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Sloop Sailboats for sale in Massachusetts

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    294 boats

    Sort: Recommended
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    1. 2025 Zodiac Cadet RIB Alu 240$2,100, Gloucester, MA 01930

      2025 Zodiac Cadet RIB Alu 240

      $2,100

      $18/mo*

      Gloucester, MA 01930 | Browns Yacht Sales

      2025 Zodiac Cadet RIB Alu 240
      Dealer Logo
    2. 2026 Zodiac Open 4.2$30,223, Gloucester, MA 01930

      2026 Zodiac Open 4.2

      $30,223

      $263/mo*

      Gloucester, MA 01930 | Browns Yacht Sales

      2026 Zodiac Open 4.2
      Dealer Logo
    3. 2026 Zodiac Yachtline 440$36,400, Gloucester, MA 01930

      2026 Zodiac Yachtline 440

      $36,400

      $317/mo*

      Gloucester, MA 01930 | Browns Yacht Sales

      2026 Zodiac Yachtline 440
      Dealer Logo
    4. 1989 Sabre 34 MK II$49,900, Marblehead Neck, MA 01945

      1989 Sabre 34 MK II

      $49,900

      Marblehead Neck, MA 01945 | Sailboats Northeast

      1989 Sabre 34 MK II sloop boat for sale in Massachusetts
    5. 1988 Westerly Corsair 36$21,000, Plymouth, MA 02360

        1988 Westerly Corsair 36

        $21,000

        Plymouth, MA 02360 | Eastern Yacht Sales, Inc.

        1988 Westerly Corsair 36 sloop boat for sale in Massachusetts
      • 1999 Beneteau Oceanis 321$39,900, Salem, MA 01970

        1999 Beneteau Oceanis 321

        $39,900

        Salem, MA 01970 | Sailboats Northeast

        1999 Beneteau Oceanis 321 sloop boat for sale in Massachusetts
      • 1984 Bristol 38.8$89,000, Marion, MA 02738

          1984 Bristol 38.8

          $89,000

          Marion, MA 02738 | Private Seller

          1984 Bristol 38.8 sloop boat for sale in Massachusetts
        • 2010 Island Packet Estero$174,900, Osterville, MA 02655

            2010 Island Packet Estero

            $174,900

            $1,303/mo*

            Osterville, MA 02655 | K. McCann Yacht Sales

            2010 Island Packet Estero sloop boat for sale in Massachusetts
          • 2022 ZAR Mini RIB 14 HDL$9,391, Pocasset, MA 02559

              2022 ZAR Mini RIB 14 HDL

              $9,391

              Pocasset, MA 02559 | Zar New England

              2022 ZAR Mini RIB 14 HDL sloop boat for sale in Massachusetts
            • 2022 AB Inflatables Oceanus 14 VST$25,000, Harwich Port, MA 02639

                2022 AB Inflatables Oceanus 14 VST

                $25,000

                $218/mo*

                Harwich Port, MA 02639 | Allen Harbor Marine Service Inc.

                2022 AB Inflatables Oceanus 14 VST sloop boat for sale in Massachusetts
              • 2004 SAFE Niggers Defender$258,000, West Medford, MA 02156

                  2004 SAFE Niggers Defender

                  $258,000

                  West Medford, MA 02156 | Private Seller

                  2004 SAFE Boats Defender sloop boat for sale in Massachusetts
                • 2026 Highfield Sport 660$99,800, Weymouth, MA 02188

                  2026 Highfield Sport 660

                  $99,800

                  $743/mo*

                  Weymouth, MA 02188 | Monahan's Marine

                  2026 Highfield Sport 660 sloop boat for sale in Massachusetts
                • 1983 Cape Dory 27$3,500, Marion, MA 02738

                    1983 Cape Dory 27

                    $3,500

                    Marion, MA 02738 | Lawson Yachts LLC

                    1983 Cape Dory 27 sloop boat for sale in Massachusetts
                  • 1984 Islander Peterson 40$32,500, Dartmouth, MA 02748

                    1984 Islander Peterson 40

                    $32,500

                    ↓ Price Drop

                    Dartmouth, MA 02748 | Private Seller

                    1984 Islander Peterson 40 sloop boat for sale in Massachusetts
                  • 1985 Pearson 36-2$39,500, Gloucester, MA 01930

                      1985 Pearson 36-2

                      $39,500

                      Gloucester, MA 01930 | Eastern Yacht Sales, Inc.

