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  • Home>/
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  • Bennington

Bennington Ski and Fish boats for sale

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176 more Makes...
Chaparral Models
  • 21 SSI Ski & Fish
  • 246 SSi
  • 19 H2O Ski & Fish
  • 19 Ski & Fish H2O
  • 21 H2O Ski & Fish
  • 216 SSi
  • 19 H2O Sport
  • 19 SSi OB
  • 19 SSi Ski & Fish OB
  • 200 SSe
15 more Models...
Bennington Models
  • 23 SSXAPG
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For Sale By
  • Dealers and Private Sellers
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Viewing 1 - 28 of 34 for sale
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  • Price: High to Low
  • Price: Low to High
  1. 2021 Chaparral 280 OSX
    Price Drop: $20,000 (Apr 18)
    2021 Chaparral 280 OSX

    2021 Chaparral 280 OSX

    $219,900
    Price Drop: $20,000 (Apr 18)
    Winter Haven, FL 33880
    Offered By: Pop Yachts
  2. 2006 Chaparral 276 Ssx
    2006 Chaparral 276 Ssx

    2006 Chaparral 276 Ssx

    $72,300
    Seabrook, TX 77586
    Offered By: Pop Yachts
  3. 2007 Chaparral 246 SSi
    2007 Chaparral 246 SSi

    2007 Chaparral 246 SSi

    $35,900
    Huntington Beach, CA 92649
    Offered By: Pop Yachts
  4. 2006 Chaparral 246 SSi
    2006 Chaparral 246 SSi

    2006 Chaparral 246 SSi

    $35,995
    Merritt Is, FL 32953
    Offered By: Pop Yachts
  5. 2006 Chaparral 246 SSi
    2006 Chaparral 246 SSi

    2006 Chaparral 246 SSi

    $35,000
    Apollo Beach, FL 33572
    Offered By: Pop Yachts
  6. 2020 Bennington 23 SSXAPG
    2020 Bennington 23 SSXAPG

    2020 Bennington 23 SSXAPG

    $74,995
    Sandusky, OH 44870
    Offered By: Clemons Boats Inc
  7. 2001 Chaparral SSi 220
    2001 Chaparral SSi 220

    2001 Chaparral SSi 220

    $31,150
    Philadelphia, PA 19114
    Offered By: Pop Yachts
  8. 2023 Chaparral 21 SSi Ski & Fish Outboard
    2023 Chaparral 21 SSi Ski & Fish Outboard

    2023 Chaparral 21 SSi Ski & Fish Outboard

    Request a Price
    Kenmore, WA 98028
    Offered By: Seattle Water Sportsdealer logo
    Contact
  9. 2019 Chaparral 21 H2O Ski & Fish
    2019 Chaparral 21 H2O Ski & Fish

    2019 Chaparral 21 H2O Ski & Fish

    $58,000
    Bourbonnais , IL 60914
    Offered By: Private Seller
    Contact
  10. 2016 Chaparral 21 H2O Ski & Fish
    2016 Chaparral 21 H2O Ski & Fish

    2016 Chaparral 21 H2O Ski & Fish

    $42,900
    Plano, TX 75075
    Offered By: Private Seller
  11. 2023 Chaparral 21 SSI Ski & Fish
    2023 Chaparral 21 SSI Ski & Fish

    2023 Chaparral 21 SSI Ski & Fish

    Request a Price
    Oshkosh, WI 54902
    Offered By: Lakeside Marina
  12. 2022 Chaparral 21 SSI Ski & Fish
    2022 Chaparral 21 SSI Ski & Fish

    2022 Chaparral 21 SSI Ski & Fish

    Request a Price
    Fairfield, OH 45014
    Offered By: Hern Marine
  13. 2020 Chaparral 21 SSI Ski & Fish
    2020 Chaparral 21 SSI Ski & Fish

    2020 Chaparral 21 SSI Ski & Fish

    $56,900
    Knoxville, TN 37922
    Offered By: HBG Yacht Sales
    LIVE VIDEO TOUR
    Contact
  14. 2014 Chaparral 21 Ski & Fish H2O
    Price Drop: $3,000 (Apr 20)
    2014 Chaparral 21 Ski & Fish H2O

