2026 Grady-White Freedom 255 Sold Boat in Annapolis, MD 21403 US
Freedom 255
2 Engines (2x Yamaha)
24.8 feet
Gas
Fiberglass/Reinforced
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2026 Grady-White Freedom 255 | ||||||
|---|---|---|---|---|---|---|
| Price | Price on request | Price on request | Price on request | Price on request | $25,900 | $34,500 |
| Location | Annapolis | Edgewater | Edgewater | Selbyville | Grasonville | Annapolis |
| Nominal Length | 25' | - | - | 30' | 20' | 22' |
| Engine Make | Yamaha | Yamaha | - | Yamaha | Yamaha | Mercury |
| Total Engine Power | 200 hp | 300 hp | - | 300 hp | 150 hp | 200 hp |
| Days on Market | 93 | 12 | 12 | 106 | 2 | 2 |
| Get in touch |
Other Grady-White Freedom 255 boats for sale in Maryland, United States
Other Grady-White boats for sale in Maryland, United States
Offered Exclusively by Tri-State Marine, Maryland, DC and Virginia's #1 Grady-White dealer. Providing expert sales and service from two locations on the Chesapeake Bay in Annapolis and Deale, MD for 65 years. Experience the Tri-State Marine service advantage by purchasing direct from us, one of the top Grady-White dealers in the United States.
Brand New 2026 Grady-White Freedom 255 - Now includes an Expertly Paired Garmin Electronics Package!
Introducing the brand new 2026 Grady-White Freedom 255 - a perfectly balanced dual console designed for families who want comfort, performance, and offshore confidence in one exceptional package. Whether you're cruising the bay, entertaining at anchor, or heading offshore, the Freedom 255 delivers Grady-White's legendary ride with refined luxury throughout.
Powered by twin Yamaha F200 DEC engines, this boat offers smooth acceleration, impressive efficiency, and rock-solid reliability. The JIT Top and powered PTX SureShade top provide outstanding sun protection, while the thoughtfully designed cockpit makes entertaining effortless.
Key Features & Highlights:
Twin Yamaha F200 DEC Engines (Pre-Rigged)
Celestial Blue
Powered PTX SureShade Top
Ivory Bow Cover
Sun Platform Insert with Cushion
Deluxe Wet Bar with Corian Sink & Storage
Spacious Dual Console Layout
Premium Grady-White Fit & Finish
The Freedom 255 is built for versatility - offering wraparound seating, generous storage, easy access to the water, and the confidence to handle changing conditions with ease. Every detail reflects Grady-White's commitment to safety, comfort, and superior craftsmanship.
INCLUDES: FREIGHT, PREP, FUEL & ORIENTATION
The Company offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer should instruct his agents, or his surveyors, to investigate such details as the buyer desires validated. This vessel is offered subject to prior sale, price change, or withdrawal without notice.
2026 Grady-White Freedom 255 Video Tours
Overview from around the web 2026 Grady-White Freedom 255
The 2026 Grady-White Freedom 255 is garnering positive feedback from customers who appreciate its blend of performance, comfort, and versatility
Users frequently highlight the boat's impressive stability and smooth ride, making it suitable for a variety of activities, from fishing to family outings. Customers are particularly impressed with the spacious layout, featuring ample seating and storage, which enhances the overall experience on board. The modern design elements, including the stylish helm and quality finishes, receive high marks for aesthetics. Performance-wise, users praise the powerful engine options that deliver excellent speed and fuel efficiency, allowing for longer excursions without frequent stops. The innovative dual-console layout is also a standout feature, providing easy access to both the bow and stern while enhancing social interactions among guests. Safety is another area where customers feel confident, as the Freedom 255 includes thoughtful features such as high gunnels and a sturdy construction that instills a sense of security on the water. Overall, the 2026 Grady-White Freedom 255 is recognized for its exceptional craftsmanship, making it a top choice for boating enthusiasts seeking a reliable and stylish vessel for a variety of adventures.
The Biggest Pros and Cons
2026 Grady-White Freedom 255: Pros and Cons
Pros
Versatile Design: The Freedom 255 features a dual-console layout, making it ideal for both fishing and family outings. The spacious cockpit allows for easy movement and comfortable seating.
Reliable Performance: Powered by advanced engine options, this boat delivers impressive speed and fuel efficiency, ensuring a smooth and enjoyable ride on the water.
High-Quality Build: Grady-White boats are known for their superb craftsmanship and durability. The Freedom 255 is constructed with premium materials that stand up to the rigors of marine use.
Advanced Technology: Equipped with cutting-edge electronics and navigation systems, the Freedom 255 ensures you can navigate with confidence while enjoying the latest in boat tech.
Comfort Features: With plush seating, ample storage, and an easy-to-access head compartment, the Freedom 255 is designed for comfort and convenience, whether you're out for a day of fishing or a sunset cruise.
Safety Features: Grady-White prioritizes safety, and the Freedom 255 comes with various features such as a stable hull and high freeboard, providing peace of mind on the water.
Cons
Cost: As a premium brand, the Grady-White Freedom 255 can come with a higher price tag compared to other boats in its category, which may be a consideration for budget-conscious buyers.
Size Limitations: While the 255 is spacious, it may not accommodate larger groups as comfortably as some larger boats, potentially limiting its use for bigger family outings or gatherings.
Maintenance Requirements: Like any boat, the Freedom 255 requires regular upkeep and maintenance, which may be a drawback for those looking for a low-maintenance option.
Weight: The sturdiness of the construction can lead to a heavier boat, affecting trailer compatibility and potentially requiring a more robust towing vehicle.
Limited Low-Speed Performance: While the boat excels at cruising speeds, some users may find its performance at low speeds less satisfying compared to other options specifically designed for that purpose.
Made For
The 2026 Grady-White Freedom 255 is designed for boaters who seek the perfect blend of comfort, versatility, and performance on the water. This model appeals to families looking for leisure, adventure enthusiasts keen on fishing and watersports, and those who appreciate a well-crafted vessel with premium features. With its spacious layout and ample seating, the Freedom 255 is ideal for family outings and entertaining friends. The dual-console design allows easy access to the bow and stern, making it perfect for day cruising or enjoying a relaxing trip to a sandy beach. Its robust hull and powerful engine options provide the reliability and performance needed for water sports or heading out on fishing adventures with friends. Whether you're an experienced captain or new to boating, the Freedom 255's user-friendly features and thoughtful design ensure a safe and enjoyable experience on the water. From weekend getaways to sunset cruises, this boat caters to diverse on-water lifestyles while maintaining the high-quality craftsmanship Grady-White is known for.
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Boat Location
Contact Tri-State Marine - Deale about 2026 Grady-White Freedom 255
5861 Deale Churchton Road, Deale, MD, 20751










