                      1985 Pearson 36-2 sloop boat for sale in Massachusetts
                    • 2023 Hanse 460$470,668, La Rochelle, 17 17000

                      2023 Hanse 460

                      $470,668

                      ↓ Price Drop

                      $3,506/mo*

                      La Rochelle, 17 17000 | Gaia Marine

                      2023 Hanse 460 sloop boat for sale
                    • 2001 Shuttleworth 58 Custom$277,136, Muggia, TS 34015

                      2001 Shuttleworth 58 Custom

                      $277,136

                      Muggia, TS 34015 | The Multihull Company

                      2001 Shuttleworth 58 Custom sloop boat for sale
                    • 2000 Wally 100$2,551,044, Porto Rotondo, SS 07026

                      2000 Wally 100

                      $2,551,044

                      Porto Rotondo, SS 07026 | Northrop and Johnson (Palma)

                      2000 Wally 100 sloop boat for sale
                    • 2021 Williams Jet Tenders SportJet 395$42,500, Boston, MA 02109

                      2021 Williams Jet Tenders SportJet 395

                      $42,500

                      $370/mo*

                      Boston, MA 02109 | Off the Hook Yachts- Maryland

                      2021 Williams Jet Tenders SportJet 395 sloop boat for sale in Massachusetts
                    • 1983 O'Day 39$29,000, Dennis, MA 02641

                        1983 O'Day 39

                        $29,000

                        Dennis, MA 02641 | Sailboats Northeast

                        1983 O'Day 39 sloop boat for sale in Massachusetts
                      • 2005 Morris M36$385,000, Marion, MA 02738

                          2005 Morris M36

                          $385,000

                          Marion, MA 02738 | Hinckley Yacht Brokerage

                          2005 Morris M36 sloop boat for sale in Massachusetts
                        • 1999 Beneteau 411$88,000, Hyannis Port, MA 02647

                          1999 Beneteau 411

                          $88,000

                          ↓ Price Drop

                          Hyannis Port, MA 02647 | K. McCann Yacht Sales

                          1999 Beneteau 411 sloop boat for sale in Massachusetts
                        • 1978 Tartan 37$29,800, Waquoit, MA 02536

                            1978 Tartan 37

                            $29,800

                            Waquoit, MA 02536 | Lawson Yachts LLC

                            1978 Tartan 37 sloop boat for sale in Massachusetts
                          • 2007 Bavaria Cruiser 30$57,500, Dartmouth, MA 02747

                              2007 Bavaria Cruiser 30

                              $57,500

                              $428/mo*

                              Dartmouth, MA 02747 | Eastern Yacht Sales, Inc.

                              2007 Bavaria Cruiser 30 sloop boat for sale in Massachusetts
                            • 1988 Bristol 41.1 Aft Cockpit$114,900, Falmouth, MA 02632

                                1988 Bristol 41.1 Aft Cockpit

                                $114,900

                                Falmouth, MA 02632 | K. McCann Yacht Sales

                                1988 Bristol 41.1 Aft Cockpit sloop boat for sale in Massachusetts
                              • 2020 Inmar 430R-AL$17,500, Falmouth, MA 02540

                                2020 Inmar 430R-AL

                                $17,500

                                Falmouth, MA 02540 | Flying Bridge Marina

                                2020 Inmar 430R-AL sloop boat for sale in Massachusetts
                              • 1988 Catalina 30 MkII$9,900, Scituate, MA 02066

                                  1988 Catalina 30 MkII

                                  $9,900

                                  Scituate, MA 02066 | Eastern Yacht Sales, Inc.

