View 21395 Fairwood Court Leonardtown, MD MLS# MDSM2032510
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$700,000
4

Beds

3.1

Baths

4,066

Sq.Ft.

21395 Fairwood Court

Leonardtown, MD

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View 41650 Miss Bessie Drive Leonardtown, MD MLS# MDSM2032186
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$155,000
Studio

Beds

0.0

Baths

41650 Miss Bessie Drive

Leonardtown, MD

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View 40111 Army Way Leonardtown, MD MLS# MDSM2032468
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$2,500,000
4

Beds

4.3

Baths

7,679

Sq.Ft.

40111 Army Way

Leonardtown, MD

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The time to sell is now! THE TIME TO SELL IS NOW!
View 43954 Main Way Road Leonardtown, MD MLS# MDSM2032426
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$469,900
3

Beds

3.0

Baths

1,691

Sq.Ft.

43954 Main Way Road

Leonardtown, MD

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View 22503 Sparrow Court Leonardtown, MD MLS# MDSM2032440
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$575,000
4

Beds

3.1

Baths

3,422

Sq.Ft.

22503 Sparrow Court

Leonardtown, MD

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View 40743 Magee Drive Leonardtown, MD MLS# MDSM2032410
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$359,777
4

Beds

2.0

Baths

2,474

Sq.Ft.

40743 Magee Drive

Leonardtown, MD

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View 41400 Real Quiet Drive Leonardtown, MD MLS# MDSM2032382
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$769,000
6

Beds

4.0

Baths

5,569

Sq.Ft.

41400 Real Quiet Drive

Leonardtown, MD

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View 40582 Port Place Leonardtown, MD MLS# MDSM2032246
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$439,900
3

Beds

2.0

Baths

2,196

Sq.Ft.

40582 Port Place

Leonardtown, MD

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View 22332 Cedar Street Leonardtown, MD MLS# MDSM2032152
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$329,900
2

Beds

1.0

Baths

1,000

Sq.Ft.

22332 Cedar Street

Leonardtown, MD

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View 42096 Wildflower Drive Leonardtown, MD MLS# MDSM2032286
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$619,900
4

Beds

2.1

Baths

2,976

Sq.Ft.

42096 Wildflower Drive

Leonardtown, MD

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View 18800 Mckays Beach Road Leonardtown, MD MLS# MDSM2032014
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$465,000
3

Beds

2.0

Baths

1,667

Sq.Ft.

18800 Mckays Beach Road

Leonardtown, MD

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View 42084 Wildflower Drive Leonardtown, MD MLS# MDSM2031392
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$629,900
4

Beds

2.1

Baths

3,072

Sq.Ft.

42084 Wildflower Drive

Leonardtown, MD

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View 42108 Wildflower Drive Leonardtown, MD MLS# MDSM2032268
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$614,900
4

Beds

2.1

Baths

3,072

Sq.Ft.

42108 Wildflower Drive

Leonardtown, MD

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View 42102 Wildflower Drive Leonardtown, MD MLS# MDSM2032276
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$609,900
4

Beds

2.1

Baths

2,701

Sq.Ft.

42102 Wildflower Drive

Leonardtown, MD

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View Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220
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$399,000
Studio

Beds

0.0

Baths

Parcel 323 Tract 2 Washington Street

Leonardtown, MD

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View 40659 Klear Court Leonardtown, MD MLS# MDSM2032108
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$515,000
4

Beds

2.1

Baths

2,774

Sq.Ft.

40659 Klear Court

Leonardtown, MD

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View 41444 Osborne Lane Leonardtown, MD MLS# MDSM2032140
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$639,900
4

Beds

3.1

Baths

3,690

Sq.Ft.

41444 Osborne Lane

Leonardtown, MD

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View 42970 Heritage Drive Leonardtown, MD MLS# MDSM2032172
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$829,900
5

Beds

4.1

Baths

5,082

Sq.Ft.

42970 Heritage Drive

Leonardtown, MD

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View 23636 Hansel Court Leonardtown, MD MLS# MDSM2032154
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OPEN HOUSE: Sunday 7/19 1:00 PM - 3:00 PM
$649,000
4

Beds

2.1

Baths

4,836

Sq.Ft.

23636 Hansel Court

Leonardtown, MD

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View 40115 Combs Creek Way Leonardtown, MD MLS# MDSM2032002
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1 of 89
$1,700,000
5

Beds

3.1

Baths

2,993

Sq.Ft.

40115 Combs Creek Way

Leonardtown, MD

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About Leonardtown

Listings in Leonardtown, MD

81

Estimated median home price

$479,900
Leonardtown MD Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Leonardtown, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Leonardtown, MD.

Homes for Sale by Price in Leonardtown, MD

Price Count
$0 - 100K 2
$100K - 200K 6
$200K - 300K 3
$300K - 400K 7
$400K - 500K 27
$500K - 600K 7
$600K - 700K 13
$700K - 800K 6
$800K - 900K 2
$900K - 1M 0
$1M - Max 8

Homes for Sale by Type in Leonardtown, MD

Property Type Count
Single Family 42
Townhouse 23
Condo 0
Commercial 0
Rental 23
Lots and Land 16
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 7/19/2026)

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Information deemed reliable but not guaranteed.

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