Boats For Sale in Southold, NY

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...

2022 Duffy Sun Cruiser 22 Equipped With By The Duffy Power Rudder Drive System And DC 48 Volt Motor, Powered By 16-6 Volt Deep Cycle Batteries And Victron Multiplus Charger 120v. Explore Endless Possibilities That Include Quiet Cruising In Bays, Harbors, Rivers And Lakes. Commercial Launch Applications Require No Additional Retrofitting And Include...

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...

2019 Grady-White Freedom 235 Powered By A 30HP Yamaha XCA Outboard With Only 187 Engine Hours. This Highly Sought After Grady Is In Great Shape And Ready For It's New Owner. Nicely Equipped With An Anchor Windlass, Electric Reclining Port Side Companion Seat, Ski Pylon, Side Bar, Front & Side Curtains, Bow Cover, Seaport Blue Hull & White Y...

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 ...

2018 Edgewater 262CX Dual Console Powered By Twin Yamaha F200 XCA Outboards With Only 631 Engine Hours, With Only 213 Hours Run Over 2,000 RPM's. This Boat Is In Terrific Condition And Ready For It's New Owner. Nicely Equipped And Loaded With Tons Of Storage Space! An Anchor Windlass, Marine Head With Electric Flush, Fresh Water Cockpit Shower, Raw...

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

2016 Boston Whaler 210 Dauntless Powered By A 200HP Mercury Verado Outboard With Only 78 Engine Hours. This Gently Used Beauty Is In The Water And Ready To Go! Equipped With Trim Tabs, Raw Water washdown, Livewell, Ski Pylon, Porta Potti, Casting Platform, Bimini Top. All Cushions Are In Excellent Condition And The Boat Shows Well. A Garmin 12" Dis...

2016 Sea Ray 270 Sundeck Powered By a Mercruiser 6.2 300 HP I/O With Only 218 Engine Hours. This Terrific Boat Is In Pristine Condition And Ready To Go! Featuring A Well Thought Out Seating Configuration, She Can Seat The Whole Crew Comfortably. Equipped With A Bimini Top, F/W Sink And Shower At The Stern, Bow Boarding Ladder, Trim Tabs, Marine Hea...

2007 Grady-White Tournament 225 Powered By A Yamaha F250 TXR Outboard With Only 572 Engine Hours. This Well Cared For Boat Was Just Recently Winterized And Wrapped For The Season. Dealer Maintained And In Great Shape!