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

Cars & Trucks for Sale in Winchester, MA – 209 in Stock

209 in-stock cars & trucks listings from 1 dealer in Winchester, MA. Observed asking prices range from $12,490 to $95,620. Common listed makes include Ford, Chevrolet, Subaru. Availability can change; confirm with the seller.

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  • SUV / Crossovers (108)
  • Trucks (66)
  • Vans (20)

Cars & Trucks listings in Winchester

  • 2026 Ford Bronco$66,320
  • 2026 Ford F-350SD$95,620
  • 2026 Ford F-250SD$84,599

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

2026 Ford F-250SD$71,915
  • 2026 Ford F-150$76,215
  • 2026 Ford F-250SD$67,310
  • 2026 Ford F-350SD$76,979
  • 2026 Ford Bronco$63,735
  • 2026 Ford Expedition$85,265
  • 2026 Ford F-250SD$72,185
  • 2025 Ford Transit-350$54,630
  • 2026 Ford Expedition$76,160
  • 2026 Ford Expedition$76,125
  • 2026 Ford Mustang$60,695
  • 2026 Ford F-250SD$84,430
  • 2026 Ford F-350SD$87,885
  • 2026 Ford Expedition$76,220
  • 2025 Ford Transit-350$54,630
  • 2026 Ford F-150$77,215
  • 2026 Ford Bronco$86,900
  • 2026 Ford F-250SD$83,740
  • 2026 Ford Expedition$85,855
  • 2026 Ford F-150$67,335
  • 2026 Ford Super Duty$92,244

    • Dealers in and near Winchester

    • Bonnell Motors — Winchester (0 miles from Winchester dealer center)

    Nearby cities with Cars & Trucks in stock

    • Lynn (31) — about 10 miles from Winchester dealer center
    • Peabody (245) — about 12 miles from Winchester dealer center
    • Norwood (141) — about 19 miles from Winchester dealer center
    • Shrewsbury (155) — about 30 miles from Winchester dealer center
    • Leominster (119) — about 30 miles from Winchester dealer center

    Browse all Massachusetts Cars & Trucks