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Chaparral boats for sale

There are 204 new and used Chaparral boats for sale. Browse Chaparral boat types like Bowrider, Cruiser, Ski & Wake, Express Cruiser, Deck Boat, and Runabout on BoatCrazy. View a wide selection of Chaparral boats from $32,900 to $32,900.
Chaparral Boats For Sale
204 out of 14,573 Boats Found
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  • Price Drop 2014 Chaparral 307 SSX

    2014 Chaparral 307 SSX

    $109,900
    Edgewater, MD
    • Edgewater, MD
    • Bowrider
    • 30'
    • 2014 / Used
    • $109,900

    Stock #398439 Reason for selling is "Interests have changed". ANY and ALL offers will be put in front of our seller! Submit your offer today! Beautiful Bowrider with Twin MerCru... View Details

    View 10 Photos and Details Contact Seller
    $109,900
    VIEW DETAILS
  • 2022 Chaparral 23 SURF

    2022 Chaparral 23 SURF

    $99,999
    Glasgow, VA
    • Glasgow, VA
    • Bowrider
    • 23'
    • 2022 / Used
    • $99,999

    2022 Chaparral 23 SurfThis Chaparral is nearly perfect with very low hours. It’s the ideal wake and surf boat and includes the Malibu Surf Gate™ that lets you instantly adjust your... View Details

    View 19 Photos and Details Contact Seller
    $99,999
    VIEW DETAILS
  • 2006 Chaparral 350 Signature

    2006 Chaparral 350 Signature

    $99,950
    Grove, OK

    Stock #473663 Video of this vessel available at www [dot] popsells [dot] com/view/473663 Reason for selling is "Bought a House". ANY and ALL offers will be put in front of our s... View Details

    View 10 Photos and Details Contact Seller
    $99,950
    VIEW DETAILS
  • Price Drop 2025 Chaparral 23 SSi

    2025 Chaparral 23 SSi

    $97,972
    Coopersville, MI
    • Coopersville, MI
    • Bowrider
    • 23'
    • 2025 / New
    • $97,972

    2025 Chaparral 23 SSi – Premium Power and Unmatched VersatilityThe 2025 Chaparral 23 SSi is built to turn heads and deliver an unforgettable experience on the water. Designed with... View Details

    View 27 Photos and Details Contact Seller
    $97,972
    VIEW DETAILS
  • 2005 Chaparral Signature 350

    2005 Chaparral Signature 350

    $97,000
    Harrison Township, MI
    • Harrison Township, MI
    • Cruiser
    • 35'
    • 2005 / Used
    • $97,000

    (CURRENT OWNER OF 6-YEARS) NOTABLY EQUIPPED WITH ALL OF THE MOST SOUGHT AFTER OPTIONS, THIS 2005 CHAPARRAL SIGNATURE 350 OFFERS AN EXCELLENT CONSIDERATION -- PLEASE SEE FULL SPECS... View Details

    View 48 Photos and Details Contact Seller
    $97,000
    VIEW DETAILS
  • 2025 Chaparral 23 SSi

    2025 Chaparral 23 SSi

    $96,864
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 23'
    • 2025 / New
    • $96,864

    In Stock Now See the Chaparral 23 SSi, our best-selling 23-footer! This 23 SSi is superbly equipped with Mercury 300 HP Bravo 3 MPI power and many Chaparral extras. Trailer include... View Details

    View 38 Photos and Details Contact Seller
    $96,864
    VIEW DETAILS
  • 2026 Chaparral 23 SSi

    2026 Chaparral 23 SSi

    $93,835
    Leesburg, GA
    • Leesburg, GA
    • Bowrider
    • 0'
    • 2026 / New
    • $93,835

    2026 Chaparral 23 SSiBEST IN CLASSEverything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and better with the amazing 23 SSi. With a C... View Details

    View 36 Photos and Details Contact Seller
    $93,835
    VIEW DETAILS
  • 2026 Chaparral 23 SSi

    2026 Chaparral 23 SSi

    $93,765
    Leesburg, GA
    • Leesburg, GA
    • Bowrider
    • 0'
    • 2026 / New
    • $93,765

