Listings in 20650 - SAINTMARYS County, Maryland
Displaying 1 – 200 of 186 Real estate listings
44798 MEDLEYS NECK ROAD
LEONARDTOWN, MD | Active Under Contract
Listed: Aug, 22, 2021
Price: $772,000
Living Area: 3,000 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Aug, 22, 2021
Price: $772,000
Living Area: 3,000 Sq. Ft.
22770 WASHINGTON STREET
LEONARDTOWN, MD | Closed
Listed: May, 29, 2025
Price: $2,600,000
Living Area: 5,988 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: May, 29, 2025
Price: $2,600,000
Living Area: 5,988 Sq. Ft.
Lot 93- 23706 DRAGONFLY LANE
LEONARDTOWN, MD | Closed
Listed: Sep, 21, 2025
Price: $469,900
Living Area: 2,966 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Sep, 21, 2025
Price: $469,900
Living Area: 2,966 Sq. Ft.
40443 BRETON VIEW DRIVE
LEONARDTOWN, MD | Closed
Listed: Jul, 03, 2023
Price: $2,300
Living Area: 1,990 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Jul, 03, 2023
Price: $2,300
Living Area: 1,990 Sq. Ft.
20540 DEER WOOD PARK DRIVE
LEONARDTOWN, MD | Closed
Listed: May, 02, 2025
Price: $615,000
Living Area: 3,850 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: May, 02, 2025
Price: $615,000
Living Area: 3,850 Sq. Ft.
41467 OSBORNE LANE
LEONARDTOWN, MD | Closed
Listed: Nov, 10, 2025
Price: $525,000
Living Area: 2,827 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Nov, 10, 2025
Price: $525,000
Living Area: 2,827 Sq. Ft.
40412 B SOMERVILLE LANE
LEONARDTOWN, MD | Active
Listed: Nov, 09, 2025
Price: $149,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Nov, 09, 2025
Price: $149,900
Living Area: 0 Sq. Ft.
43225 PRINCE PINE COURT
LEONARDTOWN, MD | Closed
Listed: Mar, 27, 2024
Price: $619,900
Living Area: 2,960 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Mar, 27, 2024
Price: $619,900
Living Area: 2,960 Sq. Ft.
25365 POINT LOOKOUT ROAD
LEONARDTOWN, MD | Closed
Listed: Jan, 31, 2025
Price: $497,500
Living Area: 2,952 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Jan, 31, 2025
Price: $497,500
Living Area: 2,952 Sq. Ft.
Lot 107-23677 DRAGONFLY LANE
LEONARDTOWN, MD | Closed
Listed: Sep, 21, 2025
Price: $479,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Sep, 21, 2025
Price: $479,900
Living Area: 0 Sq. Ft.
41832 FOXWELL POINT LANE
LEONARDTOWN, MD | Closed
Listed: Oct, 14, 2025
Price: $800,000
Living Area: 3,683 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Oct, 14, 2025
Price: $800,000
Living Area: 3,683 Sq. Ft.
23369 MARVIEW COURT
LEONARDTOWN, MD | Pending
Listed: Jan, 10, 2026
Price: $435,000
Living Area: 2,308 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Jan, 10, 2026
Price: $435,000
Living Area: 2,308 Sq. Ft.
23264 LINDSAY DRIVE
LEONARDTOWN, MD | Pending
Listed: Oct, 21, 2025
Price: $599,000
Living Area: 2,824 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Oct, 21, 2025
Price: $599,000
Living Area: 2,824 Sq. Ft.
Lot 138 - 23671 DRAGONFLY LANE
LEONARDTOWN, MD | Pending
Listed: Dec, 15, 2025
Price: $487,400
Living Area: 3,095 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Dec, 15, 2025
Price: $487,400
Living Area: 3,095 Sq. Ft.
Lot 108- 23666 WEEPING WILLOW WAY
LEONARDTOWN, MD | Pending
Listed: Dec, 15, 2025
Price: $479,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Dec, 15, 2025
Price: $479,900
Living Area: 0 Sq. Ft.
39825 SWEETPEA LANE
LEONARDTOWN, MD | Closed
Listed: Jul, 12, 2025
Price: $730,000
Living Area: 2,442 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Jul, 12, 2025
Price: $730,000
Living Area: 2,442 Sq. Ft.
Lot 113 - 23696 WEEPING WILLOW WAY
LEONARDTOWN, MD | Pending
Listed: Feb, 22, 2026
Price: $479,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Feb, 22, 2026
Price: $479,900
Living Area: 0 Sq. Ft.
20045 TOWER HILL ROAD
LEONARDTOWN, MD | Active Under Contract
Listed: Mar, 15, 2026
Price: $1,450,000
Living Area: 7,376 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Mar, 15, 2026
Price: $1,450,000
Living Area: 7,376 Sq. Ft.
23324 LINDSAY DRIVE
LEONARDTOWN, MD | Pending
Listed: Mar, 31, 2026
Price: $679,900
Living Area: 4,168 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Mar, 31, 2026
Price: $679,900
Living Area: 4,168 Sq. Ft.
Lot 142 - 23647 DRAGONFLY LANE
LEONARDTOWN, MD | Active
Listed: Apr, 03, 2026
Price: $489,900
Living Area: 3,095 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 03, 2026
Price: $489,900
Living Area: 3,095 Sq. Ft.
20503 CHESTNUT RIDGE DRIVE
LEONARDTOWN, MD | Active
Listed: Mar, 07, 2026
Price: $2,600
Living Area: 1,848 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 07, 2026
Price: $2,600
Living Area: 1,848 Sq. Ft.
22393 SAINT CLEMENTS AVENUE
LEONARDTOWN, MD | Active
Listed: Jan, 23, 2026
Price: $788,900
Living Area: 2,097 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Jan, 23, 2026
Price: $788,900
Living Area: 2,097 Sq. Ft.
20798 WATERSIDE DRIVE
LEONARDTOWN, MD | Active
Listed: Feb, 28, 2026
Price: $500,000
Living Area: 1,018 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Feb, 28, 2026
Price: $500,000
Living Area: 1,018 Sq. Ft.
