The CSY 44 stands as a monument to the "overbuilt" era of American yacht manufacturing, representing a period where structural integrity took precedence over weight savings and light-air agility. Conceived by Jack Van Ost and designed by Peter Schmitt, the vessel was engineered specifically to survive the relentless cycle of the Caribbean charter trade—an environment known to expose the weaknesses of lesser boats. With a hull thickness that famously reaches up to an inch of solid, hand-laid fiberglass at the keel, the CSY 44 is less of a recreational sailboat and more of a fortified maritime residence. Its reputation for durability has made it a staple of the blue-water community, as these hulls are often considered "lifetime boats" capable of being refitted and sailed across oceans for decades.
CSY 44 Sailboats for Sale & Market Overview

- Make
- CSY
- Model
- 44
- Builder
- CSY Yacht Corp.
- Designer
- Frank Hamlin/Peter Schmitt
- Number Built
- Production Year(s)
- 1977 - 1980
Below are the most recent CSY 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) |
|---|---|---|
| Jan 2025 | 1 | $69,500 |
| Feb 2025 | 2 | $50,000 |
| Mar 2025 | 1 | $39,000 |
| Apr 2025 | 2 | $64,950 |
| Jun 2025 | 2 | $72,500 |
| Jul 2025 | 3 | $49,900 |
| Aug 2025 | 1 | $61,000 |
| Sep 2025 | 12 | $79,900 |
| Oct 2025 | 4 | $74,000 |
| Nov 2025 | 3 | $49,900 |
| Jan 2026 | 3 | $49,900 |
| Feb 2026 | 4 | $55,000 |
| Mar 2026 | 2 | $41,149 |
| Apr 2026 | 1 | $39,500 |
Median Price by Country
Listings by Country
Price Reduction Insights
5.0% of listings have had price reductions
Average discount: 28.2% off original price
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| CSY 44 | $60,878 | 35 | 7 | |
| Bavaria 44 | 45.7' | $135,436 | 18 | 8 |
| Island Packet 44 | 44' | $159,000 | 18 | 2 |
| Bruce Roberts 44 | 44' | $70,905 | 15 | 2 |
| Pacific 44 | 43.92' | $138,750 | 10 | 2 |
| Roberts Roberts Offshore 44 | $58,729 | 9 | 2 | |
| CSY 37 | 37.25' | $29,900 | 8 | 6 |
| 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 | 44' | $24,900 | 5 | 1 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United States | $55,000 | 20 | 5 |
| Dominican Republic | $80,000 | 6 | 0 |
| Australia | $57,297 | 3 | 1 |
| Spain | $46,851 | 2 | 0 |
| Canada | $60,000 | 1 | 0 |
| Greece | $35,331 | 1 | 0 |
| Mexico | $69,500 | 1 | 0 |
| Panama | $42,000 | 1 | 1 |
Frequently Asked Questions
- How much does a used CSY 44 cost?
- The median asking price for a used CSY 44 over the past 12 months is $60,878. Prices vary by condition, year, equipment, and location.
- How many CSY 44 sailboats are for sale?
- We have tracked 35 CSY 44 listings over the past 12 months, with 7 listed within the last 90 days.
- Are CSY 44 prices going up or down?
- The median asking price for the CSY 44 has decreased by 9.66% over the last 3 months compared to the 12-month average.
- Where is the cheapest place to buy a CSY 44?
- Greece currently has the lowest median asking price at $35,331, while Dominican Republic is the most expensive at $80,000 — a 126% difference.
- Do CSY 44 listings get price reductions?
- About 5% of CSY 44 listings have had their price reduced, with an average discount of 28.2% off the original asking price.
- What are similar sailboats to the CSY 44?
- Comparable models include the Bavaria 44, Island Packet 44, Bruce Roberts 44. See the comparison table above for pricing and availability.