The Pearson 385, produced between 1984 and 1987, represents a significant chapter in William Shaw’s design tenure at Pearson Yachts, marking the builder’s dedicated foray into the center-cockpit cruising market. Designed to bridge the gap between dedicated coastal cruisers and blue-water voyagers, the 385 was built with a focus on interior volume and liveability without sacrificing the predictable handling characteristics for which Shaw’s designs were known. Unlike the more performance-oriented aft-cockpit Pearson 38, the 385 utilized a heavier displacement and a more conservative sail plan to prioritize comfort and stability. Approximately 66 hulls were produced before the line evolved, making it a relatively rare but highly sought-after model on the secondary market for couples seeking a manageable platform for extended cruising.
Pearson 385 Sailboats for Sale & Market Overview

- Make
- Pearson
- Model
- 385
- Builder
- Pearson Yachts
- Designer
- William Shaw
- Number Built
- Production Year(s)
- 1984 - 1986
Below are the most recent Pearson 385 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 | $49,700 |
| Mar 2026 | 2 | $60,000 |
| Apr 2026 | 3 | $60,000 |
Price Reduction Insights
100.0% of listings have had price reductions
Average discount: 16.5% off original price
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Pearson 303 | 30.29' | $17,570 | 30 | 5 |
| Pearson 365 Ketch | 36.42' | $35,000 | 22 | 16 |
| Catalina 385 | 39.16' | $269,000 | 21 | 6 |
| Pearson 323 | 32.25' | $23,450 | 16 | 3 |
| Pearson 35 | 35' | $25,000 | 13 | 7 |
| Oyster 485 | 48.5' | $329,000 | 12 | 4 |
| Pearson 34 | 33.79' | $15,500 | 10 | 3 |
| Pearson 39-2 | 39.25' | $45,900 | 9 | 1 |
| Pearson 365 | 36.42' | $29,500 | 7 | 2 |
| Pearson 385 | $60,000 | 6 | 5 | |
| Nauticat 385 | 38.22' | $386,228 | 5 | 3 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United States | $60,000 | 6 | 5 |
Frequently Asked Questions
- How much does a used Pearson 385 cost?
- The median asking price for a used Pearson 385 over the past 12 months is $60,000. Prices vary by condition, year, equipment, and location.
- How many Pearson 385 sailboats are for sale?
- We have tracked 6 Pearson 385 listings over the past 12 months, with 5 listed within the last 90 days.
- Are Pearson 385 prices going up or down?
- The median asking price for the Pearson 385 has remained stable over the last 3 months compared to the 12-month average.
- Do Pearson 385 listings get price reductions?
- About 100% of Pearson 385 listings have had their price reduced, with an average discount of 16.5% off the original asking price.
- What are similar sailboats to the Pearson 385?
- Comparable models include the Pearson 303, Pearson 365 Ketch, Catalina 385. See the comparison table above for pricing and availability.