2019 Chaparral 277 SSX
$99,999
Boat in Walworth, WI 53184 US
277 SSX
1 Engine (Mercruiser)
27 feet
Gas
Fiberglass/Reinforced
New arrival for the 2026 boating season! Very nice used 2019 Chaparral 277 SSX powered by a Mercruiser 6.2L Bravo III sterndrive with approximately only 138 hours. This boat is loaded up with options and features including tower with deployable bimini tops, snap-out flooring, aft lounger, electric head with port hole, bow and cockpit covers, and much more! The custom 2019 Phoenix trailer is included in the deal.
Please contact our sales team to confirm availability, boat package location, or schedule your private viewing.
Chaparral has been building quality family boats since 1965. Founded in Fort Lauderdale, Florida - Chaparral has called Nashville, Georgia home since 1976. Encompassing over 1 million square feet of manufacturing facilities, we are one of the South Georgia's largest employers with a full time roster of over 800 employees. Building high quality boats is still a process completed by hand by skilled craftsmen. At Chaparral, many of our builders are second or third generation boat builders that take personal pride in every boat they build.
- Custom Hand Wrapped Helm Consoles with Stainless Steel Accents
- Custom Leather Steering Wheel with Protective Cover
- Electrical Connectors Triple-O-Ring, Sealed and Water Tight
- Emergency Shut Down Switch
- Grounding Bars - Engine and Dash
- Loom Wrapped Wiring
- Power-Assisted Steering W/Tilt Wheel
- Rack & Pinion Steering
- Stainless Steel Panels with Illuminated Switches and Water Resistant DC Breakers
- Twin Simrad NSS7 EVO3 Chartplotter/Multifunction Display (Includes: 7" Color Multi-touch Display's with Chartplotter, GPS, Wifi, Insight Charts Inland & Coastal, Transducer and Engine Data)
- Enclosed Fiberglass Head Compartment
- LED Lighting
- Molded Fiberglass Head Door
- Opening Port Light with Screen
- Porta- Pottie
- Aft Bench Seating with Reversible Backrest System converts from Full Bench to Sun Lounge
- Bow Cushions - Hinged with Storage Compartment Underneath
- Bow Ice Chest (Insulated)
- Carry On Cooler with Dedicated Storage - 36 Quart
- Cockpit Drainage System (CDS) with Self Bailing Fiberglass Liner
- Cockpit LED Lighting
- Custom Molded Interior - Vinyl Wrapped Fiberglass Side Panels
- DC Power Plug
- Diamond Pattern Non-Skid - Exclusive
- Drawer and Large Storage in Dash Walkway
- Dual USB Charging Ports
- Hand-Stitched Interior Upholstery
- Helm Seats Port & Starboard
- Interior Color Packages: Dune, Slate, Black, or Blue
- LED Lighting in Cockpit and Engine Compartment
- Lockable Woodgrain Glove Box Frame and Door
- Molded-In Footrest
- Premium Expanded Cockpit Vinyl with Stain Resistant Topcoat
- Premium Stereo System: AM/FM Bluetooth, Aux Port, and Controller
- Recessed Transom Door
- Sirius Satellite Tuner And Antenna (N/A International)
- Stainless Steel Bow Rails
- Stainless Steel Cockpit Grabhandles
- Stainless Steel Drink Holders
- StarLite Seat Bases with Flow Foam
- U-Shaped Aft Seating with Hinged Cushions
- Walk-Thru Bow Close-Off Door
- Water Resistant Speakers with Stainless Steel Covers (6)
- Wraparound Stainless Steel Walk-Through Windshield with Custom Supports
- 100% Perma Panel Marine Coring
- Anchor Hull Guard
- Battery Trays
- Bilge Pump - Automatic
- Bow Rope and Anchor Locker
- Brass Threaded Garboard Drain Plug
- Custom Molded Bilge Intake Vents with Stainless Steel Grill and LED Lighting
- Dual Battery Setup with Crossover Switch
- Electric Horn
- Extended Fiberglass Swim Platform
- Extended V-Plane Hull
- Gas Assist Lifts Provide Access into Engine Compartment
- Heavy Duty Bilge Blowers
- Jump Start System
- Kevlar Re-Inforced Hull Laminate
- Large Stainless Steel Transom Grabrail with Integral Ski Tow
- Lifetime Limited Hull Warranty
- Navigational Lights - LED
- NMMA Certified
- Plastic Fuel Tank - 80 Gallons
- Premium Hydropel Resin
- PVC Rubrail with Stainless Steel Insert
- Stainless Steel Bow Ladder
- Stainless Steel Hardware, Including Electro Polished Thru-Hull Fittings, Large Bow and Stern Eyes, and Flush Pull Latches
- Stainless Steel Pull Up Cleats (6) and (2) Fixed Cleats
- Stainless Steel, Four-Step, Hideaway Swim Platform Ladder
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 |
|---|---|---|
| 5/17/26 | Initial price | $99,999 |
Overview
The all-new Chaparral 277 SSX is a modern reinterpretation inspired by the innovative and award-winning design DNA of the 327 model. This vessel combines classic styling with contemporary elements, resulting in a bold and brilliant profile characterized by distinct powerline hull contours. Designed to provide an exceptional and elegant experience on the water, the 277 SSX exemplifies Chaparral's commitment to engineering excellence and thoughtful craftsmanship.
Exterior Design and Cockpit
The 277 SSX features a plush, adult-sized bow area that warmly welcomes passengers aboard. Premium quality stitched vinyl upholstery enhances both comfort and aesthetics throughout the cockpit, while stainless steel gauges set against rich solid walnut switch panels create a refined helm environment. The spacious U-shaped cockpit seating encourages social gatherings, centered around a removable table that facilitates versatile use. The aft section of the boat converts easily from a center walk-through layout to a full-width sun lounge, offering ample space to enjoy the sunshine. Storage is abundant from bow to stern, with meticulous attention to detail evident in features such as stereo speakers integrated into the transom to enrich the onboard audio experience.
Performance and Handling
Chaparral is renowned for delivering boats that perform reliably under diverse conditions, and the 277 SSX is no exception. This model offers solid, predictable handling with first-rate cornering agility. Ride control remains consistent and smooth throughout the entire power band, providing a sensation akin to a boat running on rails. The 277 SSX is recognized as one of the most powerful boats in its class, embodying Chaparral's ongoing dedication to innovation, engineering excellence, and superior performance.
Conclusion
The Chaparral 277 SSX stands out as a vessel that balances exquisite detail, luxurious comfort, and dynamic performance. Its thoughtful design and engineering make it a memorable experience for boaters who value both style and substance. With its blend of classic and modern elements, the 277 SSX continues Chaparral's tradition of charting new waters in the boating world.
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2019 Chaparral 277 SSX | |||||
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| $99,999 | $99,900 | $94,995 | $90,785 | $59,995 | $141,500 |
| Walworth | Pleasant Prairie | Williams Bay | Walworth | Green Bay | Walworth |
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| Mercruiser | Mercury | Mercruiser | MERCRUISER | - | MERCRUISER |
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Other 2019 Chaparral 277 SSX For Sale in Wisconsin, United States
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Meet the Broker

Address
Boat Location
Contact Jerry's Majestic Marine about 2019 Chaparral 277 SSX
453 Madison Street, Walworth, WI, 53184
























