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Chaparral 21 Ssi boats for sale

There are 14 new and used Chaparral 21 Ssi boats for sale. Browse Chaparral boat types like Bowrider, Cruiser, Ski & Wake, Express Cruiser, Jet boat, and Runabout on BoatCrazy. View a wide selection of Chaparral boats from to .
21 ssi Boats For Sale
14 out of 11,696 Boats Found
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  • 2027 Chaparral 21 SSi

    2027 Chaparral 21 SSi

    $77,350
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 0'
    • 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

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    $77,350
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  • 2027 Chaparral 21 SSi

    2027 Chaparral 21 SSi

    $75,650
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 0'
    • 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

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    $75,650
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  • 2027 Chaparral 21 SSi

    2027 Chaparral 21 SSi

    $74,775
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 0'
    • 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

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    $74,775
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  • 2027 Chaparral 21 SSi

    2027 Chaparral 21 SSi

    $74,775
    Oshkosh, WI
    • Oshkosh, WI
    • Bowrider
    • 0'
    • 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

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    $74,775
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  • 2025 Chaparral 21 SSi

    2025 Chaparral 21 SSi

    $73,825
    Somerset, KY
    • Somerset, KY
    • Wakeboard
    • 21'
    • 2025 / New
    • $73,825

    2025 Chaparral 21 SSi OPTIONS ·         Mercury 4.5L MPI 1.62 Alpha 250 HP ·         Hull Sid... View Details

    View 99 Photos and Details Contact Seller
    $73,825
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  • Price Drop 2026 Chaparral 21 SSi

    2026 Chaparral 21 SSi

    $66,970
    Leesburg, GA
    • Leesburg, GA
    • Bowrider
    • 21'
    • 2026 / New
    • $66,970

    2026 Chaparral 21 SSiENDLESS POSSIBILITIESEverything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and better with the amazing 21 SSi.... View Details

    View 35 Photos and Details Contact Seller
    $66,970
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  • 2025 Chaparral 21 SSI

    2025 Chaparral 21 SSI

    $62,995
    Coopersville, MI
    • Coopersville, MI
    • Bowrider
    • 0'
    • 2025 / Used
    • $62,995

    2025 CHAPARRAL 21 SSI W/ MERCRUISER 4.5L MPI I/O AND TRAILERExperience the perfect blend of premium styling, family comfort, and exhilarating performance. Built on Chaparral’s awa... View Details

    View 27 Photos and Details Contact Seller
    $62,995
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  • 2023 Chaparral 21 SSi

    2023 Chaparral 21 SSi

    $55,995
    Leesburg, GA
    • Leesburg, GA
    • Bowrider
    • 21'
    • 2023 / Used
    • $55,995

    2023 Chaparral 21 SSiFeatures may include:Exterior Colors/GraphicsColor Selection for Hull Side Gelcoat with Color Matched Deck Graphics (Alloy Gray, Biscayne Blue, Black, Fire Red... View Details

    View 33 Photos and Details Contact Seller
    $55,995
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  • 2023 Chaparral 21' SSI

    2023 Chaparral 21' SSI

    $50,000
    Metairie, LA
    • Metairie, LA
    • Bowrider
    • 21'
    • 2023 / Used
    • $50,000

    2023 Chaparral 21' SSI-----LOW HOURS! Discover the perfect blend of performance, versatility, and innovation with this 2023 Chaparral 21 SSi Inboard/Outboard package.  If your fami... View Details

    View 14 Photos and Details Contact Seller
    $50,000
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  • 2023 Chaparral 21 SSi

    2023 Chaparral 21 SSi

    $49,990
    Lake Elmo, MN
    • Lake Elmo, MN
    • Bowrider
    • 21'
    • 2023 / Used
    • $49,990

    2023 Chaparral 21 SSi – Volvo 250HP – Tandem Axle Trailer 71 hours ONE OWNER • FRESHWATER • LOW HOURS • TRAILER INCLUDED Seller is motivated to make a deal before the boat goes int... View Details

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    $49,990
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  • 2023 Chaparral 21 SSi

    2023 Chaparral 21 SSi

    $49,977
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 21'
    • 2023 / Used
    • $49,977

    2023 Chaparral 21 SSi with 2024 Yamaha 250HP SHO – Performance & Family FunLooking for used boats for sale in Southwest Florida that deliver impressive performance, modern styling,... View Details

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    $49,977
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  • 2021 Chaparral 21SSI

    2021 Chaparral 21SSI

    $49,900
    Billings, MT
    • Billings, MT
    • Bowrider
    • 0'
    • 2021 / Used
    • $49,900

    2021 Chaparral 21SSI for sale in Billings Step into summer with this used 2021 Chaparral 21SSI, a sharp 21 foot power bowrider that blends style, comfort, and confident handling. P... View Details

    View 30 Photos and Details Contact Seller
    $49,900
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  • 2021 Chaparral 21 SSI

    2021 Chaparral 21 SSI

    $44,000
    --
    • --
    • Fishing
    • 216'
    • 2021 / Used
    • $44,000

    View Details

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    $44,000
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  • Price Drop 2021 Chaparral 21 SSI

    2021 Chaparral 21 SSI

    $29,900
    Eatonton, GA
    • Eatonton, GA
    • Bowrider
    • 21'
    • 2021 / Used
    • $29,900

    Stock #473944 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! Sporty 2021 Chaparral 21 SSi: Precision V-P... View Details

    View 10 Photos and Details Contact Seller
    $29,900
    VIEW DETAILS
Showing 1 to 14 of 14 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.