Chesapeake 32 Sailboats for Sale & Market Overview

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
Displ.
11,500 lbs · 5,216 kg
First year
1960

The Chesapeake 32 is a quintessential representative of the "classic plastic" era, a period in the late 1950s and early 1960s when traditional wooden yacht aesthetics were first translated into fiberglass. Designed by the legendary Philip Rhodes and commissioned by George Walton of Annapolis, the boat was primarily manufactured in Denmark by the Danboat yard. It reflects a design philosophy that prioritized seaworthiness, graceful lines, and balanced handling over the interior volume and lightair speed of modern production cruisers. With its long overhangs, sweeping sheer, and narrow beam, the Chesapeake 32 remains a favorite among traditionalists who value the aesthetic of the "Rhodes look."

Market snapshot

Median asking · 12 mo
$ 48,900
Ask, not sold · 5 listings
Recent listings · 90 d
3
5 tracked · 12 mo
3-month price trend
0.0%
vs. 12-mo median
Countries with listings
1
United States (100.0%)

Recent Listings

2 for sale · sampled 10 newest

Where they're listed

Chesapeake 32 listings span 1 country. United States leads with 4 listings

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

Country breakdown

4 listings · 1 country
CountryMedian askListings · 12 moActive · 90 dShare
United States$ 38,45042100.0%

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
Contessa 3232'$ 33,6625933
Sadler 3231.5'$ 22,3274829
Island Packet 3235'$ 68,000367
Nicholson 3232'$ 17,838229
Rival 3231.83'$ 15,387188
Wauquiez Centurion 32$ 26,1781813
CSY 3636.5'$ 36,919167
Morgan 3231.92'$ 24,931102
Cavalier 3232'$ 22,87783
Bristol 3232'$ 15,95061
Chesapeake 32You are here$ 48,90053

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?+
3 Chesapeake 32 listings have gone live in the last 90 days, and 5 have been tracked across the past 12 months.
03Are Chesapeake 32 prices going up or down?+
The median asking price for the Chesapeake 32 has remained stable over the last 3 months compared to 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 (100.0%).
05What should I look at instead of a Chesapeake 32?+
Comparable models include Contessa 32, Sadler 32, Island Packet 32. See the peer cross-shop table above for pricing and availability.