View 24645 Long Haul Saint Michaels, MD MLS# MDTA2012746
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    OPEN HOUSE: Sunday 3/22 11:00 AM - 2:00 PM
    $2,900,000
    4

    Beds

    4.1

    Baths

    3,677

    Sq.Ft.

    24645 Long Haul

    Saint Michaels, MD

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    View 228 Perry Cabin Drive # 228 / 226 Saint Michaels, MD MLS# MDTA2012940
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    1 of 119
    $1,995,000
    6

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    6.0

    Baths

    4,089

    Sq.Ft.

    228 Perry Cabin Drive # 228 / 226

    Saint Michaels, MD

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    View 24822 Swan Road Saint Michaels, MD MLS# MDTA2012848
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    $830,000
    3

    Beds

    3.0

    Baths

    2,439

    Sq.Ft.

    24822 Swan Road

    Saint Michaels, MD

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    The time to sell is now! THE TIME TO SELL IS NOW!
    View 926 Calvert Saint Michaels, MD MLS# MDTA2012924
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    $436,950
    3

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    1.1

    Baths

    1,365

    Sq.Ft.

    926 Calvert

    Saint Michaels, MD

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    View 101 Brooks Lane Saint Michaels, MD MLS# MDTA2012900
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      $425,000
      3

      Beds

      2.0

      Baths

      1,120

      Sq.Ft.

      101 Brooks Lane

      Saint Michaels, MD

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      View 9518 Quail Hollow # 702 Saint Michaels, MD MLS# MDTA2012850
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        $480,000
        3

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        3.0

        Baths

        1,800

        Sq.Ft.

        9518 Quail Hollow # 702

        Saint Michaels, MD

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        View 24345 Widgeon # 25 Saint Michaels, MD MLS# MDTA2012658
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          $435,000
          3

          Beds

          3.0

          Baths

          1,752

          Sq.Ft.

          24345 Widgeon # 25

          Saint Michaels, MD

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          View 117 Chesapeake Ave. Saint Michaels, MD MLS# MDTA2012776
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            $165,000
            Studio

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            0.0

            Baths

            117 Chesapeake Ave.

            Saint Michaels, MD

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            View 111 Gloria Saint Michaels, MD MLS# MDTA2012770
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              $450,000
              2

              Beds

              1.1

              Baths

              1,125

              Sq.Ft.

              111 Gloria

              Saint Michaels, MD

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              View 24700 Deepwater Point Drive # 1 Saint Michaels, MD MLS# MDTA2012574
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              $369,000
              2

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              2.1

              Baths

              1,486

              Sq.Ft.

              24700 Deepwater Point Drive # 1

              Saint Michaels, MD

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              View 107 W Chestnut Street Saint Michaels, MD MLS# MDTA2012552
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              1 of 105
              $1,295,000
              3

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              2.0

              Baths

              1,914

              Sq.Ft.

              107 W Chestnut Street

              Saint Michaels, MD

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              View 209 Webb Lane Saint Michaels, MD MLS# MDTA2012448
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                1 of 33
                $229,000
                2

                Beds

                1.0

                Baths

                932

                Sq.Ft.

                209 Webb Lane

                Saint Michaels, MD

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                View 216 E Chew Ave Saint Michaels, MD MLS# MDTA2012450
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                  OPEN HOUSE: Saturday 3/21 12:00 PM - 2:00 PM
                  $1,795,000
                  4

                  Beds

                  3.1

                  Baths

                  3,575

                  Sq.Ft.

                  216 E Chew Ave

                  Saint Michaels, MD

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                  View 105 Seymour Avenue Saint Michaels, MD MLS# MDTA2012362
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                  OPEN HOUSE: Saturday 3/21 9:00 AM - 11:00 AM
                  $474,000
                  2

                  Beds

                  1.0

                  Baths

                  1,080

                  Sq.Ft.

                  105 Seymour Avenue

                  Saint Michaels, MD

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                  View 108 Miles Avenue Saint Michaels, MD MLS# MDTA2012358
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                  $779,000
                  3

                  Beds

                  2.0

                  Baths

                  1,710

                  Sq.Ft.

                  108 Miles Avenue

                  Saint Michaels, MD

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                  View 108 Miles Avenue Saint Michaels, MD MLS# MDTA2012368
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                  $999,000
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                  2.1

                  Baths

                  108 Miles Avenue

                  Saint Michaels, MD

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                  View 108 Miles Avenue Saint Michaels, MD MLS# MDTA2012348
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                    $295,000
                    Studio

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                    0.0

                    Baths

                    108 Miles Avenue

                    Saint Michaels, MD

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                    View 23961 Lynnewood Drive Saint Michaels, MD MLS# MDTA2012318
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                    $3,100,000
                    4

                    Beds

                    3.1

                    Baths

                    4,035

                    Sq.Ft.

                    23961 Lynnewood Drive

                    Saint Michaels, MD

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                    View 9545 Quail Hollow # 205 Saint Michaels, MD MLS# MDTA2012128
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                      $385,000
                      2

                      Beds

                      3.0

                      Baths

                      1,800

                      Sq.Ft.

                      9545 Quail Hollow # 205

                      Saint Michaels, MD

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                      View 216 Brooks Saint Michaels, MD MLS# MDTA2011960
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                      1 of 37
                      $479,999
                      3

                      Beds

                      2.0

                      Baths

                      1,500

                      Sq.Ft.

                      216 Brooks

                      Saint Michaels, MD

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                      About Saint Michaels

                      Located on the picturesque banks of the Miles River, the storybook setting of this pleasant harbor village attracts visitors by land and sea.  St. Michaels offers a pleasing mix of unique shops, fascinating museums and fine dining establishments, with all the charm of a colonial village.  However, you don’t have to stroll through a museum exhibit to see remnants of the harbor’s illustrious past.  Ancient clippers, schooners, skipjacks, log canoes, and bugeyes are all part of the dock atmosphere, along with hard-working watermen and pleasure boaters.  The quiet charm of this peaceful haven is most evident along historic streets lined with meticulously restored homes.  Today, St. Michaels attracts those who desire to escape the rush of city life or boating and sailing enthusiasts who want to live in close proximity to the waterfront.

                      Listings in Saint Michaels, MD

                      46

                      Estimated median home price

                      $749,500
                      Saint Michaels MD Homes for Sale & Properties

                      Weichert Realtors is one of the nation's leading providers of Saint Michaels, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Saint Michaels, MD.

                      Homes for Sale by Price in Saint Michaels, MD

                      PriceCount
                      $0 - 100K0
                      $100K - 200K1
                      $200K - 300K3
                      $300K - 400K4
                      $400K - 500K8
                      $500K - 600K4
                      $600K - 700K2
                      $700K - 800K4
                      $800K - 900K1
                      $900K - 1M1
                      $1M - Max18

                      Homes for Sale by Type in Saint Michaels, MD

                      Property TypeCount
                      Single Family30
                      Townhouse4
                      Condo6
                      Commercial3
                      Rental8
                      Lots and Land3
                      Condo/Town/CoOp0
                      CoOp0
                      Multi Family0
                      Mobile Home0
                      Farms0

                      (Data as of 3/18/2026)

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