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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Lake City, FL

147 results
Lake City, FL
2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Jack Hanania Chevrolet

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

46,683 miles

$35,977

Great Deal
Saint Augustine, FL
82 mi away
Year:
2024
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:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
46,683
Stock number:
RG366730T
VIN:
3GCUDCED7RG366730

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

104,811 miles

$24,190

Great Deal
Jacksonville, FL
65 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:
Summit White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
104,811
Stock number:
4931
VIN:
1GCPYCEFXKZ244064

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

74,120 miles

$32,995

Good Deal
Jacksonville, FL
55 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:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
74,120
Stock number:
26C478A
VIN:
3GCPDCED5NG664362

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

79,400 miles

$27,391

Good Deal
Jacksonville, FL
54 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:
Shadow Gray Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
79,400
Stock number:
KZ387181T
VIN:
1GCPYCEF5KZ387181

2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,946 miles

$35,388

Great Deal
Saint Augustine, FL
82 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:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,946
Stock number:
DPG271429
VIN:
3GCPDCEK5PG271429

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

15,144 miles

$39,792

Good Deal
Certified Pre-Owned
Jacksonville, FL
68 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:
15,144
Stock number:
313252A
VIN:
3GCPDCEKXRG256489

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

915 miles

$45,798

Good Deal
Lake City, FL
4 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Slate Gray Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
915
Stock number:
R176060A
VIN:
3GCUKCED7SG113256

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2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

29,596 miles

$31,799

Good Deal
Jacksonville, FL
65 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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
29,596
Stock number:
LL29989A
VIN:
1GCRYCEF7KZ361688

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

74,120 miles

$32,995

Good Deal
Jacksonville, FL
55 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:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
74,120
Stock number:
26C478A
VIN:
3GCPDCED5NG664362

Preparing for a close up...

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

116,457 miles

$26,900

Great Deal
Jacksonville, FL
65 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:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
116,457
Stock number:
20623
VIN:
3GCPDCED7NG500143

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

90,182 miles

$27,989

Fair Deal
Folkston, GA
58 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:
Gray
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
90,182
Stock number:
191732
VIN:
3GCPYCEF0KG191732

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

6,502 miles

$41,073

Fair Deal
Certified Pre-Owned
Homosassa, FL
93 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:
Summit White
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
6,502
Stock number:
1618161CP1344
VIN:
3GCPDCEK6RG364740

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

52,262 miles

$36,882

Fair Deal
Ocala, FL
76 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:
Sterling Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
52,262
Stock number:
A094456A
VIN:
3GCUDCED2PG279444

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

11,390 miles

$44,800

Good Deal
Ocala, FL
76 mi away
Year:
2025
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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
11,390
Stock number:
B8528
VIN:
3GCUKCED5SG132548

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