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New Chaparral Ssi boats for sale

There are 12 new Chaparral Ssi boats for sale. Browse Chaparral boat types like Bowrider, Ski & Wake, Cruiser, and Wakeboard on BoatCrazy. View a wide selection of Chaparral boats from to .
ssi Boats For Sale
12 out of 10,916 Boats Found
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  • 2027 Chaparral SSi

    2027 Chaparral SSi

    $100,455
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2027 / New
    • $100,455

    Built with a sleek, upscale look and a strong mix of comfort, convenience and performance upgrades, this Chaparral stands out with its solid black hull, Cayenne interior and black... View Details

    View 33 Photos and Details Contact Seller
    $100,455
    VIEW DETAILS
  • 2027 Chaparral SSi

    2027 Chaparral SSi

    $90,925
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2027 / New
    • $90,925

    Island Green styling, a black folding arch and a comfort-focused cockpit give this SSi a look that stands out before you ever leave the dock. Highlights: Island Green Hull Sides B... View Details

    View 35 Photos and Details Contact Seller
    $90,925
    VIEW DETAILS
  • 2027 Chaparral SSi

    2027 Chaparral SSi

    $90,925
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2027 / New
    • $90,925

    A sharp, well-equipped SSi built with the upgrades that make a real difference on the water. The Alloy Gray and Black exterior is paired with Mercury MerCruiser sterndrive power, a... View Details

    View 33 Photos and Details Contact Seller
    $90,925
    VIEW DETAILS
  • 2027 Chaparral SSi

    2027 Chaparral SSi

    $90,770
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2027 / New
    • $90,770

    A well-optioned SSi with a clean, upscale look and the right upgrades for cruising, entertaining and watersports. Finished in Biscayne Blue with a Cayenne interior, this build adds... View Details

    View 33 Photos and Details Contact Seller
    $90,770
    VIEW DETAILS
  • 2026 Chaparral SSi

    2026 Chaparral SSi

    $87,195
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2026 / New
    • $87,195

    Roomy, family-friendly bowrider with plenty of seating, strong V6 power and the features you want for full days on the water.Highlights: MerCruiser 4.5L 250 HP Simrad NSX9 Touchsc... View Details

    View 35 Photos and Details Contact Seller
    $87,195
    VIEW DETAILS
  • 2027 Chaparral SSi

    2027 Chaparral SSi

    $86,575
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2027 / New
    • $86,575

    A sharp, well-equipped bowrider with an all-black exterior, Cayenne interior and the comfort upgrades that make long days on the water even better. Highlights: Mercury MPI Sterndri... View Details

    View 34 Photos and Details Contact Seller
    $86,575
    VIEW DETAILS
  • 2027 Chaparral SSi

    2027 Chaparral SSi

    $77,350
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2027 / New
    • $77,350

    A sharp, well-equipped bowrider finished in full Island Green gelcoat with a premium Dune interior and a white folding arch tower. Highlights: Mercury MPI Sterndrive with Alpha Dri... View Details

    View 31 Photos and Details Contact Seller
    $77,350
    VIEW DETAILS
  • 2027 Chaparral SSi

    2027 Chaparral SSi

    $75,650
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2027 / New
    • $75,650

    A striking, feature-rich Chaparral bowrider finished in a solid black hull with Cayenne interior and loaded with some of the most desirable upgrades available. Highlights: Mercury... View Details

    View 32 Photos and Details Contact Seller
    $75,650
    VIEW DETAILS
  • 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

    $72,175
    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
  • 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
Showing 1 to 12 of 12 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.