Boats for sale in Southold, New York

2025 Grady-White Freedom 235

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Southold, New York

Year 2025

Make Grady-White

Model Freedom 235

Category Dual Console

Length -

Posted 5 Days Ago

Loaded with big boat features, the Freedom 235 is the best built family boat, perfect for both fishing and cruising. The sleek, forward-thinking design is a real head turner, and when you climb aboard, the expansive beam evokes a large boat feel. An oversized head compartment, freshwater cockpit shower, and sturdy transom door providing access to swim or dockside boarding platforms are just added conveniences not typically found on boats this size. This 23-foot boat offers an optional wet bar and electromechanically extendable lounge seat as well as many other added amenities, making this one of the best dual console boats and a delight for the whole family.

2025 Grady-White Freedom 235

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Southold, New York

Year 2025

Make Grady-White

Model Freedom 235

Category Dual Console

Length -

Posted 5 Days Ago

Loaded with big boat features, the Freedom 235 is the best built family boat, perfect for both fishing and cruising. The sleek, forward-thinking design is a real head turner, and when you climb aboard, the expansive beam evokes a large boat feel. An oversized head compartment, freshwater cockpit shower, and sturdy transom door providing access to swim or dockside boarding platforms are just added conveniences not typically found on boats this size. This 23-foot boat offers an optional wet bar and electromechanically extendable lounge seat as well as many other added amenities, making this one of the best dual console boats and a delight for the whole family.

2014 Jupiter 34

$229,000

Southold, New York

Year 2014

Make Jupiter

Model 34

Category Center Console

Length -

Posted 1 Month Ago

2014 Jupiter 34 Center Console Powered By Twin Yamaha F350 V-8 Outboards With 650 Engine Hours. This Impeccably Maintained Boat Is In Fantastic Condition And Ready For It's New Owner. All Cushions And Bolsters In Great Condition. Equipped With 4 Batteries, U/W Lighting, Vetus 55 IP Bow Thruster And An Impressive Electronics Package Including: Dual Furuno 14" Displays, 4KW Open Array Radar, Autopilot, Icom VHF With AIS, CHIRP Sonar, ACR GPIRB, Sirius Weather Receiver, Premium Fusion MS-IP7001 Stereo System With IPOD Interface & JL Premium Speakers, Amplifier And Subwoofer. A Long List Of Standard Features Is Also Included. This Is Truly A Rare Find And Must Be Seen In Person To Be Appreciated. The Boat Will Be Onsite Soon And Won't Last Long!

2024 Grady-White Canyon 336

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Southold, New York

Year 2024

Make Grady-White

Model Canyon 336

Category Center Console Boats

Length -

Posted 1 Month Ago

Grady-White’s Canyon 336 is the best 33-foot center console for the sportfishing family. The console design includes a spacious helm with full height windshield and provides exceptional visibility while adding space in the cockpit and console. The best saltwater fishing boat, the 336 has numerous features throughout including dockside power, deluxe rigging station, and a cabin with stand up head that includes a shower and sink. You’ll be hard pressed to find another boat of this size with the same level of enhancements and upgrades!

2003 Cobalt 263

$39,900

Southold, New York

Year 2003

Make Cobalt

Model 263

Category Cruiser

Length -

Posted 1 Month Ago

2003 Cobalt 263 Cuddy Powered By A Mercruiser 496 MAG MPI /O (375HP) With Only 476 Engine Hours. This Single Owner Boat Was Purchased New And Has Been Dealer Maintained And Stored With An Open Checkbook Since It Was Purchased. Loaded With Options Including: Aft Walk Thru Filler Cushions, Bimini Top, Cockpit Tonneau Cover, Dinette Table, Dual Battery Switch, Teak Swim Platform, Trim Tabs, And Starboard Windshield Wiper. This Boat Shows Near New And Everything Is In Terrific Condition. In The Water And Ready To Go!

1998 Grady-White Voyager 248

$39,995

Southold, New York

Year 1998

Make Grady-White

Model Voyager 248

Category Outboard Boat

Length -

Posted 1 Month Ago

1998 Grady-White Voyager 248, Repowered in 2017 With A Honda 250HP Outboard With Under 100 Engine Hours! This Oldie But Goodie Has Been Well Taken Care Of And Shows Much Better Than Her Age. Bolsters And Cushions Are All In Good Shape And The Boat Has Been Freshly Bottom Painted And Detailed. The Enclosure Is In OK Condition With Life Remaining. Everything On The Boat Is Operational With The Exception Of The Windlass, Which Is INOP. Hard Top Rod Holders, Lockable Electronics Boxes, Dual Fishboxes, Livewell, Windshield Wiper Washdown, F/W Shower, Trim Tabs And Cabin Rod Storage Is Just A Sampling Of The Features On This Boat. All Commissioned And Ready For Her New Owner. Competitively Priced To Move!

2024 Grady-White Freedom 285

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Southold, New York

Year 2024

Make Grady-White

Model Freedom 285

Category Dual Console Boats

Length -

Posted 1 Month Ago

Grady-White’s dual console offshore boats are truly the most versatile, luxurious boats on the market, and the redesigned 28-foot Freedom 285 is no exception. With its wide beam, open cockpit, and plentiful features including plush seating and a port side cockpit door with boarding ladder, the 285 delivers on both comfort and innovation. Fully outfitted for fishing, water sports, or just cruising the waterfront, this sleek and sporty boat is a pleasure to drive and reliable in all sea conditions because it sits on Grady’s signature SeaV²® hull.

