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

Cars & Trucks for Sale in Winter Haven, FL – 379 in Stock

379 in-stock cars & trucks listings from 2 dealers in Winter Haven, FL. Observed asking prices range from $4,499 to $259,969. Common listed makes include Gmc, Buick, Chevrolet. Availability can change; confirm with the seller.

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  • SUV / Crossovers (168)
  • Trucks (122)
  • Sedans (75)

Cars & Trucks listings in Winter Haven

  • 2026 RAM 1500$79,999
  • 2026 Porsche Cayenne$219,983
  • 2026 Mercedes-Benz GLS$86,272

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

2025 GMC Sierra 2500 HD$81,544
  • 2026 Ford Super Duty F-250 SRW$99,999
  • 2026 Chevrolet Tahoe$84,994
  • 2024 GMC Yukon XL$75,983
  • 2025 Ford Super Duty F-350 SRW$83,419
  • 2021 GMC Sierra 2500 HD$64,930
  • 2024 Chevrolet Tahoe$65,932
  • 2023 Ford Super Duty F-250 SRW$65,263
  • 2026 GMC Sierra 1500$62,583
  • 2023 Cadillac Escalade ESV$71,446
  • 2024 Chevrolet Tahoe$66,390
  • 2023 Cadillac Escalade$71,980
  • 2023 Cadillac Escalade$64,494
  • 2025 GMC Sierra 1500$65,300
  • 2021 Chevrolet Corvette Stingray$66,762
  • 2024 GMC Sierra 1500$57,983
  • 2020 RAM 3500$59,999
  • 2023 GMC Yukon$58,383
  • 2024 RAM 2500$58,999
  • 2022 Jeep Wrangler$59,999
  • 2023 Chevrolet Corvette Stingray$60,958

    • 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)

    Nearby cities with Cars & Trucks in stock

    • Lake Wales (368) — about 8 miles from Winter Haven dealer center
    • Bartow (582) — about 10 miles from Winter Haven dealer center
    • Brandon (196) — about 36 miles from Winter Haven dealer center
    • Orlando (1359) — about 41 miles from Winter Haven dealer center
    • Winter Park (121) — about 46 miles from Winter Haven dealer center

    Browse all Florida Cars & Trucks