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Chaparral SSi Boats For Sale

Chaparral builds family boats for ski & Wake and cruising. Some of their most popular models include: 19 H2O, 190 SSI, 196 SSI, 206 SSI, 21 H2O, 21 SURF, 210 SSI, 23 SSI, SSX, OSX, Surf, 240 Signature, 244 Sunesta

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    SSi
42 out of 7,772 Boats Found

42 out of 7,772 Boats Found

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  • 2023 Chaparral 23 SSi OB

    2023 Chaparral 23 SSi OB

    • $89,405
    • Dadeville, AL
    $89,405
    • Length24'
    • Width0'
    • Conditionnew
    • Location Dadeville, AL
    • $89,405
    • -- mi.

    Cockpit Interior (Cayenne White) upgradeSimrad GO7 Touch Multifunction Chartplotter/FishfinderBowrider Filler CushionClarion Stereo SystemCockpit Tabl... View Details

    View 19 Photos and Details Contact Seller
    • Length24'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2023 24'
    24'
    Chaparral 23 SSi OB Dadeville, AL
    $89,405
    Ski / Wake, Wakeboard
    Dadeville, AL
    --
  • 2025 Chaparral 23 SSi (New) #N06471BT

    2025 Chaparral 23 SSi (New) #N06471BT

    • $88,270
    • Sterrett, AL
    $88,270
    • Length23'
    • Width0'
    • Conditionnew
    • Location Sterrett, AL
    • $88,270
    • -- mi.

    Clarion Transom RemoteSnap-In Seadek Cockpit Flooring – SlateFolding Velocity Arch Tower – WhiteCockpit and Bow CoverAnchor – GalvanizedDocking Lights... View Details

    View 1 Photo and Details Contact Seller
    • Length23'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2025 23'
    23'
    Chaparral 23 SSi (New) #N06471BT Sterrett, AL
    $88,270
    Ski / Wake, Wakeboard
    Sterrett, AL
    --
  • 2024 Chaparral 23 SSi (New) #N05895BT

    2024 Chaparral 23 SSi (New) #N05895BT

    • $87,055
    • Memphis, TN
    $87,055
    • Length23'
    • Width0'
    • Conditionnew
    • Location Memphis, TN
    • $87,055
    • -- mi.

    Bowrider Filler CushionClarion Transom RemoteSeadek Swim Platform MatSnap-In Seadek Cockpit Flooring – SlateFolding Velocity Arch Tower – WhiteCockpit... View Details

    View 24 Photos and Details Contact Seller
    • Length23'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2024 23'
    23'
    Chaparral 23 SSi (New) #N05895BT Memphis, TN
    $87,055
    Ski / Wake, Wakeboard
    Memphis, TN
    --
  • 2024 Chaparral 23 SSi (New) #N05894BT

    2024 Chaparral 23 SSi (New) #N05894BT

    • $86,830
    • Chattanooga, TN
    $86,830
    • Length23'
    • Width0'
    • Conditionnew
    • Location Chattanooga, TN
    • $86,830
    • -- mi.

    Bowrider Filler CushionClarion Transom RemoteSeadek Swim Platform MatSnap-In Seadek Cockpit Flooring – CayenneFolding Velocity Arch Tower – WhiteCockp... View Details

    View 15 Photos and Details Contact Seller
    • Length23'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2024 23'
    23'
    Chaparral 23 SSi (New) #N05894BT Chattanooga, TN
    $86,830
    Ski / Wake, Wakeboard
    Chattanooga, TN
    --
  • 2024 Chaparral 23 SSi (New) #N05893BT

    2024 Chaparral 23 SSi (New) #N05893BT

    • $83,875
    • Brandon, MS
    $83,875
    • Length23'
    • Width0'
    • Conditionnew
    • Location Brandon, MS
    • $83,875
    • -- mi.

