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Checkmate powerboats for sale by owner.
Your search returned 198 matches.


22' Checkmate Maxxum 229

1989 Bristol Rhode Island 22 Checkmate Maxxum 229
Excellent condition, like new, completely redone in 2012, new interior including carpet, underwater transom lights, paint, gauges, engine rebuilt, cost $11,000, through hull dry exhaust from stainless marine, two gel batteries, stored in heated garage when not in use, will consider offers.. Located in Bristol Rhode Island.
Year: 1989  Power: Single 450 hp   Location: Rhode Island  Contact Number: 4016334289  Asking: $20,000  Details & Photos » 


24' Checkmate Enforcer

1989 Kent Ohio 24 Checkmate Enforcer
Red White Black 89 Checkmate Enforcer Boat. 454 Magnum Bravo 1 Outdrive, Stern Jack. Never left in water and has been garage stored. Cuddy Cabin, Pull out head. AM - FM CD Player, Depth Finder, Eagle Trailer. This is Clean and FAST. Serious inquiries only.. Located in Kent Ohio.
Year: 1989  Power: Single 365 hp   Location: Ohio  Contact Number: 330-813-0043  Asking: $18,000  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 » 


25' checkmate convincer

1989 Miller Place New York 25 checkmate convincer
Checkmates have always had a great reputation in the high performance boat world and this 25 footer is no exception. She has a nice compact cabin with a forward V-Berth - seating area, refrigerator, sink and porta-potti. Her cockpit has the expected stand-up wrap-around style helm positions and a nice stern seat and full-width stern sunpad. She is powered by a 1999 Mercruiser 350 MAG MPI 300 HP fresh-water cooled engine with a Bravo 1 drive and only 200 hours on the engine and drive. She is equipped with trim tabs, Captain's Call and a SS prop. Lots of new parts are included in the package: New power steering rack New steering cable New helm and steering wheel New high performance Mercury racing power steering pump Electric hatch piston New 5 blade stainless propeller. Boat is located in Center Moriches, New York and is currently in the water. Boat is turn Key. Engine runs great. 50 mph top end, and cruise all day at 35 and only burn 14 gph. Does not include trailer. Cabin deck hatch has a broken hinge. Hull is faded but can be brought back to shine with compound and wax. NO BOTTOM PAINT. Hull bottom is black gelcoat. All seats are in great condition. Cabin is a little dated but in good condition. It also comes with a full boat cover. Boat is also for sale locally. Jon Acosta 516 527 8020. Located in Miller Place New York.
Year: 1989  Power: Single 300 hp   Location: New York  Contact Number: 516 527 8020  Asking: $9,500  Details & Photos » 






25' Checkmate Convincor '25

1988 Uniontown Ohio 25 Checkmate Convincor '25
1998 Checkmate Convincor 25 Location: Uniontown, Ohio Zip Code: 44685 Hull Hours: 200 Sale Price: $36,900 -------------------------------------------------------------------------------- Length Overall (LOA) 25'3" Beam (width): 8'3" Fuel Capacity: 60 Hull Material Fiberglass / Composite Dry Weight 4000 -------------------------------------------------------------------------------- Engine Make: MerCruiser Engine Configuration: Inboard / Outboard Engine Horsepower: 500 Engine Hours: 200 Engine: Single Cruising Speed: 45 Max Speed: 80 Fuel Type: Gas •1998 Checkmate Convincor 25' •1998 MerCruiser 500hp High Performance Series •1998 Performance Series Tandem Axle Trailer (painted to match) with Brakes •Cigarette Lighter •Firewatch System (Halon) •Dual Batteries with Switch •Depth Finder •4" Corsa "Silent Choice" Thru Hull Exhaust with Electric Select •Kiekhaefer Dual Lever Controls •Dash Bezels •Ski Eye •Dual Ram Trim Tabs •Trim Tab Indicator •Custom Cockpit Cover •Custom Mooring Cover •Optional 4 Color Hull Graphics •Optional Deck Graphics •Stainless Steel Prop •Bow Lights •Swim Platform •Stored Indoors •Only used in FRESH WATER! •Never left in water overnight •200 Hours. Located in Uniontown Ohio.
Year: 1988  Power: Single 500 hp   Location: Ohio  Contact Number: 330-699-5498  Asking: $36,900  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 » 


