Islander Freeport 41 Sailboats for Sale & Market Overview

Islander Freeport 41 Drawing
Make
Islander
Model
Freeport 41
Builder
Islander / Tradewind Yachts
Designer
Charles Davies/Robert Perry
Number Built
30
Production Year(s)
1974 - ??

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."

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Below are the most recent Islander Freeport 41 sailboat listings (up to 10).

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SourceYearMakeModelPriceCabinsHeadsCityCountryListing Date

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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

$39,900
Median Asking Price (past 12 months)
15
Listings Tracked (past 12 months)
8
New Listings (90 days)
+12.53%
3-Month Price Trend

Price & Volume Trends

Monthly breakdown
Monthly listing counts and median asking price for the Islander Freeport 41
MonthListingsMedian Asking Price (USD)
Jan 20251$57,000
Feb 20253$68,500
Mar 20252$43,500
Jun 20251$39,995
Aug 20251$39,000
Sep 20251$58,000
Oct 20252$49,250
Dec 20252$29,900
Jan 20264$48,950
Feb 20262$49,900
Mar 20262$30,000
Comparable Models to Islander Freeport 41
ModelLOAMedian Price (USD)ListingsRecent
Fountaine Pajot FP 4139.7' $798,0002310
Bristol 41.141.14' $74,499173
Whitby 4242' $62,783165
Islander Freeport 41 $39,900158
Hallberg-Rassy 4141' $90,123127
Irwin 4141.5' $45,116102
Formosa 4140.92' $64,42591
Gulfstar 4141' $28,00074
Amel Euros 4140.52' $55,36963
Morgan Out Island 41 Ketch41.25' $29,50064
Cheoy Lee Offshore 4140.92' $55,00051
Islander Freeport 41 Listings by Country
CountryMedian Price (USD)Listings (past 12 months)Recent (90d)
United States$39,900158

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.