View 409 Chester # 3 FL Annapolis, MD MLS# MDAA2140518
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$2,800
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1,100

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409 Chester # 3 FL

Annapolis, MD

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Courtesy of CURTIS REAL ESTATE COMPANY
View 1 Harbour Heights Drive # 1 Annapolis, MD MLS# MDAA2140458
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1,602

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1 Harbour Heights Drive # 1

Annapolis, MD

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View 1000 Kensington Way Annapolis, MD MLS# MDAA2140408
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    $2,350
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    1,560

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    1000 Kensington Way

    Annapolis, MD

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    The time to sell is now! THE TIME TO SELL IS NOW!
    View 123 Lee Drive Annapolis, MD MLS# MDAA2139696
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      $3,500
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      1,948

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      123 Lee Drive

      Annapolis, MD

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      View 501 Mathias Hammond Way # 103 Annapolis, MD MLS# MDAA2140224
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      $2,300
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      1,011

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      501 Mathias Hammond Way # 103

      Annapolis, MD

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      Courtesy of LONG & FOSTER REAL ESTATE, INC.
      View 920 Boucher Ave # 2 Annapolis, MD MLS# MDAA2140038
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      $2,150
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      2,499

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      920 Boucher Ave # 2

      Annapolis, MD

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      View 2570 Riva Road # 15C Annapolis, MD MLS# MDAA2139888
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      $2,400
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      1,103

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      2570 Riva Road # 15C

      Annapolis, MD

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      View 2054 Quaker Way # 1 Annapolis, MD MLS# MDAA2139926
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      1,096

      Sq.Ft.

      2054 Quaker Way # 1

      Annapolis, MD

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      View 2915 Winters Chase Way Annapolis, MD MLS# MDAA2139984
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      $3,300
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      1,865

      Sq.Ft.

      2915 Winters Chase Way

      Annapolis, MD

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      View 22 South Monroe Road # 22 Annapolis, MD MLS# MDAA2139602
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      $1,950
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      800

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      22 South Monroe Road # 22

      Annapolis, MD

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      View 835 Coxswain Way Annapolis, MD MLS# MDAA2139358
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      $3,600
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      2,062

      Sq.Ft.

      835 Coxswain Way

      Annapolis, MD

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      View 768 Fairview Avenue # 768 B Annapolis, MD MLS# MDAA2139174
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        $4,000
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        768 Fairview Avenue # 768 B

        Annapolis, MD

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        View 1576 Bay Head Road Annapolis, MD MLS# MDAA2139178
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        $14,000
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        6,732

        Sq.Ft.

        1576 Bay Head Road

        Annapolis, MD

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        View 150 Spa Drive Annapolis, MD MLS# MDAA2138658
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        $3,900
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        1,700

        Sq.Ft.

        150 Spa Drive

        Annapolis, MD

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        View 321 Charred Oak Court Annapolis, MD MLS# MDAA2138686
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          $2,600
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          Baths

          1,280

          Sq.Ft.

          321 Charred Oak Court

          Annapolis, MD

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          View 548 Deep Creek View Annapolis, MD MLS# MDAA2138296
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            $3,400
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            2,096

            Sq.Ft.

            548 Deep Creek View

            Annapolis, MD

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            View 503 Captain John Brice Way # 503 Annapolis, MD MLS# MDAA2138050
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              $3,200
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              2,458

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              503 Captain John Brice Way # 503

              Annapolis, MD

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              View 1656 Woodtree Court E Annapolis, MD MLS# MDAA2138396
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                $2,650
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                1,280

                Sq.Ft.

                1656 Woodtree Court E

                Annapolis, MD

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                View 19 Heritage Court Annapolis, MD MLS# MDAA2138426
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                  $1,895
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                  960

                  Sq.Ft.

                  19 Heritage Court

                  Annapolis, MD

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                  View 30 Ironstone Court Annapolis, MD MLS# MDAA2138310
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                    $2,550
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                    1,680

                    Sq.Ft.

                    30 Ironstone Court

                    Annapolis, MD

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                    Courtesy of KC REALTY GROUP

                    About Annapolis

                    Maryland’s capital, with its historical charm, naval traditions, and marine ambiance, harmonizes the atmosphere of a small quaint village with the excitement of a leading metropolis.  This lively colonial town bustles with state government activities, yet it retains its nautical flair and resort lifestyle.  Annapolis residents enjoy the beaches of Sandy Point and Jonas Green State Park.  Washington and Baltimore are only 45 minutes from home, and rail commuters can take advantage of the New Carrollton Station.  Homes in Annapolis range from older, restored houses with hidden gardens that are tucked away on cobblestone streets to handsome modern residences in elegant enclaves.  Most people are familiar with Annapolis as the proud home of the U.S. Naval Academy.

                    Listings in Annapolis, MD

                    388

                    Estimated median home price

                    $675,000
                    Annapolis MD Homes for Sale & Properties

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

                    Homes for Sale by Price in Annapolis, MD

                    PriceCount
                    $0 - 100K3
                    $100K - 200K4
                    $200K - 300K16
                    $300K - 400K49
                    $400K - 500K37
                    $500K - 600K57
                    $600K - 700K42
                    $700K - 800K32
                    $800K - 900K28
                    $900K - 1M20
                    $1M - Max100

                    Homes for Sale by Type in Annapolis, MD

                    Property TypeCount
                    Single Family184
                    Townhouse56
                    Condo115
                    Commercial8
                    Rental60
                    Lots and Land21
                    Condo/Town/CoOp0
                    CoOp0
                    Multi Family4
                    Mobile Home0
                    Farms0

                    (Data as of 3/27/2026)

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