The Contessa 39, designed by the legendary Doug Peterson and built by Jeremy Rogers Ltd., represents the pinnacle of the IOR (International Offshore Rule) era for the Lymington-based shipyard. Introduced in the late 1970s following the success of the Peterson-designed Contessa 35 and 43, the 39 was conceived as a high-performance offshore racer-cruiser capable of competing at the highest levels of international yachting while maintaining the legendary build quality of Jeremy Rogers Ltd. While the smaller Contessa 32 achieved greater commercial volume, the 39 was the choice for serious offshore campaigners who required a vessel with more power, greater waterline length, and the sophisticated hull lines characteristic of Peterson’s "champagne" era of design. It is a boat of substantial displacement by modern standards, featuring the narrow ends and significant tumblehome typical of its design period, yet it remains highly regarded for its structural integrity and "go-anywhere" capability.
Contessa 39 Sailboats for Sale & Market Overview
- Make
- Contessa
- Model
- 39
- Builder
- Jeremy Rogers
- Designer
- Doug Peterson
- Number Built
- 12
- Production Year(s)
- 1979 - ??
Below are the most recent Contessa 39 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) |
|---|---|---|
| Sep 2025 | 1 | $52,725 |
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Contessa 32 | 32' | $39,218 | 44 | 24 |
| Hallberg-Rassy 39 | 38.88' | $175,750 | 21 | 7 |
| Contessa 26 | 25.5' | $10,643 | 16 | 7 |
| Dehler 39 | 39' | $135,436 | 15 | 8 |
| Contessa 28 | 27.67' | $9,463 | 14 | 6 |
| Baltic 39 | 38.76' | $100,105 | 9 | 1 |
| Pearson 39-2 | 39.25' | $45,900 | 9 | 1 |
| Carter 33 | 32.58' | $32,976 | 9 | 5 |
| Moody 39 | 38.58' | $60,160 | 7 | 2 |
| C&C 40-2 | 39.58' | $36,198 | 4 | 0 |
| Contessa 39 | $52,725 | 1 | 0 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United Kingdom | $52,725 | 1 | 0 |
Frequently Asked Questions
- How much does a used Contessa 39 cost?
- The median asking price for a used Contessa 39 over the past 12 months is $52,725. Prices vary by condition, year, equipment, and location.
- How many Contessa 39 sailboats are for sale?
- We have tracked 1 Contessa 39 listings over the past 12 months, with 0 listed within the last 90 days.
- What are similar sailboats to the Contessa 39?
- Comparable models include the Contessa 32, Hallberg-Rassy 39, Contessa 26. See the comparison table above for pricing and availability.