The Gulfstar 39 Sailmaster represents a significant chapter in the evolution of Florida-based Gulfstar Yachts, marking the transition from the builder's early motor-sailer roots toward a more performance-oriented cruising philosophy. Designed by Richard Lazzara and introduced in the early 1980s, the 39 Sailmaster was part of a prestigious series that included its larger sibling, the 47 Sailmaster. Unlike the boxier, lower-aspect motor-sailers of the early 1970s, the 39 Sailmaster utilized a more sophisticated hull form and a more efficient sail plan, aiming to capture the market of cruisers who demanded both a spacious live-aboard interior and the ability to make respectable passage times.
Gulfstar 39 Sailmaster Sailboats for Sale & Market Overview
- Make
- Gulfstar
- Model
- 39 Sailmaster
- Builder
- Gulfstar Yachts
- Designer
- Richard Lazzara
- Number Built
- 57
- Production Year(s)
- 1981 - 1984
Below are the most recent Gulfstar 39 Sailmaster sailboat listings (up to 10).
Standard listing sites miss the technical details sailors need. Our database of 10,000+ models unlocks advanced filtering so you can search by keel type, rig configuration, and performance ratios—even when the seller forgot to include them.
Search across multiple sailboat listing websites at once, and get notified of new listings!
Example: Daily emails for "40 ft fin keel fractional sloops under $200k in Canada"Start Searching Now
| Source | Year | Make | Model | Price | Cabins | Heads | City | Country | Listing Date | |
|---|---|---|---|---|---|---|---|---|---|---|
DISCLAIMER: We are not affiliated with any external listing websites in any way. We simply aggregate publicly available listings to make it easier for buyers to find sailboats for sale. We cannot guarantee the accuracy of the listings, so please verify all information with the seller before making any decisions.
Market Overview
Price & Volume Trends
Monthly breakdown
| Month | Listings | Median Asking Price (USD) |
|---|---|---|
| Aug 2025 | 1 | $39,000 |
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Bavaria Yachts Cruiser 39 | 39.16' | $101,326 | 67 | 31 |
| Gulfstar 47 Sailmaster | 47.42' | $117,500 | 12 | 2 |
| Gulfstar 44 | 44.67' | $88,880 | 12 | 2 |
| Gulfstar 50 | 50' | $89,500 | 10 | 2 |
| Gulfstar 60 | 60.5' | $325,000 | 10 | 4 |
| Seamaster Sailer 925 | 28.25' | $11,829 | 10 | 6 |
| Gulfstar 44 Kth | 44.67' | $49,000 | 9 | 3 |
| Gulfstar 37 | 37' | $25,000 | 7 | 2 |
| Gulfstar 41 | 41' | $28,000 | 7 | 4 |
| Allied Mistress 39 | 39.67' | $22,750 | 2 | 0 |
| Gulfstar 39 Sailmaster | $39,000 | 1 | 0 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United States | $39,000 | 1 | 0 |
Frequently Asked Questions
- How much does a used Gulfstar 39 Sailmaster cost?
- The median asking price for a used Gulfstar 39 Sailmaster over the past 12 months is $39,000. Prices vary by condition, year, equipment, and location.
- How many Gulfstar 39 Sailmaster sailboats are for sale?
- We have tracked 1 Gulfstar 39 Sailmaster listings over the past 12 months, with 0 listed within the last 90 days.
- What are similar sailboats to the Gulfstar 39 Sailmaster?
- Comparable models include the Bavaria Yachts Cruiser 39, Gulfstar 47 Sailmaster, Gulfstar 44. See the comparison table above for pricing and availability.