Gulfstar 39 Sailmaster Sailboats for Sale

Richard Lazzara·1981 – 1984·~57 hulls·Gulfstar Yachts
Gulfstar 39 Sailmaster drawingBuilder drawing
Hull Type
Monohull · fin
Rig
Cutter
LOA
39.58' · 12.06 m
Disp.
19,000 lbs · 8,618 kg
First year
1981

The Gulfstar 39 Sailmaster stands as a 39foot6inch cutter built by Gulfstar Yachts between 1981 and 1984, with Richard Lazzara credited as designer and 57 hulls completed. She is a fiberglass cruiser of moderate displacement—19,000 pounds with 8,200 pounds of lead ballast—whose sharp bow, nearplumb transom, and very flat sheer give her an unmistakable lateperiod Gulfstar profile. Good Old Boat's detailed survey of the design reveals a boat conceived for comfortable coastal and offshore cruising rather than allout performance, and the specifics of her construction and layout explain why.

Market snapshot

Median asking · 12 mo
$74,900
Asking price · 3 listings
Recent listings · 90 d
3
3 tracked · 12 mo
3-month price trend
0.0%
vs. 12-mo median
Countries with listings
1
United States (100.0%)

Recent Listings

2 for sale · showing 10 newest

Gulfstar 39 Sailmaster Buyer's Guide

Shopping the used brokerage market for a Gulfstar 39 Sailmaster means looking at a 39-foot-6-inch Richard Lazzara cutter built by Gulfstar Yachts from 1981 to 1984, with only 57 produced. These are boats whose accommodations and construction details matter more than spec-sheet rarity, and a buyer should understand both the Mark I and Mark II interior differences before committing.

Layouts on the Used Market

The Sailmaster's interior is usually described as single-stateroom or galley-forward. Forward of the raised saloon sit the V-berth, head, and an eight-foot L-shaped galley with propane stove, top-loading icebox, and pressurized water. The head carries a molded shower stall and a second door to the saloon. Aft, the saloon has port and starboard settees, and a starboard aft-facing nav station with swivel chair. The Mark II replaced the port deep cockpit locker with a shallow locker and quarter berth, and exchanged the starboard spirits locker for a hanging locker anchor. Either version gives practical cruising space without a separate aft cabin.

Equipment and Common Upgrades

On the used market these yachts commonly carry air conditioning, solar, lithium batteries, and an inverter, which together define a modern liveaboard energy profile. A wind generator and furling main are also commonly fitted, as are bow thruster, freezer, and hot water. Navigation typically includes radar, autopilot, and chartplotter. For the buyer this means a well-equipped example often needs only personal provisioning rather than a systems overhaul.

What to Inspect

The one documented weakness to check is the fixed portlights: leaking there is among the most common owner complaints on this design anchor. Examine the aluminum ports and hatches closely, and confirm the bronze seacocks and balsa-cored deck edges show no ingress. The deep starboard locker should still afford clean access to batteries and the Perkins 4-108 diesel.

Availability and Buyer's Takeaway

These yachts are typically found in the United States. For a buyer, the checklist is short: confirm portlight sealing, verify the Mark I or II layout suits your berth needs, and validate the common energy and navigation upgrades are operational.

  • Inspect fixed portlights for leaks
  • Confirm galley-forward layout and quarter berth (Mark II) preference
  • Check lithium/solar/inverter suite and autopilot/radar fit
  • Verify Perkins access via starboard locker

Where they're listed

Gulfstar 39 Sailmaster listings appear across 1 country. United States has the most listings with 2.

Median ask by country
USD
Share of listings
Count · past 12 months

Country view

2 listings · 1 country
CountryMedian askListings · 12 moActive · 90 dShare
United States$74,90022100.0%

Comparable models

Similar length, displacement, and era. Open a row to compare that model's market page.

Similar boats to compare

7 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
Gulfstar 4141'$ 26,801177
Gulfstar 4444.67'$ 82,759131
Gulfstar 44 Kth44.67'$ 44,500120
Gulfstar 3737'$ 21,000113
Gulfstar 47 Sailmaster47.42'$ 115,000100
Gulfstar 4343.33'$ 47,45082
Gulfstar 39 SailmasterYou are here$ 74,90033

Frequently asked questions

01How much does a used Gulfstar 39 Sailmaster cost?+
The median asking price for a used Gulfstar 39 Sailmaster over the past 12 months is $74,900. Prices vary by condition, year, equipment, and location.
02How many Gulfstar 39 Sailmaster sailboats are for sale?+
3 Gulfstar 39 Sailmaster listings have gone live in the last 90 days, and 3 have been tracked across the past 12 months.
03Are Gulfstar 39 Sailmaster prices going up or down?+
The median asking price for the Gulfstar 39 Sailmaster has stayed steady over the last 3 months compared with the 12-month median.
04Where are Gulfstar 39 Sailmaster sailboats for sale?+
The top markets for used Gulfstar 39 Sailmaster listings over the past 12 months are United States (100.0%).
05What should I look at instead of a Gulfstar 39 Sailmaster?+
Comparable models include Gulfstar 41, Gulfstar 44, Gulfstar 44 Kth. Use the comparison table above to check pricing and availability.