    2026 Chaparral 23 SSiBEST IN CLASSEverything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and better with the amazing 23 SSi. With a C... View Details

    View 29 Photos and Details Contact Seller
    $93,765
    VIEW DETAILS
  • 2020 Chaparral 257 SSX

    2020 Chaparral 257 SSX

    $93,000
    Metairie, LA
    • Metairie, LA
    • Bowrider
    • 25'
    • 2020 / Used
    • $93,000

    This 2020 Chaparral 257 SSX is being offered for sale with the aluminum trailer shown. This boat is powered with a stern drive Volvo 350 V8 and dual prop outdrive with only 88 hour... View Details

    View 15 Photos and Details Contact Seller
    $93,000
    VIEW DETAILS
  • 2025 Chaparral 21 SURF

    2025 Chaparral 21 SURF

    $92,415
    Coopersville, MI
    • Coopersville, MI
    • Bowrider
    • 21'
    • 2025 / New
    • $92,415

    2025 Chaparral 21 Surf  The 2025 Chaparral 21 Surf is the ultimate compact surf boat, blending advanced technology with premium comfort for unforgettable days on the water. Powered... View Details

    View 33 Photos and Details Contact Seller
    $92,415
    VIEW DETAILS
  • 2023 Chaparral 23 SSi

    2023 Chaparral 23 SSi

    $92,300
    Mamaroneck, NY
    • Mamaroneck, NY
    • Bowrider
    • 23'
    • 2023 / Used
    • $92,300

    Everyone needs a boat that can do it all. Whether expecting large gatherings on the water or having a big family, you need a boat with space. You want a spacious boat and a boat th... View Details

    View 8 Photos and Details Contact Seller
    $92,300
    VIEW DETAILS
  • 2009 Chaparral 310 Signature

    2009 Chaparral 310 Signature

    $89,900
    Pottsboro, TX
    • Pottsboro, TX
    • Cruiser
    • 33'
    • 2009 / Used
    • $89,900

    2009 Chaparral 310 Signature: Masterpiece of Marine Engineering Exclusive Offer! We are thrilled to present you with a majestic 2009 Chaparral 310 Signature, beautifully docked... View Details

    View 40 Photos and Details Contact Seller
    $89,900
    VIEW DETAILS
  • 2026 Chaparral 23 SSi

    2026 Chaparral 23 SSi

    $89,259
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 23'
    • 2026 / New
    • $89,259

    Everything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and better with the amazing 23 SSi. With a ChaparralONE price including the tr... View Details

    View 44 Photos and Details Contact Seller
    $89,259
    VIEW DETAILS
  • 2007 Chaparral Signature 330

    2007 Chaparral Signature 330

    $84,990
    Stillwater, MN
    • Stillwater, MN
    • Cruiser
    • 33'
    • 2007 / Used
    • $84,990

    2007 Chaparral 330 Signature This 2007 Chaparral 330 Signature is a stylish and well-kept express cruiser that perfectly blends performance, comfort, and quality craftsmanship. Po... View Details

    View 41 Photos and Details Contact Seller
    $84,990
    VIEW DETAILS
  • 2019 Chaparral 244 Sunesta Surf

    2019 Chaparral 244 Sunesta Surf

    $84,900
    Fort Collins, CO
    • Fort Collins, CO
    • Bowrider
    • 0'
    • 2019 / Used
    • $84,900

    2019 Chaparral 244 Sunesta Surf I'm excited to introduce the 2019 Chaparral 244 Sunesta Surf , an outstanding gem in the boating world. This vessel is not just a boat - it's a s... View Details

    View 12 Photos and Details Contact Seller
    $84,900
    VIEW DETAILS
  • Price Drop 2026 Chaparral 21 SSi OB Ski & Fish

    2026 Chaparral 21 SSi OB Ski & Fish

    $82,999
    Somerset, KY

    2026 Chaparral 21 SSi OB Ski & Fish UNIQUE KEY FEATURES • 5-Year Premium Level Limited Component Warranty • Battery On/Off Switch • Built-In Livewell (70 Quart) Under R... View Details

