Chesapeake 32 Sailboats for Sale

Philip Rhodes·1960 – 1965·~95 hulls·Danboats
Approximate drawing

Hover a measurement to read its value

Hull Type
Monohull · full
Rig
Masthead Sloop
LOA
32' · 9.75 m
Disp.
11,500 lbs · 5,216 kg
First year
1960

The Chesapeake 32 brought Philip Rhodes’s hand to a molded fiberglass production cruiser. Built from 1960 through 1965, with 95 examples completed, it was sold under several names: Rhodes 31, Danboat 33, ISL 33, and Cabrillo 32. Beneath those aliases was the same boat—a 32foot monohull that retained the visual character of a wooden yacht while moving to fiberglass construction.

Market snapshot

Median asking · 12 mo
$48,900
Asking price · 4 listings
Recent listings · 90 d
1
4 tracked · 12 mo
3-month price trend
-72.5%
vs. 12-mo median
Countries with listings
2
United States (75.0%) · Germany (25.0%)

Recent Listings

3 for sale · showing 10 newest

Chesapeake 32 Buyer's Guide

The Chesapeake 32 is a 1960–1965 Philip Rhodes design with 95 hulls built, sold also as the Rhodes 31, Danboat 33, ISL 33, and Cabrillo 32. On the used market it appears as a traditional fiberglass cruiser with a spoon bow, low cabin house, and long overhanging stern — a boat that looks like wood but is molded glass. Most survivors have been reworked by their owners, so the brokerage example you inspect is unlikely to be as delivered.

Layouts on the Used Market

The as-built interior was arranged to look good first, with comfort secondary, and storage is limited except in the cockpit lockers. Because most boats have since gained added hatches, stoves, refrigerators, and electronics, the cabin you step into may feel more usable than the original plan, though the fundamental volume and stowage constraints remain. A buyer should judge the real boat, not the factory drawing, since wheels instead of tillers and diesel in place of gasoline are now the norm rather than the exception.

Equipment and Common Upgrades

The most consequential changes found across the fleet are the swap to small diesel engines, the addition of wheels, and the fitting of hatches, stoves, refrigeration, and electronics. For a shopper, the diesel conversion matters most: it replaces the original gasoline engines with diesels. Added hatches improve light and airflow below, while a wheel changes helm ergonomics from the original tiller. Beyond those, owner-fitted stoves, refrigeration, and electronics simply reflect decades of use and should be tested, not assumed.

What to Inspect

Access to the engine is a challenge on this model, so any survey must evaluate how the current owner reached the auxiliary for service and whether the diesel conversion left workable clearance access to the engine is a challenge. Given the heavy, thick fiberglass layup and embedded chainplates, look closely at the chainplate beds for any sign of movement, since the plates sit within the laminate rather than on external brackets. The limited storage and low cabin house are design facts, not defects, but confirm hatches and added equipment were installed without weakening structure.

Availability and Buyer's Takeaway

These boats are found in the United States. For a buyer, the practical checklist is short: confirm the diesel conversion and its service access, inspect the embedded chainplates for laminate integrity, verify any added hatches and interior equipment are sound, and accept the tight storage and moderate windward manners as inherent. The Chesapeake 32 rewards an owner who wants a classic Rhodes look in fiberglass and does not expect a fast or roomy modern cruiser.

Where they're listed

Chesapeake 32 listings appear across 2 countries. United States has the most listings with 3 (75.0%), followed by Germany.

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

Country view

4 listings · 2 countries
CountryMedian askListings · 12 moActive · 90 dShare
United States$48,9003075.0%
Germany$13,4331125.0%

Comparable models

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

Similar boats to compare

5 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
Contessa 3232'$ 32,9726820
Sadler 3231.5'$ 22,1914710
Island Packet 3235'$ 64,900343
Morgan 3231.92'$ 27,20061
Chesapeake 32You are here—$ 48,90041

Frequently asked questions

01How much does a used Chesapeake 32 cost?+
The median asking price for a used Chesapeake 32 over the past 12 months is $48,900. Prices vary by condition, year, equipment, and location.
02How many Chesapeake 32 sailboats are for sale?+
1 Chesapeake 32 listing has gone live in the last 90 days, and 4 have been tracked across the past 12 months.
03Are Chesapeake 32 prices going up or down?+
The median asking price for the Chesapeake 32 is down 72.5% over the last 3 months compared with the 12-month median.
04Where are Chesapeake 32 sailboats for sale?+
The top markets for used Chesapeake 32 listings over the past 12 months are United States (75.0%), Germany (25.0%).
05What should I look at instead of a Chesapeake 32?+
Comparable models include Contessa 32, Sadler 32, Island Packet 32. Use the comparison table above to check pricing and availability.