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Used Chaparral boats for sale

There are 156 used Chaparral boats for sale. Browse Chaparral boat types like Bowrider, Cruiser, Express Cruiser, Ski & Wake, Jet boat, and Runabout on BoatCrazy. View a wide selection of Chaparral boats from to .
Chaparral Boats For Sale
156 out of 11,709 Boats Found
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  • Price Drop 2021 Chaparral 23 Surf

    2021 Chaparral 23 Surf

    $72,977
    Lake Placid, FL
    • Lake Placid, FL
    • Bowrider
    • 23'
    • 2021 / Used
    • $72,977

    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 17 Photos and Details Contact Seller
    $72,977
    VIEW DETAILS
  • 2021 Chaparral SSi 23 Sport

    2021 Chaparral SSi 23 Sport

    $69,995
    Marrero, LA
    • Marrero, LA
    • Bowrider
    • 23'
    • 2021 / Used
    • $69,995

    Click HERE to contact Matt for Availability or Appt: (985) 778-6636matt@theboatyardinc.com2021 Chaparral SSi 23 SportMerCruiser 6.2L V8 (16 Hrs)Aluminum Tandem Axle Trailer w/ Swin... View Details

    View 18 Photos and Details Contact Seller
    $69,995
    VIEW DETAILS
  • 2016 Chaparral 257 SSX

    2016 Chaparral 257 SSX

    $69,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 25'
    • 2016 / Used
    • $69,900

    Boating's best 25-footer! Step onboard the sensational 257 SSX and experience the perfect mix of classic elegance and high tech innovation. Bow to stern, the eye appeal is simply s... View Details

    View 31 Photos and Details Contact Seller
    $69,900
    VIEW DETAILS
  • Price Drop 2014 Chaparral 287 SSX

    2014 Chaparral 287 SSX

    $69,600
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 28'
    • 2014 / Used
    • $69,600

    Sharp, powerful Chaparral 287 SSX. Includes Volvo Penta 430 HP V-8 with DTS. Just 260 engine hours. Don’t miss out on this nicely maintained Chaparral 287 SSX. This 9-foot beam bo... View Details

    View 31 Photos and Details Contact Seller
    $69,600
    VIEW DETAILS
  • 2022 Chaparral 23 SSi OB

    2022 Chaparral 23 SSi OB

    $69,500
    Hollywood, FL
    • Hollywood, FL
    • Bowrider
    • 23'
    • 2022 / Used
    • $69,500

    Stock #387412 Video of this vessel available at www [dot] popsells [dot] com/view/387412 ANY and ALL offers will be put in front of our seller! Submit your offer today! 2022 Cha... View Details

    View 10 Photos and Details Contact Seller
    $69,500
    VIEW DETAILS
  • 2021 Chaparral 21 Surf

    2021 Chaparral 21 Surf

    $69,000
    Little Elm, TX
    • Little Elm, TX
    • Ski & Wake
    • 21'
    • 2021 / Used
    • $69,000

    Stock #363231 Video of this vessel available at www [dot] popsells [dot] com/view/363231 Reason for selling is "Not being used". ANY and ALL offers will be put in front of our s... View Details

    View 10 Photos and Details Contact Seller
    $69,000
    VIEW DETAILS
  • 2006 Chaparral Signature 310

    2006 Chaparral Signature 310

    $69,000
    Harrison Township, MI
    • Harrison Township, MI
    • Cruiser
    • 31'
    • 2006 / Used
    • $69,000

    (CURRENT OWNER OF 20-YEARS) NOTABLY EQUIPPED WITH ALL OF THE MOST SOUGHT AFTER OPTIONS, THIS 2006 CHAPARRAL SIGNATURE 310 OFFERS AN EXCELLENT CONSIDERATION -- PLEASE SEE FULL SPECS... View Details

    View 32 Photos and Details Contact Seller
    $69,000
    VIEW DETAILS
  • 2018 Chaparral 2430 VRX

    2018 Chaparral 2430 VRX

    $67,000
    Ontario, CA
    • Ontario, CA
    • Jet boat
    • 24'
    • 2018 / Used
    • $67,000

    Stock #389663 ANY and ALL offers will be put in front of our seller! Submit your offer today! Low Hours! Clean Condition with Twin 250 HP Rotax Engines. Calling all thrill-seeke... View Details

    View 10 Photos and Details Contact Seller
    $67,000
    VIEW DETAILS
  • 2026 Chaparral SSi OB

    2026 Chaparral SSi OB

    $66,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2026 / Used
    • $66,995

    Dealer demo opportunity with outboard simplicity, a folding arch and the right upgrades for easy family boating and watersports.Highlights: Mercury Pro XS 150 MTX Folding Arch Tow... View Details

    View 33 Photos and Details Contact Seller
    $66,995
    VIEW DETAILS
  • Price Drop 2023 Chaparral 23 SSi OB

    2023 Chaparral 23 SSi OB

    $64,999
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 22'
    • 2023 / Used
    • $64,999

    2023 Chaparral 23 SSiEnjoy premium craftsmanship, sporty performance, and unforgettable days on the water with this 2023 Chaparral 23 SSi, now available at Boater’s World Bradenton... View Details

    View 16 Photos and Details Contact Seller
    $64,999
    VIEW DETAILS
  • Price Drop 2016 Chaparral 277SSX

    2016 Chaparral 277SSX

    $64,999
    Virginia Beach, VA
    • Virginia Beach, VA
    • Bowrider
    • 27'
    • 2016 / Used
    • $64,999

