CarGurus Header
Location:

Include delivery listings?

Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near 33913

127 results

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:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
22,420
Stock #:
G143386
VIN:
3GCPDCEK5RG143386
Summit White 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
Kia of Port Charlotte

Sponsored by Kia of Port Charlotte

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

22,420 mi

Port Charlotte, FL
47 mi away
Good Deal

$40,717

Year:
2026
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:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
3,522
Stock #:
C151551B
VIN:
3GCPKCEK7TG144228
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$960

Sponsored Listing

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

3,522 mi

Punta Gorda, FL
35 mi away
Great Deal

$46,214

$45,254

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:
Red Hot
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
50,550
Stock #:
C26042565T1
VIN:
3GCPYCEF3MG482423
Red Hot 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

Sponsored Listing

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

50,550 mi

Miami Lakes, FL
96 mi away
Fair Deal

$32,800

Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Gray
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
55,339
Stock #:
MX4446
VIN:
1GCPYCEL1MZ352307
Gray 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

55,339 mi

Home delivery from Louisville, TN
Price includes $1,184 shipping
Fair Deal

$35,660

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
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
68,237
Stock #:
TG290777A
VIN:
1GCPYCEF0LZ272506
Black 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$730

 

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

68,237 mi

Miami, FL
99 mi away
Good Deal

$28,690

$27,960

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:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
80,775
Stock #:
26791A
VIN:
1GCPYCEF6MZ274844
Shadow Gray Metallic 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
New arrival

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

80,775 mi

Bartow, FL
95 mi away
Good Deal
Manufacturer certified

$30,899

Year:
2026
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:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
3,522
Stock #:
C151551B
VIN:
3GCPKCEK7TG144228
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$960

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

3,522 mi

Punta Gorda, FL
35 mi away
Great Deal

$46,214

$45,254

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:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
22,420
Stock #:
G143386
VIN:
3GCPDCEK5RG143386
Summit White 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

22,420 mi

Port Charlotte, FL
47 mi away
Good Deal

$40,717

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
White
Combined gas mileage:
22 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
9,912
Stock #:
L545178A
VIN:
3GCUKCE83TG220244
White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

9,912 mi

West Palm Beach, FL
96 mi away
Great Deal

$45,973

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:
Jet Black
Transmission:
Automatic
Mileage:
44,509
Stock #:
SG132779
VIN:
3GCUKCED2SG132779
Slate Gray Metallic 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

44,509 mi

Greenacres, FL
96 mi away
Great Deal
Manufacturer certified

$37,992

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:
Jet Black
Transmission:
Automatic
Mileage:
69,444
Stock #:
T06386A
VIN:
3GCPYCEF5KG299263
Summit White 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,444 mi

Bradenton, FL
83 mi away
Fair Deal

$31,997

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:
82,742
Stock #:
67199A
VIN:
3GCPDCED1NG658591
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

82,742 mi

Home delivery from Jacksonville, FL
Price includes $80 shipping
Good Deal

$32,606

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:
White
Combined gas mileage:
17 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
Automatic
Mileage:
67,825
Stock #:
G293416
VIN:
3GCPYCEH5KG293416
White 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

67,825 mi

West Palm Beach, FL
97 mi away
Great Deal

$25,894

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:
Cypress Gray
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
22,208
Stock #:
264412A
VIN:
3GCUKCED2SG208873
Cypress Gray 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

22,208 mi

Lake Wales, FL
96 mi away
Fair Deal
Manufacturer certified

$47,134

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:
Gray
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,899
Stock #:
C10309A
VIN:
3GCUKCED6SG208634
Gray 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

31,899 mi

Sarasota, FL
74 mi away
Fair Deal
Manufacturer certified

$44,020

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:
Jet Black
Transmission:
10-Speed Automatic
Mileage:
2,325
Stock #:
PCD7224
VIN:
3GCUKCED9SG296756
Slate Gray Metallic 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 10-Speed Automatic

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

2,325 mi

Delray Beach, FL
100 mi away
Good Deal

$47,344

Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Black
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
7,021
Stock #:
S5221
VIN:
3GCUDCE80RG406004
Black 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

7,021 mi

Home delivery from Palm Coast, FL
Price includes $749 shipping
Fair Deal

$46,939

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:
Mosaic Black Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
54,771
Stock #:
5048
VIN:
1GCPYCEL5NZ100710
Mosaic Black Metallic 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,771 mi

Home delivery from Seffner, FL
Price includes $114 shipping
Good Deal

$33,108

Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
277 hp 3L I6 Diesel
Exterior color:
Black
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
100,306
Stock #:
TG275074A
VIN:
3GCUDCET6NG547741
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

100,306 mi

Delray Beach, FL
100 mi away
Fair Deal

$30,344

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:
White
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
8,880
Stock #:
28867639
VIN:
3GCUKCED0SG251611
White 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

8,880 mi

Store transfer to Fort Myers, FL
Price includes $1,399 shipping
Fair Deal

$47,397

Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
277 hp 3L I6 Diesel
Exterior color:
Summit White
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
57,775
Stock #:
T647752
VIN:
3GCUDCET7NG647752
Summit White 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,775 mi

West Palm Beach, FL
99 mi away
Good Deal

$35,994

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:
Northsky Blue Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Gideon/Very Dark Atmosphere
Transmission:
6-Speed Automatic Overdrive
Mileage:
27,264
Stock #:
268282A
VIN:
3GCPYCEF3LG442244
Northsky Blue Metallic 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$919

 

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

27,264 mi

Home delivery from Daytona Beach, FL
Price includes $614 shipping
Fair Deal

$37,406

$36,487

Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
23,866
Stock #:
SG271318
VIN:
3GCUKCE8XSG271318
Black 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

23,866 mi

Bartow, FL
95 mi away
Fair Deal

$45,200

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:
131,790
Stock #:
AM349890
VIN:
3GCPYCEF5MG349890
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

Sponsored Listing

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

131,790 mi

Hollywood, FL
98 mi away
Good Deal

$25,034

Page 1 of 6

FAQs

How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in 33913?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,273.35. The average price has decreased by -1.7% since last year. The 123 for sale near 33913 on CarGurus, range from $20,144 to $66,560 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in 33913 have no reported accidents or damage?
123 out of 123 for sale near 33913 have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 Custom Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 Custom Trail Boss gets between 15 and 24 MPG (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.

A better way to discover your best deal

Let us help you find a car you’ll love.

CarGurus Footer