Powerboat Listings
Classified Ads   Power Boat
Home High Performance Boats
Powerboat Listings
Access Agreement
Privacy Policy

CheckMate powerboats for sale by owner.
Your search returned 188 matches.

27' Checkmate 800 hp

1995 St Leonard Maryland 27 Checkmate 800 hp
Completely restored in excellent shape. Everything has been replaced professionaly it has the best of the best from every nut and bolt. Big block 502 engine bored out and blue printed. With dual carbs and a blower dynoed over 800 horsepower. Must see to appreciate. To much to list . Only selling because I want a fountain.. Located in St Leonard Maryland.
Year: 1995  Power: Single 800 hp   Location: Maryland  Contact Number: 4104740987  Asking: $29,000  Details & Photos  

27' Checkmate Convincor 270

2001 Amsterdam New York 27 Checkmate Convincor 270
2001 Checkmate Convincor 270. 2003 496 H.O. (425 HP) with a Bravo 1 drive with a 1.65 ratio. Boat will run a solid 68 GPS at 4500-4800RPM (I think the tach is a little off) currently turning a Hydromotive 28.5 pitch prop. Boat is a 9.5 out of a 10. CHawk trailer with surge brakes. New tires in 2013, new bunks with new carpet and led lights 2014, aluminum wheels with bearing buddies. New impeller and IAC spring of 2014. Oil was changed in motor every 15 hours with Valvoline 20W-50 VR1 conventional racing oil made easy with an oil drain line. Silent Choice exhaust, Bennett trim tabs with digital indicators. Cockpit has bolster seats. Controls, bezels and steering wheel are painted purple to match. Snap in carpet. Purple LED lights light up the side vents and the cockpit at night. Sony head unit with remote, Stereo is (8) 6.5 inch speakers, four of them are run off the deck, four are run off a Rockford Fosgate 550 watt amp. (2) 12.0 inch sub woofers mounted in the cuddy are run of a 1200 watt Rockford Fosgate amp. Amps are hooked to a separate switch to turn them off if you are sitting at the beach all day long. Boat comes with all Coast Guard requirements (5 life jackets 1 throwable, flag, paddle, horn, flares, flag) Boat also comes with 2 anchors, and one pin. 4 large black bumpers and yellow matching ropes. Purple cockpit cover and full length cover. Boat is a turn key and ready to go (MOTOR AND OUTDRIVE ARE WINTEIZED FOR THE SEASON, A WATER TEST IS AVAILABLE FOR A FEE). I am willing to help with shipment within a reasonable distance (arrangements will be discussed) Boat is located in Amsterdam New York. Fresh water boat that came from Wisconsin, I am in touch with the last two owners. $31,000 reasonable offers will be accepted. No tire kickers, I will not waste your time, please do not waste mine. Boat will go into storage till spring at the end of October. (518)527-9596.. Located in Amsterdam New York.
Year: 2001  Power: Single 425 hp   Location: New York  Contact Number: 518-527-9596  Asking: $31,000  Details & Photos  

27' Checkmate Convincor 270

2011 Elkton Maryland 27 Checkmate Convincor 270
New 2011 "Leftover" Checkmate Convincor 270! This model comes with a comfortable cuddy cabin with facing benches and a v-berth. The boat is equipped with a Mercury 8.2l MAG H.O., 430 hp, and Bravo X Drive providing speed of 70 mph - -. The deep vee hull gives this series the ability to slice through even the roughest of waters and maintain complete control regardless of speed and condition. Options Include: Custom Graphics Lenco Trim Tabs 12x12 with indicator Dual Batteries with Switch Aluminum Swim Platform with Ladder Custom Cockpit Cover Dino Steering Wheel Depth Finder SS Trim Insert No matter the size or model, all Checkmate Marine Performance Boats are built using the same hand-made method as described in this manufacturing process. This process has been tried and true, tested and proven, with over 40 years of on-the-water experience. Checkmate Marine doesnt cut corners in the manufacturing of their boats. In fact, they take great pride and care when building each and every Checkmate model to ensure its long lasting and durable performance boat.. Located in Elkton Maryland.
Year: 2011  Power: Single 430 hp   Location: Maryland  Contact Number: 4106203060  Asking: $64,000  Details & Photos  

