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Chaparral boats for sale

1611 Boats Available

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Chaparral 287 SSX

2025

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Meet the 287 SSX, with an overall length of 28', this vessel is rapidly becoming a trendsetter within the boating world. The standard Infinity Power Step swim platform makes watersports setup a breeze. Sporting an open and spacious cockpit design outfitted with hinged storage and hand-stitched vinyl seating along with dual 7" touch screen displays embedded in the helm, the 287 SSX is here to make a statement in luxury boating. The 287 SSX features a dual 7" touch screen glass dash. Consisting of a SolarMAX IPS display with extreme viewing angles - viewable through polarized sunglasses. Preloaded, high-detail C-MAP US Enhanced inland and coastal charts. Full operation via touchscreen or keypad controls. Touchscreen control of sonar, radar, autopilot and accessories. Industry-standard connectivity to engines, sound systems and more Automatic routing support, plus easy trip planning with TripIntel.

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Manufacturer Specification
Chaparral 307 SSX

2025

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The 307 SSX is a leader in design, performance, and function. The helm features an all-new glass dash with dual touchscreen displays. The cockpit is open, and spacious and features a multi-position sun lounger aft. The 9' beam means the cockpit is wide open all the way to the bow area which features hinged storage beneath luxuriously appointed upholstery. The standard Infinity Power Step swim platform makes watersports setup a breeze. Chaparral went to great lengths to create a powerful and agile craft that glides through the water with minimal noise.

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20

Manufacturer Specification
Chaparral 28 Surf

2025

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With a LOA of 28 feet, Malibu Surf Gates™, and an Infinity Power Step swim platform, don't just pretend to wake surf, surf like you mean it with the 28 Surf from Chaparral. The 28 Surf is available with our most popular package ever - the Black Edition. The Black Edition package elevates the entire boating experience and all starts with premium Black Gelcoated Hullsides and Hullbottom paired with black metal finishes around the windshield. Moving to the interior, the new soft Silicone Cayenne interior with black accents will be sure to be envied by others.

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23

Manufacturer Specification
Chaparral 310 OSX

2025

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With a fresh design focused on storage and ergonomics, the 310 OSX from Chaparral is the perfect sport boating platform. The feature-laden helm makes the captain's life easy, and the well-appointed cabin and enclosed head make long days comfortable. The standard wetbar has a refrigerator and stainless-steel sink so you can take all your favorite foods and drinks out on the water. Storage is abundant and the Vista-View lounge seat will make you want to lie in the sunshine for hours. With a multitude of luxurious standard features and an array of options to match any preference, the 310 OSX is ready for whatever the boating season brings.

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Manufacturer Specification
Sponsored Boats
Chaparral Ssx

Chicago, Illinois

2014

$75,000

Private Seller

22

Chaparral Vortex 203 VRX

Oswego, Illinois

2015

$31,500

Private Seller

55

Chaparral Signature 290

Tawas City, Michigan

2008

$65,000

Private Seller

33

Chaparral 337 SSX

Bay City, Michigan

2016

$163,000

Private Seller

56

Chaparral 235 SSi

Whitehouse Station, New Jersey

2006

$15,000

Private Seller

34

Chaparral Signature 240

Atlanta, Georgia

2000

$21,000

Private Seller

42

Chaparral 224 Sunesta

Milledgeville, Georgia

2011

$34,900

Private Seller

29

1

Chaparral 23 SSi OB

Myrtle Beach, South Carolina

2023

$69,500

Private Seller

26

Chaparral 347 SSX

Lake Ozark, Missouri

2019

$238,900

Private Seller

21

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Chaparral 2870 SSX

2025

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As Chaparral pushes toward the future, innovation is an inevitability. A responsive throttle and extended V-Plane hull will let you glide across the water while reclining on premium silicon upholstery. The furnished head, built-in coolers, and patented Infinity Power Step take the hard work out of a day of boating. New interior packages and gel-coated gunwales paired with the new HTX folding hardtop give the 2870 SSX a distinctive look that sets it apart from the crowd.

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12

Manufacturer Specification
Chaparral 19 SSi OB

2025

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Outboard power joins quality and style in this 19 SSi. Quick to plane, full of power, and full of all the standard features that set Chaparral apart from the rest. Storage is abundant...under the seats, in the helm, in a wakeboard sized floor locker and there's also a 30 qt cooler under the back seat. From there, you will notice the full size sun lounge for those sunny days.

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10

Manufacturer Specification
Chaparral 21 SSi Ski & Fish

2025

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The 21 Ski & Fish SSi combines the best of everything. Larger casting platforms, abundant storage, and flexible seating cockpit design. Options you won't want to be without include snap-in carpet, a bow walk-thru door, fish finder, upgraded dash and a swim platform logo mat. Additionally, you can upgrade either one or both of the standard bucket seats to an ultra-comfort pedestal complete with a flip-up front bolster. Anglers will love the protected rod storage, standard trolling motor and 70-quart livewell.

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15

Manufacturer Specification
Chaparral 250 OSX

2025

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The 250 OSX packs all of your favorite Chaparral features into an affordable package with a length overall of 24' 6". Comfort, safety, and convenience are built into the DNA of each 250 OSX featuring pull-up cleats, dual fuel fills, and our diamond pattern non-skid found on almost every surface of the boat. The dual aft Vista-view lounges are the largest in class and can accommodate guests in a variety of positions with large storage tubs built beneath them for storing gear. Our luxury, appointed Envision Sio wrapped upholstery, optional bow filler cushion, and snap-in SeaDek flooring can be added for more versatility and all provide maximum comfort.

