Herreshoff S-Class Sailboats for Sale & Market Overview

Herreshoff S-Class Drawing
Make
Herreshoff
Model
S-Class
Builder
Herreshoff Mfg. Co.
Designer
N. Herreshoff
Number Built
95
Production Year(s)
1919 - 1941

The Herreshoff S-Class, often referred to simply as the "S-Boat," represents a pivotal moment in naval architecture, marking the transition from gaff-rigged traditions to the modern Marconi era. Designed by Nathanael Greene Herreshoff in 1919 and first launched in 1920, the S-Class was conceived as a high-performance one-design racer capable of handling the choppy waters of Narragansett Bay and Long Island Sound. Approximately 95 to 100 hulls were produced by the Herreshoff Manufacturing Company between 1919 and 1941, and remarkably, a significant percentage of the original fleet remains active today. The boat's enduring appeal lies in its "sweet" hull form—a 27-foot, 6-inch frame with a long, elegant overhang and a heavy lead keel that provides a stable yet spirited sailing experience. According to the Herreshoff S-Class Association, the design was radical for its time, featuring a curved mast and a high-aspect-ratio rig that outperformed almost everything in its size class.

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Market Overview

$48,000
Median Asking Price (past 12 months)
1
Listings Tracked (past 12 months)
0
New Listings (90 days)
1
Countries with Listings

Price & Volume Trends

Monthly breakdown
Monthly listing counts and median asking price for the Herreshoff S-Class
MonthListingsMedian Asking Price (USD)
Sep 20251$48,000
Comparable Models to Herreshoff S-Class
ModelLOAMedian Price (USD)ListingsRecent
Herreshoff 12 1/215.83' $23,500156
Hinckley Pilot 3535.75' $54,500110
Herreshoff H-2826.94' $12,892103
Sparkman & Stephens S&S 3433.42' $35,15092
Swanson 38 S&S38.25' $72,73381
Sparkman & Stephens 3030.5' $35,00072
Classic York Yacht Club 4059' $175,47866
Luders Luders 3333' $20,00042
Herreshoff S-Class $48,00010
Frauscher H-Boat27.25' $10,48210
Classic Schooner58.5' $63,54011
Herreshoff S-Class Listings by Country
CountryMedian Price (USD)Listings (past 12 months)Recent (90d)
United States$48,00010

Frequently Asked Questions

How much does a used Herreshoff S-Class cost?
The median asking price for a used Herreshoff S-Class over the past 12 months is $48,000. Prices vary by condition, year, equipment, and location.
How many Herreshoff S-Class sailboats are for sale?
We have tracked 1 Herreshoff S-Class listings over the past 12 months, with 0 listed within the last 90 days.
What are similar sailboats to the Herreshoff S-Class?
Comparable models include the Herreshoff 12 1/2, Hinckley Pilot 35, Herreshoff H-28. See the comparison table above for pricing and availability.