Herreshoff 50 Sailboats for Sale & Market Overview

Herreshoff Mfg. Co.
Approximate drawing

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LOA
50' · 15.24 m

The Herreshoff 50, primarily recognized in the modern cruising community as the Herreshoff Caribbean 50, represents a bridge between the legendary racing heritage of the Herreshoff Manufacturing Company and the late20thcentury era of bluewater fiberglass yachting. Designed by Halsey Herreshoff—grandson of the prolific Nathanael G. Herreshoff—this model was conceptualized as a seakindly, longrange ketch capable of handling the heavy trades of the Caribbean and the rigors of ocean crossings. While the "50" designation has been used historically for the New York 50 (NYYC 50) racing class of 1913, the production model most commonly encountered today is the 50foot ketch built largely by D. Cheng Boat Builders in Hong Kong and other semicustom yards during the 1970s and 80s. These vessels were often constructed with input from innovators like Garry Hoyt, aiming to combine a traditional aesthetic with a versatile centerboard configuration that allowed for both deepwater stability and shoaldraft exploration.

Market snapshot

Median asking · 12 mo
Ask, not sold
Recent listings · 90 d
Listed for sale
3-month price trend
Insufficient data
Countries with listings
Global market

Recent Listings

1 for sale · sampled 10 newest

Comparable models

Similar length overall, displacement, and era. Click a row to jump to that model's market page.

Peer cross-shop

10 designs · same segment
ModelLOAMedian askListings · 12 moActive · 90 d
Hallberg-Rassy 4949.08'$ 255,9823319
Vagabond 4746.58'$ 94,9462611
Herreshoff 12 1/215.83'$ 25,500185
Sweden Yachts 5050'$ 265,8231710
Shannon 5050.92'$ 209,000164
Gulfstar 5050'$ 115,000167
Herreshoff H-2826.94'$ 13,541134
Vindö 5034.94'$ 45,960138
Cheoy Lee Offshore 4746.75'$ 124,950105
Valiant 5050.67'$ 355,00041

Frequently asked questions

01What should I look at instead of a Herreshoff 50?+
Comparable models include Hallberg-Rassy 49, Vagabond 47, Herreshoff 12 1/2. See the peer cross-shop table above for pricing and availability.