2024 Grady-White Fisherman 216

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Southold, New York

Year 2024

Make Grady-White

Model Fisherman 216

Category Center Console

Length -

Posted 1 Month Ago

Grady-White’s Fisherman 216, a 21-foot center console boat, is a stand-out in its class of inshore and offshore fishing boats. The spacious cockpit offers an abundance of room for moving about with fishing rods, and its recreational boat qualities provide all-day comfort for enjoying the day with family and friends. True to Grady’s superior quality and functionality, the 216 has plenty of comfortable seating as well as swim and dockside boarding platforms on both the port and starboard sides. The 216 includes the trademarked SeaV²® hull, which gives every Grady the best ride on the market today. Setting the standard for smaller premium center consoles, this boat delivers unmatched owner satisfaction!

2010 Chris-Craft 25

$69,995

Southold, New York

Year 2010

Make Chris-Craft

Model 25

Category Dual Console

Length -

Posted 1 Month Ago

2010 Chris-Craft 25 Launch Powered By A Volvo Penta 5.7 OS Xi Gas I/O With Only 120 Engine Hours. Marina Maintained With Many Recent Maintenance Updates. The Teak Trim And Cockpit Sole Could Use Some Refinishing, But That Is Purely Cosmetic In Nature. Lot's Of Room And Storage. Priced Right And Ready For A New Home.

2018 Cobalt 200 S

$29,900

Southold, New York

Year 2018

Make Cobalt

Model 200 S

Category Bowrider

Length -

Posted 1 Month Ago

2018 Cobalt 200S powered by a Volvo Pentra V-6 200HP I/O with only 104 gentle engine hours. Beautifully kept and extremely clean, this boat is in the water and ready to go! Full canvas covers with lift poles, dual battery switch, bimini top, stereo system and renowned Cobalt quality. Priced to move.

2019 Sea Chaser

$29,500

Southold, New York

Year 2019

Make Sea Chaser

Model 19 Sea Skiff

Category Skiff Boats

Length -

Posted 1 Month Ago

2019 Sea Skiff powered by a 115 HP Mercury Command Thrust 4-stroke outboard with under 100 engine hours. Gently used center console comes equipped with an adjustable back rest helm seat, six flush mounted rod holders, LED navigation lights (plug in), 18 gallon livewell, flip up stern seats, Garmin GPS & VHF radio, stereo with remote, hydraulic steering & bimini top. This terrific package also comes with a 2019 Load Rite trailer! In the water & ready to go!

2021 Grady-White Freedom 325

$349,900

Southold, New York

Year 2021

Make Grady-White

Model Freedom 325

Category Dual Console

Length -

Posted 1 Month Ago

2021 Grady-White Freedom 325 Powered By Twin Yamaha F300 Outboards With Only 122 Engine Hours, And Equipped With The Yamaha Helm Master EX System Including Joystick And Yamaha Auto Pilot. This Beautiful Harbor Blue Painted Hull (Not Available Anymore Was Purchased NEW By Its Owner And Has Been Carefully Dealer Maintained Since. Nicely Equipped With Optional Side Bar, Refrigerator And Grill, Ski Pylon, Bow Thruster, Air Conditioning At The Helm And In The Console, Diesel Generator, Hot Water Heater, Ivory Enclosure Including Rear Drop Curtain And Bow Cover And Integrated Sure Shade System. Also Comes Equipped With a Robust Garmin Electronics Package, Including Twin 16" Displays, Open Array Radar, Remote ACR Spotlight, FLIR Night Vision Camera And VHF Radio.

2023 Grady White Fisherman 236

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Southold, New York

Year 2023

Make Grady White

Model Fisherman 236

Category Center Console

Length -

Posted 1 Month Ago

The most feature-rich 23-foot center console, Grady-White’s Fisherman 236 is a superior fishing boat and more family friendly than any competitive models. Standard features that make this boat remarkable include a 15.5-gallon livewell, an oversized enclosed head, and a transom door that makes it easy to board fish or get in and out of the water from the swim platform. Grady’s patented seating designs add comfort for up to 10 passengers. From the bow seating with forward facing foldaway backrests to the foldaway aft bench seat, there’s room for everyone.

2023 Grady White Freedom 275

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Southold, New York

Year 2023

Make Grady White

Model Freedom 275

Category Dual Console

Length -

Posted 1 Month Ago

For fishing, watersports, or cruising with family and friends, the Freedom 275 is the best dual console for every activity on your list! This 27-foot boat is spacious and chock-full of features that will enhance your time on the water. From the anchor windlass with remote switches at both the helm and windlass to the integrated swim ladder with transom door access, the 275 combines supreme functional features with Grady’s uncompromising quality to deliver the most amazing boating experience ever, all on the unrivaled SeaV²® hull.

2023 Grady White Freedom 215

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Southold, New York

Year 2023

Make Grady White

Model Freedom 215

Category Dual Console

Length -

Posted 1 Month Ago

Packed with luxury not typically seen in boats of this size and category, the 21-foot Freedom 215 is innovative, stylish, and versatile. Leading off Grady’s popular dual console boats series, the 215's roomy beam, plush seating options, and lockable head compartment make this a family friendly boat. Aft jump seats with swing-open backrests provide easy access to built-in swim platforms. Plus, horizontal storage for six fishing rods and an optional ski pylon make this pleasure boat ready to deliver an exhilarating day on the water.