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Boats for sale in Pittsfield Massachusetts

There are 198 new and used boats for sale in Pittsfield, Massachusetts. Browse Bowrider, Pontoon, Deck Boat, Express Cruiser, Fishing, and Center Console from brands like Cobalt, Barletta, Yamaha, Starcraft, Premier, and Other on BoatCrazy. View a wide selection of boats from $3,500 to $799,999.
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  • Boats
  • Within 100 Miles Of
    Pittsfield, Massachusetts
198 boats found within 100 miles from Pittsfield, Massachusetts
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  • 2019 Prestige 520 Flybridge

    2019 Prestige 520 Flybridge

    $799,999
    Westport, CT
    • Westport, CT
    • Yacht
    • 52'
    • 2019 / Used
    • $799,999

    FOR QUESTIONS CONTACT: JOSH 929-274-1641 or prestige520forsale@gmail.com 2019 Prestige 520 Flybridge with Hardtop First sold/commissioned in 2020! Volvo warranties into July 2025!... View Details

    View 38 Photos and Details Contact Seller
    $799,999
    VIEW DETAILS
  • Price Drop 2021 Mastercraft X22

    2021 Mastercraft X22

    $139,900
    Old Saybrook, CT
    • Old Saybrook, CT
    • Ski & Wake
    • 22'
    • 2021 / Used
    • $139,900

    Stock #463923 Reason for selling is "Moving Up". ANY and ALL offers will be put in front of our seller! Submit your offer today! Excellent 2021 Mastercraft X22 Wake And Surf Boa... View Details

    View 10 Photos and Details Contact Seller
    $139,900
    VIEW DETAILS
  • Price Drop 2005 Hydra Sports 3300 VX Vector Express

    2005 Hydra Sports 3300 VX Vector Express

    $92,000
    Old Saybrook, CT
    • Old Saybrook, CT
    • Walkaround
    • 33'
    • 2005 / Used
    • $92,000

    Stock #297111 Video of this vessel available at www [dot] popsells [dot] com/view/297111 Reason for selling is "Does not use anymore!". ANY and ALL offers will be put in front o... View Details

    View 10 Photos and Details Contact Seller
    $92,000
    VIEW DETAILS
  • 2003 Chaparral 280 Signature

    2003 Chaparral 280 Signature

    $39,500
    Croton on Hudson, NY

    Stock #323684 Reason for selling is "Switching to a sailboat". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2003 Chaparral 280 Signature ready... View Details

    View 10 Photos and Details Contact Seller
    $39,500
    VIEW DETAILS
  • 1985 Silverton 37 Convertible

    1985 Silverton 37 Convertible

    $18,500
    Norwalk, CT

    Specifications LOA: 37’ / Beam: 14’ / Draft 3’ 7” 454 Crusaders FWC / Stainless Shafts, NiBrAI Props / Glendinning Synchronizers / 1129 H... View Details

    View 15 Photos and Details Contact Seller
    $18,500
    VIEW DETAILS
  • Price Drop 2015 Other 25

    2015 Other 25

    $28,000
    Voluntown, CT
    • Voluntown, CT
    • Commercial
    • 25'
    • 2015 / Used
    • $28,000

    Stock #426045 Reason for selling is "Retiring from Business". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2015 Bestyear 25. Documented passen... View Details

    View 9 Photos and Details Contact Seller
    $28,000
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  • Price Drop 2015 Other 25

    2015 Other 25

    $12,000
    Voluntown, CT
    • Voluntown, CT
    • Commercial
    • 25'
    • 2015 / Used
    • $12,000

    Stock #428691 Reason for selling is "Retiring from Business". ANY and ALL offers will be put in front of our seller! Submit your offer today! Unused hull - never rigged or launc... View Details

    View 10 Photos and Details Contact Seller
    $12,000
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  • 2024 Nautic Star 222 OSL

    2024 Nautic Star 222 OSL

    $61,000
    Ossining, NY

    Stock #468267 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2024 NauticStar 222 OSL Beautiful, very wel... View Details

    View 8 Photos and Details Contact Seller
    $61,000
    VIEW DETAILS
  • 2024 Trophy 22CC

    2024 Trophy 22CC

    $48,000
    Ossining, NY

    Stock #468263 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2024 Trophy 22CC powered by a 150HP mercury... View Details

    View 8 Photos and Details Contact Seller
    $48,000
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  • 2024 Cobia 220 DC

    2024 Cobia 220 DC

    $64,000
    Ossining, NY
    • Ossining, NY
    • Fishing
    • 22'
    • 2024 / Used
    • $64,000

    Stock #468304 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! POPULAR ** 2024 COBIA 220 DC ** MERCURY 200... View Details

    View 7 Photos and Details Contact Seller
    $64,000
    VIEW DETAILS
  • Price Drop 2023 Bayliner DX 2200