22501 BULL ROAD
LEONARDTOWN, MD | Active
Listed: Mar, 11, 2025
Price: $175,000
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 11, 2025
Price: $175,000
Living Area: 0 Sq. Ft.
20814 DEER WOOD PARK DRIVE
LEONARDTOWN, MD | Closed
Listed: Sep, 08, 2025
Price: $569,000
Living Area: 3,412 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Sep, 08, 2025
Price: $569,000
Living Area: 3,412 Sq. Ft.
21039 WOODMERE DRIVE
LEONARDTOWN, MD | Closed
Listed: Sep, 09, 2025
Price: $580,000
Living Area: 4,112 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Sep, 09, 2025
Price: $580,000
Living Area: 4,112 Sq. Ft.
21692 POTOMAC VIEW DRIVE
LEONARDTOWN, MD | Closed
Listed: Oct, 30, 2025
Price: $2,500
Living Area: 2,050 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Oct, 30, 2025
Price: $2,500
Living Area: 2,050 Sq. Ft.
41492 CHARISMATIC WAY
LEONARDTOWN, MD | Closed
Listed: Nov, 10, 2025
Price: $639,900
Living Area: 3,322 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Nov, 10, 2025
Price: $639,900
Living Area: 3,322 Sq. Ft.
21925 BUDDS CREEK ROAD
LEONARDTOWN, MD | Closed
Listed: Sep, 29, 2025
Price: $465,000
Living Area: 2,527 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Sep, 29, 2025
Price: $465,000
Living Area: 2,527 Sq. Ft.
22820 DUKE STREET
LEONARDTOWN, MD | Closed
Listed: Feb, 03, 2026
Price: $350,000
Living Area: 1,422 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Feb, 03, 2026
Price: $350,000
Living Area: 1,422 Sq. Ft.
21738 PINEHURST COURT
LEONARDTOWN, MD | Closed
Listed: Dec, 24, 2025
Price: $495,000
Living Area: 1,952 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Dec, 24, 2025
Price: $495,000
Living Area: 1,952 Sq. Ft.
39564 POTOMAC AVENUE
LEONARDTOWN, MD | Closed
Listed: Feb, 13, 2026
Price: $2,200
Living Area: 1,104 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Feb, 13, 2026
Price: $2,200
Living Area: 1,104 Sq. Ft.
39725 LADY BALTIMORE AVENUE
LEONARDTOWN, MD | Pending
Listed: Feb, 24, 2026
Price: $335,000
Living Area: 1,886 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Feb, 24, 2026
Price: $335,000
Living Area: 1,886 Sq. Ft.
22745 DUKE STREET
LEONARDTOWN, MD | Closed
Listed: Feb, 27, 2026
Price: $299,900
Living Area: 868 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Feb, 27, 2026
Price: $299,900
Living Area: 868 Sq. Ft.
41386 MARGROVE CIRCLE
LEONARDTOWN, MD | Active
Listed: Mar, 04, 2026
Price: $3,200
Living Area: 3,195 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 04, 2026
Price: $3,200
Living Area: 3,195 Sq. Ft.
Lot 104 - 23695 DRAGONFLY LANE
LEONARDTOWN, MD | Closed
Listed: Nov, 13, 2025
Price: $449,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Nov, 13, 2025
Price: $449,900
Living Area: 0 Sq. Ft.
41577 CHURCH STREET
LEONARDTOWN, MD | Active
Listed: Dec, 02, 2025
Price: $2,600
Living Area: 909 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Dec, 02, 2025
Price: $2,600
Living Area: 909 Sq. Ft.
40910 STARLING COURT
LEONARDTOWN, MD | Closed
Listed: Mar, 06, 2026
Price: $475,000
Living Area: 3,012 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Mar, 06, 2026
Price: $475,000
Living Area: 3,012 Sq. Ft.
Lot 128 - 23721 WEEPING WILLOW WAY
LEONARDTOWN, MD | Pending
Listed: Mar, 27, 2026
Price: $479,900
Living Area: 2,966 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Mar, 27, 2026
Price: $479,900
Living Area: 2,966 Sq. Ft.
22547 LANDING WAY
LEONARDTOWN, MD | Active Under Contract
Listed: Jan, 29, 2026
Price: $515,000
Living Area: 2,764 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Jan, 29, 2026
Price: $515,000
Living Area: 2,764 Sq. Ft.
43552 BAYBERRY COURT
LEONARDTOWN, MD | Active Under Contract
Listed: Mar, 21, 2026
Price: $579,900
Living Area: 3,428 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Mar, 21, 2026
Price: $579,900
Living Area: 3,428 Sq. Ft.
41655 CHURCH STREET
LEONARDTOWN, MD | Coming Soon
Listed: Feb, 27, 2026
Price: $725,000
Living Area: 2,834 Sq. Ft.
LEONARDTOWN, MD | Coming Soon
Listed: Feb, 27, 2026
Price: $725,000
Living Area: 2,834 Sq. Ft.
22695 WASHINGTON STREET UNIT 4
LEONARDTOWN, MD | Closed
Listed: Mar, 08, 2022
Price: $1,000
Living Area: 11,686 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Mar, 08, 2022
Price: $1,000
Living Area: 11,686 Sq. Ft.
20670 BLOOMBURY LANE
LEONARDTOWN, MD | Active
Listed: Oct, 05, 2025
Price: $2,800
Living Area: 2,434 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Oct, 05, 2025
Price: $2,800
Living Area: 2,434 Sq. Ft.
40855 SPRING HOUSE LANE
LEONARDTOWN, MD | Active
Listed: Apr, 13, 2026
Price: $550,000
Living Area: 3,464 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 13, 2026
Price: $550,000
Living Area: 3,464 Sq. Ft.
0 SAINT ANDREWS CHURCH RD
LEONARDTOWN, MD | Active
Listed: Mar, 08, 2026
Price: $98,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 08, 2026
Price: $98,900
Living Area: 0 Sq. Ft.
