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  • Slide: The Image of 2009 Chaparral 275 SSi boat docked in marina, featuring sleek design and black canopy. - 1The Image of 2009 Chaparral 275 SSi boat docked in marina, featuring sleek design and black canopy. - 1
  • Slide: The Image of 2009 Chaparral 275 SSi boat docked at a marina, showcasing spacious seating and sleek design. - 2The Image of 2009 Chaparral 275 SSi boat docked at a marina, showcasing spacious seating and sleek design. - 2
  • Slide: The Image of 2009 Chaparral 275 SSi boat docked at marina under clear blue sky. - 3The Image of 2009 Chaparral 275 SSi boat docked at marina under clear blue sky. - 3
  • Slide: The Image of 2009 Chaparral 275 SSi boat with black canopy docked at marina. - 4The Image of 2009 Chaparral 275 SSi boat with black canopy docked at marina. - 4
  • Slide: The Image of 2009 Chaparral 275 SSi boat docked at marina, featuring spacious seating and sleek design. - 5The Image of 2009 Chaparral 275 SSi boat docked at marina, featuring spacious seating and sleek design. - 5
  • Slide: The Image of 2009 Chaparral 275 SSi boat docked, featuring white seating and deck details. - 6The Image of 2009 Chaparral 275 SSi boat docked, featuring white seating and deck details. - 6
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with helm, seating, and marina view. - 7The Image of 2009 Chaparral 275 SSi boat interior with helm, seating, and marina view. - 7
  • Slide: The Image of 2009 Chaparral 275 SSi boat dashboard with marina view in the background. - 8The Image of 2009 Chaparral 275 SSi boat dashboard with marina view in the background. - 8
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with white leather seating at a marina dock. - 9The Image of 2009 Chaparral 275 SSi boat interior with white leather seating at a marina dock. - 9
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with gray seating at dock. - 10The Image of 2009 Chaparral 275 SSi boat interior with gray seating at dock. - 10
  • Slide: The Image of 2009 Chaparral 275 SSi boat dashboard with steering wheel and navigation instruments. - 11The Image of 2009 Chaparral 275 SSi boat dashboard with steering wheel and navigation instruments. - 11
  • Slide: The Image of Throttle control lever on 2009 Chaparral 275 SSi boat, mounted on white interior panel. - 12The Image of Throttle control lever on 2009 Chaparral 275 SSi boat, mounted on white interior panel. - 12
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with gray seating and speaker. - 13The Image of 2009 Chaparral 275 SSi boat interior with gray seating and speaker. - 13
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior at marina dock, featuring seating and storage. - 14The Image of 2009 Chaparral 275 SSi boat interior at marina dock, featuring seating and storage. - 14
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with black canopy at marina. - 15The Image of 2009 Chaparral 275 SSi boat interior with black canopy at marina. - 15
  • Slide: The Image of 2009 Chaparral 275 SSi cabin interior with wood flooring and cushioned seating. - 16The Image of 2009 Chaparral 275 SSi cabin interior with wood flooring and cushioned seating. - 16
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with beige seating and wood accents. - 17The Image of 2009 Chaparral 275 SSi boat interior with beige seating and wood accents. - 17
  • Slide: The Image of 2009 Chaparral 275 SSi interior with kitchenette, microwave, and seating area. - 18The Image of 2009 Chaparral 275 SSi interior with kitchenette, microwave, and seating area. - 18
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with kitchenette, featuring microwave and porthole windows. - 19The Image of 2009 Chaparral 275 SSi boat interior with kitchenette, featuring microwave and porthole windows. - 19
  • Slide: The Image of 2009 Chaparral 275 SSi interior with TV and audio system. - 20The Image of 2009 Chaparral 275 SSi interior with TV and audio system. - 20
  • Slide: The Image of 2009 Chaparral 275 SSi cabin interior with wooden door and seating area. - 21The Image of 2009 Chaparral 275 SSi cabin interior with wooden door and seating area. - 21
  • Slide: The Image of 2009 Chaparral 275 SSi interior with beige seating and small window. - 22The Image of 2009 Chaparral 275 SSi interior with beige seating and small window. - 22
  • Slide: The Image of 2009 Chaparral 275 SSi boat bathroom with sink, toilet, and porthole window. - 23The Image of 2009 Chaparral 275 SSi boat bathroom with sink, toilet, and porthole window. - 23
  • Slide: The Image of 2009 Chaparral 275 SSi boat toilet, white and compact design. - 24The Image of 2009 Chaparral 275 SSi boat toilet, white and compact design. - 24
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with sink and oval window. - 25The Image of 2009 Chaparral 275 SSi boat interior with sink and oval window. - 25
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with seating and marina view. - 26The Image of 2009 Chaparral 275 SSi boat interior with seating and marina view. - 26
