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1984 Freedom 39 Pilothouse Sold Boat in Annapolis, MD 21403 US
Built in 1984
39 Pilothouse
1 Engine (Yanmar)
39 feet
Diesel
Fiberglass/Reinforced
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 1984 Freedom 39 Pilothouse | ||||||
|---|---|---|---|---|---|---|
| Price | $59,900 | $59,900 | $59,000 | $54,950 | $54,950 | $53,950 |
| Location | Annapolis | Tracys Landing | Annapolis | Tracys Landing | Tracys Landing | West River |
| Nominal Length | 39' | 36' | 34' | 35' | 33' | 29' |
| Beam | 13' | - | - | - | - | - |
| Draft | 5' | - | - | - | - | - |
| Engine Make | Yanmar | Universal | Yanmar | Yanmar | - | Beta |
| Total Engine Power | - | - | 30 hp | 30 hp | - | 25 hp |
| Days on Market | 438 | 31 | 645 | 10 | 523 | 330 |
| Get in touch |
Goodwind - 1984 Freedom 39 Pilothouse Schooner A Thoughtfully Upgraded, innovative, Super-Easy to Sail, Distinctive Liveaboard Cruiser
YouTube Tour by the Tiny Home Expedition film crew!
This 1984 Freedom 39 Pilothouse Schooner is a perfect combination of easy to sail, a liveaboard's dream and a very capable long distance cruising sailboat.
Take a look at all that has been done to make this the perfect boat to move aboard, head to the islands all while being able to single-hand tack up the narrow rivers off the Chesapeake Bay or ICW. See descriptions below:
? Base Specifications
- Length Overall: 39 ft, Displacement: 18,500 lbs
- Beam: Just under 12' 10"
- Draft: 4'11" perfect for shallows, and the Bahamas
- Bridge clearance 58': perfect for ICW bridges
- Hull & Deck: Both are Balsa cored for excellent strength and insulation - warm in winter, cool in summer, no condensation, and whisper-quiet
- Masts: Keel-stepped (with custom Garhauer stainless fittings) and securely held at the partners for long-lasting safety and performance - The ONLY Freedom to have this innovative stabilizing system
- Construction: Carbon fiber free-standing masts (no stays, chainplates, or spreaders to maintain, replace, or fail). Two fully independent masts mean always having a get-home mast!
- 100-gallon diesel capacity in two 55-gallon aluminum tanks - exceptional range for a boat of this size -
- 160 gallons of water, in two Poly 80-gallon tanks - You will not find fuel or water capacity like this on any sailboat near this size - most have HALF this capacity
? Innovations & Upgrades
Rigging & Sails
- Both carbon fiber masts were professionally repainted with Interlux Perfection epoxy
- All new internal wiring in both masts with anti-slapping solutions
- No standing rigging to maintain or replace will save you $10's of thousands of dollars over the years. No chainplates, toggles, swages, spreaders, or fittings to fail....Ever. And no mast corrosion to worry about
- Upgraded sail reefing system with low-friction blocks and cockpit control
- Boom brakes added to both booms to prevent accidental jibes and act as preventers
- Spinnaker halyards also serve as spare main halyards
- Doyle Stackpacks make dropping as easy as releasing the clutch and zipping up the sails!
- Exceptionally easy to hoist, trim, tack, reef and drop sails: perfect for single-handed sailing
Anchoring System
- New powerful 1500W Italian Quick windlass with wireless remote and all new upgraded wiring (2022)
- New primary anchor (25kg Rocna) with new 8mm chain (2022)
- Second anchor: Fortress with chain-to-rope rode
- Anchor deployment and retrieval is reliable, fast, quiet, and effortless
Deck & Exterior
- Bow pulpit rebedded with epoxy core to prevent deck leaks
- New LED bow navigation lights
- An additional ventilation hatch was installed in the guest cabin
- Open Deck chocks created for easier line handling
- Custom cockpit lockers, including huge stern access and storage
- Cockpit enclosure creates a weatherproof "sunroom"
- Both Sunbrella window covers and mesh sun covers for light and heat control
Navigation, Power, and Performance
Engine & Systems
- Yanmar 4JH4 diesel: Smooth, quiet, reliable - with excellent access under the settee and Speedseal quick impeller change cover
- Dual Racor switchable filters allow underway fuel polishing and filter changes
- Entire drivetrain replaced: New shaft, dripless shaft seal, and 3-blade feathering prop factory refurbished by Maxprop
Electrical & Solar
- Five AGM batteries (1 start, 4 house = 800+ amp hours of house power)
- Magnum 1200W inverter/charger, remote panel, and E-meter
- Modern electrical panel: rewired, labeled, and simplified
- 800 watts of solar, plus another 200 watts of portable solar panels on 4 wirelessly reporting Victron charge controllers for maximum output - Batteries are topped off before noon
Interior Comfort & Livability
Cabins & Ventilation
- Well-ventilated with multiple hatches and opening ports
- Huge ports allow of lots of light and a great view from the settee - A rarity to be able to eat and relax while looking at sunrises and sunsets
- Aft cabin enhanced with an added hatch for airflow and light
- New headliners and lots of LED lighting throughout
- Air Head composting toilet - no pump-outs!
