Contender Boats for sale

2005 Contender 21 contender

$49,999

Boca Raton, Florida

2005 Contender 21 CONTENDER this 21 2005 contender in absolute mint condition comes with a yamaha 2017 250 outboard with 990 hours, lumitech underwater lights, 40 gal live well, leaning post, lenco trim tabs, west marine VHF, garmin 9inch w/ transducer, 14 JL audio speakers, in mint condition on a lift on the water engine 100% of the time being flushed and throughly washed and many more accomidations and items

1983 Marshall Sanderling-18

$10,000

Darien, Connecticut

Hull #550 (1983) including trailer and two 5hp engines in good condition - details below. LOA - 18’2” Beam - 8’6” Draft - 19” board up, 4’4” board down Sail area – 253SF. Available now in Darien/Rowayton CT – shrink-wrapped on trailer. Ready to go. Bottom painted in 2022, and will be touched-up by the yard before delivery or launch. Mast not hinged. If desired, Marshall can do a retrofit for a reasonable fee. Cockpit cushions & V-berth cushions in good shape. Built-in enclosure for Porta-Potty. Fully rigged - lines, lazy jacks, burgee hoist all in good condition. Anchor, dock lines, fenders, compass, fire extinguisher, boom crutch on board. 2-stroke 5hp Johnson with fuel tanks, plus a 4-stroke Lehr 5hp with propane tanks. Engines have been used in alternate years. They are dependable and winterized. Trailer - single axle Lady Bea, with bunks customized for Sanderling. Lightly used tires, bearings have never been in salt water. Teak is “bare” (natural) in good condition – never varnished – easy maintenance. Sail - Quantum, 2016, good condition, clean & flaked in bag. Tan sail cover and ties. Table - drop-leaf table for cockpit is stowed over the centerboard trunk – very useful. Circumnavigated Long Island, 225 miles - 6 days – pausing nightly for lobster dinner! See the narrative of the trip in the Catboat Association Bulletin, Winter 2015 - # 166. A “contender” in Western Long Island Sound Catboats – it all depends on the Captain!

2001 Oceans Oceans 25

$25,000

Berlin, Maryland

Fast boat with a Contender style hull for a great ride. One of a kind custom center console with diesel engine. Current owner has owned the boat since new. It has never been kept in the water and has been used primarily for pleasure in the local bay. Powered by a Volvo Penta KAD43 diesel engine which is both turbocharged and supercharged. The supercharger is used to get on plane then the turbo takes over to give great fuel economy. Includes Furuno FCV-667 Depth finder, Garmin GPSmap 182, and Icom VHF radio. Lean post has never been used and is not attached. Plenty of room for coolers or to add storage. Trailer is included and has 2 new wheels. Front deck was replaced a few years ago, but the back part of the deck will need to be replaced at some point due to soft spots. Motor runs great and has always been serviced by the local Volvo Penta shop.

1998 Contender 25 Open

$72,300

Big Pine Key, Florida

Very clean, well maintained for it's age. Newer fuel tank replaced in 2018 Nice Simard 12 inch chart/fish. In 2025 Seller replaced steering pump, freshwater shower pump, saltwater washdown pump. Boat comes with full canvas cover, trailer has canvas tire covers. Stock #439918 1998 CONTENDER 25 Open!! TWIN 2020 YAMAHA 150s, TRAILER INCLUDED!!! This is a brand new listing, just on the market this week. Please submit all reasonable offers. Reason for selling is moving. At Pop Yachts, we will always provide you with a TRUE representation of every vessel we market. We encourage all buyers to schedule a survey for an independent analysis. Any offer to purchase is ALWAYS subject to satisfactory survey results. You have questions? We have answers. Call us at (941) 538-7803 to discuss this boat. Selling your boat has never been easier. At Pop Yachts, we literally sell thousands of units every year all over the country. Call (855) 218-2805 and we'll get started selling your boat today. Reason for selling is moving.

