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Checkmate powerboats for sale by owner.
Your search returned 189 matches.


21' Checkmate Enchanter

1988 Auburn New York 21 Checkmate Enchanter
Cherry condition Checkmate Enchanter. Low hours boat, excellent condition. 200 Merc, power trim, everything works as it should. Boat well cared for and always stored inside until 2014. EZ-Loader roller trailer, full mooring cover.. Located in Auburn New York.
Year: 1988  Power: Single 200 hp   Location: New York  Contact Number: 315-420-0134  Asking: $8,000  Details & Photos  


21' Checkmate Pulsare

1996 Hinckley Illinois 21 Checkmate Pulsare
Selling my real nice 96 checkmate pulsare 21 ft boat is all original gel shines like new floor redone last year has a 2009 etec 225 around 280 hours on motor never been apart runs 80mph with 28 raker boat is a great ski boat has nice stereo cover trailer is 7 out of 10 stone chips newer tires $13500 obo located hour west of chicago. Located in Hinckley Illinois.
Year: 1996  Power: Single 225 hp   Location: Illinois  Contact Number: 6307150033  Asking: $13,500  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 Persuader

1993 montpelier Virginia 21 Checkmate Persuader
comes with cockpit cover and full cover 1993 checkmate persuader 21'9" high performance boat in excellent condition - original gel-coat shines like new - legitimate 80 MPH boat - C-Hawk dual axle trailer included motor - 468 cubic inch chevy w - Weiand 177 blower - Eagle 4340 forged steel crank - Eagle steel rods - SRP flat top pistons - internally balanced - complete roller set-up - Comp HP marine roller cam - Comp hydraulic roller lifters - Comp Pro-Magnum 1.7 roller rockers - Pro-Comp aluminum h eads (square port) w - Inconel intake and exhaust valves - Holley Dominator 1050 carb Stainless Marine exhaust with Gibson mufflers (muffled but still a bit loud - sounds great)(true mufflers, not inserts) Bravo One drive (1.36) - (2) Bravo-One stainless 4-blade props - (1)26p labbed (1)24p non-labbed - Imco hydraulic power steering - drive shower - Insta-Trim dual ram trim tabs Boat is always stored inside and well maintained......- will not find a nicer checkmate like this around. Located in montpelier Virginia.
Year: 1993  Power: Single   Location: Virginia  Contact Number: 804-310-6336  Asking: $14,500  Details & Photos  






21' Checkmate 2100 BR

2011 Ridgefield Washington 21 Checkmate 2100 BR
Brand New, just delivered 2011 Checkmate 2100BR. You won't find better value and performance! 21' length (25 including engine) Outboard engine offers better performance, bigger cockpit, better fuel economy and higher speed and acceleration. 19 deg. deadrise at transom (excellent rough water boat) Max. Speed: 85mph w - Mercury Racing 300XS (Rated for 120 300 HP and currently rigged for Mercury Power) 38 gal. gas tank transom jack to optimize skiing, wakeboarding or performance running This boat will do it all (wakeboard, ski, family fun, speedboat performance) Livorisi Smart Craft Gauge package Livorsi Controls Interior cockpit lights High End custom (6) speaker stereo system 10 year hull warranty This boat is a BIG 21 with a great spacious cockpit and Style where ever you look. The build quality and aesthetics of this boat are fantastic. Storage compartments forward and aft provide ample storage. Financing available upon request. Call Exotic Motors and Marine at (360) 903-4619 Boat is brand new with factory support warranty.. Located in Ridgefield Washington.
Year: 2011  Power: Single 300 hp   Location: Washington  Contact Number: 3609034619  Asking: $28,900  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  


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  


20' Checkmate 203 Persuader

1997 Jones Michigan 20 Checkmate 203 Persuader
Clean boat in good condition with some extras. Located in Jones Michigan.
Year: 1997  Power: Single 210 hp   Location: Michigan  Contact Number: 269-244-8840  Asking: $7,300  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  