27' Checkmate Convinor

2002 Nashville Tennessee 27 Checkmate Convinor
Super clean, garage kept, rare 2002 Checkmate and trailer. 500 EFI, Bravo XZ drives. Must see to appreciate it. Contact Rod at 615-478-5425 for more details.. Located in Nashville Tennessee.
Year: 2002  Power: Single 500 hp   Location: Tennessee  Contact Number: 615-478-5425  Asking: $37,900  Details & Photos  

27' baja by checkmate 275

2012 caraquet new brunswick canada Maine 27 baja by checkmate 275
the boat is like new.binimi top.transom shower. battery charger with cable . porta potti(never used)clarion sound system with front and back remote.livorsi gauge.garmin gps.trim tab.2 axels matching trailer etc... Located in caraquet new brunswick canada Maine.
Year: 2012  Power: Single 430 hp   Location: Maine  Contact Number: 5067272200  Asking: $59,000  Details & Photos  

27' Checkmate Convincor 270

2007 Hagerstow Maryland 27 Checkmate Convincor 270
1 owner boat with 400 hours clean boat Garaged kept 496 Mag with Bravo 1. Located in Hagerstow Maryland.
Year: 2007  Power: Single 375 hp   Location: Maryland  Contact Number: 301 202 3848  Asking: $42,000  Details & Photos  

27' Checkmate Convincor 253

1998 Waterford Michigan 27 Checkmate Convincor 253
98 checkmate convincor 253 35th anniversary edition Sport windshield Captins choice exhaust Dual services throttle an gear (currently disconnected) Drop out bolsters Power hatch Hp500 race motor 70mph Full hydraulic steering Cuddy enough room for 4 adults Very low hours 212 owned for 4 years since 161hrs $23,500 o.b.o. Call (248) 8zero7 4five52 Text (248) 8nine1 06five5 No joy rides unless you want to fill it 65 gallons. Located in Waterford Michigan.
Year: 1998  Power: Single   Location: Michigan  Contact Number: (248) 891 0655  Asking: $23,500  Details & Photos  

27' Checkmate Convincor 270

2002 Bridgton Maine 27 Checkmate Convincor 270
2002 Checkmate Convincor 270 with tandem axel trailer, this boat is in very good condition. 496 HO Fuel injected engine with over 500 HP this boat will run over 70 mph on gps and will cruise effortlessly at 50-60 mph. It comes with a full cover and cockpit cover, full dual ram hydraulic steering, trim tabs, gps speedo, aluminum swim platform with ladder, thru hull exhaust. The interior is perfect with no cracks cuts or fading. This boat is stored inside in the winter and on a boat lift in the summer always covered when not in use, this is a clean boat that runs perfect call or email to check it out or for better pics.. Located in Bridgton Maine.
Year: 2002  Power: Single 500 hp   Location: Maine  Contact Number: 603-723-8741  Asking: $35,000  Details & Photos  

27' Checkmate 270 Convincor

2011 Elkton Maryland 27 Checkmate 270 Convincor
Year: 2011  Power: Single   Location: Maryland  Contact Number: 410-620-3060  Asking: $79,300  Details & Photos  

27' Checkmate 270BR Mid cabin

2001 Muscatine Iowa 27 Checkmate 270BR Mid cabin
beautiful 01 Convincor Mid cabin. all the bells & whistles! 500EFI Mercruiser pushing a bravo 1 outdrive with 4 blade SS prop, drive shower, thru hull SS exhaust with removeable tips, trim tabs w - gauge,external p - s, swim deck, auto fire extinguish system,sea strainer,dual batteries w - switch. CD stereo w - amp & sub. drop down bolster captain chairs, LED lighting,porta potty (never used), bow & mid cabin filler cushions, full cover,bow & cockpit covers, bimni top, snap in carpet, triple axle easy load trailer, many extras!. Located in Muscatine Iowa.
Year: 2001  Power: Single 500 hp   Location: Iowa  Contact Number: 563-506-0043  Asking: $42,995  Details & Photos  

