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86data points analyzed by Sailpages.com to compile this LITTLE HARBOR 44 buyer’s report
LITTLE HARBOR 44

LITTLE HARBOR 44

Little HarborπŸ‡ΊπŸ‡ΈΒ· Design: Ted Hood
$156,333 avg$109,000 – $185,000 (3 listings)from 1983
$3.4K – $9.0K est. annual maintenance
Bluewater CruisermonoMasthead SloopVariableFull/Long

Specifications

Hull

LOA44.33 ft
LWL36.5 ft
Beam13.67 ft
Draft10.18 ft/ 5 ft min
Displacement32,500 lb
Ballast13,799.5 lb
Hull speed1.34·√LWL8.1 kn

Rig & Sails

Iforetriangle height57 ft
Jforetriangle base18.5 ft
Pmainsail luff50.3 ft
Emainsail foot16.3 ft
FLforestay18.5 ft
Mainsail970 sq ft
Jib (100%)527.3 sq ft
Spinnaker896.3 sq ft

About the LITTLE HARBOR 44

Sailpages Buyer's Take

Designed by Ted Hood and built by Little Harbor starting in 1983, the Little Harbor 44 is a substantial masthead sloop with a displacement of 32500.0 lb and a beam of 13.67 ft. While the exact hull count is unverified, the fleet is characterized by heavy construction and a high D/L ratio of 298.37, reflecting its pedigree as a serious offshore cruiser.

Best for:
This boat is best suited for experienced coastal and offshore cruisers who prioritize seakeeping and comfort over speed, as indicated by its high comfort ratio of 39.72 and low capsize ratio of 1.72. It appeals to owners willing to invest in significant maintenance and modernization, given the high frequency of reported upgrades to electronics, canvas, and propulsion systems.
Bluewater capability:
With a displacement of 32500.0 lb, a capsize ratio of 1.72, and a full/long keel configuration, the Little Harbor 44 demonstrates strong inherent stability and seaworthiness for offshore passages. Its design ratios suggest a boat that tracks well and handles heavy weather with confidence, provided critical structural components are maintained.
Comparables:
Comparable boats include the Tartan 4400 and the Hallberg-Rassy 41, which share similar displacement, beam, and offshore-oriented hull forms from the same era. These vessels are comparable because they all feature heavy displacement, full keels or long keels, and were designed by prominent American or European designers for bluewater reliability.

Performance

Comfort39.7
Capsize1.72
SA/Disp14.8
Disp/Len298
Bal/Disp42.5

Estimated Value

Limited Data
Based on 2 listings
Low
$137,917
Estimated Value
$139,860
High
$141,802
Inflation-adjusted to 2026 USD

Estimated Cost of Ownership

Based on 44.33ft LOA. Actual costs vary by condition, usage, and local rates.

$/ft/mo
Annual Maintenance
$3.4K – $9.0K
Hull, rigging, sails, engine service
Annual Docking
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Annual Insurance
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Articles & Reviews

Known Issues & Pre-Purchase Inspection

7 reported issues across 5 systems for the LITTLE HARBOR 44, compiled from owner reports in sailing forums and owner-association material.

6 critical1 minor
Rigging3Deck1Rudder1Hull1Engine1

Unlock the full inspection report

Thinking of buying a LITTLE HARBOR 44? This is an in-depth report on the faults this model is known for β€” so you know exactly what to check when you walk the boat. For the price of a coffee.

  • βœ“ All 7 specific issues β€” severity, symptoms & fixes
  • βœ“ Model-specific pre-purchase inspection checklist
  • βœ“ Downloadable PDF to take to your surveyor β€” yours to keep

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Which engine powers your LITTLE HARBOR 44?

We haven't confirmed the engine for this model yet. If you own or know one, tell us β€” as owners report in, we build an accurate picture over time.

Brands sometimes mentioned for this model: Westerbeke, Yanmar, Perkins β€” is it one of these?

Already know your engine? Search all engines β†’ to find its exact parts.

Used sails that fit the LITTLE HARBOR 44

Checking eBay for sails sized to this boat's rig…