Grady White 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 1 Month 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 1 Month 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 Canyon 336

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Southold, New York

Year 2024

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Model Canyon 336

Category Center Console Boats

Length -

Posted Over 1 Month

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!

1998 Grady-White Voyager 248

$39,995

Southold, New York

Year 1998

Make Grady-White

Model Voyager 248

Category Outboard Boat

Length -

Posted Over 1 Month

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

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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.

2024 Grady-White Fisherman 216

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Southold, New York

Year 2024

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Model Fisherman 216

Category Center Console

Length -

Posted Over 1 Month

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!

2023 Grady White Fisherman 236

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Southold, New York

Year 2023

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Model Fisherman 236

Category Center Console

Length -

Posted Over 1 Month

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

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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

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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

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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.

2005 Grady-White Sailfish 282

$69,000

Southold, New York

Year 2005

Make Grady-White

Model Sailfish 282

Category Walkaround Boats

Length 28'

Posted Over 1 Month

2005 Grady-White Sailfish 282 2005 Grady White 282 Sailfish Powered by Twin 2005 Yamaha F225 Four-Stroke Outboards With 559/758 Hours. Bow Pulpit w/Anchor Windlass, Hydraulic Trim tabs, 40 Gal Livewell, Raw Water Washdown, Cockpit Shower, Cockpit Bolsters, Shorepower w/Cable, Electric marine Head, HW Heater, Refrigerator, Single Burner Stove (Butane), Microwave, Cabin Sink, Transom Door, Newer Curtains Including Rear Drop Curtain, Stereo CD Player, Cabin TV w/DVD Player, Twin Raymarine C80 Units With Radar, GPS & Plotter. Standard Horizon VHF Radio. Very Nice Package Ready for a New Owner!

2003 Grady-White 300 Marlin WA

$69,750

Southold, New York

Year 2003

Make Grady-White

Model 300 Marlin WA

Category Walkaround Boats

Length 30'

Posted Over 1 Month

2003 Grady-White 300 Marlin WA 2003 Grady White 300 Marlin Powered by Twin Yamaha F225 Four Stroke Outboards with 520 Engine Hours. Both Engines have had the mid-sections replaced and are in excellent condition. Kohler Gas Generator, Cabin A/C, Refrigerator, Microwave, Windlass, Remote Spotlight, Livewell, Shorepower, Trim Tabs, Raw Water Washdown, Enclosed marine Head, Cockpit Shower, Stove, Battery Charger, Transom Door, Full Enclosure. RayMarine RL70C Radar/GPS, Standard Horizon VHF, Kenwood Stereo/CD Player.

2007 Grady-White Release 283

$85,000

Southold, New York

Year 2007

Make Grady-White

Model Release 283

Category Center Console Boats

Length 28'

Posted Over 1 Month

2007 Grady-White Release 283 2007 Grady White 283 Release Center Console Powered By Twin Yamaha F250 TXR Four Stroke Outboards With 224 Engine Hours. Hydraulic Trim Tabs, 45 Gal Livewell, Raw Water Washdown, Bow Pulpit W/High Bow Rail & Windlass, Fresh water Sink In Lean Bar, Transom Door, Lockable Storage Under Both Gunwales, Shorepower & Battery Charger, Bow Insert W/Cushion, Fiberglass T-Top With Bow And Cockpit Spreader Lights, Outriggers, Electric Marine head W/Pumpout, Front/Side & Wing Canvas (Ivory), Twin Raymarine E80 Units W/Radar, Icom IC-M504 VHF Radio This Boat has Been Dealer maintained Since It Was Purchased New And Is In Excellent Condition. Very Low Hours. Won't Last Long!

2015 Grady-White Fisherman 257

$99,999

Southold, New York

Year 2015

Make Grady-White

Model Fisherman 257

Category Center Console Boats

Length 25'

Posted Over 1 Month

2015 Grady-White Fisherman 257 2015 Grady White Fisherman 257 Powered By Twin Yamaha F200 Four-Stroke Outboards With Only 23 Engine Hours. Bow Pulpit W/Windlass And High Bow Rail, Fiberglass T-Top With Top Mounted Rod Holders, Hydraulic Trim Tabs, Hydraulic Tilt Steering, Livewell, Raw Water Washdown, Fresh Water Cockpit Shower, Battery Select Switch, Transom Door, Boarding Ladder, Teak Bow Table (Still in Original Packaging, Garmin ECHO Map 94sv (9" Screen). Near new Boat in Excellent Condition Looking For a New Home!

2001 Grady-White 209 ESCAPE

$16,000

Southold, New York

Year 2001

Make Grady-White

Model 209 ESCAPE

Category Center Consoles

Length 20'

Posted Over 1 Month

2001 Grady-White 209 ESCAPE 2001 Grady White 209 Escape Center Console Powered by a 2001 Yamaha 150HP HPDI Engine. Bimini Top, 28 Gal. Livewell, Starboard & Port Fish Boxes, Fresh Water Cockpit Shower, Raw Water Washdown, Lowrance Depthfinder, Garmin 531s GPS. This is a Very Much In demand Boat And Won't last Long. Excellent Engine Compression And Dealer Maintained!

Grady White boats for sale in Southold, New York

2025 Grady-White Freedom 235

2025 Grady-White Freedom 235

2024 Grady-White Canyon 336

1998 Grady-White Voyager 248

2024 Grady-White Freedom 285

2024 Grady-White Fisherman 216

2023 Grady White Fisherman 236

2023 Grady White Freedom 275

2023 Grady White Freedom 215

2024 Grady-White Freedom 307

2005 Grady-White Sailfish 282

2003 Grady-White 300 Marlin WA

2007 Grady-White Release 283

2015 Grady-White Fisherman 257

2001 Grady-White 209 ESCAPE

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