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Chaparral 21 SSi Boats For Sale

Chaparral Boats builds quality family boats in a variety of configurations like Ski & Wake, Deck Boats, Bowriders and Cruisers. They are among the leaders in sport boats and sport yachts ranging from 18' to 33'. Chaparall and Robalo boats are owned by the same parent company Marine Products Corporation. A close competing brand would be Sea Ray which builds a similar variety of boat types that are very stylish and well appointed. 

View a wide selection of 21 SSi boats from to .
21 SSi Boats For Sale
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    21 SSi
16 out of 13,643 Boats Found

16 out of 13,643 Boats Found

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  • 2023 Chaparral 21 SSi OB

    2023 Chaparral 21 SSi OB

    • $85,514
    • Mesa, AZ
    $85,514
    • Length21'
    • Width0'
    • Conditionnew
    • Location Mesa, AZ
    • $85,514
    • -- mi.

    Stock #399049 This Chaparral has been on the market for more than 30 days (Mar 22nd). If you are thinking of making an offer, submit it today and let... View Details

    View 10 Photos and Details Contact Seller
    • Length21'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2023 21'
    21'
    Chaparral 21 SSi OB Mesa, AZ
    $85,514
    Bowrider
    Mesa, AZ
    --
  • 2023 Chaparral 21 SSI

    2023 Chaparral 21 SSI

    • $80,600
    • Owings, MD
    $80,600
    • Length21'
    • Width0'
    • Conditionused
    • Location Owings, MD
    • $80,600
    • -- mi.

    Stock #360298 Video of this vessel available at www [dot] popsells [dot] com/view/360298 Reason for selling is "Not able to use.". ANY and ALL offe... View Details

    View 10 Photos and Details Contact Seller
    • Length21'
    • Width0'
    • Conditionused
    VIEW DETAILS
    2023 21'
    21'
    Chaparral 21 SSI Owings, MD
    $80,600
    Bowrider
    Owings, MD
    --
  • 2024 Chaparral 21 SSi Ski & Fish

    2024 Chaparral 21 SSi Ski & Fish

    • $78,165
    • Suamico, WI
    $78,165
    • Length21'
    • Width8'
    • Conditionnew
    • Location Suamico, WI
    • $78,165
    • -- mi.

    2024 Chaparral 21 SSi Ski & Fish Key Features: Folding Velocity Arch Tower Simrad GO9 Multifunction Chartplotter/Fishfinder with Engine Data and Aud... View Details

    View 38 Photos and Details Contact Seller
    • Length21'
    • Width8'
    • Conditionnew
    VIEW DETAILS
    2024 21'
    21'
    Chaparral 21 SSi Ski & Fish Suamico, WI
    $78,165
    Bowrider
    Suamico, WI
    --
  • 2024 Chaparral 21 SSi

    2024 Chaparral 21 SSi

    • $68,370
    • Akron, OH
    $68,370
    • Length0'
    • Width0'
    • Conditionnew
    • Location Akron, OH
    • $68,370
    • -- mi.

    2024 Chaparral 21 SSiENDLESS POSSIBILITIESEverything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and b... View Details

    View 55 Photos and Details Contact Seller
    • Length0'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2024 0'
    0'
    Chaparral 21 SSi Akron, OH
    $68,370
    Bowrider
    Akron, OH
    --
  • 2024 Chaparral 21 SSi

    2024 Chaparral 21 SSi

    • $68,370
    • Akron, OH
    $68,370
    • Length0'
    • Width0'
    • Conditionnew
    • Location Akron, OH
    • $68,370
    • -- mi.

    2024 Chaparral 21 SSiENDLESS POSSIBILITIESEverything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and b... View Details

    View 43 Photos and Details Contact Seller
    • Length0'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2024 0'
    0'
    Chaparral 21 SSi Akron, OH
    $68,370
    Bowrider
    Akron, OH
    --
  • 2024 Chaparral 21 SSi OB

    2024 Chaparral 21 SSi OB

    • $68,290
    • Leesburg, GA
    $68,290
    • Length21'
    • Width8'
    • Conditionnew
    • Location Leesburg, GA
    • $68,290
    • -- mi.

