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Chaparral boats for sale

There are 186 new and used Chaparral boats for sale. Browse Chaparral boat types like Bowrider, Ski & Wake, Cruiser, Express Cruiser, Deck Boat, and Jet boat on BoatCrazy. View a wide selection of Chaparral boats from to .
Chaparral Boats For Sale
186 out of 11,932 Boats Found
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  • 2021 Chaparral 23 Surf

    2021 Chaparral 23 Surf

    $84,977
    Grand Prairie, TX
    • Grand Prairie, TX
    • Bowrider
    • 23'
    • 2021 / Used
    • $84,977

    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 56 Photos and Details Contact Seller
    $84,977
    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
  • 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 2009 Chaparral 310 Signature

    2009 Chaparral 310 Signature

    $79,900
    Pottsboro, TX
    • Pottsboro, TX
    • Cruiser
    • 33'
    • 2009 / Used
    • $79,900

    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
    $79,900
    VIEW DETAILS
  • Price Drop 2026 Chaparral 21 SSi OB Ski & Fish

    2026 Chaparral 21 SSi OB Ski & Fish

    $79,899
    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
    $79,899
    VIEW DETAILS
  • Price Drop 2026 Chaparral 21 SSi OB Ski & Fish

    2026 Chaparral 21 SSi OB Ski & Fish

    $76,899
    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
    $76,899
    VIEW DETAILS
  • 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
  • 2017 Chaparral SSX

    2017 Chaparral SSX

    $74,995
    Mesa, AZ
    • Mesa, AZ
    • Bowrider
    • 25'
    • 2017 / Used
    • $74,995

    2017 Chaparral 257 SSXStep 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 stun... View Details

    View 14 Photos and Details Contact Seller
    $74,995
    VIEW DETAILS
  • 2025 Chaparral 21 SSi

    2025 Chaparral 21 SSi

    $73,825
    Somerset, KY
    • Somerset, KY
    • Wakeboard
    • 21'
    • 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
  • 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 16 Photos and Details Contact Seller
    $72,977
    VIEW DETAILS
  • 2016 Chaparral 277SSX

    2016 Chaparral 277SSX

    $72,800
    Virginia Beach, VA
    • Virginia Beach, VA
    • Bowrider
    • 27'
    • 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
  • 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

    $69,999
    Waddell, AZ
    • Waddell, AZ
    • Bowrider
    • 25'
    • 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
  • 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
  • 2023 Chaparral 23 SSi OB

    2023 Chaparral 23 SSi OB

    $69,977
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 22'
    • 2023 / Used
    • $69,977

    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
    $69,977
    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
Showing 43 to 63 of 186 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.