    Cockpit Interior (Cayenne White) upgradeBowrider Filler CushionSeadek Swim Platform MatSnap-In Seadek Cockpit Flooring – CayenneFolding Velocity Arch... View Details

    View 14 Photos and Details Contact Seller
    • Length23'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2024 23'
    23'
    Chaparral 23 SSi (New) #N05893BT Brandon, MS
    $83,875
    Ski / Wake, Wakeboard
    Brandon, MS
    --
  • 2023 Chaparral 23 SSi

    2023 Chaparral 23 SSi

    • $83,025
    • Dadeville, AL
    $83,025
    • Length23'
    • Width0'
    • Conditionnew
    • Location Dadeville, AL
    • $83,025
    • -- mi.

    Cockpit Interior (Cayenne White) upgradeVolvo V-6 Gen V 2.32 DP 250 HP 250HPSimrad GO7 Touch Multifunction Chartplotter/FishfinderBowrider Filler Cush... View Details

    View 1 Photo and Details Contact Seller
    • Length23'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2023 23'
    23'
    Chaparral 23 SSi Dadeville, AL
    $83,025
    Ski / Wake, Wakeboard
    Dadeville, AL
    --
  • 2023 Chaparral 23 SSi

    2023 Chaparral 23 SSi

    • $82,215
    • Dadeville, AL
    $82,215
    • Length23'
    • Width0'
    • Conditionnew
    • Location Dadeville, AL
    • $82,215
    • -- mi.

    Volvo V-6 Gen V 2.32 DP 250 HP 250HPSimrad GO7 Touch Multifunction Chartplotter/FishfinderBowrider Filler CushionClarion Stereo SystemCockpit Table wi... View Details

    View 26 Photos and Details Contact Seller
    • Length23'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2023 23'
    23'
    Chaparral 23 SSi Dadeville, AL
    $82,215
    Ski / Wake, Wakeboard
    Dadeville, AL
    --
  • 2023 Chaparral 23 SSi

    2023 Chaparral 23 SSi

    • $82,200
    • Sterrett, AL
    $82,200
    • Length23'
    • Width0'
    • Conditionnew
    • Location Sterrett, AL
    • $82,200
    • -- mi.

    Simrad GO7 Touch Multifunction Chartplotter/FishfinderBowrider Filler CushionClarion Stereo SystemCockpit Table with Side Mount BasesSeadek Swim Platf... View Details

    View 21 Photos and Details Contact Seller
    • Length23'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2023 23'
    23'
    Chaparral 23 SSi Sterrett, AL
    $82,200
    Ski / Wake, Wakeboard
    Sterrett, AL
    --
  • 2023 Chaparral 23 SSi

    2023 Chaparral 23 SSi

    • $81,810
    • Sterrett, AL
    $81,810
    • Length23'
    • Width0'
    • Conditionnew
    • Location Sterrett, AL
    • $81,810
    • -- mi.

    Graphic (VX Sport Graphic – Black/Alloy Gray) upgradeCockpit Interior (Cayenne White) upgradeVolvo V-6 Gen V 2.32 DP 250 HP 250HPSimrad GO7 Touch Mult... View Details

    View 23 Photos and Details Contact Seller
    • Length23'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2023 23'
    23'
    Chaparral 23 SSi Sterrett, AL
    $81,810
    Ski / Wake, Wakeboard
    Sterrett, AL
    --
  • 2025 Chaparral 21 SSi OB (New) #N06474BT

    2025 Chaparral 21 SSi OB (New) #N06474BT

    • $71,635
    • Sterrett, AL
    $71,635
    • Length22'
    • Width0'
    • Conditionnew
    • Location Sterrett, AL
    • $71,635
    • -- mi.

    Mercury Four Stroke 150XL 150HP 25″ 150HPSimrad GO9 Touch Multifunction Chartplotter/FishfinderClarion Transom RemoteSnap-In Seadek Cockpit Flooring –... View Details

    View 1 Photo and Details Contact Seller
    • Length22'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2025 22'
    22'
    Chaparral 21 SSi OB (New) #N06474BT Sterrett, AL
    $71,635
    Ski / Wake, Wakeboard
    Sterrett, AL
    --
  • 2025 Chaparral 21 SSi (New) #N06473BT

    2025 Chaparral 21 SSi (New) #N06473BT

    • $69,150
    • Sterrett, AL
    $69,150
    • Length21'
    • Width0'
    • Conditionnew
    • Location Sterrett, AL
    • $69,150
    • -- mi.

