• Boats
  • Bowrider
    Chaparral

Filter Boats By

Filters

from

Boat Make / Model

Chaparral boats for sale

There are 118 new and used Chaparral Bowrider boats for sale. Browse Chaparral boat types like Bowrider, Cruiser, Ski & Wake, Express Cruiser, Deck Boat, and Jet boat on BoatCrazy. View a wide selection of Chaparral boats from $25,000 to $49,995.
Chaparral Boats For Sale
118 out of 12,032 Boats Found
Back
Filter
  • 2026 Chaparral 23 SSI OB

    2026 Chaparral 23 SSI OB

    $101,035
    Metairie, LA
    • Metairie, LA
    • Bowrider
    • 23'
    • 2026 / New
    • $101,035

    The Chaparral 23 SSi OB is a versatile and well-equipped bowrider that appeals to boating enthusiasts seeking a blend of performance and comfort. Its spacious cockpit, ample storag... View Details

    View 22 Photos and Details Contact Seller
    $101,035
    VIEW DETAILS
  • 2018 Chaparral 287 SSX

    2018 Chaparral 287 SSX

    $98,500
    Branson, MO
    • Branson, MO
    • Bowrider
    • 29'
    • 2018 / Used
    • $98,500

    This is a very clean 2018 Chaparral 287ssx in all-black hull color. It is powered by a Mercruiser 8.2L MAG HO 430hp with 273 hours. It also has the following options:Mercruiser 8.2... View Details

    View 33 Photos and Details Contact Seller
    $98,500
    VIEW DETAILS
  • Price Drop 2014 Chaparral 307 SSX

    2014 Chaparral 307 SSX

    $98,500
    Edgewater, MD
    • Edgewater, MD
    • Bowrider
    • 30'
    • 2014 / Used
    • $98,500

    Stock #398439 Reason for selling is "Interests have changed". ANY and ALL offers will be put in front of our seller! Submit your offer today! Beautiful Bowrider with Twin MerCru... View Details

    View 10 Photos and Details Contact Seller
    $98,500
    VIEW DETAILS
  • 2026 Chaparral 23 SSi

    2026 Chaparral 23 SSi

    $93,835
    Leesburg, GA
    • Leesburg, GA
    • Bowrider
    • 0'
    • 2026 / New
    • $93,835

    2026 Chaparral 23 SSiBEST IN CLASSEverything 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 C... View Details

    View 36 Photos and Details Contact Seller
    $93,835
    VIEW DETAILS
  • 2026 Chaparral 23 SSi

    2026 Chaparral 23 SSi

    $93,765
    Leesburg, GA
    • Leesburg, GA
    • Bowrider
    • 0'
    • 2026 / New
    • $93,765

    2026 Chaparral 23 SSiBEST IN CLASSEverything 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 C... View Details

    View 29 Photos and Details Contact Seller
    $93,765
    VIEW DETAILS
  • 2020 Chaparral 257 SSX

    2020 Chaparral 257 SSX

    $93,000
    Metairie, LA
    • Metairie, LA
    • Bowrider
    • 25'
    • 2020 / Used
    • $93,000

    This 2020 Chaparral 257 SSX is being offered for sale with the aluminum trailer shown. This boat is powered with a stern drive Volvo 350 V8 and dual prop outdrive with only 88 hour... View Details

    View 15 Photos and Details Contact Seller
    $93,000
    VIEW DETAILS
  • 2025 Chaparral 21 SURF

    2025 Chaparral 21 SURF

    $92,415
    Coopersville, MI
    • Coopersville, MI
    • Bowrider
    • 21'
    • 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
  • 2026 Chaparral 23 SSi

    2026 Chaparral 23 SSi

    $89,259
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 23'
    • 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
  • 2026 Chaparral SSi

    2026 Chaparral SSi

    $88,070
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2026 / New
    • $88,070

    2026 Chaparral 23 SSi - Sophisticated Power Meets Pure StyleRefined yet ready for action, the 2026 Chaparral 23 SSi in an all-black gelcoat is the definition of modern elegance on... View Details

    View 31 Photos and Details Contact Seller
    $88,070
    VIEW DETAILS
  • 2026 Chaparral SSi

    2026 Chaparral SSi

    $87,310
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2026 / New
    • $87,310

    2026 Chaparral 23 SSi - Classic Chaparral DNA, Elevated for What’s NextStep into the new era of Chaparral craftsmanship with the 2026 23 SSi, a runabout that defines versatility a... View Details

    View 29 Photos and Details Contact Seller
    $87,310
    VIEW DETAILS
  • 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
  • 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
  • 2014 Chaparral 287 SSX

    2014 Chaparral 287 SSX

    $74,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 28'
    • 2014 / Used
    • $74,900

    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
    $74,900
    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
Showing 22 to 42 of 118 boats found.
Prev Next

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.