Properties for sale in Leonardtown

3,501,440 available properties
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Updated
Foreclosure
House
House for sale in Leonardtown, Saint Mary's County
Request Details
Leonardtown, Saint Mary's County

18 hours ago

2 pictures Arrow icon pointing to the right
New
House
House for sale in Estates at Singletree, Leonardtown
USD 550,000
Estates at Singletree, Leonardtown

4 Bedrooms

3 Bathrooms

3,348 sq.ft

Fireplace

1 day + 18 hours ago

40 pictures Arrow icon pointing to the right
New
House
House for sale in Single Tree, Leonardtown
USD 550,000
Single Tree, Leonardtown

4 Bedrooms

3 Bathrooms

3,348 sq.ft

ParkingFireplaceEquipped kitchen

1 day + 18 hours ago

60 pictures Arrow icon pointing to the right
New
House
House for sale in Society Hill, Leonardtown
USD 589,900
Society Hill, Leonardtown

5 Bedrooms

2 Bathrooms

2,652 sq.ft

GardenOffice roomDeckEquipped kitchen

2 days + 18 hours ago

35 pictures Arrow icon pointing to the right
House
House for sale in The Meadows at Town Run, Leonardtown
USD 424,555
The Meadows at Town Run, Leonardtown

4 Bedrooms

2 Bathrooms

1,829 sq.ft

Equipped kitchenParking

4 days + 18 hours ago

2 pictures Arrow icon pointing to the right
House
House for sale in Leonardtown, Saint Mary's County
USD 399,999
Leonardtown, Saint Mary's County

2 Bedrooms

1 Bathroom

1,056 sq.ft

4 days + 18 hours ago

15 pictures Arrow icon pointing to the right
House
House for sale in Society Hill, Leonardtown
USD 399,999
Society Hill, Leonardtown

2 Bedrooms

1 Bathroom

1,056 sq.ft

4 days + 18 hours ago

29 pictures Arrow icon pointing to the right
House
House for sale in Clark's Rest, Leonardtown
USD 549,000
Clark's Rest, Leonardtown

4 Bedrooms

3 Bathrooms

3,006 sq.ft

Equipped kitchenParkingCellar

1 week + 1 day ago

83 pictures Arrow icon pointing to the right
House
House for sale in Leonard's Grant, Leonardtown
USD 599,000
Leonard's Grant, Leonardtown

5 Bedrooms

2 Bathrooms

4,836 sq.ft

GardenOffice roomEquipped kitchenParkingSwimming poolCellar

1 week + 2 days ago

55 pictures Arrow icon pointing to the right
House
House for sale in Leonardtown, Saint Mary's County
USD 495,000
Leonardtown, Saint Mary's County

5 Bedrooms

2 Bathrooms

2,601 sq.ft

Office roomSwimming poolFireplace

1 week + 3 days ago

30 pictures Arrow icon pointing to the right
House
House for sale in Breton Woods, Leonardtown
USD 489,900
Breton Woods, Leonardtown

3 Bedrooms

2 Bathrooms

1,976 sq.ft

PatioGardenFireplaceEquipped kitchen

1 week + 6 days ago

10 pictures Arrow icon pointing to the right
House
House for sale in Leonardtown, Saint Mary's County
USD 2,200,000
Leonardtown, Saint Mary's County

4 Bedrooms

3 Bathrooms

4,395 sq.ft

1 week + 6 days ago

30 pictures Arrow icon pointing to the right
Updated
Townhouse
Townhouse for sale in Clark's Rest, Leonardtown
USD 430,000
USD 440,000
2%
Clark's Rest, Leonardtown

3 Bedrooms

3 Bathrooms

2,379 sq.ft

Office roomEquipped kitchenParking

2 days + 18 hours ago

64 pictures Arrow icon pointing to the right
House
House for sale in Estates at Singletree, Leonardtown
USD 469,900
Estates at Singletree, Leonardtown

3 Bedrooms

2 Bathrooms

1,710 sq.ft

PatioGardenFireplaceEquipped kitchenParking

6 days + 18 hours ago

8 pictures Arrow icon pointing to the right
House
House for sale in Leonardtown, Saint Mary's County
USD 467,000
Leonardtown, Saint Mary's County

3 Bedrooms

2 Bathrooms

1,568 sq.ft

GardenParking

1 week + 5 days ago

2 pictures Arrow icon pointing to the right
House
House for sale in Lanedon, Leonardtown
USD 290,000
Lanedon, Leonardtown