20260 HAWKS WAY
LEONARDTOWN, MD | Active
Listed: Apr, 15, 2026
Price: $569,900
Living Area: 2,500 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 15, 2026
Price: $569,900
Living Area: 2,500 Sq. Ft.
40295 BUSY CORNER ROAD
LEONARDTOWN, MD | Coming Soon
Listed: Apr, 15, 2026
Price: $439,900
Living Area: 1,624 Sq. Ft.
LEONARDTOWN, MD | Coming Soon
Listed: Apr, 15, 2026
Price: $439,900
Living Area: 1,624 Sq. Ft.
Lot 133 - 23691 WEEPING WILLOW WAY
LEONARDTOWN, MD | Pending
Listed: Feb, 22, 2026
Price: $489,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Feb, 22, 2026
Price: $489,900
Living Area: 0 Sq. Ft.
Lot 99 - 23725 DRAGONFLY LANE
LEONARDTOWN, MD | Active
Listed: Feb, 22, 2026
Price: $449,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Feb, 22, 2026
Price: $449,900
Living Area: 0 Sq. Ft.
41488 PENSIVE STREET
LEONARDTOWN, MD | Active
Listed: Mar, 11, 2026
Price: $680,000
Living Area: 3,992 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 11, 2026
Price: $680,000
Living Area: 3,992 Sq. Ft.
40737 BOBWHITE LANE
LEONARDTOWN, MD | Pending
Listed: Jan, 22, 2026
Price: $809,900
Living Area: 5,454 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Jan, 22, 2026
Price: $809,900
Living Area: 5,454 Sq. Ft.
40461 OLD BRETON BEACH ROAD
LEONARDTOWN, MD | Coming Soon
Listed: Apr, 16, 2026
Price: $679,900
Living Area: 2,040 Sq. Ft.
LEONARDTOWN, MD | Coming Soon
Listed: Apr, 16, 2026
Price: $679,900
Living Area: 2,040 Sq. Ft.
18937 MCKAY'S COVE LANE
LEONARDTOWN, MD | Active
Listed: Feb, 18, 2026
Price: $2,100
Living Area: 1,583 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Feb, 18, 2026
Price: $2,100
Living Area: 1,583 Sq. Ft.
Lot 109 - 23672 WEEPING WILLOW WAY
LEONARDTOWN, MD | Closed
Listed: Mar, 26, 2026
Price: $449,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Mar, 26, 2026
Price: $449,900
Living Area: 0 Sq. Ft.
43641 REDMOND ROAD
LEONARDTOWN, MD | Closed
Listed: Jan, 25, 2026
Price: $589,000
Living Area: 2,184 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Jan, 25, 2026
Price: $589,000
Living Area: 2,184 Sq. Ft.
41923 SARA ANN COURT
LEONARDTOWN, MD | Coming Soon
Listed: Apr, 17, 2026
Price: $459,900
Living Area: 2,034 Sq. Ft.
LEONARDTOWN, MD | Coming Soon
Listed: Apr, 17, 2026
Price: $459,900
Living Area: 2,034 Sq. Ft.
41389 HOLIDAY COURT
LEONARDTOWN, MD | Active
Listed: Apr, 02, 2026
Price: $715,000
Living Area: 4,385 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 02, 2026
Price: $715,000
Living Area: 4,385 Sq. Ft.
43500 DEER RUN COURT
LEONARDTOWN, MD | Active
Listed: Apr, 17, 2026
Price: $685,000
Living Area: 2,972 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 17, 2026
Price: $685,000
Living Area: 2,972 Sq. Ft.
41585 AUSTIN COURT
LEONARDTOWN, MD | Active
Listed: Apr, 17, 2026
Price: $635,000
Living Area: 3,030 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 17, 2026
Price: $635,000
Living Area: 3,030 Sq. Ft.
19921 TOWER HILL ROAD
LEONARDTOWN, MD | Active Under Contract
Listed: Aug, 11, 2025
Price: $130,000
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Aug, 11, 2025
Price: $130,000
Living Area: 0 Sq. Ft.
22362 ARMSTRONG DRIVE
LEONARDTOWN, MD | Closed
Listed: Mar, 07, 2025
Price: $429,900
Living Area: 2,028 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Mar, 07, 2025
Price: $429,900
Living Area: 2,028 Sq. Ft.
41610 COURTHOUSE DRIVE
LEONARDTOWN, MD | Active
Listed: Dec, 29, 2025
Price: $3,500
Living Area: 2,712 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Dec, 29, 2025
Price: $3,500
Living Area: 2,712 Sq. Ft.
lot 106 - 23683 DRAGONFLY LANE
LEONARDTOWN, MD | Closed
Listed: Nov, 13, 2025
Price: $449,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Nov, 13, 2025
Price: $449,900
Living Area: 0 Sq. Ft.
19137 LAKE DRIVE
LEONARDTOWN, MD | Closed
Listed: Dec, 23, 2025
Price: $399,900
Living Area: 1,308 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Dec, 23, 2025
Price: $399,900
Living Area: 1,308 Sq. Ft.
22164 MILLER COURT
LEONARDTOWN, MD | Closed
Listed: Jan, 16, 2026
Price: $975,000
Living Area: 2,700 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Jan, 16, 2026
Price: $975,000
Living Area: 2,700 Sq. Ft.
42520 RIVERWINDS DRIVE
LEONARDTOWN, MD | Active
Listed: Jul, 01, 2023
Price: $1,999,999
Living Area: 2,744 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Jul, 01, 2023
Price: $1,999,999
Living Area: 2,744 Sq. Ft.
41497 AFFIRMED WAY
LEONARDTOWN, MD | Pending
Listed: Mar, 01, 2026
Price: $655,000
Living Area: 3,934 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Mar, 01, 2026
Price: $655,000
Living Area: 3,934 Sq. Ft.
41635 FERBER COURT
LEONARDTOWN, MD | Closed
Listed: Dec, 09, 2025
Price: $525,000
Living Area: 2,222 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Dec, 09, 2025
Price: $525,000
Living Area: 2,222 Sq. Ft.
