The Contest 44 Classic stands as a hallmark of Dutch engineering, representing the bridge between the builder’s early serial production and its later evolution into a bespoke luxury shipyard. Designed by the renowned Dick Zaal and launched in the late 1980s, the 44 Classic was developed as an evolution of the highly successful Contest 43. While the 43 established the brand’s reputation for offshore reliability, the 44 Classic refined the concept with a revised stern profile and modernized interior arrangements. True to the vision of Fritz Conijn, who transitioned the company toward semi-customized yachts, the 44 Classic reflects a period where Contest Yachts prioritized "over-built" structural integrity and long-range comfort. Built in the Medemblik yard, these vessels were constructed using solid laminate hulls and balsa-cored decks, a combination that provided the thermal insulation and rigidity required for high-latitude sailing or tropical crossings alike.
Contest 44 Classic Sailboats for Sale & Market Overview
- Make
- Contest
- Model
- 44 Classic
- Builder
- Contest Yachts - Conyplex
- Designer
- Dick Zaal
- Number Built
- 18
- Production Year(s)
- 1997 - 2000
Below are the most recent Contest 44 Classic sailboat listings (up to 10).
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| 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) |
|---|---|---|
| Oct 2025 | 2 | $192,026 |
| Mar 2026 | 1 | $81,876 |
Median Price by Country
Listings by Country
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Contest 38s | 38' | $66,575 | 20 | 6 |
| Nordic 44 | 43.83' | $88,000 | 12 | 4 |
| Conyplex 33 | 32.25' | $24,621 | 10 | 7 |
| Contest 40 S | 39.67' | $187,314 | 9 | 3 |
| Hylas 44 | 44.17' | $99,000 | 8 | 2 |
| Jeanneau Sun Odyssey 44 | 43.75' | $69,000 | 8 | 0 |
| Contest 43 | 42.65' | $193,204 | 7 | 4 |
| Van de Stadt 44 | 44.33' | $117,690 | 7 | 4 |
| Sunbeam 44 | 43.96' | $161,839 | 6 | 2 |
| Wellington 44 | 44' | $24,900 | 5 | 1 |
| Conyplex 44 Classic | $161,396 | 3 | 1 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| Cyprus | $81,876 | 1 | 1 |
| Germany | $222,656 | 1 | 0 |
| Norway | $161,396 | 1 | 0 |
Frequently Asked Questions
- How much does a used Contest 44 Classic cost?
- The median asking price for a used Contest 44 Classic over the past 12 months is $161,396. Prices vary by condition, year, equipment, and location.
- How many Contest 44 Classic sailboats are for sale?
- We have tracked 3 Contest 44 Classic listings over the past 12 months, with 1 listed within the last 90 days.
- Are Contest 44 Classic prices going up or down?
- The median asking price for the Contest 44 Classic has decreased by 49.27% over the last 3 months compared to the 12-month average.
- Where is the cheapest place to buy a Contest 44 Classic?
- Cyprus currently has the lowest median asking price at $81,876, while Germany is the most expensive at $222,656 — a 172% difference.
- What are similar sailboats to the Contest 44 Classic?
- Comparable models include the Contest 38s, Nordic 44, Conyplex 33. See the comparison table above for pricing and availability.