Leonardtown

There are 1,327 properties for sale, the median listing price is $389,200 and properties spend an estimated 23 days on the market before selling.

Stats last updated 01/11/2026

1,327
Properties Available
23
Average Days on Market
$389,200
Median List Price

Our agents are here to help.

Map types

Street Map Street
Satellite Map Satellite

Click and drag to draw your search.

Properties for sale

1,327 Results

Sort:

Newest
Newest Price (low to high) Price (high to low) Square FeetLot SizePrice/sq. ft.

$799,900

— bed

— bath

3.56 acres

39645 sweetpea lane, leonardtown, md 20650

century 21 new millenniumMLS info watermark

$1,800

1 bed

1 bath

874 sqft

41800 eastwick lane 1304, leonardtown, md 20650

exp realty, llcMLS info watermark

$599,900

4 beds

3.5 baths

3,340 sqft

41403 heritage lane, leonardtown, md 20650

century 21 new millenniumMLS info watermark

$560,000

6 beds

4 baths

3,272 sqft

23635 abraham drive, leonardtown, md 20650

berkshire hathaway homeservices penfed realtyMLS info watermark

$665,000

6 beds

4.5 baths

4,650 sqft

23687 coventry drive, leonardtown, md 20650

redfin corpMLS info watermark

$405,000

3 beds

3.5 baths

2,288 sqft

40449 breton view drive, leonardtown, md 20650

re/max oneMLS info watermark

$3,900

4 beds

3.5 baths

4,110 sqft

41530 fairwood court, leonardtown, md 20650

re/max realty groupMLS info watermark

$490,000

3 beds

2 baths

1,504 sqft

21684 potomac view drive, leonardtown, md 20650

atlantic southern realty incMLS info watermark

$1,050,000

— bed

— bath

— sqft

22685 washington street, leonardtown, md 20650

irene b parrish realtyMLS info watermark

$479,000

3 beds

3.5 baths

2,645 sqft

41326 margrove circle, leonardtown, md 20650

century 21 new millenniumMLS info watermark

$395,000

2 beds

2 baths

1,661 sqft

20161 tower hill road, leonardtown, md 20650

re/max oneMLS info watermark

$435,000

3 beds

3.5 baths

2,356 sqft

41434 margrove circle, leonardtown, md 20650

re/max oneMLS info watermark

$2,100

3 beds

1 bath

1,120 sqft

41665 tudor hall road, leonardtown, md 20650

re/max oneMLS info watermark

$2,495

2 beds

2 baths

1,942 sqft

41810 eastwick lane 2102, leonardtown, md 20650

exp realty, llcMLS info watermark

$424,900

3 beds

2 baths

1,348 sqft

39880 lady baltimore avenue, leonardtown, md 20650

infinitas realty groupMLS info watermark

$689,900

4 beds

3.5 baths

3,541 sqft

21620 coves end court, leonardtown, md 20650

exit landmark realtyMLS info watermark

$305,000

3 beds

1 bath

1,160 sqft

20483 white point road, leonardtown, md 20650

redfin corpMLS info watermark

$499,900

4 beds

3.5 baths

3,392 sqft

41918 sara ann court, leonardtown, md 20650

century 21 new millenniumMLS info watermark

$625,000

5 beds

3.5 baths

4,078 sqft

23259 jenifer court, leonardtown, md 20650

rory s. coakley realty, inc.MLS info watermark

$160,000

— bed

— bath

4.8 acres

42500 saint margarets drive, leonardtown, md 20650

infinitas realty groupMLS info watermark

$499,900

3 beds

2 baths

1,782 sqft

22158 monterey place, leonardtown, md 20650

pax real estateMLS info watermark

$434,900

3 beds

3.5 baths

2,306 sqft

41500 margrove circle, leonardtown, md 20650

century 21 new millenniumMLS info watermark

$985,000

5 beds

5.5 baths

6,762 sqft

22855 white swan way, leonardtown, md 20650

kw metro centerMLS info watermark

$660,000

5 beds

3.5 baths

3,758 sqft

23598 belmar drive, leonardtown, md 20650

re/max oneMLS info watermark

$557,500

2 beds

1 bath

1,296 sqft

40222 breton beach road, leonardtown, md 20650

baldus real estate, inc.MLS info watermark

$630,000

— bed

— bath

— sqft

parcel 293 washington st, leonardtown, md 20650

century 21 new millenniumMLS info watermark

$699,000

5 beds

5 baths

5,213 sqft

23267 clarks rest road, leonardtown, md 20650

century 21 new millenniumMLS info watermark

$1,400

2 beds

1 bath

4,112 sqft

44868 blake creek unit 1, leonardtown, md 20650

century 21 new millenniumMLS info watermark

$610,000

4 beds

3.5 baths

3,558 sqft

41442 dauber way, leonardtown, md 20650

redfin corpMLS info watermark

$729,999

5 beds

5 baths

5,862 sqft

20503 deer wood park drive, leonardtown, md 20650

century 21 new millenniumMLS info watermark

$645,000

5 beds

3.5 baths

3,400 sqft

41443 whimsical court, leonardtown, md 20650

re/max oneMLS info watermark

$455,000

4 beds

3 baths

2,680 sqft

22380 white oak road, leonardtown, md 20650

kw metro centerMLS info watermark

$449,900

3 beds

2.5 baths

1,488 sqft

21717 meadow court, leonardtown, md 20650

century 21 new millenniumMLS info watermark

$704,900

5 beds

3.5 baths

3,440 sqft

43012 bluejay lane, leonardtown, md 20650

century 21 new millenniumMLS info watermark

$615,000

5 beds

3.5 baths

2,870 sqft

23617 belmar drive, leonardtown, md 20650

re/max oneMLS info watermark

$260,000

4 beds

2.5 baths

1,788 sqft

22925 downs circle, leonardtown, md 20650

exp realty, llcMLS info watermark

Ready to speak with a local real estate agent?

We’re local experts who know how to help you win in today’s market.

Get connected with an agent

Answer a few quick questions and we’ll connect you with a local agent to discuss your options — no pressure, no obligation.

Forms