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  • Chaparral
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Chaparral boats for sale in Somerset Kentucky

There are 17 new and used Chaparral boats for sale in Somerset, Kentucky. Browse Chaparral boat types like Ski & Wake, Bowrider, and Wakeboard on BoatCrazy. View a wide selection of Chaparral boats from $29,900 to $328,873.
Somerset, Kentucky Boats For Sale
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  • Boats
  • Chaparral
    Within 100 Miles Of
    Somerset, Kentucky
17 boats found within 100 miles from Somerset, Kentucky
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  • 2016 Chaparral H20 21 SPORT

    2016 Chaparral H20 21 SPORT

    $29,900
    Somerset, KY
    • Somerset, KY
    • Bowrider
    • 0'
    • 2016 / Used
    • $29,900

    The 2016 Chaparral H20 21 SPORT is a sleek and reliable bowrider designed for those who enjoy a day on the water. Known for its sturdy construction and comfortable seating, this mo... View Details

    View 20 Photos and Details Contact Seller
    $29,900
    VIEW DETAILS
  • 2004 Chaparral 256 SSI

    2004 Chaparral 256 SSI

    $30,900
    Somerset, KY
    • Somerset, KY
    • Bowrider
    • 0'
    • 2004 / Used
    • $30,900

    The 2004 Chaparral 256 SSI is a meticulously maintained bowrider, featuring a striking white and black hull with red and gold graphics. Powered by a MerCruiser 496 MAG engine and B... View Details

    View 28 Photos and Details Contact Seller
    $30,900
    VIEW DETAILS
  • 2022 Chaparral 21 SSi

    2022 Chaparral 21 SSi

    $49,999
    Somerset, KY

    2022 Chaparral 21 SSi Mercruiser 4.5L MPI 250 HP Engine Key Specifications Length Overall (LOA) with Swim Platform: 21' 6" (6.55 m) Beam: 8' 4" (2.54 m) Fuel Capacity:... View Details

    View 43 Photos and Details Contact Seller
    $49,999
    VIEW DETAILS
  • 2027 Chaparral 30 SSX

    2027 Chaparral 30 SSX

    $328,873
    Somerset, KY

    • 5-Year Premium Level Component Warranty • Aft Bench Seating with Reversible Backrest System Manually Converts from Double Bench to Sun Lounge • Bow Passenger Seat Backrests Hi... View Details

    View 15 Photos and Details Contact Seller
    $328,873
    VIEW DETAILS
  • 2027 Chaparral 23 SSI

    2027 Chaparral 23 SSI

    $104,950
    Somerset, KY

    2027 Chaparral 23 SSI • 5-Year Premium Level Limited Component Warranty • Battery On/Off Switch • Built-In Cooler (70 Quart) Under Rear Bench Seat • Cockpit Layout: Two Bucket... View Details

    View 77 Photos and Details Contact Seller
    $104,950
    VIEW DETAILS
  • 2027 Chaparral SSX 6

    2027 Chaparral SSX 6

    $194,999
    Somerset, KY

    UNIQUE KEY FEATURES • 5-Year Premium Level Limited Component Warranty • Aft Bench Seating with Reversible Backrest System Manually Converts from Double Bench to Sun Lounge • Bo... View Details

    View 117 Photos and Details Contact Seller
    $194,999
    VIEW DETAILS
  • 2027 Chaparral SSX 4

    2027 Chaparral SSX 4

    $164,999
    Somerset, KY

    UNIQUE KEY FEATURES • 5-Year Premium Level Limited Component Warranty • Aft Bench Seating with Reversible Backrest System Manually Converts from Double Bench to Sun Lounge • Bo... View Details

    View 107 Photos and Details Contact Seller
    $164,999
    VIEW DETAILS
  • 2026 Chaparral SSX 30

    2026 Chaparral SSX 30

    $242,627
    Somerset, KY

    • 2-Speed Windshield Wiper • 5-Year Premium Level Component Warranty • Back-to-Back Aft Seating Converts to Oversized Sun Lounge • Built-In Insulated Cooler Under Forward Bow Se... View Details

    View 68 Photos and Details Contact Seller
    $242,627
    VIEW DETAILS
  • 2026 Chaparral SSX 8

    2026 Chaparral SSX 8

    $248,999
    Somerset, KY

    2026 Chaparral SSX 8 • 5-Year Premium Level Component Warranty • Automatic Bilge Pump • CDS (Cockpit Drainage System) and SBS (Self Bailing System) • Diamond Pattern Non-Skid... View Details

    View 90 Photos and Details Contact Seller
    $248,999
    VIEW DETAILS
  • 2026 Chaparral SSX 30

    2026 Chaparral SSX 30

    $258,999
    Somerset, KY

    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 92 Photos and Details Contact Seller
    $258,999
    VIEW DETAILS
  • 2026 Chaparral SSX 4

    2026 Chaparral SSX 4

    $139,999
    Somerset, KY

    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 128 Photos and Details Contact Seller
    $139,999
    VIEW DETAILS
  • 2026 Chaparral GTS 6

    2026 Chaparral GTS 6

    $198,999
    Somerset, KY

    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
    $198,999
    VIEW DETAILS
  • 2026 Chaparral 21 SSi OB Ski & Fish

    2026 Chaparral 21 SSi OB Ski & Fish

    $76,899
    Somerset, KY

    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
    $76,899
    VIEW DETAILS
  • 2026 Chaparral GTS 3

    2026 Chaparral GTS 3

    $114,899
    Somerset, KY

    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
    $114,899
    VIEW DETAILS
  • 2026 Chaparral 21 SSi OB Ski & Fish

    2026 Chaparral 21 SSi OB Ski & Fish

    $79,899
    Somerset, KY

    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
    $79,899
    VIEW DETAILS
  • 2026 Chaparral GTS 6

    2026 Chaparral GTS 6

    $194,999
    Somerset, KY

    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
    $194,999
    VIEW DETAILS
  • 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
    VIEW DETAILS
Showing 1 to 17 of 17 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.