The Oyster 39, introduced in 1978, represents a pivotal moment in the lineage of Oyster Yachts, marking the brand’s transition from a purveyor of IOR-influenced racers to a specialist in high-end, center-cockpit bluewater cruisers. Designed by the esteemed firm Holman & Pye, the Oyster 39 was conceived as a robust, long-distance voyager capable of providing both security at sea and luxury at anchor. It was the first model to truly embody the "Oyster DNA"—a combination of a powerful hull, a protected center cockpit, and a voluminous interior. While only 35 hulls were produced between 1978 and 1982, its influence is outsized, as it served as the direct precursor to the highly successful Oyster 41 and the subsequent Oyster 416. According to Oyster Yachts, the model was instrumental in establishing the builder’s reputation for "uncompromising strength of construction."
Oyster 39 Sailboats for Sale & Market Overview
- Make
- Oyster
- Model
- 39
- Builder
- Oyster Marine
- Designer
- Donald Pye
- Number Built
- 43
- Production Year(s)
- 1978 - 1984
Below are the most recent Oyster 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 | 2 | $56,939 |
| Feb 2026 | 1 | $23,561 |
| Mar 2026 | 1 | $33,746 |
Median Price by Country
Listings by Country
Price Reduction Insights
50.0% of listings have had price reductions
Average discount: 19.9% off original price
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Oyster Yachts 53 | 53' | $450,000 | 17 | 10 |
| Oyster Yachts 435 | 43.42' | $101,177 | 12 | 7 |
| Oyster 485 | 48.5' | $329,000 | 12 | 4 |
| Oyster 55 | 56.25' | $398,701 | 11 | 2 |
| Island Packet 439 | 47' | $749,000 | 11 | 4 |
| Oyster Yachts 49 | 51.83' | $387,870 | 10 | 5 |
| Oyster Yachts 46 | 46' | $566,706 | 8 | 3 |
| Moody 39 | 38.58' | $60,188 | 7 | 2 |
| Oyster Yachts 39 | $43,380 | 4 | 2 | |
| Oyster 45 | 44.33' | $294,519 | 4 | 1 |
| Allied Mistress 39 | 39.67' | $22,750 | 2 | 0 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United Kingdom | $33,746 | 1 | 1 |
| Greece | $60,864 | 1 | 0 |
| Italy | $23,561 | 1 | 1 |
| Turkey | $53,013 | 1 | 0 |
Frequently Asked Questions
- How much does a used Oyster 39 cost?
- The median asking price for a used Oyster 39 over the past 12 months is $43,380. Prices vary by condition, year, equipment, and location.
- How many Oyster 39 sailboats are for sale?
- We have tracked 4 Oyster 39 listings over the past 12 months, with 2 listed within the last 90 days.
- Are Oyster 39 prices going up or down?
- The median asking price for the Oyster 39 has decreased by 33.95% over the last 3 months compared to the 12-month average.
- Where is the cheapest place to buy a Oyster 39?
- Italy currently has the lowest median asking price at $23,561, while Greece is the most expensive at $60,864 — a 158% difference.
- Do Oyster 39 listings get price reductions?
- About 50% of Oyster 39 listings have had their price reduced, with an average discount of 19.9% off the original asking price.
- What are similar sailboats to the Oyster 39?
- Comparable models include the Oyster Yachts 53, Oyster Yachts 435, Oyster 485. See the comparison table above for pricing and availability.