Wellington 44 Sailboats for Sale & Market Overview

Bill Wellington·1970·Wellington Boats Inc.
Wellington 44 drawingBuilder drawing
Hull type
Monohull · centerboard
Rig
Cutter
LOA
44' · 13.41 m
Displ.
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
Ask, not sold · 8 listings
Recent listings · 90 d
3
8 tracked · 12 mo
3-month price trend
0.0%
vs. 12-mo median
Countries with listings
1
United States (100.0%)

Recent Listings

8 for sale · sampled 10 newest

Where they're listed

Wellington 44 listings span 1 country. United States leads with 8 listings

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

Country breakdown

8 listings · 1 country
CountryMedian askListings · 12 moActive · 90 dShare
United States$ 99,50083100.0%

Comparable models

Similar length overall, displacement, and era. Click a row to jump to that model's market page.

Peer cross-shop

10 designs · same segment
ModelLOAMedian askListings · 12 moActive · 90 d
CSY 4444'$ 55,000419
Gozzard 4450'$ 290,0002011
Bruce Roberts 4444'$ 70,043185
Reliance 4444.33'$ 19,5001810
Hylas 4444.17'$ 99,000124
Endurance 4444'$ 101,776106
Sunbeam 4443.96'$ 186,15895
Roberts Roberts Offshore 44$ 53,75291
Wellington 44You are here$ 99,50083
Trintella 4443.96'$ 63,99254

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?+
3 Wellington 44 listings have gone live in the last 90 days, and 8 have been tracked across the past 12 months.
03Are Wellington 44 prices going up or down?+
The median asking price for the Wellington 44 has remained stable over the last 3 months compared to 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, Bruce Roberts 44. See the peer cross-shop table above for pricing and availability.