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Chaparral boats for sale

There are 145 new and used Chaparral Bowrider boats for sale. Browse Chaparral boat types like Bowrider, Ski & Wake, Express Cruiser, Cruiser, Jet boat, and Runabout on BoatCrazy. View a wide selection of Chaparral boats from $6,995 to $391,445.
Chaparral Boats For Sale
145 out of 10,616 Boats Found
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  • 2026 Chaparral 21 SSi OB

    2026 Chaparral 21 SSi OB

    $75,794
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 21'
    • 2026 / New
    • $75,794

    Now on display, see this new 2026 Chaparral 21 SSi powered by a hearty 200 HP Yamaha 4-stroke outboard. Chaparral's innovative use of space means an abundance of cockpit space, sto... View Details

    View 26 Photos and Details Contact Seller
    $75,794
    VIEW DETAILS
  • 2027 Chaparral 21 SSi

    2027 Chaparral 21 SSi

    $75,650
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 0'
    • 2027 / New
    • $75,650

    A striking, feature-rich Chaparral bowrider finished in a solid black hull with Cayenne interior and loaded with some of the most desirable upgrades available. Highlights: Mercury... View Details

    View 32 Photos and Details Contact Seller
    $75,650
    VIEW DETAILS
  • 2017 Chaparral 257 SSX

    2017 Chaparral 257 SSX

    $75,000
    Antioch, IL
    • Antioch, IL
    • Bowrider
    • 25'
    • 2017 / Used
    • $75,000

    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
    $75,000
    VIEW DETAILS
  • 2026 Chaparral SSi

    2026 Chaparral SSi

    $74,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2026 / Used
    • $74,995

    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.Chap... View Details

    View 26 Photos and Details Contact Seller
    $74,995
    VIEW DETAILS
  • 2023 Chaparral 230 Ssi

    2023 Chaparral 230 Ssi

    $74,995
    Marrero, LA
    • Marrero, LA
    • Bowrider
    • 23'
    • 2023 / Used
    • $74,995

    2023 Chaparral 230 SSi – Volvo 300 – 249 Hours – Tandem Axle – Simrad GPS – Premium Stereo Description Clean 2023 Chaparral 230 SSi powered by a Volvo Penta 300 HP V8 sterndrive fo... View Details

    View 20 Photos and Details Contact Seller
    $74,995
    VIEW DETAILS
  • 2027 Chaparral 21 SSi

    2027 Chaparral 21 SSi

    $74,775
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 0'
    • 2027 / New
    • $74,775

    The Seafoam Green and black color combination gives this SSi a look that stands apart, while a folding arch, extended swim platform and upgraded SeaDek make it equally ready for cr... View Details

    View 37 Photos and Details Contact Seller
    $74,775
    VIEW DETAILS
  • 2027 Chaparral 21 SSi

    2027 Chaparral 21 SSi

    $74,775
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 0'
    • 2027 / New
    • $74,775

    A sharp, well-equipped sport boat that blends Chaparrals upscale fit and finish with a versatile layout built for cruising, watersports and long days on the lake. This Biscayne Blu... View Details

    View 32 Photos and Details Contact Seller
    $74,775
    VIEW DETAILS
  • 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
  • 2026 Chaparral SSi

    2026 Chaparral SSi

    $72,570
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2026 / New
    • $72,570

    Chaparral 21 SSi — Compact Bowrider, Big Impact on the WaterThe Chaparral 21 SSi is a standout for boaters who want a nimble, stylish bowrider that’s easy to handle, perfect for d... View Details

    View 28 Photos and Details Contact Seller
    $72,570
    VIEW DETAILS
  • 2026 Chaparral SSi

    2026 Chaparral SSi

    $72,175
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2026 / New
    • $72,175

    2026 Chaparral 21 SSiCompact in size, bold in spirit — the 2026 21 SSi is proof that big performance can come in a sleek, manageable package. This model in striking Atlas Blue pai... View Details

    View 27 Photos and Details Contact Seller
    $72,175
    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
  • 2025 Chaparral 21 SSI Outboard

    2025 Chaparral 21 SSI Outboard

    $68,980
    Metairie, LA
    • Metairie, LA
    • Bowrider
    • 21'
    • 2025 / New
    • $68,980

    Just Reduced! priced to Sell! $ 68,980 + Tax/Lic2025 Chaparral 21 SSi Outboard BoatExperience Excellence on the WaterDiscover the perfect blend of performance, versatility, and inn... View Details

    View 13 Photos and Details Contact Seller
    $68,980
    VIEW DETAILS
  • 2023 Chaparral 23 SSi

    2023 Chaparral 23 SSi

    $68,300
    Sarasota, FL
    • Sarasota, FL
    • Bowrider
    • 23'
    • 2023 / Used
    • $68,300

    Stock #505237 Video of this vessel available at www [dot] popsells [dot] com/view/505237 Reason for selling is "Not using enough, too busy". This is a new advertisement, on the... View Details

    View 10 Photos and Details Contact Seller
    $68,300
    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 2026 Chaparral 21 SSi

    2026 Chaparral 21 SSi

    $66,970
    Leesburg, GA
    • Leesburg, GA
    • Bowrider
    • 21'
    • 2026 / New
    • $66,970

    2026 Chaparral 21 SSiENDLESS POSSIBILITIESEverything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and better with the amazing 21 SSi.... View Details

    View 35 Photos and Details Contact Seller
    $66,970
    VIEW DETAILS
  • 2026 Chaparral SSi

    2026 Chaparral SSi

    $66,680
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2026 / New
    • $66,680

    Chaparral 21 SSi — Compact, Sporty, and Ready for Everyday Lake AdventuresThe Chaparral 21 SSi is a small-but-mighty bowrider built for boaters who want performance, comfort, and... View Details

    View 30 Photos and Details Contact Seller
    $66,680
    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
  • 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
Showing 43 to 63 of 145 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.