    2014 Chaparral 21 Ski & Fish H2O

    $35,500
    Price Drop: $3,000 (Apr 20)
    Sanford, NC 27332
    Offered By: Private Seller
  15. 2016 Chaparral 21 VRX
    2016 Chaparral 21 VRX

    2016 Chaparral 21 VRX

    $38,800
    Ponce Inlet, FL 32127
    Offered By: Pop Yachts
  16. 2014 Chaparral 210 H20
    Price Drop: $39,000 (Apr 30)
    2014 Chaparral 210 H20

    2014 Chaparral 210 H20

    $35,900
    Price Drop: $39,000 (Apr 30)
    Grand Junction, CO 81505
    Offered By: Sundance Marine
  17. 2006 Chaparral 210 SSi
    2006 Chaparral 210 SSi

    2006 Chaparral 210 SSi

    $12,500
    Fort Lauderdale, FL 33312
    Offered By: Pop Yachts
  18. 2013 Chaparral 216 SSi
    Price Drop: $2,000 (Apr 25)
    2013 Chaparral 216 SSi

    2013 Chaparral 216 SSi

    $32,750
    Price Drop: $2,000 (Apr 25)
    Saint Cloud, FL 34772
    Offered By: Pop Yachts
  19. 2011 Chaparral 216 SSi
    2011 Chaparral 216 SSi

    2011 Chaparral 216 SSi

    $48,500
    Wake, VA 23176
    Offered By: Pop Yachts
  20. 2017 Chaparral H2O Sport 21
    Price Drop: $10,000 (May 10)
    2017 Chaparral H2O Sport 21

    2017 Chaparral H2O Sport 21

    $39,900
    Price Drop: $10,000 (May 10)
    Miami, FL 33149
    Offered By: Pop Yachts
  21. 2016 Chaparral 210 Suncoast Ski & Fish
    2016 Chaparral 210 Suncoast Ski & Fish

    2016 Chaparral 210 Suncoast Ski & Fish

    $48,500
    Austin, TX 78704
    Offered By: Private Seller
  22. 2020 Chaparral 19 SSi OB
    2020 Chaparral 19 SSi OB

    2020 Chaparral 19 SSi OB

    $47,900
    Saint Joseph, MI 49085
    Offered By: Pier 33
  23. In-Stock
    2020 Chaparral 19 SSi Ski & Fish OB
    In-Stock
    2020 Chaparral 19 SSi Ski & Fish OB

    2020 Chaparral 19 SSi Ski & Fish OB

    $49,998
    Kenmore, WA 98028
    Offered By: Seattle Water Sportsdealer logo
    Contact Seller
  24. 2002 Chaparral 200 SSe
    2002 Chaparral 200 SSe

    2002 Chaparral 200 SSe

    $17,950
    Port Richey, FL 34668
    Offered By: Pop Yachts
  25. 2005 Chaparral 204 SSi
    2005 Chaparral 204 SSi

    2005 Chaparral 204 SSi

    $28,900
    Hitchcock, TX 77563
    Offered By: Pop Yachts
  26. 2019 Chaparral H20 Ski and Fish
    2019 Chaparral H20 Ski and Fish

    2019 Chaparral H20 Ski and Fish

    $47,700
    Chesterfield, VA 23838
    Offered By: Pop Yachts
  27. 2002 Chaparral SSE 205 CUDDY
    2002 Chaparral SSE 205 CUDDY

    2002 Chaparral SSE 205 CUDDY

    $15,995
    Pasco, WA 99301
    Offered By: Northwest Marine and Sport
    Contact
  28. 2017 Chaparral 19 H2O Ski & Fish
    Price Drop: $5 (May 12)
    2017 Chaparral 19 H2O Ski & Fish

    2017 Chaparral 19 H2O Ski & Fish

    $44,995
    Price Drop: $5 (May 12)
    Maidstone, VT 05905
    Offered By: Private Seller
    Contact
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