21' checkmate starflight

1988 cape coral Florida 21 checkmate starflight
1988 21' "vintage" Checkmate starflight with 225 mercury. I believe that this was the first model to introduce the "step" in the hull design. This boat has only been in fresh water since new. The hard work has been done, with new interior & paint. The boat could still use some minor TLC to make it a 10. Boat has power tilt, the radio needs to be replaced or repaired. Trailer is a galvanized single axle trailer. I will put a set of tires on the trailer prior to a sale due to them being dryed out and cracking. Water pump had been replaced and compression checked prior to it being put away. Teleflex hydrolic steering in great shape which had also been serviced. Please only serious people need to respond. No delivery available this must be picked up. Located in cape coral Florida.
Year: 1988  Power: Single 225 hp   Location: Florida  Contact Number: 239 573 5299  Asking: $9,500  Details & Photos » 


25' Checkmate 251 Convincor

1988 Traverse City Michigan 25 Checkmate 251 Convincor
1988 Checkmate 251 Convincor in amazing shape. Gel coat shines like new and has been very well taken care of. Interior is in ok shape, the rear sun pad and bench could be re-upholstered. Engine is dialed in with a few after market goodies, a very very strong runner with good compression in all cylinders. Check this thing out for yourself, you will not be disapointed. Many more pictures upon request. Open to offers.. Located in Traverse City Michigan.
Year: 1988  Power: Single 450 hp   Location: Michigan  Contact Number: 2316201055  Asking: $13,200  Details & Photos » 


13' Checkmate Playmate

1988 Mound Minnesota 13 Checkmate Playmate
Priced Reduced I have no time to finish up this 1988 Checkmate 13' Playmate project, this boat is a complete ground up restoration and has new fiberglass, paint, interior, controls and gauges along with Jack plate, stainless outboard connections and Sea Star hydraulic steering. Comes with trailer and just needs power added for a really fast, fun little playmate! Click on the below website to see the complete checkmate restoration... checkmate-boats.com - forums - showthread.phpt16725. Located in Mound Minnesota.
Year: 1988  Power: Single   Location: Minnesota  Contact Number: 855-472-1273  Asking: $2,800  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 303

1988 Richmond Virginia 30 Checkmate 303
For sale is a 1988 30' checkmate. The boat has custom paint. The interior is in great condition. The motors are 454 - 330 with emi exhuast, intakes, and carbs. Biat has a 6000 btu airconditionar for staying over night. Located in Richmond Virginia.
Year: 1988  Power: Twin 330 hp (each)   Location: Virginia  Contact Number: 804-221-4052  Asking: $21,000  Details & Photos » 


30' Checkmate 30 Convincor

1988 Port Clinton Ohio 30 Checkmate 30 Convincor
Nice 1988 Checkmate 30ft Convincor. All original. Twin 454's. Hull is clean and still has a good shine to it. Interior is original and in good condition. No rips or tears. Boat is in good running condition. Call Shawn at 419-734-2754 or email at shawn.rutkowski@powersports360.com. trailer is not included in price, but can be purchased for an additional $3000.. Located in Port Clinton Ohio.
Year: 1988  Power: Twin 330 hp (each)   Location: Ohio  Contact Number: 4197342754  Asking: $13,999  Details & Photos » 


21' checkmate starflight

1988 Cape Coral Florida 21 checkmate starflight
1988 vintage checkmate 21' starflight with 1998 225 HP Mercury engine with power tilt. This boat has never been in salt water since I have owned which is the past 20 years. Last time boat was run was about 1 year ago.I would recommend having carbs cleaned out since sitting so long. At that time new water pump was put in motor was completely checked out. Boat is in great shape and needs only some TLC. Interior and hull are in great shape, galvanized single axle trailer with new tires, jack stand. Area under front deck is carpeted above and below in black and white with lighting. This was the first checkmate hull design to use the step in the hull design for a stable boat ride at higher speeds. Boat was originally listed for $9500 and just reduced due to hard times. Has to be picked up will not deliver and price is firm, so please do not ask.. Located in Cape Coral Florida.
Year: 1988  Power: Single 225 hp   Location: Florida  Contact Number: 2395735299  Asking: $7,500  Details & Photos » 


