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CHECKMATE powerboats for sale by owner.
Your search returned 175 matches.


23' checkmate enforcer

1985 williamson New York 23 checkmate enforcer
Up for sale is my 23 foot Checkmate Enforcer I used this boat every weekend last summer without any problems, Runs and drives excellent. LOTS OF FUN!! I am upgrading to a larger boat now. The interior has been completely redone with new pressure treated wood,foam and marine grade vinyl upholstery, all new trim, dash, gauges and steering wheel. Also marine speakers and cd player with usb - aux input along with Pandora radio and satellite capabilities. The engine is a 350 chevy mercruiser with thru hull exhaust that sounds phenomenal and runs flawlessly. It has dual batteries that are only a few months old along with a list of other new parts and upgrades. Boat also comes with full cover and trailer with aluminum wheels, new lights and brakes. this is your chance to own a fun, fast, sporty boat that is still affordable when you pull up to the gas pump. please call for more information. It is a turn key boat ready to hit the water (585) 217-7075 asking $8500 obo will consider trades. Located in williamson New York.
Year: 1985  Power: Single 300 hp   Location: New York  Contact Number: 585 217 7075  Asking: $8,500  Details & Photos  


25' Checkmate 251 GTX Convincor

1989 Queens New York 25 Checkmate 251 GTX Convincor
1989 251 Convincor GTX. Ready to go. All maintenance done and fluids replaced. Excellent shape for an original boat with low hours. Adult driven. Never kept in the water 24 degree hull-Hand laid construction-Great handling when the waves get lively. Have original build sheet from Checkmate. Engine flushed every time with Salt Away. Rebuilt 454 magnum(445casting 4 bolt main) 54 hrs. Approx 375 HP Upgraded rebuilt heads(781 casting Large oval port heads) Never ran in salt water (0hours). All new Felpro gaskets with ARP head bolts,New Mercruiser engine coupler,New bell housing,New divorced choke coil,Upgraded Revolution Marine Exhaust,New trim - tilt pump assembly,Replaced hydraulic steering actuator,New thermostat. Installed New Bravo Seacore MagnumTransom Assembly 2,500 (0 hours), New rule 2000 bilge pump (160.00). Bravo one outdrive with drive shower (shower 200.00),3blade S - S prop. New adjustable motor mounts installed. 300.00,New bravo raw water impeller and housing 80.00 Circulating pump replaced, Alternator replaced,Distributor, replaced. All hardware on manifold and exhaust changed.New cockpit cover 900.00 New full cover 500.00 (Waterproofed covers 100.00), AM - FM CD with remote controller, Marine CB, Refrigerator, 2batteries with battery switch, Anchor with line and fenders, All safety equipment, Fiberglass swim platform, Polished stainless steel rub rail, Polished stainless steel trim rails, V birth lounge& dual side bench, Bolster seats in front, Rear sun pad. Great boat that was originally custom ordered. Checkmate is known in the industry for great quality and craftsmanship. Boat comes with 1989 EZ loader trailer. Trailer in good shape. Replaced trailer rollers,all bearings &races, and replaced one tire. (60 miles since doing wheels ). Located in Queens New York.
Year: 1989  Power: Single 375 hp   Location: New York  Contact Number: 347-268-4609  Asking: $14,500  Details & Photos  


20' Checkmate Senator

1988 wayland Michigan 20 Checkmate Senator
This is a completely restored and absolutely gorgeous boat. It was restored in 2013 and all done by professionals. The paint was done by T&D Design,the motor by Pole Barn Engines. The specifics of the motor is .60 over with a.426 lift cam gil headers edelbrock intake. The trim has new cylinders and cylenoids. It comes with two stainless props and some life jackets and anchor. I get compliments everywhere I go with it.. Located in wayland Michigan.
Year: 1988  Power: Single 365 hp   Location: Michigan  Contact Number: 231-384-2384  Asking: $8,000  Details & Photos  


30' checkmate custom 3o obx

custom by merc racing 30 obx twin 2.5 this was the prototype best of everything custom windscreen dual Latham lab props mint condition replacement is 200k. Located in oceanside New York.
Year: 2010  Power: Twin 285 hp (each)   Location: New York  Contact Number: 516 6333476  Asking: $60,000  Details & Photos  






21' Checkmate Pulsare 2100 hard deck

2005 Laingsburg Michigan 21 Checkmate Pulsare 2100 hard deck
legitimate 75mph boat with 12 inch setback and jack lift. Feighner cantilever lift with 24 foot canopy also available.. Located in Laingsburg Michigan.
Year: 2005  Power: Single 225 hp   Location: Michigan  Contact Number: 517 719-8609  Asking: $18,000  Details & Photos  


24' Checkmate Convincer

1999 Cincinnati Ohio 24 Checkmate Convincer
Excellent condition Clean shiny 454 Magnum silent choice runs great. Located in Cincinnati Ohio.
Year: 1999  Power: Single 385 hp   Location: Ohio  Contact Number: 5138762327  Asking: $22,000  Details & Photos  


