• Sell Your Boat
  • Find
    droparrow iconFind
    • Boats For Sale
    • Boat Types
    • Boat Dealers
    • Outboard Motors & Engines
    • Boat Trailers
  • Sell Your Boat
  • Finance
    droparrow iconFinance
    • Boat Loans
    • Boat Loan Calculator
    • Boat Loan Rates
    • FAQ - How to Finance
  • Services
    droparrow iconServices
    • Extended Service Plan
    • Tire & Wheel Plan
    • GAP Protection
    • Roadside Assistance
    • Boat Insurance
    • Boat Transport
    • Boat Warranty
    • Boat Documentation
    • Boat Rental
    • Become a Member
  • Research
    droparrow iconResearch
    • Get Advice On:
    • Buying
    • Selling
    • Boating
    • Read
    • Reviews
  • Home//
  • Boats for Sale//
  • Wright

Wright, Pearson Sloop, Trumpy, Chesapeake boats for sale

Clear AllAll WrightPearson sloopAll TrumpyAll Chesapeake
Location
from
Use My Location
Condition
AllNewUsed
Length
to
ft.
Year
to
Price
to
Price Drop
info
Boat Type
  • All Power
  • All Sail
  • Antique and Classic
  • Convertible
  • Cruisers (Power)
  • Cruisers (Sail)
  • Houseboat
  • Motor Yachts
  • Racer/Cruiser
  • Saltwater Fishing
  • Sloop
  • Sport Fishing
  • Trawler
Make
  • Pearson
  • Trumpy
  • Chesapeake
  • Wright
  • Tracker
  • Yamaha Boats
  • Sea Ray
  • Sun Tracker
  • Sea-Doo
  • Ranger
  • Yamaha WaveRunner
  • Bennington
  • Boston Whaler
  • Barletta
1,899 more Makes...
Pearson Models
  • Sloop
  • 303
  • 36-2
  • 10M
  • 33-2
  • 26
  • 27
  • 30
  • 303 Sloop
  • 323 Pearson
  • 36
20 more Models...
Trumpy Models
  • 58
  • 55
  • Houseboat
  • Raised Pilothouse
  • Trumpy Fantail Houseboat
Chesapeake Models
  • 46 Trawler
  • 48 Houseboat
  • 58 Chesapeake Boats Inc.
  • Bay Built
  • Sportfish Cruiser
Wright Models
  • C50 Pilot house
Fuel Type
  • Diesel
  • Gas
Hull Material
    Engine Type
    • All
    • Direct Drive
    • Jet Drive
    • None
    • Other
    • Single Inboard
    • Single I/O
    • Single Outboard
    • Twin Inboard
    • Twin I/O
    • Twin Outboard
    • Triple I/O
    • Triple Outboard
    • V-Drive
    For Sale By
    Instantly Pre-Qualify for a boat loan
    We'll check over 15 marine lenders to get you the best rate with the best terms.
    Pre-Qualify
    viewable ad alt texteligible ad alt textaccupixel ad alt text
    16 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
    • Distance: Nearest first
    • Distance: Farthest first
    • Year: Newest first
    • Year: Oldest first
    • Length: Longest first
    • Length: Shortest first
    • Price: High to Low
    • Price: Low to High

      1937 Trumpy 58

      $1,385,000

      North Palm Beach, FL 33408 | United Yacht Sales

      1937 Trumpy 58
      • 2014 Chesapeake 46 Trawler

        $175,000

        $1,304/mo*

        Stuart, FL 34994 | HMY Yacht Sales - Waterway Marina

        2014 Chesapeake 46 Trawler
        • 1966 Trumpy 55

          $350,000

          Beaufort, NC 28516 | United Yacht Sales

          1966 Trumpy 55
          • 2002 Chesapeake Bay Built

            $75,000

            Deale, MD 20751 | Private Seller

            2002 Chesapeake Bay Built
            • 1980 Pearson Sloop

              $7,500

              South Yarmouth, MA 02664 | Private Seller

              1980 Pearson Sloop

              2001 Wright C50 Pilot house

              $295,000

              Marathon, FL 33041 | Florida Keys Marine Brokerage LLC

              2001 Wright C50 Pilot house
              • 1979 Chesapeake Sportfish Cruiser

                $30,000

                Fishing Creek, MD 21634 | Composite Yacht, LLC

                1979 Chesapeake Sportfish Cruiser
                • 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
                    • 1979 Pearson 365 Sloop

                      $23,500

                      Hampton, VA 23664 | Marine Concepts Yacht Sales

                      1979 Pearson 365 Sloop
                      • 1986 Pearson 303 Sloop

                        $13,500

                        Sayreville, NJ 08872 | New Jersey Yacht Sales

                        1986 Pearson 303 Sloop

                        2026 Yamaha Boats 255 FSH Sport H

                        $116,999

                        $872/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        2026 Yamaha Boats 255 FSH Sport H

                        2026 Yamaha Boats AR250

                        $78,499

                        $585/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        2026 Yamaha Boats AR250

                        2018 Yamaha Boats 212X

                        $44,995

                        $392/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        2018 Yamaha Boats 212X
                        • 1947 Trumpy Raised Pilothouse

                          $2,499,000

                          Newport, RI 02840 | Latitude Yacht Brokerage

                          1947 Trumpy Raised Pilothouse
                          • 1983 Pearson 303 Sloop

                            $22,000

                            Tiverton, RI 02878 | Shannon Boat Company

                            1983 Pearson 303 Sloop
                            • 2017 Chesapeake 48 Houseboat

                              $299,000

                              $2,228/mo*

                              Bethel, DE 19931 | Knot 10 Yacht Sales

                              2017 Chesapeake 48 Houseboat
                              • 2004 Chesapeake 58 Chesapeake Boats Inc.

                                $399,000

                                Baltimore, MD | Chesapeake Yacht Center

                                2004 Chesapeake 58 Chesapeake Boats Inc.
                              • <
                              • 1
                              • >
                              Connect with Us
                              YoutubeInstagramFacebookTwitterReddit
                              Download the BoatTrader app
                              App StoreGoogle Play
                              • Boats for Sale
                              • Outboard Motors & Engines
                              • Boat Trailers
                              • Boat Research
                              • Boating Lifestyle Calculator
                              • About Boat Trader
                              • Private Sellers
                              • Dealers
                              • My Boats
                              • Boat Loans
                              • Boat Loan Calculator
                              • Boat Loan Rates
                              • FAQ - How to Finance
                              • Extended Service Plan
                              • Tire & Wheel Plan
                              • GAP Protection
                              • Roadside Assistance
                              • Boat Insurance
                              • Boat Transport
                              • Boat Warranty
                              • Boat Documentation
                              • Boat Rental
                              • Become a Member
                              • Cookies
                              • Do Not Sell My Personal Information
                              • Community Guidelines
                              • Security Center
                              • Site Map
                              Copyright © 2026 Boats Group. All Rights ReservedAd and Sponsorship Policy|Advertiser Agreement|Copyright|Privacy Policy|Terms of Use|AdChoices