2023 Grady-White Freedom 285Sold
$249,500
Boat in Saint Petersburg, FL 33701 US
Freedom 285
2 Engines (2x Yamaha)
28 feet
Gas
Fiberglass/Reinforced
With nearly every factory option available, this beautiful Grady-White Freedom 285 "That's What She Said" is competitively priced with the goal of being the next one sold. With only 220 hours on her twin Yamaha 300 outboards, she's been lightly used, and well cared for since new. Speaking of new, she's awful close to it, and you enjoy all the same benefits, including a remaining factory Yamaha warranty through March of 2026.
With all the accessories to provide the best of both worlds, she's the perfect blend of a day boat and fishing boat, and checks all the boxes for a great time on the water.
Located in St. Pete, FL, she's well cared for, easy to see, and turn-key ready for her next chapter.
Several notable features include:
- Garmin GPS/MFD
- Garmin Autopilot
- Garmin Radar
- Garmin VHF
- Twin white Yamaha 300's (220 hours)
- Factory Yamaha Warranty (through 3/26)
- Electric cockpit Sure-Shade
- Celestial Blue hull (With matching T-top underside)
- Ski Pylon
- Sunpad insert forward
- Electrically activated Cockpit Chaise Lounges port and starboard
- Foldaway transom seating
Cockpit and Deck
- 100% hand laid SeaV² hull & deck
- Accessory outlet - 12V
- Accessory outlet - 5V duplex USB port
- Anchor windlass w/remote switches at helm & windlass
- Battery select switch
- Cleats - flush mount (pop up)
- Cockpit door - port side
- 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
- Engine flush system w/hose attachment aft
- Fish/ice box - 118-qt. starboard forward insulated box w/ob drain
- Fish/ice box - 185-qt. (175.1 l) aft insulated box w/light & ob drain
- Flush mount electronics
- Footrest - helm & companion
- Forward bolsters
- Fuel capacity - 201-gallon tank
- Hardtop w/painted aluminum frame, storage net, speakers, LED spreader lights, tri-colored (red, blue, white) LED recessed lights (4), side mounted rod holders (4)
- Head - lockable console w/dome light, bulk storage, mirror w/shelf, composite cherry and holly sole & marine head w/manual flush, 10-gallon (38 l) holding tank w/ macerator, overboard discharge and deck pump out
- Bennett Hydraulic trim tabs w/indicator & retractor
- Swim platform & ladder
- Livewell - 32-gallon w/light & ob drain (1100 GPH pump)
- Rod holders (4)
- Rod storage racks - horizontal (3)
- Rubrail - high density PVC w/ stainless steel insert
- Companion seat (port) w/aft facing electromechanically extendable cockpit lounge seat and Corian® countertop
- Helm seat (starboard), adjustable, w/aft facing electromechanically extendable cockpit lounge seat
- Foldaway aft bench seat w/cushion
- Port & starboard bow box cushions
- Steering - hydraulic tilt
- Steering wheel - 316 grade stainless steel w/knob
- Fusion Stereo system w/AM/FM tuner, Bluetooth®; Fusion Audio 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 - port bow box
- Storage - starboard console storage drawer w/tackle trays (4)
- Fberglass bow table
- Transom door
- Washdown - pressurized raw water w/ hose
- Water tank - 20-gallon (75.7 l) freshwater
- Walk-through tempered glass windshield
- Windshield wiper w/washer (starboard)
Safety
- 2 automatic bilge pumps (2600 GPH total)
- Basic flotation
- Bow rail - low profile 316 grade stainless steel
- Cockpit toe rails
- Composite stringer system & transom - water impervious
- Nonskid fiberglass liner
- Self-bailing cockpit w/ cockpit drains (4)
- Stainless steel through-hull fittings
Grady-White’s dual console offshore boats are truly the most versatile, luxurious boats on the market, and the redesigned 28-foot Freedom 285 is no exception. With its wide beam, open cockpit, and plentiful features including plush seating and a port side cockpit door with boarding ladder, the 285 delivers on both comfort and innovation. Fully outfitted for fishing, water sports, or just cruising the waterfront, this sleek and sporty boat is a pleasure to drive and reliable in all sea conditions because it sits on Grady’s signature SeaV²® hull.
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.
Price History
| Date | Event | Price |
|---|---|---|
| 8/26/25 | Price decreased | $249,500(-7.4%) |
| 8/13/25 | Initial price | $269,500 |
2023 Grady-White Freedom 285 Video Tours
Overview from around the web 2023 Grady-White Freedom 285
Customers praise the 2023 Grady-White Freedom 285 for its exceptional build quality and reliable performance
Many highlight the spacious and comfortable cockpit layout, which is ideal for both fishing and family outings. The boat's smooth ride and solid handling in various water conditions receive frequent positive mentions. Owners also appreciate the thoughtful storage solutions and high-end finishes that enhance convenience and style. Overall, users commend the Freedom 285 for combining versatility, durability, and comfort, making it a top choice for anglers and recreational boaters alike.
The Biggest Pros and Cons
The 2023 Grady-White Freedom 285 offers a great blend of performance, comfort, and versatility, making it a popular choice among fishing and family boating enthusiasts. Here are some key pros and cons to consider:
Pros
Spacious Layout: The Freedom 285 features a well-designed cockpit and cabin area, providing ample seating and storage for a day on the water or overnight trips.
High-Quality Build: Known for Grady-White’s durable construction and attention to detail, this model offers excellent build quality and long-lasting reliability.
Smooth Ride: Equipped with a deep-V hull, the boat handles rough waters confidently, delivering a comfortable and stable ride.
Versatile Fishing Features: Includes integrated fishing amenities such as rod holders, livewells, and tackle storage, catering well to anglers.
Family Friendly: The cabin includes a V-berth and a portable head, making it suitable for family outings and short cruises.
Modern Electronics: Comes with updated electronics and navigation systems to enhance safety and ease of use.
Cons
Price Point: The Freedom 285 is positioned in a higher price bracket, which may be a consideration for budget-conscious buyers.
Limited Cabin Space: While comfortable for short stays, the cabin size may feel compact for extended overnight trips or larger groups.
Fuel Consumption: With powerful twin engines, fuel efficiency can be moderate, especially at higher speeds.
Trailerability: Due to its size and weight, towing and launching may require a suitable vehicle and ramp facilities.
Made For
The 2023 Grady-White Freedom 285 is perfect for anglers and boating enthusiasts who want a versatile and reliable center console boat. It’s designed for those who enjoy offshore fishing, family outings, and day cruising, offering a combination of performance, comfort, and advanced fishing features. Whether you're a serious fisherman or simply looking for a dependable boat for recreational adventures, the Freedom 285 delivers exceptional handling, spaciousness, and quality craftsmanship to suit a wide range of boating needs.
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 SYS Yacht Sales
With nearly four decades in the yacht sales industry, we specialize in new and used yachts for sale ranging from 30 to 200+ feet. SYS Yacht Sales was the first and remains one of only a few to be certified as an Endorsed Brokerage of the Certified Professional Yacht Broker Program. Come join our family of satisfied customers and experience for yourself why our clients say they will never go anywhere else...Experience the SYS Difference!
Boat Location
Contact SYS Yacht Sales about 2023 Grady-White Freedom 285
2 Marina Plaza, Suite 7, Sarasota, FL, 34236
Contact SYS Yacht Sales
2 Marina Plaza, Suite 7, Sarasota, FL, 34236


















































