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    San Mateo, Florida

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Boats for sale in San Mateo Florida

There are 432 new and used boats for sale in San Mateo, Florida. Browse Fishing, Pontoon, Center Console, Deck Boat, Bay / Flats / Skiff, and Bass Boat from brands like Tidewater, Starcraft, Sun Tracker, Bennington, Barletta, and Tracker on BoatCrazy. View a wide selection of boats from $1,370 to $649,632.
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  • Boats
  • Within 100 Miles Of
    San Mateo, Florida
432 boats found within 100 miles from San Mateo, Florida
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  • 2027 Tidewater 2500 Carolina Bay

    2027 Tidewater 2500 Carolina Bay

    $132,712
    Fleming Island, FL

    Looking for the ultimate crossover vessel that effortlessly transitions from serious fishing trips to sunny weekend sandbar cruises? The Tidewater 2500 Carolina Bay is custom-tailo... View Details

    View 31 Photos and Details Contact Seller
    $132,712
    VIEW DETAILS
  • 2027 Bennington 21 S FISH AND CRUISE

    2027 Bennington 21 S FISH AND CRUISE

    $66,531
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 21'
    • 2027 / New
    • $66,531

    Meet the ultimate crowd-pleaser for boaters who refuse to choose between landing trophy catches and kicking back in sun-soaked comfort. Bennington’s 21 S Fish and Cruise effortless... View Details

    View 6 Photos and Details Contact Seller
    $66,531
    VIEW DETAILS
  • 2019 Sportsman Masters 267

    2019 Sportsman Masters 267

    $99,999
    Fleming Island, FL

    The second station on this 2019 Sportsman Masters 267 isn’t just an upgrade; it’s your new favorite vantage point. This boat, which includes a trailer and has just undergone a full... View Details

    View 23 Photos and Details Contact Seller
    $99,999
    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 18 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 10 Photos and Details Contact Seller
    $76,644
    VIEW DETAILS
  • 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 21 Photos and Details Contact Seller
    $109,070
    VIEW DETAILS
  • 2027 Starcraft J9 Jet Super Sport

    2027 Starcraft J9 Jet Super Sport

    $55,516
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 19'
    • 2027 / New
    • $55,516

    If you are looking for the ultimate crowd-pleaser on the water, the Starcraft SV Jet Super Sport is built to turn ordinary weekends into non-stop action. Powered by Rotax jet propu... View Details

    View 16 Photos and Details Contact Seller
    $55,516
    VIEW DETAILS
  • 2027 Tidewater 2300 Carolina Bay

    2027 Tidewater 2300 Carolina Bay

    $116,356
    Fleming Island, FL

    The Tidewater 2300 Carolina Bay is the ultimate crossover for shallow-water anglers who love doubling as weekend sandbar hosts. Built for high-energy days on the water, this versat... View Details

    View 28 Photos and Details Contact Seller
    $116,356
    VIEW DETAILS
  • Price Drop 2027 Starcraft J9 Jet Super Sport

    2027 Starcraft J9 Jet Super Sport

    $55,516
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 19'
    • 2027 / New
    • $55,516

    Looking for the ultimate ticket to nonstop weekend excitement? The Starcraft J9 Jet Super Sport blends the spacious lounge feel of a premium deck boat with the hair-raising thrill... View Details

    View 17 Photos and Details Contact Seller
    $55,516
    VIEW DETAILS
  • 2026 Tidewater 220LXF

    2026 Tidewater 220LXF

    $89,987
    Fleming Island, FL

    Meet the Tidewater 220 LXF, a stylish center console that feels much larger than its 22-foot footprint. With a generous 8’ 10” beam, this boat is the ultimate "weekend warrior... View Details

    View 22 Photos and Details Contact Seller
    $89,987
    VIEW DETAILS
  • 2027 Tidewater 2110 Bay Max

    2027 Tidewater 2110 Bay Max

    $57,196
    Fleming Island, FL

    Get ready to hit the water in style! The Tidewater 2110 Bay Max is an absolute game-changer for active families and avid anglers who love shallow-water adventures. Measuring 21 fee... View Details

    View 13 Photos and Details Contact Seller
    $57,196
    VIEW DETAILS
  • 2026 Bennington 26 M STERN LOUNGE

