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 light-air 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."
Chesapeake 32 Sailboats for Sale & Market Overview
- Make
- Chesapeake
- Model
- 32
- Builder
- Danboats
- Designer
- Philip Rhodes
- Number Built
- 95
- Production Year(s)
- 1960 - 1965
Below are the most recent Chesapeake 32 sailboat listings (up to 10).
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| Source | Year | Make | Model | Price | Cabins | Heads | City | Country | Listing Date | |
|---|---|---|---|---|---|---|---|---|---|---|
DISCLAIMER: We are not affiliated with any external listing websites in any way. We simply aggregate publicly available listings to make it easier for buyers to find sailboats for sale. We cannot guarantee the accuracy of the listings, so please verify all information with the seller before making any decisions.
Market Overview
Price & Volume Trends
Monthly breakdown
| Month | Listings | Median Asking Price (USD) |
|---|---|---|
| Jun 2025 | 1 | $28,000 |
| Sep 2025 | 1 | $18,500 |
| Apr 2026 | 2 | $48,900 |
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Contessa 32 | 32' | $39,233 | 44 | 24 |
| Sadler 32 | 31.5' | $23,162 | 36 | 19 |
| Island Packet 32 | 35' | $67,000 | 31 | 7 |
| Nicholson 32 | 32' | $20,000 | 15 | 3 |
| Rival 32 | 31.83' | $19,409 | 14 | 7 |
| CSY 36 | 36.5' | $46,200 | 12 | 3 |
| Vindö 32 | 29.36' | $17,553 | 11 | 3 |
| Wauquiez Centurion 32 | $27,621 | 10 | 6 | |
| Morgan 32 | 31.92' | $24,950 | 8 | 3 |
| Bristol 32 | 32' | $16,900 | 5 | 0 |
| Chesapeake 32 | $38,450 | 4 | 2 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United States | $38,450 | 4 | 2 |
Frequently Asked Questions
- How much does a used Chesapeake 32 cost?
- The median asking price for a used Chesapeake 32 over the past 12 months is $38,450. Prices vary by condition, year, equipment, and location.
- How many Chesapeake 32 sailboats are for sale?
- We have tracked 4 Chesapeake 32 listings over the past 12 months, with 2 listed within the last 90 days.
- Are Chesapeake 32 prices going up or down?
- The median asking price for the Chesapeake 32 has increased by 27.18% over the last 3 months compared to the 12-month average.
- What are similar sailboats to the Chesapeake 32?
- Comparable models include the Contessa 32, Sadler 32, Island Packet 32. See the comparison table above for pricing and availability.