20' Checkmate Starflite

1989 Coventry Rhode Island 20 Checkmate Starflite
Boat is located in Coventry,RI.Please contact the owner @ 617-699-2723. 1989 Checkmate Starflite and 2004 Mercury 225hp in excellent condition. Easy to trailer boat and motor 2,000lbs. Repowered last year motor runs great. 35gallon factory fuel tank and 18gal reserve. External oil tank. Instatrim power trim, 2 batteries. 4 and 5 blade props included, new impeller, oil changed. Low hours on engine, steering fluid flushed, canopy, all gauges replaced, new front bucket seats with shock absorbers. Boat is waxed, bottom painted and and ready for the water. trailer incl. Upgrades in 2017: power trim professionally rebuilt 2004 Mercury 225 installed new external oil tank 4 blade trophy prop 5 blade Merc prop new canopy new batteries new alternator new 18gal auxillary fuel tank Fiberglass restored.. Located in Coventry Rhode Island.
Year: 1989  Power: Single 225 hp   Location: Rhode Island  Contact Number: 617-699-2723  Asking: $5,995  Details & Photos  


20' Checkmate Vintage

1976 Cocoa Beach Florida 20 Checkmate Vintage
Its a 1976 Checkmate bowrider with a 135 mercury black max series (88-89) the engine runs strong with no problems, thu hull is in good shape, with no soft spots, the floor is also in good shape. Great for island hopping with the family and friends.. Located in Cocoa Beach Florida.
Year: 1976  Power: Single 135 hp   Location: Florida  Contact Number: 787-264-9451  Asking: $3,000  Details & Photos  


20' checkmate enchanter

1978 portage Michigan 20 checkmate enchanter
1978 checkmate enchanter nearly perfect condition has johnsen 235 hp outboard ss prop & aluminum 4 blade runs strong 59.8 mph on gps. with two people in the boat no dissapointments. Located in portage Michigan.
Year: 1978  Power: Single 235 hp   Location: Michigan  Contact Number: 269-365-9762  Asking: $4,500  Details & Photos  


20' Checkmate Pulsare 2000

2008 Halifax Michigan 20 Checkmate Pulsare 2000
Up for grabs is my 2008 Checkmate 20 foot bowrider, Boat is mint and works perfect, It has a Mercury Optimax 200 hp outboard with a stainless 23 pitch Tempest prop. The boat will do 72 MPH and faster if you wanted to put a different prop on it. Its a great lake boat for cruising around and skiing and tubing. Its forsure a head turner! Has jack plate and hydraulic steering, CD player, Ipod capibility, 2008 Aluminum I-Beam trailer with mag wheels included in the price. You will not be dissaponted when you see this awsome sleek Checkmate Call Chris 902-456-1620. Located in Halifax Michigan.
Year: 2008  Power: Single 200 hp   Location: Michigan  Contact Number: 902-456-1620  Asking: $29,985  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  


20' checkmate

very nice boat. fun. runs good make me an offer. Located in alma Michigan.
Year: 1979  Power: Single 115 hp   Location: Michigan  Contact Number: 9896205677  Asking:  Details & Photos  


20' Checkmate

1984 North Palm Beach Florida 20 Checkmate
1984 20' Checkmate w - 1999 Mercury 200 HP outboard, Hydraulic steering, stereo, Continental trailer w - new torsion axles. Great for skiing, wakeboarding or just relaxing in the water. Fuel efficient! Asking $5,000 - cash only. Located in North Palm Beach Florida.
Year: 1984  Power: Single 200 hp   Location: Florida  Contact Number:   Asking: $5,000  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  


19' Checkmate Trimate lll

1978 Indianapolis Indiana 19 Checkmate Trimate lll
Has a 175hp outboard Johnson, new carpet,new pump,some custom paint on front, and needs new seats, and clear coat. This boat does run very well, had it at Brookville Lake IN several times. I dont have the time to finnish it.. Located in Indianapolis Indiana.
Year: 1978  Power: Single 175 hp   Location: Indiana  Contact Number: 317-531-5286  Asking: $1,200  Details & Photos  


19' Checkmate 186 Pulse

1997 Riverhead New York 19 Checkmate 186 Pulse
Boat was from Tenn. then Warwick lake . Gone over with a fine tooth Comb. 99 Merc 175 EFI, Cooks set Back 12 inch Jack Electric, Bob's lower unit and Transom, Seastar Hyd. Steering Ski tower Full gauges Water pressure . New water pump and all fluids changed . 117 Lbs all cylinders does 65 with Ski Prop. New battery hardware . 2005 Magic Tilt Aluminum Trailer new tires bearings and updated LED Lights . Cockpit cover and full cover . New Winch and Roller no mar. Boat has 100 hr.s on it Stereo with MP3 and Cuddy cabin. No disappointments. You will not find this model in this condition anywhere.Amazing on Fuel New Battery.. Located in Riverhead New York.
Year: 1997  Power: Single 175 hp   Location: New York  Contact Number: 6314329099  Asking: $17,500  Details & Photos  


