2027 Chaparral 21 SSi Boat in Oshkosh, WI 54902 US
21 SSi
1 Engine (Mercury)
21 feet
Gas
Fiberglass/Reinforced
The Chaparral SSi combines upscale styling, versatile seating and thoughtful storage with a layout designed for everything from relaxed cruising to active days on the water. This boat stands out immediately with its full Island Green gelcoat, contrasting white hull logo, Dune cockpit interior and white MTX folding arch tower.
Chaparral's cockpit layout provides comfortable seating throughout the boat, including premium stain-resistant silicone upholstery, supportive helm and passenger seats with flip-up bolsters, a spacious rear bench and an aft hinged sun deck that can be positioned for lounging or aft-facing seating. The dual walk-through transom makes moving between the cockpit and swim platform easy, while the bow provides additional seating with storage beneath the cushions.
Storage is incorporated throughout the interior, including compartments beneath the bow seating, storage under the dash areas, side-panel storage and a large in-floor compartment. A built-in cooler beneath the rear bench keeps drinks and snacks conveniently accessible while helping preserve valuable cockpit space.
At the helm, a Simrad touchscreen multifunction display integrates chartplotter and fishfinder capability with engine information and audio controls. The premium sound system includes Bluetooth connectivity, while water-resistant speakers with blue LED lighting provide entertainment throughout the cockpit. This particular boat also adds a Clarion transom remote, making audio controls accessible from the rear of the boat.
The Deluxe Package adds additional convenience and comfort equipment, including a digital depth gauge, top canvas, upgraded pedestal seating with flip-up bolsters and a port-console storage door. The white MTX folding arch tower further enhances the boat's appearance while providing an integrated structure for the top.
At the stern, the extended swim platform creates additional usable space near the water and is paired with a swim platform mat. A concealed stainless steel boarding ladder with an integrated handle helps make getting back aboard convenient after swimming. Docking lights are also included for added functionality around the dock.
Underneath, the SSi is built around Chaparral's Extended V-Plane hull and incorporates a Kevlar-reinforced hull laminate, premium gelcoat and Hydropel resin. Stainless steel hardware, a forward anchor locker and a frameless bonded-glass walk-through windshield round out a construction and equipment package designed with durability and everyday usability in mind.
This boat is powered by a 250 HP Mercury MPI sterndrive paired with an Alpha drive. It is also equipped with an upgraded black tandem-axle trailer featuring brakes, aluminum wheels and a spare-tire carrier, along with a matching aluminum-wheel spare tire.
Contact us today for more information or to schedule a private showing!
Upgraded options on this boat include:
250 HP Mercury MPI Sterndrive with Alpha Drive
Full Island Green Gelcoat
White Hull Logo
Dune Cockpit Interior
Black Canvas
White MTX Folding Arch Tower
Mooring Cover
Deluxe Package
Digital Depth Gauge
Bimini Top with Boot or Tower Top Canvas
Ultra Comfort Pedestal Seating with Flip-Up Bolsters
Port Console Storage Door
Bowrider Filler Cushion
Cockpit Flooring
Swim Platform Mat with Extended Swim Platform
Clarion Transom Remote
Docking Lights
Extended Swim Platform
Upgraded Black Tandem-Axle Trailer with Brakes, Aluminum Wheels and Spare-Tire Carrier
Aluminum-Wheel Spare Tire
Disclaimer: Photos shown are stock photos for reference. Updated photos will be taken and added when the boat arrives.
The Company offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer should instruct his agents, or his surveyors, to investigate such details as the buyer desires validated. This vessel is offered subject to prior sale, price change, or withdrawal without notice.
Price History
| Date | Event | Price |
|---|---|---|
| 9/16/26 | Initial price | $77,350 |
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2027 Chaparral 21 SSi | ||||||
|---|---|---|---|---|---|---|
| Price | $77,350 | $75,970 | $75,650 | $74,775 | $74,305 | $73,670 |
| Location | Oshkosh | Suamico | Oshkosh | Oshkosh | Walworth | Walworth |
| Nominal Length | 21' | 21' | 21' | 21' | 21' | 21' |
| Engine Make | Mercury | Mercury | Mercury | Mercury | MERCRUISER | MERCRUISER |
| Total Engine Power | 250 hp | 250 hp | 250 hp | 250 hp | 250 hp | 250 hp |
| Days on Market | 1 | 351 | 1 | 1 | 211 | 211 |
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Other 2027 Chaparral 21 SSi For Sale in Wisconsin, United States
Other Chaparral 21 SSi boats for sale in Wisconsin, United States
Other Chaparral boats for sale in Wisconsin, United States
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Boat Location
Contact Lakeside Marina about 2027 Chaparral 21 SSi
902 Taft Ave., Oshkosh, WI, 54902


