23593 MITCHELL DRIVE
LEONARDTOWN, MD | Closed
Listed: Dec, 19, 2025
Price: $580,000
Living Area: 2,940 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Dec, 19, 2025
Price: $580,000
Living Area: 2,940 Sq. Ft.
FERNY HILLS LANE
LEONARDTOWN, MD | Active
Listed: Mar, 23, 2026
Price: $840,000
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 23, 2026
Price: $840,000
Living Area: 0 Sq. Ft.
Lot 137- 23667 WEEPING WILLOW WAY
LEONARDTOWN, MD | Pending
Listed: Dec, 15, 2025
Price: $479,900
Living Area: 2,966 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Dec, 15, 2025
Price: $479,900
Living Area: 2,966 Sq. Ft.
Lot 117 - 23720 WEEPING WILLOW WAY
LEONARDTOWN, MD | Pending
Listed: Feb, 03, 2026
Price: $489,900
Living Area: 3,095 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Feb, 03, 2026
Price: $489,900
Living Area: 3,095 Sq. Ft.
Lot 102 - 23707 DRAGONFLY LANE
LEONARDTOWN, MD | Pending
Listed: Feb, 02, 2026
Price: $479,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Feb, 02, 2026
Price: $479,900
Living Area: 0 Sq. Ft.
21345 FAIRWOOD COURT
LEONARDTOWN, MD | Closed
Listed: Dec, 18, 2025
Price: $699,900
Living Area: 4,080 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Dec, 18, 2025
Price: $699,900
Living Area: 4,080 Sq. Ft.
22394 WHITE OAK ROAD
LEONARDTOWN, MD | Active
Listed: Mar, 08, 2026
Price: $495,000
Living Area: 2,507 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 08, 2026
Price: $495,000
Living Area: 2,507 Sq. Ft.
40003 TIPPIT ROAD
LEONARDTOWN, MD | Active
Listed: Mar, 31, 2026
Price: $995,000
Living Area: 2,490 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 31, 2026
Price: $995,000
Living Area: 2,490 Sq. Ft.
20959 REDGATE LANE
LEONARDTOWN, MD | Closed
Listed: Aug, 22, 2025
Price: $170,000
Living Area: 1,026 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Aug, 22, 2025
Price: $170,000
Living Area: 1,026 Sq. Ft.
23621 MARGRAVE DRIVE
LEONARDTOWN, MD | Coming Soon
Listed: Mar, 27, 2026
Price: $639,000
Living Area: 3,261 Sq. Ft.
LEONARDTOWN, MD | Coming Soon
Listed: Mar, 27, 2026
Price: $639,000
Living Area: 3,261 Sq. Ft.
23590 MARGRAVE DRIVE
LEONARDTOWN, MD | Active Under Contract
Listed: Mar, 23, 2026
Price: $635,000
Living Area: 3,736 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Mar, 23, 2026
Price: $635,000
Living Area: 3,736 Sq. Ft.
Lot 91- 23694 DRAGONFLY LANE
LEONARDTOWN, MD | Closed
Listed: Sep, 27, 2025
Price: $445,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Sep, 27, 2025
Price: $445,900
Living Area: 0 Sq. Ft.
40813 MEADOW DRIVE
LEONARDTOWN, MD | Closed
Listed: Jan, 01, 2026
Price: $439,900
Living Area: 3,334 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Jan, 01, 2026
Price: $439,900
Living Area: 3,334 Sq. Ft.
19100 GLEN ELLEN AVENUE
LEONARDTOWN, MD | Closed
Listed: Oct, 01, 2020
Price: $365,000
Living Area: 946 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Oct, 01, 2020
Price: $365,000
Living Area: 946 Sq. Ft.
Lot 89 - 23682 DRAGONFLY LANE
LEONARDTOWN, MD | Closed
Listed: Jul, 23, 2025
Price: $469,900
Living Area: 2,966 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Jul, 23, 2025
Price: $469,900
Living Area: 2,966 Sq. Ft.
23264 LINDSAY DRIVE
LEONARDTOWN, MD | Closed
Listed: Nov, 20, 2025
Price: $3,500
Living Area: 2,824 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Nov, 20, 2025
Price: $3,500
Living Area: 2,824 Sq. Ft.
41535 SINGLETREE DRIVE
LEONARDTOWN, MD | Closed
Listed: Sep, 12, 2025
Price: $530,000
Living Area: 2,262 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Sep, 12, 2025
Price: $530,000
Living Area: 2,262 Sq. Ft.
39790 LADY BALTIMORE AVENUE
LEONARDTOWN, MD | Closed
Listed: Apr, 01, 2024
Price: $290,000
Living Area: 1,344 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Apr, 01, 2024
Price: $290,000
Living Area: 1,344 Sq. Ft.
23398 HOLLYWOOD ROAD
LEONARDTOWN, MD | Closed
Listed: Nov, 12, 2025
Price: $1,900
Living Area: 1,308 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Nov, 12, 2025
Price: $1,900
Living Area: 1,308 Sq. Ft.
23067 TOWN RUN DRIVE
LEONARDTOWN, MD | Closed
Listed: Nov, 13, 2025
Price: $3,500
Living Area: 2,720 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Nov, 13, 2025
Price: $3,500
Living Area: 2,720 Sq. Ft.
41895 TOMEY COURT
LEONARDTOWN, MD | Closed
Listed: Dec, 19, 2025
Price: $529,900
Living Area: 3,482 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Dec, 19, 2025
Price: $529,900
Living Area: 3,482 Sq. Ft.
Lot 95 - 23718 DRAGONFLY LANE
LEONARDTOWN, MD | Closed
Listed: Sep, 27, 2025
Price: $449,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Sep, 27, 2025
Price: $449,900
Living Area: 0 Sq. Ft.
21920 NEWTOWNE NECK ROAD
LEONARDTOWN, MD | Closed
Listed: Sep, 27, 2025
Price: $510,000
Living Area: 2,291 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Sep, 27, 2025
Price: $510,000
Living Area: 2,291 Sq. Ft.