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17

Manufacturer Specification
Chaparral 23 SSi

2025

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Everything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and better with the amazing 23 SSi. With a ChaparralONE price including the trailer, the 23 SSi's style is captivating, but its appeal is more than skin deep. Stainless steel hardware, composite seat bases, a cockpit drainage system, Extended V-Plane running surface and a vinyl wrapped dash are keeping with the Chaparral DNA. MerCruiser and Volvo power options delivers crisp low-end, controlled midrange and exciting full throttle performance. Step up to the 23 SSi and enjoy U-Shaped cockpit seating, a spacious bow, and dual direction chaise lounge.

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10

Manufacturer Specification
Chaparral 21 SSi Ski & Fish OB

2025

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Valued for its versatility and innovation, the 21 SSi Outboard Ski & Fish is both a first rate fishing machine and a power packed family runabout. Removable fishing seats, an aft hinged sundeck and loads of storage space create a comfort level that is unprecedented. A Limited Lifetime Hull Warranty inspires confidence. Expert workmanship, time-tested construction and detail-minded rigging deliver years of trouble free fun. Paired with a helm design featuring a custom hand-stitched brow, our Yamaha gauge package provides real time data output at your fingertips. Aluminum faced gauges are accented with stainless steel bezels. Fog resistant and built to last, our high quality instruments are easily legible in all kind of lighting conditions.

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13

Manufacturer Specification
Chaparral 270 OSX

2025

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Chaparral is re-writing the rules on outboard boating. The 270 OSX is a trendsetter in design, performance, and function. The helm features a glass dash with dual touch screen Simrad displays. The cockpit is open, and spacious and features a multi-position sun lounger aft. The open-concept design carries forward into the bow area which features hinged storage beneath luxuriously appointed upholstery. Chaparral went to great lengths to create a powerful and agile craft that will provide a smooth ride in any kind of water. The 270 OSX was designed with the most advanced technology afloat today. Our Standard Dual 7" inch Simrad touchscreen displays with controls are NMEA compatible and offer navigation, engine management, full gauge compliment, and can be customized to your personal preferences.

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12

Manufacturer Specification
Chaparral 267 SSX

2025

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The 267 SSX is breaking barriers and setting the standard in quality. Standard equipment like the state-of-the-art oversized 12" Simrad display resides within the easily accessible helm for improved ergonomic navigation. Sporting spacious standard u-shaped aft seating, the cockpit leads back to the standard Infinity Power Step swim platform that provides an unparalleled reboarding experience. The 267 SSX was designed to captivate with no compromise to power or performance.

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12

Manufacturer Specification
Chaparral 21 Surf

2025

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You've come to expect adventure from the Chaparral family, and the 21 Surf delivers it in style. The 21 Surf combines everything you love about the SSi line with the amped - up power of our Surf series, delivering it all in a sleek package you're proud to cruise around the water in. Wakesurfing is more thrilling and easy to enjoy than ever, thanks to the Malibu surf gate™ that lets you instantly adjust your wake - no repositioning necessary! Powered by Volvo forward drive, the 21 Surf features a Simrad touchscreen display that makes controlling your ride easy and straightforward. One thing is for sure: if you're not already a wakesurfing enthusiast, the 21 Surf is sure to turn you into one. The 21 Surf comes standard with a Simrad Multifunction Touch Screen control, custom molded fiberglass dash with a hand stitched vinyl wrapped visor and Issotta Evoq steering wheel. With this advanced helm, critical information such as engine performance, fuel level and depth is always in view or just a touch away.

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18

Manufacturer Specification
Chaparral 21 SSi OB

2025

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When outboard power meets our 21 SSi, exellence awaits. Key options include snap-in cockpit carpet, a swim platform mat and a Velocity Folding Arch Tower. Abundant storage, ultra comfort seats, all paired with a premium stereo system truly redefines the standard in luxury on the water.

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12

Manufacturer Specification
Chaparral 23 SSi OB

2025

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The 23 SSi outboard combines everything great about the 23 SSi with the power, performance, and quality of a Yamaha Outboard. Coupled together, this makes a combination that's hard to beat. Saltwater or Freshwater, this outboard-powered 23-footer is guaranteed to impress. Quick to plane, full of power, and full of all the standard features that set Chaparral apart from the rest.

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16

Manufacturer Specification
Chaparral 280 OSX

2025

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The 280 OSX is packed with premium features that make the boat feel larger than life. A double-wide bowrider seat, hardtop with skylight, and day cabin with an electric toilet are amenities that you won't want to live without after you try them. Supple silicone upholstery, thick bolster cushions, and abundant storage options make your trips comfortable and clutter-free. The Yamaha Helm master System will help you navigate tight marinas while the Bluetooth sound system blasts your favorite tunes. The double helm seat with folding armrests and flip-up bolsters let the captain and a crew member ride in style and comfort.

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16

Manufacturer Specification
Chaparral 23 Surf

2025

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The 23 Surf combines everything you love about the SSi line with the excitement of the Surf series. Wakesurfing is more thrilling and easier to enjoy than ever, thanks to the Malibu Surf Gate™ that lets you instantly adjust your wake - no repositioning necessary! Powered by Volvo forward drive, the 23 Surf features a Simrad touchscreen display that makes controlling your ride easy and straightforward. One thing is for sure: if you're not already a wakesurfing enthusiast, the 23 Surf is sure to turn you into one. The 23 Surf comes standard with a Simrad Multifunction Touch Screen control, custom molded fiberglass dash with a hand stitched vinyl wrapped visor and Issotta Evoq steering wheel. With this advanced helm, critical information such as engine performance, fuel level and depth is always in view or just a touch away.

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16

Manufacturer Specification

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