2026 Grady-White Freedom 285 Sold Boat in Annapolis, MD 21403 US
Built in 2026
Freedom 285
2 Engines (2x Yamaha)
28 feet
Gas
Fiberglass/Reinforced
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 2026 Grady-White Freedom 285 | ||||||
|---|---|---|---|---|---|---|
| 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 | 28' | - | - | 30' | 20' | 22' |
| Engine Make | Yamaha | Yamaha | - | Yamaha | Yamaha | Mercury |
| Total Engine Power | 300 hp | 300 hp | - | 300 hp | 150 hp | 200 hp |
| Days on Market | 302 | 11 | 11 | 105 | 0 | 6 |
| Get in touch |
Other 2026 Grady-White Freedom 285 For Sale in Maryland, United States
Other Grady-White Freedom 285 boats for sale in Maryland, United States
Other Grady-White boats for sale in Maryland, United States
Luxury Dual Console. Legendary Grady-White Performance.
The 2026 Grady-White Freedom 285 is where premium craftsmanship meets versatile comfort. Designed for both serious anglers and discerning families, this dual console delivers unmatched quality, seaworthiness, and attention to detail - all powered by Grady-White's proven SeaV²® hull for the smoothest, driest ride in its class.
Premium Options & FeaturesJet Top with Underside in White - Sleek, clean aesthetic with durable overhead protection.
Twin Yamaha F300 XSB FM Outboards - Digital Electronic Controls deliver quiet, effortless power and precision handling.
Whole Hull Gelcoat in Sage Gray - Distinctive and modern with a refined coastal look.
Side Bar with Corian Countertop & Sink - Perfect for entertaining on the water, with easy access to refreshments.
Ivory Bow Cover - Adds a layer of sun protection and elegant style for relaxing up front.
Sun Platform Insert with Cushion - Converts the bow area into a spacious sun lounge for family enjoyment.
Refrigerator in Bar - Keep your drinks and snacks cool all day while cruising or entertaining.
Ivory Hardtop Drop Curtain - Shields the cockpit for extended comfort in cooler or breezy conditions.
Electric SureShade Top in Oyster - Extendable shade system for customizable protection at the touch of a button.
From early-morning fishing runs to sunset cocktail cruises, the Freedom 285 delivers the versatility today's boaters demand. Its open layout, premium finishes, and thoughtful features make it ideal for Chesapeake Bay adventures - balancing offshore capability with refined onboard living.
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 285 Video Tours
Overview from around the web 2026 Grady-White Freedom 285
The 2026 Grady-White Freedom 285 has garnered impressive feedback from boat enthusiasts and owners alike
Customers consistently praise its versatility, highlighting the seamless blend of fishing capabilities and comfortable cruising features. The spacious layout accommodates family and friends, making it an ideal choice for day trips or weekend getaways. Many users appreciate the robust construction and excellent build quality that Grady-White is known for, with comments on the boat's steady performance even in challenging conditions. The Freedom 285’s cutting-edge technology and user-friendly navigation systems have also been well-received, enhancing the overall user experience. Owners enjoy the ample storage options and thoughtfully designed seating arrangements, allowing for easy movement and socializing on board. The boat's sleek design and striking aesthetic don't go unnoticed, with many remarking on its eye-catching presence in the water. In summary, the 2026 Grady-White Freedom 285 has earned positive reviews for its combination of comfort, functionality, and style, making it a favored choice among both recreational boaters and serious anglers.
The Biggest Pros and Cons
Pros
Versatile Design: The Grady-White Freedom 285 excels in versatility, seamlessly transitioning from fishing to family outings. The spacious bow and rear seating cater to various activities, making it perfect for both anglers and leisure seekers.
Relatable Performance: Equipped with powerful outboard engines, the Freedom 285 delivers impressive speed and handling. The hull design ensures stability and a smooth ride in various sea conditions, providing confidence to both seasoned mariners and newcomers alike.
Quality Construction: Grady-White is renowned for its exceptional craftsmanship. The Freedom 285 features high-quality materials, ensuring durability and longevity. The non-skid surfaces and robust hardware contribute to a boat that can withstand the rigors of marine life.
Comfort-Driven Amenities: With spacious seating, a well-appointed cabin, and ample storage, this boat enhances the cruising experience. The enclosed head compartment and galley area provide convenience for longer trips and family outings.
Fishing-Friendly Features: The boat is equipped with multiple rod holders, a livewell, and a fish box, making it a formidable option for fishing enthusiasts. The expansive cockpit allows for easy movement while reeling in the big catch.
Safety Features: Safety is paramount, and the Freedom 285 includes ample freeboard, a deep-V hull, and solid railings, ensuring peace of mind for all aboard.
Cons
Price Point: The Grady-White Freedom 285 is positioned in the premium segment of the market, which may not be suitable for all budgets. While the quality is top-tier, the cost may be a consideration for potential buyers.
Fuel Efficiency: With its powerful twin-engine setup, the Freedom 285 may not be the most fuel-efficient option on the water. Boat owners should be prepared for potential higher operating costs compared to lighter vessels.
Weight and Size: Being a larger vessel, the Freedom 285 requires a significant amount of power for towing or docking, which may be a limiting factor for some boaters. Additionally, it may pose challenges for solo handling in certain situations.
Maintenance Needs: Like any high-performance boat, the Freedom 285 requires regular maintenance to ensure optimal performance and longevity. Potential buyers should factor this into their ownership experience.
Less Open Layout: Some may find the layout slightly constraining compared to fully open models. While the dual-purpose design is beneficial, those seeking a purely casual cruising experience may desire a more open-plan arrangement.
Made For
The 2026 Grady-White Freedom 285 is designed for discerning boaters who seek the perfect blend of performance, comfort, and versatility on the water. Whether you're an avid fisherman, a family looking for leisure outings, or a couple seeking a serene escape, this model caters to various lifestyles with ease. With its spacious layout, the Freedom 285 is ideal for families wishing to spend quality time together, featuring comfortable seating throughout and ample storage for all your gear. Fishermen will appreciate the well-equipped cockpit, complete with live wells and fish boxes, allowing for a successful day on the water. The dual-console design ensures that navigation is effortless, whether heading to a favorite fishing spot or enjoying a day of cruising. The 2026 Grady-White Freedom 285 also caters to those who appreciate luxury and sophistication, with premium materials and thoughtful craftsmanship evident throughout the boat. It boasts advanced technology and safety features, making it suitable for both seasoned mariners and those new to boating. In essence, the Freedom 285 is for anyone who desires a reliable, stylish, and functional boat for creating unforgettable memories on the water. Whether you’re embarking on a fishing adventure, a family picnic, or a sunset cruise, this versatile vessel has you covered.
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Boat Location
Contact Tri-State Marine - Deale about 2026 Grady-White Freedom 285
5861 Deale Churchton Road, Deale, MD, 20751
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