Boats for sale in Cheshire Connecticut - BoatCrazy

320 boats found within 100 miles from Cheshire, Connecticut

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2025 Bennington SX Series 20

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Webster, MA
- Webster, MA
- Pontoon
- 20' / 0'
- 2025 / New
- Call for price
Adding an electric engine to this Bennington 20 SXLG is an interesting and eco-friendly option, providing quiet, emissions-free operation, especially for lakes and ponds with gasol... View Details

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2025 Bennington L Series 26

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Webster, MA
- Webster, MA
- Pontoon
- 28' / 0'
- 2025 / New
- Call for price
Make the summer of 2026 the best ever with this Top Deck waterslide boat! 2025 Bennington L Top Deck 26 LSRTDTOP DECKThe Top Deck provides ample space for all your friends and fami... View Details

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2013 Sea Ray Sport

$19,995

Webster, MA
- Webster, MA
- Bowrider
- 19' / 0'
- 2013 / Used
- $19,995
A classic bowrider designed for family fun and water sports. This 19'8 fiberglass gem blends performance and comfort, seating up to 8 adults. "This unit is listed on a consignment... View Details

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$19,995
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2026 Bennington M Series 24

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Webster, MA
- Webster, MA
- Pontoon
- 24' / 0'
- 2026 / New
- Call for price
We're excited to welcome the all-new Bennington M Series to our lineup! This sleek model has a Matte Black exterior with the Absolute Red accent panel and can be powered up to 250h... View Details

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2026 Bennington S Series 21

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Webster, MA
- Webster, MA
- Pontoon
- 20' / 0'
- 2026 / New
- Call for price
New to the color lineup for 2026 is Verdell Green! Stop by the dealership to view this Quad Bench layout that prioritizes comfort, more seating and optimal storage. This boat is pa... View Details

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2026 Bennington S Series 21

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Webster, MA
- Webster, MA
- Pontoon
- 21' / 0'
- 2026 / New
- Call for price
The L-bench pontoon layout has benches up front and a spacious L-bench midship allowing for multiple conversation areas! Paired with the 90hp Yamaha engine, features include lighte... View Details

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2026 Bennington M Series 22

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Webster, MA
- Webster, MA
- Pontoon
- 24' / 0'
- 2026 / New
- Call for price
New Arrival! Swingback Tritoon with 150hp Yamaha engine & Saltwater Package! Whether you're cruising the lake or heading into saltier waters, this tritoon offers comfortable seatin... View Details

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2026 Bennington S Series 20

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Webster, MA
- Webster, MA
- Pontoon
- 20' / 0'
- 2026 / New
- Call for price
Gorgeous Luminous Blue/Metallic White Bennington with the blackout package paired with the Yamaha 90hp engine just arrived! Ask us about the new Lillipad ladder! 2026 Bennington S... View Details

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2026 Bennington S Series 16

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Webster, MA
- Webster, MA
- Pontoon
- 17' / 0'
- 2026 / New
- Call for price
Check out this 16ft Bennington with the popular Swingback floorplan! Features include Blackout package and upgraded Lillipad ladder, ensuring easy boarding for people and dogs! Pai... View Details

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2005 Sea Ray 270 amberjack

$33,000

Bellmore, NY
- Bellmore, NY
- Express Cruiser
- 27' / 0'
- 2005 / Used
- $33,000
Stock #483689 Reason for selling is "Not using". This is a new advertisement, on the market just this week (Apr 7th). Always accepting offers! Great condition, ready to cruise a... View Details

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$33,000
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2004 Sea Ray 280 Sundancer

$36,999

Bayside, NY
- Bayside, NY
- Express Cruiser
- 28' / 0'
- 2004 / Used
- $36,999
Stock #359580 Reason for selling is "down sizing". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2004 SEA RAY 280 SUNDANCER, well maintained, e... View Details

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$36,999
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2020 Yamaha VX Deluxe

$13,750

Freeport, NY
- Freeport, NY
- PWC / Waverunner
- 132' / 0'
- 2020 / Used
- $13,750
Stock #255165 Reason for selling is "No longer using". ANY and ALL offers will be put in front of our seller! Submit your offer today! VX Deluxe with extended warranty! Factory... View Details

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$13,750
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1988 Winner 2280 CC

$19,900

Freeport, NY
- Freeport, NY
- Fishing Center Console
- 22' / 0'
- 1988 / Used
- $19,900
Stock #252854 Video of this vessel available at www [dot] popsells [dot] com/view/252854 Reason for selling is "Not using it anymore". ANY and ALL offers will be put in front of... View Details

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$19,900
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2002 Pursuit 3070

$72,300

Freeport, NY
- Freeport, NY
- Fishing Center Console
- 30' / 0'
- 2002 / Used
- $72,300
Stock #480105 This Pursuit has been on the market for more than 30 days (Feb 16th). If you are thinking of making an offer, submit it today and let's make a deal! READY TO GO FIS... View Details

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$72,300
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2005 Sea Ray 245 Weekender

$24,999

Freeport, NY
- Freeport, NY
- Cuddy Cabin
- 24' / 0'
- 2005 / Used
- $24,999
Stock #456547 Reason for selling is "Not using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Excellent condition. Quicksilver engine with 81... View Details

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$24,999
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2017 Yamaha SX195

$24,999

Malverne, NY
- Malverne, NY
- Jet boat
- 19' / 0'
- 2017 / Used
- $24,999
Stock #463684 Reason for selling is "Not using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Original owner Good and Clean Condition! Well Ma... View Details

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$24,999
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2007 Chaparral Signature 250

$29,900

Oceanside, NY
- Oceanside, NY
- Express Cruiser
- 25' / 0'
- 2007 / Used
- $29,900
Stock #456373 Reason for selling is "not using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Great running Signature 250! Low hours! Well mai... View Details

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$29,900
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2016 Monterey 295 SY

$101,900

Saugerties, NY
- Saugerties, NY
- Express Cruiser
- 29' / 0'
- 2016 / Used
- $101,900
Stock #458949 Reason for selling is "Owner does not use.". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2016 Monterey 295 SY in Clean Conditio... View Details

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$101,900
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1991 Hunter Vision 32

$17,900

Corona, NY
- Corona, NY
- Sailboat
- 32' / 0'
- 1991 / Used
- $17,900
Stock #388920 Video of this vessel available at www [dot] popsells [dot] com/view/388920 Reason for selling is "Sellers are leaving the country". ANY and ALL offers will be put... View Details

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$17,900
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2018 Crownline 264CR

$82,500

Edgewater, NJ
- Edgewater, NJ
- Express Cruiser
- 26' / 0'
- 2018 / Used
- $82,500
Stock #319549 Reason for selling is "No More Time For Boating". ANY and ALL offers will be put in front of our seller! Submit your offer today! SLEEPS 4, RAYMARINE GPS, WINDLASS... View Details

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$82,500
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2013 Mirage PH32

$139,500

Peace Dale, RI
- Peace Dale, RI
- Pilothouse
- 32' / 0'
- 2013 / Used
- $139,500
Stock #434088 Reason for selling is "Moving Up". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2013 Mirage Pilothouse 32 w/ low hour Yamaha 300... View Details

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$139,500
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Showing 148 to 168 of 320 boats found.

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