Contessa 26 Sailboats for Sale

David Sadler·1965 – 1990·~750 hulls·Jeremy Rogers
Contessa 26 drawingBuilder drawing
Hull Type
Monohull · long
Rig
Masthead Sloop
LOA
25.5' · 7.77 m
Disp.
5,400 lbs · 2,449 kg
First year
1965

The Contessa 26 is a 25foot 6inch fiberglass sloop drawn up in 1965 by Jeremy Rogers and David Sadler, launched in 1966, and briefly marketed as the Contessa 25. Rogers had spent years building Folkboats before this collaboration, and the new design took that classic hull, modified the keel and added more sail area forward for racing performance, reworking the layout and deck structure in fiberglass rather than wood. The result proved itself a strong, seaworthy vessel almost immediately, performing well in the Round Britain and Ireland Race and the OSTAR solo transatlantic, then earning lasting fame when Tania Aebi chose one for her 1985 solo circumnavigation at age 18 and Brian Caldwell sailed one as the first under21 circumnavigator in 1996.

Market snapshot

Median asking · 12 mo
$10,123
Asking price · 21 listings
Recent listings · 90 d
4
21 tracked · 12 mo
3-month price trend
-51.7%
vs. 12-mo median
Countries with listings
2
United Kingdom (90.5%) · Canada (9.5%)

Recent Listings

11 for sale · showing 10 newest

Contessa 26 Buyer's Guide

Shopping the used Contessa 26 means considering a 25-foot 6-inch fiberglass sloop designed by Jeremy Rogers and David Sadler and launched in 1966, with roughly 750 built in the UK and Canada. The boat’s narrow hull and long keel read as a Folkboat evolved for offshore work, and its brokerage presence spans three regions where these little cruisers have long circulated.

Layouts on the Used Market

Early boats carried the heads in the forecabin and a vestigial galley amidships; later models moved the galley and chart table to the companionway and gained a small enclosed heads compartment. Below you’ll find a V-berth forward, two saloon berths, and a quarterberth, with no standing headroom and a cramped, low saloon that suits a couple more than four or five. A large cockpit aids daysailing but is a flooding risk at sea, and poor air circulation is a recurring trait worth ventilating upgrades for.

Equipment and Common Upgrades

Most boats on the market carry an autopilot and chartplotter as standard modern navigation aids. A short-handed setup is often seen, meaning led-back controls or cutter rigging that lets a solo owner manage sail changes safely. Less common owner additions include cabin heating, lithium batteries, a spinnaker, AIS, and an EPIRB — these appear as individual upgrades rather than factory fit, and a buyer should verify installation quality on any example so equipped.

What to Inspect

Any survey should check the mast support area for compression damage and examine the foot of the moulded keel for damage allowing water ingress. The large cockpit’s drainage behavior matters given its sea-going hazard when filled, and the single-spreader sloop rig’s conversion history (cutter with running backstays, aft-led lines) should be confirmed as properly engineered rather than improvised.

Availability and Buyer's Takeaway

Contessa 26s typically appear in the United Kingdom, Canada, and the United States. For a shopper, the checklist is short: confirm production-era layout (later enclosed heads is preferable for comfort), verify any short-handed or cutter refit is sound, test the mast step and keel foot for ingress, and budget for ventilation improvements. A well-found example offers a proven circumnavigation-capable singlehander in a remarkably small package.

Where they're listed

Contessa 26 listings appear across 2 countries. United Kingdom has the most listings with 19 (90.5%), followed by Canada.

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

Country view

21 listings · 2 countries
CountryMedian askListings · 12 moActive · 90 dShare
United Kingdom$10,53119490.5%
Canada$7,309209.5%

Comparable models

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

Similar boats to compare

3 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
Jeremy Rogers 26You are here$ 10,123214
Marieholm 2626.25'$ 8,734115
Victoria 2626'$ 23,29083

Frequently asked questions

01How much does a used Contessa 26 cost?+
The median asking price for a used Contessa 26 over the past 12 months is $10,123. Prices vary by condition, year, equipment, and location.
02How many Contessa 26 sailboats are for sale?+
4 Contessa 26 listings have gone live in the last 90 days, and 21 have been tracked across the past 12 months.
03Are Contessa 26 prices going up or down?+
The median asking price for the Contessa 26 is down 51.7% over the last 3 months compared with the 12-month median.
04Where are Contessa 26 sailboats for sale?+
The top markets for used Contessa 26 listings over the past 12 months are United Kingdom (90.5%), Canada (9.5%).
05What should I look at instead of a Contessa 26?+
Comparable models include Marieholm 26, Victoria 26. Use the comparison table above to check pricing and availability.