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Sailboats for sale in Maryland

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    461 boats

    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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    1. 2027 Catalina 316Request a Price, Annapolis, MD 21403

      2027 Catalina 316

      Request a Price

      Annapolis, MD 21403 | Sail Annapolis, Inc.

      2027 Catalina 316
      Dealer Logo
    2. 2009 Caliber 40LRC SE$209,000, Deale, MD 20751

      2009 Caliber 40LRC SE

      $209,000

      $1,635/mo*

      Deale, MD 20751 | Caliber Brokers, Inc.

      2009 Caliber 40LRC SE
      Dealer Logo
    3. 2020 Bali 4.1$440,000, Annapolis, MD 21401

      2020 Bali 4.1

      $440,000

      $3,443/mo*

      Annapolis, MD 21401 | The Multihull Company

      2020 Bali 4.1
      Dealer Logo
    4. 2010 Leopard 46$369,000, Deale, MD 20751

        2010 Leopard 46

        $369,000

        $2,887/mo*

        Deale, MD 20751 | David Walters Yachts

        2010 Leopard 46 sail boat for sale in Maryland
      • 2027 NEEL 48$1,064,364, Annapolis, MD 21401

        2027 NEEL 48

        $1,064,364

        $8,329/mo*

        Annapolis, MD 21401 | Performance Yacht Sales

        2027 NEEL 48 sail boat for sale in Maryland
      • 2006 Alerion Express 28$59,000, Annapolis, MD 21401

          2006 Alerion Express 28

          $59,000

          $462/mo*

          Annapolis, MD 21401 | Annapolis Yacht Company

          2006 Alerion Express 28 sail boat for sale in Maryland
        • 1997 MacGregor 26X$13,000, Annapolis, MD 21402

            1997 MacGregor 26X

            $13,000

            Annapolis, MD 21402 | Private Seller

            1997 MacGregor 26X sail boat for sale in Maryland
          • 1995 Tayana 48$199,900, Rock Hall, MD 21661

              1995 Tayana 48

              $199,900

              Rock Hall, MD 21661 | David Walters Yachts

              1995 Tayana 48 sail boat for sale in Maryland
            • 1992 Mako 261 Center Console$90,000, Annapolis, MD 21403

                1992 Mako 261 Center Console

                $90,000

                Annapolis, MD 21403 | Private Seller

                1992 Mako 261 Center Console sail boat for sale in Maryland
              • 2001 Beneteau 50$130,000, Annapolis, MD 21403

                  2001 Beneteau 50

                  $130,000

                  Annapolis, MD 21403 | David Walters Yachts

                  2001 Beneteau 50 sail boat for sale in Maryland
                • 1979 Bristol Sloop B40$24,000, Annapolis, MD 21037

                  1979 Bristol Sloop B40

                  $24,000

                  ↓ Price Drop

                  Annapolis, MD 21037 | Private Seller

                  1979 Bristol Sloop B40 sail boat for sale in Maryland
                • 2016 Jeanneau 64$749,000, Annapolis, MD 21401

                  2016 Jeanneau 64

                  $749,000

                  $5,861/mo*

                  Annapolis, MD 21401 | IVT Yacht Sales, Inc

                  2016 Jeanneau 64 sail boat for sale in Maryland
                • 1979 Custom Colvin Gazelle$49,000, Baltimore, MD 21230

                    1979 Custom Colvin Gazelle

                    $49,000

                    Baltimore, MD 21230 | Private Seller

                    1979 Custom Colvin Gazelle sail boat for sale in Maryland
                  • 1986 Cape Dory Cutter$49,900, Solomons, MD 20688

                      1986 Cape Dory Cutter

                      $49,900

                      Solomons, MD 20688 | Bluewater Yacht Sales

                      1986 Cape Dory Cutter sail boat for sale in Maryland
                    • 1989 Ericson 32-200$29,000, Annapolis, MD 21401

                        1989 Ericson 32-200

                        $29,000

                        Annapolis, MD 21401 | Private Seller

                        1989 Ericson 32-200 sail boat for sale in Maryland
                      • 2014 Hylas 56$895,000, Annapolis, MD 21403

                          2014 Hylas 56

                          $895,000

                          $7,004/mo*

                          Annapolis, MD 21403 | David Walters Yachts

                          2014 Hylas 56 sail boat for sale in Maryland
                        • 1988 Alden 46$69,900, Annapolis, MD 20413

                            1988 Alden 46

                            $69,900

                            Annapolis, MD 20413 | David Walters Yachts

                            1988 Alden 46 sail boat for sale in Maryland
                          • 2021 CNB 66$1,850,000, Annapolis, MD 21403

                            2021 CNB 66

                            $1,850,000

                            $14,477/mo*

                            Annapolis, MD 21403 | Crusader Yacht Sales

                            2021 CNB 66 sail boat for sale in Maryland
                          • 2019 Hanse 348$174,900, Annapolis, MD 21403

                              2019 Hanse 348

                              $174,900

                              $1,369/mo*

                              Annapolis, MD 21403 | Yacht Brokers Of Annapolis

                              2019 Hanse 348 sail boat for sale in Maryland
                            • 2016 Beneteau Oceanis 41$238,000, Deale, MD 20751

