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 is a fiberglass production cruiser that carries the hand of Philip Rhodes into a molded hull, produced from 1960 through 1965 with 95 examples completed. It sold under several aliases over its life — the Rhodes 31, the Danboat 33, the ISL 33, and the Cabrillo 32 — but the underlying design is one boat: a 32foot monohull that kept the visual manners of a wooden yacht while moving to glass. Rhodes gave it his classic sheer line, a spoon bow, a traditional low cabin house, and a dip amidships that rises gently to a long overhanging stern, so the eye reads "timber" even though the structure is solid laminate.

Market snapshot

Median asking · 12 mo
$48,900
Asking price · 4 listings
Recent listings · 90 d
0
4 tracked · 12 mo
3-month price trend
Not enough data yet
Countries with listings
1
United States (100.0%)

Recent Listings

2 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 1 country. United States has the most listings with 4.

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

Country view

4 listings · 1 country
CountryMedian askListings · 12 moActive · 90 dShare
United States$48,90040100.0%

Comparable models

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

Similar boats to compare

6 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
Jeremy Rogers 3232'$ 31,4407116
Sadler 3231.5'$ 22,1245511
Island Packet 3235'$ 64,900403
Rival 3231.83'$ 15,400202
Morgan Yachts 3231.92'$ 27,10770
Chesapeake 32You are here$ 48,90040

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?+
4 have been tracked across the past 12 months.
03Where are Chesapeake 32 sailboats for sale?+
The top markets for used Chesapeake 32 listings over the past 12 months are United States (100.0%).
04What should I look at instead of a Chesapeake 32?+
Comparable models include Jeremy Rogers 32, Sadler 32, Island Packet 32. Use the comparison table above to check pricing and availability.