The Oyster 55, introduced in 1986, is widely regarded as the vessel that solidified Oyster Marine's reputation as a premier builder of semi-custom, world-class cruising yachts. Designed by the esteemed firm Holman & Pye, the 55 was an evolution of the earlier Oyster 53, achieving its greater length through "fiddling with the transom" to create a more graceful profile and increased storage capacity. With nearly 50 hulls produced before it was eventually succeeded by the Rob Humphreys-designed Oyster 56, the 55 remains a staple of the global cruising community and a frequent sight in the Oyster World Rally.
Oyster 55 Sailboats for Sale & Market Overview
- Make
- Oyster
- Model
- 55
- Builder
- Oyster Marine
- Designer
- Holman & Pyle
- Number Built
- 55
- Production Year(s)
- 1986 - ??
Below are the most recent Oyster 55 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 2025 | 1 | $347,532 |
| Mar 2025 | 1 | $495,000 |
| Jun 2025 | 1 | $400,545 |
| Jul 2025 | 1 | $441,778 |
| Sep 2025 | 3 | $331,746 |
| Oct 2025 | 1 | $253,286 |
| Nov 2025 | 1 | $400,545 |
| Jan 2026 | 2 | $399,623 |
| Apr 2026 | 2 | $347,532 |
Median Price by Country
Listings by Country
Price Reduction Insights
50.0% of listings have had price reductions
Average discount: 14.6% off original price
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Tayana 55 | 55' | $204,950 | 26 | 12 |
| Oyster Yachts 56 | 57.33' | $608,641 | 21 | 5 |
| Oyster Yachts 53 | 53' | $450,000 | 17 | 10 |
| Oyster 575 | 58.67' | $1,360,093 | 13 | 4 |
| Oyster 55 | $398,701 | 11 | 2 | |
| Oyster Yachts 49 | 51.83' | $387,870 | 10 | 5 |
| Oyster Yachts 46 | 46' | $566,706 | 8 | 3 |
| Oyster 655 | 65.48' | $1,200,000 | 7 | 1 |
| Discovery 55 | 54.79' | $649,995 | 7 | 2 |
| Hallberg-Rassy 55 | 54.72' | $1,266,430 | 6 | 0 |
| Swan 55-S&S-1970 | 54.63' | $559,585 | 4 | 0 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| New Zealand | $400,545 | 3 | 0 |
| United Kingdom | $391,559 | 2 | 0 |
| Malaysia | $292,516 | 2 | 0 |
| Fiji | $400,545 | 1 | 0 |
| Netherlands | $347,532 | 1 | 1 |
| Sweden | $441,778 | 1 | 0 |
Frequently Asked Questions
- How much does a used Oyster 55 cost?
- The median asking price for a used Oyster 55 over the past 12 months is $398,701. Prices vary by condition, year, equipment, and location.
- How many Oyster 55 sailboats are for sale?
- We have tracked 11 Oyster 55 listings over the past 12 months, with 2 listed within the last 90 days.
- Are Oyster 55 prices going up or down?
- The median asking price for the Oyster 55 has decreased by 12.83% over the last 3 months compared to the 12-month average.
- Where is the cheapest place to buy a Oyster 55?
- Malaysia currently has the lowest median asking price at $292,516, while Sweden is the most expensive at $441,778 — a 51% difference.
- Do Oyster 55 listings get price reductions?
- About 50% of Oyster 55 listings have had their price reduced, with an average discount of 14.6% off the original asking price.
- What are similar sailboats to the Oyster 55?
- Comparable models include the Tayana 55, Oyster Yachts 56, Oyster Yachts 53. See the comparison table above for pricing and availability.