Four Winns Cuddy Boats for sale

1993 Four Winns 285 Express

$17,950

Page, Arizona

Year 1993

Make Four Winns

Model 285 Express

Category Cuddy Cabins

Length 28

Posted Over 1 Month

This 1993 Four Winns 285 Express is in outstanding condition according to the seller. Professionally maintained and according to the owner, there are no outstanding maintenance needs. Full service earlier this year. Upholstery showing some signs of aging but overall in very good condition. The trailer has issues with it's brakes. Guts of one of the wheels is missing the brakes and it is unsure if any of the brakes work. Also, part of the windshield has been replace with plexiglass and may be a safety hazard. Stock #351172 Excellent and Clean Condition! Very Low Hours! Well Maintained! Many New Upgrades and Additions! Ready for the Summer Season! Outstanding opportunity to purchase this 1993 Four Winns 285 Espress in outstanding condition. This may be a little on the older side but it has been extremely well cared for. Pushed by twin OMC Cobra 5.0 EFI engines with 300 horse power each, ready to hit the lake. Full bimini as well as newer isinglass enclosure to protect you from the sun and the elements. Large bow sleeping area full kitchen with a stove, microwave and a mini-refrigerator. Full bathroom with a toilet, sink and as spray-down shower along with 50 gallon fresh water tank. There is a heater and a free standing Harrier air conditioner that will go with the vessel. Perfect weekender or live aboard. Comes with a triple axle trailer so you can take it home with you. Give us a call we are hear to help with questions and ready for your offer. Reason for selling is not using enough to keep. time for someone else to enjoy it..

1996 Four Winns 245 Sundowner

$16,000

Littleton, Colorado

Year 1996

Make Four Winns

Model 245 Sundowner

Category Cuddy Cabin Boats

Length 24

Posted Over 1 Month

This vessel has all features functional working well claims the seller. Boat has been maintained and winterized by local dealer to help maintain its engine. The deck feels firm and strong without any indication of any soft spots. The vinyl on the vessel shows its age in certain areas. Stock #353643 Four Winn 245 Sundowner Introducing the 1996 Four Winns 245 Sundowner: Are you ready to embark on your next boating adventure? Look no further than the Four Winns 245 Sundowner. This sleek and stylish giant cuddy boat offers a perfect blend of power, performance, and interior comfort. One of the standout features of this remarkable boat is its powerful Volvo Penta engine, paired with a duo prop outdrive. Whether you're cruising along calm waters or exploring more challenging conditions, this combination ensures enhanced maneuverability and exceptional performance, giving you the confidence to handle any situation easily. Its long-term freshwater history sets the Four Winns 245 Sundowner apart from the rest. This means that the vessel, as the seller says, it has been well cared for and used exclusively in freshwater environments by them. Another impressive aspect of this vessel is its low hours for its vintage. Step aboard the 1996 Four Winns 245 Sundowner, and you'll find a larger than average comfortable interior that truly stands the test of time. The spacious cabin allows for overnight stays, accommodating up to four people. The well-appointed forward berth provides a cozy and inviting retreat after a day of adventure. Outside, the Four Winns 245 Sundowner boasts a spacious cockpit area with generous seating for all your guests. The wraparound lounge seating and adjustable captain's chair ensure everyone can relax and enjoy the breathtaking views. The cockpit features a wet bar, perfect for entertaining and keeping refreshments close at hand. This 1996 Four Winns 245 Sundowner with its Volvo Penta engine, duo prop outdrive, long-term freshwater history, and low hours, this vessel is sure to impress even the most discerning boating enthusiast. Reason for selling is not using enough.

