Wellington 44 Sailboats for Sale

Bill Wellington·1970·Wellington Boats Inc.
Wellington 44 drawingBuilder drawing
Hull Type
Monohull · centerboard
Rig
Cutter
LOA
44' · 13.41 m
Disp.
28,000 lbs · 12,701 kg
First year
1970

The Wellington 44 is a testament to the "overbuilt" era of American yacht manufacturing, representing a period when structural redundancy was prioritized over weight savings and racing performance. Designed and built by Bill Wellington’s firm in Jacksonville, Florida, during the 1970s and 1980s, the Wellington 44 was conceived as a dedicated bluewater cruiser capable of weathering significant offshore conditions. Its design features a heavydisplacement hull, a moderatetodeep draft, and a versatile sail plan that was typically configured as either a cutter or a ketch. The vessel’s identity is inextricably linked to its "unsinkable" reputation—a claim rooted in its massive, handlaid solid fiberglass hull and robust internal grid system.

Market snapshot

Median asking · 12 mo
$ 99,500
Asking price · 9 listings
Recent listings · 90 d
4
9 tracked · 12 mo
3-month price trend
+81.7%
vs. 12-mo median
Countries with listings
1
United States (100.0%)

Recent Listings

4 for sale · showing 10 newest

Where they're listed

Wellington 44 listings appear across 1 country. United States has the most listings with 9.

Median ask by country
USD · past 12 months
Share of listings
Count · past 12 months

Country view

9 listings · 1 country
CountryMedian askListings · 12 moActive · 90 dShare
United States$ 99,50094100.0%

Comparable models

Similar length, displacement, and era. Open a row to compare that model's market page.

Similar boats to compare

6 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
CSY 4444'$ 55,3984410
Gozzard 4450'$ 259,0002210
Hylas 4444.17'$ 99,000135
Sunbeam 4443.96'$ 157,037124
Peter Ibold 4444'$ 91,310114
Wellington 44You are here$ 99,50094

Frequently asked questions

01How much does a used Wellington 44 cost?+
The median asking price for a used Wellington 44 over the past 12 months is $99,500. Prices vary by condition, year, equipment, and location.
02How many Wellington 44 sailboats are for sale?+
4 Wellington 44 listings have gone live in the last 90 days, and 9 have been tracked across the past 12 months.
03Are Wellington 44 prices going up or down?+
The median asking price for the Wellington 44 is up 81.7% over the last 3 months compared with the 12-month median.
04Where are Wellington 44 sailboats for sale?+
The top markets for used Wellington 44 listings over the past 12 months are United States (100.0%).
05What should I look at instead of a Wellington 44?+
Comparable models include CSY 44, Gozzard 44, Hylas 44. Use the comparison table above to check pricing and availability.