    2024 Chaparral 21 SSi OBEXTRAORDINARY EXCELLENCEWhen outboard power meets our 21 SSi, exellence awaits. Key options include snap-in SeaDek cockpit fl... View Details

    View 13 Photos and Details Contact Seller
    • Length21'
    • Width8'
    • Conditionnew
    VIEW DETAILS
    2024 21'
    21'
    Chaparral 21 SSi OB Leesburg, GA
    $68,290
    Bowrider
    Leesburg, GA
    --
  • 2022 Chaparral 21 SSI

    2022 Chaparral 21 SSI

    • $67,800
    • Johnson City, TN
    $67,800
    • Length21'
    • Width0'
    • Conditionused
    • Location Johnson City, TN
    • $67,800
    • -- mi.

    Stock #400065 This Chaparral has recently been added to market (Apr 17th). Submit your offer today! 2022 Chaparral 21 SSI with low hours, stored in... View Details

    View 10 Photos and Details Contact Seller
    • Length21'
    • Width0'
    • Conditionused
    VIEW DETAILS
    2022 21'
    21'
    Chaparral 21 SSI Johnson City, TN
    $67,800
    Bowrider
    Johnson City, TN
    --
  • 2024 Chaparral 21 SSi

    2024 Chaparral 21 SSi

    • $67,045
    • Akron, OH
    $67,045
    • Length21'
    • Width8'
    • Conditionnew
    • Location Akron, OH
    • $67,045
    • -- mi.

    2024 Chaparral 21 SSiENDLESS POSSIBILITIESEverything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and b... View Details

    View 28 Photos and Details Contact Seller
    • Length21'
    • Width8'
    • Conditionnew
    VIEW DETAILS
    2024 21'
    21'
    Chaparral 21 SSi Akron, OH
    $67,045
    Bowrider
    Akron, OH
    --
  • 2024 Chaparral 21 SSi

    2024 Chaparral 21 SSi

    • $66,775
    • Chattanooga, TN
    $66,775
    • Length21'
    • Width0'
    • Conditionnew
    • Location Chattanooga, TN
    • $66,775
    • -- mi.

    Graphic (VX Sport Graphic – Black/Alloy Gray) upgradeCockpit Interior (Cayenne White) upgradeMercruiser 4.5L MPI 1.62 Alpha 250 HP 250HPBowrider Fille... View Details

    View 17 Photos and Details Contact Seller
    • Length21'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2024 21'
    21'
    Chaparral 21 SSi Chattanooga, TN
    $66,775
    Bowrider
    Chattanooga, TN
    --
  • 2024 Chaparral 21 SSi

    2024 Chaparral 21 SSi

    • $62,635
    • Akron, OH
    $62,635
    • Length0'
    • Width0'
    • Conditionnew
    • Location Akron, OH
    • $62,635
    • -- mi.

    2024 Chaparral 21 SSiENDLESS POSSIBILITIESEverything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and b... View Details

    View 41 Photos and Details Contact Seller
    • Length0'
    • Width0'
    • Conditionnew
    VIEW DETAILS
    2024 0'
    0'
    Chaparral 21 SSi Akron, OH
    $62,635
    Bowrider
    Akron, OH
    --
  • 2023 Chaparral 21 SSi OB

    2023 Chaparral 21 SSi OB

    • $59,977
    • Bradenton, FL
    $59,977
    • Length21'
    • Width8'
    • Conditionused
    • Location Bradenton, FL
    • $59,977
    • -- mi.