    2023 Bayliner DX 2200

    $29,995
    Ossining, NY
    • Ossining, NY
    • Deck Boat
    • 22'
    • 2023 / Used
    • $29,995

    Stock #394733 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! The room of a pontoon boat on deck and a fi... View Details

    View 10 Photos and Details Contact Seller
    $29,995
    VIEW DETAILS
  • Price Drop 2005 Trophy 2503

    2005 Trophy 2503

    $45,000
    Ossining, NY

    Stock #486063 Video of this vessel available at www [dot] popsells [dot] com/view/486063 Reason for selling is "bought new boat". This Trophy has now been on the market a couple... View Details

    View 10 Photos and Details Contact Seller
    $45,000
    VIEW DETAILS
  • 2025 Nautic Star 223 DC

    2025 Nautic Star 223 DC

    $49,000
    Ossining, NY
    • Ossining, NY
    • Deck Boat
    • 22'
    • 2025 / Used
    • $49,000

    Stock #488560 Reason for selling is "Fleet Management". This NauticStar has now been on the market a couple months. Looking for any offers! Beautiful and well-equipped Deck Boat... View Details

    View 8 Photos and Details Contact Seller
    $49,000
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  • Price Drop 2024 Harris Seabreeze 230

    2024 Harris Seabreeze 230

    $35,648
    Ossining, NY
    • Ossining, NY
    • Pontoon
    • 23'
    • 2024 / Used
    • $35,648

    Stock #487752 Reason for selling is "Fleet Management". This Harris has now been on the market a couple months. Looking for any offers! Ready for the current boating season? Thi... View Details

    View 8 Photos and Details Contact Seller
    $35,648
    VIEW DETAILS
  • Price Drop 2023 Bayliner DX2200

    2023 Bayliner DX2200

    $29,995
    West Haverstraw, NY
    • West Haverstraw, NY
    • Deck Boat
    • 22'
    • 2023 / Used
    • $29,995

    Stock #394730 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! The room of a pontoon boat on deck and a fi... View Details

    View 10 Photos and Details Contact Seller
    $29,995
    VIEW DETAILS
  • 2007 Sea Ray 320 Sundancer

    2007 Sea Ray 320 Sundancer

    $95,000
    West Haverstraw, NY

    Stock #465609 Reason for selling is "wants new boat". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2007 Sea Ray 320 Sundancer with only 330 ho... View Details

    View 10 Photos and Details Contact Seller
    $95,000
    VIEW DETAILS
  • 2024 Cobia 220 DC

    2024 Cobia 220 DC

    $64,000
    West Haverstraw, NY
    • West Haverstraw, NY
    • Fishing
    • 22'
    • 2024 / Used
    • $64,000

    Stock #468447 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2024 Cobia 220 DC powered by a 200HP Mercur... View Details

    View 7 Photos and Details Contact Seller
    $64,000
    VIEW DETAILS
  • Price Drop 1980 Hinterhoeller Niagara 35

    1980 Hinterhoeller Niagara 35

    $14,000
    West Haverstraw, NY
    • West Haverstraw, NY
    • Sailboat
    • 35'
    • 1980 / Used
    • $14,000

    1980 Niagara 35 Classic  designed by mark Ellis, enjoyed a production run thay spanned three decades (1978 to 1995)., live-aboard cruiser with numerus long voyages to the desi... View Details

    View 22 Photos and Details Contact Seller
    $14,000
    VIEW DETAILS
  • Price Drop 2024 Aquasport 220 CC

    2024 Aquasport 220 CC

    $39,500
    West Haverstraw, NY

    Stock #456412 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! Hydraulic steering, Ritchie Voyager Compass... View Details

    View 10 Photos and Details Contact Seller
    $39,500
    VIEW DETAILS
  • 2025 Nautic Star 223 DC

    2025 Nautic Star 223 DC

    $49,000
    West Haverstraw, NY
    • West Haverstraw, NY
    • Bowrider
    • 22'
    • 2025 / Used
    • $49,000

    Stock #487783 Reason for selling is "Fleet Management". This NauticStar has now been on the market a couple months. Looking for any offers! Whether serving up a family beach par... View Details

    View 7 Photos and Details Contact Seller
    $49,000
    VIEW DETAILS
  • Price Drop 2024 Harris HCX23

    2024 Harris HCX23

    $32,221
    West Haverstraw, NY
    • West Haverstraw, NY
    • Pontoon
    • 23'
    • 2024 / Used
    • $32,221

    Stock #487729 Reason for selling is "Fleet Management". This Harris has now been on the market a couple months. Looking for any offers! Invite your friends waterskiing, take the... View Details

    View 8 Photos and Details Contact Seller
    $32,221
    VIEW DETAILS
Showing 169 to 189 of 198 boats found.
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