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CheckMate powerboats for sale by owner.
Your search returned 186 matches.


21' Checkmate Starflite

1985 Massapequa New York 21 Checkmate Starflite
Lake run boat. Bottom never painted. Has a few hours in salt water but was flushed after every use. Has an evinrude 2.6xp. Rebuilt 3 years ago. 6 inch set back. Stepped hull. All gauges work. Rear seat frame needs repair. Comes with trailer. Must sell due to back and neck injuries. Located in Massapequa New York.
Year: 1985  Power: Single 235 hp   Location: New York  Contact Number: 516-526-1210  Asking: $4,500  Details & Photos  


20' checkmate senator

1985 Coventry Rhode Island 20 checkmate senator
Checkmate Senator hull and transom solid as a rock, interior perfect, 5.7 v8 260 hp runs new all original low hours, boat is in excellent condition. Stainless prop and a spare. Nice trailer new tires and all in working order.. Located in Coventry Rhode Island.
Year: 1985  Power: Single 260 hp   Location: Rhode Island  Contact Number: (401) 374-9060  Asking: $6,700  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 senator

1985 Coventry Rhode Island 20 checkmate senator
1985 senator 20' 5.7 mercruiser 260hp excellent interior and hull and transom very solid runs excellent. Located in Coventry Rhode Island.
Year: 1985  Power: Single 260 hp   Location: Rhode Island  Contact Number: 4013749060  Asking: $5,500  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  


17' Checkmate

1984 Jacksonville Florida 17 Checkmate
outboard project boat ... needs motor & some interior work ... galvanized performance trailer w - retractable tongue. Located in Jacksonville Florida.
Year: 1984  Power:   Location: Florida  Contact Number: 904-591-1251  Asking: $1,000  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

1984 New Smyrna Beach Florida 21 Checkmate
1984 Checkmate Speed Boat for Sale. 21 ft. Good Shape. Very fast boat. 350 Chevy Inboard - Outboard motor. Motor needs rebuild. Mercruiser High Performance Outboard is in very good shape. Includes Performance Dual Axle Trailer (in excellent shape). $2000 firm. Call 386-547-2846.. Located in New Smyrna Beach Florida.
Year: 1984  Power: Single 350 hp   Location: Florida  Contact Number: 386-547-2846  Asking: $2,000  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  


17' Checkmate Sportfire

1983  Minnesota 17 Checkmate Sportfire
Mint condition 1983 Checkmate Sportfire. Located in Minnesota.
Year: 1983  Power: Single 115 hp   Location: Minnesota  Contact Number: 763-355-7113  Asking: $9,800  Details & Photos  


18' checkmate Diplomat

1983  Connecticut 18 checkmate Diplomat
1983 checkmate, open bow Original owner, Excellent condition. Been kept in heated garage since purchased. 450 hrs. S.S. prop. Barefoot Boom, Stereo, Tool Kit, Spare props, Misc Water ski's, Ski Ropes, all the boat accessories.cox drive on trailer.just serviced . $7,500 best offer email or call. Located in Connecticut.
Year: 1983  Power: Single 140 hp   Location: Connecticut  Contact Number: 203-213-9077  Asking: $7,500  Details & Photos  


18' Checkmate Diplomat

1983 Alden Michigan 18 Checkmate Diplomat
"RARE" 1983 Checkmate Diplomat Bow rider IO "VERY CLEAN" "ONE OWNER" Garage kept 33 years, fresh rebuilt 224cu.in 4cyl alum block motor, closed cooling, Gelcoat near perfect, interior near perfect, Bow and Cockpit cover, storage cover, Trailmaster drive on trailer, many extras YOU WONT FIND ANOTHER ONE THIS NICE". Located in Alden Michigan.
Year: 1983  Power: Single 170 hp   Location: Michigan  Contact Number: 231-409-1450  Asking: $9,500  Details & Photos  


25' checkmate convincor 251

1983 aston Pennsylvania 25 checkmate convincor 251
great running 83 convincor. 454 trs 3blade 25p zieger hydro steering. needs a little tlc interior and paint a little worn. tandom venture included new tires.. Located in aston Pennsylvania.
Year: 1983  Power: Single 420 hp   Location: Pennsylvania  Contact Number: 267-216-4017  Asking: $5,500  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  


21' checkmate enchanter

1979 ft myers fl Florida 21 checkmate enchanter
rate a 9 always dry storage only used a couple mounths a year and winterized ford 460 1-D 500 Hp rebuilt with comp cam hyd lifters engine works billet distributor MSD cap roter and modual Taylor plug wires new marine ccw starter new alternater berkley jet drive rebuilt with stainless impeller this boat is pristein every thing done right original seats and carpet very nice moter puts out 560 HP at 5200 RPMS this is a true clasic Has new Demon carb Marine double pumper hall and stringers and floor solid as a rock never run in salt water call kris 239-245-1523 fl checkmate enchanter. Located in ft myers fl Florida.
Year: 1979  Power: Single 500 hp   Location: Florida  Contact Number: 239-245-1523  Asking: $10,500  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 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  


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  


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  


18' Checkmate Jetmate II

1978 Columbia South Carolina 18 Checkmate Jetmate II
has a 440 horsepower 460 Berkley Pack a Jet engine with the berkley jet drive Bandit edition..very fast and exhaust is the quieter under the water rear type. Located in Columbia South Carolina.
Year: 1978  Power: Single 440 hp   Location: South Carolina  Contact Number: 803-687-7562  Asking: $3,500  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  


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  


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  


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  






18' Checkmate Runabout

1975 Alexandria Minnesota 18 Checkmate Runabout
Clean all original 1975 checkmate boat. This thing looks like a hot rod on the water. I get compliments on it every time and it sure turns a lot of heads. Always professionally winterized. I have upgraded the stereo last fall with Bluetooth and made custom speaker housings. It also has a new custom built in fuel tank. Full Compression-Merc 3.0 Engine 140hp, Mercruiser outdrive. Original engine was rebuilt about 4 years ago, very cool sounding, pretty quick. Has original built in swim up ladder in the back and a raised tow hook to pull tubers. New hydraulic lines and water pump as well. Comes with original trailer with new lighting and spare tire. Located in Alexandria, MN. Located in Alexandria Minnesota.
Year: 1975  Power: Single 140 hp   Location: Minnesota  Contact Number: 3208089059  Asking: $7,400  Details & Photos  







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