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Boats for sale in Longwood Florida

There are 1266 new and used boats for sale in Longwood, Florida. Browse Fishing, Center Console, Pontoon, Bowrider, PWC / Waverunner, and Deck Boat from brands like Yamaha, Bayliner, Sea Doo, Hurricane, Tracker, and Tidewater on BoatCrazy. View a wide selection of boats from $1,297 to $697,417.
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  • Boats
  • Within 100 Miles Of
    Longwood, Florida
1,266 boats found within 100 miles from Longwood, Florida
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  • 2016 Sun Tracker BASS BUGGY® 18 DLX

    2016 Sun Tracker BASS BUGGY® 18 DLX

    $13,977
    Lake Placid, FL
    • Lake Placid, FL
    • Pontoon
    • 18'
    • 2016 / Used
    • $13,977

    2016 Sun Tracker BASS BUGGY® 18 DLXFor years, the BASS BUGGY® 18 DLX has been the best-selling fishing boat in the SUN TRACKER® lineup. And it only takes one outing to see why: thi... View Details

    View 28 Photos and Details Contact Seller
    $13,977
    VIEW DETAILS
  • 2023 Savannah SS21

    2023 Savannah SS21

    $60,000
    Lake Placid, FL

    2023 Savannah SS21Explore the shallow waters, backcountry flats, and coastal waterways of Florida in this pre-owned 2023 Savannah SS21, now available at Boater’s World Lake Placid.... View Details

    View 44 Photos and Details Contact Seller
    $60,000
    VIEW DETAILS
  • 2026 Other 756 TL

    2026 Other 756 TL

    $24,997
    Lake Placid, FL
    • Lake Placid, FL
    • Fishing
    • 17'
    • 2026 / Used
    • $24,997

    2026 Reaper 756TLExperience rugged performance and exceptional versatility with this used 2026 Reaper 756TL, now available at Boater’s World Lake Placid. Built for serious anglers... View Details

    View 19 Photos and Details Contact Seller
    $24,997
    VIEW DETAILS
  • 2024 Sea Chaser 20 HFC

    2024 Sea Chaser 20 HFC

    $52,497
    Lake Placid, FL

    2024 Sea Chaser 20 HFCTurn heads on the water with this used 2024 Sea Chaser 20 HFC, now available at Boater’s World Lake Placid. Combining offshore-inspired performance, family-fr... View Details

    View 39 Photos and Details Contact Seller
    $52,497
    VIEW DETAILS
  • 2023 Sea Born FX24 LE

    2023 Sea Born FX24 LE

    $94,350
    Lake Placid, FL

    2023 Sea Born FX24 LEExperience exceptional inshore performance with this pre-owned 2023 Sea Born FX24 LE, now available at Boater's World Lake Placid. If you've been searching for... View Details

    View 45 Photos and Details Contact Seller
    $94,350
    VIEW DETAILS
  • 2018 Sea Pro 219

    2018 Sea Pro 219

    $56,477
    Lake Placid, FL

    *TRAILER IS INCLUDED IN THE LISTED PRICE* 2018 Sea Pro 219Features may include:Hand laid fiberglass hull10 Year transferable hull warrantyLifetime hardware warranty5 Year bow to st... View Details

    View 29 Photos and Details Contact Seller
    $56,477
    VIEW DETAILS
  • 2021 Skeeter FXR20LE

    2021 Skeeter FXR20LE

    $83,400
    Fleming Island, FL

    Stock #472948 Video of this vessel available at www [dot] popsells [dot] com/view/472948 Reason for selling is "New boat arriving soon.". ANY and ALL offers will be put in front... View Details

    View 10 Photos and Details Contact Seller
    $83,400
    VIEW DETAILS
  • Price Drop 2021 Yamaha FSH 190 Sport

    2021 Yamaha FSH 190 Sport

    $36,900
    Fleming Island, FL

    Stock #418980 Video of this vessel available at www [dot] popsells [dot] com/view/418980 Reason for selling is "Not using the boat enough and reducing ongoing storage expenses.".... View Details

    View 10 Photos and Details Contact Seller
    $36,900
    VIEW DETAILS
  • Price Drop 2026 Bennington 21 S Fishing

    2026 Bennington 21 S Fishing

    $59,974
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 21'
    • 2026 / New
    • $59,974

    Cast a line into a world where catching the "big one" doesn't mean sacrificing an ounce of style. This Bennington 21 SF is a masterclass in versatility, blending a se... View Details

    View 21 Photos and Details Contact Seller
    $59,974
    VIEW DETAILS
  • Price Drop 2026 Stingray 231DC

    2026 Stingray 231DC

    $82,517
    Fleming Island, FL
    • Fleming Island, FL
    • Deck Boat
    • 23'
    • 2026 / New
    • $82,517

    Crafted for unforgettable days on the water, this dual-console dayboat is the ideal choice for anyone who loves to play and relax on the lake. The Z-Plane hull design delivers thri... View Details

    View 27 Photos and Details Contact Seller
    $82,517
    VIEW DETAILS
  • 2026 Tidewater 232CC

