Contessa 28 Sailboats for Sale

Doug Peterson·1977·Jeremy Rogers
Contessa 28 drawingBuilder drawing
Hull Type
Monohull · fin
Rig
Masthead Sloop
LOA
27.67' · 8.43 m
Disp.
6,970 lbs · 3,162 kg
First year
1977

The Contessa 28 is a 27foot8inch masthead sloop designed by Doug Peterson and built in the UK by Jeremy Rogers Ltd. since 1977, a classic cruiserracer that earned a reputation for being fast, seaworthy, and wellbalanced. Launched as a smaller and cheaper alternative to the already popular Contessa 32, she was aimed at both the racing and cruising markets and stands as a classic example of the IORinfluenced designs of the late 1970s and early 1980s. Production ran until 1983, with about 150 boats completed.

Market snapshot

Median asking · 12 mo
$9,705
Asking price · 30 listings
Recent listings · 90 d
11
30 tracked · 12 mo
3-month price trend
+2.0%
vs. 12-mo median
Countries with listings
3
United Kingdom (89.7%) · Netherlands (6.9%) · Germany (3.4%)

Recent Listings

21 for sale · showing 10 newest

Contessa 28 Buyer's Guide

The Contessa 28 on the used market is a Doug Peterson-designed cruiser-racer built by Jeremy Rogers Ltd. in the UK from 1977 through 1983, about 150 hulls in total. She is a 27-foot-8-inch masthead sloop with a solid fiberglass hull and balsa-cored deck, aimed originally at both club racing and family cruising. Buyers shopping a used Contessa 28 are looking at a compact, heavy-displacement design with a documented reputation for seaworthiness rather than speed in light wind.

Layouts on the Used Market

Used Contessa 28s follow the standard interior: a forward V-berth cabin, a saloon with settees converting to a double, and a quarter berth aft of the navigation station, sleeping five or six. The teak-veneer saloon centers on a folding table, with a starboard galley and a head between saloon and bow. Some owners have taken these boats across oceans, so a coastal-cruiser layout may show offshore-minded wear or reinforcement, but the fundamental plan stays constant across the production run.

Equipment and Common Upgrades

A used 28 commonly carries a chartplotter, AIS, and autopilot as standard modern electronics, reflecting how frequently these appear on used Contessa 28s. Many also show a short-handed setup, meaning simplified sail handling for a small crew. Less common owner additions include cabin heating, a spinnaker, or a swim platform. The original inventory was strong for its era, with self-tailing winches and lee cloths from new, so a buyer should confirm what is factory original versus later.

What to Inspect

A balsa-core fiberglass deck delivers stiffness and insulation, so any hardware leaks risk core saturation that is invisible from above. The deck-to-hull joint is an inward flange bolted and bonded with sealant; its enclosed nature makes resealing difficult without disassembly. The cast-iron fin keel is bolted with stainless steel, and the spade rudder hangs on pintles and gudgeons — check for moisture at those penetrations. The 12V system with two batteries and shore power should be tested, and the 10-gallon fuel and 20-gallon water tanks inspected for corrosion or manual-pump wear at the galley and head.

Availability and Buyer's Takeaway

Contessa 28s typically appear in the United Kingdom and Germany. For a shopper, the checklist is brief: verify deck-core dryness around fittings, confirm the hull-deck flange integrity, exercise the keel bolts and rudder pintles, and review the electrical and tank systems. A solid example rewards the buyer with a stiff, seaworthy small cruiser-racer of classic IOR lineage.

Where they're listed

Contessa 28 listings appear across 3 countries. United Kingdom has the most listings with 26 (89.7%), followed by Netherlands and Germany.

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

Country view

29 listings · 3 countries
CountryMedian askListings · 12 moActive · 90 dShare
United Kingdom$9,51126789.7%
Netherlands$9,898226.9%
Germany$19,797113.4%

Comparable models

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

Similar boats to compare

2 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
Jeremy Rogers 28You are here$ 9,7053011
Colvic Countess 2828'$ 10,481233

Frequently asked questions

01How much does a used Contessa 28 cost?+
The median asking price for a used Contessa 28 over the past 12 months is $9,705. Prices vary by condition, year, equipment, and location.
02How many Contessa 28 sailboats are for sale?+
11 Contessa 28 listings have gone live in the last 90 days, and 30 have been tracked across the past 12 months.
03Are Contessa 28 prices going up or down?+
The median asking price for the Contessa 28 is up 2.0% over the last 3 months compared with the 12-month median.
04Where are Contessa 28 sailboats for sale?+
The top markets for used Contessa 28 listings over the past 12 months are United Kingdom (89.7%), Netherlands (6.9%), Germany (3.4%).
05What should I look at instead of a Contessa 28?+
Comparable models include Colvic Countess 28. Use the comparison table above to check pricing and availability.