The Contessa 27, designed by the prolific American naval architect Doug Peterson and built by the renowned Jeremy Rogers Ltd in Lymington, represents a bridge between the classic, long-keeled traditions of the earlier Contessa 26 and the modern, performance-oriented cruiser-racers of the late 1970s. Introduced toward the end of the decade, the Contessa 27 was Jeremy Rogers’ response to the evolving International Offshore Rule (IOR) landscape, seeking to provide a vessel that offered more internal volume and "big boat" performance than its predecessors without sacrificing the legendary build quality of the Lymington yard. While less numerous than the iconic Contessa 32, the 27 is highly regarded by enthusiasts as a "sailor's boat," characterized by its robust construction and Doug Peterson’s hallmark ability to balance speed with seaworthiness. Information regarding its development can be found directly through the manufacturer at Jeremy Rogers Ltd.
Contessa 27 Sailboats for Sale & Market Overview
- Make
- Contessa
- Model
- 27
- Builder
- MG Yachts
- Designer
- Rob Humphreys
- Number Built
- 150
- Production Year(s)
- 1981 - ??
Below are the most recent Contessa 27 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 | $12,843 |
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Catalina 27 | 26.83' | $7,725 | 62 | 19 |
| Contessa 32 | 32' | $39,218 | 44 | 24 |
| Contessa 26 | 25.5' | $10,643 | 16 | 7 |
| Contessa 28 | 27.67' | $9,463 | 14 | 6 |
| Moody 27 | 27.67' | $16,223 | 13 | 3 |
| C&C 27 Mk V | 26.5' | $17,500 | 11 | 5 |
| Pearson 27 | 26.92' | $7,000 | 10 | 4 |
| Saffier SE 27 | 29.69' | $201,726 | 10 | 1 |
| Mirage Yachts 27 | 27.17' | $8,000 | 4 | 2 |
| Jeanneau Aquila 27 | 28.54' | $10,599 | 3 | 3 |
| Contessa 27 | $12,843 | 1 | 0 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United Kingdom | $12,843 | 1 | 0 |
Frequently Asked Questions
- How much does a used Contessa 27 cost?
- The median asking price for a used Contessa 27 over the past 12 months is $12,843. Prices vary by condition, year, equipment, and location.
- How many Contessa 27 sailboats are for sale?
- We have tracked 1 Contessa 27 listings over the past 12 months, with 0 listed within the last 90 days.
- What are similar sailboats to the Contessa 27?
- Comparable models include the Catalina 27, Contessa 32, Contessa 26. See the comparison table above for pricing and availability.