2007 Chaparral 275 SSi Boat in Gloucester, MA 01931 US
275 SSi
1 Engine (Volvo-Penta)
28.8 feet
Gas
Fiberglass/Reinforced
2007 Chaparral 275 SSI. Features include:
- Volvo Penta 5.7 GXi with only 15 hours
- Garmin electronics
- Clarion stereo
- 2 new batteries as of this year (2026)
- Windlass
- Docking lights
- Spacious cockpit with large seating area & table
- Cockpit sink & fridge
- Forward cabin berth to comfortable sleep 2
- Galley with sink & microwave
- Full head
This boat is currently at Cape Ann Marina in Gloucester. Reach out to Matt Whelan with Oyster Harbors Marine at 781-715-3832 or mattw@oysterharborsmarine.com with any questions or to schedule a showing!
Max hp displayed as standard.
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.
Engine and generator hours listed are based on the information provided by the owner and/or the readings from the hour meters at the time of the original listing. The broker does not guarantee the accuracy of the reported hours. It is the responsibility of the purchaser and/or their agent to verify engine hours, warranties (express or implied), major overhauls, and all other details noted in the listing.
Price History
| Date | Event | Price |
|---|---|---|
| 9/23/26 | Initial price | $39,500 |
2007 Chaparral 275 SSi Video Tours
Overview from around the web 2007 Chaparral 275 SSi
The 2007 Chaparral 275 SSi has garnered positive feedback from customers for its blend of performance, comfort, and style
Owners appreciate the boat's spacious layout, which provides ample room for family and friends. The comfortable seating arrangement and well-designed cockpit make it ideal for social gatherings and leisurely outings on the water. Many users highlight the boat's impressive handling and stability, even in choppy waters, showcasing its prowess for both relaxation and water sports. The powerful engine ensures a thrilling ride and quick acceleration, making it a favorite for those seeking adventure. The quality of construction and attention to detail are often praised, with owners noting the durability of materials used in both the interior and exterior design. Additionally, the Chaparral 275 SSi is recognized for its ample storage space, allowing for easy organization of gear and supplies. Overall, customers recommend the 2007 Chaparral 275 SSi for anyone looking for a versatile and well-crafted boat that delivers on performance and comfort for a variety of boating experiences.
The Biggest Pros and Cons
2007 Chaparral 275 SSi - Pros and Cons
Pros
Versatile Performance: The 275 SSi is known for its impressive performance on the water, with a powerful engine that offers a smooth and exhilarating ride. Whether you're cruising or waterskiing, it handles well in various conditions.
Spacious Layout: This boat features a well-designed cockpit with ample seating for family and friends. The layout promotes social interaction, making it ideal for entertaining during outings or relaxing on the water.
Quality Construction: Chaparral boats are recognized for their durability and attention to detail. The 275 SSi is constructed with high-quality materials, ensuring longevity and reliability.
Comfortable Interior: The cabin is thoughtfully designed, providing comfortable accommodations for overnight trips. It includes features such as a galley and a head, making it convenient for longer excursions.
Stylish Design: The sleek lines and modern design of the 275 SSi make it visually appealing. Its aesthetic charm is complemented by a range of color options and finishes.
Storage Space: This model offers ample storage options, including compartments for gear, equipment, and personal items, allowing for an organized and clutter-free experience on the water.
Cons
Size Limitations: While the 275 SSi is spacious for a mid-size boat, some users may find it limited for larger families or groups, especially during extended trips.
Fuel Efficiency: Being a powerful boat, the 275 SSi can be less fuel-efficient compared to smaller models, which may lead to higher operating costs over time.
Maintenance Requirements: Like any boat, the 275 SSi requires regular maintenance to keep it in top condition. Potential buyers should be prepared for the upkeep associated with a performance vessel.
Price Point: Depending on the features and condition, the pricing for a used 2007 model might still be on the higher side compared to similar boats in its class, which could be a consideration for budget-conscious buyers.
Limited Options for Some: While it has excellent standard features, buyers looking for specific customizations may find that the options are somewhat limited compared to more modern models.
Made For
The 2007 Chaparral 275 SSi is designed for boating enthusiasts who value performance, comfort, and versatility on the water. It caters to families looking for a spacious day cruiser to enjoy weekend getaways, as well as avid water sports enthusiasts thanks to its powerful engine and ample space for friends and gear. This model is perfect for those who appreciate high-quality craftsmanship and innovative features, offering an inviting cockpit for socializing and a well-appointed cabin for relaxation. Whether you’re cruising along the coastline, anchoring for a swim, or hosting a sunset gathering, the Chaparral 275 SSi ensures a memorable experience for everyone on board. With its sleek design and reliable performance, this boat appeals to those seeking both adventure and comfort, making it a great choice for a wide range of boating lifestyles.
Finance your dream boat!
Finance your dream boat!
Be the first to know when similar boats hit the market
Get notified when new boats become available
Boats For Sale in Massachusetts, United States Similar to the 2007 Chaparral 275 SSi
Compare with similar boats and find the perfect one for you.
2007 Chaparral 275 SSi | ||||||
|---|---|---|---|---|---|---|
| Price | $39,500 | $39,500 | $37,995 | $29,995 | $52,000 | $24,000 |
| Location | Gloucester | Buzzards Bay | Lakeville | Hyannis | Falmouth | Huntington |
| Nominal Length | 29' | 25' | 18' | 30' | 27' | 21' |
| Engine Make | Volvo-Penta | MerCruiser | - | MerCruiser | MerCruiser | Volvo Penta |
| Total Engine Power | 320 hp | 300 hp | - | 300 hp | 320 hp | 225 hp |
| Days on Market | 21 | 433 | 45 | 414 | 50 | 665 |
| Get in touch |
Meet the Broker

Address
Want to update the details or images for this boat? Claim this listing by getting in touch.
Boat Location
Contact Oyster Harbors Marine about 2007 Chaparral 275 SSi
122 Bridge Street, Osterville, MA, 02655









































