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.
Herreshoff S-Class Sailboats for Sale & Market Overview

- Make
- Herreshoff
- Model
- S-Class
- Builder
- Herreshoff Mfg. Co.
- Designer
- N. Herreshoff
- Number Built
- 95
- Production Year(s)
- 1919 - 1941
Below are the most recent Herreshoff S-Class 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) |
|---|---|---|
| Sep 2025 | 1 | $48,000 |
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| Herreshoff 12 1/2 | 15.83' | $23,500 | 15 | 6 |
| Hinckley Pilot 35 | 35.75' | $54,500 | 11 | 0 |
| Herreshoff H-28 | 26.94' | $12,892 | 10 | 3 |
| Sparkman & Stephens S&S 34 | 33.42' | $35,150 | 9 | 2 |
| Swanson 38 S&S | 38.25' | $72,733 | 8 | 1 |
| Sparkman & Stephens 30 | 30.5' | $35,000 | 7 | 2 |
| Classic York Yacht Club 40 | 59' | $175,478 | 6 | 6 |
| Luders Luders 33 | 33' | $20,000 | 4 | 2 |
| Herreshoff S-Class | $48,000 | 1 | 0 | |
| Frauscher H-Boat | 27.25' | $10,482 | 1 | 0 |
| Classic Schooner | 58.5' | $63,540 | 1 | 1 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United States | $48,000 | 1 | 0 |
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.