2003 Contender 21 Open

$34,000

Pompano Beach, Florida

The boat is bright white and clean. The exterior gel coat looks good. There are some minor chips and cracks as shown in the photos. The non-skid shows no wear and tear. The hardware looks to be in nice condition. The cushions look to be in good condition. The engine shows normal sun fading. The seller states that everything is in working order. Stock #444807 Fish Catching Machine! Clean and Ready! New Stereo ! Contender is known for its hard-core fishing boats. This 21-open has plenty of room for bringing in the big ones. The well-designed hull with the flush 360-degree deck provides plenty of room for fishing space. The boat is equipped with a massive forward fish box. There is a built-in cooler under the front console seat. A below-deck live well is located in the stern. There are rod holders on the gunnels, rod holders on the sides of the console, rocket launchers on the t-top, rocket launchers on the seat back and rod holders on the transom. The boat is equipped with a VHF, Garmin MFD, new stereo and lighted speakers. The boat is equipped with a Yamaha HPDI 2-stroke 200-horsepower engine. This boat is truly an example that good things come in small packages This listing is new to market. Any reasonable offer may be accepted. Submit an offer today! At Pop Yachts, we will always provide you with a TRUE representation of every vessel we market. We encourage all buyers to schedule a survey for an independent analysis. Any offer to purchase is ALWAYS subject to satisfactory survey results. You have questions? We have answers. Call us at (941) 538-7803 to discuss this boat. Selling your boat has never been easier. At Pop Yachts, we literally sell thousands of units every year all over the country. Call (855) 218-2805 and we'll get started selling your boat today.

2002 Contender 31 Fisharound

$117,000

Houma, Louisiana

The boat is 23 years old and has been used for catching large fish and has seen lots of great action. As such some blemishes have accumulated over time. Some minor gel coat dings and scratches were touched up in 2022. The seller says the motors have been well maintained with routine maintenance performed every 100 to 150 hours. The seller said all gauges work except the Tilt/Trim gauge. The seller said all switches on the rocker panel have been replaced with Blue Seas marine switches. The hydraulic trailer brakes are not working. Stock #439468 31 Fisharound Open, powered by twin, 2012, Yamaha F300 XCA engines with approximately 975 hours each! Here is the 2002 Contender 31 Fisharound in Houma, LA, just southwest of New Orleans. Are you looking for a fishing boat that will take you offshore and back? This Contender can do that, and it's available at a very reasonable price. This 31-foot fishing machine has twin 300 HP Yamaha outboards that provide lots of power. These engines will achieve a top-end speed of 55 mph. The motors are equipped with Seastar steering, a custom-made steering system with stainless steel hydraulics. The deep-V design of the hull is perfect when encountering swells and chop and will safely assist in making your way through. The deck is designed for fishing. There is plenty of room for your party to fish comfortably. The boat is designed for trolling and down riggers are included. There is a half tower on top of the boat for sighting Cobia or seeing the grass mats offshore where fish congregate. There is also a bait and tackle station that includes a cutting board and tackle rigging area. The seller replaced the stock cockpit seating with a custom-made insulated fish box and leaning post/seating. The fish box holds approximately 622 quarts. The original deck fish boxes are still usable. There is a cuddy cabin with a V-berth, sink, shower, and toilet. The cabin has an air conditioner and there is a generator on board as well (neither has been recently used). Electronics include a Garmin EchoMap SV with sonar/fish finder/plotter and a Garmin GPS Map 4208 with a dual-band transducer that integrates with Radar and XM Weather. The boat is completed with a front bow, and lounge area, with well well-cushioned seating area. The package includes a 3 axle, aluminum trailer, and 2 spare tires. This listing has now been on the market 30 days. If you are thinking of making an offer, go ahead and submit it today! Let's make a deal! Reason for selling is not being used. At Pop Yachts, we will always provide you with a TRUE representation of every vessel we market. We encourage all buyers to schedule a survey for an independent analysis. Any offer to purchase is ALWAYS subject to satisfactory survey results. You have questions? We have answers. Call us at (941) 538-7803 to discuss this boat. Selling your boat has never been easier. At Pop Yachts, we literally sell thousands of units every year all over the country. Call (855) 218-2805 and we'll get started selling your boat today. Reason for selling is not being used.

