View Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220
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Save Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220
1 of 7
$449,900
4

Beds

3.1

Baths

2,554

Sq.Ft.

Lot 156 - 23634 Dragonfly Lane

Leonardtown, MD

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View 21737 Pinehurst Court Leonardtown, MD MLS# MDSM2031122
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1 of 52
$540,000
3

Beds

2.0

Baths

3,014

Sq.Ft.

21737 Pinehurst Court

Leonardtown, MD

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View 22381 Cedar Street Leonardtown, MD MLS# MDSM2031080
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$329,900
3

Beds

2.0

Baths

1,287

Sq.Ft.

22381 Cedar Street

Leonardtown, MD

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Courtesy of RE/MAX ONE
The time to sell is now! THE TIME TO SELL IS NOW!
View 21983 Point Lookout Road Leonardtown, MD MLS# MDSM2031060
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Save 21983 Point Lookout Road Leonardtown, MD MLS# MDSM2031060
1 of 31
$389,900
3

Beds

2.0

Baths

1,144

Sq.Ft.

21983 Point Lookout Road

Leonardtown, MD

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View Lot 131 - 23703 Weeping Willow Way Way Leonardtown, MD MLS# MDSM2031070
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Save Lot 131 - 23703 Weeping Willow Way Way Leonardtown, MD MLS# MDSM2031070
1 of 34
$449,900
4

Beds

3.1

Baths

2,554

Sq.Ft.

Lot 131 - 23703 Weeping Willow Way Way

Leonardtown, MD

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View Lot 140 - 23659 Dragonfly Lane Leonardtown, MD MLS# MDSM2031072
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Save Lot 140 - 23659 Dragonfly Lane Leonardtown, MD MLS# MDSM2031072
1 of 45
$449,900
4

Beds

3.1

Baths

2,604

Sq.Ft.

Lot 140 - 23659 Dragonfly Lane

Leonardtown, MD

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View Lot 159 - 23652 Dragonfly Lane Leonardtown, MD MLS# MDSM2031076
  • New Construction with Virtual Tour
Save Lot 159 - 23652 Dragonfly Lane Leonardtown, MD MLS# MDSM2031076
1 of 30
$479,900
4

Beds

3.1

Baths

2,966

Sq.Ft.

Lot 159 - 23652 Dragonfly Lane

Leonardtown, MD

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View Lot 151 - 23790 Wisteria Lane Leonardtown, MD MLS# MDSM2031078
  • New Construction with Virtual Tour
Save Lot 151 - 23790 Wisteria Lane Leonardtown, MD MLS# MDSM2031078
1 of 46
$489,900
4

Beds

3.1

Baths

3,095

Sq.Ft.

Lot 151 - 23790 Wisteria Lane

Leonardtown, MD

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View Lot 136 - 23673 Weeping Willow Way Leonardtown, MD MLS# MDSM2031006
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Save Lot 136 - 23673 Weeping Willow Way Leonardtown, MD MLS# MDSM2031006
1 of 48
$449,900
4

Beds

3.1

Baths

2,554

Sq.Ft.

Lot 136 - 23673 Weeping Willow Way

Leonardtown, MD

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View Lot 134 - 23685 Weeping Willow Way Leonardtown, MD MLS# MDSM2031008
  • New Construction with Virtual Tour
Save Lot 134 - 23685 Weeping Willow Way Leonardtown, MD MLS# MDSM2031008
1 of 34
$449,900
4

Beds

3.1

Baths

2,554

Sq.Ft.

Lot 134 - 23685 Weeping Willow Way

Leonardtown, MD

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View Lot 158 - 23646 Dragonfly Lane Leonardtown, MD MLS# MDSM2031014
  • New Construction with Virtual Tour
Save Lot 158 - 23646 Dragonfly Lane Leonardtown, MD MLS# MDSM2031014
1 of 34
$449,900
4

Beds

3.1

Baths

2,554

Sq.Ft.

Lot 158 - 23646 Dragonfly Lane

Leonardtown, MD

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View 22394 White Oak Road Leonardtown, MD MLS# MDSM2030988
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1 of 32
$485,000
4

Beds

3.0

Baths

2,507

Sq.Ft.

22394 White Oak Road

Leonardtown, MD

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View Lot 144 - 23635 Dragonfly Lane Leonardtown, MD MLS# MDSM2030872
  • New Construction with Virtual Tour
Save Lot 144 - 23635 Dragonfly Lane Leonardtown, MD MLS# MDSM2030872
1 of 45
$449,900
4

Beds

3.1

Baths

2,604

Sq.Ft.

Lot 144 - 23635 Dragonfly Lane

Leonardtown, MD

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View Lot 115 - 23708 Weeping Willow Way Leonardtown, MD MLS# MDSM2030874
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Save Lot 115 - 23708 Weeping Willow Way Leonardtown, MD MLS# MDSM2030874
1 of 45
$449,900
4

Beds

3.1

Baths

Lot 115 - 23708 Weeping Willow Way

Leonardtown, MD

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View 41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598
    Save 41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598
    1 of 22
    $300,000
    Studio

    Beds

    0.0

    Baths

    41708 Fenwick Street

    Leonardtown, MD

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    View 41923 Sara Ann Court Leonardtown, MD MLS# MDSM2030524
      Save 41923 Sara Ann Court Leonardtown, MD MLS# MDSM2030524
      1 of 33
      $459,900
      3

      Beds

      2.1

      Baths

      2,034

      Sq.Ft.

      41923 Sara Ann Court

      Leonardtown, MD

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      View 41620 Church Street Leonardtown, MD MLS# MDSM2030446
        Save 41620 Church Street Leonardtown, MD MLS# MDSM2030446
        1 of 70
        $399,000
        3

        Beds

        2.0

        Baths

        1,728

        Sq.Ft.

        41620 Church Street

        Leonardtown, MD

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        View 40295 Busy Corner Road Leonardtown, MD MLS# MDSM2030516
          Save 40295 Busy Corner Road Leonardtown, MD MLS# MDSM2030516
          1 of 33
          $439,900
          4

          Beds

          3.0

          Baths

          1,624

          Sq.Ft.

          40295 Busy Corner Road

          Leonardtown, MD

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          View 40855 Spring House Lane Leonardtown, MD MLS# MDSM2030444
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          1 of 78
          $550,000
          5

          Beds

          3.0

          Baths

          3,464

          Sq.Ft.

          40855 Spring House Lane

          Leonardtown, MD

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          View 40810 Meadow Drive Leonardtown, MD MLS# MDSM2030498
            Save 40810 Meadow Drive Leonardtown, MD MLS# MDSM2030498
            1 of 50
            $459,900
            3

            Beds

            2.0

            Baths

            1,368

            Sq.Ft.

            40810 Meadow Drive

            Leonardtown, MD

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            Courtesy of CENTURY 21 NEW MILLENNIUM

            About Leonardtown

            Listings in Leonardtown, MD

            94

            Estimated median home price

            $504,950
            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 - 100K2
            $100K - 200K7
            $200K - 300K1
            $300K - 400K5
            $400K - 500K32
            $500K - 600K11
            $600K - 700K16
            $700K - 800K10
            $800K - 900K3
            $900K - 1M1
            $1M - Max6

            Homes for Sale by Type in Leonardtown, MD

            Property TypeCount
            Single Family54
            Townhouse25
            Condo0
            Commercial1
            Rental19
            Lots and Land14
            Condo/Town/CoOp0
            CoOp0
            Multi Family0
            Mobile Home0
            Farms0

            (Data as of 5/19/2026)

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            Leonardtown, MD Information

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