Key West boats for sale in Chester, Maryland

2001 Key West 2020 Center Console

$13,999

Chester, Maryland

Year 2001

Make Key West

Model 2020 Center Console

Category Saltwater Fishing Boats

Length 20'

Posted Over 1 Month

2001 Key West 2020 Center Console 2001 Key West 20' CC w/ 150 Merc and load rite trailer. Boat runs great. She just came in on trade and must go. Boat will receive new paint and completely detailed for new owner as well as a 30 day warranty! There is a reason KW has been a leader in CC boats since 1986. Stop in to see her and bring offer! Newly listed more pictures and details to follow.

2017 Key West 239FS

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Chester, Maryland

Year 2017

Make Key West

Model 239FS

Category Saltwater Fishing Boats

Length 23'

Posted Over 1 Month

2017 Key West 239FS Blackout edition Key West 239FS! If you are looking to stand out from the crowd, here is your chance! It's the first time we've ever done the blackout package on a Key West and we couldn't be any more thrilled about how it turned out. The whole thing looks awesome--black hullsides and underside of the hard top, black powder coated hardware and an awesome Yamaha VMAX 250HP 4-Stroke. Of course, it still has all the standards that have made Key West the best selling center console in the state of Maryland. It's truly unsinkable with a positive flotation system, it's stepped hull rides great underway and is super stable at rest, and it's got more interior space than any 23' center console on the market. All wrapped up into a great fit and finish with an attractive price point. What more could you be looking for? It's on the lot at Annapolis Boat Sales on Kent Island--come give it a look for yourself!

2017 Key West Billistic 261cc

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Chester, Maryland

Year 2017

Make Key West

Model Billistic 261cc

Category Saltwater Fishing Boats

Length 26'

Posted Over 1 Month

2017 Key West Billistic 261cc Introducing the new Key West Billistic 261CC. This boat is Key West's brand new design and step into the offshore capable center console market. Key West has taken all of the features that have made them some of the most well made center consoles on the market, pumped them full of steroids and the end result is the Billistic series. This 26' Center Console features the UNSINKABLE, LEVEL FLOTATION hull design, self bailing cockpit and fit and finish that all Key West boats have, and then some. A serious deep-v hull design is sure to handle the blue water as well as the bay. New seating arrangements forward and aft, huge console and storage everywhere. Well laid out bait/tackle station behind the leaning post for prepping and rigging baits, twin livewells and HUGE fish boxes. You are going to love the huge open bow w/seating and backrests. Electric head w/holding tank, storage everywhere, LED lighting inside and out, powder coated metal work. Key West has hit a home run with the Billistic series. Come on down to Annapolis Boat Sales, the area's exclusive Billistic dealer, and check it out for yourself!

2017 Key West 239 FS

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Chester, Maryland

Year 2017

Make Key West

Model 239 FS

Category Center Console Boats

Length 24'

Posted Over 1 Month

2017 Key West 239 FS The 239FS is both an Annapolis Boat Sales customer and staff favorite. It's got so much room inside! You'd think it was bigger than 23'. More cockpit space than any of the competitors, so you are maximizing the amount of room you have for gear, friends and whatever else you might want to bring. Why? Take a look at the transom. It's called an engine pod, but for what it's really worth that is a design that makes the inside of the boat much larger and the transom much stronger and able to support a bigger outboard. Just one of the many things that makes the 239FS a standout in a confusing market with a ton of manufacturers. Of course, it's also truly unsinkable, has a signature stepped hull and more standard features than any of the others. This one is slate grey and fully loaded with a hard top and a 250HP Yamaha V6 four stroke outboard. Just add gas, which we should mention goes a long way in this fuel efficient rig. You are going to love the ride. Join the rest of the savvy boat buyers in the Maryland area and get hooked up with a brand new Key West 239FS from Annapolis Boat Sales on Kent Island (Maryland's #1 Key West dealer). It's here and waiting on you!