    2026 Tidewater 232CC

    $124,906
    Fleming Island, FL

    Imagine hitting the open water in a vessel designed for pure exhilaration and endless fun. The Tidewater 232 CC is your ticket to adventure, perfectly suited for the angler who lov... View Details

    View 24 Photos and Details Contact Seller
    $124,906
    VIEW DETAILS
  • Price Drop 2026 Bennington 26 M STERN LOUNGE

    2026 Bennington 26 M STERN LOUNGE

    $167,701
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 25'
    • 2026 / New
    • $167,701

    Imagine a sunset cruise where the conversation flows as effortlessly as the water beneath you. The M Series Stern Lounge is the ultimate sanctuary for social butterflies and relaxa... View Details

    View 26 Photos and Details Contact Seller
    $167,701
    VIEW DETAILS
  • 2026 Bennington 20 S CRUISE

    2026 Bennington 20 S CRUISE

    $56,737
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 20'
    • 2026 / New
    • $56,737

    Ready to swap the daily grind for some serious sunshine? The Bennington 20SL is the ultimate ticket to a permanent vacation. This boat is a social butterfly’s dream, designed for t... View Details

    View 17 Photos and Details Contact Seller
    $56,737
    VIEW DETAILS
  • Price Drop 2026 Bennington 21 S FISH AND CRUISE

    2026 Bennington 21 S FISH AND CRUISE

    $59,631
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 21'
    • 2026 / New
    • $59,631

    For the "pro-social" angler who refuses to choose between a serious morning catch and a premium afternoon lounge, the Bennington 21SFC is your ultimate dual-threat. This... View Details

    View 19 Photos and Details Contact Seller
    $59,631
    VIEW DETAILS
  • Price Drop 2026 Bennington 22 S SWINGBACK

    2026 Bennington 22 S SWINGBACK

    $79,917
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 22'
    • 2026 / New
    • $79,917

    Ready to elevate your weekend hosting game? The Bennington 22SSB is a social butterfly’s dream, trading traditional layouts for an ultra-versatile Swingback stern lounger. Whether... View Details

    View 18 Photos and Details Contact Seller
    $79,917
    VIEW DETAILS
  • 2027 Starcraft J7 JET Standard

    2027 Starcraft J7 JET Standard

    $37,876
    Fleming Island, FL
    • Fleming Island, FL
    • Deck Boat
    • 17'
    • 2027 / New
    • $37,876

    In a market often dominated by oversized price tags, the Starcraft SV J7 emerges as a masterclass in "more for less." At 17 feet, this jet-powered dynamo proves that you... View Details

    View 18 Photos and Details Contact Seller
    $37,876
    VIEW DETAILS
  • 2027 Starcraft J7 JET Super Sport

    2027 Starcraft J7 JET Super Sport

    $43,363
    Fleming Island, FL
    • Fleming Island, FL
    • Deck Boat
    • 17'
    • 2027 / New
    • $43,363

    Performance Redefined: The Starcraft SV J7 Super SportIf the standard J7 is a value-driven workhorse, the Starcraft SV J7 Super Sport is its high-octane, vibrant sibling. Drenched... View Details

    View 16 Photos and Details Contact Seller
    $43,363
    VIEW DETAILS
  • 2026 Tidewater 2110 Bay Max

    2026 Tidewater 2110 Bay Max

    $55,229
    Fleming Island, FL

    The Tidewater 2110 BM is a masterclass in versatility, perfect for the coastal explorer who wants to pivot from a serious sunrise fishing session to a breezy afternoon sandbar part... View Details

    View 1 Photo and Details Contact Seller
    $55,229
    VIEW DETAILS
  • Price Drop 2026 Tidewater 2700 Carolina Bay

    2026 Tidewater 2700 Carolina Bay

    $199,979
    Fleming Island, FL

    Imagine gliding across the water, the sun on your face, and the perfect soundtrack setting the mood! The Tidewater 2700 CB is designed for those who live for on-the-water excitemen... View Details

    View 24 Photos and Details Contact Seller
    $199,979
    VIEW DETAILS
  • Price Drop 2026 Bennington 24 M STERN LOUNGE

    2026 Bennington 24 M STERN LOUNGE

    $127,833
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 26'
    • 2026 / New
    • $127,833

    If your idea of a perfect weekend involves a high-energy social gathering that seamlessly transitions into a sun-drenched evening cruise, this specific Bennington 24MSL is your ult... View Details

    View 23 Photos and Details Contact Seller
    $127,833
    VIEW DETAILS
  • Price Drop 2026 Bennington 18 S Fish and Cruise

    2026 Bennington 18 S Fish and Cruise

    $39,792
    Fleming Island, FL
    • Fleming Island, FL
    • Pontoon
    • 19'
    • 2026 / New
    • $39,792

    If your ideal weekend involves a blend of relaxation and reeling in a big one, look no further. This Bennington S-Series, configured as the ultimate Fish and Cruise machine, is cra... View Details

    View 17 Photos and Details Contact Seller
    $39,792
    VIEW DETAILS
Showing 1219 to 1239 of 1,266 boats found.
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