Herreshoff Goldeneye 18′ by Cape Cod Shipbuilding – Fresh Water Boat Exceptional Condition Asking $15,000 October 2019

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Exceptionally well maintained and upgraded freshwater fiberglass Herreshoff Goldeneye Sailboat. Asking $15,000

One Owner Boat Sailed on Lake Sunapee NH for past 36 years. Always stored indoors in heated aircraft hanger off season. Complete set of new, unused main, jib, genoa, spinnaker & spinnaker pole,  as well as a nice set of used sails.Custom galvanized trailer. Complete set of cockpit and cabin interior cushions. Halyard and jib winches. Meticulously Set up for single handling by experienced sailor. All teak has been wooded and varnished with Epifanes and sanded between coats. Bottom was completely stripped previous to last years season and has only one coat of bottom paint (used one season). A new Goldeneye sailboat set up with a trailer and all of the options this boat has sells for over $61,000.  Asking $15,000.


Length Overall 18’ 3”
Length Waterline 15’ 10”
Beam 6’ 4”
Sail Area 193 sq. ft.
Genoa 160 sq. ft.
Keel Lead 1320 lbs.
Displacement 2500 lbs

Design No. 1133 by: Nathanael Herreshoff The Goldeneye is an improved version of the Bull’s Eye which provides a small cabin and self bailing cockpit. She offers many of the same sailing characteristics as the Bull’s Eye with a longer waterline and high lead keel to length ratio. It’s a wonderful boat for gunkholing and short overnight cruising for two people. She offers versatility from sailing with a reef in the main and a storm jib to sailing with a genoa and spinnaker. The Goldeneye has a big boat feel without the common cruising boat hassles.

Gannon & Benjamin built Herreshoff Alerion

Classic Sailboat Shop is excited to announce our acquisition of the Gannon & Benjamin built Herreshoff Alerion.  We are currently working on updating all of her paint and varnish for her exhibition at the 2017 Wooden Boat Show at Mystic Seaport.  We’re thrilled to have the opportunity to own and exhibit this magnificent reproduction of Capt. Nat’s favorite boat, built to the MIT Herreshoff plan specifications.



Gannon & Benjamin Rowing Dingy Asking $4,900.

Coming from the drawing board of Nat Benjamin and built in Vineyard Haven by G&B in 2007, this beautiful rowing boat has spent most of it’s life, unused,and in covered storage at the Concordia Boat Yard.  She was painted and varnished by the Concordia yard in 2015 and remains in superior like new condition.  She is cedar planking on steam bent frames. She comes with a pair of custom Shaw & Tenney oars.                                                           Located in Western Massachusetts in the town of Williamsburg.
Call 413-335-6402 or email tim.classicsailboatshop@gmail.com

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Cape Dory Typhoon Daysailer/Weekender Completely Refinished $19,900.00

Professionally Restored Cape Dory Typhoon. Professional restoration in Rockport Maine Work completed January 2015.

1981 Cape Dory Typhoon
Hull professionally stripped and painted 2 part Awlgrip Blue
Botton professionally stripped, sanded and barrier coated with Interprotect
Decks and cockpit professionally painted 2 part Awlgrip
Nonskid professionally painted 2 part Awlgrip light beige
All Brightwork stripped and 7 coats of Epifanes Varnish
Professionally painted red boot stripe
New gold sheer pinstripe
New interior cockpit cushions 2014
Recent Mainsail with Stackpak and Harken Rollerfurling jib 2013
Depth and hull speed instruments, Hand Held VHF
Optional Triad Trailer
Anchor, Chain, Rode, life vests, flare gun safety package

Ready to sail. Asking $24,000/Offers Considered

Located in Western Massachusetts, near Northampton.
Call 413-335-6402 or email tim.classicsailboatshop@gmail.com

Stuart Knockabout with 2014 Triad Trailer


photo 2 DIAMOND LAKE DREAMER has just arrived on the east coast from Bambridge Island Washington, this 2000 Stuart Knockabout was maintained “Open Check Book.” This one owner Stuart has been impeccably maintained and very lightly used by her owner. She has Main, Jib, Genoa, Spinniker, full mooring cover and custom winter cover. Boat offered at $64,500 without trailer. Trailer offered separately at a price negotiable with buyer of the boat. Call 413-335-6402 or email tim.classicsailboatshop@gmail.com

Arey’s Pond Daysailer 18’10” Built 2007



This Exceptional Arey’s Pond Daysailer has been keept indoors, unused for the past three seasons.  In the past three seasons, she has only been taken out to bring to the Maine Boat Builders Show or The Wooden Boat Show at Mystic Seaport as she has all possible options and is a magnificent example of what can be built.  This one owner boat is now on the market for less than half the price as the cost of having one built today.

She is a cold molded wooden boat and includes Teak Decks, All Harken Hardware, Roller Furling, Custom Fitted Galvanized Trailer, Lazy Jacks, Reef Points in the Main Sail, two separare masts and booms (one pair is spruce, the second carbon fiber).

For details, call Tim at 413-335-6402 or email tim.classicsailboatshop@gmail.com