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CheckMate powerboats for sale by owner.
Your search returned 190 matches.


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 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 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 Convincer

1997 Stoney Creek New York 27 Checkmate Convincer
1997 Checkmate Convincer 253 27' I am the second owner and have owned this boat for 11 years it will be sad to let her go but its time for a larger boat do to a larger family. Boat is in good condition and as been well taken care of, comes with a 454 Magnum 385 Hp Bravo 1 drive, Corsa thru hall exhaust with silent choice (sounds amazing !) trim taps, electric engine hatch, Corsa gas cap, drop down bolster seats, 2 new batteries last year, new marine JBL stereo sub speakers and amps, snap in carpet's, sleeps 2 adults in the v berth and 2 children in the mid with fill cushions, porta potty, marine radio, 24 degree dead rise is what makes this boat amazing in the rough water handles anything Lake Ontario can throw at it. Cruises at 38 mph at 3,400 rpm very easy on fuel, tops out at 60 mph 4,800 rpm comes with 2 different props and all manuals. I have also kept a well documented captains log of all maintenance and upgrades over the last 11 years, $6500 spent on a complete engine rebuild less the 100hrs from Aliied marine power Mississauga (have receipts ) The hall design has been so successful with the Convincer Checkmate hasn't changed anything the 2012 looks identical to the 1997 comes with newer cover matching ropes and the trailer is included. Boat has always been kept in heated storage and is available for viewing any time in Stoney Creek.. Located in Stoney Creek New York.
Year: 1997  Power: Single 385 hp   Location: New York  Contact Number: 905 9292066  Asking: $25,000  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 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  


27' Checkmate 275 ZT

2015 BENSALEM Pennsylvania 27 Checkmate 275 ZT
2015 Checkmate 275 ZT, order your new boat today. Call now for discounts off of suggested MSRP ALL TRADES WELCOME, BOATS, CYCLES, CARS, PWC. GREAT FINANCE OPTIONS FOR THE QUALIFIED BUYER The suggested MSRP of the 2015 275 ZT is $94,816.00 with a Mercruiser 8.2 liter 380 HP. "Now available all 2015 Checkmate boats, call now for huge discounts on all leftover boats. COMPARE TO DONZI, FOUNTAIN, BAJA We are your "Checkmate Dealer in New Jersey" Bob Gendelman 215-633-0775 bob@pbsyachtbrokers.com Please contact at 215-633-0775 Contact PBS Yacht Brokers. 1448 Ford Rd Suite B Bensalem, PA 19020 United States Tel 215-633-0775 Fax 215-633-1213 Contact Us. Located in BENSALEM Pennsylvania.
Year: 2015  Power: Single 430 hp   Location: Pennsylvania  Contact Number: 215-633-0775  Asking: $94,816  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 259

1999 Port Jefferson New York 27 CHECKMATE convincor 259
(just detailed today, inside and out- 6 - 2 - 14... ready for water) 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 $19,900 takes all... boat is located in Port Jefferson, will be out in Aquebogue on the peconic in another week or so.. Located in Port Jefferson New York.
Year: 1999  Power: Single 420 hp   Location: New York  Contact Number: 6318852364  Asking: $19,900  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 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 Convincor

2011 Elkton Maryland 27 Checkmate 270 Convincor
THIS SERIES IS THE CLASSIC OFFSHORE PERFORMANCE BOAT TESTED AS A PROVEN WINNER FOR DECADES. OPTIONS: 8.2L MAG, CUSTOM COCKPIT COVER, DINO WHEEL, DEPTH FINDER, SS TRIM INSERT. THE CONVINCOR ALSO HAS A COMFORTABLE CUDDY CABIN WITH FACING BENCHES AND A V-BERTH. 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 CONDITIONS. FREE HIGH AND DRY TILL 4 - 15 - 12 $1,000 REFERAL FEE !!! TELL YOUR FRIENDS & MAKE $$$ !!!. Located in Elkton Maryland.
Year: 2011  Power: Single   Location: Maryland  Contact Number: 410-620-3060  Asking: $79,300  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  


26' Checkmate Convincor 242

1997 Zanesville Ohio 26 Checkmate Convincor 242
1997 checkmate convincor. Boat has only had two owners. Super clean, garage kept, and never left in water. Over $2,000 worth of marine stereo system equipment. New batteries. Appx 480 hours. 454 mercruiser. Thru haul exhaust, silent package, trim tabs, depth finder. Matching checkmate trailer with new tires. Please call for more details. Located in Zanesville Ohio.
Year: 1997  Power: Single   Location: Ohio  Contact Number: 740-319-6206  Asking: $23,500  Details & Photos  


26' Checkmate convicor

2001 Metropolis Illinois 26 Checkmate convicor
Anniversary edition 26 ft 135 hours 6.2 mercruiser. Located in Metropolis Illinois.
Year: 2001  Power: Single   Location: Illinois  Contact Number: 2708536517  Asking: $18,850  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 Persuader

1999 Chapin South Carolina 26 Checkmate Persuader
Great deal for a performance boat with a great stereo system. The motor is very clean with less than 275 hours.. Located in Chapin South Carolina.
Year: 1999  Power: Single 320 hp   Location: South Carolina  Contact Number: 803-348-3061  Asking: $17,000  Details & Photos  