42043 STARLIGHT DRIVE
LEONARDTOWN, MD | Closed
Listed: Sep, 11, 2025
Price: $539,900
Living Area: 2,472 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Sep, 11, 2025
Price: $539,900
Living Area: 2,472 Sq. Ft.
20697 CHINGVILLE ROAD
LEONARDTOWN, MD | Closed
Listed: Nov, 17, 2025
Price: $475,000
Living Area: 2,458 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Nov, 17, 2025
Price: $475,000
Living Area: 2,458 Sq. Ft.
23581 GALLENT FOX WAY
LEONARDTOWN, MD | Closed
Listed: Nov, 26, 2025
Price: $645,900
Living Area: 3,736 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Nov, 26, 2025
Price: $645,900
Living Area: 3,736 Sq. Ft.
22615 WASHINGTON STREET
LEONARDTOWN, MD | Active Under Contract
Listed: Dec, 20, 2025
Price: $599,950
Living Area: 1,691 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Dec, 20, 2025
Price: $599,950
Living Area: 1,691 Sq. Ft.
Lot 105 - 23689 DRAGONFLY LANE
LEONARDTOWN, MD | Closed
Listed: Nov, 13, 2025
Price: $449,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Nov, 13, 2025
Price: $449,900
Living Area: 0 Sq. Ft.
22281 NOMONI STREET
LEONARDTOWN, MD | Active
Listed: Mar, 29, 2026
Price: $360,000
Living Area: 1,152 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 29, 2026
Price: $360,000
Living Area: 1,152 Sq. Ft.
22343 NEWTOWNE NECK ROAD
LEONARDTOWN, MD | Active
Listed: Mar, 31, 2026
Price: $464,900
Living Area: 2,114 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 31, 2026
Price: $464,900
Living Area: 2,114 Sq. Ft.
22224 MONTEREY PLACE
LEONARDTOWN, MD | Pending
Listed: Feb, 24, 2026
Price: $459,900
Living Area: 2,176 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Feb, 24, 2026
Price: $459,900
Living Area: 2,176 Sq. Ft.
21335 FAIRWOOD COURT
LEONARDTOWN, MD | Pending
Listed: Apr, 03, 2026
Price: $715,000
Living Area: 4,533 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Apr, 03, 2026
Price: $715,000
Living Area: 4,533 Sq. Ft.
22175 BAYSIDE ROAD
LEONARDTOWN, MD | Active Under Contract
Listed: Jan, 23, 2026
Price: $315,000
Living Area: 1,192 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Jan, 23, 2026
Price: $315,000
Living Area: 1,192 Sq. Ft.
22695 WASHINGTON STREET UNIT 1
LEONARDTOWN, MD | Closed
Listed: Mar, 29, 2022
Price: $1,000
Living Area: 11,686 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Mar, 29, 2022
Price: $1,000
Living Area: 11,686 Sq. Ft.
22204 NOMONI STREET
LEONARDTOWN, MD | Closed
Listed: Feb, 23, 2026
Price: $315,000
Living Area: 1,008 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Feb, 23, 2026
Price: $315,000
Living Area: 1,008 Sq. Ft.
22695 WASHINGTON STREET 5
LEONARDTOWN, MD | Closed
Listed: Feb, 03, 2026
Price: $1,350
Living Area: 11,686 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Feb, 03, 2026
Price: $1,350
Living Area: 11,686 Sq. Ft.
Lot 135 - 23679 WEEPING WILLOW WAY
LEONARDTOWN, MD | Active
Listed: Mar, 26, 2026
Price: $449,900
Living Area: 2,604 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 26, 2026
Price: $449,900
Living Area: 2,604 Sq. Ft.
21117 CATNIP COURT
LEONARDTOWN, MD | Closed
Listed: Feb, 26, 2026
Price: $590,000
Living Area: 3,526 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Feb, 26, 2026
Price: $590,000
Living Area: 3,526 Sq. Ft.
40810 MEADOW DRIVE
LEONARDTOWN, MD | Active
Listed: Apr, 14, 2026
Price: $459,900
Living Area: 1,368 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 14, 2026
Price: $459,900
Living Area: 1,368 Sq. Ft.
41505 MARGROVE CIRCLE
LEONARDTOWN, MD | Active Under Contract
Listed: Apr, 10, 2026
Price: $450,000
Living Area: 2,306 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Apr, 10, 2026
Price: $450,000
Living Area: 2,306 Sq. Ft.
40840 GREENWOOD LANE
LEONARDTOWN, MD | Active Under Contract
Listed: Apr, 09, 2026
Price: $1,049,900
Living Area: 6,476 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Apr, 09, 2026
Price: $1,049,900
Living Area: 6,476 Sq. Ft.
41855 MEYNARD COURT
LEONARDTOWN, MD | Active
Listed: Apr, 09, 2026
Price: $3,100
Living Area: 3,528 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 09, 2026
Price: $3,100
Living Area: 3,528 Sq. Ft.
43488 MEDLEYS NECK ROAD
LEONARDTOWN, MD | Active
Listed: Oct, 16, 2025
Price: $190,000
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Oct, 16, 2025
Price: $190,000
Living Area: 0 Sq. Ft.
26730 B RADIO STATION WAY
LEONARDTOWN, MD | Closed
Listed: Feb, 14, 2026
Price: $1,650
Living Area: 848 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Feb, 14, 2026
Price: $1,650
Living Area: 848 Sq. Ft.
44545 BREWER LANE
LEONARDTOWN, MD | Closed
Listed: Feb, 21, 2026
Price: $674,900
Living Area: 3,243 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Feb, 21, 2026
Price: $674,900
Living Area: 3,243 Sq. Ft.
23282 LINDSAY DRIVE
LEONARDTOWN, MD | Active
Listed: Mar, 31, 2026
Price: $590,000
Living Area: 3,123 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 31, 2026
Price: $590,000
Living Area: 3,123 Sq. Ft.