    Cockpit Interior (Cayenne White) upgradeMercruiser 4.5L MPI 1.62 Alpha 250 HP 250HPSimrad GO9 Touch Multifunction Chartplotter/FishfinderClarion Trans... View Details

    View 1 Photo and Details Contact Seller
    • Length21'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2025 21'
    21'
    Chaparral 21 SSi (New) #N06473BT Sterrett, AL
    $69,150
    Ski / Wake, Wakeboard
    Sterrett, AL
    --
  • 2023 Chaparral 21 SSi - NAP

    2023 Chaparral 21 SSi - NAP

    • $69,035
    • Dadeville, AL
    $69,035
    • Length21'
    • Width0'
    • Conditionnew
    • Location Dadeville, AL
    • $69,035
    • -- mi.

    Simrad GO7 Touch Multifunction Chartplotter/FishfinderClarion Stereo SystemSeadek Swim Platform MatSnap-In Seadek Cockpit Flooring – SterlingCockpit a... View Details

    View 23 Photos and Details Contact Seller
    • Length21'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2023 21'
    21'
    Chaparral 21 SSi - NAP Dadeville, AL
    $69,035
    Ski / Wake, Wakeboard
    Dadeville, AL
    --
  • 2025 Chaparral 21 SSi (New) #N06403BT

    2025 Chaparral 21 SSi (New) #N06403BT

    • $68,595
    • Sterrett, AL
    $68,595
    • Length21'
    • Width0'
    • Conditionnew
    • Location Sterrett, AL
    • $68,595
    • -- mi.

    Mercruiser 4.5L MPI 1.62 Alpha 250 HP 250HPSimrad GO9 Touch Multifunction Chartplotter/FishfinderClarion Transom RemoteSnap-In Seadek Cockpit Flooring... View Details

    View 1 Photo and Details Contact Seller
    • Length21'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2025 21'
    21'
    Chaparral 21 SSi (New) #N06403BT Sterrett, AL
    $68,595
    Ski / Wake, Wakeboard
    Sterrett, AL
    --
  • 2025 Chaparral 21 SSi (New) #N06402BT

    2025 Chaparral 21 SSi (New) #N06402BT

    • $68,595
    • Sterrett, AL
    $68,595
    • Length21'
    • Width0'
    • Conditionnew
    • Location Sterrett, AL
    • $68,595
    • -- mi.

    Mercruiser 4.5L MPI 1.62 Alpha 250 HP 250HPSimrad GO9 Touch Multifunction Chartplotter/FishfinderClarion Transom RemoteSnap-In Seadek Cockpit Flooring... View Details

    View 1 Photo and Details Contact Seller
    • Length21'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2025 21'
    21'
    Chaparral 21 SSi (New) #N06402BT Sterrett, AL
    $68,595
    Ski / Wake, Wakeboard
    Sterrett, AL
    --
  • 2025 Chaparral 21 SSi (New) #N06404BT

    2025 Chaparral 21 SSi (New) #N06404BT

    • $68,325
    • Sterrett, AL
    $68,325
    • Length21'
    • Width0'
    • Conditionnew
    • Location Sterrett, AL
    • $68,325
    • -- mi.

    Simrad GO9 Touch Multifunction Chartplotter/FishfinderClarion Transom RemoteSnap-In Seadek Cockpit Flooring – CayenneFolding Velocity Arch Tower – Whi... View Details

    View 1 Photo and Details Contact Seller
    • Length21'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2025 21'
    21'
    Chaparral 21 SSi (New) #N06404BT Sterrett, AL
    $68,325
    Ski / Wake, Wakeboard
    Sterrett, AL
    --
  • 2023 Chaparral 21 SSi

    2023 Chaparral 21 SSi

    • $67,550
    • Sterrett, AL
    $67,550
    • Length21'
    • Width0'
    • Conditionnew
    • Location Sterrett, AL
    • $67,550
    • -- mi.

