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Grady-White boats for sale in Connecticut

72 Boats Available

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Grady-White Express 370

2026

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With custom yacht qualities, the Express 370, a 37-foot express cabin boat, offers more exceptional details, ample cabin room, performance, and reliability than many inboard boats that are larger in length. You will be amazed at the multitude of standard features on this best cabin cruiser boat. From the AV²® hardtop with electronically sliding sunroof, mass amounts of storage, the most comfortable seating options, and a grand cabin complete with galley to the convertible dinette area and enclosed head, no stone has been left unturned in the design of this boat. A favorite among Grady owners, the 370 is a luxurious family cruiser that’s equally well-suited for offshore saltwater sportfishing.

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23

Manufacturer Specification
Grady-White Freedom 275

2026

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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.

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10

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Grady-White Canyon 306

2026

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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.

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11

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Grady-White 251 Coastal Explorer

2026

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The 251 Coastal Explorer is aptly named. Built on Grady’s SeaV²® hull, the 251 offers more offshore capability and performance than any other inshore fishing boat. With built-in rod storage, bow and stern fishing platforms, and a deluxe lean bar with lockable storage and a 25-gal livewell, this 25-foot center console boat is packed with fishing features. Its numerous family-friendly amenities including a head area, plenty of water sport storage, and low gunnels for easy access to the water make it the best fishing and family center console boat.

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9

Manufacturer Specification
Sponsored Boats
Grady-White Sailfish 27

Stamford, Connecticut

2000

$30,000

Private Seller

16

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Grady-White Freedom 307

2026

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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.

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13

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Grady-White Fisherman 236

2026

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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.

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9

Manufacturer Specification
Grady-White Canyon 271

2026

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Grady-White took the center console concept to the next level with the Canyon 271. At 27 feet, this is one of the best offshore fishing boats that delivers big boat features. It starts with the new port side cockpit door and moves on to include a deluxe lean bar that incorporates four rod holders, a rigging station, tackle storage, and a 42-gallon raw water livewell. This boat is fishing ready. All built on Grady’s exceptional riding exclusive SeaV²® hull, the 271 assures the driest ride of any boat on the market. Hit the fishing grounds in comfort and style, then enjoy a sunset cruise on this family-friendly center console boat.

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11

Manufacturer Specification
Grady-White Fisherman 180

2026

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The best center console boat under 20-feet, the 18-foot Fisherman 180 offers numerous features and creature comforts not found on other boats its size. From the 11-gallon livewell to storage for up to 12 rods, the 180 is fishing ready but quickly transitions for family boating. A swim platform with port side ladder offers easy access to and from the water, and an optional ski pylon makes it perfect for water sports. Built on Grady-White’s award winning SeaV²® hull, this is the best riding 18-foot boat.

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8

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Grady-White Canyon 326

2026

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Grady-White’s Canyon 326 is a modern offshore center console with sleek style. Delivering enhanced fishability with innovative design and comfort, this 32-foot center console boat has everything you’d expect in a Grady-White–and more. From Grady’s exclusive SeaV²® hull that guarantees a phenomenal ride with smooth precision, to an expansive beam that sits the helm on center and features three deluxe contoured captain’s chairs, the 326 pairs high fishing functionality with luxurious comfort for family cruising.

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6

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Grady-White Canyon 336

2026

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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 336has 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.

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12

Manufacturer Specification
Grady-White Canyon 386

2026

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Experience more style, performance, comfort, space, and features than any other center console of its size on this spectacular 37-foot boat. The extra wide beam on the Canyon 386 provides room for four deluxe contoured helm chairs behind the wraparound windshield, an expansive cockpit with a lean bar full of conveniences, and a true weekend cabin with separate head area. Whether your priority is hardcore fishing or making memories with family and friends, this ruggedly luxurious boat does it all.

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14

Manufacturer Specification
Grady-White 231 Coastal Explorer

2026

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Fully equipped with the outstanding performance of the inshore version of the SeaV²® hull, the all-new 231 Coastal Explorer offers superb sportscar-like handling, rough water capabilities, and the nimble ability to fish in some of the skinniest water. Built with quality and craftsmanship for true owner satisfaction, the 231 CE is perfect for those looking for an inshore boat in the 23-ft. class.

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15

Manufacturer Specification
Grady-White Freedom 285

2026

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Grady-White’s dual console offshore boats are truly the most versatile, luxurious boats on the market, and the redesigned 28-foot Freedom 285is 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.

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10

Manufacturer Specification
Grady-White Freedom 325

2026

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The perfect day boat just got even better! The addition of the 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 storage, and the other with head, sink, and storage closet. There are too many standard features to name–but some include a sun platform, livewell, and access doors on both the port side and at the transom. Top it off with an optional generator, air conditioning, and a wet bar with refrigerator for a boat that provides all-day comfort and function.

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11

Manufacturer Specification
Grady-White Freedom 415

2026

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The largest outboard powered dual console ever built, the Freedom 415, delivers the ultimate in freedom with its perfect blend of rugged fishability and meticulously appointed luxury. Drawing from the highly acclaimed Canyon 456, the 415’s spacious cockpit includes all the coveted fishing features you’d find in a large sportfishing yacht with an added emphasis on comfort. Plush convertible companion and bow seating, tables that electronically raise and lower, and handcrafted custom cabinets with cane inlay are only a few of the details that elevate this boat to a luxury cruiser. A true seaworthy sportfishing yacht, the 415 hits the mark with an unmatched versatility that makes it the boat for both serious offshore anglers and the couple or family that enjoys cruising.

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13

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Grady-White Express 340

2026

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The Express 340 blends classic design with modern convenience for a next-generation premium offshore cabin boat. Designed for diehard anglers and the couple that wants to cruise with friends and family, the 340 is a home away from home overflowing with versatile fishing features and luxurious appointments.

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15

Manufacturer Specification
Grady-White 281 Coastal Explorer

2026

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The ultimate inshore/offshore boat, built on Grady-White’s legendary SeaV²® hull, the 281 Coastal Explorer is a real game-changer! Packed with ingenuity, starting with a new standard portside electric fold down platform with stowable ladder and the newly designed aft bench seat with three different configurations, this top-of-the-line Grady-White boat delivers triple the thrills. From fishing the shallows, and the deepest offshore canyons, to riding in luxury and style to and from the sandbar, this incredibly versatile boat will be the delight of the entire family.

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10

Manufacturer Specification

Get Started!

Grady-White Express 370

Grady-White Freedom 275

Grady-White Canyon 306

Grady-White 251 Coastal Explorer

Grady-White Sailfish 27

Grady-White Freedom 307

Grady-White Fisherman 236

Grady-White Canyon 271

Grady-White Fisherman 180

Grady-White Canyon 326

Grady-White Canyon 336

Grady-White Canyon 386

Grady-White 231 Coastal Explorer

Grady-White Freedom 285

Grady-White Freedom 325

Grady-White Freedom 415

Grady-White Express 340

Grady-White 281 Coastal Explorer

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