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The Pop team's commitment to delivering fast, secure, and hassle-free results has made us the world’s largest online, full-service, for-sale-by-owner marketplace for recreational vehicles. Pop stands for “paid on performance,” and it's the foundation of our brand and a consistent promise made to buyers and sellers.

Boat Brands: Sea Ray , Yamaha , Bayliner , Crownline , Chaparral
73 out of 14,810 Boats Found
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  • 2018 Chaparral H2O 21 SPORT

    2018 Chaparral H2O 21 SPORT

    $32,500
    York, SC
    • York, SC
    • Bowrider
    • 21' / 0'
    • 2018 / Used
    • $32,500

    Stock #459133 This is a new advertisement, on the market just this week (Mar 23rd). Always accepting offers! Excellent condition H2O 21 Sport! One owner! Low hours! Loaded and re... View Details

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    $32,500
    VIEW DETAILS
  • 2017 Chaparral H2O 21 Sport

    2017 Chaparral H2O 21 Sport

    $31,900
    Sarasota, FL
    • Sarasota, FL
    • Bowrider
    • 21' / 0'
    • 2017 / Used
    • $31,900

    Stock #437689 Video of this vessel available at www [dot] popsells [dot] com/view/437689 Reason for selling is "Not using enough". ANY and ALL offers will be put in front of our... View Details

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    $31,900
    VIEW DETAILS
  • 2008 Chaparral 224 Sunesta

    2008 Chaparral 224 Sunesta

    $31,150
    Easley, SC
    • Easley, SC
    • Deck Boat
    • 22' / 0'
    • 2008 / Used
    • $31,150

    Stock #462610 Video of this vessel available at www [dot] popsells [dot] com/view/462610 Reason for selling is "No time to enjoy". ANY and ALL offers will be put in front of our... View Details

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    $31,150
    VIEW DETAILS
  • 2006 Chaparral 256 SSI

    2006 Chaparral 256 SSI

    $31,000
    Wantagh, NY
    • Wantagh, NY
    • Bowrider
    • 25' / 0'
    • 2006 / Used
    • $31,000

    Stock #409587 Video of this vessel available at www [dot] popsells [dot] com/view/409587 Reason for selling is "Moving". ANY and ALL offers will be put in front of our seller! S... View Details

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    $31,000
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  • 2007 Chaparral 270 Signature

    2007 Chaparral 270 Signature

    $30,000
    Camden, NC

    Stock #304462 Reason for selling is "More than he needs anymore. Has smaller boat now.". ANY and ALL offers will be put in front of our seller! Submit your offer today! Perfect... View Details

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    $30,000
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  • 2007 Chaparral Signature 250

    2007 Chaparral Signature 250

    $29,900
    Oceanside, NY

    Stock #456373 Reason for selling is "not using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Great running Signature 250! Low hours! Well mai... View Details

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    $29,900
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  • 2016 Chaparral H20 Fish & Ski

    2016 Chaparral H20 Fish & Ski

    $29,750
    Hampton, VA
    • Hampton, VA
    • Fish & Ski
    • 20' / 0'
    • 2016 / Used
    • $29,750

    Stock #455523 ANY and ALL offers will be put in front of our seller! Submit your offer today! 2016 CHAPARRAL H20 Fish & Ski, 200 HP VOLVO PENTA, LOW HOURS, TRAILER INCLUDED! Loc... View Details

    View 10 Photos and Details Contact Seller
    $29,750
    VIEW DETAILS
  • 2018 Chaparral H2O 19 Sport

    2018 Chaparral H2O 19 Sport

    $29,000
    Charlotte, NC
    • Charlotte, NC
    • Bowrider
    • 19' / 0'
    • 2018 / Used
    • $29,000

    Stock #472410 Video of this vessel available at www [dot] popsells [dot] com/view/472410 Reason for selling is "Moving". This Chaparral has now been on the market a couple month... View Details

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    $29,000
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  • 2016 Chaparral 203VRX Vortex

    2016 Chaparral 203VRX Vortex

    $28,800
    Colorado Springs, CO
    • Colorado Springs, CO
    • Bowrider
    • 20' / 0'
    • 2016 / Used
    • $28,800

    Stock #446336 Reason for selling is "The family no longer uses it frequently enough.". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2016 Chapa... View Details

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    $28,800
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  • 2008 Chaparral Sunesta 244

    2008 Chaparral Sunesta 244

    $27,900
    Roanoke, VA
    • Roanoke, VA
    • Deck Boat
    • 24' / 0'
    • 2008 / Used
    • $27,900

    Stock #451754 ANY and ALL offers will be put in front of our seller! Submit your offer today! 2008 Chaparral Sunesta 244. Ready for the Next Adventure. Located in Cave Spring, V... View Details

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    $27,900
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  • 2006 Chaparral Sunesta 254

