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Homes Recently Sold in Leonardtown, MD | Page 8

581 Homes
 
41408 W Citation St, Leonardtown, MD 20650
  • $740,000
  • 5Bd
  • 5Ba
  • 4,960 Sq Ft
SOLD
Waterside Drive, Leonardtown, MD 20650
  • $12,000
  • 0.12 Acre
SOLD
39834 Big Pine Trl, Leonardtown, MD 20650
  • $335,000
  • 3Bd
  • 2Ba
  • 1,344 Sq Ft
SOLD
41504 Affirmed Way, Leonardtown, MD 20650
  • $685,000
  • 5Bd
  • 4Ba
  • 3,824 Sq Ft
SOLD
20990 Woodmere Dr, Leonardtown, MD 20650
  • $499,900
  • 4Bd
  • 3Ba
  • 2,404 Sq Ft
SOLD
22536 Landing Way, Leonardtown, MD 20650
  • $490,000
  • 3Bd
  • 4Ba
  • 2,764 Sq Ft
SOLD
41650 Marie Ct, Leonardtown, MD 20650
  • $556,000
  • 4Bd
  • 4Ba
  • 2,808 Sq Ft
SOLD
20708 Waterside Dr, Leonardtown, MD 20650
  • $635,000
  • 3Bd
  • 2Ba
  • 1,836 Sq Ft
SOLD
18808 Mckays Beach Rd, Leonardtown, MD 20650
  • $250,000
  • 2Bd
  • 1Ba
  • 768 Sq Ft
SOLD
23244 Jenifer Ct, Leonardtown, MD 20650
  • $552,000
  • 4Bd
  • 3Ba
  • 3,357 Sq Ft
SOLD
40883 Meadow Dr, Leonardtown, MD 20650
  • $589,900
  • 5Bd
  • 3Ba
  • 2,264 Sq Ft
SOLD
41390 Philip Ln, Leonardtown, MD 20650
  • $935,000
  • 6Bd
  • 5Ba
  • 5,846 Sq Ft
SOLD
23028 Hopton Ln, Leonardtown, MD 20650
  • $330,000
  • 3Bd
  • 1Ba
  • 960 Sq Ft
SOLD
41459 Dauber Way, Leonardtown, MD 20650
  • $700,000
  • 5Bd
  • 5Ba
  • 4,395 Sq Ft
SOLD
43753 Stephenson Dr, Leonardtown, MD 20650
  • $475,000
  • —Bd
  • —Ba
SOLD
39653 Potomac Ave, Leonardtown, MD 20650
  • $888,000
  • 3Bd
  • 3Ba
  • 3,150 Sq Ft
SOLD
21829 Rosebank Ct, Leonardtown, MD 20650
  • $840,000
  • 4Bd
  • 3Ba
  • 3,428 Sq Ft
SOLD
41474 Affirmed Way, Leonardtown, MD 20650
  • $645,000
  • 5Bd
  • 4Ba
  • 3,050 Sq Ft
SOLD
40606 Crimson Way, Leonardtown, MD 20650
  • $145,000
  • 1.38 Acre
SOLD
22830 Lawrence Ave, Leonardtown, MD 20650
  • $187,000
  • 3Bd
  • 2Ba
  • 1,485 Sq Ft
SOLD
21919 Budds Creek Rd, Leonardtown, MD 20650
  • $356,895
  • 3Bd
  • 1Ba
  • 1,680 Sq Ft
SOLD
21104 Rosebay Way, Leonardtown, MD 20650
  • $615,000
  • 4Bd
  • 4Ba
  • 3,680 Sq Ft
SOLD
42798 Saint Andrews Church Rd, Leonardtown, MD 20650
  • $405,000
  • 3Bd
  • 3Ba
  • 3,692 Sq Ft
SOLD
41400 Heritage Ln, Leonardtown, MD 20650
  • $605,000
  • 5Bd
  • 4Ba
  • 3,240 Sq Ft
SOLD
23571 Gunnell Dr, Leonardtown, MD 20650
  • $545,000
  • 4Bd
  • 3Ba
  • 2,652 Sq Ft
SOLD
22266 Orchard Ct, Leonardtown, MD 20650
  • $575,000
  • 4Bd
  • 3Ba
  • 2,366 Sq Ft
SOLD
22809 Washington St, Leonardtown, MD 20650
  • $969,900
  • 4Bd
  • 3Ba
  • 2,840 Sq Ft
SOLD