    Stock #462125 Video of this vessel available at www [dot] popsells [dot] com/view/462125 Reason for selling is "Moving". ANY and ALL offers will be put in front of our seller! S... View Details

    View 11 Photos and Details Contact Seller
    $64,999
    VIEW DETAILS
  • 2018 Chaparral 244 Sunesta Xtreme Surf

    2018 Chaparral 244 Sunesta Xtreme Surf

    $64,995
    Marrero, LA
    • Marrero, LA
    • Bowrider
    • 24'
    • 2018 / Used
    • $64,995

    Contact Matt Chehardy for more info!I’m Happy to work on price and clearly explain the condition and performance, so we at The Boat Yard can find the best possible fit for your ne... View Details

    View 15 Photos and Details Contact Seller
    $64,995
    VIEW DETAILS
  • 2026 Chaparral SSi

    2026 Chaparral SSi

    $64,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2026 / Used
    • $64,995

    This 2026 Chaparral will be available for purchase beginning October 1. A deposit may be placed now to reserve the boat and ensure it is yours as soon as it becomes available.The... View Details

    View 23 Photos and Details Contact Seller
    $64,995
    VIEW DETAILS
  • 2023 Chaparral SSi

    2023 Chaparral SSi

    $64,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2023 / Used
    • $64,995

    Turn the key and enjoy a nearly new Chaparral without the new-boat price. This 2023 Chaparral 23 SSi has just 38.1 hours and is powered by a 250 HP MerCruiser 4.5L sterndrive, del... View Details

    View 36 Photos and Details Contact Seller
    $64,995
    VIEW DETAILS
  • 2021 Chaparral Surf

    2021 Chaparral Surf

    $64,995
    Oshkosh, WI

    2021 Chaparral 23 SurfTake your time on the water to the next level with this 2021 Chaparral 23 Surf. Powered by a Volvo Penta 280 V6 with only 78 hours, this versatile bowrider d... View Details

    View 37 Photos and Details Contact Seller
    $64,995
    VIEW DETAILS
  • 2025 Chaparral SSi

    2025 Chaparral SSi

    $64,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2025 / Used
    • $64,995

    This 2026 Chaparral is currently being used as a dealer demo and will be available for purchase beginning October 1. A deposit may be placed now to reserve the boat and ensure it... View Details

    View 37 Photos and Details Contact Seller
    $64,995
    VIEW DETAILS
  • 2015 Chaparral 264 Sunesta

    2015 Chaparral 264 Sunesta

    $63,000
    Cape Coral, FL
    • Cape Coral, FL
    • Bowrider
    • 26'
    • 2015 / Used
    • $63,000

    FOR QUESTIONS CONTACT: JERRY 651-341-2578 or Jerryramlet@hotmail.com2015 Chaparral 264 SunestaSPECIFICATIONS-Length: 26ft-4in-Beam: 8ft-6in-Deadrise: 22*-Fuel: 80gal-Draft: 24in-We... View Details

    View 36 Photos and Details Contact Seller
    $63,000
    VIEW DETAILS
  • 2025 Chaparral 21 SSI

    2025 Chaparral 21 SSI

    $62,995
    Coopersville, MI
    • Coopersville, MI
    • Bowrider
    • 0'
    • 2025 / Used
    • $62,995

    2025 CHAPARRAL 21 SSI W/ MERCRUISER 4.5L MPI I/O AND TRAILERExperience the perfect blend of premium styling, family comfort, and exhilarating performance. Built on Chaparral’s awa... View Details

    View 27 Photos and Details Contact Seller
    $62,995
    VIEW DETAILS
  • 2021 Chaparral 23 SSI

    2021 Chaparral 23 SSI

    $62,000
    Metairie, LA
    • Metairie, LA
    • Bowrider
    • 23'
    • 2021 / Used
    • $62,000

    This 2021 Chaparral 23 SSI is being offered for sale with the trailer shown. This boat is powered with the Mercruiser 4.5 (250 HP) and only has 173 hours. This is equipped with the... View Details

    View 21 Photos and Details Contact Seller
    $62,000
    VIEW DETAILS
  • 2004 Chaparral Signature 310

    2004 Chaparral Signature 310

    $59,900
    Harrison Township, MI
    • Harrison Township, MI
    • Cruiser
    • 31'
    • 2004 / Used
    • $59,900

    (CURRENT OWNER OF 6-YEARS) NOTABLY EQUIPPED WITH ALL OF THE MOST SOUGHT AFTER OPTIONS THIS 2004 CHAPARRAL SIGNATURE 310 (WITH TRI AXLE TRAILER) OFFERS AN EXCELLENT CONSIDERATION --... View Details

    View 16 Photos and Details Contact Seller
    $59,900
    VIEW DETAILS
  • 2021 Chaparral 23 SSi

    2021 Chaparral 23 SSi

    $59,900
    Lake of the Ozarks, MO
    • Lake of the Ozarks, MO
    • Bowrider
    • 24'
    • 2021 / Used
    • $59,900

    2021 Chaparral 23 SSI, Mercury 4.5 (134 one owner hours - fresh water). Fresh service and inspection includes engine oil, drive, impeller and spark plugs. Upgraded stereo system, f... View Details

    View 48 Photos and Details Contact Seller
    $59,900
    VIEW DETAILS
Showing 22 to 42 of 156 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.