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Checkmate powerboats for sale by owner.
Your search returned 188 matches.


30' Checkmate 300 Convincer

 Bensalem Pennsylvania 30 Checkmate 300 Convincer
A great opportunity to purchase a custom painted Convincer for a fraction of the 2010 MSRP replacement value of more than $160,000.00. She is loaded with options with less than 45 hours on her since new. This boat is located at Checkmate warehouse in Ohio and is owned by us Professional Boat Sales. We just had the manufacture go thru this boat, winterize and they are storing the boat for us in there warehouse, we can shrink wrap and send this boat to you she is ready to go. Trades welcome. This special addition model sports the twin Mercruiser 6.2 liter 320 HP Mercury Racing Motors, with her full hydraulic steering, custom paint job by Kustom Kolors, and her well appointed motor compartment you are sure to be the envy of your marina. The windshield has been replaced with a custom windscreen. We are the number 1 Checkmate Dealer in the United States. We are also the stocking dealer for Checkmate boats in Pennsylvania and New Jersey. We can assist on delivery to any where in the United States and over seas, we do a lot of shipping to California and Florida as well as Maryland, Virginia, CT, MA etc.If you are looking to purchase a new Checkmate boat try us first we have many new units in stock for immediate delivery.If you are looking for a Baja, Fountain, Formula etc check out Checkmate first. LIKE WHAT YOU SEE??? MAKE AN OFFER!!! 215-633-0775 ext 103. Located in Bensalem Pennsylvania.
Year:   Power: Twin 320 hp (each)   Location: Pennsylvania  Contact Number: 2672437612  Asking: $74,899  Details & Photos  


24' checkmate 242 sport

 Lawrenceburg Indiana 24 checkmate 242 sport
1998 checkmate 242 sport. 502 mag, portta potty, custom stereo with ipod hook up & external controls, dual batteries, electric hatch,cockpit & full covers, drive shower, 3 ss props, eagle trailer with new Goodyear marathon tires, wheel bearings done every year, 354 hrs. Located in Lawrenceburg Indiana.
Year:   Power: Single 415 hp   Location: Indiana  Contact Number: 513-560-0198  Asking: $22,000  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  


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  






16' Checkmate fast

1971 Fort Myers Florida 16 Checkmate fast
BEST DEAL $2,000 1973 17' Checkmate 150 Mercury Outboard RESTORED , custom seats, jack plate,tilt and trim, hydraulic steering, chopper prop,low water pickup, all new wood in transom, floor,and deck, new 12 gal fuel tank,electric fuel pump and a trailer. call Bob 239-939-2870 NOTE This boat was restored with the the idea of keeping it forever but retired know and must sell. I have restoration pictures on request.. Located in Fort Myers Florida.
Year: 1971  Power: Single 150 hp   Location: Florida  Contact Number: 239-939-2870  Asking: $2,000  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  


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  


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  


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  


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 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 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  


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 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  


18' checkmate eluder

1982 bemidji Minnesota 18 checkmate eluder
selling 18ft8inch checkmate brand -eluder boat - open bow boat 150hp mercury v-6 very stable boat- looks fast sitting still. fun- dependable boat lisc. to seat 10 boat tabs good until 2001- lifetime trailer license all original- in great shape- been in family since new. boat serviced every year- only used a couple time each year selling because don't use as much- kids growing and have other interests get it now so can enjoy all summer will include ski tube- skis and rope, plus misc. can sent more pictures if you like boat-motor and trailer -all 1982 would like $5500 but will consider reasonable offers- possible delivery depending on location call with any questions 218-556-5467 thank you for looking. Located in bemidji Minnesota.
Year: 1982  Power: Single 150 hp   Location: Minnesota  Contact Number: 218-556-5467  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  


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  


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  


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  


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 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  






18' Checkmate Exciter

1986 Somers Connecticut 18 Checkmate Exciter
Showroom condition, has been in mothballs for 20 years, not sure if that is good or bad, probably has about 30 hrs on it, it has been in my garage since my father got sick 19 years ago, took the cover off of it yesterday and it looks absolutely brand new, not a scratch in the gelcoat, even on the bottom,very shiny, I will post pictures later on today.. Located in Somers Connecticut.
Year: 1986  Power: Single 260 hp   Location: Connecticut  Contact Number: 8602214048  Asking: $14,400  Details & Photos  







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