Located in the historic western Massachusetts town of Chesterfield, the Classic Sailboat Shop specializes in the purchase, restoration and sale of small classic day sailers and weekenders in both fiberglass and wood. We specialize in fine used Marshall Cat Boats, Arey’s Pond Catboats and Daysailors, Herreshoff designs from the Herreshoff 12 1/2 to the Fish Class and the magnificent Herreshoff Alerion, as well as Concordia Buzzards Bay 19, Point Jude 15, Arey’s Pond Catboats, Cape Dory Typhoon (one of our specialties) and of course a variety of Gannon & Benjamin Wooden Boats, as well as Joel White Designs such as the Bridges Point 24 and Rockport Marine and Brooklyn Boatyard small yachts. If you are considering selling your classic sailboat, Classic Sailboat Shop is always looking to purchase select boats. Feel free to contact us anytime at 413-335-6402 or e-mail Tim McElroy at: email@example.com
News & Events November 27, 2021
Just Completing Herreshoff Fish Class Fiberglass Reproduction similar to Classic Boat Shop Pisces. 2021 Triad Trailer, New Paint and Varnish, New Bronze Rudder Gudgeons and Pintles, New Wiring, New Fuel Line, New Fuel Tank and Much More. Completion expected the first week of December. A full set of photographs will follow upon completion in the next week or two.
Contact Tim McElroy at: classicsailboatshop.com or telephone at 413-335-6402
Point Jude 15 15’10” Daysailor – Asking $4,300
Exceptional Point Jude 15 with Trailer. It’s rare to come across a Point Jude Sailboat in such beautiful condition. This boat has been trailer sailed, primarily in fresh water and kept under cover since new. Sail Magazine has called the Point Jude Daysailor ” The Finest Family Daysailor Ever Built.”
Highly Recommended. Call 413-335-6402
Buzzards Bay 15 Restoration Just Completed, July, 2020. SOLD
Herreshoff Buzzards Bay 15, (Similar to Watch Hill 15) Professionally built in 1993. Launched as “WHISPER” and Listed in the Herreshoff Registry as Build # 63. Asking $29,900.
Feel free to contact us at 413-335-6402or e-mail
Tim McElroy at: firstname.lastname@example.org
Herreshoff Buzzards Bay 15 – Asking $29,900
She is currently at Snediker Yacht Restoration located in Stonington Connecticut where in conjunction with Classic Sailboat Shop, her hull, deck finishes and bright finishes were completely removed as well as removal of seam compound above and below the waterline. She has now been re-calked, painted and varnished and looking gorgeous!
The price listed is for the boat, includes spars, sails, custom traditional rigging, boat covers and Custom lightweight aluminum trailer.
Professional Surveys may be conducted at Perspective Buyers expense. Reasonable Offers Will Be Considered.
SOLD 2012 Herreshoff Goldeneye Built by Cape Cod Shipbuilding. Stored Indoors, Unused for 5 Years. Shows Like a New Boat. Asking $37,900. New Cost With Options Almost $80,000. See complete description below photos. (Listed Dec. 21, 2019)
Feel free to contact us at 413-335-6402 or e-mail Tim McElroy at: email@example.com
Self Bailing Cockpit
Mainsail, Jib, Genoa, Storm Jib and Mooring Tent
Self Tailing Jib Sheet Winches with teak bases
Mainsail Halyard Winch
Bulkhead Mounted Ritchie Compass with Inclinometer
Custom Cockpit SoleTeak Grating
Custom Cabin Sole Teak Grating
Custom Cockpit Cabin Bulkhead Woodwork
Custom Cabin Interior Woodwork
Hand Held Sonar Depth Finder
Hand Held GPS
3.5 HP Mercury 4 Stroke Engine, or available for additional charge Almost New Electric Torquito 3000 Travel.
Triad Trailer with brakes, ladder, mast carrier and spare tire. Custom built to fit the Goldeneye Sailboat.
Anchor, Line and Rhode
|Length Overall||18’ 3”|
|Length Waterline||15’ 10”|
|Sail Area||193 sq. ft.|
|Genoa||160 sq. ft.|
|Keel Lead||1320 lbs.|
2005 Herreshoff Alerion Constructed By Gannon & Benjamin Asking $105,000. SOLD
Classic Sailboat Shop in conjunction with Snediker Yacht Restoration just completed refinishing all paint and varnish on this beautiful Alerion. Ready to go, she is outfitted with a 1GM10 Yanmar Diesel.
