2019 Grady-White Freedom 275 Boat in Holiday, FL 34691 US
Freedom 275
2 Engines (2x Yamaha)
27 feet
Gas
Fiberglass/Reinforced
Shows almost "As New"
Only 197 Hours on Twin Yamaha 200's
Fully loaded with options to include:
Powered Port Seat to Sundeck Conversion
Deluxe Cockpit Wet Bar
Retractable Aft Cockpit SureShade
New Forward Bimini Top
Simrad Plotter
High End Fusion Stereo System with 3 Stations
Underwater Lights
Starboard Boarding Step
Color Matched Hardtop
Helm Master Power Steering
Deluxe Teak Trimmed Head with Holding Tank
Etc. Etc.
It does not get better than this! The Grady-White 275 Freedom is a top tier premium vessel that manages to combine all of the attributes of the best offshore fishing machines while simultaneously catering to the most demanding needs of a family or group of friends in total luxury. Every inch of this vessel is built with a very rarely seen dedication to quality craftsmanship and thoughtful engineering that experienced boat owners will instantly appreciate.
This particular Grady is very lightly used and very highly maintained with only 197 hours on her twin Yamaha 200's. As noted above she is absolutely loaded with options.
For local buyers she is stored in a transferable covered rack at the area's best marina complete with an on-site waterfront restaurant.
Please see the 105 HD photos and 11 minute video shot in high definition to see every aspect of this truly extraordinary boat. Better yet please call to see her in person...you will not be disappointed in any way.
Price History
| Date | Event | Price |
|---|---|---|
| 11/27/25 | Initial price | $164,000 |
2019 Grady-White Freedom 275 Video Tours
Overview
The Grady White 275 Freedom is a versatile dual-console boat that combines the brand's renowned fishing capabilities with a family-friendly layout. Designed to accommodate fishing, entertaining, and watersports such as towing boarders, this model offers flexibility for a variety of recreational activities. Its deep V-bottom hull and twin-engine configuration enable it to navigate waters that many bowriders would avoid, emphasizing its rough water pedigree.
Exterior Design and Construction
Measuring 26 feet 11 inches in length overall with an 8 foot 6 inch beam, the 275 Freedom features a hull constructed from 100% hand-laid fiberglass complemented by composite stringers, transom, and bulkheads. The hull incorporates Grady White's CV2 technology, which utilizes a continuously variable degree deadrise bottom starting at 18.5 degrees at the transom and sharpening to nearly 30 degrees at midship. This design enhances performance in rough conditions. The boat also employs a self-bailing deck system that drains water overboard, ensuring safety even if the bilge pump fails. Proper propeller operation requires at least 20 inches of water depth due to the boat's displacement of nearly 6,500 pounds.
Power and Performance
Grady White offers the 275 Freedom with four different outboard propulsion options, ranging from a single 350 horsepower engine to twin configurations between 150 and 250 horsepower. For the test, the boat was equipped with twin 200 horsepower Yamaha outboards, carrying two people and half tanks of fuel and water, totaling a test weight of 6,632 pounds. Under these conditions, the boat reached plane in 6.5 seconds and achieved 30 miles per hour in 7.9 seconds. Cruising speed at 4,000 RPM delivered 31.5 miles per hour with a fuel burn of 14.3 gallons per hour. At wide-open throttle of 5,800 RPM, the boat averaged 48.9 miles per hour while consuming 38.8 gallons per hour. Despite rough test conditions with high winds, the 275 Freedom handled choppy water and tight turns smoothly and quietly. The Yamaha engines provided rapid acceleration and solid overall performance, though some propeller adjustments might optimize performance based on load.
Helm and Controls
The helm console of the 275 Freedom impressed the test team with its modern design and functionality. It features an all-digital dash with a 12-inch touchscreen monitor displaying navigation and engine data. The boat is equipped with digital drive controls and hydraulic steering via a responsive Seastar system. While the steering felt precise at speed, it required more effort when maneuvering at slow speeds. For enhanced control, especially in slow-speed situations, Grady White offers a 250-horsepower model equipped with Yamaha's Helm Master system, which includes electro-hydraulic steering, joystick control, and integrated autopilot capabilities.