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with plush seating and steering wheel. - 27The Image of 2009 Chaparral 275 SSi boat interior with plush seating and steering wheel. - 27
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with white seating and steering wheel. - 28The Image of 2009 Chaparral 275 SSi boat interior with white seating and steering wheel. - 28
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with plush seating and sleek design. - 29The Image of 2009 Chaparral 275 SSi boat interior with plush seating and sleek design. - 29
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with cushioned seating and speaker. - 30The Image of 2009 Chaparral 275 SSi boat interior with cushioned seating and speaker. - 30
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with sleek dashboard and water view. - 31The Image of 2009 Chaparral 275 SSi boat interior with sleek dashboard and water view. - 31
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior storage compartment with open lid. - 32The Image of 2009 Chaparral 275 SSi boat interior storage compartment with open lid. - 32
  • Slide: The Image of 2009 Chaparral 275 SSi boat docked at a marina with clear blue skies. - 33The Image of 2009 Chaparral 275 SSi boat docked at a marina with clear blue skies. - 33
  • Slide: The Image of 2009 Chaparral 275 SSi boat deck with rope and cleat in sunlight. - 34The Image of 2009 Chaparral 275 SSi boat deck with rope and cleat in sunlight. - 34
  • Slide: The Image of Engine compartment of a 2009 Chaparral 275 SSi boat, showcasing detailed components. - 35The Image of Engine compartment of a 2009 Chaparral 275 SSi boat, showcasing detailed components. - 35
  • Slide: The Image of Volvo Penta engine in 2009 Chaparral 275 SSi boat, showcasing model and serial numbers. - 36The Image of Volvo Penta engine in 2009 Chaparral 275 SSi boat, showcasing model and serial numbers. - 36
  • Slide: The Image of Engine compartment of a 2009 Chaparral 275 SSi boat with visible batteries and Volvo Penta engine. - 37The Image of Engine compartment of a 2009 Chaparral 275 SSi boat with visible batteries and Volvo Penta engine. - 37
  • Slide: The Image of Engine compartment of a 2009 Chaparral 275 SSi boat with Volvo Penta engine. - 38The Image of Engine compartment of a 2009 Chaparral 275 SSi boat with Volvo Penta engine. - 38
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with sleek countertop and storage. - 39The Image of 2009 Chaparral 275 SSi boat interior with sleek countertop and storage. - 39
  • Slide: The Image of Stainless steel compartment on 2009 Chaparral 275 SSi boat interior. - 40The Image of Stainless steel compartment on 2009 Chaparral 275 SSi boat interior. - 40
  • Slide: The Image of Open refrigerator on 2009 Chaparral 275 SSi boat, showcasing interior shelving. - 41The Image of Open refrigerator on 2009 Chaparral 275 SSi boat, showcasing interior shelving. - 41
  • Slide: The Image of 2009 Chaparral 275 SSi boat sink with open lid, showcasing sleek design and functionality. - 42The Image of 2009 Chaparral 275 SSi boat sink with open lid, showcasing sleek design and functionality. - 42
  • Slide: The Image of Interior of 2009 Chaparral 275 SSi boat showing speaker and seating area. - 43The Image of Interior of 2009 Chaparral 275 SSi boat showing speaker and seating area. - 43
  • Slide: The Image of 2009 Chaparral 275 SSi boat interior with white seating and floor storage compartment. - 44The Image of 2009 Chaparral 275 SSi boat interior with white seating and floor storage compartment. - 44
  • Slide: The Image of Storage compartment in 2009 Chaparral 275 SSi boat with visible speaker and orange life jacket. - 45The Image of Storage compartment in 2009 Chaparral 275 SSi boat with visible speaker and orange life jacket. - 45
  • Slide: The Image of 2009 Chaparral 275 SSi boat dashboard with Raymarine equipment and fire extinguisher. - 46The Image of 2009 Chaparral 275 SSi boat dashboard with Raymarine equipment and fire extinguisher. - 46
  • Slide: The Image of Dashboard of 2009 Chaparral 275 SSi with Lowrance device and gauges. - 47The Image of Dashboard of 2009 Chaparral 275 SSi with Lowrance device and gauges. - 47
  • Slide: The Image of Lowrance Hook GPS system on 2009 Chaparral 275 SSi boat dashboard. - 48The Image of Lowrance Hook GPS system on 2009 Chaparral 275 SSi boat dashboard. - 48
  • Slide: The Image of Bow view of 2009 Chaparral 275 SSi boat with shadow and dock ropes. - 49The Image of Bow view of 2009 Chaparral 275 SSi boat with shadow and dock ropes. - 49
  • Slide: The Image of Chaparral 275 SSi 2009 - 50The Image of Chaparral 275 SSi 2009 - 50
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  • Slide: The Image of Manufacturer Provided Image - 55The Image of Manufacturer Provided Image - 55
  • Slide: The Image of Chaparral 275 SSi 2009 - 56The Image of Chaparral 275 SSi 2009 - 56
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2009 Chaparral 275 SSiSold