    Cockpit Interior (Cayenne White) upgradeVolvo V-6 Gen V 1.89 SX 250 HP 250HPSimrad GO7 Touch Multifunction Chartplotter/FishfinderClarion Stereo Syste... View Details

    View 20 Photos and Details Contact Seller
    • Length21'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2023 21'
    21'
    Chaparral 21 SSi Sterrett, AL
    $67,550
    Ski / Wake, Wakeboard
    Sterrett, AL
    --
  • 2021 Chaparral SSi

    2021 Chaparral SSi

    • $65,810
    • Chesapeake, VA
    $65,810
    • Length276'
    • Width0'
    • Conditionnew
    • Location Chesapeake, VA
    • $65,810
    • -- mi.

    2021 Chaparral SSiHIN: FBG40581F121Engine: 4.5L MPI ECT Alpha® One 250HPEngine Horse Power: 5800Fuel: GasHull: Fiberglass View Details

    View 8 Photos and Details Contact Seller
    • Length276'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2021 276'
    276'
    Chaparral SSi Chesapeake, VA
    $65,810
    Bowrider
    Chesapeake, VA
    --
  • 2021 Chaparral SSi

    2021 Chaparral SSi

    • $64,610
    • Chesapeake, VA
    $64,610
    • Length276'
    • Width0'
    • Conditionnew
    • Location Chesapeake, VA
    • $64,610
    • -- mi.

    2021 Chaparral 23 SSi, Boats for Sale, Blue hull with Sterling Interior, 240 HP FWC Volvo Penta SX, Folding Velocity Tower, Cockpit and bow covers, De... View Details

    View 8 Photos and Details Contact Seller
    • Length276'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2021 276'
    276'
    Chaparral SSi Chesapeake, VA
    $64,610
    Bowrider
    Chesapeake, VA
    --
  • 2021 Chaparral SSi

    2021 Chaparral SSi

    • $64,610
    • Chesapeake, VA
    $64,610
    • Length23'
    • Width0'
    • Conditionnew
    • Location Chesapeake, VA
    • $64,610
    • -- mi.

    2021 Chaparral SSiFuel: GasHull: Fiberglass View Details

    View 8 Photos and Details Contact Seller
    • Length23'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2021 23'
    23'
    Chaparral SSi Chesapeake, VA
    $64,610
    Bowrider
    Chesapeake, VA
    --
  • 2023 Chaparral 21 SSi

    2023 Chaparral 21 SSi

    • $64,095
    • Sterrett, AL
    $64,095
    • Length21'
    • Width0'
    • Conditionnew
    • Location Sterrett, AL
    • $64,095
    • -- mi.

    Simrad GO7 Touch Multifunction Chartplotter/FishfinderClarion Stereo SystemSeadek Swim Platform MatSnap-In Seadek Cockpit Flooring – SterlingCockpit a... View Details

    View 21 Photos and Details Contact Seller
    • Length21'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2023 21'
    21'
    Chaparral 21 SSi Sterrett, AL
    $64,095
    Ski / Wake, Wakeboard
    Sterrett, AL
    --
  • 2005 Chaparral 256 SSi

    2005 Chaparral 256 SSi

    • $55,550
    • Altamonte Springs, FL
    $55,550
    • Length25'
    • Width0'
    • Conditionused
    • Location Altamonte Springs, FL
    • $55,550
    • -- mi.

    - Stock #104141 - 256 SSi that looks and runs like brand new! Built in cooler! Plenty of storage! Fiberglass with snap in carpet! If you are in th... View Details

    View 10 Photos and Details Contact Seller
    • Length25'
    • Width0'
    • Conditionused
    VIEW DETAILS
    2005 25'
    25'
    Chaparral 256 SSi Altamonte Springs, FL
    $55,550
    Bowrider
    Altamonte Springs, FL
    --
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