    2023 Chaparral 21 SSi OBFeatures may include:Exterior Colors/GraphicsColor Selection for Hull Side Gelcoat with Color Matched Deck Graphics (Alloy Gra... View Details

    View 18 Photos and Details Contact Seller
    • Length21'
    • Width8'
    • Conditionused
    VIEW DETAILS
    2023 21'
    21'
    Chaparral 21 SSi OB Bradenton, FL
    $59,977
    Bowrider
    Bradenton, FL
    --
  • Price Drop 2020 Chaparral 21 SSI

    2020 Chaparral 21 SSI

    • $58,000
    • Gold Canyon, AZ
    $58,000
    • Length21'
    • Width0'
    • Conditionused
    • Location Gold Canyon, AZ
    • $58,000
    • -- mi.

    Stock #399099 Video of this vessel available at www [dot] popsells [dot] com/view/399099 Reason for selling is "Not using as much as planned". This... View Details

    View 10 Photos and Details Contact Seller
    • Length21'
    • Width0'
    • Conditionused
    VIEW DETAILS
    2020 21'
    21'
    Chaparral 21 SSI Gold Canyon, AZ
    Price Drop $58,000
    Bowrider
    Gold Canyon, AZ
    --
  • 2021 Chaparral 21 SSI

    2021 Chaparral 21 SSI

    • $52,900
    • Laconia, NH
    $52,900
    • Length21'
    • Width0'
    • Conditionused
    • Location Laconia, NH
    • $52,900
    • -- mi.

    Stock #402424 This is a new advertisement, on the market just this week (May 8th). Always accepting offers! Excellent condition 21 SSI! Low hours! F... View Details

    View 10 Photos and Details Contact Seller
    • Length21'
    • Width0'
    • Conditionused
    VIEW DETAILS
    2021 21'
    21'
    Chaparral 21 SSI Laconia, NH
    $52,900
    Bowrider
    Laconia, NH
    --
  • Price Drop 2020 Chaparral 21 SSi OB

    2020 Chaparral 21 SSi OB

    • $40,000
    • Johns Island, SC
    $40,000
    • Length21'
    • Width0'
    • Conditionused
    • Location Johns Island, SC
    • $40,000
    • -- mi.

    Stock #397606 Reason for selling is "Looking to move to bigger boat". This Chaparral has been on the market for more than 30 days (Mar 20th). If you... View Details

    View 10 Photos and Details Contact Seller
    • Length21'
    • Width0'
    • Conditionused
    VIEW DETAILS
    2020 21'
    21'
    Chaparral 21 SSi OB Johns Island, SC
    Price Drop $40,000
    Bowrider
    Johns Island, SC
    --
  • 2024 Chaparral 21 SSi

    2024 Chaparral 21 SSi

    • Call for Price
    • Suamico, WI
    Call for price
    • Length21'
    • Width8'
    • Conditionnew
    • Location Suamico, WI
    • Call for price
    • -- mi.

    2024 Chaparral 21 SSiENDLESS POSSIBILITIES Everything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and... View Details

    View 43 Photos and Details Contact Seller
    • Length21'
    • Width8'
    • Conditionnew
    VIEW DETAILS
    2024 21'
    21'
    Chaparral 21 SSi Suamico, WI
    Call for price
    Bowrider
    Suamico, WI
    --
  • 2024 Chaparral 21 SSi OB Ski & Fish

    2024 Chaparral 21 SSi OB Ski & Fish

    • Call for Price
    • Suamico, WI
    Call for price
    • Length21'
    • Width8'
    • Conditionnew
    • Location Suamico, WI
    • Call for price
    • -- mi.

    2024 Chaparral 21 SSi OB Ski & FishREFINED EXELLENCE Valued for its versatility and innovation, the 21 SSi Outboard Ski & Fish is both a first-rate f... View Details

    View 1 Photo and Details Contact Seller
    • Length21'
    • Width8'
    • Conditionnew
    VIEW DETAILS
    2024 21'
    21'
    Chaparral 21 SSi OB Ski & Fish Suamico, WI
    Call for price
    Bowrider
    Suamico, WI
    --
Showing 1 to 16 of 16 boats found.

21 SSi Boats For Sale By Model (by popularity)

21 SSi Boats For Sale

New and Used 21 SSi Boats

21 SSi 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

21 SSi 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.