27' Checkmate Convincor

2011 Elkton Maryland 27 Checkmate Convincor
Our family is growing and we need a bigger boat. This boat is being offered for sale for $65,000 OBO. Mercruiser 8.2 L (430 HP) with 55 hours on the motor. We bought brand new. Tranferrable 10year warranty on the hull and 7 years on the motor (unlimited hours). This boat is loaded! Brand new transom shower installed. Has been stored in high and dry. Can stay in the high and dry until March of 2013 at no charge. Convincor 4 Color Gelcoat Graphic's Complete Boat Balsacore Construction Bolt on Fibergalss Swim Platform w - SS Ladder Custom Windshield Fibergalss Innerliner SS Bow & Stern Eyes SS Ski Eye Pop-up Cleats SS Center Bow Rail Rub Rail w - Vinyl Insert Transom Drain Plug Coastguard Approved Nav Lights Deck Hatch Cockpit Carpet Custom Bolster Seats Deluxe Clarion AM - FM Stereo - CD 6 Speaker & 2 Channel Amp Thru Transom Exhaust Color Keyed Interior w - Rear Bench (Storage) & Padded Sun Deck Custom Fuel Tank w - Gauge Safety Switch w - Lanyard Complete Digital Instrumentation Electric Horn Tilt Steering Steering Wheel Zero Effort Dual Handle Shifter SS Grab Bars Drink Holders Side Storage Compartments 12 v Receptacle Courtesy Lights Accessory Panel & Wiring Harness Couch Seating Sleeping Berth Porti-Pot 12 v Receptacle 12 v Cabin Lighting Sliding Cabin Door Aluminum Swim Platform w - Ladder. Located in Elkton Maryland.
Year: 2011  Power: Single 430 hp   Location: Maryland  Contact Number: 443-602-1302  Asking: $65,000  Details & Photos  

27' Checkmate Convincor

2002 Mount Juliet Tennessee 27 Checkmate Convincor
Super clean, garage kept, rare 2002 Checkmate and trailer. 500 EFI, Bravo XZ drives. Must see to appreciate it. Contact Rod at 615-478-5425 for more details.. Located in Mount Juliet Tennessee.
Year: 2002  Power: Single 500 hp   Location: Tennessee  Contact Number: 615-478-5425  Asking: $37,500  Details & Photos  

27' CHECKMATE convincor 259

1999 port jefferson NY New York 27 CHECKMATE convincor 259
FOR SALE!! recent deal fell through!! This boat was repowered with a new 2007 merc 496 HO in winter of 2010 has 15 hrs. Lowrance gps, new carpet and vinyl, NICE boat!! Sounds Awesome!! 65 mph on gps... New trailer (trailer was $3700) asking $15,500. Located in port jefferson NY New York.
Year: 1999  Power: Single 420 hp   Location: New York  Contact Number: (631) 722-3400  Asking: $15,500  Details & Photos  

27' Checkmate Convincer 270 BR

2004 Roanoke Indiana 27 Checkmate Convincer 270 BR
2004 Checkmate Convincor 270 BR Custom Mitcher T paint Mid-Cabin - Open bow 139 Total Hours BRAND NEW ATECO 540 725HP 0 hours Modified Mercruiser Bravo X drive by Mr. Gadgets, 0 hours Stainless 4-Blade Prop Trim tabs Stand Up bolster seats Billet cup holders NEW Custom snap out Carpet Professionally installed Stereo including three amps, four 12s, eight 6.5s, transom speakers. Remote and outside controls. Everything hidden and nicely done. Courtesy lights Hide-a-way Restroom (Never used) 2004 Heritage tandem trailer surge brakes chrome wheels Fresh Water Boat never ran in salt Meticulously cared for, perfect boat, No surprises...over 85k invested. Located in Roanoke Indiana.
Year: 2004  Power: Single 725 hp   Location: Indiana  Contact Number:   Asking: $49,750  Details & Photos  

