Properties for sale in Leonardtown

3,564,002 available properties
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Foreclosure
House
House for sale in Leonardtown, Saint Mary's County
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Leonardtown, Saint Mary's County

4 Bedrooms

3 Bathrooms

1,890 sq.ft

1 day + 5 hours ago

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Foreclosure
House
House for sale in Leonardtown, Saint Mary's County
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Leonardtown, Saint Mary's County

1 day + 5 hours ago

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Foreclosure
House
House for sale in Leonardtown, Saint Mary's County
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Leonardtown, Saint Mary's County

1 Bathroom

1,900 sq.ft

1 day + 5 hours ago

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New
House
House for sale in Clark's Rest, Leonardtown
USD 650,000
Clark's Rest, Leonardtown

4 Bedrooms

3 Bathrooms

3,264 sq.ft

1 day + 5 hours ago

13 pictures Arrow icon pointing to the right
New
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

Office roomEquipped kitchenParking

2 days + 5 hours ago

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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

5 days + 5 hours ago

71 pictures Arrow icon pointing to the right
House
House for sale in Leonardtown, Saint Mary's County
USD 750,000
Leonardtown, Saint Mary's County

3 Bedrooms

2 Bathrooms

2,304 sq.ft

Parking

1 week + 5 hours ago

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

1 week + 1 day ago

107 pictures Arrow icon pointing to the right
House
House for sale in Leonardtown, Saint Mary's County
USD 929,900
Leonardtown, Saint Mary's County

4 Bedrooms

3 Bathrooms

4,248 sq.ft

GardenEquipped kitchen

1 week + 2 days ago

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Townhouse
Townhouse for sale in Leanordtown Wharf, Leonardtown
USD 515,000
Leanordtown Wharf, Leonardtown

4 Bedrooms

3 Bathrooms

2,764 sq.ft

DeckEquipped kitchen

1 week + 3 days ago

31 pictures Arrow icon pointing to the right
House
House for sale in Buzzard Point, Leonardtown
USD 449,900
Buzzard Point, Leonardtown

5 Bedrooms

2 Bathrooms

2,056 sq.ft

FireplaceEquipped kitchen

1 week + 3 days ago

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House
House for sale in Belvedere Woodland, Leonardtown
USD 475,000
Belvedere Woodland, Leonardtown

3 Bedrooms

2 Bathrooms

1,462 sq.ft

DeckEquipped kitchenCellarParking

1 week + 3 days ago

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House
House for sale in Leonardtown, Saint Mary's County
USD 449,900
Leonardtown, Saint Mary's County

5 Bedrooms

2 Bathrooms

2,056 sq.ft

FireplaceEquipped kitchen

1 week + 4 days ago

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Land
Land for sale in Dukes Retreat, Leonardtown
USD 86,500,000
Dukes Retreat, Leonardtown

1 day + 5 hours ago

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Land
Land for sale in Leonardtown, Saint Mary's County
USD 175,000
Leonardtown, Saint Mary's County

1 week + 2 days ago

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Land
Land for sale in Ponderosa Estates, Leonardtown
USD 1,450,000
Ponderosa Estates, Leonardtown

2 weeks + 3 days ago

51 pictures Arrow icon pointing to the right
Updated
House
House for sale in Clark's Rest, Leonardtown
USD 599,900
USD 609,900
2%
Clark's Rest, Leonardtown

4 Bedrooms

3 Bathrooms

2,736 sq.ft

GymCellar

2 days + 5 hours ago

100 pictures Arrow icon pointing to the right
House
House for sale in Leonard's Grant, Leonardtown
USD 650,000
Leonard's Grant, Leonardtown

4 Bedrooms

3 Bathrooms

3,344 sq.ft

Office roomDeckFireplaceEquipped kitchen

2 weeks + 4 days ago

68 pictures Arrow icon pointing to the right
House
House for sale in Leonardtown, Saint Mary's County
USD 389,000
Leonardtown, Saint Mary's County

3 Bedrooms

2 Bathrooms

1,728 sq.ft

GardenEquipped kitchenParking

3 weeks + 5 hours ago

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House
House for sale in Leonardtown, Saint Mary's County
USD 475,000
Leonardtown, Saint Mary's County

4 Bedrooms

2 Bathrooms

2,200 sq.ft

GardenOffice roomDeckFireplaceEquipped kitchenParking

3 weeks + 5 hours ago

58 pictures Arrow icon pointing to the right
House
House for sale in Society Hill, Leonardtown
USD 435,000
Society Hill, Leonardtown

4 Bedrooms

2 Bathrooms

2,624 sq.ft

DeckParking

Sep 23, 2026

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Land
Land for sale in Estates at Singletree, Leonardtown
USD 155,000
Estates at Singletree, Leonardtown

Sep 22, 2026

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Townhouse
Townhouse for sale in Clark's Rest, Leonardtown
USD 424,900
Clark's Rest, Leonardtown

4 Bedrooms

3 Bathrooms

2,306 sq.ft

Office roomSwimming pool

Sep 19, 2026

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Land
Land for sale in Breton Woods, Leonardtown
USD 175,000
Breton Woods, Leonardtown

Aug 15, 2026

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House
House for sale in Leonardtown, Saint Mary's County
USD 319,000
Leonardtown, Saint Mary's County

3 Bedrooms

1 Bathroom

2,068 sq.ft

1 week + 5 hours ago

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Townhouse
Townhouse for sale in Clark's Rest, Leonardtown
USD 424,900
Clark's Rest, Leonardtown

4 Bedrooms

3 Bathrooms

2,306 sq.ft

1 week + 1 day ago

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Land
Land for sale in Leonardtown, Saint Mary's County
USD 1,450,000
Leonardtown, Saint Mary's County

1 week + 2 days ago

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House
House for sale in Leonardtown, Saint Mary's County
USD 450,000
Leonardtown, Saint Mary's County

4 Bedrooms

3 Bathrooms

Office roomGymParkingCellar

1 week + 2 days ago

2 pictures Arrow icon pointing to the right
House
House for sale in Leonardtown, Saint Mary's County
USD 450,000
Leonardtown, Saint Mary's County

4 Bedrooms

3 Bathrooms

2,604 sq.ft

Office roomGymParkingCellar

Sep 15, 2026

2 pictures Arrow icon pointing to the right
Townhouse
Townhouse for sale in Leonardtown, Saint Mary's County
USD 454,900
Leonardtown, Saint Mary's County

4 Bedrooms

3 Bathrooms

1 week + 2 days ago

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