Recently sold homes in Leonardtown, MD

smover Index for Leonardtown: 57 / 100: how it is measured

60 homes sold in Leonardtown, MD in the last year. Each links to its full sale record — price, photos, and details.

$449,900Sold Jun 2026

Lot 115 - 23708 WEEPING WILLOW WAY

Leonardtown, MD 20650

4 bd · 4 ba · 0 sqft

$653,000Sold Jun 2026

42032 STARLIGHT DRIVE

Leonardtown, MD 20650

5 bd · 4 ba · 4,340 sqft

$620,000Sold Jun 2026

41585 AUSTIN COURT

Leonardtown, MD 20650

5 bd · 3 ba · 3,030 sqft

$880,000Sold Jun 2026

21130 SOMEDAY FARM LANE

Leonardtown, MD 20650

5 bd · 3 ba · 3,122 sqft

$669,900Sold Jun 2026

41249 BRENDA COURT

Leonardtown, MD 20650

3 bd · 3 ba · 3,098 sqft

$566,515Sold Jun 2026

41536 FAIRWOOD CT,LEONARDTOWN,MD,20650,SAINT MARYS

Leonardtown, MD 20650

4 bd · 4 ba · 3,308 sqft

$439,900Sold Jun 2026

40295 BUSY CORNER ROAD

Leonardtown, MD 20650

4 bd · 3 ba · 1,624 sqft

$459,900Sold Jun 2026

40810 MEADOW DRIVE

Leonardtown, MD 20650

3 bd · 2 ba · 1,368 sqft

$479,900Sold Jun 2026

Lot 113 - 23696 WEEPING WILLOW WAY

Leonardtown, MD 20650

4 bd · 4 ba · 0 sqft

$665,000Sold Jun 2026

23592 BELMAR DRIVE

Leonardtown, MD 20650

4 bd · 3 ba · 3,728 sqft

$400,000Sold Jun 2026

39944 LADY BALTIMORE AVENUE

Leonardtown, MD 20650

5 bd · 3 ba · 2,169 sqft

$455,000Sold Jun 2026

41923 SARA ANN COURT

Leonardtown, MD 20650

3 bd · 3 ba · 2,034 sqft

$600,000Sold Jun 2026

23264 LINDSAY DR,LEONARDTOWN,MD,20650,SAINT MARYS

Leonardtown, MD 20650

3 bd · 2 ba · 2,824 sqft

$753,000Sold Jun 2026

21390 LITTLE SAINT ANNES LANE

Leonardtown, MD 20650

4 bd · 4 ba · 3,500 sqft

$483,400Sold Jun 2026

Lot 137- 23667 WEEPING WILLOW WAY,LEONARDTOWN,MD,20650,SAINT MARYS

Leonardtown, MD 20650

4 bd · 4 ba · 2,966 sqft

$300,000Sold Jun 2026

40743 Magee Dr, Leonardtown, MD 20650-2821, United States

Leonardtown, MD 20650

4 bd · 2 ba · 2,474 sqft

$540,000Sold Jun 2026

40855 SPRING HOUSE LANE

Leonardtown, MD 20650

5 bd · 3 ba · 3,464 sqft

$530,000Sold Jun 2026

23207 MOAKLEY STREET

Leonardtown, MD 20650

3 bd · 3 ba · 1,926 sqft

$646,000Sold Jun 2026

23621 MARGRAVE DRIVE

Leonardtown, MD 20650

4 bd · 4 ba · 3,664 sqft

$565,000Sold Jun 2026

21767 Potomac View Dr, Leonardtown, MD 20650-2131, United States

Leonardtown, MD 20650

4 bd · 4 ba · 4,384 sqft

$565,000Sold May 2026

20260 HAWKS WAY

Leonardtown, MD 20650

4 bd · 3 ba · 2,500 sqft

$479,900Sold May 2026

Lot 102- 23707 DRAGONFLY LN,LEONARDTOWN,MD,20650,SAINT MARYS

Leonardtown, MD 20650

4 bd · 4 ba · 0 sqft

$650,000Sold May 2026

23563 BELMAR DRIVE

Leonardtown, MD 20650

4 bd · 4 ba · 3,299 sqft

$449,900Sold May 2026

Lot 100 - 23719 DRAGONFLY LN,LEONARDTOWN,MD,20650,SAINT MARYS

Leonardtown, MD 20650

4 bd · 4 ba · 2,571 sqft

$315,000Sold May 2026

22175 BAYSIDE RD,LEONARDTOWN,MD,20650,SAINT MARYS

Leonardtown, MD 20650

2 bd · 2 ba · 1,192 sqft

$961,000Sold May 2026

40003 TIPPIT ROAD

Leonardtown, MD 20650

3 bd · 3 ba · 2,490 sqft

$865,000Sold May 2026

40171 LITTLE WOODS LANE

Leonardtown, MD 20650

4 bd · 2 ba · 2,586 sqft

$635,000Sold May 2026

23590 MARGRAVE DRIVE

Leonardtown, MD 20650

4 bd · 4 ba · 3,736 sqft

$750,000Sold May 2026

20752 PENANSEY LANE

Leonardtown, MD 20650

5 bd · 4 ba · 2,936 sqft

$646,000Sold May 2026

23073 TOWN RUN DRIVE

Leonardtown, MD 20650

3 bd · 2 ba · 2,854 sqft

