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

Trucks for Sale in Winchester, MA – 66 in Stock

66 in-stock trucks listings from 1 dealer in Winchester, MA. Observed asking prices range from $34,640 to $95,620. Common listed makes include Ford, Toyota. Availability can change; confirm with the seller.

Trucks listings in Winchester

  • 2026 Ford F-350SD$95,620
  • 2026 Ford F-250SD$84,599
  • 2026 Ford F-250SD$71,915
  • 2026 Ford F-150$76,215

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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$67,310
  • 2026 Ford F-350SD$76,979
  • 2026 Ford F-250SD$72,185
  • 2026 Ford F-250SD$84,430
  • 2026 Ford F-350SD$87,885
  • 2026 Ford F-150$77,215
  • 2026 Ford F-250SD$83,740
  • 2026 Ford F-150$67,335
  • 2026 Ford Super Duty$92,244
  • 2026 Ford F-150$65,820
  • 2026 Ford F-250SD$84,900
  • 2026 Ford F-250SD$88,950
  • 2026 Ford F-150$66,700
  • 2026 Ford F-250SD$78,990
  • 2026 Ford F-150$81,875
  • 2026 Ford F-350SD$72,395
  • 2026 Ford F-250SD$75,494
  • 2023 Ford F-150$52,890
  • 2026 Ford F-350SD$57,630
  • 2026 Ford F-150$61,280

    • 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