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| Submodel | Resale Range |
| 1999 Sierra 1500 RWD 2-Dr Ext Cab V8 | $3,000 - $10,650 |
| 1999 Sierra 1500 RWD 2-Dr Reg Cab V6 | $1,800 - $8,350 |
| 1999 Sierra 2500 RWD 2-Dr Reg Cab Long V8 | $1,900 - $8,450 |
| 1999 Sierra 1500 RWD 2-Dr Reg Cab V8 | $1,800 - $8,350 |
| 1999 Sierra 2500 4WD 2-Dr Ext Cab V8 | $4,775 - $12,375 |
| 1999 Sierra 2500 4WD 2-Dr Reg Cab Long V8 | $3,650 - $10,075 |
| 1999 Sierra 1500 4WD 2-Dr Ext Cab V8 | $4,725 - $12,275 |
| 1999 Sierra 1500 4WD 2-Dr Reg Cab V6 | $3,550 - $9,975 |
| 1999 Sierra 2500 RWD 2-Dr Ext Cab V8 | $3,050 - $10,750 |
| 1999 Sierra 1500 4WD 2-Dr Reg Cab V8 | $3,550 - $9,975 |
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