2017 Key West 219 FS

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Chester, Maryland

Year 2017

Make Key West

Model 219 FS

Category Center Console Boats

Length 22'

Posted Over 1 Month

2017 Key West 219 FS Another hot looking 2017 Key West 219FS has arrived! This one has a hard top with an accented underside matching it's slate grey hullsides. She's basically fully loaded and is paired with a super low-maintenance, quiet and fuel efficient 175HP Yamaha four-stroke outboard that is going to give you and the family years of use without headaches. There's a reason why the 219FS is the best-selling 21' center console on the market--it's because it has standard features that others consider options, has more interior space than any other 21' CC out there, and of course it's truly UNSINKABLE. That doesn't mean it meets USCG flotation standards--it means that it greatly EXCEEDS USCG flotation standards, is 100% foam filled, constructed of all composite (no wood) and features a LEVEL FLOTATION system that keeps her upright if you are ever in a situation where your boat gets swamped. Not to mention it rides better, is more stable at rest due to it's variable deadrise from the stepped hull, and is just a sharp looking boat. You will not find a better buy in the 21' center console market, and we have a few here waiting for you at Annapolis Boat Sales on Kent Island--Maryland's #1 source for Key West Boats!

2017 Key West 1720 Center Console

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Chester, Maryland

Year 2017

Make Key West

Model 1720 Center Console

Category Skiff Boats

Length 17'

Posted Over 1 Month

2017 Key West 1720 Center Console The 2017 model year class 1720CC's have arrived! The 1720 is a classic and one of Key West's all-time customer favorite models, and for good reason. It's a true skiff that does it all. Crabbing, fishing, cruising around and just having fun on the water in general are this boat's expertise. You'll be surprised what she can do for a 17-footer, it handles great and is quick. This one is sharp looking--the slate grey is also a customer favorite. Paired with a 70-horsepower Yamaha 4-stroke outboard, it'll provide years and years of low maintenance use. There is not a better 17-foot skiff option out there, especially when you consider that the 1720CC is constructed with Key West's legendary level flotation design (it's unsinkable). Come check it out on the sales lot at Annapolis Boat Sales on Kent Island--Maryland's leader in Key West boats!

2017 Key West 1720CC

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Chester, Maryland

Year 2017

Make Key West

Model 1720CC

Category Skiff Boats

Length 17'

Posted Over 1 Month

2017 Key West 1720CC The 2017 model year class 1720CC's have arrived! The 1720 is a classic and one of Key West's all-time customer favorite models, and for good reason. It's a true skiff that does it all. Crabbing, fishing, cruising around and just having fun on the water in general are this boat's expertise. You'll be surprised what she can do for a 17-footer, it handles great and is quick. This one is sharp looking--the ice blue is also a customer favorite. Paired with a 70-horsepower Yamaha 4-stroke outboard, it'll provide years and years of low maintenance use. There is not a better 17-foot skiff option out there, especially when you consider that the 1720CC is constructed with Key West's legendary level flotation design (it's unsinkable). Come check it out on the sales lot at Annapolis Boat Sales on Kent Island--Maryland's leader in Key West boats!

2017 Key West 239 DFS

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Chester, Maryland

Year 2017

Make Key West

Model 239 DFS

Category Dual Console Boats

Length 24'

Posted Over 1 Month

2017 Key West 239 DFS Check out this Key West 239DFS! This thing is just put together right. It's got the sun coverage and interior space that you and the family are looking for, it's got plenty of places to lounge and is basically a boat that does it all. Checking in at just under 24', it's seaworthy and capable of those days on the Bay that demand a little bit more boat. Of course its a Key West, so the hull is truly unsinkable with a level flotation system--something no other boat in it's class can claim. The oversize hard top opens up all kinds of possibilities with canvas enclosures and provides a great platform for skiing, fishing and general cruising. It's also really good looking--the slate grey is a customer favorite. If you are looking for a dual console, you absolutely must give the 239DFS a look. Did we mention that is has a 300HP Yamaha? Try to find another 23' dual console with 300HP! It's not going to last long--come down to Annapolis Boat Sales on Kent Island and see for yourself.