                                2016 Beneteau Oceanis 41

                                $238,000

                                $1,862/mo*

                                Deale, MD 20751 | Yacht Brokers Of Annapolis

                                2016 Beneteau Oceanis 41 sail boat for sale in Maryland
                              • 1995 Melges 24$18,000, Oxford, MD 21654

                                  1995 Melges 24

                                  $18,000

                                  Oxford, MD 21654 | Private Seller

                                  1995 Melges 24 sail boat for sale in Maryland
                                • 1985 Amel Maramu$99,500, Rock Hall, MD 21661

                                  1985 Amel Maramu

                                  $99,500

                                  ↓ Price Drop

                                  Rock Hall, MD 21661 | Salt Yacht Brokerage

                                  1985 Amel Maramu sail boat for sale in Maryland
                                • 1981 Hinckley Bermuda 40 MKIII$140,000, St Michaels, MD 21663

                                    1981 Hinckley Bermuda 40 MKIII

                                    $140,000

                                    St Michaels, MD 21663 | Hinckley Yacht Brokerage

                                    1981 Hinckley Bermuda 40 MKIII sail boat for sale in Maryland
                                  • 1997 Island Packet 37$119,900, Rock Hall, MD 21661

                                    1997 Island Packet 37

                                    $119,900

                                    Rock Hall, MD 21661 | Salt Yacht Brokerage

                                    1997 Island Packet 37 sail boat for sale in Maryland
                                  • 2003 Jeanneau Sun Odyssey 37$89,999, Chestertown, MD 21620

                                      2003 Jeanneau Sun Odyssey 37

                                      $89,999

                                      Chestertown, MD 21620 | Private Seller

                                      2003 Jeanneau Sun Odyssey 37 sail boat for sale in Maryland
                                    • 1995 Pacific Seacraft 37$99,000, Annapolis, MD 21403

                                      1995 Pacific Seacraft 37

                                      $99,000

                                      ↓ Price Drop

                                      Annapolis, MD 21403 | Crusader Yacht Sales

                                      1995 Pacific Seacraft 37 sail boat for sale in Maryland
                                    • 2001 Beneteau 473$149,800, Tracys Landing, MD 20779

                                        2001 Beneteau 473

                                        $149,800

                                        Tracys Landing, MD 20779 | Yacht Brokers Of Annapolis

                                        2001 Beneteau 473 sail boat for sale in Maryland
                                      • 1969 Luders 36$50,000, Cambridge, MD 21613

                                          1969 Luders 36

                                          $50,000

                                          Cambridge, MD 21613 | Private Seller

                                          1969 Luders 36 sail boat for sale in Maryland
                                        • 2008 Hunter 38$99,000, Shady Side, MD 20764

                                          2008 Hunter 38

                                          $99,000

                                          $775/mo*

                                          Shady Side, MD 20764 | Clarks Landing Yacht Sales MD

                                          2008 Hunter 38 sail boat for sale in Maryland
                                        • 2009 Beneteau 343$75,000, Rock Hall, MD 21661

                                          2009 Beneteau 343

                                          $75,000

                                          ↓ Price Drop

                                          $587/mo*

                                          Rock Hall, MD 21661 | Salt Yacht Brokerage

                                          2009 Beneteau 343 sail boat for sale in Maryland
                                        • 2001 Nautor Swan 44 MKII$259,000, Oxford, MD 21654

                                            2001 Nautor Swan 44 MKII

                                            $259,000

                                            Oxford, MD 21654 | Yeoman Yachts, LLC

                                            2001 Nautor Swan 44 MKII sail boat for sale in Maryland
                                          • 1988 Nonsuch Ultra$54,000, Solomons, MD 20688

                                              1988 Nonsuch Ultra

                                              $54,000

                                              Solomons, MD 20688 | Private Seller

                                              1988 Nonsuch Ultra sail boat for sale in Maryland
                                            • 1985 Oyster Ketch$65,000, Annapolis, MD 21403

                                                1985 Oyster Ketch

                                                $65,000

                                                Annapolis, MD 21403 | Private Seller

                                                1985 Oyster Ketch sail boat for sale in Maryland
                                              • 1990 Passport Royal Passport 49$200,000, Grasonville, MD 21638

                                                1990 Passport Royal Passport 49

                                                $200,000

                                                Grasonville, MD 21638 | Crusader Yacht Sales

                                                1990 Passport Royal Passport 49 sail boat for sale in Maryland
                                              • 2005 Beneteau Oceanis Clipper 343$69,000, Tracey’s Landing, MD 20779

                                                  2005 Beneteau Oceanis Clipper 343

                                                  $69,000

                                                  $540/mo*

                                                  Tracey’s Landing, MD 20779 | Yacht Brokers of Annapolis

                                                  2005 Beneteau Oceanis Clipper 343
                                                  Dealer Logo
                                                • 1990 Passport Royal Passport 49$200,000, Grasonville, MD 21638

                                                    1990 Passport Royal Passport 49

                                                    $200,000

                                                    $1,565/mo*

                                                    Grasonville, MD 21638 | Crusader Yacht Sales

                                                    1990 Passport Royal Passport 49
                                                    Dealer Logo
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