2019 Grady-White Freedom 275
$164,000
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 |
Videos from Portside Yacht Sales on this 2019 Grady-White Freedom 275
2019 Grady-White Freedom 275 Video Tours
Overview
The Grady White 275 Freedom is a versatile dual console boat designed to serve multiple purposes including fishing, family entertainment, and water sports. Built on a hull known for its rough water capability, this model aims to provide a comfortable and functional platform for anglers, their families, and water sport enthusiasts alike.
Exterior Design and Deck Features
The boat features a comfortable bow seating area equipped with dual chase loungers that allow for reclining and tanning. Fully padded gunwales are topped with recessed full-length handrails, enhancing both comfort and safety at speed. A substantial centerline filler board can be removed to reconfigure seating and storage arrangements. Beneath the seat cushions are dry storage lockers with sealed, heavy-duty hatches supported by stainless steel gas struts. Forward on the deck is a well-designed anchor locker, pre-wired for an optional windlass. The 275’s fiberglass hardtop is supported by a painted aluminum frame with numerous handholds, complemented by a large wraparound glass windshield.
Interior Living Spaces and Amenities
Under the hardtop, the companion seat is wide and thickly padded, featuring a fold-down footrest for added comfort. The passenger side offers ample storage compartments and access to the boat’s stereo system. The port console conceals a head compartment equipped with a heavy-duty molded door, a flushable head unit with holding tank, dedicated rod storage, and courtesy lining. On the starboard side, the operator benefits from a useful storage compartment and a conveniently located 12-volt charging plug. The captain’s seat is fully adjustable and ergonomically sculpted for comfort during operation.
Cockpit and Angler Features
At the aft, a double-wide folding bench seat provides seating for guests, while a patented jump seat maximizes cockpit space for fishing or entertaining. An aft-facing seat includes an electromechanical extender that converts it into a lounger. One of the standout options is the deluxe wet bar, which features a convertible Corian countertop, freshwater sink, and storage drawers. This wet bar can also be equipped with an electric 1,300-watt grill powered by an inverter and a drawer-style refrigerator, as seen on the test boat. The cockpit itself is 27 inches deep with 60 square feet of working space, surrounded by thick bolster padding. The transom includes a 32-gallon full-column distribution live well and a 128-quart insulated self-draining fish box.
Water Sports and Access Features
For water sports enthusiasts, the 275 Freedom is equipped with a retractable tow pylon and a molded fiberglass transom door that provides easy access to the integrated swim platform and engine well, facilitating safe and convenient water entry and exit.
Conclusion
The Grady White 275 Freedom presents a well-rounded package that balances fishing functionality, family comfort, and water sports capability. Its thoughtful design elements, versatile seating configurations, and practical amenities make it a proven rig for anglers while also serving as an entertainment venue and water sports platform.
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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Boats For Sale in Florida, United States Similar to the 2019 Grady-White Freedom 275
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2019 Grady-White Freedom 275 | |||||
|---|---|---|---|---|---|
| $164,000 | $165,000 | $149,900 | $179,999 | $239,900 | $79,900 |
| Holiday | Sarasota | Punta Gorda | Fort Myers | Longboat Key | Ruskin |
| 27' | 28' | 31' | 30' | 32' | 27' |
| Yamaha | Yamaha | Yamaha | Yamaha | Yamaha | Yamaha |
| 200 hp | 300 hp | 300 hp | 300 hp | - | 200 hp |
| 311 | 4 | 497 | 113 | 190 | 255 |
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











































































































































