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Chaparral boats for sale

There are 218 new and used Chaparral boats for sale. Browse Chaparral boat types like Bowrider, Cruiser, Ski & Wake, Express Cruiser, Runabout, and Deck Boat on BoatCrazy. View a wide selection of Chaparral boats from $27,000 to $31,900.
Chaparral Boats For Sale
218 out of 15,032 Boats Found
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  • Price Drop 2025 Chaparral 21 SURF

    2025 Chaparral 21 SURF

    $92,415
    Coopersville, MI
    • Coopersville, MI
    • Bowrider
    • 21' / 0'
    • 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
    • 23' / 0'
    • 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
  • 2015 Chaparral 284 SUNSETA

    2015 Chaparral 284 SUNSETA

    $89,995
    Newport Beach, CA
    • Newport Beach, CA
    • Bowrider
    • 0' / 0'
    • 2015 / Used
    • $89,995

    Sale Price: $89,9952015 Chaparral 284 Sunesta. Imagine a sport deck so advanced nothing on its class can match its features, style and quality. From its huge multi-purpose bow area... View Details

    View 22 Photos and Details Contact Seller
    $89,995
    VIEW DETAILS
  • 2026 Chaparral 23 SSi

    2026 Chaparral 23 SSi

    $89,259
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 23' / 8'
    • 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' / 0'
    • 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
  • 2023 Chaparral 23 SSi

    2023 Chaparral 23 SSi

    $83,500
    Gulf Breeze, FL
    • Gulf Breeze, FL
    • Bowrider
    • 23' / 0'
    • 2023 / Used
    • $83,500

    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
    $83,500
    VIEW DETAILS
  • 2023 Chaparral 23SSI

    2023 Chaparral 23SSI

    $80,000
    Oviedo, FL
    • Oviedo, FL
    • Bowrider
    • 23' / 0'
    • 2023 / Used
    • $80,000

    Stock #466382 Video of this vessel available at www [dot] popsells [dot] com/view/466382 Reason for selling is "Ready to sell". ANY and ALL offers will be put in front of our se... View Details

    View 10 Photos and Details Contact Seller
    $80,000
    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
  • 2017 Chaparral 257 SSX

    2017 Chaparral 257 SSX

    $79,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 25' / 8'
    • 2017 / Used
    • $79,900

    Step onboard the sensational 257 SSX and experience the perfect mix of performance, styling, comfort and fun! You will enjoy Great performance from Mercury's 6.2L 350 HP with Bravo... View Details

    View 39 Photos and Details Contact Seller
    $79,900
    VIEW DETAILS
  • 2023 Chaparral 23 SSi

    2023 Chaparral 23 SSi

    $79,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 23' / 8'
    • 2023 / Used
    • $79,900

    Summer isn't over yet with this 2023 Chaparral 23 SSI ! Fully loaded and ready to go, this like new Chaparral comes with a professionally installed Rockford Fosgate sound system th... View Details

    View 42 Photos and Details Contact Seller
    $79,900
    VIEW DETAILS
  • 2014 Chaparral 287 SSX

    2014 Chaparral 287 SSX

    $79,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 28' / 9'
    • 2014 / Used
    • $79,900

    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
    $79,900
    VIEW DETAILS
  • 2016 Chaparral 277 SSX

    2016 Chaparral 277 SSX

    $78,900
    Carthage, TX
    • Carthage, TX
    • Bowrider
    • 27' / 0'
    • 2016 / Used
    • $78,900

    Stock #392397 Video of this vessel available at www [dot] popsells [dot] com/view/392397 ANY and ALL offers will be put in front of our seller! Submit your offer today! Well-equ... View Details

    View 10 Photos and Details Contact Seller
    $78,900
    VIEW DETAILS
  • 2021 Chaparral 23 Surf

    2021 Chaparral 23 Surf

    $77,977
    Lake Placid, FL
    • Lake Placid, FL
    • Bowrider
    • 23' / 0'
    • 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
  • 2025 Chaparral 21 SSi Ski & Fish

    2025 Chaparral 21 SSi Ski & Fish

    $77,061
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 21' / 0'
    • 2025 / New
    • $77,061

    2025 Chaparral 21 SSi Ski & Fish OPTIONS ·         Mercury 4.5L MPI 1.62 Alpha 250 HP ·       &... View Details

    View 107 Photos and Details Contact Seller
    $77,061
    VIEW DETAILS
  • 2026 Chaparral 21 SSi OB

    2026 Chaparral 21 SSi OB

    $75,794
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 21' / 8'
    • 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
  • Price Drop 2021 Chaparral 230 SUNCOAST

    2021 Chaparral 230 SUNCOAST

    $75,000
    Charleston, WV
    • Charleston, WV
    • Bowrider
    • 23' / 8'
    • 2021 / Used
    • $75,000

    Experience the Ultimate in Luxury and Performance with the Chaparral 230 SunCoastFrom sunrise to sunset, the Chaparral 230 SunCoast redefines excitement on the water. This 23-foot... View Details

    View 20 Photos and Details Contact Seller
    $75,000
    VIEW DETAILS
  • 2025 Chaparral 21 SSi

    2025 Chaparral 21 SSi

    $73,825
    Somerset, KY
    • Somerset, KY
    • Wakeboard
    • 21' / 0'
    • 2025 / New
    • $73,825

    2025 Chaparral 21 SSi OPTIONS ·         Mercury 4.5L MPI 1.62 Alpha 250 HP ·         Hull Sid... View Details

    View 99 Photos and Details Contact Seller
    $73,825
    VIEW DETAILS
  • 2026 Chaparral 21 SSi

    2026 Chaparral 21 SSi

    $73,189
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 21' / 8'
    • 2026 / New
    • $73,189

    See this New 2026 Chaparral 21 SSi! How much fun can you pack into one summer? Plenty, aboard your new Chaparral. Trailerable to your favorite destinations. Nimble, efficient and p... View Details

    View 36 Photos and Details Contact Seller
    $73,189
    VIEW DETAILS
  • 2016 Chaparral 277SSX

    2016 Chaparral 277SSX

    $72,800
    Virginia Beach, VA
    • Virginia Beach, VA
    • Bowrider
    • 27' / 0'
    • 2016 / Used
    • $72,800

    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
    $72,800
    VIEW DETAILS
  • 2016 Chaparral 257 SSX

    2016 Chaparral 257 SSX

    $69,999
    Waddell, AZ
    • Waddell, AZ
    • Bowrider
    • 25' / 0'
    • 2016 / Used
    • $69,999

    Stock #457941 Reason for selling is "Not using enough, has been a great boat, making time for other activities.". ANY and ALL offers will be put in front of our seller! Submit yo... View Details

    View 11 Photos and Details Contact Seller
    $69,999
    VIEW DETAILS
  • Price Drop 2021 Chaparral SSi 23 Sport

    2021 Chaparral SSi 23 Sport

    $69,995
    Marrero, LA
    • Marrero, LA
    • Bowrider
    • 23' / 0'
    • 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
Showing 43 to 63 of 218 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.