27' Checkmate 253 Convincor

1995 Mahomet Illinois 27 Checkmate 253 Convincor
1995 Checkmate 253 Convincor, 385HP 454 Mag, 443 hours, bravo 1 drive, 23P stainless prop, corsa quick and quiet exhaust, stainless steel tips, super clean interior, stand up bolsters, split shifters, dual ram tabs with indicators, nice stereo system, clean boat, everything works as it should, needs nothing, I use it almost every weekend, c hawk dual axle trailer, full mooring cover, cockpit cover, newer interstate batteries, not faded, not beat up, never abused! Nice boat PRICED TO SELL! I can email you as many pictures as you like, the boat is located in central Illinois and I will water test the boat for qualifed buyers. May trade for hot rods or diesel trucks. Call 217-766-2531 anytime.. Located in Mahomet Illinois.
Year: 1995  Power: Single 385 hp   Location: Illinois  Contact Number: 217-766-2531  Asking: $17,500  Details & Photos  

27' Checkmate 270 Convincor BR

2002 Pocatello Idaho 27 Checkmate 270 Convincor BR
One owner, garage kept, like new, show room condition. Very low hours.. Located in Pocatello Idaho.
Year: 2002  Power: Single 425 hp   Location: Idaho  Contact Number: 208-237-8603  Asking: $52,000  Details & Photos  

27' Checkmate 270 BR

2006 Corning New York 27 Checkmate 270 BR
Price Reduced! 2006 Checkmate 270 BR 600HP,ONE of a kind and MINT condition 2006 Checkmate Convincor 270. This boat has never seen rain or snow. Not a scratch or ding on it. She has a 600 horsepower supercharged engine that pushes 90 MPH. This boat was custome built in Checkmate Factory. If you want a boat where you can cruise the shore but also have the get up and go, this is the boat for you.Manufacture: CheckmateYear: 2006 Model: 270Hours: 115 Length: 27 Engine Make: Mercruiser, Engine Model: 600SCI (This engine has been custom fitted for this boat), Horsepower: 600, Trim system: Yes, Exhaust: Selective Sound, Hull Material: Fiberglass, Use: Freshwater, Drive Type: I - O, Depth Finder, Dual Ram Hydraulic Steering, C-Hawk Trailer, Much More! Make a offer and lets see what we can work out ....Have any questions please contact me. Located in Corning New York.
Year: 2006  Power: Single 600 hp   Location: New York  Contact Number: 6073396931  Asking: $53,900  Details & Photos  

26' Checkmate 260 ZT

2005 Austin Texas 26 Checkmate 260 ZT
Better than new 2005 Checkmate 260 ZT. Mint condition. Upgraded 500 EFI with Bravo I, Gaffrig gauges with red bezels, Imco full hydraulic steering with polished column and new polished three spoke steering wheel, New lightning headers and matching valve covers, 85 hours, new cockpit and cabin carpet, new upholstery, full mooring and cockpit covers. New battery box and new deep cycle battery, Head unit is iPod ready. C-Hawk trailer with new brakes, new brake actuator, 5 new tires, and LED running lights. Turn Key boat. Taken care of with an open check book. Fresh water use only.. Located in Austin Texas.
Year: 2005  Power: Single 547 hp   Location: Texas  Contact Number: 508-207-7040  Asking: $55,000  Details & Photos  

26' Checkmate 242 Convincer Sport

2000 Miamisburg Ohio 26 Checkmate 242 Convincer Sport
2000 Checkmate 242 Convincer Sport. 26, this is a high performance boat in excellent condition. The engine is a Mercruiser 385 HP I - O, Low Hours, Fuel Injection, Batteries Dual w - switch, Exhaust-Silent Choice, Dual trim tabs, Propellar-stainless steel (3-blade), Canvas Boat Cover and Cockpit Cover, Swim step (fiberglass) with fold down ladder. Accomodations include two couch seats with insert, sleeping birth, porti-potti, electric horn, tilt steering, courtesy lights, cabin lights, snap-in cockpit carpet, Sony AM-FM CD Player with remote, Rear Bench w - storage and Padded Sun Deck w - storage. 2000 Sea Hawk Trailer. Located in Miamisburg Ohio.
Year: 2000  Power: Single 385 hp   Location: Ohio  Contact Number: 937-838-6232  Asking: $27,900  Details & Photos  

