Grady-White® Boats For Sale in Southold, NY

2025 Grady-White 235 Freedom Powered By A Yamaha F350 IDES Outboard. This Boat Comes Equipped With A Long List Of Features And Is Available For Sale To Customers Who Live Or Boat In Suffolk County, NY. Call For Details.

Grady-White’s 30-foot center console fishing boat, the Canyon 306, is chock-full of exclusive Grady features that deliver unmatched versatility, luxury, and value. From patented seating that’s both comfortable and adaptable, to a helm that provides ample space for a multitude of electronics, the 306 combines the ultimate in fishability with the hig...

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...

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 fro...

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 ...

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 s...

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 s...

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 tra...

The perfect day boat just got even better! The addition of the all new AV2® hardtop makes the 32-foot Freedom 325 an incredibly versatile boat for both offshore fishing, all-around coastal cruising, and entertaining. A beamy, spacious, high-quality dual console boat, the 325 has luxurious cabin features with two consoles, one with a berth and bulk ...

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...

2024 Grady-White 236 Fisherman Powered By A Yamaha F350 IDES Outboard With Only 12 Engine Hours! The Boat Was Delivered NEW To It's Owner A Couple Of Months Ago And The Owner Has Decided That He needs To Go Bigger. His Decision Is Your Win Win. Nicely Equipped With A Deluxe Lean Bar, Anchor Windlass, Casting Platform Insert With Cushion, Windshield...

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 outf...

Rare Opportunity To Own A Near NEW Grady-White Freedom 307! Owner Relocating. 2024 Grady-White 307 Powered By Twin Yamaha F300 Outboards With Only 55 Engine Hours And Under Warranty Until July 2029. Beautiful Ocean Mist Blue Gelcoat Color, Bow Thruster, Ski Pylon, Platform Insert W/ Cushion, Electric Extendable Starboard Aft Facing Lounge Seat, Pai...

2022 Grady-White Freedom 235 Powered By A 300 HP Yamaha Outboard Equipped With Digital Electric Steering With Only 167 Engine Hours. Nicely Equipped With Coastal Fog Blue Gelcoat Color Including The Hardtop Underside, Ski Pylon, Deluxe Companion Seat With Electromechanically Extendable Lounge Seat, Cockpit Boarding Step, Bow Table, Sun Platform Ins...

2020 Grady-White Freedom 285 Powered By Twin Yamaha F300 NCA Outboards With Only 39 Engine Hours. This Gently Used Beauty Is Fully Equipped And Built For Pleasure And Comfort. Besides A Long List Of Standard Features, This Boat Also Includes The Following Non-Standard Features: Coastal Fog Blue Gelcoat Color, Bow Thruster, Ski Pylon, Factory Instal...

A well-equipped Canyon 271 with only 232 engine hours. More info COMING SOON!

2007 Grady-White Tournament 275 Powered By Twin Yamaha F150 TXR Outboards. Equipped With R/W Washdown, F/W Cockpit Shower, Kenwood Stereo, Raymarine C120 Display & ICOM ICM304 VHF & Cockpit Side Bar With F/W Sink And Prep Station, This Boat Offers A Tremendous Amount Of Space At A Reasonable Cost. Some Cosmetic Updating Would Enhance Value ...

Grady-White Chase 263 Center Console Powered By Twin Yamaha 200hp HPDI Outboards With 900 Engine Hours. This Battle Tested Grady Hull Will Take You Where The Fish Are Comfortably And Quickly. Priced To Move, This Boat Has Been Winterized But Is Available To Be Seen. Nicely Equipped With A Bow Pulpit, R/W Washdown, F/W Cockpit Shower, Livewell, Cock...

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. Ev...