21130 SOMEDAY FARM LANE
LEONARDTOWN, MD | Coming Soon
Listed: Apr, 17, 2026
Price: $800,000
Living Area: 3,122 Sq. Ft.
LEONARDTOWN, MD | Coming Soon
Listed: Apr, 17, 2026
Price: $800,000
Living Area: 3,122 Sq. Ft.
23207 MOAKLEY STREET
LEONARDTOWN, MD | Active
Listed: Mar, 27, 2026
Price: $520,000
Living Area: 1,926 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 27, 2026
Price: $520,000
Living Area: 1,926 Sq. Ft.
41249 BRENDA COURT
LEONARDTOWN, MD | Active
Listed: Apr, 17, 2026
Price: $669,900
Living Area: 3,098 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 17, 2026
Price: $669,900
Living Area: 3,098 Sq. Ft.
43430 BROWNS LANE
LEONARDTOWN, MD | Active
Listed: Apr, 04, 2026
Price: $649,000
Living Area: 2,756 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 04, 2026
Price: $649,000
Living Area: 2,756 Sq. Ft.
41910 NAZARETH COURT
LEONARDTOWN, MD | Closed
Listed: Jan, 19, 2026
Price: $3,200
Living Area: 2,861 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Jan, 19, 2026
Price: $3,200
Living Area: 2,861 Sq. Ft.
25845 POINT LOOKOUT ROAD
LEONARDTOWN, MD | Active Under Contract
Listed: Aug, 14, 2024
Price: $1,740,000
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Aug, 14, 2024
Price: $1,740,000
Living Area: 0 Sq. Ft.
22770 WASHINGTON STREET
LEONARDTOWN, MD | Closed
Listed: May, 29, 2025
Price: $1,200,000
Living Area: 5,988 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: May, 29, 2025
Price: $1,200,000
Living Area: 5,988 Sq. Ft.
40533 BRETON KNOLLS CT
LEONARDTOWN, MD | Closed
Listed: Sep, 28, 2022
Price: $180,000
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Sep, 28, 2022
Price: $180,000
Living Area: 0 Sq. Ft.
Lot 90- 23688 DRAGONFLY LANE
LEONARDTOWN, MD | Closed
Listed: Oct, 02, 2025
Price: $469,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Oct, 02, 2025
Price: $469,900
Living Area: 0 Sq. Ft.
41985 WHITE POINT BEACH ROAD
LEONARDTOWN, MD | Closed
Listed: May, 30, 2024
Price: $849,900
Living Area: 2,222 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: May, 30, 2024
Price: $849,900
Living Area: 2,222 Sq. Ft.
40905 SPRING HOUSE LANE
LEONARDTOWN, MD | Closed
Listed: Nov, 19, 2025
Price: $2,800
Living Area: 1,416 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Nov, 19, 2025
Price: $2,800
Living Area: 1,416 Sq. Ft.
21055 BRETON BEACH COURT
LEONARDTOWN, MD | Closed
Listed: Jul, 31, 2025
Price: $1,150,000
Living Area: 3,052 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Jul, 31, 2025
Price: $1,150,000
Living Area: 3,052 Sq. Ft.
20240 BIG OAK LANE
LEONARDTOWN, MD | Closed
Listed: Apr, 22, 2024
Price: $2,500
Living Area: 1,935 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Apr, 22, 2024
Price: $2,500
Living Area: 1,935 Sq. Ft.
23730 HICKS DRIVE
LEONARDTOWN, MD | Closed
Listed: Jul, 10, 2025
Price: $415,000
Living Area: 1,992 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Jul, 10, 2025
Price: $415,000
Living Area: 1,992 Sq. Ft.
43543 BAYBERRY COURT
LEONARDTOWN, MD | Closed
Listed: Dec, 09, 2025
Price: $440,000
Living Area: 1,732 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Dec, 09, 2025
Price: $440,000
Living Area: 1,732 Sq. Ft.
Lot 103 - 23701 DRAGONFLY LANE
LEONARDTOWN, MD | Closed
Listed: Sep, 27, 2025
Price: $489,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Sep, 27, 2025
Price: $489,900
Living Area: 0 Sq. Ft.
41430 CHALLEDON WAY
LEONARDTOWN, MD | Closed
Listed: Nov, 23, 2025
Price: $639,000
Living Area: 4,500 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Nov, 23, 2025
Price: $639,000
Living Area: 4,500 Sq. Ft.
44646 MEDLEYS NECK ROAD
LEONARDTOWN, MD | Closed
Listed: May, 21, 2025
Price: $80,000
Living Area: 924 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: May, 21, 2025
Price: $80,000
Living Area: 924 Sq. Ft.
25365 POINT LOOKOUT ROAD
LEONARDTOWN, MD | Closed
Listed: Jan, 31, 2025
Price: $497,500
Living Area: 2,952 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Jan, 31, 2025
Price: $497,500
Living Area: 2,952 Sq. Ft.
42975 BAYWOOD PLACE
LEONARDTOWN, MD | Closed
Listed: Dec, 03, 2025
Price: $699,900
Living Area: 3,372 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Dec, 03, 2025
Price: $699,900
Living Area: 3,372 Sq. Ft.
40855 MERCHANTS LANE
LEONARDTOWN, MD | Closed
Listed: Jan, 20, 2026
Price: $2,500
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Jan, 20, 2026
Price: $2,500
Living Area: 0 Sq. Ft.
20250 HAWKS WAY
LEONARDTOWN, MD | Closed
Listed: Dec, 10, 2025
Price: $519,900
Living Area: 1,557 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Dec, 10, 2025
Price: $519,900
Living Area: 1,557 Sq. Ft.
21060 WOODMERE DRIVE
LEONARDTOWN, MD | Closed
Listed: Dec, 12, 2025
Price: $565,000
Living Area: 3,075 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Dec, 12, 2025
Price: $565,000
Living Area: 3,075 Sq. Ft.
20753 CHESTNUT RIDGE DRIVE
LEONARDTOWN, MD | Closed
Listed: Nov, 19, 2025
Price: $564,900
Living Area: 2,594 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Nov, 19, 2025
Price: $564,900
Living Area: 2,594 Sq. Ft.
