Browse all sailboats
10data points analyzed by Sailpages.com to compile this FREEDOM 39 PILOT HOUSE buyer’s report
FREEDOM 39 PILOT HOUSE

FREEDOM 39 PILOT HOUSE

Tillotson Pearson Inc,🇺🇸· Design: Ron Holland/Garry Hoyt
from 1983
$2.9K – $7.8K est. annual maintenance
Offshore Cruisermono2 Mst. SchoonerFin
FreedomYachts.org

Specifications

Hull

LOA39 ft
LWL31 ft
Beam12.83 ft
Draft5.5 ft/ 5 ft min
Displacement18,500 lb
Ballast5,300.2 lb
Hull speed1.34·√LWL7.5 kn

Rig & Sails

Pmainsail luff44.5 ft
Emainsail foot17.5 ft
PYmizzen luff39 ft
EYmizzen foot11.92 ft
Mainsail420.5 sq ft

About the FREEDOM 39 PILOT HOUSE

A unique feature of this pilot house version of the FREEDOM 39 is the free standing schooner rig. EY an PY describe forward mast/triangle. Thanks to 'Lazy Jacques' for corrections.

Sailpages Buyer's Take

The Freedom 39 Pilot House is a 39.0 ft ketch designed by Ron Holland/Garry Hoyt and built by Tillotson Pearson Inc in 1983. With a displacement of 18500.0 lb and a comfort ratio of 28.61, this vessel is characterized by its heavy, stable hull form and pilot house configuration.

Best for:
This boat is best suited for coastal cruisers and those seeking a comfortable, stable platform for shorthanded cruising, leveraging its 2 Mst. Schooner rig and substantial 5300.2 lb ballast.
Bluewater capability:
With a low capsize ratio of 1.94 and high displacement of 18500.0 lb, the Freedom 39 Pilot House demonstrates strong inherent stability and offshore suitability, though its single production year suggests limited long-term build data.
Comparables:
Comparable vessels include other Ron Holland designs from the early 1980s with similar displacement and fin keel configurations, such as the Pearson 365 or similar heavy-displacement ketches, due to shared design philosophies and era-specific construction methods.

Direct variant of the FREEDOM 39 PILOT HOUSE

Near-identical models — same hull, builder and designer, re-badged or lightly changed. Specs and owner-reported issues are typically shared across the group, so a sister model's page may carry detail this one doesn't.

Performance

Comfort28.6
Capsize1.94
SA/Disp18.8
Disp/Len277
Bal/Disp28.6

Pricing

We don't have market pricing data for the FREEDOM 39 PILOT HOUSE yet. If you own one, help other buyers — what did you pay for it? Reports build a community price estimate over time.

Estimated Cost of Ownership

Based on 39ft LOA. Actual costs vary by condition, usage, and local rates.

$/ft/mo
Annual Maintenance
$2.9K – $7.8K
Hull, rigging, sails, engine service
Annual Docking
Enter zip code
Pick a country or enter a US zip for local rates
Annual Insurance
N/A
No price data available

Known Issues & Pre-Purchase Inspection

6 reported issues across 6 systems for the FREEDOM 39 PILOT HOUSE, compiled from owner reports in sailing forums and owner-association material.

3 critical1 major2 minor
Rigging1Deck1Rudder1Structural1Hull1Keel1

Unlock the full inspection report

Thinking of buying a FREEDOM 39 PILOT HOUSE? This is an in-depth report on the faults this model is known for — so you know exactly what to check when you walk the boat. For the price of a coffee.

  • All 6 specific issues — severity, symptoms & fixes
  • Model-specific pre-purchase inspection checklist
  • Downloadable PDF to take to your surveyor — yours to keep

One-time $2.99 · secure checkout by Stripe · instant access · 30 days online, PDF yours to keep

Similar Sailboats

Which engine powers your FREEDOM 39 PILOT HOUSE?

We haven't confirmed the engine for this model yet. If you own or know one, tell us — as owners report in, we build an accurate picture over time.

Already know your engine? Search all engines → to find its exact parts.

Used sails that fit the FREEDOM 39 PILOT HOUSE

Checking eBay for sails sized to this boat's rig…