9. Chevrolet Silverado 1500
Next on the list is Chevy‘s flagship pickup truck, the Silverado 1500. After three years of ownership, the Silverado 1500 is still good for 59 percent of its original price and doesn’t drop much more after five years of ownership – 50.6 percent of its value. Updated for the 2014 model year, the Silverado 1500 starts at $26,670 and comes with a 4.3-liter EcoTec3 V6 engine with 285 hp and 305 lb-ft of torque.