44731 BLAKE CREEK ROAD
LEONARDTOWN, MD | Pending
Listed: Mar, 11, 2026
Price: $365,000
Living Area: 1,644 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Mar, 11, 2026
Price: $365,000
Living Area: 1,644 Sq. Ft.
CEDAR LANE ROAD
LEONARDTOWN, MD | Pending
Listed: Aug, 13, 2024
Price: $3,800,000
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Aug, 13, 2024
Price: $3,800,000
Living Area: 0 Sq. Ft.
20260 HAWKS WAY
LEONARDTOWN, MD | Active
Listed: Mar, 04, 2026
Price: $579,900
Living Area: 2,500 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 04, 2026
Price: $579,900
Living Area: 2,500 Sq. Ft.
20265 HAWKS WAY
LEONARDTOWN, MD | Active
Listed: Jan, 07, 2026
Price: $149,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Jan, 07, 2026
Price: $149,900
Living Area: 0 Sq. Ft.
41625 PARK AVENUE 300
LEONARDTOWN, MD | Active
Listed: Mar, 12, 2026
Price: $24
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 12, 2026
Price: $24
Living Area: 0 Sq. Ft.
23773 MEREDITH COURT
LEONARDTOWN, MD | Active Under Contract
Listed: Feb, 06, 2025
Price: $640,000
Living Area: 3,478 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Feb, 06, 2025
Price: $640,000
Living Area: 3,478 Sq. Ft.
Lot 132 - 23697 WEEPING WILLOW WAY
LEONARDTOWN, MD | Pending
Listed: Mar, 17, 2026
Price: $489,900
Living Area: 3,095 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Mar, 17, 2026
Price: $489,900
Living Area: 3,095 Sq. Ft.
44868 BLAKE CREEK RD. #4
LEONARDTOWN, MD | Closed
Listed: Dec, 12, 2025
Price: $1,250
Living Area: 1,028 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Dec, 12, 2025
Price: $1,250
Living Area: 1,028 Sq. Ft.
21767 POTOMAC VIEW DRIVE
LEONARDTOWN, MD | Active Under Contract
Listed: Mar, 22, 2026
Price: $555,000
Living Area: 4,384 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Mar, 22, 2026
Price: $555,000
Living Area: 4,384 Sq. Ft.
24645 SPRINGHILL LANE
LEONARDTOWN, MD | Active
Listed: Sep, 04, 2024
Price: $175,000
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Sep, 04, 2024
Price: $175,000
Living Area: 0 Sq. Ft.
25470 POINT LOOKOUT ROAD E
LEONARDTOWN, MD | Active
Listed: Jan, 26, 2026
Price: $17
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Jan, 26, 2026
Price: $17
Living Area: 0 Sq. Ft.
22338 WHITE OAK ROAD
LEONARDTOWN, MD | Closed
Listed: Jun, 20, 2025
Price: $550,000
Living Area: 2,328 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Jun, 20, 2025
Price: $550,000
Living Area: 2,328 Sq. Ft.
ST. ANDREWS CHURCH ROAD
LEONARDTOWN, MD | Active
Listed: Jan, 24, 2026
Price: $175,000
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Jan, 24, 2026
Price: $175,000
Living Area: 0 Sq. Ft.
41670 COURTHOUSE DRIVE
LEONARDTOWN, MD | Active
Listed: Feb, 10, 2026
Price: $2,574
Living Area: 6,864 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Feb, 10, 2026
Price: $2,574
Living Area: 6,864 Sq. Ft.
42464 FAIRGROUNDS ROAD
LEONARDTOWN, MD | Active
Listed: Mar, 14, 2026
Price: $1,850
Living Area: 1,025 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 14, 2026
Price: $1,850
Living Area: 1,025 Sq. Ft.
22802 LAWRENCE AVE
LEONARDTOWN, MD | Active
Listed: Dec, 02, 2025
Price: $2,900
Living Area: 1,080 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Dec, 02, 2025
Price: $2,900
Living Area: 1,080 Sq. Ft.
40865 SPRING HOUSE LANE
LEONARDTOWN, MD | Active
Listed: Mar, 06, 2026
Price: $2,595
Living Area: 1,736 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 06, 2026
Price: $2,595
Living Area: 1,736 Sq. Ft.
41536 FAIRWOOD COURT
LEONARDTOWN, MD | Active Under Contract
Listed: Sep, 06, 2025
Price: $569,000
Living Area: 3,308 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Sep, 06, 2025
Price: $569,000
Living Area: 3,308 Sq. Ft.
41515 RISEN STAR LANE
LEONARDTOWN, MD | Closed
Listed: Jan, 26, 2026
Price: $659,900
Living Area: 4,136 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Jan, 26, 2026
Price: $659,900
Living Area: 4,136 Sq. Ft.
BAYSIDE ROAD
LEONARDTOWN, MD | Active
Listed: May, 02, 2025
Price: $1,750,000
Living Area: 2,130 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: May, 02, 2025
Price: $1,750,000
Living Area: 2,130 Sq. Ft.
23299 JENIFER COURT
LEONARDTOWN, MD | Active Under Contract
Listed: Mar, 11, 2026
Price: $550,000
Living Area: 3,482 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Mar, 11, 2026
Price: $550,000
Living Area: 3,482 Sq. Ft.
19700 MULBERRY FIELDS ROAD
LEONARDTOWN, MD | Active
Listed: Feb, 18, 2025
Price: $20,000,000
Living Area: 13,458 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Feb, 18, 2025
Price: $20,000,000
Living Area: 13,458 Sq. Ft.
41438 SILVER CHARM COURT
LEONARDTOWN, MD | Closed
Listed: Feb, 09, 2026
Price: $690,000
Living Area: 4,180 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Feb, 09, 2026
Price: $690,000
Living Area: 4,180 Sq. Ft.
