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Chaparral boats for sale

There are 21 new and used Chaparral Ski & Wake boats for sale. Browse Chaparral boat types like Bowrider, Cruiser, Ski & Wake, Express Cruiser, Runabout, and Deck Boat on BoatCrazy. View a wide selection of Chaparral boats from $16,995 to $289,129.
Chaparral Boats For Sale
21 out of 14,864 Boats Found
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  • Price Drop 2026 Chaparral SSX 30

    2026 Chaparral SSX 30

    $289,129
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 30' / 0'
    • 2026 / New
    • $289,129

    2026 Chaparral SSX 30 UNIQUE KEY FEATURES • 2-Speed Windshield Wiper • 5-Year Premium Level Component Warranty • Back-to-Back Aft Seating Converts to Oversized Sun Lounge... View Details

    View 15 Photos and Details Contact Seller
    $289,129
    VIEW DETAILS
  • Price Drop 2026 Chaparral SSX 30

    2026 Chaparral SSX 30

    $265,798
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 30' / 0'
    • 2026 / New
    • $265,798

    2026 Chaparral SSX 30 UNIQUE KEY FEATURES • 2-Speed Windshield Wiper • 5-Year Premium Level Component Warranty • Back-to-Back Aft Seating Converts to Oversized Sun Lounge • B... View Details

    View 129 Photos and Details Contact Seller
    $265,798
    VIEW DETAILS
  • Price Drop 2026 Chaparral GTS 6

    2026 Chaparral GTS 6

    $227,377
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 26' / 0'
    • 2026 / New
    • $227,377

    2026 Chaparral GTS 6 UNIQUE KEY FEATURES • 1080lb Capacity Ballast System • 5-Year Premium Level Limited Component Warranty • Aft Bench Seating with Reversible Backrest System... View Details

    View 141 Photos and Details Contact Seller
    $227,377
    VIEW DETAILS
  • Price Drop 2026 Chaparral GTS 6

    2026 Chaparral GTS 6

    $222,656
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 26' / 0'
    • 2026 / New
    • $222,656

    2026 Chaparral GTS 6 UNIQUE KEY FEATURES • 1080lb Capacity Ballast System • 5-Year Premium Level Limited Component Warranty • Aft Bench Seating with Reversible Backrest Sys... View Details

    View 78 Photos and Details Contact Seller
    $222,656
    VIEW DETAILS
  • Price Drop 2026 Chaparral SSX 6

    2026 Chaparral SSX 6

    $211,372
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 26' / 0'
    • 2026 / New
    • $211,372

    2026 Chaparral SSX 6 UNIQUE KEY FEATURES • 5-Year Premium Level Limited Component Warranty • Back-to-Back Aft Seating Converts to Oversized Sun Lounge • CDS (Cockpit Drain... View Details

    View 124 Photos and Details Contact Seller
    $211,372
    VIEW DETAILS
  • Price Drop 2026 Chaparral SSX 6

    2026 Chaparral SSX 6

    $194,271
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 26' / 0'
    • 2026 / New
    • $194,271

    2026 Chaparral SSX 6 UNIQUE KEY FEATURES • 5-Year Premium Level Limited Component Warranty • Back-to-Back Aft Seating Converts to Oversized Sun Lounge • CDS (Cockpit Drainage... View Details

    View 102 Photos and Details Contact Seller
    $194,271
    VIEW DETAILS
  • Price Drop 2026 Chaparral SSX 4

    2026 Chaparral SSX 4

    $162,535
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 24' / 0'
    • 2026 / New
    • $162,535

    2026 Chaparral SSX 4 UNIQUE KEY FEATURES • 5-Year Premium Level Limited Component Warranty • Battery On/Off Switch • Cockpit Drainage System with Self-Bailing Cockpit • Exte... View Details

    View 15 Photos and Details Contact Seller
    $162,535
    VIEW DETAILS
  • 2022 Chaparral 307 SSX

    2022 Chaparral 307 SSX

    $159,999
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 30' / 0'
    • 2022 / Used
    • $159,999

    2022 Chaparral 307 SSX Key Specifications Length Overall (LOA):  30' 2" (9.19 m) Beam:  9' 0" (2.74 m) Dry Weight:  6,200 lbs (2,812 kg) Draft Up:  2... View Details

    View 60 Photos and Details Contact Seller
    $159,999
    VIEW DETAILS
  • 2026 Chaparral GTS 3

    2026 Chaparral GTS 3

    $155,502
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 25' / 0'
    • 2026 / New
    • $155,502

    2026 Chaparral GTS 3 UNIQUE KEY FEATURES • 5-Year Premium Level Limited Component Warranty • Automatic Bilge Pump • Battery On/Off Switch • Built-In Cooler (70 Quart) Und... View Details

    View 82 Photos and Details Contact Seller
    $155,502
    VIEW DETAILS
  • 2026 Chaparral 21 SSi OB Ski & Fish

    2026 Chaparral 21 SSi OB Ski & Fish

    $106,833
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 21' / 0'
    • 2026 / New
    • $106,833

    2026 Chaparral 21 SSi OB Ski & Fish UNIQUE KEY FEATURES • 5-Year Premium Level Limited Component Warranty • Battery On/Off Switch • Built-In Livewell (70 Quart) Under R... View Details

    View 61 Photos and Details Contact Seller
    $106,833
    VIEW DETAILS
  • 2026 Chaparral 21 SSi OB Ski & Fish