    View 61 Photos and Details Contact Seller
    $82,999
    VIEW DETAILS
  • Price Drop 2023 Chaparral 23 SSi

    2023 Chaparral 23 SSi

    $82,000
    Gulf Breeze, FL
    • Gulf Breeze, FL
    • Bowrider
    • 23'
    • 2023 / Used
    • $82,000

    Stock #386596 Video of this vessel available at www [dot] popsells [dot] com/view/386596 Reason for selling is "Too busy to use". ANY and ALL offers will be put in front of our... View Details

    View 10 Photos and Details Contact Seller
    $82,000
    VIEW DETAILS
  • 2017 Chaparral 257 SSX

    2017 Chaparral 257 SSX

    $80,000
    Antioch, IL
    • Antioch, IL
    • Bowrider
    • 25'
    • 2017 / Used
    • $80,000

    2017 Chaparral 257 SSX 25' Bow Rider Mercruiser 6.2L, 350hp 380 hours 2017 EZ Loader Tandem Axle Trailer Garmin 741XS Stereo Power Engine Hatch Power Rear Loungers Dual Batteries w... View Details

    View 28 Photos and Details Contact Seller
    $80,000
    VIEW DETAILS
  • Price Drop 2026 Chaparral 21 SSi OB Ski & Fish

    2026 Chaparral 21 SSi OB Ski & Fish

    $79,999
    Somerset, KY

    2026 Chaparral 21 SSi OB Ski & Fish UNIQUE KEY FEATURES • 5-Year Premium Level Limited Component Warranty • Battery On/Off Switch • Built-In Livewell (70 Quart) Under Rear... View Details

    View 113 Photos and Details Contact Seller
    $79,999
    VIEW DETAILS
  • 2024 Chaparral 23 SSi

    2024 Chaparral 23 SSi

    $79,995
    Oakland, MD

    Type: Boat 2024 Chaparral 23 SSi for sale in Oakland, MDHIN: FGB40199I324Engine Horse Power: 250 HP View Details

    View 21 Photos and Details Contact Seller
    $79,995
    VIEW DETAILS
  • 2021 Chaparral 23 Surf

    2021 Chaparral 23 Surf

    $77,977
    Lake Placid, FL
    • Lake Placid, FL
    • Bowrider
    • 23'
    • 2021 / Used
    • $77,977

    2021 Chaparral 23 SurfFUN INSIDE AND OUTEndless wake, endless fun. The all new 23 Surf combines everything you love about the SSi line with the excitement of the Surf series. Wakes... View Details

    View 16 Photos and Details Contact Seller
    $77,977
    VIEW DETAILS
Showing 22 to 42 of 204 boats found.
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Chaparral Boats For Sale By Model (by popularity)

Chaparral Boats For Sale

New and Used Chaparral Boats

Chaparral Boats On Boatcrazy

Chaparral has been building boats since 1965. Starting in Fort Lauderdale, they moved to Nashville, Georgia in 1976, after needing larger premises.

Since then they have become one of the most respected names in the boating industry and one of the world's leading manufacturers of quality fiberglass boats. Chaparral builds a wide variety of boats, from Ski & Wake, Deck Boats, Bowriders, and Cruisers, and each one is built with the same attention to detail and commitment to quality, using state-of-the-art technology in their design process.

Search for your next Chaparral on Boatcrazy.com

Chaparral Boats Frequently Asked Questions

Chaparral boats are in the mid to upper mid-price range but they also have an entry-level line. You can view a wide selection of Chaparral boats on Boatcrazy from $5,999 to $371,999.

Chaparral boats are built with a deep V-plane which adds weight to the boat adding stability in the water, the engines are also optimized for fuel efficiency. Their line-up includes; Ski & Wake, Deck Boats, Bowriders, and Cruisers.

Chaparral produces a number of line series; SSI, SSX, OSX, SURF and VORTEX. Some of their more popular models are; 220 SSI, 257 SSX, Surf, 310 SIGNATURE, and the 23 SSI

Chaparral builds boats for all types of water activities and recreational boating. From day cruising and overnight cruising to freshwater and saltwater fishing. All watersports including wakeboarding, water skiing, and towable family fun.