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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Lupton, MI

127 results
Lupton, MI
2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Classic Chevrolet

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

52,486 miles

$32,988

Fair Deal
Lake City, MI
61 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Northsky Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
52,486
Stock number:
T0231A
VIN:
3GCPDCEK6NG564883

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

34,767 miles

$38,800

Fair Deal
Roscommon, MI
31 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Silver Ice Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
34,767
Stock number:
12355P
VIN:
1GCPYCEL5NZ161930

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

95,592 miles

$29,361

Fair Deal
Certified Pre-Owned
Bad Axe, MI
65 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Gray (Satin Steel Metallic)
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
95,592
Stock number:
6695A
VIN:
1GCPYCEF9MZ200446

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

106,128 miles

$27,197

Fair Deal
Cadillac, MI
70 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
106,128
Stock number:
S4398
VIN:
3GCPDCEK9NG643268

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

117,902 miles

$23,789

Fair Deal
Cadillac, MI
70 mi away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
117,902
Stock number:
H5124
VIN:
1GCPYCEF3KZ297253

2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

65,744 miles

$30,179

Good Deal
Corunna, MI
96 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
65,744
Stock number:
C0474B
VIN:
1GCPYCEF7LZ146174

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

100,278 miles

$25,613

Good Deal
Freeland, MI
61 mi away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
100,278
Stock number:
P8767A
VIN:
3GCPYCEF7KG272016

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

28,599 miles

$37,300

Good Deal
Certified Pre-Owned
Flint, MI
97 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Dark Ash Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
28,599
Stock number:
P35080
VIN:
3GCPDCEK1RG168396

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

82,670 miles

$32,900

Good Deal
Birch Run, MI
80 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Summit White
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
82,670
Stock number:
360386A
VIN:
3GCUDCE85PG275827

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

108,686 miles

$24,995

Good Deal
Clio, MI
84 mi away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
108,686
Stock number:
12242
VIN:
1GCPYCEFXKZ379786

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

93,641 miles

$25,848

Fair Deal
Freeland, MI
61 mi away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
93,641
Stock number:
P8809A
VIN:
3GCPYCEH1KG116488

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

95,592 miles

$29,361

Fair Deal
Certified Pre-Owned
Bad Axe, MI
65 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Gray (Satin Steel Metallic)
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
95,592
Stock number:
6695A
VIN:
1GCPYCEF9MZ200446

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

164,489 miles

$19,975

Fair Deal
Clare, MI
55 mi away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Red
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
164,489
Stock number:
4283
VIN:
1GCPYCEF1KZ326345

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

30,756 miles

$35,800

Good Deal
Certified Pre-Owned
Flint, MI
97 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Red Hot
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
30,756
Stock number:
P35273
VIN:
3GCPDCEK4PG237997

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

31,550 miles

$39,250

Fair Deal
Birch Run, MI
80 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
31,550
Stock number:
360180A
VIN:
3GCUDCED1PG328908

Sponsored

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  4. / Custom Trail Boss
  5. / Michigan
  6. / Lupton
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