1992 Four Winns 205 Sundowner

$11,750

Hanford, California

Year 1992

Make Four Winns

Model 205 Sundowner

Category Cuddy Cabin Boats

Length 20

Posted Over 1 Month

1992 Four Winns 205 Sundowner appeared to be in good operating condition and there was no damage to the boat that was evident. All systems were said to be operational. Stock #250029 Excellent condition 205 Sundowner! Extras included! Ready to hit the water and cruise! This is a 1992 Four Winns 205 Sundowner powered by a 5.7L V8 producing 270 horsepower. This is a good boat for all-around fun or for those who like to fish. Also included is a full enclosure to give you protection from the elements and it's 18 months old and looks brand new. Also included is a bimini top. New hatch up front, new Humminbird electronics for fishing and navigation, as well as a new stereo. The cuddy cabin can sleep two comfortably and you can sleep two people on the deck as well. Full passenger capacity is 10. This boat is ready to hit the water today and it's priced exceptionally well. Don't wait, call us today! Reason for selling is unable to use anymore.

2005 Four Winns 205 Sundowner

$19,500

Phoenix, Arizona

Year 2005

Make Four Winns

Model 205 Sundowner

Category Cuddy Cabin Boats

Length 20

Posted Over 1 Month

According to the seller, This Four Winns Sundowner is in outstanding condition inside and out. There were no signs of dents, dings or scratches to the hull. All systems and equipment operate as designed according to the seller. Stock #375841 205 Sundowner powered by a Mercruiser stern drive engine! This is a tremendous opportunity to purchase this 2005 Four Winns Sundowner in outstanding condition. This Sundowner is pushed by the powerful Mercruiser engine with an Alpha One stern drive. This Sundowner is a great family boat and seats 9 comfortably. It has a V-berth that can sleep 2 and has a porta-potty. This Sundowner is perfect for family fun including skiing, tubing, wakeboarding or just cruising the lake. Don't miss this great opportunity to get this Four Winns Sundowner at a very good price. Please call, email or text with questions or to make an offer. Reason for selling is not using as much anymore.

2006 Four Winns 255 Sundowner

$20,250

Eustis, Florida

Year 2006

Make Four Winns

Model 255 Sundowner

Category Cuddy Cabin Boats

Length 25

Posted Over 1 Month

The seller reports everything is in good working order with no known issues. The engine hours are unknown. The seller is the original owner. Make an offer today, this 2006 Four Winns 255 Sundowner is waiting for your next day or overnight on the water! Stock #305086 ALL AROUND GREAT CONDITION!!! 320HP VOLVO PENTA!!! TRAILER INCLUDED!!! Are you ready to hit the water in a family friendly cabin cruiser that's easy to trailer? This 2006 Four Winns 255 Sundowner with a 8'6" beam is exactly what you've been looking for. Bring everyone along for the day, this is rated for 12 passengers with wraparound seating in the cockpit. There's also plenty of storage along with a large swim platform. The comfortable cabin is the perfect place to escape from the elements with a Vee berth, and an enclosed head. Powered by a 5.7 L Volvo Penta GXi engine with a top speed of about 45 MPH. A tandem axle trailer is included with the boat. Reason for selling is no time to enjoy.

1991 Four Winns 257 Quest

$29,900

Worcester, Massachusetts

Year 1991

Make Four Winns

Model 257 Quest

Category Walkarounds

Length 25

Posted Over 1 Month

This great walkaround looks and runs years younger than its age. It offers a recently installed VHF and AM/FFM radio. She has recently undergone a professional stripping and repainting. The cabin is odor-free and in good condition. Don't miss the chance to grab a solid walkaround of this size for under $30k Stock #298961 Check Out This Four Winns Quest Cuddy Cabin Under $30K - Fresh Paint and Many Updates, Ready To Go As far as offshore fishing is concerned, the Four Winns Quest 257 may be one of the best instruments available. Featuring a broad beam and a deep and open cockpit, this Walkaround Cuddy offers generous space and enormous under-floor storage area. Add to that a large rigging locker, port and starboard fish boxes with pump-out and it gives this boat everything you need for an enjoyable and productive day on the water. Powered by twin 150 Johnson engines, the boat has an integral fuel tank capacity of 250 gallons, which allows for an extended range of operation. A canvas enclosure offers protection from the rain, and the cabin has a V-berth that sleeps two comfortably and a full stand-up head. Reason for selling is no longer use it.

