Little Harbor 44 Sailboats for Sale & Market Overview

Little Harbor 44 Drawing
Make
Little Harbor
Model
44
Builder
Little Harbor Yachts
Designer
Ted Hood
Number Built
Production Year(s)
1983 - ??

The Little Harbor 44 is a quintessential example of Ted Hood’s "heavy-displacement, shallow-draft" design philosophy, representing a pinnacle of American semi-custom yacht building from the 1980s and early 1990s. Built primarily at the Little Harbor yard in Taiwan under rigorous supervision, the 44 was designed to provide the offshore security of a deep-keel vessel with the versatility of a centerboarder, allowing for access into thin-water cruising grounds like the Bahamas or the Chesapeake Bay. As noted in the history of the brand at Cruising World, Hood’s designs were inextricably linked to his expertise in sailmaking, resulting in a hull that balances a high-volume interior with a sophisticated, easily handled sail plan. The 44 followed the success of the Little Harbor 38 and 42, offering a slightly more elongated waterline and expanded storage capacity for long-term liveaboards.

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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

$149,000
Median Asking Price (past 12 months)
7
Listings Tracked (past 12 months)
3
New Listings (90 days)
+24.16%
3-Month Price Trend

Price & Volume Trends

Monthly breakdown
Monthly listing counts and median asking price for the Little Harbor 44
MonthListingsMedian Asking Price (USD)
Jan 20251$149,000
Sep 20252$144,250
Oct 20251$129,000
Jan 20261$119,000
Feb 20263$185,000
Comparable Models to Little Harbor 44
ModelLOAMedian Price (USD)ListingsRecent
Bristol 35.535.5' $44,000296
Bristol 41.141.14' $74,499173
Bristol 38.838.25' $63,900164
Little Harbor 5150.58' $399,000155
Gozzard 4450' $290,000124
Pacific 4443.92' $138,750102
Hylas 4444.17' $99,00082
Little Harbor 44 $149,00073
Alden 4444.16' $89,00062
Morgan Yachts Morgan 4444' $89,00063
Little Harbor 44 Listings by Country
CountryMedian Price (USD)Listings (past 12 months)Recent (90d)
United States$149,00073

Frequently Asked Questions

How much does a used Little Harbor 44 cost?
The median asking price for a used Little Harbor 44 over the past 12 months is $149,000. Prices vary by condition, year, equipment, and location.
How many Little Harbor 44 sailboats are for sale?
We have tracked 7 Little Harbor 44 listings over the past 12 months, with 3 listed within the last 90 days.
Are Little Harbor 44 prices going up or down?
The median asking price for the Little Harbor 44 has increased by 24.16% over the last 3 months compared to the 12-month average.
What are similar sailboats to the Little Harbor 44?
Comparable models include the Bristol 35.5, Bristol 41.1, Bristol 38.8. See the comparison table above for pricing and availability.