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Chaparral boats for sale

There are 140 new and used Chaparral Bowrider boats for sale. Browse Chaparral boat types like Bowrider, Ski & Wake, Express Cruiser, Cruiser, Deck Boat, and Jet boat on BoatCrazy. View a wide selection of Chaparral boats from $6,995 to $391,445.
Chaparral Boats For Sale
140 out of 10,644 Boats Found
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  • 2027 Chaparral SSi

    2027 Chaparral SSi

    $74,775
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 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 SSi

    2027 Chaparral SSi

    $74,775
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 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
  • 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
  • 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
  • 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
  • 2015 Chaparral 257 SSX

    2015 Chaparral 257 SSX

    $67,500
    Grand Haven, MI
    • Grand Haven, MI
    • Bowrider
    • 25'
    • 2015 / Used
    • $67,500

    ­This 2015 Chaparral 257SSX is a fantastic bowrider that has been very well cared for and offers an excellent combination of performance, comfort, and versatility. With only 300 ho... View Details

    View 23 Photos and Details Contact Seller
    $67,500
    VIEW DETAILS
  • Price Drop 2023 Chaparral 23 SSi

    2023 Chaparral 23 SSi

    $67,300
    Sarasota, FL
    • Sarasota, FL
    • Bowrider
    • 23'
    • 2023 / Used
    • $67,300

    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
    $67,300
    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
  • 2024 Chaparral 21 SSI OB

    2024 Chaparral 21 SSI OB

    $65,500
    Westville, NJ
    • Westville, NJ
    • Bowrider
    • 21'
    • 2024 / Used
    • $65,500

    Stock #506796 This Chaparral has recently been added to market (Oct 4th). Submit your offer today! POPULAR - 2024 Chaparral 21 SSI OB with Foldable Sport Arch, Yamaha F150XC with... View Details

    View 10 Photos and Details Contact Seller
    $65,500
    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
  • 2026 Chaparral SSi

    2026 Chaparral SSi

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

    A rare current-model pre-owned opportunity, combining 250 HP performance with a black folding arch, upgraded flooring and a fully equipped helm.Highlights: MerCruiser 4.5L 250 HP... 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

    A great step-up family bowrider with generous seating, strong 250 HP power and smart onboard storage for everything from cruising to tubing.Highlights: MerCruiser 4.5L 250 HP Seat... View Details

    View 36 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

    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
  • 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
Showing 43 to 63 of 140 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.