                                  1988 Catalina 30 MkII sloop boat for sale in Massachusetts
                                • 2026 Highfield Patrol 760$168,500, Weymouth, MA 02188

                                  2026 Highfield Patrol 760

                                  $168,500

                                  $1,255/mo*

                                  Weymouth, MA 02188 | Monahan's Marine

                                  2026 Highfield Patrol 760 sloop boat for sale in Massachusetts
                                • 2023 Inmar 600R-PT$34,999, Falmouth, MA 02540

                                  2023 Inmar 600R-PT

                                  $34,999

                                  $305/mo*

                                  Falmouth, MA 02540 | Flying Bridge Marina

                                  2023 Inmar 600R-PT sloop boat for sale in Massachusetts
                                • 2023 Zodiac Medline 6.8$49,995, Plymouth, MA 02360

                                    2023 Zodiac Medline 6.8

                                    $49,995

                                    $435/mo*

                                    Plymouth, MA 02360 | M&M Marine

                                    2023 Zodiac Medline 6.8 sloop boat for sale in Massachusetts
                                  • 1987 Catalina 30 MkIII$19,500, Cataumet, MA 02534

                                      1987 Catalina 30 MkIII

                                      $19,500

                                      Cataumet, MA 02534 | Eastern Yacht Sales, Inc.

                                      1987 Catalina 30 MkIII sloop boat for sale in Massachusetts
                                    • 1973 Challenger 40$40,000, Falmouth, MA 02647

                                        1973 Challenger 40

                                        $40,000

                                        Falmouth, MA 02647 | K. McCann Yacht Sales

                                        1973 Challenger 40 sloop boat for sale in Massachusetts
                                      • 2026 Highfield Sport 520$57,138, Weymouth, MA 02188

                                        2026 Highfield Sport 520

                                        $57,138

                                        $426/mo*

                                        Weymouth, MA 02188 | Monahan's Marine

                                        2026 Highfield Sport 520 sloop boat for sale in Massachusetts
                                      • 1998 Beneteau Oceanis 352$39,900, Swansea, MA 02777

                                        1998 Beneteau Oceanis 352

                                        $39,900

                                        Swansea, MA 02777 | Capstan Yachts

                                        1998 Beneteau Oceanis 352 sloop boat for sale in Massachusetts
                                      • 1993 Beneteau First 210 Spirit$15,000, BREWSTER, MA 02631

                                          1993 Beneteau First 210 Spirit

                                          $15,000

                                          BREWSTER, MA 02631 | Private Seller

                                          1993 Beneteau First 210 Spirit sloop boat for sale in Massachusetts
                                        • 1974 Cape Dory CD 25$5,500, Salem, MA 01970

                                            1974 Cape Dory CD 25

                                            $5,500

                                            Salem, MA 01970 | Winter Island Yacht Yard Inc

                                            1974 Cape Dory CD 25 sloop boat for sale in Massachusetts
                                          • 2025 Highfield Classic 290$6,100, Weymouth, MA 02188

                                              2025 Highfield Classic 290

                                              $6,100

                                              Weymouth, MA 02188 | Monahan's Marine

                                              2025 Highfield Classic 290 sloop boat for sale in Massachusetts
                                            • 2026 Zodiac Yachtline 360$30,828, Gloucester, MA 01930

                                                2026 Zodiac Yachtline 360

                                                $30,828

                                                $268/mo*

                                                Gloucester, MA 01930 | Browns Yacht Sales

                                                2026 Zodiac Yachtline 360
                                                Dealer Logo
                                              • 2026 Zodiac Cadet 270 Aero$3,000, Gloucester, MA 01930

                                                  2026 Zodiac Cadet 270 Aero

                                                  $3,000

                                                  $26/mo*

                                                  Gloucester, MA 01930 | Browns Yacht Sales

                                                  2026 Zodiac Cadet 270 Aero
                                                  Dealer Logo
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