2021 Grady-White Freedom 275 Sold Boat in Chester, MD 21619 US
Freedom 275
2 Engines (2x Yamaha)
26.9 feet
Gas
Fiberglass/Reinforced
Boats For Sale in Maryland, United States Similar to the 2021 Grady-White Freedom 275
Compare with similar boats and find the perfect one for you.
2021 Grady-White Freedom 275 | ||||||
|---|---|---|---|---|---|---|
| Price | $179,900 | $182,900 | $175,500 | $189,000 | $189,900 | $199,900 |
| Location | Chester | Edgewater | Deale | Shady Side | Dundalk | Grasonville |
| Nominal Length | 27' | 27' | 27' | 30' | 26' | 28' |
| Draft | 2' | - | - | - | - | - |
| Engine Make | Yamaha | Yamaha | Yamaha | Yamaha | Yamaha | Yamaha |
| Total Engine Power | 200 hp | 200 hp | 200 hp | 300 hp | 200 hp | 300 hp |
| Days on Market | 345 | 3 | 30 | 239 | 28 | 101 |
| Get in touch |
Other Grady-White Freedom 275 boats for sale in Maryland, United States
Other Grady-White boats for sale in Maryland, United States
Here's a 27-foot dual console that's well suited for family boating and a range of coastal activities: Grady-White's Freedom 275. The 275's configurations and features combine cruiser amenities with saltwater tough safety and performance to create a versatile sport fishing boat. The stability and responsiveness are amazing.
- 2 automatic bilge pumps (total 2600 GPH) (9842 LPH)
- Basic flotation
- Bow rail - low profile 316 grade stainless steel
- Captain Grady - digital boat systems and operations guide for iPad and iPhone
- Cockpit toe rails
- Composite stringer system & transom - water impervious
- Nonskid fiberglass liner
- Self-bailing cockpit w/cockpit drains (4)
- Stainless steel through-hull fittings
- 100% hand laid SeaV² hull & deck
- Accessory outlet - 12V
- Accessory outlet - 5V duplex USB port
- Anchor windlass w/remote switches at helm and bow
- Battery select switch
- Cleats - flush mount (pop up)
- Cockpit bolsters
- Cockpit freshwater shower (recessed)
- Cockpit lights - blue LED
- Companion grab rail
- Compass
- Cutting board
- Deck hardware - 316 grade stainless steel through-bolted
- Drink holders - stainless steel (12)
- Engine flush system w/hose attachment aft (one per engine)
- Factory engine pre-rigging
- Fish/ice box - 165-qt. (156.1 l) aft insulated box w/light & ob drain
- Fish/ice box - 96-qt. (91.5 l) starboard insulated box w/ob drain
- Flush mount electronics area
- Footrests - helm and companion
- Forward bolsters
- Fuel capacity - 184-gallon (696 l) tank
- Hardtop w/painted aluminum frame, storage net, speakers (2), LED spreader lights, tri-colored (red, blue, white) LED recessed lights (4), side mounted rod holders (4), radar flat & outrigger plates
- Head - lockable console w/dome light, bulk storage, mirror, shelf, marine head w/macerator, 10-gallon (38 l) holding tank and pump out & composite cherry and holly sole
- Hydraulic trim tabs w/indicator & retractor
- Integrated outboard mounting system w/swim platform & ladder
- International lighting
- Livewell - 29.5-gallon (111.7 l) aft insulated raw water livewell w/light, full column distribution inlet & ob drain (1100 GPH pump) (4164 LPH)
- Rod holders (4)
- Rod storage racks - horizontal (3)
- Rubrail - high density PVC w/stainless steel insert
- Seating - Command Elite horizontally and vertically adjustable contoured helm chair w/deluxe cushioning & flip-up bolster
- Seating - Deluxe companion seating w/electromechanically extendable lounge seat
- Seating - fold away aft bench seat w/cushion
- Seating - port & starboard bow box cushions
- Steering - hydraulic tilt w/power assist (n/a with Yamaha Helm Master control)
- Steering wheel - 316 grade stainless steel w/knob
- Stereo system w/AM/FM tuner, MP3 auxiliary audio connections/amplifier, Bluetooth®, remote unit & fold down storage; speakers - aft (2), bow (2) & hardtop (2)
- Stern eyes - heavy-duty 316 stainless steel
- Storage - forward anchor locker w/rode storage
- Storage - lockable starboard console compartment w/light & storage pocket w/tackle trays (2)
- Storage - port bow box
- Storage - port console tablet/phone compartment
- Table - fiberglass bow table (doubles in cockpit area)
- Transom door - fiberglass
- Washdown - pressurized raw water w/hose
- Water tank - 20-gallon (75.7 l) freshwater
- Windbreak door
- Windshield - walk-through tempered glass windshield
- Windshield header - stainless steel
- Windshield wiper w/washer (starboard)
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.
