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Boats for sale in Chester Connecticut

There are 258 new and used boats for sale in Chester, Connecticut. Browse Pontoon, Express Cruiser, Fishing, Center Console, Walkaround, and Sailboat from brands like Sea Ray, Premier, Bennington, Metan Marine, Evotti, and Yamaha on BoatCrazy. View a wide selection of boats from $4,500 to $799,999.
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  • Boats
  • Within 100 Miles Of
    Chester, Connecticut
258 boats found within 100 miles out of 14,823 Boats Found
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  • Price Drop 1988 Cruisers 4280 Express Bridge

    1988 Cruisers 4280 Express Bridge

    $37,500
    Falmouth, MA
    • Falmouth, MA
    • Yacht
    • 42' / 0'
    • 1988 / Used
    • $37,500

    Stock #365310 Reason for selling is "Life changes". ANY and ALL offers will be put in front of our seller! Submit your offer today! *** MOTIVATED SELLER ** SPACIOUS LAYOUT ** TW... View Details

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    $37,500
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  • 2007 Sea Ray 280 Sundancer

    2007 Sea Ray 280 Sundancer

    $47,800
    Greenwood Lake, NY

    Stock #483184 Reason for selling is "The owners are moving and cannot bring the boat.". This is a new advertisement, on the market just this week (Mar 27th). Always accepting off... View Details

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    $47,800
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  • 2008 Boston Whaler 255 Conquest

    2008 Boston Whaler 255 Conquest

    $88,900
    Brooklyn, NY
    • Brooklyn, NY
    • Walkaround
    • 25' / 0'
    • 2008 / Used
    • $88,900

    Stock #344674 Reason for selling is "Not using". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2008 BOSTON WHALER CONQUEST 255. Loaded with opt... View Details

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    $88,900
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  • 2014 Yamaha 240SX

    2014 Yamaha 240SX

    $28,500
    Clifton, NJ
    • Clifton, NJ
    • Jet boat
    • 24' / 0'
    • 2014 / Used
    • $28,500

    Stock #463240 Reason for selling is "Doesnt use it enough.". ANY and ALL offers will be put in front of our seller! Submit your offer today! Low Hours, 2nd Owner, Turn the Key a... View Details

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    $28,500
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  • Price Drop 1993 Scarab 38 Thunder

    1993 Scarab 38 Thunder

    $39,500
    North Falmouth, MA
    • North Falmouth, MA
    • Performance
    • 38' / 0'
    • 1993 / Used
    • $39,500

    Stock #428716 ANY and ALL offers will be put in front of our seller! Submit your offer today! Racked and stored indoors! A great looking high performance gem! This 1993 Scarab 3... View Details

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    $39,500
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  • 2001 Atkinson Novi

    2001 Atkinson Novi

    $399,000
    Kingston, MA

    Stock #410933 ANY and ALL offers will be put in front of our seller! Submit your offer today! Rebuilt Caterpillar 3306with just1200 hours. New deck, paint job and fuel tank in 20... View Details

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    $399,000
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  • 2021 Regulator 34

    2021 Regulator 34

    $339,500
    Vineyard Haven, MA

    FOR QUESTIONS CONTACT: CARL 617-539-3000 or cbettano@aol.com 2021 Regulator 34 Powered by Triple White Yamaha 300's with only 825 Hours, Helm Master EX joystick system, SEA KEEPE... View Details

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    $339,500
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  • 1997 Sea Ray 280 Sun Sport

    1997 Sea Ray 280 Sun Sport

    $11,900
    Hanover, MA

    Stock #305953 Video of this vessel available at www [dot] popsells [dot] com/view/305953 Reason for selling is "Buying something else". ANY and ALL offers will be put in front o... View Details

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    $11,900
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  • Price Drop 2001 Silverton Sport Bridge 330

    2001 Silverton Sport Bridge 330

    $39,999
    Jersey City, NJ
    • Jersey City, NJ
    • Yacht
    • 33' / 0'
    • 2001 / Used
    • $39,999

    Stock #464150 Reason for selling is "Seller moved and isn't bringing the boat". ANY and ALL offers will be put in front of our seller! Submit your offer today! Silverton 330 SB,... View Details

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    $39,999
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  • 2005 Crownline 250 CR

    2005 Crownline 250 CR

    $45,000
    Brooklyn, NY

    Stock #340003 ANY and ALL offers will be put in front of our seller! Submit your offer today! Newer 100 gallon gas tank, hoses and wiring throughout. This clean and low hour 200... View Details

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    $45,000
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  • 2001 Sea Ray 280 Sundancer