17' checkmate checkmate

1988 buffalo New York 17 checkmate checkmate
new v6 4.3 merc. motor 200hp alpha drive new cover,new clear coat boat is in ex.cond. starts runs great does 55 on gps. Located in buffalo New York.
Year: 1988  Power: Single 200 hp   Location: New York  Contact Number:   Asking: $6,000  Details & Photos » 


22' Checkmate Vision

1988 Arnprior  22 Checkmate Vision
22ft checkmate vision; Excellent condition; 454-330hp Merc; Bravo I; Offshore Hull; comes with 1989 ez-loader trailer with brakes. Located in Arnprior .
Year: 1988  Power: Single 330 hp   Location:   Contact Number: 613-299-6262  Asking: $13,500  Details & Photos » 


24' Checkmate Enforcer gtx

1988 Fairview Pennsylvania 24 Checkmate Enforcer gtx
1988 checkmate enforcer gtx 24 foot with a 454 with 400 hp alpha one outdrive all new vinyl new carpet freshly rebuilt motor comes with a trailer with fresh paint and new led lighting has marine radio and speakers. Located in Fairview Pennsylvania.
Year: 1988  Power: Single 400 hp   Location: Pennsylvania  Contact Number: 8144905997  Asking: $18,900  Details & Photos » 


21' checkmate enchater

1988 mattituck New York 21 checkmate enchater
restoration almost complete, chevy ZZ4 crate ,stainless valves,stainless roller rockers, Livorsi gages , Imco exhaust, new wiring, MSD, all stainless braided hoses and true an fittings, BB lower unit . too much to list . sitting on a 2005 dual axel trailer..my loss your gain...the exhaust alone was $3300.00 everything is new or rebuilt to new painted and or powder coated and everything is polished....pictures are from last year the boat just needs little wiring on engine and new lower unit hung and some hose routing ....call me need gone asap... Located in mattituck New York.
Year: 1988  Power: Single 465 hp   Location: New York  Contact Number: 516-381-9305  Asking: $10,000  Details & Photos » 


25' checkmate convincor

1987 woburn Massachusetts 25 checkmate convincor
super clean 454 mag newer bravo 1 fresh water boat tandem galvy easy loader trailer boat is turn key just tuned and polished ready for water 2 new covers call for more info. Located in woburn Massachusetts.
Year: 1987  Power: Single 385 hp   Location: Massachusetts  Contact Number: 781-325-3184  Asking: $12,000  Details & Photos » 


24' CHECKMATE ENFORCER

1987 columbiana Ohio 24 CHECKMATE ENFORCER
NEED - FOR - SPEED ___ "DOUBLE TROUBLE" 74 GPS mph LAKE-RIVER ROCKET "RARE CHECKMATE BUILD" DROP OUT BOLSTER SEATS STEP FLOOR...THIS BOATS NOT FOR BEGINNERS... UPGRADED DASH GAFFRIG, GUAGES, TACHS--WATER PRESSURES --FUEL--SPEEDO AND PYROMETER GUAGES---- REMOTE WHEEL TRIM BUTTONS W - KILL SWITCH...all good 18" HYDRAULIC K-PLANES SEA STAR HYDRAULIC STEERING LOW WATER BOBS NOSECONES W - DUAL FEEDS ELECTRIC FUEL PUMP COUNTER 25 CUSTOM CLEAVERS GILL BRACKETS 13" SETBACK OPENED MIDSBOAT ROARS WITH ALL TWELVE IN SINC AT 5600 RPM SHORELINE TRAILER W-BEARING BUDS AND NEW GOODYEARS AT'S ON ALLOY'S...TWIN 1990 225 YAMAHA ELTDA'S W.150 LIGHT WEIGHT HOODS 450 hp.boat plate RATED AT 300 HP.NO HULL ROT...CARBED - NON INJECTED TWO STROKES . J.F.K @ 234-567-1559 Location: N.E.OHIO. Located in columbiana Ohio.
Year: 1987  Power: Twin 225 hp (each)   Location: Ohio  Contact Number: 234-567-1559  Asking: $12,500  Details & Photos » 


