2008 Chaparral 256 SSi
$42,000
Boat in Haddam, CT 06438 US
256 SSi
1 Engine (Volvo Penta)
25 feet
Gas
Fiberglass/Reinforced
Video of this vessel available at www.popsells.com/view/458133
Reason for selling is "Upgrading".
ANY and ALL offers will be put in front of our seller! Submit your offer today!
2008 Chaparral 256 SSi, very clean with very low hours, ready for the water.
Check out this quality 2008 Chaparral 256 SSi in good condition located in Haddam, Connecticut.
This Chaparral features bow and transom boarding ladders, walk-through bow access with filler cushions, an enclosed head with pump-out that is part of the port-side console, and a sink. The in-cockpit ski storage area is large enough for all your skis and toys.
The helm station includes all the controls, accessory switches, and fuse access. The woodgrain theme is evident at the boat's helm with a real mahogany adjustable steering wheel and matching instrument panels.
The U-shaped bench in the aft section provides plenty of seating and can be used for dining with the table, or converted to a cockpit sun lounge with the filler cushions.
The transom includes a large sun pad, ski tow hook, and swim platform, with plenty of storage. The stereo and trim can also be controlled from the swim platform.
You can feel an added sense of security knowing this vessel is equipped with an automatic fire suppression system located in the engine compartment.
Trailer is included.
Don't miss out on the opportunity to own this 2008 Chaparral 256 SSi!
While we will always attempt to provide you with a TRUE representation of every vessel we market, during any purchase from Pop you will be encouraged to schedule an inspection from an independent, accredited surveyor and every purchase WILL ALWAYS BE subject to your satisfaction with the results from your independent survey and your own personal trial run.
We have several more Sea Ray, Regal, Bayliner, and Rinker vessels for sale. If you're in the Brookhaven, Huntington, Bridgeport, or Springfield areas, please contact us to let us know what you're looking for and we'll get back with you today about any other bowrider options we have locally that may meet your needs.
You have questions? We have answers. Call us at (941) 538-7803 to discuss this vessel today.
Price History
| Date | Event | Price |
|---|---|---|
| 10/5/25 | Price decreased | $42,000(-10.6%) |
| 7/16/25 | Initial price | $47,000 |
Videos from Pop Yachts on this 2008 Chaparral 256 SSi
2008 Chaparral 256 SSi Video Tours
Overview from around the web 2008 Chaparral 256 SSi
Customers praise the 2008 Chaparral 256 SSi for its sleek design, spacious layout, and excellent handling on the water
Many highlight the comfortable seating and quality craftsmanship, noting that it’s ideal for both relaxing cruises and water sports. Owners appreciate the boat’s reliable performance and versatile features, which make it well-suited for family outings and entertaining guests. Overall, the 256 SSi is regarded as a stylish and dependable bowrider that delivers great value in its class.
The Biggest Pros and Cons
The 2008 Chaparral 256 SSi is a popular sport boat known for its blend of performance, comfort, and style. Here are some of the pros and cons to consider:
Pros
Performance: Powered by reliable engines, the 256 SSi offers smooth and responsive handling, making it enjoyable for cruising and watersports.
Spacious Layout: The boat features a well-designed cockpit and seating arrangement that comfortably accommodates family and friends.
Quality Construction: Chaparral is known for solid build quality, and the 256 SSi is no exception, with durable materials and attention to detail.
Amenities: This model includes features such as a swim platform, ample storage, and comfortable upholstery, enhancing the overall boating experience.
Versatility: Suitable for day trips, waterskiing, wakeboarding, and relaxing on the water.
Cons
Limited Cabin Space: While it offers some cabin amenities, the interior space is relatively compact compared to larger cruisers.
Fuel Consumption: As a sport boat with performance capabilities, fuel efficiency may be lower than more economy-focused vessels.
Aging Model: Being a 2008 model, some components and technology may be outdated compared to newer boats.
Maintenance: Like any older boat, it may require regular upkeep and possible part replacements to maintain optimal condition.
Made For
The 2008 Chaparral 256 SSi is ideal for boating enthusiasts who value a versatile and stylish sport boat. It’s perfect for families and friends looking to enjoy a day on the water with comfortable seating, ample storage, and smooth handling. Whether you’re into cruising, watersports, or entertaining, this model offers a great balance of performance and comfort for those seeking a reliable and fun vessel.
Be the first to know when similar boats hit the market
Get notified when new boats become available
Meet the Broker

Address
Contact Pop Yachts
5717 Bessie Drive, Sarasota, FL, 34233



























































































































