The Chrysler 20 was introduced in the mid-1970s as a compact, trailerable response to the growing demand for "pocket cruisers" that could be easily managed by a small family or a solo sailor. Designed by the esteemed naval architect Halsey Herreshoff, the boat was intended to bridge the gap between Chrysler’s smaller daysailers, like the Mutineer 15, and the larger, more substantial Chrysler 22 and 26 models. Despite its shorter overall length, the Chrysler 20 retains the distinctive Herreshoff aesthetic—functional, sturdy, and surprisingly stiff under sail. It remains a popular choice for sailors who prioritize ease of launching and retrieving without sacrificing the security of a ballasted keel and a weather-tight cabin.
Chrysler 20 Sailboats for Sale & Market Overview
- Make
- Chrysler
- Model
- 20
- Builder
- Chrysler Marine
- Designer
- Halsey Herreshoff
- Number Built
- Production Year(s)
- 1977 - ??
Below are the most recent Chrysler 20 sailboat listings (up to 10).
Standard listing sites miss the technical details sailors need. Our database of 10,000+ models unlocks advanced filtering so you can search by keel type, rig configuration, and performance ratios—even when the seller forgot to include them.
Search across multiple sailboat listing websites at once, and get notified of new listings!
Example: Daily emails for "40 ft fin keel fractional sloops under $200k in Canada"Start Searching Now
| 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) |
|---|---|---|
| Apr 2025 | 1 | $2,300 |
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Cape Dory 25 | 24.83' | $9,600 | 30 | 10 |
| Cape Cutter 19 | 23.62' | $17,955 | 14 | 9 |
| Com-Pac 23 | 22.75' | $6,950 | 9 | 3 |
| Pacific Seacraft Flicka 20 | 24' | $29,000 | 9 | 4 |
| Com-Pac 16 | 16' | $4,950 | 7 | 1 |
| Friendship 22 | 22' | $9,422 | 7 | 4 |
| Com-Pac 23 Mk IV | 23.92' | $32,950 | 5 | 2 |
| Triton 21 | 21.25' | $81,566 | 4 | 0 |
| Precision 21 | 20.75' | $5,500 | 3 | 1 |
| O'Day 22 | 21.67' | $3,000 | 3 | 0 |
| Chrysler 20 | $2,300 | 1 | 0 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United States | $2,300 | 1 | 0 |
Frequently Asked Questions
- How much does a used Chrysler 20 cost?
- The median asking price for a used Chrysler 20 over the past 12 months is $2,300. Prices vary by condition, year, equipment, and location.
- How many Chrysler 20 sailboats are for sale?
- We have tracked 1 Chrysler 20 listings over the past 12 months, with 0 listed within the last 90 days.
- What are similar sailboats to the Chrysler 20?
- Comparable models include the Cape Dory 25, Cape Cutter 19, Com-Pac 23. See the comparison table above for pricing and availability.