19' checkmate

the boat is maroon and white has a merc 350. interior is all new with bench seat in back also new carb,gimbal bearing,stering arm and waterpump.runs great mint inside out side faded.comes with trailer can diliver from ny to fl for a fee.. Located in carmel, New York.
Year: 1987  Power: Single 260 hp   Location: New York  Contact Number: 8456742790  Asking: $5,000  Details & Photos » 


21' checkmate starliner

1986 Golden Valley Minnesota 21 checkmate starliner
PRICE LOWERED Trailer included in price This boat really moves. The boat is a 1986 Starliner Checkmate 21 foot 8 inches in like new condition. Checkmate are hand made by the family owned company with racing in mind, so no boat is exactly the same and has a very good reputation in the racing community. (This boat is now classified as a classic by Hagerty.) They did not make very many of these that year so that helps hold it's value. Color is blue metallic. It has an open bow with side benches with storage and back bench with storage. Seats 8 and the seats are like new. Also has a new Kenwood stereo system. Boat includes hydraulics, up down and tilts, depth finder, bilge. The 200 HP Mercury engine, is I think, a 1998. But it was bought brand new in the crate at seasons end in 2002 or later. Boat racer Randy Pearson was hired to bore the motor to 235 hp, install boyse reeds, new bearings, and a tuned exhaust installed all before the engine was in the water. This engine is like new with only has 40 to 45 hours on it. (So this is a great deal) It has a 4 blade stainless steel prop, The boat, and motor have been stored indoors and winterized each year and on a boat lift during the season we used it. There is a snap cover for the hull, and canvas cover for the whole boat. The reason for selling is the boat is too big for the lake. The boat was part of the package when we bought the cabin and we prefer a pontoon. Questions call 763-439-4992 Price is now $10,000.00 NOT $11,500.00 This price includes the trailer.. Located in Golden Valley Minnesota.
Year: 1986  Power: Single 200 hp   Location: Minnesota  Contact Number: 763-439-4992  Asking: $10,000  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 » 


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 » 


20' Checkmate Enchanter

1985 Tampa Florida 20 Checkmate Enchanter
Completely restored '82 20 foot Checkmate Enchanter. Equipped with a 1999 Yamaha Saltwater Series 115 HP outboard engine. This beauty is in great shape and in PERFECT running condition. Custom white/ blue paint job. You wont see another Checkmate like it. It also has newly upholstered seats, tinted windows, and a CD head unit w/ weather protector. Must see to believe! These boats have a tremendous hull. If you look at the brand new '09 Checkmate 20 footers you will see that the hull design has remained nearly identical for over 30 years. This boat is ready to go. All you have to do is put it in the water and enjoy the summer! Email me for additional pictures or to setup a view time.. Located in Tampa Florida.
Year: 1985  Power: Single 115 hp   Location: Florida  Contact Number: 8133512237  Asking: $5,000  Details & Photos » 






25' Checkmate Convincor 25 Outboard

1985 Inver Grove Heights Minnesota 25 Checkmate Convincor 25 Outboard
Rare Convincor outboard version in excellent all original condition. Hull and Trailer only $7995.00 Several power options available. Currently rigged with Twin Mercury Bridgeport 2.4 Offshore EFI counter rotated outboards. Will sell with or without motors or with choice of single Mercury 3.0 liter 225 fresh rebuild or a single Yamaha 225. Sea Hawk tandem trailer, Full travel cover, cockpit cover, bimini top, onboard charger, compass, stereo, K-planes, full instrumentation, Hydraulic steering plus lots more. Call for more info or email for photos. Located in Inver Grove Heights Minnesota.
Year: 1985  Power: Twin 245 hp (each)   Location: Minnesota  Contact Number: 651 214 7712  Asking: $7,995  Details & Photos » 







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