    2006 Chaparral Sunesta 254

    $27,550
    Little Elm, TX
    • Little Elm, TX
    • Bowrider
    • 25' / 0'
    • 2006 / Used
    • $27,550

    Stock #479095 Reason for selling is "no time to use". This Chaparral has been on the market for more than 30 days (Feb 3rd). If you are thinking of making an offer, submit it tod... View Details

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    $27,550
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  • 2006 Chaparral 235 SSi

    2006 Chaparral 235 SSi

    $27,500
    Rockland, MA
    • Rockland, MA
    • Bowrider
    • 23' / 0'
    • 2006 / Used
    • $27,500

    Stock #463324 Reason for selling is "No time to use the boat". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2006 CHAPARRAL 235 SSI WITH 320 HP... View Details

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    $27,500
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  • Price Drop 2009 Chaparral Sunesta 264

    2009 Chaparral Sunesta 264

    $26,800
    Lynn Haven, FL
    • Lynn Haven, FL
    • Bowrider
    • 26' / 0'
    • 2009 / Used
    • $26,800

    Stock #430776 Reason for selling is "Moving". ANY and ALL offers will be put in front of our seller! Submit your offer today! Large Bowrider with expansive seating and 375 HP! R... View Details

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    $26,800
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  • 2009 Chaparral 236ssi

    2009 Chaparral 236ssi

    $26,500
    Pflugerville, TX
    • Pflugerville, TX
    • Bowrider
    • 23' / 0'
    • 2009 / Used
    • $26,500

    Stock #481516 This is a new advertisement, on the market just this week (Mar 25th). Always accepting offers! 2009 Chaparral 236 SSI powered by 300 hp Volva Penta and Magnum trail... View Details

    View 1 Photo and Details Contact Seller
    $26,500
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  • Price Drop 2016 Chaparral H2O 19 Ski & Fish

    2016 Chaparral H2O 19 Ski & Fish

    $25,900
    Slidell, LA
    • Slidell, LA
    • Bowrider
    • 19' / 0'
    • 2016 / Used
    • $25,900

    Stock #468637 Video of this vessel available at www [dot] popsells [dot] com/view/468637 Reason for selling is "Doesn't Use". ANY and ALL offers will be put in front of our sell... View Details

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    $25,900
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  • Price Drop 2001 Chaparral 280 Signature

    2001 Chaparral 280 Signature

    $24,999
    Acworth, GA

    Stock #375037 Video of this vessel available at www [dot] popsells [dot] com/view/375037 Reason for selling is "Not Using It like we thought we would". ANY and ALL offers will b... View Details

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    $24,999
    VIEW DETAILS
  • Price Drop 2017 Chaparral 203 VRX

    2017 Chaparral 203 VRX

    $24,900
    Granbury, TX
    • Granbury, TX
    • Jet boat
    • 20' / 0'
    • 2017 / Used
    • $24,900

    Stock #416341 Video of this vessel available at www [dot] popsells [dot] com/view/416341 Reason for selling is "Interests have changed". ANY and ALL offers will be put in front... View Details

    View 10 Photos and Details Contact Seller
    $24,900
    VIEW DETAILS
  • Price Drop 2016 Chaparral H2O 21 Sport

    2016 Chaparral H2O 21 Sport

    $24,000
    Orlando, FL
    • Orlando, FL
    • Bowrider
    • 21' / 0'
    • 2016 / Used
    • $24,000

    Stock #456927 Video of this vessel available at www [dot] popsells [dot] com/view/456927 Reason for selling is "Not using enough, getting out of boat ownership". This Chaparral... View Details

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    $24,000
    VIEW DETAILS
  • Price Drop 2014 Chaparral H20

    2014 Chaparral H20

    $22,995
    Chandler, AZ
    • Chandler, AZ
    • Bowrider
    • 21' / 0'
    • 2014 / Used
    • $22,995

    Stock #465436 Reason for selling is "Not using as much as planned". ANY and ALL offers will be put in front of our seller! Submit your offer today! Garage kept H20 powered by 5.... View Details

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    $22,995
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  • 1999 Chaparral Signature 29

    1999 Chaparral Signature 29

    $22,900
    Westville, NJ

    Stock #441833 Video of this vessel available at www [dot] popsells [dot] com/view/441833 Reason for selling is "Did work on the boat and now no time to use it.". ANY and ALL off... View Details

    View 11 Photos and Details Contact Seller
    $22,900
    VIEW DETAILS
  • 2005 Chaparral 256 SSI

    2005 Chaparral 256 SSI

    $22,400
    Jacksonville, FL
    • Jacksonville, FL
    • Bowrider
    • 25' / 0'
    • 2005 / Used
    • $22,400

    Stock #417708 Video of this vessel available at www [dot] popsells [dot] com/view/417708 Reason for selling is "Not Using". ANY and ALL offers will be put in front of our seller... View Details

    View 11 Photos and Details Contact Seller
    $22,400
    VIEW DETAILS
Showing 43 to 63 of 73 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.