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    Chester, Maryland

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Boats for sale in Chester Maryland

There are 234 new and used boats for sale in Chester, Maryland. Browse Fishing, Center Console, Pontoon, Bowrider, Express Cruiser, and Deck Boat from brands like Harris, Nautic Star, Bayliner, Sea Ray, Key West, and Cypress Cay on BoatCrazy. View a wide selection of boats from $999 to $484,000.
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  • Boats
  • Within 100 Miles Of
    Chester, Maryland
234 boats found within 100 miles from Chester, Maryland
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  • 1996 Angler 170 CC

    1996 Angler 170 CC

    $8,595
    Severn, MD

    Angler 170 CC - Reliable Performance Awaits You Discover the perfect blend of functionality and simplicity with the 1996 Angler 170 CC. This center console vessel is ideal for tho... View Details

    View 8 Photos and Details Contact Seller
    $8,595
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  • 1987 Catalina 36

    1987 Catalina 36

    $28,000
    Baltimore, MD
    • Baltimore, MD
    • Sailboat
    • 36'
    • 1987 / Used
    • $28,000

    Stock #503474 This Catalina has recently been added to market (Aug 22nd). Submit your offer today! VERY NICE SAILBOAT READY FOR THE WATER! SLOOP RIGGED! UNIVERSAL DIESEL POWERED!... View Details

    View 10 Photos and Details Contact Seller
    $28,000
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  • 1985 Hatteras 36 Convertible

    1985 Hatteras 36 Convertible

    $55,600
    Middle River, MD

    Stock #501051 Reason for selling is "Not using enough". This Hatteras has been on the market for more than 30 days (Aug 5th). If you are thinking of making an offer, submit it to... View Details

    View 10 Photos and Details Contact Seller
    $55,600
    VIEW DETAILS
  • 2014 Sportsman 2300 Heritage

    2014 Sportsman 2300 Heritage

    $62,250
    Middle River, MD

    Stock #465837 Reason for selling is "Upgrading". ANY and ALL offers will be put in front of our seller! Submit your offer today! Beautiful Sportsman, 2023 Yamaha 250 with low ho... View Details

    View 10 Photos and Details Contact Seller
    $62,250
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  • 1972 Hatteras 43 DC

    1972 Hatteras 43 DC

    $38,000
    Middle River, MD
    • Middle River, MD
    • Aft Cabin
    • 43'
    • 1972 / Used
    • $38,000

    Stock #465913 Video of this vessel available at www [dot] popsells [dot] com/view/465913 Reason for selling is "Wants a smaller Boat". ANY and ALL offers will be put in front of... View Details

    View 10 Photos and Details Contact Seller
    $38,000
    VIEW DETAILS
  • Price Drop 2025 Harris Breeze 230

    2025 Harris Breeze 230

    $31,737
    Baltimore, MD
    • Baltimore, MD
    • Pontoon
    • 23'
    • 2025 / Used
    • $31,737

    Stock #456058 Video of this vessel available at www [dot] popsells [dot] com/view/456058 ANY and ALL offers will be put in front of our seller! Submit your offer today! Well mai... View Details

    View 10 Photos and Details Contact Seller
    $31,737
    VIEW DETAILS
  • Price Drop 2025 Harris Breeze 230

    2025 Harris Breeze 230

    $31,737
    Baltimore, MD
    • Baltimore, MD
    • Pontoon
    • 23'
    • 2025 / Used
    • $31,737

    Stock #456057 Video of this vessel available at www [dot] popsells [dot] com/view/456057 ANY and ALL offers will be put in front of our seller! Submit your offer today! This Har... View Details

    View 10 Photos and Details Contact Seller
    $31,737
    VIEW DETAILS
  • 2023 Scout 215XSF

    2023 Scout 215XSF

    $64,000
    Baltimore, MD

    Stock #468426 ANY and ALL offers will be put in front of our seller! Submit your offer today! Well maintained Center Console ready for the water and comes with lots of features.... View Details

    View 10 Photos and Details Contact Seller
    $64,000
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  • 1999 Sea Ray 310 Sundancer

    1999 Sea Ray 310 Sundancer

    $50,000
    Baltimore, MD

    Stock #310486 Reason for selling is "Going Bigger". ANY and ALL offers will be put in front of our seller! Submit your offer today! Beautiful Sea Ray Express Criuser ready for n... View Details

    View 10 Photos and Details Contact Seller
    $50,000
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  • 1998 Sea Ray 260 BR

    1998 Sea Ray 260 BR

    $23,000
    Cambridge, MD
    • Cambridge, MD
    • Bowrider
    • 26'
    • 1998 / Used
    • $23,000

    Stock #440495 Reason for selling is "moving out of the country". ANY and ALL offers will be put in front of our seller! Submit your offer today! Well equipped 1998 Sea Ray 260BR... View Details