Lot 100 - 23719 DRAGONFLY LANE
LEONARDTOWN, MD | Pending
Listed: Feb, 03, 2026
Price: $449,900
Living Area: 2,571 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Feb, 03, 2026
Price: $449,900
Living Area: 2,571 Sq. Ft.
Lot 141 - 23653 DRAGONFLY LANE
LEONARDTOWN, MD | Active
Listed: Apr, 02, 2026
Price: $479,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 02, 2026
Price: $479,900
Living Area: 0 Sq. Ft.
40624 BRETON OAKS LANE
LEONARDTOWN, MD | Pending
Listed: Mar, 29, 2026
Price: $779,000
Living Area: 2,745 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Mar, 29, 2026
Price: $779,000
Living Area: 2,745 Sq. Ft.
20752 PENANSEY LANE
LEONARDTOWN, MD | Active Under Contract
Listed: Mar, 10, 2026
Price: $750,000
Living Area: 2,936 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Mar, 10, 2026
Price: $750,000
Living Area: 2,936 Sq. Ft.
Lot 101 - 23713 DRAGONFLY LANE
LEONARDTOWN, MD | Active
Listed: Feb, 22, 2026
Price: $449,900
Living Area: 0 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Feb, 22, 2026
Price: $449,900
Living Area: 0 Sq. Ft.
Lot 110 - 23678 WEEPING WILLOW WAY
LEONARDTOWN, MD | Active
Listed: Mar, 26, 2026
Price: $449,900
Living Area: 2,571 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 26, 2026
Price: $449,900
Living Area: 2,571 Sq. Ft.
Lot 111 - 23684 WEEPING WILLOW WAY
LEONARDTOWN, MD | Active
Listed: Apr, 09, 2026
Price: $449,900
Living Area: 2,554 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 09, 2026
Price: $449,900
Living Area: 2,554 Sq. Ft.
40171 LITTLE WOODS LANE
LEONARDTOWN, MD | Active Under Contract
Listed: Mar, 26, 2026
Price: $875,000
Living Area: 2,586 Sq. Ft.
LEONARDTOWN, MD | Active Under Contract
Listed: Mar, 26, 2026
Price: $875,000
Living Area: 2,586 Sq. Ft.
40736 CENTER 40 CIRCLE
LEONARDTOWN, MD | Active
Listed: Jan, 07, 2026
Price: $399,900
Living Area: 1,829 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Jan, 07, 2026
Price: $399,900
Living Area: 1,829 Sq. Ft.
23073 TOWN RUN DRIVE
LEONARDTOWN, MD | Coming Soon
Listed: Apr, 11, 2026
Price: $639,900
Living Area: 2,854 Sq. Ft.
LEONARDTOWN, MD | Coming Soon
Listed: Apr, 11, 2026
Price: $639,900
Living Area: 2,854 Sq. Ft.
43018 BLUEJAY LANE
LEONARDTOWN, MD | Closed
Listed: Oct, 20, 2025
Price: $635,000
Living Area: 2,888 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Oct, 20, 2025
Price: $635,000
Living Area: 2,888 Sq. Ft.
41516 MARWOOD CIRCLE
LEONARDTOWN, MD | Pending
Listed: Feb, 19, 2026
Price: $437,000
Living Area: 2,402 Sq. Ft.
LEONARDTOWN, MD | Pending
Listed: Feb, 19, 2026
Price: $437,000
Living Area: 2,402 Sq. Ft.
23311 POINT LOOKOUT ROAD
LEONARDTOWN, MD | Closed
Listed: Mar, 07, 2026
Price: $335,000
Living Area: 1,056 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Mar, 07, 2026
Price: $335,000
Living Area: 1,056 Sq. Ft.
23592 BELMAR DRIVE
LEONARDTOWN, MD | Active
Listed: Mar, 22, 2026
Price: $680,000
Living Area: 3,728 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 22, 2026
Price: $680,000
Living Area: 3,728 Sq. Ft.
21749 PINEHURST COURT
LEONARDTOWN, MD | Closed
Listed: Mar, 04, 2026
Price: $570,000
Living Area: 3,410 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Mar, 04, 2026
Price: $570,000
Living Area: 3,410 Sq. Ft.
41377 DOCTORS CROSSING ROAD
LEONARDTOWN, MD | Active
Listed: Mar, 05, 2026
Price: $620,000
Living Area: 3,724 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 05, 2026
Price: $620,000
Living Area: 3,724 Sq. Ft.
41620 CHURCH STREET
LEONARDTOWN, MD | Active
Listed: Apr, 15, 2026
Price: $399,000
Living Area: 1,728 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 15, 2026
Price: $399,000
Living Area: 1,728 Sq. Ft.
39577 POTOMAC AVENUE
LEONARDTOWN, MD | Active
Listed: Apr, 08, 2026
Price: $839,900
Living Area: 3,412 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 08, 2026
Price: $839,900
Living Area: 3,412 Sq. Ft.
23581 BELMAR DRIVE
LEONARDTOWN, MD | Active
Listed: Apr, 05, 2026
Price: $2,695
Living Area: 1,238 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 05, 2026
Price: $2,695
Living Area: 1,238 Sq. Ft.
41470 MARGROVE CIRCLE
LEONARDTOWN, MD | Active
Listed: Apr, 16, 2026
Price: $2,975
Living Area: 2,402 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Apr, 16, 2026
Price: $2,975
Living Area: 2,402 Sq. Ft.
18866 RUSSELL ROAD
LEONARDTOWN, MD | Active
Listed: Mar, 29, 2026
Price: $450,000
Living Area: 1,128 Sq. Ft.
LEONARDTOWN, MD | Active
Listed: Mar, 29, 2026
Price: $450,000
Living Area: 1,128 Sq. Ft.
Lot 112 - 23690 WEEPING WILLOW WAY
LEONARDTOWN, MD | Closed
Listed: Feb, 03, 2026
Price: $489,900
Living Area: 3,095 Sq. Ft.
LEONARDTOWN, MD | Closed
Listed: Feb, 03, 2026
Price: $489,900
Living Area: 3,095 Sq. Ft.