22292 White Oak Rd, Leonardtown, MD 20650
  • $435,000
  • 3Bd
  • 3Ba
  • 1,716 Sq Ft
SOLD
44471 Hawks Nest Estate Ln, Leonardtown, MD 20650
  • $200,000
  • 3Bd
  • 1Ba
  • 1,824 Sq Ft
SOLD
22430 Hood Ln, Leonardtown, MD 20650
  • $901,000
  • 6Bd
  • 5Ba
  • 5,026 Sq Ft
SOLD
40688 S 40 Dr, Leonardtown, MD 20650
  • $465,000
  • 4Bd
  • 3Ba
  • 2,318 Sq Ft
SOLD
22264 Nomoni St, Leonardtown, MD 20650
  • $250,000
  • 3Bd
  • 1Ba
  • 864 Sq Ft
SOLD
20740 Chestnut Ridge Dr, Leonardtown, MD 20650
  • $599,980
  • 4Bd
  • 4Ba
  • 3,572 Sq Ft
SOLD
21821 Rosebank Ct, Leonardtown, MD 20650
  • $849,900
  • 5Bd
  • 4Ba
  • 4,200 Sq Ft
SOLD
19795 Tower Hill Rd, Leonardtown, MD 20650
  • $850,000
  • 5Bd
  • 4Ba
  • 3,681 Sq Ft
SOLD
21505 Our Drive Way, Leonardtown, MD 20650
  • $485,000
  • 4Bd
  • 2Ba
  • 1,792 Sq Ft
SOLD
41700 Mattingly St, Leonardtown, MD 20650
  • $363,500
  • 4Bd
  • 2Ba
  • 1,860 Sq Ft
SOLD
41518 Fairwood Ct, Leonardtown, MD 20650
  • $639,950
  • 4Bd
  • 3Ba
  • 2,947 Sq Ft
SOLD
23567 Pine Bluff Way, Leonardtown, MD 20650
  • $610,000
  • 4Bd
  • 4Ba
  • 3,736 Sq Ft
SOLD
23381 Marview Ct, Leonardtown, MD 20650
  • $430,000
  • 3Bd
  • 4Ba
  • 2,306 Sq Ft
SOLD
23638 Abraham Dr, Leonardtown, MD 20650
  • $560,000
  • 5Bd
  • 4Ba
  • 3,352 Sq Ft
SOLD
40325 Rosebank Ln, Leonardtown, MD 20650
  • $715,000
  • 3Bd
  • 3Ba
  • 1,620 Sq Ft
SOLD
23593 Gallent Fox Way, Leonardtown, MD 20650
  • $645,000
  • 5Bd
  • 4Ba
  • 4,364 Sq Ft
SOLD
23380 Marview Ct, Leonardtown, MD 20650
  • $422,000
  • 3Bd
  • 4Ba
  • 2,306 Sq Ft
SOLD
22265 Orchard Ct, Leonardtown, MD 20650
  • $881,000
  • 6Bd
  • 5Ba
  • 4,873 Sq Ft
SOLD
20440 Chingville, Leonardtown, MD 20650
  • $355,000
  • 3Bd
  • 2Ba
  • 1,776 Sq Ft
SOLD
23273 Clarks Rest Rd, Leonardtown, MD 20650
  • $770,423
  • 5Bd
  • 5Ba
SOLD
43785 Blake Creek Rd, Leonardtown, MD 20650
  • $332,000
  • 3Bd
  • 2Ba
  • 1,596 Sq Ft
SOLD
40905 Spring House Ln, Leonardtown, MD 20650
  • $400,000
  • 3Bd
  • 2Ba
  • 1,416 Sq Ft
SOLD
40520 Miss Ettas Way, Leonardtown, MD 20650
  • $702,000
  • 4Bd
  • 2Ba
  • 2,354 Sq Ft
SOLD
351 - 400 of 581 Homes in Leonardtown, MD
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Leonardtown, MD real estate market trends

Statistics as of September 2026
$577K
Avg. list price
$197/Sqft
Avg. price/sqft
77
Homes for sale
2,737 Sqft
Avg. home size
50 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: 9/29/2026. 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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