Pearson 385 Sailboats for Sale

William Shaw·1984 – 1986·Pearson Yachts
Pearson 385 drawingBuilder drawing
Hull Type
Monohull · fin
Rig
Cutter
LOA
38.25' · 11.66 m
Disp.
20,575 lbs · 9,333 kg
First year
1984

The Pearson 385 is a centercockpit cruiser that William Shaw drew for Pearson Yachts and that the builder produced from 1984 to 1986, with fewer than 45 hulls completed produced from 1984 to 1986. She shares her underlying hull design with the aftcockpit Pearson 386, and at roughly 38 feet 4 inches overall with a 30foot waterline and 11 feet 7 inches of beam, she sits squarely in the comfortable end of the moderatedisplacement cruising spectrum. Shaw's brief was to pair livability with real sailing ability, and the result is a boat that period reviewers and the builder's own literature both describe as balancing cruising comfort with performance.

Market snapshot

Median asking · 12 mo
$60,000
Asking price · 11 listings
Recent listings · 90 d
3
11 tracked · 12 mo
3-month price trend
-67.5%
vs. 12-mo median
Countries with listings
2
United States (81.8%) · Malaysia (18.2%)

Recent Listings

10 for sale · showing 10 newest

Pearson 385 Buyer's Guide

Shopping for a used Pearson 385 means looking at a small, distinctive center-cockpit cruiser that William Shaw designed and Pearson Yachts built from 1984 to 1986, with fewer than 45 completed. She shares her hull with the aft-cockpit 386 but stands apart through her mid-ship helm and end-of-boat staterooms. On the brokerage market she rewards buyers who value privacy and ventilation over a large production pool.

Layouts on the Used Market

Owner three-cabin layouts are the more common on the used market, but both are available, and ex-charter examples are common. The defining arrangement places the owner's and guest's staterooms at the bow and stern with the galley and salon between, giving maximum privacy for two couples. The aft cabin holds a double berth across the beam plus a head and shower, while guests forward get the V-berth and their own head. A teak drop-leaf table between the settees seats six, and the warm teak-and-holly interior with seven hatches and 16 ports stays airy even in tropical use.

Equipment and Common Upgrades

Most boats on the market carry a hardtop, bimini, dodger, and radar, with solar and air conditioning commonly fitted and dinghy davits frequent — a cluster that speaks to self-sufficient warm-water cruising. Often-seen upgrades include a chartplotter, autopilot, inverter, and heating, which together modernize navigation and livability without major surgery. Less common but worth noting as owner upgrades are watermakers, wind generators, and furling mains, along with teak decks and life rafts on some hulls.

What to Inspect

The available record on the 385 is light on defects, but two points belong in any survey. Owners report that many hulls carry centerboards in addition to the shoal fin keel, so check the centerboard trunk and pivot for wear or leakage. The same owner reports that with an in-mast roller-furling mainsail and a mainsheet lacking a traveler, the boat does not point well in-mast furling main and no traveler hurt pointing; inspect the rigging plan and consider whether a conventional main would suit your sailing.

Availability and Buyer's Takeaway

These boats turn up in the United States and Malaysia. For the shopper, the checklist is short: confirm which layout you are viewing, verify the centerboard if fitted, review the rig type for pointing performance, and assess the solar, air conditioning, and hardtop suite for off-grid use. The 385 is a low-production, high-comfort cruiser best suited to two couples who prioritize privacy over a deep resale market.

Where they're listed

Pearson 385 listings appear across 2 countries. United States has the most listings with 9 (81.8%), followed by Malaysia.

Median ask by country
USD
Share of listings
Count · past 12 months

Country view

11 listings · 2 countries
CountryMedian askListings · 12 moActive · 90 dShare
United States$60,0009281.8%
Malaysia$75,0002118.2%

Comparable models

Similar length, displacement, and era. Open a row to compare that model's market page.

Similar boats to compare

10 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
Dufour 385 Grand Large38.45'$ 104,8066410
Pilothouse 365 Ketch36.42'$ 32,500308
Catalina 38539.17'$ 256,500298
Pearson 3535'$ 19,000177
Pearson 3433.79'$ 16,000166
Pearson 3332.92'$ 19,000135
Pearson 36536.42'$ 29,000121
Pearson 385You are here$ 60,000113
Broadblue Catamarans 38538.68'$ 210,00090
Pearson 3131'$ 16,90096

Frequently asked questions

01How 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.
02How many Pearson 385 sailboats are for sale?+
3 Pearson 385 listings have gone live in the last 90 days, and 11 have been tracked across the past 12 months.
03Are Pearson 385 prices going up or down?+
The median asking price for the Pearson 385 is down 67.5% over the last 3 months compared with the 12-month median.
04Where are Pearson 385 sailboats for sale?+
The top markets for used Pearson 385 listings over the past 12 months are United States (81.8%), Malaysia (18.2%).
05Do Pearson 385 listings get price reductions?+
About 100% of Pearson 385 listings have had a price reduction, with an average discount of 16.5% off the original ask. If a listing has been on the market for more than 90 days without a cut, the seller may not be in a hurry.
06What should I look at instead of a Pearson 385?+
Comparable models include Dufour 385 Grand Large, Pilothouse 365 Ketch, Catalina 385. Use the comparison table above to check pricing and availability.