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Chaparral boats for sale

There are 212 new and used Chaparral 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 $169,900 to $169,900.
Chaparral Boats For Sale
212 out of 10,452 Boats Found
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  • 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
  • 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
  • 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
  • 2026 Chaparral SSi

    2026 Chaparral SSi

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

    Sporty Alloy Gray 21 SSi with max 250 HP power, a folding arch and premium upgrades for cruising, watersports and easy weekend boating.Highlights: Mercury 4.5L 250 HP MTX Folding... 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

    Sporty, easy-to-handle bowrider with max 250 HP power and the right upgrades for cruising, watersports and long days on the lake.Highlights: Mercury 4.5L 250 HP MTX Folding Arch T... View Details

    View 27 Photos and Details Contact Seller
    $72,175
    VIEW DETAILS
  • Price Drop 2021 Chaparral 23 Surf

    2021 Chaparral 23 Surf

    $69,997
    Lake Placid, FL
    • Lake Placid, FL
    • Bowrider
    • 23'
    • 2021 / Used
    • $69,997

    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
    $69,997
    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
  • 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 Chaparral has recently been add... View Details

    View 10 Photos and Details Contact Seller
    $68,300
    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 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

    Sharp black-hull 21 SSi with max 250 HP power, upgraded comfort and the right equipment for cruising, tubing and everyday lake days.Highlights: Mercury 4.5L 250 HP Deluxe Package... 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
  • 2025 Chaparral SSi

    2025 Chaparral SSi

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

    Set up for watersports and weekend cruising, with 250 HP power, a folding tower and a well-appointed cockpit thats ready for full days on the lake.Highlights: MerCruiser 4.5L 250 H... View Details

    View 37 Photos and Details Contact Seller
    $64,995
    VIEW DETAILS
  • 2021 Chaparral Surf

    2021 Chaparral Surf

    $64,995
    Oshkosh, WI

    Built for riders who want more than a standard bowrider, this 23 Surf combines wake-sports capability with plenty of comfort for cruising and sandbar days.Highlights: Volvo Penta 2... View Details

    View 37 Photos and Details Contact Seller
    $64,995
    VIEW DETAILS
Showing 64 to 84 of 212 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.