2016 Key West 219 FS

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Chester, Maryland

Year 2016

Make Key West

Model 219 FS

Category Center Console Boats

Length 22'

Posted Over 1 Month

2016 Key West 219 FS ANNAPOLIS BOAT SALES EXCLUSIVE DEAL!!!! WHITE 175 YAMAHA T-TOP WITH BLACK CANVAS LED LIGHTS BLUETOOTH STEREO UNDERWATER LIGHTS POTTIE TILT STEERING

2017 Key West 203 DFS

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Chester, Maryland

Year 2017

Make Key West

Model 203 DFS

Category Dual Console Boats

Length 20'

Posted Over 1 Month

2017 Key West 203 DFS Dual consoles have arrived at Annapolis Boat Sales! You better hurry down because they never seem to stick around for long. This one is the 20-foot model, the ever popular 203DFS. It's a Key West, so of course it's truly unsinkable with level flotation and boasts the roomiest interior and best fit and finish in it's class. This one has an awesome slate grey colored hull and all the upgrades you are looking for. Stainless steel rub rail, bimini top, twin deluxe captain's chairs, trim tabs w/indicators, hydraulic tilt steering, a ski tow and portable toilet. It's basically fully loaded. Almost forgot to mention it has Garmin electronics and a Yamaha Command Link Plus display! Whether you are fishing and crabbing on the river or taking the kids out tubing, the 203DFS does it all. Come check it out--it's on the lot at Annapolis Boat Sales on Kent Island. We're your #1 source for Key West Boats, and we're ready to get you into a new one!

2016 Key West 239FS

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Chester, Maryland

Year 2016

Make Key West

Model 239FS

Category Powerboats

Length 23'

Posted Over 1 Month

2016 Key West 239FS Just arrived! We've received a new stock of Key West boats and the biggest, roomiest model is this beautiful new 2016 239 FS. The 239FS boasts the largest cockpit in its class and you will immediately be impressed by the amount of interior space. Equipped with a powerful 250HP Yamaha 4-Stroke. With it's stepped hull, the 239 is fast and rides smooth. This one includes a Garmin touchscreen GPS/Fishfinder, full cushion package, underwater LED lighting, a hard top with LED accent lighting and an upgraded sound system. Of course, Key West boats are unsinkable and this one is no different. It's sure to not last long!

2016 Key West 1720 CC

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Chester, Maryland

Year 2016

Make Key West

Model 1720 CC

Category Fishing Boats

Length 17'

Posted Over 1 Month

2016 Key West 1720 CC Just arriving on the lot here at Annapolis Boat Sales is this sweet little Key West 1720CC. The 1720 is one of the all-time best selling Key West boats for a reason. It's super versatile and packs a lot of great features into a 17' package. Of course, it's a Key West, so its truly UNSINKABLE and has a ton of room for it's size. This skiff/center console is perfect for loading a bushel basket full of crabs while running your trotline, getting shallow in the creeks going after rockfish or just cruising up and down the river. The 70HP Yamaha 4-stroke is fuel efficient and fast. The 1720 is easy to own, easy to trailer and fits in your garage. It's your all around boat and waiting for you at Annapolis Boat Sales on Kent Island.

2016 Key West Billistic 281

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Chester, Maryland

Year 2016

Make Key West

Model Billistic 281

Category Powerboats

Length 28'

Posted Over 1 Month

2016 Key West Billistic 281 Introducing the brand new for 2016 Billistic 281CC by Key West. Key West has taken their decades of experience and knowledge of building high quality fishing boats to the offshore game with the Billistic series. This 281CC is an outstanding combination of size, power and range, all in a rare combination of value and quality. The boat features a lot of signature Key West design with new additions. Twin 250HP Yamaha 4-Strokes in custom white with ice blue lettering. Full ice blue hull color. Options include Yamaha Command Link Plus, fold-down transom seating, an electric windlass and a Taco outrigger package. In addition to that, you are going to love the lengthy list of standard features including all stainless steel hardware, macerated fish boxes, huge twin livewells, hydraulic tilt steering, fresh & raw water pumps, and an electric porcelain head. Of course its a Key West, so it's a truly UNSINKABLE boat with level flotation. The Billistic 281 is a home run, come on down to Annapolis Boat Sales and check it out!

2006 Key West 185DC

$14,999

Chester, Maryland

Year 2006

Make Key West

Model 185DC

Category Powerboats

Length 18'

Posted Over 1 Month

2006 Key West 185DC If you are looking for a used dual console at a great price, here it is. This Key West 185DC features all of the signature features that Key West boats is famous for, but can be yours for under 15K! Unsinkable, dependable and roomy, this 185DC will surprise you with how much interior space it has for it's size. Self-bailing cockpit design, Yamaha powered. Includes trailer. What more could you ask for?