View Lot 108- 23666 Weeping Willow Way Leonardtown, MD MLS# MDSM2028518
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Save Lot 108- 23666 Weeping Willow Way Leonardtown, MD MLS# MDSM2028518
1 of 40
$479,900
4

Beds

3.1

Baths

Lot 108- 23666 Weeping Willow Way

Leonardtown, MD

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View Lot 137- 23667 Weeping Willow Way Leonardtown, MD MLS# MDSM2028536
  • New Construction with Virtual Tour
Save Lot 137- 23667 Weeping Willow Way Leonardtown, MD MLS# MDSM2028536
1 of 42
$479,900
4

Beds

3.1

Baths

2,966

Sq.Ft.

Lot 137- 23667 Weeping Willow Way

Leonardtown, MD

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View Lot 102 - 23707 Dragonfly Lane Leonardtown, MD MLS# MDSM2029202
  • New Construction
Save Lot 102 - 23707 Dragonfly Lane Leonardtown, MD MLS# MDSM2029202
1 of 30
$479,900
4

Beds

3.1

Baths

Lot 102 - 23707 Dragonfly Lane

Leonardtown, MD

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Courtesy of RE/MAX ONE
The time to sell is now! THE TIME TO SELL IS NOW!
View Lot 113 - 23696 Weeping Willow Way Leonardtown, MD MLS# MDSM2029482
  • New Construction with Virtual Tour
Save Lot 113 - 23696 Weeping Willow Way Leonardtown, MD MLS# MDSM2029482
1 of 42
$479,900
4

Beds

3.1

Baths

Lot 113 - 23696 Weeping Willow Way

Leonardtown, MD

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View 40910 Starling Court Leonardtown, MD MLS# MDSM2029774
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Save 40910 Starling Court Leonardtown, MD MLS# MDSM2029774
1 of 23
$475,000
3

Beds

2.1

Baths

3,012

Sq.Ft.

40910 Starling Court

Leonardtown, MD

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Courtesy of KELLER WILLIAMS REALTY
View 22343 Newtowne Neck Road Leonardtown, MD MLS# MDSM2029528
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Save 22343 Newtowne Neck Road Leonardtown, MD MLS# MDSM2029528
1 of 40
$474,900
4

Beds

2.0

Baths

2,114

Sq.Ft.

22343 Newtowne Neck Road

Leonardtown, MD

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View 22224 Monterey Place Leonardtown, MD MLS# MDSM2029434
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1 of 29
$459,900
4

Beds

3.0

Baths

2,176

Sq.Ft.

22224 Monterey Place

Leonardtown, MD

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View 41656 Fenwick Street Leonardtown, MD MLS# MDSM2016828
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1 of 1
$450,000
3,000

Sq.Ft.

41656 Fenwick Street

Leonardtown, MD

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View Lot 104 - 23695 Dragonfly Lane Leonardtown, MD MLS# MDSM2028144
  • New Construction with Virtual Tour
Save Lot 104 - 23695 Dragonfly Lane Leonardtown, MD MLS# MDSM2028144
1 of 47
$449,900
4

Beds

3.1

Baths

Lot 104 - 23695 Dragonfly Lane

Leonardtown, MD

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View Lot 105 - 23689 Dragonfly Lane Leonardtown, MD MLS# MDSM2028150
  • New Construction with Virtual Tour
Save Lot 105 - 23689 Dragonfly Lane Leonardtown, MD MLS# MDSM2028150
1 of 46
$449,900
4

Beds

3.1

Baths

Lot 105 - 23689 Dragonfly Lane

Leonardtown, MD

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View Lot 100 - 23719 Dragonfly Lane Leonardtown, MD MLS# MDSM2029208
  • New Construction
Save Lot 100 - 23719 Dragonfly Lane Leonardtown, MD MLS# MDSM2029208
1 of 45
$449,900
4

Beds

3.1

Baths

2,571

Sq.Ft.