    2026 Chaparral 21 SSi OB Ski & Fish

    $104,500
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 21' / 0'
    • 2026 / New
    • $104,500

    2026 Chaparral 21 SSi OB Ski & Fish UNIQUE KEY FEATURES • 5-Year Premium Level Limited Component Warranty • Battery On/Off Switch • Built-In Livewell (70 Quart) Under Rear... View Details

    View 113 Photos and Details Contact Seller
    $104,500
    VIEW DETAILS
  • 2026 Chaparral 21 SSi

    2026 Chaparral 21 SSi

    $93,963
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 21' / 0'
    • 2026 / New
    • $93,963

    2026 Chaparral 21 SSi UNIQUE KEY FEATURES • 5-Year Premium Level Limited Component Warranty • Battery On/Off Switch • Built-In Cooler (70 Quart) Under Rear Bench Seat • Deep... View Details

    View 15 Photos and Details Contact Seller
    $93,963
    VIEW DETAILS
  • 2025 Chaparral 21 SSi Ski & Fish

    2025 Chaparral 21 SSi Ski & Fish

    $77,061
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 21' / 0'
    • 2025 / New
    • $77,061

    2025 Chaparral 21 SSi Ski & Fish OPTIONS ·         Mercury 4.5L MPI 1.62 Alpha 250 HP ·       &... View Details

    View 107 Photos and Details Contact Seller
    $77,061
    VIEW DETAILS
  • 2021 Chaparral 21 Surf

    2021 Chaparral 21 Surf

    $69,000
    Little Elm, TX
    • Little Elm, TX
    • Ski & Wake
    • 21' / 0'
    • 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
  • 2020 Chaparral 21 Surf

    2020 Chaparral 21 Surf

    $58,900
    Somerset, KY
    • Somerset, KY
    • Ski & Wake
    • 21' / 8'
    • 2020 / Used
    • $58,900

    You've come to expect adventure from the Chaparral family, and the 21 Surf delivers it in style. The 21 Surf combines everything you love about the SSi line with the amped - up pow... View Details

    View 41 Photos and Details Contact Seller
    $58,900
    VIEW DETAILS
  • 2017 Chaparral 227 SSX

    2017 Chaparral 227 SSX

    $57,995
    Marrero, LA
    • Marrero, LA
    • Ski & Wake
    • 23' / 0'
    • 2017 / Used
    • $57,995

    Contact Matt Chehardy for more info!I’m Happy to work on price and clearly explain the condition and performance, so we at The Boat Yard can find the best possible fit for your ne... View Details

    View 25 Photos and Details Contact Seller
    $57,995
    VIEW DETAILS
  • 2017 Chaparral 203 Vortex VRX

    2017 Chaparral 203 Vortex VRX

    $49,977
    Grand Prairie, TX
    • Grand Prairie, TX
    • Ski & Wake
    • 20' / 8'
    • 2017 / Used
    • $49,977

    2017 Chaparral 203 Vortex VRXThe 203 VRX features the hull design, interior layout and high quality construction Chaparral is known for.Six color choices including Aqua, Biscayne B... View Details

    View 22 Photos and Details Contact Seller
    $49,977
    VIEW DETAILS
  • 2019 Chaparral Surf H20

    2019 Chaparral Surf H20

    $42,800
    Queen Creek, AZ
    • Queen Creek, AZ
    • Ski & Wake
    • 20' / 0'
    • 2019 / Used
    • $42,800

    Stock #482761 Reason for selling is "Not using as much as planned". This Chaparral has recently been added to market (Mar 17th). Submit your offer today! Ready to surf? This 201... View Details

    View 10 Photos and Details Contact Seller
    $42,800
    VIEW DETAILS
  • 2014 Chaparral Sunesta 224

    2014 Chaparral Sunesta 224

    $41,995
    Marrero, LA
    • Marrero, LA
    • Ski & Wake
    • 22' / 0'
    • 2014 / Used
    • $41,995

    Click HERE to contact Matt for more info: (985) 778-6636matt@theboatyardinc.com2014 Chaparral Sunesta 224Volvo Penta 270hp V8 (315 Hours)Tandem Axle Trailer+Bimini Top+Premium Uph... View Details

    View 36 Photos and Details Contact Seller
    $41,995
    VIEW DETAILS
  • 2000 Chaparral 280 SSi

    2000 Chaparral 280 SSi

    $29,900
    Lake Ozark, MO

    2000 Chaparral 280 SSI Bowrider Engine: Mercruiser 7.4L MPI (330 HP) with Bravo 3 drive 665 hours LOA: 28’ Beam: 9’3 Weight: 6,800 lbs Fuel: 143 Gallons Water: 30... View Details

    View 23 Photos and Details Contact Seller
    $29,900
    VIEW DETAILS
  • 2007 Chaparral 190 SSi

    2007 Chaparral 190 SSi

    $16,995
    Marrero, LA
    • Marrero, LA
    • Ski & Wake
    • 18' / 7'
    • 2007 / Used
    • $16,995

    Call Tyler to schedule a showing! (504) 485-1132The Chaparral 190 SSi is widely considered one of the best-built 19-foot bowriders of its era. It’s known for its "Big Boat" feel, t... View Details

    View 16 Photos and Details Contact Seller
    $16,995
    VIEW DETAILS
Showing 1 to 21 of 21 boats found.

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.