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Chaparral Ssi boats for sale

There are 10 new and used Chaparral Ssi boats for sale. Browse Chaparral boat types like Bowrider, Ski & Wake, Express Cruiser, Cruiser, Jet boat, and Deck Boat on BoatCrazy. View a wide selection of Chaparral boats from $64,999 to $64,999.
ssi Boats For Sale
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  • 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
  • 2026 Chaparral SSi

    2026 Chaparral SSi

    $74,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2026 / Used
    • $74,995

    A roomy 23-foot bowrider with 250 HP power, wraparound seating and a well-equipped cockpit for cruising, watersports and entertaining.Highlights: Mercury 4.5L 250 HP MTX Folding A... View Details

    View 26 Photos and Details Contact Seller
    $74,995
    VIEW DETAILS
  • 2026 Chaparral SSi

    2026 Chaparral SSi

    $72,570
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2026 / New
    • $72,570

    Sporty Alloy Gray 21 SSi with max 250 HP power, a folding arch and premium upgrades for cruising, watersports and easy weekend boating.Highlights: Mercury 4.5L 250 HP MTX Folding... 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

    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
  • 2026 Chaparral SSi

    2026 Chaparral SSi

    $64,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2026 / Used
    • $64,995

    A rare current-model pre-owned opportunity, combining 250 HP performance with a black folding arch, upgraded flooring and a fully equipped helm.Highlights: MerCruiser 4.5L 250 HP... View Details

    View 23 Photos and Details Contact Seller
    $64,995
    VIEW DETAILS
  • 2025 Chaparral SSi

    2025 Chaparral SSi

    $64,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2025 / Used
    • $64,995

    Set up for watersports and weekend cruising, with 250 HP power, a folding tower and a well-appointed cockpit thats ready for full days on the lake.Highlights: MerCruiser 4.5L 250 H... View Details

    View 37 Photos and Details Contact Seller
    $64,995
    VIEW DETAILS
  • 2023 Chaparral SSi

    2023 Chaparral SSi

    $64,995
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 23'
    • 2023 / Used
    • $64,995

    A great step-up family bowrider with generous seating, strong 250 HP power and smart onboard storage for everything from cruising to tubing.Highlights: MerCruiser 4.5L 250 HP Seat... View Details

    View 36 Photos and Details Contact Seller
    $64,995
    VIEW DETAILS
  • 2023 Chaparral SSi

    2023 Chaparral SSi

    $48,495
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 21'
    • 2023 / Used
    • $48,495

    A sporty, well-equipped Chaparral bowrider with premium cockpit finishes, versatile seating, upgraded electronics and SeaDek throughout the main entertaining areas. Highlights: Mer... View Details

    View 32 Photos and Details Contact Seller
    $48,495
    VIEW DETAILS
  • 2004 Chaparral SSI

    2004 Chaparral SSI

    $19,111
    Miami, FL
    • Miami, FL
    • Bowrider
    • 22'
    • 2004 / Used
    • $19,111

    Here are some specs for the 2004 Chaparral 215 SSi:  Length: 21 ft Beam: 8 ft 3 in Dry weight: 3,495 lbs Fuel tank: 56 gal Engine: 190 hp gasoline Hull mater... View Details

    View 18 Photos and Details Contact Seller
    $19,111
    VIEW DETAILS
Showing 1 to 10 of 10 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.