Conclusion
The Grady White 275 Freedom demonstrates a well-rounded combination of fishing prowess, family-friendly design, and solid performance in challenging conditions. Its advanced hull design and robust construction provide confidence in rough water, while the twin-engine setup delivers respectable speed and handling. The modern helm with digital instrumentation and available advanced steering options enhances usability. Overall, the 275 Freedom stands out as a versatile boat suitable for anglers and recreational boaters seeking dependable performance and comfort.
Overview from around the web 2019 Grady-White Freedom 275
Customers praise the 2019 Grady-White Freedom 275 for its exceptional build quality and versatility
Many highlight its spacious and comfortable cockpit, making it ideal for both fishing and family outings. Owners appreciate the boat’s smooth ride and reliable performance in various sea conditions. The ample storage and thoughtful layout receive frequent mention, contributing to an enjoyable and practical boating experience. Overall, users commend the Freedom 275 for blending functionality with comfort, making it a favorite among sportfishing enthusiasts and recreational boaters alike.
The Biggest Pros and Cons
The 2019 Grady-White Freedom 275 is a versatile dual-console boat known for its quality craftsmanship and family-friendly design. Here are some pros and cons to consider:
Pros
Build Quality: Grady-White is renowned for its solid construction and attention to detail, ensuring durability and longevity.
Spacious Layout: The Freedom 275 offers a roomy cockpit and comfortable seating, making it ideal for family outings and entertaining guests.
Versatility: Equipped for both fishing and cruising, it features ample rod storage, live wells, and a well-designed helm.
Smooth Ride: The deep-V hull design provides excellent handling and a smooth ride even in choppy waters.
Storage: Plenty of storage compartments throughout the boat keep gear organized and out of the way.
Amenities: Includes a well-equipped head, a small cabin area, and optional features like a T-top or hardtop for added comfort.
Cons
Price Point: The premium build and features come at a higher price compared to some competitors in the dual-console category.
Size Limitations: While spacious for a 27-foot boat, it may feel tight for larger groups or extended trips.
Fuel Efficiency: Powerful engines can lead to higher fuel consumption, which is a consideration for long-range cruising.
Weight: The solid build results in a heavier boat, which may require a more robust tow vehicle and trailer setup.
Made For
The 2019 Grady-White Freedom 275 is designed for anglers and boating enthusiasts who seek a versatile, reliable, and comfortable center console boat. It’s ideal for those who enjoy inshore and nearshore fishing, family outings, and day cruising. With its spacious deck layout, advanced fishing features, and smooth ride, this boat suits both serious fishermen and recreational boaters looking for performance, safety, and convenience on the water.
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2019 Grady-White Freedom 275 | |||||
|---|---|---|---|---|---|
| $164,000 | $165,000 | $149,900 | $179,999 | $119,900 | $209,000 |
| Holiday | Sarasota | Punta Gorda | Fort Myers | Lake Worth | Longboat Key |
| 27' | 28' | 31' | 30' | 25' | 30' |
| Yamaha | Yamaha | Yamaha | Yamaha | Yamaha | Yamaha |
| 200 hp | 300 hp | 300 hp | 300 hp | - | - |
| 332 | 24 | 517 | 133 | 108 | 41 |
Other 2019 Grady-White Freedom 275 For Sale in Florida, United States
Other Grady-White Freedom 275 boats for sale in Florida, United States
Other Grady-White boats for sale in Florida, United States
Meet the Broker

Address
Boat Location
Contact Portside Yacht Sales about 2019 Grady-White Freedom 275
310 Orange St., Suite 504, Ozona, FL, 34660




































