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Cobra Python, Trumpy, Apache 37, Answer, Southwind boats for sale

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    For Sale By
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    29 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      2025 SouthWind 2600 SD

      $108,000

      $797/mo*

      Naples, FL 34102 | Wolcott Marine

      2025 SouthWind 2600 SD
      Dealer Logo

      2025 SouthWind 2400 SD

      $104,922

      $774/mo*

      Longwood, FL 32750 | V Force Marine

      2025 SouthWind 2400 SD
      Dealer Logo

      2015 SouthWind 220SD

      $44,899

      $388/mo*

      Polk City, FL 33868 | Action Water Sports Central Florida

      2015 SouthWind 220SD
      Dealer Logo
      • 1958 Trumpy Trumpy Fantail Houseboat

        $2,200,000

        Chesapeake, VA 23322 | Worth Avenue Yachts - Newport RI

        1958 Trumpy Trumpy Fantail Houseboat

        1971 Trumpy 58

        $785,000

        Chesapeake, VA 23322 | Worth Avenue Yachts - Newport RI

        1971 Trumpy 58
        • 2014 SouthWind 2400 SD

          $29,500

          $255/mo*

          Longboat Key, FL 34228 | Private Seller

          2014 SouthWind 2400 SD
          • 1966 Trumpy 55

            $350,000

            Beaufort, NC 28516 | United Yacht Sales

            1966 Trumpy 55

            1937 Trumpy 58

            $1,385,000

            North Palm Beach, FL 33408 | United Yacht Sales

            1937 Trumpy 58

            2015 Cobra Python

            $150,000

            ↓ Price Drop

            $1,107/mo*

            Lake Havasu City, AZ 86406 | Private Seller

            2015 Cobra Python

            2025 SouthWind 2200 SD

            $74,734

            $551/mo*

            Naples, FL 34102 | Wolcott Marine

            2025 SouthWind 2200 SD
            • 2025 SouthWind 2400 SD

              $104,922

              $774/mo*

              Longwood, FL 32750 | V Force Marine

              2025 SouthWind 2400 SD

              2025 SouthWind 2400 SD

              $97,230

              $717/mo*

              Naples, FL 34102 | Wolcott Marine

              2025 SouthWind 2400 SD

              2025 SouthWind 200 SD

              $61,406

              $453/mo*

              Naples, FL 34102 | Wolcott Marine

              2025 SouthWind 200 SD
              • 1970 Trumpy Houseboat

                $1,750,000

                Chesapeake, VA 23322 | Worth Avenue Yachts - Newport RI

                1970 Trumpy Houseboat
                • 2007 SouthWind 210 SD

                  $19,900

                  Buford, GA 30518 | Georgia Boat Brokers

                  2007 SouthWind 210 SD

                  2025 SouthWind 2600 SD

                  $108,000

                  $797/mo*

                  Naples, FL 34102 | Wolcott Marine

                  2025 SouthWind 2600 SD

                  2016 SouthWind 212 SD

                  $21,250

                  Orlando, FL | Lake Fairview Marina

                  2016 SouthWind 212 SD
                  • 1969 Apache 37

                    $24,000

                    Chicago, IL 60617 | Sailboat Sales Co

                    1969 Apache 37
                    • 2013 SouthWind 2200 SD

                      $29,000

                      $251/mo*

                      Vero Beach, FL 32963 | Private Seller

                      2013 SouthWind 2200 SD
                      • 2015 SouthWind 220SD

                        $44,899

                        $388/mo*

                        Polk City, FL 33868 | Action Water Sports Central Florida

                        2015 SouthWind 220SD
                        • 2019 SouthWind V23LC

                          $43,900

                          $379/mo*

                          Jacksonville Beach, FL 32250 | Jacksonville Boat Sales

                          2019 SouthWind V23LC

                          2018 SouthWind V23 L

                          $37,885

                          $327/mo*

                          Westhampton Beach, NY 11978 | Modern Yachts

                          2018 SouthWind V23 L
                          • 2014 SouthWind 2200 SD

                            $35,979

                            $311/mo*

                            Bradenton, FL 34208 | Boaters World Marine Centers Bradenton

                            2014 SouthWind 2200 SD

                            2017 SouthWind 2200 SD

                            $32,977

                            ↓ Price Drop

                            $285/mo*

                            Bradenton, FL 34208 | Boaters World Marine Centers Bradenton

                            2017 SouthWind 2200 SD
                            • 2013 SouthWind SD2600

                              $42,977

                              $371/mo*

                              Lake Placid, FL 33852 | Boater's World Marine Centers Lake Placid

                              2013 SouthWind SD2600

                              2025 SouthWind 2600

                              $102,500

                              $756/mo*

                              Key Largo, FL 33037 | LeBoeufs’ Marine

                              2025 SouthWind 2600

                                2024 SouthWind 2400 SD

                                $99,849

                                $737/mo*

                                Brick, NJ 08723 | Baywood Marina

                                2024 SouthWind 2400 SD
                                • 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

                                    2025 SouthWind 2600 SD

                                    $119,888

                                    ↓ Price Drop

                                    $885/mo*

                                    St. Petersburg, FL 33702 | Rockstar Powersports St. Pete

                                    2025 SouthWind 2600 SD
                                    • 2025 SouthWind 200 SportDeck

                                      $64,399

                                      $475/mo*

                                      St. Petersburg, FL 33702 | Rockstar Powersports St. Pete

                                      2025 SouthWind 200 SportDeck
                                      • 1988 Answer 18 Fishmaster

                                        $14,500

                                        Miami, FL 33176 | Private Seller

                                        1988 Answer 18 Fishmaster
                                          • 2025 SouthWind 2200 SD

                                            $74,734

                                            $551/mo*

                                            Naples, FL 34102 | Wolcott Marine

                                            2025 SouthWind 2200 SD
                                            Dealer Logo
                                            • 1937 Trumpy 58

                                              $1,385,000

                                              $10,220/mo*

                                              North Palm Beach, FL 33408 | United Yacht Sales - Florida SE Coast

                                              1937 Trumpy 58
                                              Dealer Logo
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