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13data points analyzed by Sailpages.com to compile this GULFSTAR 39 SAILMASTER buyer’s report
GULFSTAR 39 SAILMASTER

GULFSTAR 39 SAILMASTER

Gulfstar Yachts🇺🇸· Design: Richard Lazzara
$93,667 avg$50,000 – $150,000 (6 listings)1981–198457 built
$2.6K – $7.0K est. annual maintenance
Bluewater CruisermonoCutterFin

Specifications

Hull

LOA39.58 ft
LWL32.42 ft
Beam12.06 ft
Draft4.75 ft
Displacement19,000 lb
Ballast8,200.4 lb
Hull speed1.34·√LWL7.6 kn

Rig & Sails

Iforetriangle height47 ft
Jforetriangle base16.5 ft
Pmainsail luff40.75 ft
Emainsail foot14.5 ft
FLforestay16.5 ft
Mainsail706.8 sq ft
Jib (100%)387.8 sq ft
Spinnaker659.2 sq ft

About the GULFSTAR 39 SAILMASTER

MkII version (1982) has quarter berth aft. GULFSTAR 40 (1984?) was based on this same hull but with a center cockpit and built for the charter trade.

Sailpages Buyer's Take

Designed by Richard Lazzara and built by Gulfstar Yachts (USA) from 1981–1984, the Gulfstar 39 Sailmaster is a robust cutter-rigged cruiser with a total production of 57 hulls. Its heavy displacement of 19000.0 lb and high D/L ratio of 248.92 reflect a design prioritizing stability and seakindliness over speed.

Best for:
This boat is best suited for experienced coastal cruisers and those seeking a comfortable, stable platform for extended offshore passages, particularly those who appreciate the versatility of a cutter rig.
Bluewater capability:
With a capsize ratio of 1.81 and a comfort ratio of 30.83, the Gulfstar 39 Sailmaster demonstrates strong inherent stability and motion comfort, making it well-regarded for bluewater cruising despite its moderate sail area to displacement ratio of 15.43.
Comparables:
Comparable boats include the O'Day 38 and the Hunter 41, which share similar heavy-displacement characteristics and cutter or sloop configurations from the early 1980s, offering similar interior volume and cruising comfort.

Performance

Comfort30.8
Capsize1.81
SA/Disp15.4
Disp/Len249
Bal/Disp43.2

Estimated Value

Low Confidence
Based on 6 listings
Low
$63,131
Estimated Value
$67,210
High
$80,613
Inflation-adjusted to 2026 USD

Asking price by model year

6 listings · boat years 19791980 · median $88,000

$0$50k$100k$150kmedian $88,00019801979 Gulfstar Sailmaster · $50,000 · Florida, US1980 Gulfsatr Sailmaster · $109,000 · Alabama, US1979 Gulfstar Sailmaster · $88,000 · Florida, US1980 Gulfstar Sailmaster · $80,000 · Outside United States1979 Gulfstar Sailmaster · $85,000 · Florida, US1979 Gulfstar Sail Master · $150,000 · Florida, USAsking price (USD)Boat model year

Each dot is one listing · hover for details · dashed red line marks the median · obvious data-entry outliers (top & bottom 2.5%) excluded.

Estimated Cost of Ownership

Based on 39.58ft LOA. Actual costs vary by condition, usage, and local rates.

$/ft/mo
Annual Maintenance
$2.6K – $7.0K
Hull, rigging, sails, engine service
Annual Docking
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Articles & Reviews

Known Issues & Pre-Purchase Inspection

7 reported issues across 3 systems for the GULFSTAR 39 SAILMASTER, compiled from owner reports in sailing forums and owner-association material.

1 critical4 major2 minor
Deck3Hull3Structural1

Unlock the full inspection report

Thinking of buying a GULFSTAR 39 SAILMASTER? 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 7 specific issues — severity, symptoms & fixes
  • Model-specific pre-purchase inspection checklist
  • Downloadable PDF to take to your surveyor — yours to keep

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