    View 10 Photos and Details Contact Seller
    $23,000
    VIEW DETAILS
  • Price Drop 1993 Regal Commodore 400

    1993 Regal Commodore 400

    $24,900
    Baltimore, MD

    Regal Commodore 400 - A Timeless Cruiser for family fun. Owner looking to downsize for downsized family. Possible interest of trade for smaller boat with good trailer. This Regal... View Details

    View 17 Photos and Details Contact Seller
    $24,900
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  • Price Drop 2001 Formula 41 Performance Cruiser

    2001 Formula 41 Performance Cruiser

    $119,900
    Galena, MD

    Formula 41 Performance Cruiser - Must See This vessel is a true must see and quickly because it will not last. Rarely does a vessel in this condition hit the market. Everything ha... View Details

    View 36 Photos and Details Contact Seller
    $119,900
    VIEW DETAILS
  • 1996 Gibson 41 SPORT

    1996 Gibson 41 SPORT

    $50,000
    Abingdon, MD
    • Abingdon, MD
    • Houseboat
    • 41'
    • 1996 / Used
    • $50,000

    Stock #459158 This Gibson has now been on the market a couple months. Looking for any offers! Wow!! GIBSON 41 Sport with Custom Upper Enclosure and dual helms!! Liveaboard Or Wee... View Details

    View 10 Photos and Details Contact Seller
    $50,000
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  • 2015 Bayliner 185BR

    2015 Bayliner 185BR

    $18,000
    Pikesville, MD
    • Pikesville, MD
    • Bowrider
    • 18'
    • 2015 / Used
    • $18,000

    Stock #504481 This is a new advertisement, on the market just this week (Sep 10th). Always accepting offers! Excellent condition Bayliner 185BR! Low hours! Ready to get on the wa... View Details

    View 10 Photos and Details Contact Seller
    $18,000
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  • Price Drop 1965 Dorsett Catalina

    1965 Dorsett Catalina

    $26,500
    Hydes, MD

    Stock #482581 Reason for selling is "New Adventure!". ANY and ALL offers will be put in front of our seller! Submit your offer today! Beautiful condition Dorsett Catalina! Elco... View Details

    View 10 Photos and Details Contact Seller
    $26,500
    VIEW DETAILS
  • Price Drop 2023 Bayliner DX 2200

    2023 Bayliner DX 2200

    $24,999
    Washington, DC
    • Washington, DC
    • Deck Boat
    • 22'
    • 2023 / Used
    • $24,999

    Stock #394287 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 fiberglass hull below! Mercury 150 engine!... View Details

    View 10 Photos and Details Contact Seller
    $24,999
    VIEW DETAILS
  • Price Drop 2024 Nautic Star 222 OSL

    2024 Nautic Star 222 OSL

    $49,999
    Washington, DC

    Stock #456079 Video of this vessel available at www [dot] popsells [dot] com/view/456079 ANY and ALL offers will be put in front of our seller! Submit your offer today! Beautifu... View Details

    View 10 Photos and Details Contact Seller
    $49,999
    VIEW DETAILS
  • Price Drop 2025 Harris Cruiser 230

    2025 Harris Cruiser 230

    $36,167
    Washington, DC
    • Washington, DC
    • Pontoon
    • 23'
    • 2025 / Used
    • $36,167

    Stock #456069 Video of this vessel available at www [dot] popsells [dot] com/view/456069 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

    View 10 Photos and Details Contact Seller
    $36,167
    VIEW DETAILS
  • Price Drop 2025 Nautic Star 223 DC

    2025 Nautic Star 223 DC

    $43,043
    Washington, DC
    • Washington, DC
    • Bowrider
    • 22'
    • 2025 / Used
    • $43,043

    Stock #488554 Reason for selling is "Fleet Management". ANY and ALL offers will be put in front of our seller! Submit your offer today! Beautiful and well-equipped Deck Boat! Fa... View Details

    View 9 Photos and Details Contact Seller
    $43,043
    VIEW DETAILS
  • Price Drop 2024 Nautic Star 22L

    2024 Nautic Star 22L

    $49,999
    Washington, DC

    Stock #488655 This NauticStar has now been on the market a couple months. Looking for any offers! Take a look! Beautiful, very well kept deep-V Center Console ready to splash! Ma... View Details

    View 6 Photos and Details Contact Seller
    $49,999
    VIEW DETAILS
  • 1997 Sea Ray 270 Sundancer

    1997 Sea Ray 270 Sundancer

    $16,000
    Oxon Hill, MD

    Stock #363801 ANY and ALL offers will be put in front of our seller! Submit your offer today! 270 Sundancer powered by an MX 6.2 MerCruiser MPI engine with only 344 hours! You h... View Details

    View 10 Photos and Details Contact Seller
    $16,000
    VIEW DETAILS
Showing 64 to 84 of 234 boats found.
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