    2001 Sea Ray 280 Sundancer

    $51,999
    South Boston, MA

    Stock #359458 Reason for selling is "Lack of use". ANY and ALL offers will be put in front of our seller! Submit your offer today! Boat powered with Twin 4.3 Mercruiser stern dr... View Details

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    $51,999
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  • 1996 Grady White 272 Sailfish

    1996 Grady White 272 Sailfish

    $36,490
    Medford, MA
    • Medford, MA
    • Walkaround
    • 27' / 0'
    • 1996 / Used
    • $36,490

    Stock #463083 ANY and ALL offers will be put in front of our seller! Submit your offer today! 1996 Grady-White 272 Sailfish! Twin 200 HP Evinrudes, 2018 Venture Trailer! This 19... View Details

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    $36,490
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  • 2007 Larson 260

    2007 Larson 260

    $40,000
    New Baltimore, NY

    Stock #429150 Reason for selling is "No longer use it". ANY and ALL offers will be put in front of our seller! Submit your offer today! Low hours! Clean! Volvo Penta DuoProp! Si... View Details

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    $40,000
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  • 2000 Maxum 2700 SCR

    2000 Maxum 2700 SCR

    $23,900
    Hingham, MA

    Stock #422407 ANY and ALL offers will be put in front of our seller! Submit your offer today! 2700 SCR Very economical and owner friendly express cruiser! This 2000 Maxum 2700 S... View Details

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    $23,900
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  • 2024 Sanibel Cat SBC224

    2024 Sanibel Cat SBC224

    $37,800
    Hingham, MA
    • Hingham, MA
    • Pontoon
    • 22' / 0'
    • 2024 / Used
    • $37,800

    Stock #438797 ANY and ALL offers will be put in front of our seller! Submit your offer today! Manufacturer demo SBC224! Extremely shallow 7 draft! Ultimate cocktail-cruising vess... View Details

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    $37,800
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  • 2005 Mainship 400 Trawler

    2005 Mainship 400 Trawler

    $245,000
    Hingham, MA
    • Hingham, MA
    • Commercial
    • 40' / 0'
    • 2005 / Used
    • $245,000

    Stock #457983 ANY and ALL offers will be put in front of our seller! Submit your offer today! Long-Range Mainship Trawler with Extended Salon! Spacious Interior and Exterior Feat... View Details

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    $245,000
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  • 2026 Sanibel Cat 22'

    2026 Sanibel Cat 22'

    $53,000
    Hingham, MA
    • Hingham, MA
    • Pontoon
    • 22' / 0'
    • 2026 / New
    • $53,000

    Stock #481125 This is a new advertisement, on the market just this week (Mar 20th). Always accepting offers! Open Deck, Endless Fun - Perfect for fishing, cruising, or parties.... View Details

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    $53,000
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  • 2026 Sanibel Cat SBC 22

    2026 Sanibel Cat SBC 22

    $53,000
    Hingham, MA
    • Hingham, MA
    • Pontoon
    • 22' / 0'
    • 2026 / New
    • $53,000

    Stock #480908 This is a new advertisement, on the market just this week (Mar 19th). Always accepting offers! The Pontoon Reinvented: Power, Stability, Freedom. The 22' pontoon f... View Details

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    $53,000
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  • 2026 Sanibel Cat SBC 22

    2026 Sanibel Cat SBC 22

    $54,000
    Hingham, MA
    • Hingham, MA
    • Pontoon
    • 22' / 0'
    • 2026 / New
    • $54,000

    Stock #481129 This is a new advertisement, on the market just this week (Mar 19th). Always accepting offers! Upgrade Your Pontoon Game - Fiberglass hull, catamaran design. The 2... View Details

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    $54,000
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  • 2026 Sanibel Cat SBC 22

    2026 Sanibel Cat SBC 22

    $54,000
    Hingham, MA
    • Hingham, MA
    • Pontoon
    • 22' / 0'
    • 2026 / New
    • $54,000

    Stock #481130 This is a new advertisement, on the market just this week (Mar 19th). Always accepting offers! Smart Layout, Maximum Fun.- Thoughtful design for all activities! Th... View Details

    View 7 Photos and Details Contact Seller
    $54,000
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  • 2026 Sanibel Cat SBC 22

    2026 Sanibel Cat SBC 22

    $54,000
    Hingham, MA
    • Hingham, MA
    • Pontoon
    • 22' / 0'
    • 2026 / New
    • $54,000

    Stock #481132 This is a new advertisement, on the market just this week (Mar 19th). Always accepting offers! Pontoon Reinvented for Play. - Built tough, built for fun! The 22' p... View Details

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    $54,000
    VIEW DETAILS
Showing 232 to 252 of 258 boats found.
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