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Bowrider Chaparral Boats For Sale

Chaparral Boats builds quality family boats in a variety of configurations like Ski & Wake, Deck Boats, Bowriders and Cruisers. They are among the leaders in sport boats and sport yachts ranging from 18' to 33'. Chaparall and Robalo boats are owned by the same parent company Marine Products Corporation. A close competing brand would be Sea Ray which builds a similar variety of boat types that are very stylish and well appointed. 

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Chaparral Boats For Sale
138 out of 12,306 Boats Found

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  • 2024 Chaparral 21 SSi OB

    2024 Chaparral 21 SSi OB

    $68,290
    Leesburg, GA
    • Leesburg, GA
    • Bowrider
    • 21' / 8'
    • 2024 / New
    • $68,290

    *Vehicles are subject to prior sale. Unit is White/Black. Offer can be terminated without notice and images are for illustration purposes only, accessories shown in pictures are no... View Details

    View 68 Photos and Details Contact Seller
    $68,290
    VIEW DETAILS
  • 2024 Chaparral 21 SSi

    2024 Chaparral 21 SSi

    $68,289
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 21' / 8'
    • 2024 / New
    • $68,289

    Now available, in our showroom, see this new 2024 Chaparral 21 SSi! How much fun can you pack into one summer? Plenty, aboard your new Chaparral. Trailerable to your favorite desti... View Details

    View 33 Photos and Details Contact Seller
    $68,289
    VIEW DETAILS
  • 2024 Chaparral 21 SSi Ski & Fish

    2024 Chaparral 21 SSi Ski & Fish

    $67,845
    Standish, ME
    • Standish, ME
    • Bowrider
    • 21' / 8'
    • 2024 / New
    • $67,845

    2024 Chaparral 21 SSi Ski & FishFeatures may include:Exterior Colors/GraphicsColor Selection for Hull Side Gelcoat with Color Matched Deck Graphics (Alloy Gray, Biscayne Blue, Blac... View Details

    View 11 Photos and Details Contact Seller
    $67,845
    VIEW DETAILS
  • 2025 Chaparral SSI-21 SPORT

    2025 Chaparral SSI-21 SPORT

    $67,815
    Leesburg, GA
    • Leesburg, GA
    • Bowrider
    • 0' / 0'
    • 2025 / New
    • $67,815

    Everything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and better with the amazing 21 SSi. The 21 SSi's style is captivating, but it'... View Details

    View 64 Photos and Details Contact Seller
    $67,815
    VIEW DETAILS
  • Price Drop
    2019 Chaparral 237SSX

    2019 Chaparral 237SSX

    $67,500
    Elkhart, IN
    • Elkhart, IN
    • Bowrider
    • 23' / 0'
    • 2019 / Used
    • $67,500

    Stock #430283 Reason for selling is "Looking for a Cabin Cruiser". ANY and ALL offers will be put in front of our seller! Submit your offer today! Well maintained 2019 Chaparral... View Details

    View 10 Photos and Details Contact Seller
    $67,500
    VIEW DETAILS
  • 2024 Chaparral 21 SSi OB

    2024 Chaparral 21 SSi OB

    $65,905
    Standish, ME
    • Standish, ME
    • Bowrider
    • 21' / 8'
    • 2024 / New
    • $65,905

    2024 Chaparral 21 SSi OBEXTRAORDINARY EXCELLENCEWhen outboard power meets our 21 SSi, exellence awaits. Key options include snap-in SeaDek cockpit flooring , a swim platform mat a... View Details

    View 7 Photos and Details Contact Seller
    $65,905
    VIEW DETAILS
  • Price Drop
    2019 Chaparral Sunsesta 244

    2019 Chaparral Sunsesta 244

    $64,000
    Broussard, LA
    • Broussard, LA
    • Bowrider
    • 24' / 0'
    • 2019 / Used
    • $64,000

    Stock #395537 Video of this vessel available at www [dot] popsells [dot] com/view/395537 Reason for selling is "Not using enough". ANY and ALL offers will be put in front of our... View Details

    View 10 Photos and Details Contact Seller
    $64,000
    VIEW DETAILS
  • 2015 Chaparral 264 Sunesta

    2015 Chaparral 264 Sunesta

    $63,000
    Cape Coral, FL
    • Cape Coral, FL
    • Bowrider
    • 26' / 0'
    • 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
  • 2017 Chaparral 243 Vortex VRX

    2017 Chaparral 243 Vortex VRX

    $63,000
    Somers Point, NJ
    • Somers Point, NJ
    • Bowrider
    • 24' / 0'
    • 2017 / Used
    • $63,000

    Stock #427611 Reason for selling is "Not using enough". This Chaparral has now been on the market a couple months. Looking for any offers! This is a stylish and versatile bowrid... View Details

    View 10 Photos and Details Contact Seller
    $63,000
    VIEW DETAILS
  • 2021 Chaparral 23 SSi

    2021 Chaparral 23 SSi

    $62,000
    Madisonville, LA
    • Madisonville, LA
    • Bowrider
    • 23' / 0'
    • 2021 / Used
    • $62,000

    Stock #440772 Reason for selling is "Not using". This Chaparral has recently been added to market (Mar 4th). Submit your offer today! 23 SSi with folding tower for watersports!... View Details

    View 10 Photos and Details Contact Seller
    $62,000
    VIEW DETAILS
  • Price Drop
    2006 Chaparral 276 SSI

    2006 Chaparral 276 SSI

    $59,999
    Seabrook, TX
    • Seabrook, TX
    • Bowrider
    • 27' / 0'
    • 2006 / Used
    • $59,999