    2026 Bennington 26 M STERN LOUNGE

    $174,714
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 28'
    • 2026 / New
    • $174,714

    Imagine the ultimate social hub that doesn't just sit on the water—it commands it. This Bennington 26 M Stern Lounge is the dream vessel for the consummate host who believes th... View Details

    View 24 Photos and Details Contact Seller
    $174,714
    VIEW DETAILS
  • 2027 World Cat 235HB

    2027 World Cat 235HB

    $178,650
    Fleming Island, FL

    Whether you are an avid angler chasing shallow-water flats species on the morning tide or a sun-seeking host planning an afternoon sandbar party, the World Cat 235HB Hybrid is buil... View Details

    View 23 Photos and Details Contact Seller
    $178,650
    VIEW DETAILS
  • Price Drop 2027 Starcraft J7 Jet Super Sport

    2027 Starcraft J7 Jet Super Sport

    $43,205
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 17'
    • 2027 / New
    • $43,205

    Ready to level up your sunny weekend routine? The Starcraft J7 Jet Super Sport packs endless energy into a nimble 17-foot deck boat layout designed for pure fun. Built with family,... View Details

    View 14 Photos and Details Contact Seller
    $43,205
    VIEW DETAILS
  • 2027 Tidewater 2500 Carolina Bay

    2027 Tidewater 2500 Carolina Bay

    $155,663
    Fleming Island, FL

    For anglers and adventurous families who refuse to choose between serious fishing and high-energy sandbar parties, the Tidewater 2500 Carolina Bay is the ultimate hybrid playground... View Details

    View 25 Photos and Details Contact Seller
    $155,663
    VIEW DETAILS
  • 2027 Tidewater 272CC

    2027 Tidewater 272CC

    $190,343
    Fleming Island, FL

    Designed for weekend thrill-seekers, coastal anglers, and social cruisers alike, the Tidewater 272 CC is built to turn every outing into an unforgettable party on the water. Powere... View Details

    View 29 Photos and Details Contact Seller
    $190,343
    VIEW DETAILS
  • Price Drop 2027 Tidewater 302CC

    2027 Tidewater 302CC

    $319,784
    Daytona Beach, FL

    Designed for offshore thrill-seekers and weekend entertainers alike, the Tidewater 302 CC effortlessly blends serious angling performance with high-energy coastal lounging. Spannin... View Details

    View 28 Photos and Details Contact Seller
    $319,784
    VIEW DETAILS
  • 2027 Barletta Cabrio 24U

    2027 Barletta Cabrio 24U

    $129,322
    Daytona Beach, FL
    • Daytona Beach, FL
    • Pontoon
    • 25'
    • 2027 / New
    • $129,322

    If your ideal day on the water involves soaking up the sun with your favorite crew, ultimate comfort, and a serious dash of style, the Barletta Cabrio C24U is calling your name. De... View Details

    View 25 Photos and Details Contact Seller
    $129,322
    VIEW DETAILS
  • 2027 Tidewater 2500 Carolina Bay

    2027 Tidewater 2500 Carolina Bay

    $157,896
    Daytona Beach, FL

    Whether you are chasing trophy fish in shallow flats or taking the crew out for a sun-soaked sandbar party, the Tidewater 2500 Carolina Bay is built for maximum fun. Designed as th... View Details

    View 21 Photos and Details Contact Seller
    $157,896
    VIEW DETAILS
  • 2027 Tidewater 2300 Carolina Bay

    2027 Tidewater 2300 Carolina Bay

    $127,272
    Daytona Beach, FL

    Designed for avid anglers and fun-loving sandbar cruisers alike, the Tidewater 2300 Carolina Bay is the ultimate hybrid craft for sun-drenched coastal adventures. Whether you'r... View Details

    View 26 Photos and Details Contact Seller
    $127,272
    VIEW DETAILS
  • 2027 Cobalt R4

    2027 Cobalt R4

    $158,213
    Daytona Beach, FL
    • Daytona Beach, FL
    • Cruiser
    • 24'
    • 2027 / New
    • $158,213

    Designed for social sun-seekers, day-cruisers, and water sports lovers, the Cobalt R4 Outboard is the ultimate entertainer’s platform on the water. With a certified capacity for up... View Details

    View 25 Photos and Details Contact Seller
    $158,213
    VIEW DETAILS
Showing 106 to 126 of 432 boats found.
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