2019 Contender 30 ST

$239,000

Hampton Bays, New York

The second owner has maintained this Contender very well. All of the yearly maintenance has been kept up with. The hull is in very nice condition as is the upholstery. There are no noticeable scratches or scuffs. The pride of ownership is evident. Stock #430738 Great boat with twin Yamaha engines! Includes outriggers, marine head, and custom tackle storage and bait station! The Contender is famous for its performance, construction, and overall fishability. It features a stepped hull design that makes handling and maneuverability easy in any type of water condition. This boat is replete with everything the avid fisherman could want. It features a 26-gallon fresh water system, two 70-gallon aft fish boxes both port and starboard, two 40-gallon live wells, oversized access to the bilge, a full transom with a transom door, and a sport console. It also features a full 12" Simrad dual-screen suite of electronics, Fusion stereo, VHF, remote spotlight, outriggers, Custom tackle storage and bait station, freshwater and saltwater wash downs, and marine head. These boats are snapped up quickly so call today before it is gone! This is a brand new listing, just on the market this week. Please submit all reasonable offers. Reason for selling is buying something else. At Pop Yachts, we will always provide you with a TRUE representation of every vessel we market. We encourage all buyers to schedule a survey for an independent analysis. Any offer to purchase is ALWAYS subject to satisfactory survey results. Contact us for a free BoatHistoryReport report on this vessel. We pay upfront for a report on every vessel possible, and we provide this peace of mind to our buyers at no charge and with no commitment. All you have to do is ask! You have questions? We have answers. Call us at (941) 538-7803 to discuss this boat. Selling your boat has never been easier. At Pop Yachts, we literally sell thousands of units every year all over the country. Call (855) 218-2805 and we'll get started selling your boat today. Reason for selling is buying something else.

1998 Contender 27 Open

$128,000

Eglin Air Force Base, Florida

This boat was used for tournament fishing and was well cared for by its owner. It appears in great shape for a 1998. In 2021, the fuel tanks were replaced with new ones and the electrical wiring was redone. The 2015 Yamaha engines were also rigged at the same time. In 2023, the MagicTilt trailer was rebuilt with new axels, brakes, bunks, and lights. According to the seller, all systems and functions are fully operational. Of course, we always recommend that any buyer inspects the unit or have it independently surveyed to confirm its condition before purchase. Stock #425871 Contender 27 Open Fishing Machine! Loaded With Features! Ready to Go Offshore! This well-equipped 1998 Contender 27 Open is a fishing dream! With twin 2015 Yamaha 300 HP four-stroke engines, you get power and efficiency on every trip. This boat features a spacious center console layout, designed for both hardcore offshore fishing and family outings. Known for its legendary ride, the Contender 27 cuts through rough waters with ease, providing a smoother and more stable experience. She's loaded with features including a Raymarine e165 master and e7D backup multifunctional display, a Raymarine ST5000 auto pilot, Bennett trim tabs, Rupp outriggers, a Cannon down rigger, a Rodan 36-volt 72 shaft trolling-anchor system, a NOCO genius battery charging system, and a Minn Kota alternator battery charger. Don't miss this opportunity to own a classic fishing machine with modern power. Contact us today for more details or to schedule a showing! This listing is new to market. Any reasonable offer may be accepted. Submit an offer today! Reason for selling is not using enough. At Pop Yachts, we will always provide you with a TRUE representation of every vessel we market. We encourage all buyers to schedule a survey for an independent analysis. Any offer to purchase is ALWAYS subject to satisfactory survey results. Contact us for a free BoatHistoryReport report on this vessel. We pay upfront for a report on every vessel possible, and we provide this peace of mind to our buyers at no charge and with no commitment. All you have to do is ask! You have questions? We have answers. Call us at (941) 538-7803 to discuss this boat. Selling your boat has never been easier. At Pop Yachts, we literally sell thousands of units every year all over the country. Call (855) 218-2805 and we'll get started selling your boat today. Reason for selling is not using enough.

