2019 Grady-White Freedom 255
$125,977
Boat in Islamorada, FL 33036 US
Freedom 255
1 Engine (--)
25 feet
Gas
Other
This 2019 Grady-White 255 Freedom is a well-maintained, used dual-console cruiser that seamlessly blends family comfort with serious saltwater capability. Powered by twin Yamaha 150 HP four-stroke outboards, each with approximately 180 hours, it delivers smooth, dependable performance, responsive handling, and efficiency whether you're cruising nearshore or venturing further offshore. With a hull length of 24'9? and a beam of 8'6?, the 255 Freedom is spacious enough for extended outings with friends or family, while still remaining easy to trailer and maneuver. Built on Grady-White's legendary SeaV²® hull, this boat provides a stable, dry, and efficient ride across a wide range of sea conditions, from calm bays to moderate offshore chop.
Grady-White is renowned for durability, quality construction, and thoughtful design, and the 255 Freedom is no exception. It features a composite stringer system, hand-laid fiberglass hull and deck, and stainless-steel through-hull fittings that ensure long-lasting structural integrity. The self-bailing cockpit, coupled with four large drains, quickly removes water from the deck, keeping passengers safe and dry at all times. With stainless-steel hardware, robust cleats, and low-profile bow rails, this boat is built to handle the rigors of saltwater use for many years.
Features include:
Bilge / Structure / Hull & Deck
-Composite stringer system and composite transom for maximum strength and water resistance.
-100% hand-laid fiberglass hull and deck for durability and long-lasting finish.
-Self-bailing cockpit with four drains to maintain a dry deck even in heavy weather.
-Two automatic bilge pumps (2,600 GPH combined) for added safety and peace of mind.
-Low-profile 316 stainless-steel bow rail, cockpit toe rails, and premium cleats for secure docking and handling.
-Quality hardware throughout, including powder-coated rod holders, cup holders, and cleats.
Cockpit / Seating / Storage / Layout
-Dual-console layout with walk-through windshield for safe and convenient access between bow and cockpit.
-Fold-away aft bench seat with cushion, easily converted for additional cockpit space.
-Deluxe helm and companion seats with both vertical and horizontal adjustment for maximum comfort.
-Bow seating with cushioned storage boxes, including an 80-quart port bow storage box, plus a dedicated anchor locker.
-Transom door for safe swim or boarding access.
-Ample storage, including under-gunnel rod racks, lockable starboard console storage, and forward anchor locker, keeping gear organized and secure.
-Spacious cockpit and bow area for fishing, entertaining, or relaxing with family.
Helm / Electronics / Comfort Features
-Hydraulic tilt steering wheel with stainless-steel construction for precise handling.
-Dual 12V accessory outlets, battery selector switch, and pre-wired anchor windlass connection at the helm.
-Enclosed port console with lockable marine head, dome light, and storage compartment.
-Captain Grady® digital boat systems guide compatible with iPad or iPhone for monitoring onboard systems.
-Stainless-steel drink holders, nonskid fiberglass decking, and cockpit bolsters for comfort and safety.
-Freshwater cockpit shower for rinsing off after a day on the water.
Engine / Performance / Utility
-twin Yamaha 150 HP four-stroke outboards with approximately 180 hours each provide reliable power, smooth acceleration, and excellent fuel efficiency.
-SeaV²® hull design with a 20° transom deadrise ensures stability, comfortable ride, and responsive handling even in choppy conditions.
-Fuel capacity of 135 gallons allows for extended trips without frequent refueling.
-Seating capacity for up to 10 passengers, making the 255 Freedom ideal for family cruises, entertaining, or fishing adventures.
Price History
| Date | Event | Price |
|---|---|---|
| 11/16/25 | Initial price | $125,977 |
2019 Grady-White Freedom 255 Video Tours
Overview from around the web 2019 Grady-White Freedom 255
Customers praise the 2019 Grady-White Freedom 255 for its exceptional build quality and reliable performance
Many highlight its versatile layout, which is well-suited for both fishing and family outings. Users appreciate the spacious and comfortable seating, ample storage compartments, and the boat's smooth handling even in choppy waters. The attention to detail in craftsmanship and the durability of materials are frequently noted as standout features. Overall, owners commend the Freedom 255 for delivering a blend of functionality, comfort, and safety that makes it a top choice in its class.
The Biggest Pros and Cons
The 2019 Grady-White Freedom 255 is a versatile dual console boat well-suited for a variety of activities including fishing, cruising, and watersports. Here are some pros and cons to consider:
Pros
High-Quality Construction: Grady-White is known for its durable and well-built boats, and the Freedom 255 is no exception, featuring a solid fiberglass hull and premium materials.
Spacious Layout: The dual console design provides ample seating and storage, making it comfortable for family outings or fishing trips.
Fishing Features: Equipped with rod holders, a livewell, and fish boxes, this boat caters well to anglers.
Smooth Ride: The deep-V hull design offers excellent handling and a smooth ride even in choppy waters.
Versatility: Suitable for both fishing and cruising, with features that accommodate various water activities.
Quality Amenities: Includes conveniences such as a head compartment, freshwater system, and comfortable seating arrangements.
Cons
Price Point: As a premium boat, it may be more expensive than comparable models, which could be a consideration for budget-conscious buyers.
Size Limitations: At 25.5 feet, it may feel a bit small for larger groups or extended overnight trips.
Fuel Consumption: The powerful engine options may lead to higher fuel consumption, impacting operating costs.
Limited Cabin Space: While it has a head compartment, overnight accommodations are minimal, limiting its use for extended cruising.
Made For
The 2019 Grady-White Freedom 255 is perfect for anglers and boating enthusiasts who want a versatile, reliable, and comfortable center console boat. It’s ideal for those who enjoy offshore and inshore fishing, offering ample rod storage, a spacious cockpit, and advanced fishing features. Additionally, its family-friendly design and smooth ride make it great for day cruising, watersports, and spending quality time on the water with friends and loved ones. Whether you’re an experienced fisherman or a recreational boater seeking performance and comfort, the Freedom 255 delivers a high-quality boating experience.
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Address
Boat Location
Contact Boaters World Marine Centers Islamorada about 2019 Grady-White Freedom 255
73501 Overseas Hwy, Islamorada, FL, 33036
Contact Boaters World Marine Centers Islamorada
73501 Overseas Hwy, Islamorada, FL, 33036





















