Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearSaint Cloud, FL
164 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 53,088
- Stock #:
- 269191
- VIN:
- 3GCUKCE82SG218192
Price drop
-$1,750
Sponsored by Chevrolet Center Incorporated
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,088 mi
Winter Haven, FL
31 mi away
Fair Deal
$41,486
$39,736
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 99,802
- Stock #:
- 160815
- VIN:
- 3GCPYCEH1LG262679
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,802 mi
Orlando, FL
18 mi away
Fair Deal
$24,699
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,176
- Stock #:
- PG361194
- VIN:
- 3GCPDCEK5PG361194
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,176 mi
Sanford, FL
39 mi away
Good Deal
$33,505
- 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
- Transmission:
- Automatic
- Mileage:
- 113,107
- Stock #:
- 39120359
- VIN:
- 3GCUDCED6PG120359
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
113,107 mi
Lake Wales, FL
29 mi away
Great Deal
$26,425
- 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:
- Silver
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 102,217
- Stock #:
- Z321025
- VIN:
- 1GCPYCEF9MZ321025
Price drop
-$1,000
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
102,217 mi
West Melbourne, FL
37 mi away
Good Deal
$27,281
$26,281
- Year:
- 2025
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,909
- Stock #:
- 330654T
- VIN:
- 3GCPKCEK3SG330654
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,909 mi
Orlando, FL
12 mi away
Good Deal
$40,286
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 53,088
- Stock #:
- 269191
- VIN:
- 3GCUKCE82SG218192
Price drop
-$1,750
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,088 mi
Winter Haven, FL
31 mi away
Fair Deal
$41,486
$39,736
- 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:
- 129,857
- Stock #:
- 119868
- VIN:
- 1GCPYCEL3NZ119868
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
129,857 mi
Orlando, FL
15 mi away
Good Deal
$24,897
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Cloth seat trim
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,812
- Stock #:
- TG337330A
- VIN:
- 3GCPDCEK9RG153578
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,812 mi
Sanford, FL
40 mi away
Great Deal
$38,493
$37,493
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 122,004
- Stock #:
- 2M26280A
- VIN:
- 1GCPYCEF7KZ342954
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
122,004 mi
Lake Wales, FL
29 mi away
Good Deal
$22,994
- Year:
- 2025
- 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:
- 30,151
- Stock #:
- DT26889A
- VIN:
- 3GCPKCEK7SG147662
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,151 mi
Mount Dora, FL
46 mi away
Fair Deal
$39,998
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 64,994
- Stock #:
- 143231
- VIN:
- 1GCPYCEK0NZ143231
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
64,994 mi
Orlando, FL
17 mi away
Great Deal
$25,500
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,046
- Stock #:
- PG204255
- VIN:
- 3GCPDCEK4PG204255
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,046 mi
Winter Park, FL
26 mi away
Great Deal
$34,894
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 111,379
- Stock #:
- 29504993
- VIN:
- 3GCPDCED8NG504993
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
111,379 mi
Lake Wales, FL
29 mi away
Fair Deal
$28,225
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 42,114
- Stock #:
- MG311737
- VIN:
- 3GCPYCEF5MG311737
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,114 mi
Home delivery from Corsicana, TX
Price includes $1,404 shipping
Good Deal
$32,519
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,176
- Stock #:
- PG361194
- VIN:
- 3GCPDCEK5PG361194
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,176 mi
Sanford, FL
39 mi away
Good Deal
$33,505
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 99,802
- Stock #:
- 160815
- VIN:
- 3GCPYCEH1LG262679
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,802 mi
Orlando, FL
18 mi away
Fair Deal
$24,699
- Year:
- 2025
- 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:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 23,150
- Stock #:
- 145934T
- VIN:
- 3GCUKCE85SG145934
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,150 mi
Saint Cloud, FL
2 mi away
Good Deal
$41,630
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 16,235
- Stock #:
- 1480101A
- VIN:
- 3GCUDCED3RG121052
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,235 mi
Home delivery from Miami, FL
Price includes $372 shipping
Great Deal
$37,862
- Year:
- 2025
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7,035
- Stock #:
- WOP2030
- VIN:
- 3GCPKCEK8SG332030
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,035 mi
Home delivery from Jacksonville, FL
Price includes $143 shipping
Fair Deal
$43,154
- 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:
- Blue Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 112,557
- Stock #:
- G122352C
- VIN:
- 3GCPYCEF7MG292818
Price drop
-$1,998
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
112,557 mi
Home delivery from Miami, FL
Price includes $372 shipping
Great Deal
$22,362
$21,862
- 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:
- 55,286
- Stock #:
- 261236A
- VIN:
- 1GCRYCEF6KZ258438
Price drop
-$1,252
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
55,286 mi
Home delivery from Palm Coast, FL
Price includes $149 shipping
Fair Deal
$30,591
$29,339
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 61,843
- Stock #:
- 3U1795
- VIN:
- 1GCPYCEF3MZ358300
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
61,843 mi
Home delivery from Lenoir, NC
Price includes $562 shipping
Fair Deal
$34,051
- Year:
- 2025
- 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:
- 30,151
- Stock #:
- DT26889A
- VIN:
- 3GCPKCEK7SG147662
New arrival
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,151 mi
Mount Dora, FL
46 mi away
Fair Deal
$39,998
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Saint Cloud, FL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,005.59. The average price has decreased by -5% since last year. The 169 for sale near Saint Cloud, FL on CarGurus, range from $17,498 to $62,896 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Saint Cloud, FL have no reported accidents or damage?
145 out of 169 for sale near Saint Cloud, FL 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/MPGe.
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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