1984 Freedom 39 PilothouseSold
$59,900
We will let you know when another 1984 Freedom 39 Pilothouse is available in Annapolis, MD
Boat in Annapolis, MD 21403 US
Built in 1984
39 Pilothouse
1 Engine (Yanmar)
39 feet
Diesel
Fiberglass/Reinforced
Perfect Liveaboard Budget Cruiser!!!
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
? Innovations & Upgrades
Rigging & Sails
Anchoring System
Deck & Exterior
Navigation, Power, and Performance
Engine & Systems
Electrical & Solar
Interior Comfort & Livability
Cabins & Ventilation
Galley & Dining
U-shaped galley with:
Dining and settee area features:
Tanks and Capacities
Pilothouse & Cockpit
Performance & Cruising
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
Underway
Masts & Rigging
Deck & Cockpit
Interior Comfort & Systems
Electrical & Power
Mechanical & Propulsion
General Comfort & Safety
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
Nominal Length
39ft
Length Overall
39ft
Beam
12.83ft
Max Bridge Clearance
58ft
Max Draft
4.92ft
Displacement
18500lb
Cabins
2
Heads
1
Seating Capacity
6
Fresh Water Tanks
160gal
Fuel Tanks
100gal
Hull Material
fiberglass
Hull Shape
monohull
Engine 1
Engine Make
Yanmar
Engine Model
4JH4
Engine Type
inboard
Fuel Type
diesel
Drive Type
direct
Disclaimer
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 |
|---|---|---|
| 7/1/25 | Initial price | $59,900 |
Finance your dream boat!
Use our boat payment calculator to estimate monthly payments for 1984 Freedom 39 Pilothouse. Enter your down payment, choose a loan term, and adjust the interest rate to see an instant payment estimate — ideal if you're calculating boat payments before you enquire. Wondering how much does a Sail Cruiser cost in today's market, or how much does a Freedom cost for similar models? This boat financing calculator helps you compare scenarios in seconds, whether you're considering used boat financing or a new purchase.
Monthly payment
$679.85/mo
$
$
Loan amount$ 59,900
OR
%
Finance your dream boat!
Use our boat payment calculator to estimate monthly payments for 1984 Freedom 39 Pilothouse. Enter your down payment, choose a loan term, and adjust the interest rate to see an instant payment estimate — ideal if you're calculating boat payments before you enquire. Wondering how much does a Sail Cruiser cost in today's market, or how much does a Freedom cost for similar models? This boat financing calculator helps you compare scenarios in seconds, whether you're considering used boat financing or a new purchase.
Monthly payment
$679.85/mo
$
$
Loan amount$ 59,900
OR
%
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Meet the Broker
Address
8 Anne Court
Severna Park, MD 21146
Boat Location
Contact Yacht Brokers of Annapolis about 1984 Freedom 39 Pilothouse
8 Anne Court, Severna Park, MD, 21146
Contact Yacht Brokers of Annapolis
8 Anne Court, Severna Park, MD, 21146
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