26' CHECKMATE 260 CONVINCOR

2014 Jeffersonville Indiana 26 CHECKMATE 260 CONVINCOR
SOLD OFF TO OSAKA, JAPAN!! THIS IS THE ONLY 2014 260 AVAILABLE IN THE COUNTRY.. NOW IN-STOCK!! SHE IS POWERED WITH THE MERCURY 8.2 MAG HO, 430HP, CLOSED COOLED SYSTEM, MERC. X-DRIVE, THRU-TRANSOM EXHAUST, ANGLE CUT TIPS, LENCO TRIM TABS(12X12) WITH INDICATORS, DUAL BATTERY WITH SWITCH, DINO STEERING WHEEL, COLOR KEYED LIVORSI GAUGES, INSTRUMENT AND CLEAT BEZELS, MERC. SMARTCRAFT DIGITAL GAUGE, GPS SPEEDOMETER, WHITE WINDSHIELD, S - S RUB RAIL, DEPTH FINDER, COCKPIT COVER(black), FIBERGLASS SWIM PLATFORM WITH LADDER, COCKPIT CARPET, CLARION STEREO WITH 6 SPEAKERS, AMP,USB PLUG IN, HELM DASH AND TRANSOM MOUNTED STEREO REMOTE, CUSTOM GRAPHICS, ALL GRAPHICS AND STRIPES ARE IN THE GEL COAT OF THE BOAT, NOT A DECAL or a STICKER. CHECKMATES ARE BUILT BY THE MAN WHO STARTED BAJA ALONG WITH MANY OF THE SAME CRAFTSMAN FROM BAJA ARE NOW AT CHECKMATE AND NOW OWNED BY HUSTLER POWERBOATS!!!---- HERITAGE CUSTOM TRAILER(black) WITH ALUM.WHEELS, DISC BRAKES, LED LIGHTS,SPARE TIRE W - MOUNT,SWING HITCH, ALUM. ON FENDERS AND CUSTOM GRAPHICS...FINANCING AVAILABLE & TRADES WELCOME... CAN ALSO BUILD A CUSTOM CHECKMATE FOR YOU!! CALL SCOTT SANDEFUR 502-333-8858. Located in Jeffersonville Indiana.
Year: 2014  Power: Single 430 hp   Location: Indiana  Contact Number: 502-333-8858  Asking: $89,900  Details & Photos  


26' checkmate 242 convincor

1998 Mchenry Illinois 26 checkmate 242 convincor
1998 242 sport with custom swim platform boat is 26' 2". I am 2nd owner never kept in water or outside.White with checkerboard graphics in black and red.454 mag 385 hp runs about 65-68. Gel is in almost perfect condition no rips or tears on interior. Drop out bolsters,ss prop,cd player,drive shower,full cover,porta potti(never used) carpet like new,boat is in fantastic condition looks like new. Can talk to my mechanic who does all work on winterization and summer start up.. Located in Mchenry Illinois.
Year: 1998  Power: Single 385 hp   Location: Illinois  Contact Number: 847 875 0571  Asking: $26,000  Details & Photos  


26' Checkmate 260 Convincor

2015 Bensalem Pennsylvania 26 Checkmate 260 Convincor
2015 260 Convincer order your boat now Checkmates new 260 Convincer is a true performance boat, with her full 26 length without the swim platform and her 24 degree dead rise hull, She is the perfect choice for offshore boating. The suggested MSRP on this boat with a 8.2 liter 380 HP is $88,717.00 Call us now for huge discounts off the suggested MSRP of this boat. Bob Gendelman 215-633-0775 bob@pbsyachtbrokers.com Please contact Bob Gendelman at 215-633-0775 Contact PBS Yacht Brokers. 1448 Ford Rd Suite B Bensalem, PA 19020 United States Tel 215-633-0775 Fax 215-633-1213 Contact Us. Located in Bensalem Pennsylvania.
Year: 2015  Power: Single 380 hp   Location: Pennsylvania  Contact Number: 215-633-0775  Asking: $88,717  Details & Photos  


26' Checkmate 260 Convincor

2002 Cincinnati Area Ohio 26 Checkmate 260 Convincor
One owner, showroom condition, always garage kept and well waxed, silent choice exhause, trim tabs, bolster seats, matching tandem axle C-Hawk Trailer. Freshwater only. Offshore package - eye catcher, snap in carpet.. Located in Cincinnati Area Ohio.
Year: 2002  Power: Single 385 hp   Location: Ohio  Contact Number: 513-253-8167  Asking: $42,000  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: $29,900  Details & Photos  


26' Checkmate Persuader

1996 Mt Vernon Indiana 26 Checkmate Persuader
Brand New 502 (Carb) 415hp with warranty, Cuddy, 60 mph on GPS, Full Cover, Custom Snap Cockpit Cover, Drop Down Bolsters, 333 Hours on the boat and 2 hours on motor, Trim Tabs, Dual Battery, Dual Amps w - Subs, Drive Shower. Located in Mt Vernon Indiana.
Year: 1996  Power: Single 415 hp   Location: Indiana  Contact Number: 812-643-0209  Asking: $22,500  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

1995 Omaha Nebraska 26 Checkmate Persuader
www.usold.com/boats/4314. Located in Omaha Nebraska.
Year: 1995  Power: Single 400 hp   Location: Nebraska  Contact Number: 402-670-5296  Asking: $29,500  Details & Photos  







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