7 Preowned pickup trucks for sale in Highland Indiana and the Metro Chicago and Lake County area priced below $40K. Search by payment, engine type, or drivetrain.
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This low mileage used 2024 Jeep Gladiator Sport S 4x4 pickup under 12,000 miles, automatic transmission, and 25 MPG, 3.6L gas engine is for sale right now below $37K at Thomas Kia of Highland in Highland, IN. ...View More Details
| Sales Price: | $36,355 |
| Est. Payment: | $697.08 / 72 months @ 7.13% APR |
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| Mileage: | 11,821 |
| Location: | Highland, IN |
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This low mileage used 2023 Ram 1500 Big Horn 4x4 pickup below 47,000 miles, automatic transmission, and 25 MPG, 5.7L hybrid engine is for sale right now under $39K at Thomas Kia of Highland in Highland, IN. ...View More Details
| Sales Price: | $38,359 |
| Est. Payment: | $735.15 / 72 months @ 7.13% APR |
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| Mileage: | 46,966 |
| Location: | Highland, IN |
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This low mileage second hand 2019 Ram 1500 Rebel 4x4 pickup under 54,000 miles, automatic transmission, and 25 MPG, 5.7L gas engine is for sale right now under $36K at Webb Ford in Highland, IN. ...View More Details
| Sales Price: | $35,659 |
| Est. Payment: | $733.78 / 66 months @ 7.13% APR |
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| Mileage: | 54,223 |
| Location: | Highland, IN |
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This low mileage second hand 2025 Ford Maverick Lariat AWD pickup under 23,000 miles, automatic transmission, and 25 MPG, 2.5L hybrid engine is for sale right now below $37K at Webb Ford in Highland, IN. ...View More Details
| Sales Price: | $36,959 |
| Est. Payment: | $708.55 / 72 months @ 7.13% APR |
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| Mileage: | 23,387 |
| Location: | Highland, IN |
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This low mileage preowned 2024 Ford F-150 STX 4x4 pickup below 24,000 miles, automatic transmission, and 25 MPG, 2.7L gas engine is for sale right now below $40K at Webb Ford in Highland, IN. ...View More Details
| Sales Price: | $39,259 |
| Est. Payment: | $752.24 / 72 months @ 7.13% APR |
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| Mileage: | 24,032 |
| Location: | Highland, IN |
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This low mileage used 2023 Chevrolet Colorado Trail Boss 4x4 pickup under 29,000 miles, automatic transmission, and 25 MPG, 2.7L gas engine is for sale right now below $36K at Webb Ford in Highland, IN. ...View More Details
| Sales Price: | $35,259 |
| Est. Payment: | $676.26 / 72 months @ 7.13% APR |
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| Mileage: | 29,187 |
| Location: | Highland, IN |
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This low mileage preowned 2026 Hyundai SANTA CRUZ SEL Activity AWD pickup under 0,000 miles, automatic transmission, and 25 MPG, 2.5L gas engine is for sale right now below $36K at Webb Hyundai in Highland, IN. ...View More Details
| Sales Price: | $35,861 |
| Est. Payment: | $687.70 / 72 months @ 7.13% APR |
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| Mileage: | 26 |
| Location: | Highland, IN |