1988 Four Winns 205 Sundowner Cuddy Cabin

$5,995

Orion Charter Township, Michigan

Year 1988

Make Four Winns

Model 205 Sundowner Cuddy Cabin

Category Cuddy Cabin Boats

Length 20'

Posted Over 1 Month

1988 Four Winns 205 Sundowner Cuddy Cabin 1988 Fourwinns Cuddy Cabin, 205 Sundowner with trailer - Very Good Condition

1999 Four Winns Cuddy Cabin 225 Sundowner

$6,499

Brookfield, Connecticut

Year 1999

Make Four Winns

Model Cuddy Cabin 225 Sundowner

Category Powerboats

Length 22'

Posted Over 1 Month

1999 Four Winns Cuddy Cabin 225 Sundowner, This boat is equipped with: - Cockpit Filler Cushions - Table - Porta Potti - Cockpit Cover - Bimini Top - 1999 Tandem Axle Trailer This boat is being sold as is. Our technicians have recently gone through the boat and provided us with the following list of items that should be brought up to a potential customer: - Cracks by ski ring and on platform - Needs bellows - Trim cylinders are leaking - Some upholstery is dry rotted, stained and/or has tears - Some seat bases are rotted - Seat pedistals are very corroded - Steering cylindar is leaking - Right rear speaker doesn't work - Trim sender isn't working properly - Paddle Wheel is broken off - Right trailer fender is bent/dented - Trailer brakes need to be replaced - Master cylinder is dry and rusted - Trailer has drum brakes, we recommend converting them to disc brakes - Starter is not working (the flywheel may also be bad)

21' Four Winns Cuddy Cabin - 1989 - $7500

$7,500

Port St Joe, Florida

Year 1989

Make Four Winns

Model -

Category Cuddy Cabin Boats

Length 21'

Posted Over 1 Month

This boat has been "barn stored" and is in excellent condition. It is all original with a 5.0 liter inboard/outboard motor, possibly the best combination of engine and out drive for this size boat. There are approx. 280 hrs. on the engine, only 30 hrs. in salt water. Engine runs like a sewing machine, with new shift cables, transom boot, and out drive service last fall. Trailer is 2010 Float-On aluminum for easy unload/load. Boat is currently in Northwest Florida (Panhandle). Moving - must sell!

1991 FOUR WINNS 205 SUNDOWNER CUDDY

$6,000

Pittsburgh, Pennsylvania

Year 1991

Make FOUR WINNS

Model 205 SUNDOWNER

Category Cuddy Cabin Boats

Length 20.0

Posted Over 1 Month

1991 FOUR WINNS 205 SUNDOWNER CUDDY 20' cuddy cabin that sleeps 2 5.8 L OMC engine / stern drive 2 Batteries with switch New cuddy cabin interior cushions Fold down seating Eagle Fish Mark 320 Depth finder Power trim tabs Pioneer stereo VHF/FM Radiotelephone 6700 Swim platform and ladder Full canopy top with all the canvas. Tandem trailer with surge brakes and a spare tire. Starts and runs great PA Title and 2016 boat registration

four winns

$5,500

Macon, Missouri

Year 1990

Make Four Winns

Model Freedom 195

Category Cuddy Cabin Boats

Length 19.5

Posted Over 1 Month

Has brand new boat cover this year 700$ also the red on the boat was repainted this year a lot of boats back in the 90s that were red oxidized really bad and mine did so I had it repainted got 2000 in that reason I am selling is need a bigger boat wich I have found and bought it runs great great on gas holds 34 gals I have made a tank of gas last all summer depends on how hard and how much you run it don't want to sell it for that reason but my family is growing and we needed a bigger boat I have owned boat since 2007 never had any problems with it just normal maintenance boat will run 43 mph on smooth water have extra prop to.