25' Checkmate Convincor 253

1996 Cincinnati Ohio 25 Checkmate Convincor 253
Checkmate 253 Convincor Fresh Rebuild. Gen 6, 454, 385 HP EFI. New Bravo Outdrive and Transom Plate. Silent Choice. Stainless Marine Manifolds. Almost all New Upholstery. Very Clean. No dock rash in gelcoat. Blueprinted Bottom. Trailer Rust-Proofed inside. Bimini Top. Mooring - Trailer Cover. Bikini Camper. Flo-Scan Fuel Monitor. I am in the Marine Business. This is my shop toy.very, very well maintained!. Located in Cincinnati Ohio.
Year: 1996  Power: Single 385 hp   Location: Ohio  Contact Number: 513-315-5004  Asking: $21,995  Details & Photos  


24' Checkmate 24ztBR

2004 Webster New York 24 Checkmate 24ztBR
This is a RARE 2004 Checkmate open Bow With a 496 H.O. Mercrusier Motor. Silent Choice Exhuast. This Boat can fit 8 people and will run in the Mid 70s with 4 people. Comes with a trailer and a brand new snap on cover. I need to sell this boat ASAP. It is ready to go!!! You get the best of both worlds with this boat you can go fast and - or fit 8-10 people.. Located in Webster New York.
Year: 2004  Power: Single 425 hp   Location: New York  Contact Number: 585-749-9477  Asking: $33,995  Details & Photos  


25' checkmate 253convincor

 levittown Pennsylvania 25 checkmate 253convincor
253 checkmate in excellent condition. 2nd owner boat. porta potty refrigerater stove sink.silent choice exhaust. custom cockpit cover. and mooring cover, ss mirage 23p prop. boat is 1994 trailer is 2005 c-hawk.. Located in levittown Pennsylvania.
Year:   Power: Single 400 hp   Location: Pennsylvania  Contact Number: 2155841867  Asking: $23,000  Details & Photos  


25' Checkmate convincer 253

1998 Kingston  25 Checkmate convincer 253
1998 Checkmate Convincer 253 27'. 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 has 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, sleeps 2 adults in the v berth and 2 children in the mid with fill cushions, porta potty, garmin GPS , 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 3different tops. I have also kept a well documented log of all maintenance and upgrades over the years, complete engine rebuild and new ignition system less the 25 hrs (have receipts ) under warranty till July 2014. Interior redone last winter. The hall design has been so successful with the Convincer Checkmate hasn't changed anything the 2012 looks identical to the 1998 comes with matching ropes and bumpers and the trailer is included. 2011 survey Boat has always been kept in indoor storage and is available for viewing any time in Kingston on Canada. Located in Kingston .
Year: 1998  Power: Single 385 hp   Location:   Contact Number: 613 770 2522  Asking: $19,900  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  


28' Checkmate ZT280

 Grove Oklahoma 28 Checkmate ZT280
Pristine 1997 Checkmate ZT280, 420TT Hours, Top rebuilt at 300 Hours. 454 Mercruiser 650HP, Weiand Supercharger, 750 Custom Holley Carb. Custom Trailer. Full canvas and matching fenders. Call Jeff at 918-639-6625. Located in Grove Oklahoma.
Year:   Power: Single 650 hp   Location: Oklahoma  Contact Number: 918-639-6625  Asking: $28,500  Details & Photos  


17' checkmate trimate 4

the boat is old school blue metal flake and looks great for the year...trailer is in good shape...freshwater boat from Illinois...engine needs work...bad cylinder..outdrive is much newer..no issues..interior is good with no rips or tears...located in Clearwater fl...call larry @ 207 289 4860 for more details. Located in clearwater Florida.
Year: 1977  Power: Single 140 hp   Location: Florida  Contact Number:   Asking: $2,000  Details & Photos  


25' Checkmate Convincor

2000 Clio Michigan 25 Checkmate Convincor
2000 Checkmate Convincor Boat For Sale by Owner in Clio Michigan 502 Mag, Bravo one, thru hull, 4 blade stainless, bolsters, dual ram trim tabs, etc. This boat is immaculate! This boat has been meticulously maintained by both myself and the previous owner who was the original owner. I've had the boat for 3 years and only selling because I'm buying a bigger boat. The boat runs a solid 65 on gps full of fuel loaded and 70 running light in chop. I don't have to sell so please no low ball offers, trades or brokers. Thank you!. Located in Clio Michigan.
Year: 2000  Power: Single   Location: Michigan  Contact Number: (810) 730-7640  Asking: $29,900  Details & Photos  


21' Checkmate starflite

1988 Wantagh New York 21 Checkmate starflite
1988 21' checkmate starflite with 1988 225 h.p. yamaha excell outboard motor. Boat runs great, looks great, comes with chariot tandem trailer with new crank and wheel stand. Rare color combination. new sony stereo with c.d. and removable face. Has been in fresh water since new. Only in salt this past year and flushed out after each time it's used. Full cover and cockpit cover.. Located in Wantagh New York.
Year: 1988  Power: Single 225 hp   Location: New York  Contact Number: 516-946-5793  Asking: $9,000  Details & Photos  


