1954 Grady White boats for sale in Southold, New York

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1996 Grady-White 208 Adventure

1996 Grady-White 208 Adventure

$27,500

Southold, New York

Year 1996

Make Grady-White

Model 208 Adventure

Category Walkarounds

Length 20

Posted Over 1 Month

The hull and top deck appear to be in good condition. The seller says the aluminum fuel tank was recently installed as well as the dodger. The helm and passenger seating appear to be in good condition and show little signs of wear. The trailer is also in good condition. Stock #392545 Nice Grady White with a very-low-hour Honda Four-stroke engine! Fun boat ready for her next owner! Highly sought-after Grady White 208 Adventure For Sale on Long Island, NY Propelled by a strong 200 HP Honda Four-Stroke outboard with low hours, with a top speed of 40 MPH, and cruise at 30, to get your family and friends to your favorite fishing grounds! Take her all over on the double-axle trailer to find new destinations as well. The 208 Adventure has lots of space in the cockpit for fishing and water sports and a day on the water. The cuddy cabin and full dodger enclosure also provide shelter from the weather. Come check her out! Offers encouraged! Reason for selling is moving.

2025 Grady-White Fisherman 216

2025 Grady-White Fisherman 216

Request Price

Southold, New York

Year 2025

Make Grady-White

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!

2025 Grady-White Freedom 275

2025 Grady-White Freedom 275

Request Price

Southold, New York

Year 2025

Make Grady-White

Model Freedom 275

Category Dual Console Boats

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.

2025 Grady-White Fisherman 236

2025 Grady-White Fisherman 236

Request Price

Southold, New York

Year 2025

Make Grady-White

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.

2024 Grady-White Freedom 285

2024 Grady-White Freedom 285

Request Price

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.

2025 Grady-White Freedom 215

2025 Grady-White Freedom 215

Request Price

Southold, New York

Year 2025

Make Grady-White

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.

2025 Grady-White Freedom 235

2025 Grady-White Freedom 235

Request Price

Southold, New York

Year 2025

Make Grady-White

Model Freedom 235

Category Dual Console

Length -

Posted Over 1 Month

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 Canyon 306

2025 Grady-White Canyon 306

Request Price

Southold, New York

Year 2025

Make Grady-White

Model Canyon 306

Category Center Console Boats

Length -

Posted Over 1 Month

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 highest level of customer satisfaction. Whether you’re headed offshore for a day of fishing, anchoring out with friends, or cruising the waterfront, this large center console is a family pleaser!

2024 Grady-White Canyon 336

2024 Grady-White Canyon 336

Request Price

Southold, New York

Year 2024

Make Grady-White

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

1998 Grady-White Voyager 248

$39,000

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!

2018 Grady-White Freedom 307

2018 Grady-White Freedom 307

$249,900

Southold, New York

Year 2018

Make Grady-White

Model Freedom 307

Category Dual Console Boats

Length -

Posted Over 1 Month

2018 Grady-White Freedom 307 Powered By Twin Yamaha F300 Outboards With Only 120 Engine Hours. This Well Kept Beauty Looks And Feels Brand New. Nicely Equipped With The Yamaha Helm Master Joysick System, As Well As A Bow Thruster, Makes This Boat Handle Like A Champ In Tight Spaces. Cockpit Sink, Refrigerator, Ski Pylon, Bow Insert With Cushion, Bow Cover And Full Canvas Enclosure, As Well As A Robust Raymarine Electronics Package Including Radar And Autopilot Completes The Package. Fully Commissioned And Ready To Go. Won't Last!

2023 Grady White Freedom 275

2023 Grady White Freedom 275

Request Price

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 Fisherman 236

2023 Grady-White Fisherman 236

$159,100

Southold, New York

Year 2023

Make Grady-White

Model Fisherman 236

Category Center Console

Length -

Posted Over 1 Month

Brand NEW 2023 Grady-White Fisherman 236 Center Console Powered By A Yamaha F300 IDES Outboard. This Brand New Leftover Comes Fully Equipped And Ready To Go! Don't Let Anymore Of The Season Pass You By. Already Bottom Painted And Equipped With A Garmin Electronics Package, This Boat Is Ready To Go, And Also Comes With A FREE Slip For The Remainder Of The Season As Well As A Prepaid Initial 20 Hour Yamaha Outboard Service. Nicely Equipped With A Ski Pylon, Bow Table, Casting Platform Insert W/Cushion, Head W/Macerator, Ivory T-Top Wing Curtains, Anchor Windlass. Won't Last At This Incredible Price And Deal!

2024 Grady-White Fisherman 216

2024 Grady-White Fisherman 216

Request Price

Southold, New York

Year 2024

Make Grady-White

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!

2003 Grady-White 300 Marlin WA

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.

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2023 Puffin Boat Puffin 860 Row

2023 Puffin Boat Puffin 860 Row

Hot Springs Village, AR

$3,800

1999 OSB John Boat

1999 OSB John Boat

Citrus Springs, FL

$10,000

1990 Whitehall Row boat

1990 Whitehall Row boat

Centerville, MI

$9,500