Lot 100 - 23719 Dragonfly Lane

Leonardtown, MD

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View Lot 101 - 23713 Dragonfly Lane Leonardtown, MD MLS# MDSM2029486
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1 of 34
OPEN HOUSE: Saturday 3/14 11:00 AM - 1:00 PM
$449,900
4

Beds

3.1

Baths

Lot 101 - 23713 Dragonfly Lane

Leonardtown, MD

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View Lot 99 - 23725 Dragonfly Lane Leonardtown, MD MLS# MDSM2029488
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Save Lot 99 - 23725 Dragonfly Lane Leonardtown, MD MLS# MDSM2029488
1 of 35
OPEN HOUSE: Saturday 3/14 11:00 AM - 1:00 PM
$449,900
4

Beds

3.1

Baths

Lot 99 - 23725 Dragonfly Lane

Leonardtown, MD

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View 41516 Marwood Circle Leonardtown, MD MLS# MDSM2029470
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    1 of 55
    $437,000
    3

    Beds

    3.1

    Baths

    2,402

    Sq.Ft.

    41516 Marwood Circle

    Leonardtown, MD

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    View 23369 Marview Court Leonardtown, MD MLS# MDSM2028828
      Save 23369 Marview Court Leonardtown, MD MLS# MDSM2028828
      1 of 58
      $435,000
      3

      Beds

      3.1

      Baths

      2,308

      Sq.Ft.

      23369 Marview Court

      Leonardtown, MD

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      View 40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808
        Save 40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808
        1 of 58
        $415,000
        3

        Beds

        2.1

        Baths

        1,829

        Sq.Ft.

        40736 Center 40 Circle

        Leonardtown, MD

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        View 44731 Blake Creek Road Leonardtown, MD MLS# MDSM2029840
          Save 44731 Blake Creek Road Leonardtown, MD MLS# MDSM2029840
          1 of 1
          $365,000
          3

          Beds

          2.0

          Baths

          1,644

          Sq.Ft.

          44731 Blake Creek Road

          Leonardtown, MD

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          View 39725 Lady Baltimore Avenue Leonardtown, MD MLS# MDSM2029556
            Save 39725 Lady Baltimore Avenue Leonardtown, MD MLS# MDSM2029556
            1 of 3
            $335,000
            3

            Beds

            2.0

            Baths

            1,886

            Sq.Ft.

            39725 Lady Baltimore Avenue

            Leonardtown, MD

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            View 23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808
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            Save 23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808
            1 of 45
            $335,000
            2

            Beds

            2.0

            Baths

            1,056

            Sq.Ft.

            23311 Point Lookout Road

            Leonardtown, MD

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            Courtesy of RE/MAX ONE
            View 22204 Nomoni Street Leonardtown, MD MLS# MDSM2029298
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            Save 22204 Nomoni Street Leonardtown, MD MLS# MDSM2029298
            1 of 34
            $315,000
            2

            Beds

            2.0

            Baths

            1,008

            Sq.Ft.

            22204 Nomoni Street

            Leonardtown, MD

            Bright
            Courtesy of REDFIN CORP

            About Leonardtown

            Listings in Leonardtown, MD

            72

            Estimated median home price

            $497,500
            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

            PriceCount
            $0 - 100K1
            $100K - 200K8
            $200K - 300K2
            $300K - 400K4
            $400K - 500K22
            $500K - 600K11
            $600K - 700K13
            $700K - 800K5
            $800K - 900K1
            $900K - 1M0
            $1M - Max5

            Homes for Sale by Type in Leonardtown, MD

            Property TypeCount
            Single Family43
            Townhouse16
            Condo1
            Commercial1
            Rental20
            Lots and Land11
            Condo/Town/CoOp0
            CoOp0
            Multi Family0
            Mobile Home0
            Farms0

            (Data as of 3/13/2026)

            Find Properties in Leonardtown, MD

            Leonardtown, MD Information

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