20' Checkmate Enchanter

1984 Naples Florida 20 Checkmate Enchanter
Here is a fast sleek classic, it's a 84 enchanter, has new interior, jack plate, c player with amp, 4 blade stainless prop, gauges temp, tack, speed, water pressure, trim, and fuel. Motor is a 2001 and rebuilt in 2012 I have paperwork, only getting rid of because wife says it's too fast! Boat will run 73mph with a full tank of gas and 5 guys! Boat is originally from Ohio it's been in salt water only a handful of times. Call or text for more info 2392077966. Trades interested in Center console, paramount, Mako, bay, flats, etc, whatcha got!. Located in Naples Florida.
Year: 1984  Power: Single 225 hp   Location: Florida  Contact Number: 2392977966  Asking: $9,000  Details & Photos  


21' Checkmate Starflite

1986 Merrick NY New York 21 Checkmate Starflite
Checkmate Starflite great shape solid hull still shines. Hull is stepped I have a xp2.6 Evinrude with low use after rebuild 3 years ago. Motor runs strong starts every time. Lake run boat. 6 inch set back all gauges work turn key. If I were to keep the boat I would just update interior I had foam replaced last year. Rear seat has some weak wood but still solid as it is original. Does 65 and can do more but very conservative with prop.. Located in Merrick NY New York.
Year: 1986  Power: Single 235 hp   Location: New York  Contact Number: 516 322 6590  Asking: $4,500  Details & Photos  


25' checkmate 259 convincor

2000 green bay Wisconsin 25 checkmate 259 convincor
i have a 2000 checkmate 259 convincor. great fresh water boat. 454 mag efi, bravo one drive. 355 hours. gimbal bearing inspected and alignment of drive verified in june. 6 speaker alpine stereo. two waterproof floating remotes, one stationary remote by driver seat. two amps, 0 gauge wire and distribution block. brand new marine snap in carpeting. very clean inside and out. 23 pitch mirage plus three blade prop. 64 mph on gps.. Located in green bay Wisconsin.
Year: 2000  Power: Single 385 hp   Location: Wisconsin  Contact Number: 9206190892  Asking: $28,000  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  


28' CHECKMATE 283

1994 LONDON Ohio 28 CHECKMATE 283
TWIN 525SC'S, BRAVO 1, 1.36 RATIO, STELLING EXTENSION BOXES, MERC 5 BLADE 24P PROPS, HYDRO STEERING,NOSE CONES, NEWER GAUGES, NEWER CONTROLS, NO RIPS,NICKS ETC, FULL BOAT COVER,TINTED WINDOWS, SLEEPS 4, PERFORMANCE TRAILER WITH NEW DISK BRAKES, BEARINGS AND TIRES...JUST GOT BACK FROM LAKE CUMBERLAND POKER RUN - BOAT IS TURN KEY READY TO ROCK!. Located in LONDON Ohio.
Year: 1994  Power: Twin 500 hp (each)   Location: Ohio  Contact Number: 6142707460  Asking: $35,900  Details & Photos  


24' Checkmate ZT240

2002 Rockford Michigan 24 Checkmate ZT240
Clean ZT240, 496 mag. Trim tabs, drive shower, upgraded stereo, tandem axle trailer, silent choice exhaust, depth finder, dual battery switch. Located in Rockford Michigan.
Year: 2002  Power: Single   Location: Michigan  Contact Number: 6164435289  Asking: $26,000  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  


25' Checkmate SFX250

2014 Port Clinton Ohio 25 Checkmate SFX250
Brand new 2014 Checkmate 25ft Sport Fish. Powered by 300HP Merc. Very sharp looking boat. In gel graphics. Great layout for fishing and pleasure boating both. Call Shawn at 419-734-2754 or email at shawn.rutkowski@powersports360.com. Located in Port Clinton Ohio.
Year: 2014  Power: Single 300 hp   Location: Ohio  Contact Number: 4197342754  Asking: $74,999  Details & Photos  


25' Checkmate Convincor

1989 New Ipswich New Hampshire 25 Checkmate Convincor
In Excellent condition with fresh water raw pump. Located in New Ipswich New Hampshire.
Year: 1989  Power: Single 454 hp   Location: New Hampshire  Contact Number: 603-391-4387  Asking: $10,000  Details & Photos  






24' CHECKMATE 251 CONVINCOR

1992 wyoming Michigan 24 CHECKMATE 251 CONVINCOR
1992 CHECKMATE PROJECT THE BOAT NEEDS COCKPIT INTERIOR AND TO BE PAINTED OR WRAPED AND A LOWER UNIT THE MOTOR RUNS GOOD ITS A 454 WITH 180 HOURS BOAT ALSO COMES WITH THE OLD SEATS AND DECK LID THAT NEED TO BE RECOVRED THERE JUST NOT IN THE PICS ALSO HAVE LOWER UNIT THAT NEEDS REPAIRED THAT WILL GO WITH IT AND ALUM TRAILER.. Located in wyoming Michigan.
Year: 1992  Power: Single   Location: Michigan  Contact Number: 616-813-1861  Asking: $6,500  Details & Photos  







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