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Home / Cars & Trucks for Sale / Cars & Trucks in Winter Haven / Trucks in Winter Haven

Trucks for Sale in Winter Haven, FL – 122 in Stock

122 in-stock trucks listings from 2 dealers in Winter Haven, FL. Observed asking prices range from $19,969 to $99,999. Common listed makes include Gmc, Ram, Chevrolet. Availability can change; confirm with the seller.

Trucks listings in Winter Haven

  • 2026 RAM 1500$79,999
  • 2025 GMC Sierra 2500 HD$81,544
  • 2026 Ford Super Duty F-250 SRW$99,999

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The smarter way to find your next vehicle — RVs, boats, cars & trucks, motorcycles, ATVs & side-by-sides, and snowmobiles.

2025 Ford Super Duty F-350 SRW
$83,419
  • 2021 GMC Sierra 2500 HD$64,930
  • 2023 Ford Super Duty F-250 SRW$65,263
  • 2026 GMC Sierra 1500$62,583
  • 2025 GMC Sierra 1500$65,300
  • 2024 GMC Sierra 1500$57,983
  • 2020 RAM 3500$59,999
  • 2024 RAM 2500$58,999
  • 2025 GMC Sierra 1500$59,612
  • 2026 GMC Sierra 1500$60,969
  • 2024 GMC Sierra 1500$52,208
  • 2024 Chevrolet Silverado 1500$55,884
  • 2026 GMC Sierra 1500$52,359
  • 2025 Chevrolet Silverado 2500 HD$48,719
  • 2025 Chevrolet Silverado 1500$45,394
  • 2025 Jeep Gladiator$43,999
  • 2022 RAM 2500$39,999
  • 2023 Jeep Gladiator$36,999
  • 2021 Chevrolet Silverado 1500$37,887
  • 2022 Chevrolet Silverado 1500 LTD$37,761
  • 2024 RAM 2500$36,999

    • Dealers in and near Winter Haven

    • Huston GMC — WINTER HAVEN (1 miles from Winter Haven dealer center)
    • Central Buick GMC — WINTER HAVEN (1 miles from Winter Haven dealer center)

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