2019 Grady-White Freedom 255 DC Sold Boat in Saint Michaels, MD 21663 US
Freedom 255 DC
1 Engine (YAMAHA)
25 feet
Gas
Fiberglass/Reinforced
Other Grady-White boats for sale in Maryland, United States
PRICE REDUCED! The Grady-White Freedom 255 DC is intended to be a versatile and trailer able boat that can operate in the kind of choppy conditions one often encounters in bigger bodies of water such as the Pamlico Sound, The Chesapeake, Tampa Bay, Long Island Sound, and even in the ocean on the right kind of day....The major feature of the Freedom 255 is its SeaV2 hull designed by C. Raymond Hunt and Associates and its distinctive sheer line. This is a styling and design characteristic that Grady-White has had for years and it has always set them apart from most everything else on the water in its class.
A little "Carolina Blow Flare" helps keep and boat dry, even this 25-footer. Standard features on the boat include a portable head in a compartment in the port console, stainless steel thru-hull fittings, a freshwater shower, hydraulic trim tabs with indicator and retractor, hydraulic tilt steering, gunwale bolsters, a 165 quart ice fish box starboard and an 80 quart dry storage port. The Freedom 255 also has "Basic Flotation" which means if the boat is swamped some part of it will float. Under gunwales rod storage, a transom door and clever stern seat that is the easiest to operate I've ever seen to date. Toe rails run the length of the gunwales, a nice touch for fishing, and a hatch affords access to the batteries, battery switches, pumps, and sea cocks. The Freedom 255 is a very nice package for the man with a family who plans on covering the gamut, from fishing to water skiing to picnics on the bay with neighbors and friends. And with the right options, it is a very fishable craft, indeed!
Price History
| Date | Event | Price |
|---|---|---|
| 7/7/25 | Price decreased | $110,000(-4.8%) |
| 7/3/25 | Initial price | $115,500 |
2019 Grady-White Freedom 255 DC Video Tours
Overview from around the web 2019 Grady-White Freedom 255 DC
The 2019 Grady-White Freedom 255 DC has garnered positive feedback from customers who appreciate its blend of versatility and performance
Owners often highlight its spacious dual-console layout, which offers ample seating and easy access to both fishing and cruising activities. The boat's smooth ride and stability in various water conditions are frequently praised, making it enjoyable for family outings and fishing trips alike. Many customers also commend the high-quality construction and attention to detail that Grady-White is known for, noting the durable materials and thoughtful features that enhance usability. The well-designed helm is another point of appreciation, with an intuitive layout and visibility that make navigation a breeze. With features like generous storage options, a comfortable cabin, and the ability to customize with various upgrades, the Freedom 255 DC stands out as a reliable choice for those looking for a dual-console boat that excels in both recreational activities and performance on the water. Overall, the feedback from customers reflects satisfaction with their purchase and a strong recommendation for anyone considering a boat in this category.
The Biggest Pros and Cons
The 2019 Grady-White Freedom 255 DC is a dual-console boat known for its versatility and quality craftsmanship. Here’s a look at some of the pros and cons associated with this model:
Pros
Versatile Design: The dual-console layout allows for both family cruising and fishing, making it suitable for a wide range of activities.
Quality Construction: Grady-White is renowned for its build quality, using durable materials and solid engineering to ensure longevity and performance.
Comfortable Seating: The boat features ample seating, including a spacious bow area and a well-designed helm, enhancing comfort for passengers.
Smooth Ride: With its deep-V hull design, the Freedom 255 DC provides a stable and smooth ride, even in choppy waters.
Storage Options: Generous storage compartments throughout the boat help keep belongings organized and out of the way.
Fishing Features: Equipped with fishing amenities like rod holders, livewells, and a bait prep area, it's ready for serious angling.
Engaging Helm: The helm is user-friendly, with modern electronics and controls that make navigation and operation straightforward.
Stylish Aesthetic: Its sleek lines and modern design elements give the boat an attractive look that appeals to many boaters.
Cons
Price Point: As a premium brand, the Grady-White Freedom 255 DC may come with a higher price tag compared to some competitors in the same category.
Fuel Consumption: Depending on the engine configuration, fuel efficiency may not be as competitive as some other models within its class.
Weight: The solid construction can make the boat heavier, which may affect trailering and handling in certain conditions.
Limited Headroom: While the boat is spacious, some may find that headroom in certain areas is limited, especially when compared to larger models.
Customization Options: While it comes well-equipped, potential buyers may find that certain desired features or upgrades could come at additional costs.
Made For
The 2019 Grady-White Freedom 255 DC is designed for those who crave versatility and adventure on the water. This dual-console boat caters to families, anglers, and recreational boaters alike, offering a perfect blend of comfort and performance. With ample seating and spacious interiors, it provides an ideal environment for socializing or relaxing. Families will appreciate the thoughtful features, such as easy boarding access, safe storage for gear, and plenty of room for friends. Anglers will find the integrated fishing amenities to be a significant advantage, as it is outfitted with rod holders, a livewell, and ample space for tackle, making it perfect for weekend fishing trips. The sleek design and powerful engines ensure a smooth ride, whether cruising along the coastline or navigating through choppy waters. With its stylish finishes and above-average handling, the Freedom 255 DC is perfect for boaters who value both functionality and aesthetics. In summary, the 2019 Grady-White Freedom 255 DC is for anyone looking to enhance their time on the water, providing a versatile platform for leisure, adventure, and fishing, all wrapped in a beautifully crafted package.
Finance your dream boat!
Finance your dream boat!
Be the first to know when similar boats hit the market
Get notified when new boats become available
Meet the Broker

Address
Other Information about North Point Yacht Sales
North Point Yacht Sales is passionate about boating. Whether you are a sailor, power cruiser, buyer or seller, we have the knowledge to produce the best results for you.
North Point Yacht Sales specializes in the finest boat lines, including Tiara Yachts, Caymas Boats, Pursuit Boats, Southern Bay Only J/Boats, Hanse®, and Dehler Sailboats. In addition to new boats as an authorized dealer, we maintain an inventory of high-quality brokerage listings from other boat brands.
We are headquartered in the heart of Annapolis, Maryland, at Bert Jabin's Boat Yard, with an office in Gloucester Point, Virginia. We are committed to the Chesapeake Bay region and community and are excited to share our passion for sailing and cruising with our fellow boaters.
North Point's goal is to make your boating experience fun and rewarding. We provide the highest level of professional service to our clients. Our goal is to find the boat that is right for you, your lifestyle, goals, ambitions and priorities. If you are selling your boat, we will put your treasure in the right hands for the right price. Most importantly, our brokers are experienced sail and power boaters. Due to our ongoing involvement in the local boating community, much of our business comes from referrals. We would like to have the opportunity to share our knowledge with you.
Want to update the details or images for this boat? Claim this listing by getting in touch.
Boat Location
Contact North Point Yacht Sales about 2019 Grady-White Freedom 255 DC
7330 Edgewood Rd, Annapolis, MD, 21403




























































