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Home / Cars & Trucks for Sale / Cars & Trucks in Winchester

Cars & Trucks for Sale in Winchester, KY – 148 in Stock

148 in-stock cars & trucks listings from 1 dealer in Winchester, KY. Observed asking prices range from $5,975 to $84,788. Common listed makes include Jeep, Ram, Nissan. Availability can change; confirm with the seller.

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  • SUV / Crossovers (78)
  • Sedans (19)

Cars & Trucks listings in Winchester

  • 2018 Volkswagen Tiguan$14,988
  • 2026 RAM Ram 1500$46,367
  • 2021 Chevrolet Silverado 1500$27,988

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

2026 Dodge Charger
$51,340
  • 2026 RAM Ram 1500$48,889
  • 2026 Dodge Durango$38,988
  • 2026 RAM Ram 1500$49,316
  • 2018 Jeep Renegade$12,555
  • 2023 Nissan Altima$18,988
  • 2023 Dodge Challenger$27,988
  • 2021 Jeep Wrangler Unlimited$22,988
  • 2023 Jeep Cherokee$22,500
  • 2019 RAM 1500$23,750
  • 2026 Jeep Grand Cherokee$45,862
  • 2024 Jeep Compass$23,988
  • 2026 Jeep Grand Cherokee$37,604
  • 2022 Jeep Grand Cherokee$25,488
  • 2026 Jeep Gladiator$42,738
  • 2026 Jeep Wrangler$47,885
  • 2026 RAM Ram 1500$54,501
  • 2023 Nissan Rogue$23,988
  • 2019 Hyundai Tucson$18,988
  • 2024 Jeep Grand Wagoneer L$48,735
  • 2020 Jeep Renegade$12,988

    • Dealers in and near Winchester

    • Rod Hatfield Chrysler Dodge Jeep Ram, LLC — Winchester (0 miles from Winchester dealer center)

    Nearby cities with Cars & Trucks in stock

    • Lexington (449) — about 16 miles from Winchester dealer center
    • Paris (2491) — about 16 miles from Winchester dealer center
    • Paris (2491) — about 16 miles from Winchester dealer center
    • Georgetown (2064) — about 16 miles from Winchester dealer center
    • Richmond (997) — about 18 miles from Winchester dealer center

    Browse all Kentucky Cars & Trucks