Grady White Freedom boats for sale in Southold, New York

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2025 Grady-White Freedom 235

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 2 Weeks 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

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 2 Weeks 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.

2024 Grady-White Freedom 285

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 Over 1 Month

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.

2021 Grady-White Freedom 325

2021 Grady-White Freedom 325

$349,900

Southold, New York

Year 2021

Make Grady-White

Model Freedom 325

Category Dual Console

Length -

Posted Over 1 Month

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 Freedom 275

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 Over 1 Month

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

2023 Grady White Freedom 215

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Southold, New York

Year 2023

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Model Freedom 215

Category Dual Console

Length -

Posted Over 1 Month

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.

2024 Grady-White Freedom 307

2024 Grady-White Freedom 307

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Southold, New York

Year 2024

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Model Freedom 307

Category Dual Console Boats

Length -

Posted Over 1 Month

Whether fishing or enjoying time with family and friends, you’ll find no more finely appointed 30-foot dual console than the Freedom 307. Every comfort has been considered in the design of this elegantly rugged, unsinkable coastal cruiser. From the expansive console with head, sink, and bulk storage to the roomy cockpit with wet bar and optional refrigerator, this is an excellent choice for the family looking for a pleasure boat that’s also truly saltwater fishing capable, all on the best-riding hull in the industry. The 307 is an evolutionary step up in recreational boating.

2015 Grady-White Freedom 225

2015 Grady-White Freedom 225

$85,800

Southold, New York

Year 2015

Make Grady-White

Model Freedom 225

Category Dual Console Boats

Length 22'

Posted Over 1 Month

2015 Grady-White Freedom 225 RARE OPPORTUNITY TO OWN A BRAND NEW 2015 LEFTOVER! Brand new, never used 2015 Grady White 225 Freedom powered by a 2015 Yamaha F250 four-stroke outboard.  Cockpit bolsters, Deluxe II Helm Chair, Portable Head W/Deck Pump-out, Livewell, Ski Pylon, Port Side Sleeper Seat, Fusion Stereo 700i W/Bluetooth, Raw Water Washdown, Fresh Water Cockpit Shower, Bimini Top, Ivory Front, Side and Rear Drop Curtains, Sun Platform W/Cushion. Current Retail Price of this Boat new is Over $112,000.  End of Season Sale to Move Inventory Going on Now!  Rock Bottom Price on a NEW Nicely Equipped Grady!