This boat comes equipped with:
Twin Yamaha F200XCB Engines
Yamaha CL5 Display
Tandem Axle Aluminum Venture Trailer
Seaport Blue Hull Color
Matching underside of hardtop
Thru Hull Windlass Anchor
DC Refrigerator
Full Isinglass Enclosure
Garmin 8612XSV Chartplotter
Garmin VHF
Price History
| Date | Event | Price |
|---|---|---|
| 10/15/25 | Initial price | $179,900 |
2021 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 2021 Grady-White Freedom 275
The 2021 Grady-White Freedom 275 has received an array of positive feedback from boaters who appreciate its exceptional design and performance
Customers often highlight the sturdy construction and the boat's impressive stability, making it a favorite for both casual outings and serious fishing trips. Many users rave about the spacious layout, which features comfortable seating for family and friends, as well as ample storage compartments. The versatility of the dual-console design is frequently mentioned, allowing for a smooth transition between a family day on the water and a fishing adventure. Performance-wise, the Freedom 275 gets high marks for its powerful engine options and responsive handling, making it a delight to drive. Customers have noted the excellent fuel efficiency, contributing to longer outings without constant refueling. Safety features, including the boat's high freeboard and thoughtful design, add peace of mind for those venturing out with loved ones. Overall, the 2021 Grady-White Freedom 275 stands out as a well-rounded vessel that satisfies a variety of boating needs.
The Biggest Pros and Cons
2021 Grady-White Freedom 275: Pros and Cons
Pros
Versatile Design: The Freedom 275 seamlessly blends fishing and cruising features, making it ideal for both adventurous days on the water and relaxing outings with family and friends.
Spacious Cockpit: With an open cockpit layout, there's ample space for fishing, lounging, or entertaining, accommodating multiple passengers comfortably.
Quality Construction: Grady-White is renowned for its exceptional build quality, and the Freedom 275 is no exception. It features robust materials and craftsmanship, ensuring durability and longevity.
Powerful Performance: Outfitted with twin outboard engines, this model delivers impressive performance and speed, making it capable of handling various water conditions with ease.
Comfortable Cabin: The cabin boasts a well-appointed space with comfortable seating, a mini-galley, and a head, enabling overnight stays or weekend getaways without sacrificing comfort.
Fishability: Equipped with rod holders, bait wells, and a tackle center, it offers great features for fishing enthusiasts, making it a versatile choice for sport fishing.
Smooth Ride: The legendary SeaV2 hull design provides a smooth and stable ride, reducing the impact of waves and ensuring comfort for everyone on board.
Cons
Price Point: As a premium brand, the Grady-White Freedom 275 comes with a considerable price tag, which may not fit every budget.
Fuel Consumption: With twin engines, fuel consumption can be higher compared to single-engine boats, potentially increasing operational costs.
Weight and Size: While offering stability and comfort, the size and weight of the boat may make it more challenging to tow or dock for some users.
Maintenance Costs: Quality comes with maintenance responsibilities; the higher-end materials and systems could require more specialized care, leading to higher maintenance costs over time.
Limited Fishing Features: While it excels in versatility, dedicated anglers might find it lacks some advanced fishing features compared to purely fishing-oriented boats.
Made For
The 2021 Grady-White Freedom 275 is designed for those who seek the perfect blend of versatility, performance, and comfort on the water. Ideal for families, fishing enthusiasts, and weekend adventurers, this dual-console boat appeals to a wide range of boaters. Families will appreciate the spacious layout, which includes comfortable seating and ample storage, making it perfect for day trips, picnics, or simply relaxing on the water. The Freedom 275 offers a safe and enjoyable environment for kids and adults alike, with features like deep gunwales and a well-designed swim platform. Fishing aficionados will find the boat equally appealing, as it comes equipped with fishing amenities such as rod holders, a livewell, and plenty of space for gear. The powerful yet efficient outboard engines ensure that anglers can reach their favorite fishing spots quickly and smoothly. For those who enjoy entertaining, the Freedom 275 features a well-appointed cockpit and a convenient galley, making it easy to prep meals or serve refreshments on board. Whether it's a sunset cruise or a day filled with watersports, this boat is designed for unforgettable experiences. Ultimately, the 2021 Grady-White Freedom 275 is perfect for anyone looking for a versatile, high-quality vessel that combines the best of leisure and adventure on the water.
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
Want to update the details or images for this boat? Claim this listing by getting in touch.
Boat Location
Contact Annapolis Boat Sales about 2021 Grady-White Freedom 275
1629 Postal Road, Chester, MD, 21619












