    Stock #271337 Reason for selling is "Not using". ANY and ALL offers will be put in front of our seller! Submit your offer today! CHAPARRAL 276 SSX! This boat is ready to take ou... View Details

    View 10 Photos and Details Contact Seller
    $59,999
    VIEW DETAILS
  • 2020 Chaparral 21 Surf

    2020 Chaparral 21 Surf

    $58,900
    Meredith, NH
    • Meredith, NH
    • Bowrider
    • 21' / 8'
    • 2020 / Used
    • $58,900

    2020 Chaparral 21 SurfAMP UP THE ADVENTURESpeed. Thrills. Heart?pounding excitement. You've come to expect adventure from the Chaparral family, and the 21 Surf delivers it in style... View Details

    View 16 Photos and Details Contact Seller
    $58,900
    VIEW DETAILS
  • Price Drop
    2017 Chaparral 277 SSX

    2017 Chaparral 277 SSX

    $58,200
    Edgewater, MD
    • Edgewater, MD
    • Bowrider
    • 27' / 0'
    • 2017 / Used
    • $58,200

    Stock #428403 Reason for selling is "Buying a different style boat". ANY and ALL offers will be put in front of our seller! Submit your offer today! Premium package with lots of... View Details

    View 10 Photos and Details Contact Seller
    $58,200
    VIEW DETAILS
  • 2023 Chaparral 21 SSi

    2023 Chaparral 21 SSi

    $57,999
    Osage Beach, MO
    • Osage Beach, MO
    • Bowrider
    • 21' / 8'
    • 2023 / Used
    • $57,999

    2023 Chaparral 21 SSiFeatures may include:Exterior Colors/GraphicsColor Selection for Hull Side Gelcoat with Color Matched Deck Graphics (Alloy Gray, Biscayne Blue, Black, Fire Red... View Details

    View 29 Photos and Details Contact Seller
    $57,999
    VIEW DETAILS
  • 2023 Chaparral SSi 21

    2023 Chaparral SSi 21

    $57,995
    Sylacauga, AL
    • Sylacauga, AL
    • Bowrider
    • 21' / 0'
    • 2023 / Used
    • $57,995

    Stock #352629 Video of this vessel available at www [dot] popsells [dot] com/view/352629 Reason for selling is "Not using". ANY and ALL offers will be put in front of our seller... View Details

    View 10 Photos and Details Contact Seller
    $57,995
    VIEW DETAILS
  • 2007 Chaparral 270 SIGNATURE

    2007 Chaparral 270 SIGNATURE

    $54,900
    Standish, ME
    • Standish, ME
    • Bowrider
    • 27' / 0'
    • 2007 / Used
    • $54,900

    2007 Chaparral 270 Signature - Cabin Cruiser! Equipped with Volvo Penta 425HP Engine. Includes full canvas enclosure and magic tilt trailer. Bathroom and kitchenette. View Details

    View 16 Photos and Details Contact Seller
    $54,900
    VIEW DETAILS
  • Price Drop
    2015 Chaparral 277 SSX

    2015 Chaparral 277 SSX

    $54,000
    Pompano Beach, FL
    • Pompano Beach, FL
    • Bowrider
    • 27' / 0'
    • 2015 / Used
    • $54,000

    Stock #417519 Video of this vessel available at www [dot] popsells [dot] com/view/417519 ANY and ALL offers will be put in front of our seller! Submit your offer today! 277 SSX... View Details

    View 10 Photos and Details Contact Seller
    $54,000
    VIEW DETAILS
  • 2024 Chaparral 19 SSI OB

    2024 Chaparral 19 SSI OB

    $53,415
    Standish, ME
    • Standish, ME
    • Bowrider
    • 20' / 7'
    • 2024 / New
    • $53,415

    2024 Chaparral 19 SSI OBSTORAGE IS KEYOutboard power joins quality and style in this 19 SSi. Quick to plane, full of power, and full of all the standard features that set Chaparra... View Details

    View 10 Photos and Details Contact Seller
    $53,415
    VIEW DETAILS
  • 2024 Chaparral 19 SSi OB

    2024 Chaparral 19 SSi OB

    $53,310
    Standish, ME
    • Standish, ME
    • Bowrider
    • 20' / 7'
    • 2024 / New
    • $53,310

    2024 Chaparral 19 SSi OBEXTRAORDINARY EXCELLENCEWhen outboard power meets our 19 SSi, exellence awaits. Key options include snap-in SeaDek cockpit flooring , a swim platform mat a... View Details

    View 7 Photos and Details Contact Seller
    $53,310
    VIEW DETAILS
  • 2021 Chaparral 21 Surf (Used) #U03181BT

    2021 Chaparral 21 Surf (Used) #U03181BT

    $52,895
    Gainesville, GA
    • Gainesville, GA
    • Bowrider
    • 21' / 0'
    • 2021 / Used
    • $52,895

    Gel Coated Entire Hull – BlackCockpit Interior – SterlingStandard CanvasFolding Velocity Arch Tower – WhiteCockpit and Bow CoverSwim Platform Logo MatBeach Weave Snap-In FlooringDi... View Details

    View 17 Photos and Details Contact Seller
    $52,895
    VIEW DETAILS
  • 2007 Chaparral 276 SSX

    2007 Chaparral 276 SSX

    $51,500
    Ventnor City, NJ
    • Ventnor City, NJ
    • Bowrider
    • 27' / 0'
    • 2007 / Used
    • $51,500

    Stock #428787 Video of this vessel available at www [dot] popsells [dot] com/view/428787 Reason for selling is "Moving Up in Boat". ANY and ALL offers will be put in front of ou... View Details

    View 10 Photos and Details Contact Seller
    $51,500
    VIEW DETAILS
Showing 43 to 63 of 138 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.