The Gulfstar 44 represents a pivotal moment in the evolution of Florida-based Gulfstar Yachts, marking the brand’s definitive shift from producing "boxy" motor-sailers to high-performance, aesthetically sharp cruising yachts. Designed by Richard Lazzara and introduced in the early 1980s, the 44 was intended to compete directly with premium offshore cruisers from builders like Stevens and Hylas. Unlike the earlier "bathtub" hulls of the early 1970s, the 44 features a sleek, low-profile coachroof, a modern fin keel, and a skeg-hung rudder. This transition reflected a "performance cruiser" ethos that combined the company’s signature interior volume with newfound speed and pointing ability. The 44 was primarily offered as a center-cockpit sloop or cutter, though its versatility made it a favorite for owner-customization during the production run.
Gulfstar 44 Sailboats for Sale & Market Overview

- Make
- Gulfstar
- Model
- 44
- Builder
- Gulfstar Yachts
- Designer
- Richard C. Lazzara
- Number Built
- 105
- Production Year(s)
- 1978 - 1984
Below are the most recent Gulfstar 44 sailboat listings (up to 10).
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| 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) |
|---|---|---|
| Jun 2025 | 2 | $130,000 |
| Jul 2025 | 1 | $75,000 |
| Sep 2025 | 2 | $112,000 |
| Oct 2025 | 1 | $115,000 |
| Jan 2026 | 4 | $98,880 |
| Apr 2026 | 2 | $59,990 |
Median Price by Country
Listings by Country
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Bavaria Bavaria 44 (1992-1996) | $111,828 | 60 | 22 | |
| Bavaria 44 | 45.7' | $135,479 | 18 | 8 |
| Gulfstar 44 | $88,880 | 12 | 2 | |
| Gulfstar 50 | 50' | $89,500 | 10 | 2 |
| Gulfstar 60 | 60.5' | $325,000 | 10 | 4 |
| Gulfstar 44 Kth | 44.67' | $49,000 | 9 | 3 |
| Hylas 44 | 44.17' | $99,000 | 8 | 2 |
| Gulfstar 41 | 41' | $28,000 | 7 | 4 |
| Gulfstar 37 | 37' | $25,000 | 7 | 2 |
| Morgan Yachts Morgan 44 | 44' | $89,000 | 6 | 3 |
| Dufour 44 | 45.64' | $496,743 | 4 | 3 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| Canada | $115,000 | 7 | 0 |
| United States | $59,990 | 5 | 2 |
Frequently Asked Questions
- How much does a used Gulfstar 44 cost?
- The median asking price for a used Gulfstar 44 over the past 12 months is $88,880. Prices vary by condition, year, equipment, and location.
- How many Gulfstar 44 sailboats are for sale?
- We have tracked 12 Gulfstar 44 listings over the past 12 months, with 2 listed within the last 90 days.
- Are Gulfstar 44 prices going up or down?
- The median asking price for the Gulfstar 44 has decreased by 32.5% over the last 3 months compared to the 12-month average.
- Where is the cheapest place to buy a Gulfstar 44?
- United States currently has the lowest median asking price at $59,990, while Canada is the most expensive at $115,000 — a 92% difference.
- What are similar sailboats to the Gulfstar 44?
- Comparable models include the Bavaria Bavaria 44 (1992-1996), Bavaria 44, Gulfstar 50. See the comparison table above for pricing and availability.