26' Checkmate ZT260

2004 Alexandria Bay New York 26 Checkmate ZT260
Checkmate zt 260 upgraded DPX 600 HP with Bravo 1 , Graffrig gauges with blue btels,350 hrs,bimini and full cover.duel batterie.1000 watts sound system. C-Hawk trailer.fresh water use only.. Located in Alexandria Bay New York.
Year: 2004  Power: Single 600 hp   Location: New York  Contact Number: 514-995-6638  Asking: $31,000  Details & Photos  

26' Checkmate Convincor 26

2013 Foley Alabama 26 Checkmate Convincor 26
If you loved the 24, 25 and 26 Baja Outlaws, you will flip over this Checkmate 26 Convincor. Doug Smith, the Founder of Baja, purchased Checkmate Powerboats several years ago. The 26 Checkmate Convincor is the ultimate extension on the Baja Outlaws. And best of all it is still a hand built, hand layed hull. As a former Baja Dealer, I had done business with Doug Smith for years, and when I wanted a new Sport Boat, I called Doug...now at Checkmate. Doug agreed to do this color scheme, which is entirely in the gelcoat...even the Checkmate Logo Horse Head is in the Gel...there is no paint on this one of a kind Checkmate. We then had a Custom Engine Cover made, to complete the Cigarette theme. I also spent the money to have a custom aluminum trailer fitted to the boat. A new trailer like this one is about $6,000 to $7,000. It had LED lighting, alloy wheels, a spare, and disc brakes on the front axle. I can personally tell you it pulls straight as an arrow at 80 MPH. The Checkmate with the Custom Gelcoat and color scheme, along with the Custom Interior work, has a list price of $119,000. (the base price of a 2013 Checkmate Convincor with a standard engine is $88,015 sitting in Ohio) Checkmate BoatThis one-off custom includes: Mercruiser 430 HP HO (8.2) Extra Large Dual Ram Trim Tabs Lab Finished Prop ($900) Cockpit Cover and Full Mooring Cover Dual Batteries with switch Shore Power and Charger Custom Steering Wheel and Instruments Upgraded Stereo Cigarette Paint Scheme in the gel ($8,500) Horse Head Logo in the gel ($1000) Custom Engine Cover ($750) Inland Freight Dealer Prep Custom Trailer ($7,000) Checkmate Boat We have recently changed our plans and will be living where we can't use the boat. my loss is your gain. The reserve on this Checkmate is under the manufactures cost price, and I am throwing in the custom trailer. This is a once in a lifetime chance to "steal" the boat of your dreams. Notice: Do not bid on this boat unless you have available cash. A $10,000 non refundable deposit is due 48 hours after the boat is sold, and final payment is due in 7 working days. Special notice: If your feedback is under 10, please call us before you bid on this boat. (941-284-6597) We have been selling on eBay for over 8 years and have flawless feedback...you can buy with complete confidence. Special Notice. This boat is new and untitled. If you live in Alabama, we have to collect sales tax. The warranty went into effect in late November. The 3.1 hours on the boat were put on during dealer prep. The boat shows as new, with the exception of several very small rubs on the rub rail, and one thumb nail size stress mark - scratch just above the rub rail in the port side rear corner. A true perfectionist would not worry about these small blemishes. (As a large boat dealer for many years I can tell you that all boats have small blemishes.) You can reach me at 941-284-6597 with any questions. Checkmate Boat. Located in Foley Alabama.
Year: 2013  Power: Single 430 hp   Location: Alabama  Contact Number: 941-284-6597  Asking: $88,750  Details & Photos  

26' Checkmate Persuader 261

1997 Chicago Illinois 26 Checkmate Persuader 261
For Sale is a 1997 Checkmate Persuader 261 in very good condition with C-Hawk trailer. Many extras including Factory Upgraded 500hp engine (all stock) with Lightning Headers (TRUE 70mph boat), 400 watt stereo (Sony and Kicker), extended trim tabs, drive shower, 2 different stainless props, dual hydrolic steering, dual batteries, 2 covers (one cockpit and one full cover). Boat was always stored on shore station and never left in the water. Boat shines nicely, was just detailed, runs and rides well. IT WILL BE HARD TO FIND a boat in this condition, that performs like this one for similar money. 250 hours on rebuilt engine, 550 on boat.. Located in Chicago Illinois.
Year: 1997  Power: Single 500 hp   Location: Illinois  Contact Number: 773-720-2800  Asking: $25,500  Details & Photos  

