Oyster 39 Sailboats for Sale & Market Overview

Donald Pye·1978 – 1984·~43 hulls·Oyster Marine
Approximate drawing

Hover a measurement to read its value

Hull type
Monohull · fin
Rig
Ketch
LOA
40.68' · 12.4 m
Displ.
19,498 lbs · 8,844 kg
First year
1978

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 IORinfluenced racers to a specialist in highend, centercockpit bluewater cruisers. Designed by the esteemed firm Holman & Pye, the Oyster 39 was conceived as a robust, longdistance 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."

Market snapshot

Median asking · 12 mo
$ 52,279
Ask, not sold · 7 listings
Recent listings · 90 d
4
7 tracked · 12 mo
3-month price trend
-16.5%
vs. 12-mo median
Countries with listings
4
Greece (42.9%) · United Kingdom (28.6%) · Italy (14.3%)

Recent Listings

7 for sale · sampled 10 newest

Where they're listed

Oyster 39 listings span 4 countries. Greece leads with 3 listings (42.9%), followed by United Kingdom and Italy.

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

Country breakdown

7 listings · 4 countries
CountryMedian askListings · 12 moActive · 90 dShare
Greece$ 60,4673242.9%
United Kingdom$ 33,5262228.6%
Italy$ 23,2351014.3%
Turkey$ 52,2791014.3%

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
Oyster Yachts 5353'$ 455,0002615
Oyster 5453.92'$ 638,849169
Oyster Yachts 43543.42'$ 100,778158
Oyster Yachts 4951.83'$ 383,379135
Oyster 5556.25'$ 371,761134
Moody 3938.58'$ 53,681115
Oyster Yachts 3737'$ 53,74295
Oyster Yachts 4646'$ 449,00094
Oyster 4544.33'$ 285,68585
Oyster Yachts 39You are here$ 52,27974
Corbin 3941.5'$ 74,90075

Frequently asked questions

01How much does a used Oyster 39 cost?+
The median asking price for a used Oyster 39 over the past 12 months is $52,279. Prices vary by condition, year, equipment, and location.
02How many Oyster 39 sailboats are for sale?+
4 Oyster 39 listings have gone live in the last 90 days, and 7 have been tracked across the past 12 months.
03Are Oyster 39 prices going up or down?+
The median asking price for the Oyster 39 has decreased by 16.5% over the last 3 months compared to the 12-month median.
04Where are Oyster 39 sailboats for sale?+
The top markets for used Oyster 39 listings over the past 12 months are Greece (42.9%), United Kingdom (28.6%), Italy (14.3%).
05Do Oyster 39 listings get price reductions?+
About 50% of Oyster 39 listings have had a price reduction, with an average discount of 21.0% off the original ask. A listing that has been on the market more than 90 days without a reduction usually signals the seller isn't motivated.
06What should I look at instead of a Oyster 39?+
Comparable models include Oyster Yachts 53, Oyster 54, Oyster Yachts 435. See the peer cross-shop table above for pricing and availability.