The Islander Freeport 41 represents a pivotal moment in 1970s yacht design, marking a departure from traditional narrow-beamed cruisers toward the high-volume "liveaboard" philosophy. Designed by the legendary Robert Perry, the Freeport 41 was conceptualized as a vessel that prioritized interior square footage and comfort without completely sacrificing the offshore capabilities for which Perry is renowned. With its distinctive ketch rig, center cockpit, and iconic wrap-around "pirate ship" windows in the aft cabin, it remains one of the most recognizable silhouettes in North American marinas. While Islander Yachts was already established as a powerhouse of California fiberglass production, the Freeport 41 elevated the brand's status among serious cruisers looking for a "home on the water."
Islander Freeport 41 Sailboats for Sale & Market Overview

- Make
- Islander
- Model
- Freeport 41
- Builder
- Islander / Tradewind Yachts
- Designer
- Charles Davies/Robert Perry
- Number Built
- 30
- Production Year(s)
- 1974 - ??
Below are the most recent Islander Freeport 41 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) |
|---|---|---|
| Jan 2025 | 1 | $57,000 |
| Feb 2025 | 3 | $68,500 |
| Mar 2025 | 2 | $43,500 |
| Jun 2025 | 1 | $39,995 |
| Aug 2025 | 1 | $39,000 |
| Sep 2025 | 1 | $58,000 |
| Oct 2025 | 2 | $49,250 |
| Dec 2025 | 2 | $29,900 |
| Jan 2026 | 4 | $48,950 |
| Feb 2026 | 2 | $49,900 |
| Mar 2026 | 2 | $30,000 |
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Fountaine Pajot FP 41 | 39.7' | $798,000 | 23 | 10 |
| Bristol 41.1 | 41.14' | $74,499 | 17 | 3 |
| Whitby 42 | 42' | $62,783 | 16 | 5 |
| Islander Freeport 41 | $39,900 | 15 | 8 | |
| Hallberg-Rassy 41 | 41' | $90,123 | 12 | 7 |
| Irwin 41 | 41.5' | $45,116 | 10 | 2 |
| Formosa 41 | 40.92' | $64,425 | 9 | 1 |
| Gulfstar 41 | 41' | $28,000 | 7 | 4 |
| Amel Euros 41 | 40.52' | $55,369 | 6 | 3 |
| Morgan Out Island 41 Ketch | 41.25' | $29,500 | 6 | 4 |
| Cheoy Lee Offshore 41 | 40.92' | $55,000 | 5 | 1 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United States | $39,900 | 15 | 8 |
Frequently Asked Questions
- How much does a used Islander Freeport 41 cost?
- The median asking price for a used Islander Freeport 41 over the past 12 months is $39,900. Prices vary by condition, year, equipment, and location.
- How many Islander Freeport 41 sailboats are for sale?
- We have tracked 15 Islander Freeport 41 listings over the past 12 months, with 8 listed within the last 90 days.
- Are Islander Freeport 41 prices going up or down?
- The median asking price for the Islander Freeport 41 has increased by 12.53% over the last 3 months compared to the 12-month average.
- What are similar sailboats to the Islander Freeport 41?
- Comparable models include the Fountaine Pajot FP 41, Bristol 41.1, Whitby 42. See the comparison table above for pricing and availability.