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Page 5: Sailboats for Sale in Pittsfield, Massachusetts
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She crosses oceans in comfort and style, a proven Blue Water Cruiser. DAYDREAM is considered a classic cruising sailboat. A knowledgeable hands on owner maintains this boat in excellent condition. In the water and ready to go- truly turn key. Pric...Over 4 weeks ago on ListedBuyTools
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- 1986 Niagara 42 for $119,000
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Presenting VIXEN, a 1969 Ohlson 38 yawl—an enduring cruiser designed by Einar Ohlson. Renowned for her sturdy build, she embodies timeless elegance. With a legendary reputation, VIXEN is tailored for cruising, effortlessly handling strong winds. F...Over 4 weeks ago on ListedBuyTools
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- 1969 Ohlson 38 for $44,900
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" Painkiller" is a rarely-found S2 10.3 that performs well as a family cruiser, and can be easily set up to race. Her current owners installed a new water storage tank in 2022 and a new macerator head in 2021. She sleeps 6-8 people with forward an...Over 4 weeks ago on ListedBuyTools
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- 1983 S2 Yachts 10.3 for $22,000
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Ideal starter boat! Her large birdpit provides day sailing space for 6 adults and with retractable keel offers flexibility to sail shallow water. Below the dinette converts to a bunk, settee provides another bunk. There is a complete slide away ga...Over 4 weeks ago on ListedBuyTools
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- 1977 Catalina C22 for $5,600
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The S class was designed by Nathanael G. Herreshoff and is one of his most enduring designs. Most were built by Herreshoff Manufacturing however Lucky Pierre and 5 others were built by George Lawley & Son Shipyard in Neponset, MA using Calt. Nate ...Over 4 weeks ago on ListedBuyTools
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- 1925 Herreshoff S Class for $49,000
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- Stock #329591 - SALE PENDING 31' sloop with racy features, more contemporary lines and a generous freeboard! Popular 31' sloop from the very popular Hunter Sailboat line. This boat has many desirable features of a newer design in the size and pr...Over 4 weeks ago on ListedBuyTools
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- Hunter 31 Sloop 1983 for $14,950
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The Boat: Model: Columbia 28 Designer: Bill Crealock Year: 1968 OAL 27’ 8” Beam 8’ 6” Draft: 4’ 5” Displacement 6500 lbs. Construction: Solid fiberglass hull with balsa cored decks. Design History: First offered in 1967 as a Racer/Cruiser design, ...Over 4 weeks ago on AmericanlistedTools
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… for sale at Wappingers Falls NY. For more photos and details visit the full listing at Boat Crazy where you can also contact the seller with questions. Still available at ListedBuy!Over 4 weeks ago on ListedBuyTools
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- 1984 Pearson 303 for $14,200
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… Ketch, Charisma is an excellent example of this popular Shaw design. She has won her class in the Bermuda race as well as Halifax and is equipped for extended offshore cruising with full complement of sales and equipment. She is c...Over 4 weeks ago on ListedBuyTools
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- 1980 Pearson 424 for $89,000
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Price reduction! Vessel was under contract until 10/5/23 but buyer failed to complete the sale, at no fault of SIRIUS at survey. The vessel flew through the survey with minimal recommendations but unfortunately the buyer had to change plans due to...Over 4 weeks ago on ListedBuyTools
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- 2011 Passport 470 for $519,000
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Hunter 34 with numerous recent upgrades including new furling mainsail. Seller health forces sale. This classic Hunter 34 is a great sailing yacht for cruising or day sailing. She's fast, and roomy and still has modern features today. A well-recei...Over 4 weeks ago on ListedBuyTools
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- 1986 Hunter 34 for $16,000
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Solid, heavy build, coastal and bluewater cruiser! Located in Portland, CT, this 1981 Endeavour is a Plan B with the V-berth forward. She is a seaworthy vessel capable of transcontinental crossings and cruising the coasts. The Schmoo II is a built...Over 4 weeks ago on ListedBuyTools
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- 1981 Endeavour 37 for $19,900
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Great Sailboat - Well cared for - They wish they could keep it - Ready to enjoy! Check out this 1986 S2 Yachts 27 sloop! This gently used S2 27 is a perfect vessel for a couple or a small family to enjoy a day sail, or to spend a few nights moored...Over 4 weeks ago on ListedBuyTools
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- 1986 S2 Yachts 27 for $21,500
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' sloop with racy features, more contemporary lines and a generous freeboard! Popular 31' sloop from the very popular Hunter Sailboat line. This boat has many desirable features of a newer design in the size and pricing of a vintage model. A good-...Over 4 weeks ago on ListedBuyTools
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- 1983 Hunter 31 for $16,250
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WE ARE “BOATS OF HOPE” The Boat Donation Programthat provides financial assistance to alleviate theburdens of numerous local families & childrenafflicted with various forms of cancer.----------------------------------------------------------------...Over 4 weeks ago on AmericanlistedTools
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- 1974 Canadian Sail CS-... for $295
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