Contessa 27 Sailboats for Sale & Market Overview

Rob Humphreys·1981·~150 hulls·MG Yachts
Contessa 27 drawingBuilder drawing
Hull type
Monohull · fin
Rig
Fractional Sloop
LOA
27.5' · 8.38 m
Displ.
5,750 lbs · 2,608 kg
First year
1981

The Contessa 27, designed by the prolific American naval architect Doug Peterson and built by the renowned Jeremy Rogers Ltd in Lymington, represents a bridge between the classic, longkeeled traditions of the earlier Contessa 26 and the modern, performanceoriented cruiserracers of the late 1970s. Introduced toward the end of the decade, the Contessa 27 was Jeremy Rogers’ response to the evolving International Offshore Rule (IOR) landscape, seeking to provide a vessel that offered more internal volume and "big boat" performance than its predecessors without sacrificing the legendary build quality of the Lymington yard. While less numerous than the iconic Contessa 32, the 27 is highly regarded by enthusiasts as a "sailor's boat," characterized by its robust construction and Doug Peterson’s hallmark ability to balance speed with seaworthiness. Information regarding its development can be found directly through the manufacturer at Jeremy Rogers Ltd.

Market snapshot

Median asking · 12 mo
$ 12,786
Ask, not sold · 1 listings
Recent listings · 90 d
0
1 tracked · 12 mo
3-month price trend
Insufficient data
Countries with listings
1
United Kingdom (100.0%)

Recent Listings

1 for sale · sampled 10 newest

Where they're listed

Contessa 27 listings span 1 country. United Kingdom leads with 1 listings.

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

Country breakdown

1 listings · 1 country
CountryMedian askListings · 12 moActive · 90 dShare
United Kingdom$ 12,78610100.0%

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
Catalina 2726.83'$ 7,5007519
Contessa 3232'$ 33,6495933
Contessa 2827.67'$ 9,421209
Moody 2727.67'$ 14,630209
Contessa 2625.5'$ 10,761176
Pearson 2726.92'$ 10,999149
Jaguar 2726.83'$ 9,415128
Bianca 2727.08'$ 6,228116
Carter 3332.58'$ 32,900113
Northshore 2726.97'$ 18,986102
Contessa 27You are here$ 12,78610

Frequently asked questions

01How much does a used Contessa 27 cost?+
The median asking price for a used Contessa 27 over the past 12 months is $12,786. Prices vary by condition, year, equipment, and location.
02How many Contessa 27 sailboats are for sale?+
1 has been tracked across the past 12 months.
03Where are Contessa 27 sailboats for sale?+
The top markets for used Contessa 27 listings over the past 12 months are United Kingdom (100.0%).
04What should I look at instead of a Contessa 27?+
Comparable models include Catalina 27, Contessa 32, Contessa 28. See the peer cross-shop table above for pricing and availability.