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    Middleburg, Florida

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Boats for sale in Middleburg Florida

There are 420 new and used boats for sale in Middleburg, Florida. Browse Fishing, Pontoon, Center Console, Deck Boat, Bay / Flats / Skiff, and Bowrider from brands like Tidewater, Tracker, Bennington, Starcraft, Sun Tracker, and Barletta on BoatCrazy. View a wide selection of boats from $1,370 to $697,417.
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  • Boats
  • Within 100 Miles Of
    Middleburg, Florida
420 boats found within 100 miles out of 11,723 Boats Found
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  • 2027 Bennington 22 S1 FISH AND CRUISE

    2027 Bennington 22 S1 FISH AND CRUISE

    $66,971
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 22'
    • 2027 / New
    • $66,971

    Imagine one pontoon that effortlessly shifts from an early-morning angler’s dream to an afternoon social cruiser. The Bennington 22S1 Fish and Cruise is crafted specifically for mu... View Details

    View 21 Photos and Details Contact Seller
    $66,971
    VIEW DETAILS
  • 2027 Bennington 20 S1 STERN RADIUS

    2027 Bennington 20 S1 STERN RADIUS

    $54,671
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 20'
    • 2027 / New
    • $54,671

    If your ideal weekend involves sunny lake cruises, sandbar hangouts, and nonstop watersports, the Bennington 20 S Stern Radius is tailor-made for you. Built for active families, th... View Details

    View 6 Photos and Details Contact Seller
    $54,671
    VIEW DETAILS
  • 2027 Bennington 20 S1 STERN RADIUS

    2027 Bennington 20 S1 STERN RADIUS

    $48,254
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 20'
    • 2027 / New
    • $48,254

    If your ideal weekend involves sunny sandbars, endless playlists, and kicked-back relaxation, the Bennington 20 S Stern Radius is tailor-made for you. Built for social weekenders,... View Details

    View 23 Photos and Details Contact Seller
    $48,254
    VIEW DETAILS
  • 2027 Bennington 20 S1 4 PT FISHING

    2027 Bennington 20 S1 4 PT FISHING

    $49,905
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 20'
    • 2027 / New
    • $49,905

    Anglers who refuse to choose between serious fishing utility and supreme weekend relaxation will find their perfect match in the Bennington 20 S1 4 Point Fishing pontoon. Powered b... View Details

    View 6 Photos and Details Contact Seller
    $49,905
    VIEW DETAILS
  • 2027 Bennington 20 S1 STERN RADIUS

    2027 Bennington 20 S1 STERN RADIUS

    $56,579
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 20'
    • 2027 / New
    • $56,579

    Looking for the ultimate floating lounge that turns every weekend into a high-vibe sandbar party? The Bennington 20 S Stern Radius is custom-made for the social host who loves ente... View Details

    View 5 Photos and Details Contact Seller
    $56,579
    VIEW DETAILS
  • Price Drop 2026 Tidewater 2110 Bay Max

    2026 Tidewater 2110 Bay Max

    $69,986
    Fleming Island, FL

    Looking for the ultimate all-in-one vessel for shallow-water angling and sunny weekend cruising? The Tidewater 2110 Bay Max is built for inshore anglers and adventure-loving famili... View Details

    View 19 Photos and Details Contact Seller
    $69,986
    VIEW DETAILS
  • 2027 Bennington 22 S1 SWINGBACK

    2027 Bennington 22 S1 SWINGBACK

    $71,950
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 22'
    • 2027 / New
    • $71,950

    If you are the designated social director of your friend group, the Bennington 22 S1 Swingback was built for you. Capable of hosting up to 12 people, this pontoon is ideal for tota... View Details

    View 6 Photos and Details Contact Seller
    $71,950
    VIEW DETAILS
  • 2027 Bennington 22 S1 SWINGBACK

    2027 Bennington 22 S1 SWINGBACK

    $76,644
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 22'
    • 2027 / New
    • $76,644

    Imagine the ultimate weekend launchpad built specifically for social sun-seekers, water-sports enthusiasts, and big-crew entertainers. If your idea of a perfect day involves hostin... View Details

    View 6 Photos and Details Contact Seller
    $76,644
    VIEW DETAILS
  • 2026 Chris Craft Sportster 28

    2026 Chris Craft Sportster 28

    $232,220
    Fleming Island, FL
    • Fleming Island, FL
    • Cruiser
    • 28'
    • 2026 / New
    • $232,220

    Imagine cruising the waterways with style and a crowd. The Chris-Craft Sportster 28 Outboard is a fantastic choice for those who love to share their adventures on the water with fr... View Details

    View 30 Photos and Details Contact Seller
    $232,220
    VIEW DETAILS
  • 2019 Stingray 182SC

    2019 Stingray 182SC

    $24,900
    Fleming Island, FL
    • Fleming Island, FL
    • Deck Boat
    • 19'
    • 2019 / Used
    • $24,900