3 Bedrooms

2 Bathrooms

1,568 sq.ft

DeckParking

2 weeks + 3 days ago

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House
House for sale in Leonard's Grant, Leonardtown
USD 685,000
Leonard's Grant, Leonardtown

5 Bedrooms

3 Bathrooms

4,271 sq.ft

Office roomEquipped kitchenCellar

2 weeks + 3 days ago

2 pictures Arrow icon pointing to the right
House
House for sale in Clark's Rest, Leonardtown
Request Details
Clark's Rest, Leonardtown

4 Bedrooms

3 Bathrooms

3,264 sq.ft

3 days + 18 hours ago

79 pictures Arrow icon pointing to the right
House
House for sale in Clark's Rest, Leonardtown
USD 650,000
Clark's Rest, Leonardtown

4 Bedrooms

3 Bathrooms

3,264 sq.ft

Equipped kitchen

2 weeks + 2 days ago

2 pictures Arrow icon pointing to the right
House
House for sale in Leonardtown, Saint Mary's County
USD 467,000
Leonardtown, Saint Mary's County

3 Bedrooms

2 Bathrooms

1,568 sq.ft

GardenParking

2 weeks + 4 days ago

60 pictures Arrow icon pointing to the right
House
House for sale in Breton Woods, Leonardtown
USD 590,000
Breton Woods, Leonardtown

4 Bedrooms

4 Bathrooms

3,750 sq.ft

GardenSwimming poolDeckFireplaceEquipped kitchenCellar

2 weeks + 5 days ago

30 pictures Arrow icon pointing to the right
House
House for sale in Leonardtown, Saint Mary's County
USD 299,500
Leonardtown, Saint Mary's County

3 Bedrooms

1 Bathroom

1,218 sq.ft

2 weeks + 6 days ago

25 pictures Arrow icon pointing to the right
Townhouse
Townhouse for sale in The Meadows at Town Run, Leonardtown
USD 495,900
The Meadows at Town Run, Leonardtown

1 Bedroom

3 Bathrooms

3,095 sq.ft

GardenEquipped kitchenParking

1 week + 1 day ago

40 pictures Arrow icon pointing to the right
Townhouse
Townhouse for sale in The Meadows at Town Run, Leonardtown
USD 454,900
The Meadows at Town Run, Leonardtown

4 Bedrooms

3 Bathrooms

GardenDeckEquipped kitchenParking

Oct 14, 2026

46 pictures Arrow icon pointing to the right
Townhouse
Townhouse for sale in Clark's Rest, Leonardtown
USD 450,000
Clark's Rest, Leonardtown

3 Bedrooms

3 Bathrooms

2,306 sq.ft

Equipped kitchen

Oct 11, 2026

50 pictures Arrow icon pointing to the right
Updated
Townhouse
Townhouse for sale in Leanordtown Wharf, Leonardtown
USD 505,000
USD 515,000
2%
Leanordtown Wharf, Leonardtown

4 Bedrooms

3 Bathrooms

2,764 sq.ft

DeckEquipped kitchen

2 days + 18 hours ago

31 pictures Arrow icon pointing to the right
Updated
House
House for sale in Buzzard Point, Leonardtown
USD 412,500
USD 429,900
4%
Buzzard Point, Leonardtown

5 Bedrooms

2 Bathrooms

2,056 sq.ft

FireplaceEquipped kitchen

2 days + 18 hours ago

8 pictures Arrow icon pointing to the right
Land
Land for sale in Dukes Retreat, Leonardtown
USD 175,000
Dukes Retreat, Leonardtown

6 days + 18 hours ago

2 pictures Arrow icon pointing to the right
House
House for sale in Leonardtown, Saint Mary's County
USD 424,900
USD 434,900
2%
Leonardtown, Saint Mary's County

5 Bedrooms

2 Bathrooms

2,056 sq.ft

FireplaceEquipped kitchen

1 week + 2 days ago

20 pictures Arrow icon pointing to the right
House
House for sale in Belvedere Woodland, Leonardtown
USD 450,000
USD 475,000
5%
Belvedere Woodland, Leonardtown

3 Bedrooms

2 Bathrooms

1,462 sq.ft

DeckEquipped kitchenCellarParking

2 weeks + 3 days ago

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