Contessa 33 Sailboats for Sale

Rob Humphreys·1984·~20 hulls·Contessa Yachts Ltd
Contessa 33 drawingBuilder drawing
Hull Type
Monohull · fin
Rig
Fractional Sloop
LOA
32.67' · 9.96 m
Disp.
8,988 lbs · 4,077 kg
First year
1984

The Contessa 33 is a Rob Humphreysdesigned cruiserracer that appeared in 1984 as a smaller derivative of the Roller Skate family, intended to replace the David Sadlerdesigned Contessa 32 and to carry modern performance lines into a more compact hull. Built by J.J. Taylor & Sons Ltd. in Toronto, she is a rare fiberglass monohull — distinct from the more common Contessa 32 — and has proven herself in both cruiser and racer roles time and time again.

Market snapshot

Median asking · 12 mo
$26,508
Asking price · 1 listings
Recent listings · 90 d
0
1 tracked · 12 mo
3-month price trend
Not enough data yet
Countries with listings
1
United Kingdom (100.0%)

Recent Listings

1 for sale · showing 10 newest

Contessa 33 Buyer's Guide

Rob Humphreys drew the Contessa 33 as a cruiser-racer built by J.J. Taylor & Sons Ltd. in Toronto in the early 1980s, intended to replace the Contessa 32 with more modern performance lines in a 32.67-foot hull. She is a rare fiberglass monohull, so any used Contessa 33 is one of a small surviving population rather than a common production boat. A buyer is looking at a compact cruiser-racer with a 25.42-foot waterline, 11.08-foot beam, 8,988-pound displacement, and 5.82-foot draft — figures that reward careful inspection of an individual hull's history and provenance before purchase.

What to Inspect

On Peter Bruce's Owl, wiring fault ignited the engine bay insulation off the Lizard, so a buyer should closely examine the wiring runs near the engine and look for any scorched or brittle insulation, melted loom covering, or amateur repairs that hint at past heat damage. On the same boat, a dog trod heavily on the gear lever and sent the vessel ahead at full revs, which tells a viewer to test the gearshift for a loose, easily depressed lever and to confirm the control detent holds firmly in neutral and gear. A neglected example such as the one found at Shamrock Quay in December 1991 may need years of refit, so assess the hull's current cosmetic and mechanical state rather than assuming a quick cosmetic flip.

Availability and Buyer's Takeaway

A shopper should treat the Contessa 33 as a scarce Humphreys design and judge each used example on its own condition, since regional availability is not tracked here and the boat's low production means these yachts appear on the market only occasionally. View any candidate with the same care owed a rare performance cruiser.

  • Inspect engine-bay wiring for burnt insulation
  • Test the gear lever detent and free play
  • Confirm refit scope on any neglected hull
  • Verify the fractional rig and sail inventory

Where they're listed

Contessa 33 listings appear across 1 country. United Kingdom has the most listings with 1.

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

Country view

1 listings · 1 country
CountryMedian askListings · 12 moActive · 90 dShare
United Kingdom$26,50810100.0%

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
Olympic 3332.58'$ 24,999155
Elan 3333.96'$ 30,589122
Contessa 33You are here$ 26,50810

Frequently asked questions

01How much does a used Contessa 33 cost?+
The median asking price for a used Contessa 33 over the past 12 months is $26,508. Prices vary by condition, year, equipment, and location.
02How many Contessa 33 sailboats are for sale?+
1 has been tracked across the past 12 months.
03Where are Contessa 33 sailboats for sale?+
The top markets for used Contessa 33 listings over the past 12 months are United Kingdom (100.0%).
04What should I look at instead of a Contessa 33?+
Comparable models include Olympic 33, Elan 33. Use the comparison table above to check pricing and availability.