- Full stand-up shower with beautifully curved partition, seating, remote sump pump, and premium fixtures
Galley & Dining
U-shaped galley with:
- Dickinson Mediterranean 4-burner stove with oven on gimbals
- New high-efficiency fridge-o-matic with external plate cooling
- Second icebox (convertible to fridge or freezer)
- Seagull water filter for great drinking water
- Two-basin stainless sink
Dining and settee area features:
- Excellent sea berths
- New under-settee storage cabinets
- Curved steps (not a ladder!) to the cockpit - safe and elegant, great for dogs and guests
- Dickinson propane fireplace with visible flame - keeps you toasty even when underway
- Dimmable LED lighting throughout, including night-sailing blue/red lights in each cabin
Tanks and Capacities
- 160 gallons of fresh water (80 gallons each) - far above average for this size
- 100 gallons of fuel tanks (50 gallons each) - far above average for this size. No need to carry fuel on deck.
- Two separately controlled propane lockers (fireplace and stove)
Pilothouse & Cockpit
- Curved helm seat provides rare clear over-the-coachroof visibility
- Most pilothouse boats require difficult through the pilothouse vision
- Fully enclosed cockpit with removable, rollable side panels - ideal for sun, rain, or wind
Performance & Cruising
- Incredibly efficient: sailed from Annapolis to Jekyll Island, GA on the ICW. Used just 22 gallons of diesel - Under power, uses less than half a gallon an hour
- Tracks well, points well, tacks effortlessly, and can be handled solo with ease - precise feel of rudder with just finger tip control
- Optimized for coastal cruising and full time liveaboard life in all seasons
Why Goodwind?
This is not just a well-built pilothouse schooner - it's a finely tuned, extensively upgraded, liveaboard-ready adventure vessel. Ideal for the ICW, coastal cruising, or full-time living aboard. Several Freedom 39's have circumnavagated. (One sailor wrote a book about it "In Grandfathers Wake") Goodwind combines the innovation of the Freedom rig with thoughtful modern systems, an extraordinarily light-filled interior where you can see the world while sitting down for meals, making her one of the most comfortable and capable boats in her class. Her distinctive rig and design make her easy to find in a crowded anchorage!
Major Upgrades and Improvements to Goodwind:
Anchor & Ground Tackle
- New windlass with new solenoid and complete rewiring to main panel (2021)
- Wireless remote control switch box for windlass
- Installed new anchor and new chain (2021)
- Bow pulpit removed, rebedded with epoxy core reinforcement to prevent leaks
- New LED bow lights with rewired connections through the bow pulpit
Underway
- New deck and steaming light (2021)
- New Autopilot (Raymarine) (2022)
- New Remote Operation Windless with backup switch
- New WIreless Radar (2022)
- New tricolor with anchor and strobe light (2024)
Masts & Rigging
- Foremast fully rewired, including new combination motoring/deck light
- Installed wireless radar (Furuno 1st Watch Wireless Radar), compatible with iPhone, iPad, and laptop all at the same time with chart overlays
- Both masts professionally refinished with Interlux Perfection epoxy paint (15+ year lifespan)
- Upgraded sail reefing system with low-friction blocks/cleats-can now be operated from the cockpit
- Installed Dutchman boom brakes on both booms for accidental jibe prevention and as effective preventers - easy control from cockpit
- Spinnaker halyards on both masts (dual use as spare main halyards)
- Custom mast step rings (Garhauer Marine) to prevent mast twist or lift-improves safety & keeps it silent underway
Deck & Cockpit
- Deck chocks opened for easier line handling and direct-to-cleat access
- Significantly increased cockpit storage with custom combing lids and large rear access hatch (can fit inflatable dinghy, kayaks, fenders, folding bike, and even more gear)
- Top-quality cockpit enclosure-fully weather-protected, easily removable
- Dinghy tow - Allows you to pull your dinghy backwards with minimal drag and without blocking cockpit visibility, as davits do
Interior Comfort & Systems
- Two marine air conditioning/heating systems upgraded with new seawater pumps and hoses (2025)
- New shower sump pump and upgraded European-style thermostatic shower valve with shutoff spray head
- Dickinson Mediterranean 4-burner stove on gimbals-safe and reliable with quality oven
- High-efficiency refrigerator with external cooling chute
- Seagull water filter at the galley for superior drinking water
- Water heater was replaced ~3 years ago
- Starboard fuel tank replaced ~4 years ago
- Created new teak access doors under all settees and berths - no need to lift cushions
Electrical & Power
- New Magnum 1200W inverter/charger (2025)
- Electrical panel completely rewired with labeled switches (2023)
- Installed E-meter, Magnum remote, and new AC/Heating thermostats (2022)
- Five AGM batteries: four house, one starter
- 800 watts of solar on canvas, plus 200W portable panels
Mechanical & Propulsion
- New prop shaft, PSS dripless shaft seal (2023)
- Folding Maxprop professionally refurbished ~(2023)
- Dual Racor switchable fuel filters-change filters underway without shutdown (2023)
General Comfort & Safety
- Dan Buoy Man Overboard System
- Four inflatable safety vests with harnesses