For details, Contact Tim McElroy at 413-335-6402 or email Tim.ClassicSailboatShop@gmail.com
HAVEN 12 1/2 By Eric Dow of Brooklin Maine (Sold)
Beautiful 2003 Haven 12 ½ built by the Eric Dow Boat Shop of Brooklin Maine. Joel White produced this design visually identical to the Herreshoff 12 ½ but with a centerboard and increased beam so that she can poke around in more shallow water than can the original Herreshoff, all the while maintaining many of the other attributes of the original Herreshoff design.
“DIANE” is in exceptional condition as she has only been sailed a handful of times and has spent most of her life indoors, unused.
“DIANE” is constructed of cold molded mahogany. She is a gaff rigged boat with a club footed, self tending jib. All blocks are of bronze.
She comes with a custom built 2003 Triad Trailer and a full storage cover. SOLD
Gannon & Benjamin Rowing Dingy Offered at $4,900 Sold
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. Located in Western Massachusetts in the town of Williamsburg.
Call 413-335-6402 or email firstname.lastname@example.org
Cape Dory Typhoon Daysailer/Weekender Completely Refinished $19,900.00 (Sold)
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 $19,900/Offers Considered
SOLD… If you would like one just like it, we would be happy to restore another to your color specifications.
Located in Western Massachusetts, near Northampton.
Call 413-335-6402 or email email@example.com
Stuart Knockabout DRAMATIC PRICE REDUCTION $52,500 Optional 2014 Triad Trailer available to buyer (SOLD)
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 $52,500 without trailer. Trailer offered separately at a price negotiable with buyer of the boat. Call 413-335-6402 or email firstname.lastname@example.org
AREY’s POND DAYSAILER 2007 (SOLD)
Exceptional 2007 Arey’s Pond 18’10” Daysailer. Teak Decks, Roller Furling Genoa, Harken blocks and gear through out. Carbon Fiber Mast as well as a second custom built clear spruce mast and spar. 2007 galvanized trailer custom fit. This boat has been kept unused in indoor storage for the past three seasons.
Call Tim McElroy at 413-335-6402 or email email@example.com
BRIDGES POINT 24 1998 Listed November 25, 2013 Bridges Point SOLD NAME: Bear TYPE: Bridges Point 24 YEAR: 1998 BUILDER: Wade Dow, Bridges Point Boat Yard DESIGNER: Joel White COMMENTS: The Bridges Point 24 design has been a very popular weekender/daysailer. She is a wonderful example of Joel White’s designs built by Maine Boat builder Wade Dow. New Awlgrip Finish 2006, Complete exterior varnish and wood finish August 2013, Toe rails removed, stripped, refinished & re-bedded August 2013. Diesel flushed & winterized, oil and filter changed, & fuel storage treated November 2013. For full details, please look under BOATS above on the page DASHBOARD. Feel free to call 413-335-6402 or email firstname.lastname@example.org
2003 GANNON & BENJAMIN 28′ “CELESTE” Asking $69,900. SOLDCELESTE has often been described as a magnificent piece of art from the drawing board of Nat Benjamin, built by the family of craftsmen and artists of Gannon & Benjamin Marine Railway company of Vineyard Haven.
Blue Moon Yawl. $39,900. New to market September 3, 2013 Call Mark Scott 609-876-9507 SOLD2008 Blue Moon Yawl designed by Thomas Gilmer. Built in Rockport Maine, this little yawl “TIME” is a piece of art. Built of cedar plank on steam bent oak frames, she is 23′ on deck and 30′ overall. She displaces 8,000 lbs. Her Teak Decks and Bright Coachwork and Bronze Fittings are unparalleled in quality and beauty. Her tanbark sails are by the famous sailmakers of Gambell and Hunter of Camden Maine are in new condition, and include Gaff Rigged Main Sail, Club Footed Stay Sail, Roller Furling Jib, Top Sail and Mizzen. She has a Yanmar 2YM15 diesel engine with 25 hours of use. “TIME” has just been professionally painted and all bright work freshened with several new coats. Electronics include VHF, Garmin GPS, Depth and compass. Absolutely beautiful, “TIME” is the Prettiest Girl at the Dance, and in new, turn key condition. Cutts & Case, Maryland. Asking $39,900, Should you have questions or wish to arrange to see her, feel free to contact Mark Scott at 609-876-9507
OR 413-335-6402 or e-mail email@example.com