19' Checkmate 186

Beautiful 1997 Checkmate 186 White and blue (rare so im told) with a very clean 1999 Mercury 175EFI outboard with low water pickup and hydraulic jack plate. Sits on a 2005 magic tilt double axle trailer with 5 new tires. Overall package is in very good condition. Pics coming soon, and can take specific pic upon request Asking $15,500 OBO Call or Text Mike (845)-258-8320. Located in Warwick New York.
Year: 1997  Power: Single 175 hp   Location: New York  Contact Number: 845-258-8320  Asking: $15,500  Details & Photos  


19' Checkmate Convincer

1977 Bowie Maryland 19 Checkmate Convincer
This is a very rare boat. It was manufactured in 1977 and 1978 as an extended hull Trimate. This is an excellent ski boat seating six comfortably. This boat has been repowered with a 400 small block Chevy and Quicksilver Racing Alpha outdrive. It has more than enough power to pull up a slalom skier with five adults on board. The boat is in great condition and has been under a cover since 1977. The floor rot was professionally repaired and rear bulkheads replaced. This boat includes a tandem axel, E-Z loader roller trailer. Over $10,000 invested in engine and outdrive. Asking $10,000 or reasonable offer. More photos and engine running sound clips can be sent by email to interested buyers. Please contact 301-356-2257.. Located in Bowie Maryland.
Year: 1977  Power: Single 450 hp   Location: Maryland  Contact Number: 301-356-2257  Asking: $10,000  Details & Photos  


19' Checkmate TriMate III

1976 Southside Alabama 19 Checkmate TriMate III
Meticulously Restored to better than new with modern equipment. I can't imagine that a better example exists. One of a kind V6 twin prop outboard, scorching sound system, power drivers seat, electric beverage dispenser, hidden programmable LED lighting system and much more make it a show stopping head turner. And it GOES! It needs nothing but a new home. Make me an offer. It must go. Tony@bucksisland.com Alabama 256.504.7898. Located in Southside Alabama.
Year: 1976  Power: Single 225 hp   Location: Alabama  Contact Number: 2565047898  Asking: $25,000  Details & Photos  


19' Checkmate

1978 West Allis Wisconsin 19 Checkmate
Recent work done on boat: new steering cable new fuel line new water pump new prop new primer bulb new spark plugs Updates on trailer: new lights and electrical new jack all tires are new, including the spare Issue with motor: lower unit needs to get replaced. Quoted price for this was apprx. $1000 total for labor and cost Included in price: boat cover high quality tube and ski rope that was only used two times (worth over $150 fire extinguisher, air horn, flares, life vests Please contact me with any questions. I also have paperwork of all work done and what needs to be fixed (all listed above). Price is negotiable.. Located in West Allis Wisconsin.
Year: 1978  Power: Single 200 hp   Location: Wisconsin  Contact Number: 4143150464  Asking: $1,500  Details & Photos  


18' Checkmate Sportfire

1984 Amsterdam New York 18 Checkmate Sportfire
Selling my 1984 Checkmate Sportfire. 18'..closer to a true 19'. Metallic flake paint in great condition, this boat sparkles in the sun, I get compliments every single time I'm on the lake. Previously owned by a boat mechanic, newer gimbles, All oil changes and maintenance done on time yearly. 3 blade stainless steel prop in great shape, also have a 5 blade with it, 3.7L v6 Mercruiser I - O in great shape. Comes with cockpit cover as well. Never had an issue with the boat in the 3 years I have had it. Interior like new, was replaced in 2012. I just put a 2500 watt stereo system in it with Alpine Type Rs speakers, subwoofer. All LED interior lights throughout the boat, power antenna with radio and mp3 reciever. Only ethanol free premium gas used in this boat. EZ loader trailer included with new tires, nothing wrong with it. This boat is a head turner and worth every penny.. Located in Amsterdam New York.
Year: 1984  Power: Single 215 hp   Location: New York  Contact Number:   Asking: $6,250  Details & Photos  






18' Checkmate VKing

Silver Metal Flake. Excellent condition. Mercury V6 REBUILT 100% 2.4L Trailer incl.. Located in Nesconset New York.
Year: 1981  Power: Single   Location: New York  Contact Number: 631-724-7746  Asking: $8,000  Details & Photos  







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