26' Checkmate Enforcer 260

1992 Laconia New Hampshire 26 Checkmate Enforcer 260
1992 Checkmate 260 Enforcer, tons of work in the last three years including, new mooring cover, new batteries, new refrigerator, new carpet, new upholstery on the engine hatch, rear seat and side panels, new stereo with 6 speakers, MPS and IPod controller, Motor replaced with a 1998 7.4L Mercury, new shift and throttle cables, new LED cockpit lights, new bimini top. This year full drive service, upper swivel pin repair ($1000 service that all outdrives eventually need), gimbal bearing and bellows, touchup paint on drive, new hydraulic lines on trim tabs. Lot of time invested into boat to make it right. Very reliable, starts right up, sounds good, shifts perfect. Hull shines good, some small scratches dings as expected, but overall this boat is in good condition. Comes with custom double axle trailer that was blasted and re painted 2 years ago and new winch and tounge jack. Fresh water boat, lift kept for the last three years. Everything works as it should Just registered and put in the water. Looking for a bigger boat, would be interested in the right trade. $17,000 obo Call Kevin 781-820-4804 Can be seen on Lake Winnipesaukee.. Located in Laconia New Hampshire.
Year: 1992  Power: Single 330 hp   Location: New Hampshire  Contact Number: 781-820-4804  Asking: $17,000  Details & Photos  

26' Checkmate Convincer 242 sport

1997 Moncks Corner South Carolina 26 Checkmate Convincer 242 sport
bt00092 - Crane Cam Roller Rockers, ECM re-calibrated, Imco power flow polished aluminum manifolds, stainless steel risers, K&M filter, new interior, new bezels around gauges and pop up cleats, custom LED lights (8 in cockpit 3 in cabin), new stereo (2 12"JL auto subs, 4 Boston Acoustic 6X9's, 12 disc pioneer CD changer, pioneer head unit, pioneer dash control, 2 Kenwood 600 watt amps), new Livorsi depth sounder, new polished aluminum trim tab switch and exhaust switch, dual bank charger, 4 batteries, custom powder coated aluminum swim platform, newly painted trailer new lights and jack. $33,500 call Robert 843-200-2446.. Located in Moncks Corner South Carolina.
Year: 1997  Power: Single 450 hp   Location: South Carolina  Contact Number: 843-200-2446  Asking: $33,500  Details & Photos  

26' checkmate 242 convincor

1997 Moncks Corner South Carolina 26 checkmate 242 convincor
boat in great shape, new alluminum trailer in 2006, new stereo in 06, new 540c.i. big block in 08, motor has only 2 hrs runs great, and has never seen salt water. cockpit cover, and all accesories are included, anchor, lines buoys ect.. Located in Moncks Corner South Carolina.
Year: 1997  Power: Single 590 hp   Location: South Carolina  Contact Number: 843-296-4964  Asking: $24,000  Details & Photos  

Show powerboats under:  25  30  35  40  45  50  60  70  feet 
Show powerboats over:  20  30  40  feet  Show All



Douglas Marine Skater















 Copyright © 2001-2015
 Boat Design Net
  Show Powerboats Located In: Alabama | Alaska | Arizona | Arkansas | California | Colorado | Connecticut | Delaware | Florida | Georgia | Idaho | Illinois | Indiana | Iowa | Kansas | Kentucky | Louisiana | Maine | Maryland | Massachusetts | Michigan | Minnesota | Mississippi | Missouri | Montana | Nebraska | Nevada | New Hampshire | New Jersey | New Mexico | New York | North Carolina | Ohio | Oklahoma | Oregon | Pennsylvania | Rhode Island | South Carolina | Tennessee | Texas | Utah | Vermont | Virginia | Washington | West Virginia | Wisconsin | Wyoming  
Site Access Agreement 
Terms of Use  - Privacy