leonardtown, MD 20650
  • $772,000
  • 4Bd
  • 5Ba
  • 3,000 Sq Ft
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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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Frequently Asked Questions about 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: 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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