1998 FourWinns Cuddy Cabin

$8,000

Rainelle, West Virginia

Year -

Make -

Model -

Category -

Length -

Posted Over 1 Month

22 foot 225 Sundowner Cuddy cabin...5.7L V-8 with low hours ...all the boating necessities needed for next year included along with trailer. Bimi top and enclosure included This ad was posted with the eBay Classifieds mobile app.

1998 FourWinns Cuddy Cabin

$8,000

Rainelle, West Virginia

Year -

Make -

Model -

Category -

Length -

Posted Over 1 Month

22 foot 225 Sundowner Cuddy cabin...5.7L V-8 with low hours ...all the boating necessities needed for next year included along with trailer. Bimi top and enclosure included This ad was posted with the eBay Classifieds mobile app.

1989 Four Winns 2100 Cuddy

$11,500

Lincoln, Nebraska

Year -

Make -

Model -

Category -

Length -

Posted Over 1 Month

1989 Four Winns 2100 Cuddy Sony CD stereo with aux jackHumminBird in dash depth finderSnap carpetRitchie compassExtended swim platformStainless steel propCustom color matched snap coverCustom trailer with load guides, brakes, and spare tire

Fourwinns 225 Sundowner Cuddy Cabin W/Matching Trailer (searay, regal)

$11,000

Strongsville, Ohio

Year 1996

Make Four Winns

Model Sundowner

Category -

Length 22.5

Posted Over 1 Month

1996 Four Winns 225 Sundowner Like new Condition, The boat was just serviced this April it had 2 new batteries put in and also had a tune-up done. The boat has been well maintained its whole life. The boat has been kept indoors in a heated warehouse every winter the last 10 years. It was always dry-docked when at marinas never wet docked. It comes with a matching trailer Bought with the boat when new. This has all-ways been a fresh water boat kept in northern ohio its whole life. I am the second owner, I purchased the boat from a Firefighter down by portages lakes, He only used it on the local lakes. We did change out the stereo not because it was bad, we just wanted a CD player. It has a new stereo with Marine grade Infinity Speakers and Sub-woofer. It also comes with a fish finder and Garmin GPS already loaded with the great lakes. This boat comes with 3 TOPS a Bimini Top for shade on hot days on the water, a Camper Top if you spend the night on the boat you can use the whole deck of the boat for hanging with friends, eating, playing cards, or just chilling with a bug screen (especially during may fly season). The last is a cockpit cover, used for putting your boat away for storage or in dry-dock for the night or week or even transportation to another location while on the trailer so that your things don't fly away.(All Tops Are Matching Color Red Like the boat and trailer) Please note that not all boats will come with all 3 Tops, They are options. The boat also has storage for water skis and water tubes, It has a water sports hook for any type of water sport you desire. The cuddy cabin sleeps 2-3 people. Their is storage for a portable toilet for use while out on the lake. The boat has a Volvo Penta motor with a Volvo Cobra SX Dual Prop Out Drive. This makes the boat very quick out on the water. The max speed is around 50 MPH. The boat cruises very nice out on the water and is very stable. Their is power tilt rite on the out drive, for reaching plane. Like i have mentioned this boat is like new. It only has 163.4 hours on the motor. This is a great starter boat for anyone that wants to get out on the water and check out what the boaters life is like. The reason I am selling the boat today is that i am looking to pick up a new hobby now that the kids are grown and would like to let someone else enjoy it like we did. Shipping: The boat is located in Strongsville, OHIO 44149. it can be picked up or I can deliver it Locally Max 30 Minutes Away. Payment: Will need to be made in person with cashiers check or cash. No personal checks or credit cards. The boat runs great, I can start it rite up when you come out to look at it. If you have any questions please feel free to give me a call on my cell 440-346-4127 (Mike)