Pearson 365 Sailboats for Sale & Market Overview

William Shaw·1976 – 1982·Pearson Yachts
Pearson 365 drawingBuilder drawing
Hull type
Monohull · fin
Rig
Masthead Sloop
LOA
36.42' · 11.1 m
Displ.
17,700 lbs · 8,029 kg
First year
1976

The Pearson 365 was introduced in 1976 as a departure from the performanceoriented designs that had begun to dominate the market, instead focusing on the specific needs of the dedicated coastal and offshore cruiser. Designed by William Shaw, the 365 was envisioned as a "proper yacht" that prioritized stability, comfort, and a shallow draft of 4’6”, making it an ideal candidate for the thin waters of the Chesapeake Bay, the Florida Keys, and the Bahamas. Production ran until 1982, with over 400 hulls completed, cementing it as one of the most successful midsized cruising designs of its era. Unlike many of its contemporaries that utilized fin keels, the 365 features a longish fin keel with a protected, skeghung rudder, providing a balance between directional stability and maneuverability.

Market snapshot

Median asking · 12 mo
$ 29,250
Ask, not sold · 10 listings
Recent listings · 90 d
5
10 tracked · 12 mo
3-month price trend
-6.0%
vs. 12-mo median
Countries with listings
2
United States (88.9%) · Australia (11.1%)

Recent Listings

16 for sale · sampled 10 newest

Where they're listed

Pearson 365 listings span 2 countries. United States leads with 8 listings (88.9%), followed by Australia.

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

Country breakdown

9 listings · 2 countries
CountryMedian askListings · 12 moActive · 90 dShare
United States$ 28,2508488.9%
Australia$ 56,1781111.1%

Comparable models

Similar length overall, displacement, and era. Click a row to jump to that model's market page.

Peer cross-shop

11 designs · same segment
ModelLOAMedian askListings · 12 moActive · 90 d
Dufour 365 Grand Large35.47'$ 87,5223224
Pilothouse 365 Ketch36.42'$ 35,0002815
Pearson 32332.25'$ 17,998229
Pearson 36-236.5'$ 26,000213
Pearson 3636.56'$ 19,900155
Pearson 3535'$ 19,000145
Pearson 3433.79'$ 16,000136
Pearson 365You are here$ 29,250105
Pearson 38538.25'$ 60,00098
Dean 36536.75'$ 87,26176
Pearson Vanguard 3332.58'$ 17,95040

Frequently asked questions

01How much does a used Pearson 365 cost?+
The median asking price for a used Pearson 365 over the past 12 months is $29,250. Prices vary by condition, year, equipment, and location.
02How many Pearson 365 sailboats are for sale?+
5 Pearson 365 listings have gone live in the last 90 days, and 10 have been tracked across the past 12 months.
03Are Pearson 365 prices going up or down?+
The median asking price for the Pearson 365 has decreased by 6.0% over the last 3 months compared to the 12-month median.
04Where are Pearson 365 sailboats for sale?+
The top markets for used Pearson 365 listings over the past 12 months are United States (88.9%), Australia (11.1%).
05What should I look at instead of a Pearson 365?+
Comparable models include Dufour 365 Grand Large, Pilothouse 365 Ketch, Pearson 323. See the peer cross-shop table above for pricing and availability.