2000 Contender 27 Open

$120,000

Biloxi, Mississippi

This Contender is in as expected condition for its age and ready to go on day one! According to the seller maintenance has been kept up. There appear to be no soft softs in the hull and all electronics work as they should. Stock #404994 Well equipped 2000 Contender 27 Open! Ready to hit the water! This 2000 Contender 27 Open is in as expected condition. It is lightweight and fast, with excellent range. There are wide walkways around the center console, offering easy access fore and aft for the angler. Great fishing features include a 50 gallon livewell aft, a huge fish box forward, another smaller fish box aft, and rod lockers built into the floor. Great comfort features include a swim platform, head compartment in the center console, and a transom door. There is a large T-top over the center console and a leaning post with rocket launcher provides seating for the captain. Power is provided by a pair of Yamaha 300 HP four-stroke outboard motors with 890 hours. This listing has now been on the market a couple months. Please submit any and all offers today! Reason for selling is wants something else. At Pop Yachts, we will always provide you with a TRUE representation of every vessel we market. We encourage all buyers to schedule a survey for an independent analysis. Any offer to purchase is ALWAYS subject to satisfactory survey results. Contact us for a free BoatHistoryReport report on this vessel. We pay upfront for a report on every vessel possible, and we provide this peace of mind to our buyers at no charge and with no commitment. All you have to do is ask! You have questions? We have answers. Call us at (941) 538-7803 to discuss this boat. Selling your boat has never been easier. At Pop Yachts, we literally sell thousands of units every year all over the country. Call (855) 218-2805 and we'll get started selling your boat today. Reason for selling is wants something else.

2001 Contender 36 Open

$231,000

Olympia Heights, Florida

This 2001 Contender is in great condition. The owner took great pride in maintaining and the upkeep of this vessel and everything is in working order, the owner confirms. It looks great and is ready to go fishing! Stock #307294 2001 Contender Center Console MAKE AN OFFER!!!! SELLER NEGOTIABLE!! MAKE A FAIR OFFER! This 2001 Contender 36 Open is a must-see if you're into Bluewater fishing. The performance of the Contender 36 is excellent. It handles the big seas well and gets you there fast over long distances. The boat has been repowered with Yamaha 350 HP engines, this boat reaches 60 MPH with ease. The Contender 36 comes with a head, coffin box with hydraulic to open the hatch below, two above-deck live wells in the transom, and huge in-deck fish boxes outboard on both sides to handle numerous large tuna. There is plenty of storage for all your gear in three large storage wells forward of the console. There is also plenty of rod storage throughout the boat. Five vertical rod holders on each side of the helm console, four more across the back of the T-top, five across leaning post back and racks for seven rods in each of two large in-deck compartments forward of the console to securely hold every rod you and your guests would care to bring aboard.

2016 Chaparral 290 Signature

$123,950

Michigan City, Indiana

As you can see from the pictures, this 2016 Chaparral 290 Signature is in very good condition, and according to the seller, it has been well-maintained. This boat is ready for your new adventure. Stock #418438 Great Condition, Well Maintained, Trailer Included, Get ready to experience the best of boating with the 2016 Chaparral 290 Signature, a top contender among mid-cabin cruisers under 30 feet. This impressive vessel, equipped with twin 4.5 Mercruiser 250 HP engines boasting only 494 hours, combines sporty design with luxurious accommodations, making it the perfect choice for both day trips and overnight adventures. It comes complete with a triple axle trailer, ensuring you have everything you need to immediately hit the water. Built on a Kevlar reinforced hull with a moderate beam and 20 degrees of transom deadrise, the Chaparral 290 Signature is designed for both performance and comfort. Its sleek, sporty lines are complemented by a spacious and well-appointed cabin that can sleep up to six people. Inside, you'll find an upscale interior featuring a built-in entertainment center, a microwave, and privacy curtains at the fore and aft, providing a cozy and inviting space for relaxation. The 290 Signature is packed with standard features that enhance your boating experience. The walk-thru windshield provides easy access to the bow, while the cockpit table with a filler cushion, U-shaped cockpit lounge, and cockpit wet bar with a portable ice chest create a perfect setting for entertaining guests. The double helm seat with a flip-up bolster ensures comfort for the captain, and the hideaway folding bench seat offers additional seating options. You'll appreciate the convenience of the transom shower, molded-in boarding step, and transom storage locker, along with the power tilt steering and trim tabs for easy maneuvering. Additional features like numerous drink holders, snap-in carpeting, and cockpit lights add to the overall convenience and enjoyment of this boat. Popular options include a generator and radar arch, which can further enhance your boating experience. Don't miss out on this incredible 2016 Chaparral 290 Signature. With its low engine hours, exceptional features, and included triple axle trailer, it's ready to take you on unforgettable adventures. Contact us today to learn more. Your perfect boating experience awaits! This listing has now been on the market 30 days. If you are thinking of making an offer, go ahead and submit it today! Let's make a deal! Reason for selling is bought another boat. At Pop Yachts, we will always provide you with a TRUE representation of every vessel we market. We encourage all buyers to schedule a survey for an independent analysis. Any offer to purchase is ALWAYS subject to satisfactory survey results. You have questions? We have answers. Call us at (941) 538-7803 to discuss this boat. Selling your boat has never been easier. At Pop Yachts, we literally sell thousands of units every year all over the country. Call (855) 218-2805 and we'll get started selling your boat today. Reason for selling is bought another boat.

