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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Hamilton, IN

188 results
Hamilton, IN
2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Monster Motors Michigan Center

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

79,118 miles

$26,753

Great Deal
Michigan Center, MI
55 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:
Gray
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
79,118
Stock number:
MX3373
VIN:
1GCPYCEF1LZ169871

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,274 miles

$39,000

Fair Deal
Woodhaven, MI
95 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:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
21,274
Stock number:
P16834
VIN:
3GCPYCEL8NG203684

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

52,260 miles

$33,733

Fair Deal
New Hudson, MI
94 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:
Shadow Gray Metallic
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
52,260
Stock number:
LX6T169890A
VIN:
1GCPYCEF9MZ289368

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

90,496 miles

$29,495

Good Deal
Allegan, MI
82 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:
Black
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
90,496
Stock number:
BB5476A
VIN:
1GCPYCEF3MZ231546

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

101,671 miles

$25,000

Good Deal
Certified Pre-Owned
Eaton Rapids, MI
67 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 Hot
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
101,671
Stock number:
UT619
VIN:
3GCPYCEFXKG172797

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

82,155 miles

$31,827

Fair Deal
Tiffin, OH
92 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:
Glacier Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
82,155
Stock number:
TP10613
VIN:
3GCPDCED4NG536095

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

36,110 miles

$36,089

Good Deal
Goshen, IN
50 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:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
36,110
Stock number:
4811A
VIN:
3GCPDCED7NG676755

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2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

23,340 miles

$31,750

Good Deal
Toledo, OH
63 mi away
Year:
2020
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:
Gray (Satin Steel Metallic)
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
23,340
Stock number:
P0334
VIN:
1GCRYCEHXLZ361932

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

71,450 miles

$27,680

Great Deal
Monroe, MI
80 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:
Red Hot
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
71,450
Stock number:
P11025A
VIN:
1GCPYCEFXLZ111306

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

33,181 miles

$34,997

Fair Deal
Certified Pre-Owned
Eaton Rapids, MI
67 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Red Hot
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
33,181
Stock number:
TT25277A
VIN:
1GCPYCEK4NZ112399

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

79,118 miles

$26,753

Great Deal
Michigan Center, MI
55 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:
Gray
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
79,118
Stock number:
MX3373
VIN:
1GCPYCEF1LZ169871

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

23,472 miles

$37,750

Good Deal
Charlotte, MI
72 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:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
23,472
Stock number:
CT9947A
VIN:
3GCPDCEK1RG116234

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

82,614 miles

$27,369

Great Deal
Fort Wayne, IN
36 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Gray (Satin Steel Metallic)
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
82,614
Stock number:
5026P
VIN:
1GCPYCEK8NZ125611

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

114,841 miles

$24,995

Good Deal
Warsaw, IN
53 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:
Silver
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
114,841
Stock number:
39403
VIN:
1GCPYCEF7KZ348513

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

80,171 miles

$24,799

Great Deal
Michigan Center, 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:
Silver
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Gideon/Very Dark Atmosphere
Transmission:
6-Speed Automatic Overdrive
Mileage:
80,171
Stock number:
MX3205
VIN:
1GCPYCEF4KZ266416

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2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

76,503 miles

$24,993

Great Deal
Michigan Center, MI
55 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:
Summit White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
76,503
Stock number:
MX3100
VIN:
1GCRYCEF5LZ309672

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,023 miles

$34,880

Good Deal
Southgate, MI
98 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:
Dark Ash Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,023
Stock number:
26ST144B
VIN:
3GCPDCEK1NG669072

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2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

95,865 miles

$24,496

Fair Deal
Roanoke, IN
44 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:
Black
Combined gas mileage:
17 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
95,865
Stock number:
B1232
VIN:
1GCRYCEH2KZ223462

Sponsored

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