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checkmate powerboats for sale by owner.
Your search returned 183 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  


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  


25' Checkmate Convincor 25 Outboard

1985 Inver Grove Heights Minnesota 25 Checkmate Convincor 25 Outboard
1985 Checkmate Convincor 25 foot RARE Outboard version. All original interior and gelcoat on Custom Sea hawk drive on tandem trailer. This is a freshwater Minnesota Boat in Excellent condition. Currently rigged with twin Mercury 2.4 Bridgeport Offshore EFI's, Hydraulic steering, onboard charger, trim tabs, compass, cockpit cover, travel cover, bimini top and more.. Located in Inver Grove Heights Minnesota.
Year: 1985  Power: Twin 240 hp (each)   Location: Minnesota  Contact Number: 651 214 7712  Asking: $17,000  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  


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  


19' Checkmate Eluder

1984 Portland Tennessee 19 Checkmate Eluder
Come take a look. Selling my Checkmate Eluder. 5.7L 350 mercruiser with alpha 1 outdrive and 23 pitch stainless steel prop. Just installed new interior on Memorial Day. New parts include: New interior with all stainless fasteners, New Carpet, New Springfield seat pedestals, New flooring. 2 new batteries, Perkins battery selector switch, Bow light, Fuel guage and sending unit, Tune up performed in spring including fresh oil change, quicksilver performance out drive gear oil, spark plugs, quicksilver fuel water separator, gimbal bearing and speed exhaust boot. New clarion rear speaker. Kenwood Stereo sounds great. This has been a well taken care of boat and very fast. It's been GPS it at 65mph. Comes with life jackets, two person tube with quick attach, knee board, anchor and other odd and ends. You won't find another boat at this price with all the new add one and new interior. I've spent over 10k on refurbishing. I hate to sell it but I need a new truck. Wanting to sell to buy a new truck. REDUCED PRICE TO $4000 firm. I've found a truck. Will trade for cummins diesel or powerstroke truck. Call or txt 615-335-5772 Tags inboard fast boat ski jet trade Bayliner 350 5.7l jetboat motorcycle zero turn mower trailer. Located in Portland Tennessee.
Year: 1984  Power: Single 260 hp   Location: Tennessee  Contact Number: 615-335-5772  Asking: $4,500  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  


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  


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  


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  


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 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  


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  


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  


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  


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 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  


20' Checkmate skimate II

1977 Rochester Minnesota 20 Checkmate skimate II
I have for sale my 1977 20 foot Checkmate! I've owned this boat since 1985 and did a complete restoration to it in 1991. The motor is a 1990 Johnson GT 150 oil injected that I bought new in 1991. The trailer is a 1991 Custom Frames custom made trailer for this boat. I just put $1000.00 into the motor, replacing the timer base (trigger) stator and power pack. The motor runs great! The boat comes with a stainless steel ballistic prop, removable stainless steel ski - wakeboard pylon, 30 gallon aluminum fuel tank, Am - Fm - Casette stereo, 2 fenders, 2 mooring lines, 1 seat cushion and a Yamaha storage cover. It also has new registration through 2018. This is 60 mph boat depending on weight in the boat. The boat is starting to show it's age with some of the paint chipping, some wear in the upholstry but for the money it's a turn key go-fast boat! I'm asking $4500.00 OBO! NO SCAMMERS, LOW BALLERS OR DUMMIES! AND NO, I DON'T NEED HELP SELLING IT!! (507) nine 5 one-2 six 2 six. Located in Rochester Minnesota.
Year: 1977  Power: Single 150 hp   Location: Minnesota  Contact Number: 507 951-2626  Asking: $4,500  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  


16' Checkmate Tri Hull II Bow Rider

1977 Wolverine Lake Michigan 16 Checkmate Tri Hull II Bow Rider
1977 Checkmate Tri Hull II Bow Rider 16.5 foot Boat -Floor, stringers, foam and transom was all redone by Fred's Fiberglass repair in Waterford, MI this past winter. This complete repair was $6,000.00 alone. I also have pictures of the rebuild -The throttle control brand new less than 3 months old -New steering system (dual cable no feedback) less than 3 months old. -Custom dual battery mounts under the dash -Auto bilge with no float brand new less than 3 months old- All new wiring that was done this past winter with fuse system -Custom dual battery mounts -Custom dual gas tank mounts -2 gas tanks come with the boat -1 battery with battery box -I also have the original windshield at my home -THE MOTOR DOES NOT RUN!!!! Does have a 150HP Mercury Inline 6 engine 2 stroke. Very fast when it did run. Trailer - New bearing buddy's - New hubs with bearings - New wheels and tires - New front jack - All trailer parts are 1 year old For Sale $1,200.00 Ask for Josh in the front office or Text or Call 734-320-8842. Located in Wolverine Lake Michigan.
Year: 1977  Power: Single 150 hp   Location: Michigan  Contact Number: 734-320-8842  Asking: $1,200  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  


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  






16' CheckMate MX16

1973 Billerica Massachusetts 16 CheckMate MX16
Classic and absolutely gorgeous fully restored 16 foot Checkmate. Blue paint with awesome interior. Yamaha 1988 115 HP outboard engine. Lake driven. Great for tubing and water skiing. We are only selling because we need a larger boat for the family. Email with questions.. Located in Billerica Massachusetts.
Year: 1973  Power: Single 115 hp   Location: Massachusetts  Contact Number: 9784951463  Asking: $3,500  Details & Photos  







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