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39data points analyzed by Sailpages.com to compile this CHRYSLER 20 buyer’s report
CHRYSLER 20

CHRYSLER 20

Chrysler MarineπŸ‡ΊπŸ‡ΈΒ· Design: Halsey Herreshoff
$2,483 avg$1,750 – $3,200 (3 listings)from 1977
$600 – $1.6K est. annual maintenance
DaysailermonoMasthead SloopFinVariable
Chrysler Sailors β†—

Specifications

Hull

LOA20 ft
LWL18 ft
Beam7.08 ft
Draft5.58 ft/ 1.92 ft min
Displacement2,200 lb
Ballast810 lb
Hull speed1.34·√LWL5.7 kn

About the CHRYSLER 20

Sailpages Buyer's Take

The Chrysler 20 is a compact, lightweight trailerable sloop designed by Halsey Herreshoff and built by Chrysler Marine in 1977. With a displacement of 2200.0 lb and a LOA of 20.0 ft, it represents a niche entry in the small boat market, though the total number of hulls built remains unknown.

Best for:
This boat is best suited for coastal day-sailing, trailerable cruising, and novice sailors seeking a manageable, low-maintenance vessel with a proven Herreshoff design pedigree.
Bluewater capability:
With a low displacement of 2200.0 lb and a capsize ratio of 2.18, the Chrysler 20 is not designed for offshore bluewater passage-making and is strictly limited to protected coastal waters.
Comparables:
Comparable boats include the O'Day 20 and Pearson 20, which share similar dimensions and trailerable roles, but the Chrysler 20 distinguishes itself with Herreshoff's specific hull form and a slightly higher SA/D ratio of 18.3.

Performance

Comfort13.5
Capsize2.18
SA/Disp18.3
Disp/Len168
Bal/Disp36.8

Estimated Value

Low Confidence
Based on 3 listings
Low
$1,651
Estimated Value
$1,942
High
$2,214
Inflation-adjusted to 2026 USD

Estimated Cost of Ownership

Based on 20ft LOA. Actual costs vary by condition, usage, and local rates.

$/ft/mo
Annual Maintenance
$600 – $1.6K
Hull, rigging, sails, engine service
Annual Docking
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Annual Insurance
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Known Issues & Pre-Purchase Inspection

5 reported issues across 4 systems for the CHRYSLER 20, compiled from owner reports in sailing forums and owner-association material.

2 critical1 major2 minor
Rudder2Rigging1Structural1Keel1

Unlock the full inspection report

Thinking of buying a CHRYSLER 20? This is an in-depth report on the faults this model is known for β€” so you know exactly what to check when you walk the boat. For the price of a coffee.

  • βœ“ All 5 specific issues β€” severity, symptoms & fixes
  • βœ“ Model-specific pre-purchase inspection checklist
  • βœ“ Downloadable PDF to take to your surveyor β€” yours to keep

One-time $2.99 Β· secure checkout by Stripe Β· instant access Β· 30 days online, PDF yours to keep

Similar Sailboats

Which engine powers your CHRYSLER 20?

We haven't confirmed the engine for this model yet. If you own or know one, tell us β€” as owners report in, we build an accurate picture over time.

Already know your engine? Search all engines β†’ to find its exact parts.

Used sails that fit the CHRYSLER 20

Checking eBay for sails sized to this boat's rig…