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Cobra Python, Trumpy, Playbuoy, Regulator 37 boats for sale

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    32 boats
    Sort: Recommended
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    • Recently Updated: Newest first
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      2026 Regulator 37

      Request a Price

      Hampton, VA 23669 | Bluewater Yacht Sales, LLC- Beaufort Office

      2026 Regulator 37
      Dealer Logo

      2004 Playbuoy CHALLENGER 2424

      $11,718

      $101/mo*

      Antioch, IL 60002 | SkipperBud's - Sequoit Harbor

      2004 Playbuoy CHALLENGER 2424
      Dealer Logo

      2026 Regulator 37

      Request a Price

      Hampton, VA 23669 | Bluewater Yacht Sales, LLC- Beaufort Office

      2026 Regulator 37
      Dealer Logo

      2015 Cobra Python

      $150,000

      ↓ Price Drop

      $1,107/mo*

      Lake Havasu City, AZ 86406 | Private Seller

      2015 Cobra Python
      • 1966 Trumpy 55

        $350,000

        Beaufort, NC 28516 | United Yacht Sales

        1966 Trumpy 55

        2025 Regulator 37

        $895,000

        $6,605/mo*

        Orange Beach, AL 36561 | Marine Group - Emerald Coast

        2025 Regulator 37

        1937 Trumpy 58

        $1,385,000

        North Palm Beach, FL 33408 | United Yacht Sales

        1937 Trumpy 58

        2023 Regulator 37

        $835,000

        $6,162/mo*

        Clearwater Beach, FL 33767 | Silver King Yachts

        2023 Regulator 37

        2000 Playbuoy Yachtsman - 21'

        $10,995

        Clarklake, MI 49234 | Eagle Point Marina & Boat Club

        2000 Playbuoy Yachtsman - 21'
        • 2023 Regulator 37'

          $785,900

          $5,799/mo*

          Orange Beach, AL 36561 | Private Seller

          2023 Regulator 37'

          2004 Playbuoy CHALLENGER 2424

          $11,718

          Antioch, IL 60002 | SkipperBud's

          2004 Playbuoy CHALLENGER 2424
          • 2000 Playbuoy Calypso 2223

            $19,500

            Fernandina Beach, FL 32034 | Private Seller

            2000 Playbuoy Calypso 2223
            • 2024 Regulator 37

              $825,000

              $6,088/mo*

              Jupiter, FL 33477 | Tournament Yacht Sales

              2024 Regulator 37
                • 2006 Playbuoy Pontoon

                  $13,500

                  Follansbee, WV 26037 | Private Seller

                  2006 Playbuoy Pontoon

                  2026 Regulator 37

                  Request a Price

                  Charlestown, RI 02813 | Ocean House Marina

                  2026 Regulator 37
                  • 2022 Regulator 37

                    $669,900

                    $4,943/mo*

                    Ocean City, MD 21842 | Bluewater Yacht Sales

                    2022 Regulator 37

                    2026 Regulator 37

                    Request a Price

                    Hampton, VA 23669 | Bluewater Yacht Sales

                    2026 Regulator 37

                    2026 Regulator 37

                    Request a Price

                    Saint Petersburg, FL 33709 | Thunder Marine

                    2026 Regulator 37

                    2026 Regulator 37

                    Request a Price

                    Saint Petersburg, FL 33709 | Thunder Marine

                    2026 Regulator 37
                    • 2026 Regulator 37

                      Request a Price

                      Saint Petersburg, FL 33709 | Thunder Marine

                      2026 Regulator 37
                      • 2026 Regulator 37

                        Request a Price

                        Hampton, VA 23669 | Bluewater Yacht Sales

                        2026 Regulator 37
                        • 2026 Regulator 37

                          Request a Price

                          Hampton, VA 23669 | Bluewater Yacht Sales

                          2026 Regulator 37
                          • 1958 Trumpy Trumpy Fantail Houseboat

                            $2,200,000

                            Chesapeake, VA 23322 | Worth Avenue Yachts - Newport RI

                            1958 Trumpy Trumpy Fantail Houseboat
                            • 1970 Trumpy Houseboat

                              $1,750,000

                              Chesapeake, VA 23322 | Worth Avenue Yachts - Newport RI

                              1970 Trumpy Houseboat

                              1971 Trumpy 58

                              $785,000

                              Chesapeake, VA 23322 | Worth Avenue Yachts - Newport RI

                              1971 Trumpy 58

                              2026 Regulator 37

                              Request a Price

                              Mobile, AL 36607 | Bluewater Yacht Sales, Inc.

                              2026 Regulator 37
                              • 1972 Trumpy 62 Motorsailer

                                $75,000

                                Poulsbo, WA 98370 | Waterline Boats LLC

                                1972 Trumpy 62 Motorsailer
                                • 1947 Trumpy Raised Pilothouse

                                  $2,499,000

                                  Newport, RI 02840 | Latitude Yacht Brokerage

                                  1947 Trumpy Raised Pilothouse
                                  • 2006 Playbuoy 22 Kingfischer

                                    $5,495

                                    Bayville, NJ 08721 | New Jersey Outboards

                                    2006 Playbuoy 22 Kingfischer

                                    2022 Regulator 37

                                    $689,000

                                    ↓ Price Drop

                                    $5,084/mo*

                                    Osterville, MA 02655 | Oyster Harbors Marine

                                    2022 Regulator 37

                                      2024 Regulator 37

                                      Request a Price

                                      Stuart, FL 34994 | Sovereign Yachts

                                      2024 Regulator 37

                                      2025 Regulator 37

                                      Request a Price

                                      Stuart, FL 34994 | Sovereign Yachts

                                      2025 Regulator 37
                                      • 2026 Regulator 37

                                        Request a Price

                                        Lighthouse Point, FL 33064 | KMC Marine

                                        2026 Regulator 37

                                        2026 Regulator 37

                                        Request a Price

                                        Osterville, MA 02655 | Oyster Harbors Marine

                                        2026 Regulator 37
                                          • 2022 Regulator 37

                                            $669,900

                                            $4,943/mo*

                                            Ocean City, MD 21842 | Bluewater Yacht Sales, LLC - Ocean City

                                            2022 Regulator 37
                                            Dealer Logo
                                            • 1966 Trumpy 55

                                              $350,000

                                              $2,583/mo*

                                              Beaufort, NC 28516 | United Yacht Sales - South Carolina / North Carolina Area

                                              1966 Trumpy 55
                                              Dealer Logo
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