2016 Chaparral 290 Signature

$124,950

Michigan City, Indiana

As you can see from the pictures, this 2016 Chaparral 290 Signature is in very good condition, and according to the seller, it has been well-maintained. This boat is ready for your new adventure. Stock #418438 Great Condition, Well Maintained, Trailer Included, Get ready to experience the best of boating with the 2016 Chaparral 290 Signature, a top contender among mid-cabin cruisers under 30 feet. This impressive vessel, equipped with twin 4.5 Mercruiser 250 HP engines boasting only 494 hours, combines sporty design with luxurious accommodations, making it the perfect choice for both day trips and overnight adventures. It comes complete with a triple axle trailer, ensuring you have everything you need to immediately hit the water. Built on a Kevlar reinforced hull with a moderate beam and 20 degrees of transom deadrise, the Chaparral 290 Signature is designed for both performance and comfort. Its sleek, sporty lines are complemented by a spacious and well-appointed cabin that can sleep up to six people. Inside, you'll find an upscale interior featuring a built-in entertainment center, a microwave, and privacy curtains at the fore and aft, providing a cozy and inviting space for relaxation. The 290 Signature is packed with standard features that enhance your boating experience. The walk-thru windshield provides easy access to the bow, while the cockpit table with a filler cushion, U-shaped cockpit lounge, and cockpit wet bar with a portable ice chest create a perfect setting for entertaining guests. The double helm seat with a flip-up bolster ensures comfort for the captain, and the hideaway folding bench seat offers additional seating options. You'll appreciate the convenience of the transom shower, molded-in boarding step, and transom storage locker, along with the power tilt steering and trim tabs for easy maneuvering. Additional features like numerous drink holders, snap-in carpeting, and cockpit lights add to the overall convenience and enjoyment of this boat. Popular options include a generator and radar arch, which can further enhance your boating experience. Don't miss out on this incredible 2016 Chaparral 290 Signature. With its low engine hours, exceptional features, and included triple axle trailer, it's ready to take you on unforgettable adventures. Contact us today to learn more. Your perfect boating experience awaits! This listing is new to market. Any reasonable offer may be accepted. Submit an offer today! Reason for selling is bought another boat. At Pop Yachts, we will always provide you with a TRUE representation of every vessel we market. We encourage all buyers to schedule a survey for an independent analysis. Any offer to purchase is ALWAYS subject to satisfactory survey results. Contact us for a free BoatHistoryReport report on this vessel. We pay upfront for a report on every vessel possible, and we provide this peace of mind to our buyers at no charge and with no commitment. All you have to do is ask! You have questions? We have answers. Call us at (941) 538-7803 to discuss this boat. Selling your boat has never been easier. At Pop Yachts, we literally sell thousands of units every year all over the country. Call (855) 218-2805 and we'll get started selling your boat today. Reason for selling is bought another boat.

2025 Contender 25T

Request Price

St. Augustine, Florida

This listing was published on 04/01/2025 . The location is St. Augustine and sold by Waylen Bay Marine.

Trim Base

2025 Contender 26 bay

Request Price

St. Augustine, Florida

This listing was published on 04/01/2025 . The location is St. Augustine and sold by Waylen Bay Marine.

Trim Base

1998 Contender 21CC (Repower 2018)

$39,999

Pasadena, Maryland

This listing was published on 03/03/2025 . The location is Pasadena and sold by PYY Marine.