The Contessa 33 represents a refined evolution in the partnership between acclaimed British builder Jeremy Rogers and American naval architect Doug Peterson. Launched in the early 1980s, the model was developed as a more sophisticated, "civilian" alternative to the Offshore One Design (OOD) 34, which had gained a formidable reputation for speed but was often criticized for its spartan, race-focused interior. While the 33 shares much of its DNA with the OOD 34 and the broader Peterson "Quarter Ton" and "Half Ton" lineage, it was designed with a more conservative deck layout and a significantly higher standard of interior finish. According to the official Jeremy Rogers Ltd history, this era of production transitioned the yard from traditional cruising designs toward the high-performance IOR (International Offshore Rule) era, resulting in a yacht that balances competitive silver-hunting with genuine cross-channel cruising comfort.
Contessa 33 Sailboats for Sale & Market Overview

- Make
- Contessa
- Model
- 33
- Builder
- Contessa Yachts Ltd
- Designer
- Rob Humphreys
- Number Built
- Production Year(s)
- 1984 - ??
Below are the most recent Contessa 33 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) |
|---|---|---|
| Jan 2026 | 1 | $26,374 |
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Contessa 32 | 32' | $39,233 | 44 | 24 |
| C&C 34 | 33.5' | $20,995 | 17 | 1 |
| Contessa 26 | 25.5' | $10,648 | 16 | 7 |
| Contessa 28 | 27.67' | $9,468 | 14 | 6 |
| C&C 35-3 | 34.67' | $29,900 | 14 | 2 |
| Carter 33 | 32.58' | $32,986 | 9 | 5 |
| Contessa Ood 34 | 33.67' | $20,288 | 8 | 4 |
| C&C 33-2 | 32.58' | $32,000 | 7 | 2 |
| Abbott 33 | 33.29' | $18,450 | 4 | 3 |
| C&C 40-2 | 39.58' | $36,198 | 4 | 0 |
| Contessa 33 | $26,374 | 1 | 0 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United Kingdom | $26,374 | 1 | 0 |
Frequently Asked Questions
- How much does a used Contessa 33 cost?
- The median asking price for a used Contessa 33 over the past 12 months is $26,374. Prices vary by condition, year, equipment, and location.
- How many Contessa 33 sailboats are for sale?
- We have tracked 1 Contessa 33 listings over the past 12 months, with 0 listed within the last 90 days.
- What are similar sailboats to the Contessa 33?
- Comparable models include the Contessa 32, C&C 34, Contessa 26. See the comparison table above for pricing and availability.