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 blue-water cruiser capable of weathering significant offshore conditions. Its design features a heavy-displacement hull, a moderate-to-deep 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, hand-laid solid fiberglass hull and robust internal grid system.
Wellington 44 Sailboats for Sale & Market Overview
- Make
- Wellington
- Model
- 44
- Builder
- Wellington Boats Inc.
- Designer
- Bill Wellington
- Number Built
- Production Year(s)
- 1970 - ??
Below are the most recent Wellington 44 sailboat listings (up to 10).
Standard listing sites miss the technical details sailors need. Our database of 10,000+ models unlocks advanced filtering so you can search by keel type, rig configuration, and performance ratios—even when the seller forgot to include them.
Search across multiple sailboat listing websites at once, and get notified of new listings!
Example: Daily emails for "40 ft fin keel fractional sloops under $200k in Canada"Start Searching Now
| Source | Year | Make | Model | Price | Cabins | Heads | City | Country | Listing Date | |
|---|---|---|---|---|---|---|---|---|---|---|
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
Price & Volume Trends
Monthly breakdown
| Month | Listings | Median Asking Price (USD) |
|---|---|---|
| Feb 2025 | 1 | $39,900 |
| Nov 2025 | 1 | $282,000 |
| Jan 2026 | 3 | $24,900 |
| Feb 2026 | 1 | $262,000 |
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| CSY 44 | 44' | $60,878 | 35 | 7 |
| Island Packet 44 | 44' | $159,000 | 18 | 2 |
| Bruce Roberts 44 | 44' | $70,905 | 15 | 2 |
| Gozzard 44 | 50' | $290,000 | 12 | 4 |
| Reliance 44 | 44.33' | $19,500 | 12 | 4 |
| Roberts Roberts Offshore 44 | $58,729 | 9 | 2 | |
| Hylas 44 | 44.17' | $99,000 | 8 | 2 |
| Sunbeam 44 | 43.96' | $161,779 | 6 | 2 |
| Morgan Yachts Morgan 44 | 44' | $89,000 | 6 | 3 |
| Wellington 44 | $24,900 | 5 | 1 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United States | $24,900 | 5 | 1 |
Frequently Asked Questions
- How much does a used Wellington 44 cost?
- The median asking price for a used Wellington 44 over the past 12 months is $24,900. Prices vary by condition, year, equipment, and location.
- How many Wellington 44 sailboats are for sale?
- We have tracked 5 Wellington 44 listings over the past 12 months, with 1 listed within the last 90 days.
- Are Wellington 44 prices going up or down?
- The median asking price for the Wellington 44 has increased by 952.21% over the last 3 months compared to the 12-month average.
- What are similar sailboats to the Wellington 44?
- Comparable models include the CSY 44, Island Packet 44, Bruce Roberts 44. See the comparison table above for pricing and availability.