- LifeSling overboard system
- Two high quality inflatable kayaks: One person and three person
- All fans were replaced throughout the vessel
- Custom upholstery with premium foam and fabric
Price History
| Date | Event | Price |
|---|---|---|
| 7/1/25 | Initial price | $59,900 |
1984 Freedom 39 Pilothouse Video Tours
Overview from around the web 1984 Freedom 39 Pilothouse
The Freedom 39 Pilothouse 1984 has garnered positive feedback from customers, who appreciate the unique combination of comfort, versatility, and seaworthiness it offers
Many owners highlight the spacious and well-designed interior, which provides ample living space and a welcoming atmosphere, making it an excellent choice for extended cruising or leisurely weekends on the water. Customers often commend the innovative pilothouse design, allowing for great visibility and protection from the elements while sailing. The easy-to-handle sail plan is another popular feature, as it makes sailing more enjoyable for both experienced sailors and those newer to the sport. The robust construction and stability of the Freedom 39 Pilothouse are frequently noted, with many users expressing confidence in its ability to handle various sea conditions. Additionally, the smart use of space, including generous storage options and a functional galley, has been well-received by those who enjoy long voyages. Overall, the Freedom 39 Pilothouse is lauded for its blend of performance and comfort, making it a cherished choice among sailing enthusiasts.
The Biggest Pros and Cons
The Freedom 39 Pilothouse from 1984 is a distinctive vessel known for its unique design and features. Here’s a breakdown of the pros and cons to help you assess whether this boat might be the right fit for your sailing needs.
Pros
Innovative Design: The Freedom 39 Pilothouse features a center cockpit design that enhances protection from the elements, providing a comfortable sailing experience in varying weather conditions.
Stable Performance: With a high aspect ratio sail plan and a solid hull, this boat offers excellent stability and performance under sail. The freedom to sail without a traditional keel can also mean better performance in lighter winds.
Spacious Interior: The Pilothouse design creates a roomy interior with good headroom and comfortable accommodations, making it suitable for extended cruising. Its layout often includes a well-equipped galley and ample storage.
Engine Access: The engine compartment is typically well-designed, allowing for easier access to maintenance points. This can be a significant advantage for keeping your vessel in shipshape.
Good Resale Value: Freedom Yachts have a reputation for durability and design, which can help maintain resale value over time.
Cons
Weight: The Freedom 39 tends to be heavier than some similar models, which might affect speed and responsiveness under certain sailing conditions.
Complex Rigging: The unique sail rigging system, while innovative, can be more complex and may require additional knowledge and experience to manage effectively.
Older Electronics: As a 1984 model, the onboard electronics and navigation systems might require updates to meet modern standards, which can involve additional costs.
Potential Maintenance Needs: As with any older vessel, depending on its maintenance history, you may encounter issues related to wear and tear, which will need to be addressed.
Specialized Parts: Finding specific replacement parts for older models can sometimes be challenging, as they may not be as readily available as those for more current designs.
Made For
The 1984 Freedom 39 Pilothouse is ideally suited for a variety of boating enthusiasts looking for a versatile and robust vessel. Whether you're an experienced sailor or a newcomer to the world of yachting, this boat offers a unique blend of performance, comfort, and practicality. For the Adventurous Cruiser: If you seek long-distance cruising adventures, the Freedom 39 Pilothouse is designed to handle a range of weather conditions. Its sturdy construction and reliable rigging make it a dependable choice for exploring coastal waters or embarking on extended offshore journeys. For the Comfortable Weekender: Featuring a spacious pilothouse and comfortable accommodations, this boat is perfect for weekend getaways. Enjoy the panoramic views from the helm while staying protected from the elements, or relax in the cozy interior with friends and family. For the Entertainer: The Freedom 39 Pilothouse offers ample deck space and an inviting layout, making it an excellent choice for those who love to entertain on the water. Host gatherings, enjoy sunsets, and create lasting memories aboard this beautiful vessel. For Those Who Value Innovation: With its unique Freedom design that incorporates a freestanding mast and various performance features, this boat appeals to sailors who appreciate innovative engineering and the ease of handling. Whether you’re planning day sails, multi-day cruises, or simply enjoying leisurely afternoons on the water, the 1984 Freedom 39 Pilothouse is a timeless choice that caters to diverse nautical aspirations.
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Contact Yacht Brokers of Annapolis about 1984 Freedom 39 Pilothouse
8 Anne Court, Severna Park, MD, 21146
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