Homes Recently Sold in Milestown, MD

275 Homes

39944 Lady Baltimore Ave, Leonardtown, MD 20650

$400,000
5Bd
3Ba
2,169 Sq Ft

SOLD 06/15/26

23173 Hilltop Dr, Bushwood, MD 20618

$344,900
3Bd
2Ba
1,118 Sq Ft

SOLD 06/15/26

22114 Colton Point Rd, Bushwood, MD 20618

$295,000
2Bd
1Ba
776 Sq Ft

SOLD 06/12/26

20436 Bowles Rd, Coltons Point, MD 20626

$280,000
2Bd
2Ba
896 Sq Ft

SOLD 06/12/26

18323 Oakland Dr, Cobb Island, MD 20625

$349,900
3Bd
2Ba
1,590 Sq Ft

SOLD 06/04/26

40171 Little Woods Ln, Leonardtown, MD 20650

$865,000
4Bd
2Ba
2,586 Sq Ft

SOLD 05/28/26

40003 Tippit Rd, Leonardtown, MD 20650

$961,000
3Bd
3Ba
2,490 Sq Ft

SOLD 05/28/26

22175 Bayside Rd, Leonardtown, MD 20650

$315,000
2Bd
2Ba
1,192 Sq Ft

SOLD 05/28/26

20618 Fielding Drive, Bushwood, MD 20618

$7,900
0.23 Acre

SOLD 05/26/26

24815 Hill Farm Ln, Chaptico, MD 20621

$685,000
4Bd
2Ba
2,956 Sq Ft

SOLD 05/22/26

23260 Hilltop Dr, Bushwood, MD 20618

$385,000
4Bd
3Ba
2,276 Sq Ft

SOLD 05/22/26

22343 Newtowne Neck Rd, Leonardtown, MD 20650

$450,000
4Bd
2Ba
2,114 Sq Ft

SOLD 05/15/26

21225 Georges Ln, Avenue, MD 20609

$762,250
3Bd
2Ba
2,014 Sq Ft

SOLD 05/13/26

15401 Potomac River Dr, Cobb Island, MD 20625

$375,000
1Bd
1Ba
1,000 Sq Ft

SOLD 05/11/26

Longview, Chaptico, MD 20621

$8,500
0.33 Acre

SOLD 04/30/26

Owens Drive, Bushwood, MD 20618

$9,000
0.23 Acre

SOLD 04/24/26

0 Oakley Dr, Bushwood, MD 20618

$4,000
0.47 Acre

SOLD 04/21/26

23209 Colton Point Rd, Avenue, MD 20609

$515,000
3Bd
3Ba
1,848 Sq Ft

SOLD 04/17/26

39725 Lady Baltimore Ave, Leonardtown, MD 20650

$310,000
3Bd
2Ba
1,886 Sq Ft

SOLD 04/17/26

21749 Pinehurst Ct, Leonardtown, MD 20650

$595,000
4Bd
4Ba
3,410 Sq Ft

SOLD 04/14/26

38854 Collinwood Dr, Abell, MD 20606

$125,000
0.45 Acre

SOLD 04/10/26

22204 Nomoni St, Leonardtown, MD 20650

$315,000
2Bd
2Ba
1,008 Sq Ft

SOLD 04/10/26

lot19 Lot 20 Hiltop Dr, Bushwood, MD 20618

$25,000
0.48 Acre

SOLD 04/08/26

20960 Olen Mattingly Rd, Avenue, MD 20609

$575,000
3Bd
3Ba
2,288 Sq Ft

SOLD 04/07/26

22722 Maddox Rd, Bushwood, MD 20618

$440,000
5Bd
2Ba
1,807 Sq Ft

SOLD 03/31/26

39825 Sweetpea Ln, Leonardtown, MD 20650

$700,000
4Bd
4Ba
2,442 Sq Ft

SOLD 03/31/26

24350 Horse Shoe Rd, Clements, MD 20624

$320,000
35.14 Acre

SOLD 03/30/26

Upland Drive, Bushwood, MD 20618

$1,300
0.26 Acre

SOLD 03/30/26

36755 Woodbush Dr, Bushwood, MD 20618

$220,000
3Bd
1Ba
900 Sq Ft

SOLD 03/17/26

38150 Dukeharts Creek Rd, Coltons Point, MD 20626

$275,000
2Bd
1Ba
1,008 Sq Ft

SOLD 02/27/26

16157 Cobb Island Rd, Newburg, MD 20664

$500,000
4Bd
2Ba
1,944 Sq Ft

SOLD 02/27/26

21738 Pinehurst Ct, Leonardtown, MD 20650

$487,000
4Bd
3Ba
1,952 Sq Ft

SOLD 02/27/26

20815 Abell Rd, Abell, MD 20606

$190,000
3Bd
2Ba
2,111 Sq Ft

SOLD 02/03/26

21920 Newtowne Neck Rd, Leonardtown, MD 20650

$520,000
4Bd
3Ba
2,291 Sq Ft

SOLD 01/30/26

18284 Piedmont Dr, Cobb Island, MD 20625

$272,500
2Bd
1Ba
1,056 Sq Ft

SOLD 01/27/26

Oakley Drive, Bushwood, MD 20618

$9,990
0.41 Acre

SOLD 01/16/26

22925 Pleasant Ln, Bushwood, MD 20618

$170,000
3Bd
2Ba
974 Sq Ft

SOLD 12/24/25

21365 Canoe Nck, Abell, MD 20606

$375,000
2Bd
2Ba
1,770 Sq Ft

SOLD 12/23/25

37805 Kinder Way, Chaptico, MD 20621

$237,500
15 Acre

SOLD

40533 Breton Knolls Ct, Leonardtown, MD 20650

$175,000
1.87 Acre

SOLD

36557 Irving Rd, Bushwood, MD 20618

$284,999
3Bd
1Ba
800 Sq Ft

SOLD

18117 Piedmont Dr, Cobb Island, MD 20625

$260,000
1Bd
2Ba
1,256 Sq Ft

SOLD

17466 Audrey Rd, Cobb Island, MD 20625

$355,000
3Bd
2Ba
1,410 Sq Ft

SOLD

20395 Bowles Rd, Coltons Point, MD 20626

$420,000
2Bd
2Ba
1,376 Sq Ft

SOLD

38340 Sugar Hole Rd, Avenue, MD 20609

$320,000
3Bd
1Ba
1,092 Sq Ft

SOLD

21745 Pinehurst Ct, Leonardtown, MD 20650

$610,000
4Bd
3Ba
2,860 Sq Ft

SOLD

Hatchet Thicket Road, Avenue, MD 20609

$38,000
4.02 Acre

SOLD

lot8 9 Russell Dr, Cobb Island, MD 20625

$17,000
0 Acre

SOLD

15435 Potomac River Dr, Cobb Island, MD 20625

$999,900
5Bd
6Ba
3,569 Sq Ft

SOLD

23155 Greenstone, Leonardtown, MD 20650

$1,300,000
6Bd
4Ba
5,888 Sq Ft

SOLD

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