$34,700

Used

Boat in Somers Point, NJ

builtBuilt in 2009
model

275 SSi

engine

1 Engine (Volvo-Penta)

length

28.83 feet

fuel

Gas

material

Fiberglass/Reinforced

VERY CLEAN 2009 Chaparral 275 SSi Cuddy

Volvo-Penta 8.1 375 DP 375 w 351 Hours

AIR CONDITIONING

Arch w/ Bimini Top

Cockpit Cover

Pop Up Ski Tow

Swim Platform w/ Boarding Ladder

Rear Sun Lounge

Cockpit Wet Bar w/ Sink, Cooler, and Refrigerator

Cockpit Table

Lowrance GPS/Fishfinder

Ray Marine VHF Radio

Tilt Wheel

Cabin V-Birth

TV Set

Microwave

Enclosed Head w/ Vacuflush Toilet and Sink

Double Bolster Helm

Bolster Passenger Seat

Fresh Water Shower

Bow Ladder













Part performance boat, part family day cruiser and all Chaparral, our 275 SSi can best be described in three words: Exceptional. Exciting. Extraordinary. A dual wide helm bolster includes individual flip up bases. Sporting 5'3" of welcome cabin headroom, the 275 is more elegantly detailed than most cuddys in this size range. A stainless steel capped walk-thru windshield highlights a premium hardware package. Fore and aft ladders solve all boarding problems and the transom walk-thru allows easy passage. Key options include a 5,000 BTU air conditioning system, transom shower, elevated forward bow rail and 40 ounce snap-in carpet with action backing. U-shaped cockpit seating is enhanced by a dinette table with built-in drink holders. Aft, a reversible back seat angles to create a chaise lounge or folds flat to form a sun lounge. Storage is available underneath.

Nominal Length
28.83ft
Length Overall
28ft
Beam
9ft
Max Draft
2.92ft
Drive Up Draft
1.67ft
Deadrise At Transom
22deg
Dry Weight
7300lb
Cabins
1
Heads
1
Fresh Water Tanks
14gal
Fuel Tanks
105gal
Hull Material
fiberglass
Hull Shape
deep-vee
Engine 1
Engine Make
Volvo-Penta
Engine Model
8.1 GI DP
Total Power
375hp
Engine Hours
355
Engine Type
inboard-outboard
Fuel Type
gasoline
Engine Year
2009
Drive Type
stern
Propeller Type
3-blade
Propeller Material
stainless-steel
Engine Notes

Max hp displayed as standard.

.

.

DateEventPrice
7/22/25Price decreased$34,700(-12.6%)
6/28/25No change$44,900
6/21/25Price decreased$39,700(-11.6%)

2009 Chaparral 275 SSi Video Tours

Overview from around the web 2009 Chaparral 275 SSi

Reviews

Customers praise the 2009 Chaparral 275 SSi for its sleek design, spacious layout, and reliable performance. Many highlight the comfortable seating and smooth handling, making it ideal for both family outings and watersports. The boat’s quality craftsmanship and attention to detail receive frequent compliments, as does its powerful engine and fuel efficiency. Overall, owners appreciate the blend of style, functionality, and durability that the 275 SSi offers.

Made For

The 2009 Chaparral 275 SSi is designed for boating enthusiasts who seek a versatile and stylish sport boat perfect for family outings, watersports, and day cruising. Its spacious layout, comfortable seating, and powerful performance make it ideal for those who want a blend of luxury, functionality, and fun on the water. Whether you're entertaining guests or enjoying a relaxing day on the lake, this boat caters to individuals and families looking for a reliable and enjoyable boating experience.

The Biggest Pros and Cons

The 2009 Chaparral 275 SSi is a well-regarded sport boat known for its blend of performance, comfort, and style. Here are some pros and cons to consider:

Pros:

  • Versatile Layout: The 275 SSi offers a spacious and functional cockpit with ample seating and storage, making it great for entertaining and family outings.
  • Performance: Powered by reliable engines, this model delivers smooth handling and good speed, suitable for watersports and cruising.
  • Quality Build: Chaparral is known for solid construction and attention to detail, which contributes to durability and a premium feel.
  • Comfort Features: Includes amenities such as a well-designed helm, swim platform, and optional camper canvas for extended use.
  • Stylish Design: The sleek lines and modern styling make the 275 SSi visually appealing on the water.

Cons:

  • Cabin Space: While it has a cabin, the interior is compact and may feel limited for overnight stays compared to larger cruisers.
  • Fuel Consumption: As a performance-oriented boat, fuel efficiency may be lower than more economy-focused models.
  • Maintenance Costs: Being a premium boat, upkeep and parts can be relatively costly.
  • Limited Headroom: The cabin headroom is modest, which might be less comfortable for taller individuals.

Overall, the 2009 Chaparral 275 SSi is a strong choice for those seeking a sporty, comfortable day boat with quality craftsmanship, best suited for day trips and recreational use.

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Meet the Broker

Waterfront Marine Yacht Sales Logo

Address

1 Goll Ave
Somers Point, NJ 08244

Boat Location

Contact Waterfront Marine Yacht Sales

1 Goll Ave, Somers Point, NJ, 08244

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