    Some boats ask you to choose between fun at the helm and fun for the crew. The Stingray 182SC refuses to pick. Built on Stingray's exclusive Z-Plane hull, this deck boat jumps... View Details

    View 15 Photos and Details Contact Seller
    $24,900
    VIEW DETAILS
  • 2027 Scout 188 Sportfish

    2027 Scout 188 Sportfish

    Call for price
    Fleming Island, FL

    Designed for coastal adventurers, weekend anglers, and social cruisers alike, the Scout 188 Sportfish packs serious versatility into a sleek center console layout. With comfortable... View Details

    View 1 Photo and Details Contact Seller
    Call for price
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  • 2027 Bennington 22 M SWINGBACK

    2027 Bennington 22 M SWINGBACK

    $109,070
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 22'
    • 2027 / New
    • $109,070

    Imagine the ultimate floating sanctuary built for effortless weekend hosting, sun-soaked sandbar lounging, and endless aquatic fun. The Bennington 22 M Swingback is custom-tailored... View Details

    View 4 Photos and Details Contact Seller
    $109,070
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  • 2027 Scout 188 Sportfish

    2027 Scout 188 Sportfish

    Call for price
    Fleming Island, FL

    Whether heading out for a sunrise fishing trip or taking a group of six out for a sunny day on the water, the Scout 188 Sportfish delivers maximum fun on an 18-foot frame. Perfectl... View Details

    View 1 Photo and Details Contact Seller
    Call for price
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  • 2022 Bennington 22 LSB

    2022 Bennington 22 LSB

    $54,900
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 22'
    • 2022 / Used
    • $54,900

    View Details

    View 16 Photos and Details Contact Seller
    $54,900
    VIEW DETAILS
  • 2026 Bennington 21 S SWINGBACK

    2026 Bennington 21 S SWINGBACK

    $68,472
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 21'
    • 2026 / New
    • $68,472

    If you’re the kind of person who believes a Saturday isn't complete without a sun-soaked gathering, the Bennington 21SSB is your new best friend. This pontoon is a social butte... View Details

    View 22 Photos and Details Contact Seller
    $68,472
    VIEW DETAILS
  • 1973 Bristol 35

    1973 Bristol 35

    $14,000
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 35'
    • 1973 / Used
    • $14,000

    Stock #409107 Video of this vessel available at www [dot] popsells [dot] com/view/409107 Reason for selling is "Not Using". ANY and ALL offers will be put in front of our seller... View Details

    View 10 Photos and Details Contact Seller
    $14,000
    VIEW DETAILS
  • 2002 Hunter 326 Cruiser

    2002 Hunter 326 Cruiser

    $39,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 32'
    • 2002 / Used
    • $39,900

    Stock #391868 Video of this vessel available at www [dot] popsells [dot] com/view/391868 Reason for selling is "Not Using". ANY and ALL offers will be put in front of our seller... View Details

    View 10 Photos and Details Contact Seller
    $39,900
    VIEW DETAILS
  • Price Drop 1981 Ericson 38

    1981 Ericson 38

    $24,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 38'
    • 1981 / Used
    • $24,900

    Stock #449972 Reason for selling is "No Longer Using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Bruce King-designed Ericson 38 with solar,... View Details

    View 10 Photos and Details Contact Seller
    $24,900
    VIEW DETAILS
  • Price Drop 2020 Yamaha Wake Series 242X

    2020 Yamaha Wake Series 242X

    $62,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Ski & Wake
    • 24'
    • 2020 / Used
    • $62,900

    Stock #479384 Video of this vessel available at www [dot] popsells [dot] com/view/479384 Reason for selling is "No longer using it enough". ANY and ALL offers will be put in fro... View Details

    View 10 Photos and Details Contact Seller
    $62,900
    VIEW DETAILS
  • Price Drop 1993 Carver 350 Aft Cabin

    1993 Carver 350 Aft Cabin

    $39,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Aft Cabin
    • 35'
    • 1993 / Used
    • $39,900

    Stock #482168 Video of this vessel available at www [dot] popsells [dot] com/view/482168 Reason for selling is "Moved out of the area and bought a house in NY.". ANY and ALL off... View Details

    View 10 Photos and Details Contact Seller
    $39,900
    VIEW DETAILS
  • Price Drop 2013 Malibu Wakesetter 23 LSV

    2013 Malibu Wakesetter 23 LSV

    $49,900
    Jacksonville, FL
    • Jacksonville, FL
    • Ski & Wake
    • 23'
    • 2013 / Used
    • $49,900

    Stock #488106 Video of this vessel available at www [dot] popsells [dot] com/view/488106 Reason for selling is "Upgrading". This Malibu has now been on the market a couple month... View Details

    View 10 Photos and Details Contact Seller
    $49,900
    VIEW DETAILS
Showing 64 to 84 of 420 boats found.
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