$449,900Sold May 2026

Lot 110 - 23678 WEEPING WILLOW WAY

Leonardtown, MD 20650

4 bd · 4 ba · 2,571 sqft

$449,900Sold May 2026

Lot 134 - 23685 WEEPING WILLOW WAY

Leonardtown, MD 20650

4 bd · 4 ba · 2,554 sqft

$680,000Sold May 2026

41488 PENSIVE STREET

Leonardtown, MD 20650

5 bd · 4 ba · 3,992 sqft

$679,900Sold May 2026

23324 LINDSAY DRIVE

Leonardtown, MD 20650

5 bd · 4 ba · 4,168 sqft

$450,000Sold May 2026

41505 MARGROVE CIRCLE

Leonardtown, MD 20650

3 bd · 4 ba · 2,306 sqft

$450,000Sold May 2026

22343 NEWTOWNE NECK ROAD

Leonardtown, MD 20650

4 bd · 2 ba · 2,114 sqft

$1,100,000Sold May 2026

20045 TOWER HILL ROAD

Leonardtown, MD 20650

5 bd · 7 ba · 7,376 sqft

$440,000Sold May 2026

41516 MARWOOD CIRCLE

Leonardtown, MD 20650

3 bd · 4 ba · 2,402 sqft

$727,360Sold May 2026

43500 Deer Run Ct, Leonardtown, MD 20650-4577, United States

Leonardtown, MD 20650

4 bd · 3 ba · 2,972 sqft

$579,900Sold May 2026

43552 BAYBERRY COURT

Leonardtown, MD 20650

4 bd · 3 ba · 3,428 sqft

$800,000Sold May 2026

40737 BOBWHITE LN,LEONARDTOWN,MD,20650,SAINT MARYS

Leonardtown, MD 20650

4 bd · 4 ba · 5,454 sqft

$700,000Sold Apr 2026

20255 HAWKS WAY

Leonardtown, MD 20650

4 bd · 3 ba · 2,400 sqft

$560,000Sold Apr 2026

23299 JENIFER COURT

Leonardtown, MD 20650

5 bd · 3 ba · 3,482 sqft

$440,000Sold Apr 2026

22224 Monterey Pl, Leonardtown, MD 20650-2816, United States

Leonardtown, MD 20650

4 bd · 3 ba · 2,176 sqft

$435,000Sold Apr 2026

23369 MARVIEW CT,LEONARDTOWN,MD,20650,SAINT MARYS

Leonardtown, MD 20650

3 bd · 4 ba · 2,308 sqft

$310,000Sold Apr 2026

39725 Lady Baltimore Ave, Leonardtown, MD 20650-2529, United States

Leonardtown, MD 20650

3 bd · 2 ba · 1,886 sqft

$340,000Sold Apr 2026

23311 Point Lookout Rd, Leonardtown, MD 20650-5202, United States

Leonardtown, MD 20650

2 bd · 2 ba · 1,056 sqft

$595,000Sold Apr 2026

21749 Pinehurst Ct, Leonardtown, MD 20650-2360, United States

Leonardtown, MD 20650

4 bd · 4 ba · 3,410 sqft

$724,000Sold Apr 2026

44545 BREWER LANE

Leonardtown, MD 20650

4 bd · 4 ba · 3,243 sqft

$439,900Sold Mar 2026

Lot 105 - 23689 Dragonfly

Leonardtown, MD 20650

4 bd · 4 ba

$690,000Sold Mar 2026

41438 Silver Charm

Leonardtown, MD 20650

5 bd · 4 ba · 4,180 sqft

$700,000Sold Mar 2026

39825 Sweetpea

Leonardtown, MD 20650

4 bd · 4 ba · 2,442 sqft

$475,000Sold Mar 2026

40910 Starling

Leonardtown, MD 20650

3 bd · 3 ba · 3,012 sqft

$580,000Sold Mar 2026

23593 MITCHELL DR,LEONARDTOWN,MD,20650,SAINT MARYS

Leonardtown, MD 20650

5 bd · 4 ba · 2,940 sqft

$580,000Sold Mar 2026

23593 Mitchell

Leonardtown, MD 20650

5 bd · 4 ba · 2,940 sqft

$664,900Sold Mar 2026

41515 Risen Star

Leonardtown, MD 20650

5 bd · 4 ba · 4,136 sqft

$535,000Sold Mar 2026

41635 Ferber

Leonardtown, MD 20650

4 bd · 3 ba · 2,222 sqft

$664,900Sold Mar 2026

41515 RISEN STAR LN,LEONARDTOWN,MD,20650,SAINT MARYS

Leonardtown, MD 20650

5 bd · 4 ba · 4,136 sqft

$535,000Sold Mar 2026

41635 Ferber Ct, Leonardtown, MD 20650-2957, United States

Leonardtown, MD 20650

4 bd · 3 ba · 2,222 sqft

$285,500Sold Mar 2026

22745 Duke

Leonardtown, MD 20650

2 bd · 1 ba · 868 sqft

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Listing information is provided through IDX courtesy Keller Williams Capital Properties.

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