Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Winter Springs, FL
136 results
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 95,178
- Stock #:
- 148558
- VIN:
- 3GCPYCEH9MG148558
Sponsored by Latinos Motor of Orlando
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,178 mi
Orlando, FL
17 mi away
Great Deal
$26,988
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,876
- Stock #:
- 106550T
- VIN:
- 3GCPDCEK9PG106550
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,876 mi
Saint Cloud, FL
30 mi away
Good Deal
$36,670
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,584
- Stock #:
- 180209T
- VIN:
- 3GCPKCEK9SG180209
Price drop
-$1,016
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,584 mi
Orlando, FL
23 mi away
Good Deal
$44,197
$43,181
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,876
- Stock #:
- 106550T
- VIN:
- 3GCPDCEK9PG106550
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,876 mi
Saint Cloud, FL
30 mi away
Good Deal
$36,670
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,725
- Stock #:
- P13746A
- VIN:
- 3GCPDCEK4PG170463
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,725 mi
Home delivery from Roswell, GA
Price includes $820 shipping
Fair Deal
$34,560
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 116,709
- Stock #:
- D11212
- VIN:
- 3GCPYCEFXKG115726
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
116,709 mi
Home delivery from Mt Juliet, TN
Price includes $900 shipping
Good Deal
$24,289
- 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:
- 55,918
- Stock #:
- EA19654B
- VIN:
- 3GCPDCEDXNG687376
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,918 mi
Clermont, FL
29 mi away
Fair Deal
$38,217
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,079
- Stock #:
- SG338349A
- VIN:
- 3GCPKCEK5SG338349
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,079 mi
Sanford, FL
9 mi away
Fair Deal
$44,633
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,584
- Stock #:
- 180209T
- VIN:
- 3GCPKCEK9SG180209
Price drop
-$1,016
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,584 mi
Orlando, FL
23 mi away
Good Deal
$44,197
$43,181
- 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:
- 99,746
- Stock #:
- 160815
- VIN:
- 3GCPYCEH1LG262679
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,746 mi
Orlando, FL
16 mi away
Good Deal
$25,697
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 29,393
- Stock #:
- U719
- VIN:
- 3GCPDCED3NG582758
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,393 mi
Fruitland Park, FL
41 mi away
Fair Deal
$39,693
- 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
Price drop
-$1,025
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
2,325 mi
Home delivery from Delray Beach, FL
Price includes $513 shipping
Great Deal
$47,857
$46,832
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,488
- Stock #:
- 268208A
- VIN:
- 3GCPDCEK3RG424618
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
10,488 mi
Daytona Beach, FL
39 mi away
Fair Deal
$43,792
- 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:
- 14,797
- Stock #:
- 150127A_1
- VIN:
- 3GCPDCEK5RG150127
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,797 mi
Home delivery from Sykesville, MD
Price includes $900 shipping
Fair Deal
$42,194
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 49,927
- Stock #:
- 235486T
- VIN:
- 3GCUDCED7PG235486
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,927 mi
Orlando, FL
23 mi away
Fair Deal
$40,241
- 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:
- Silver Ice Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 115,642
- Stock #:
- LG101823
- VIN:
- 3GCPYCEF2LG101823
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
115,642 mi
Winter Park, FL
5 mi away
Fair Deal
$26,194
- 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
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,771 mi
Home delivery from Seffner, FL
Price includes $82 shipping
Great Deal
$32,566
- 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:
- Automatic
- Mileage:
- 14,105
- Stock #:
- P9991
- VIN:
- 3GCUKCED5SG215235
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,105 mi
Home delivery from Jacksonville, FL
Price includes $174 shipping
Fair Deal
$47,003
- 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:
- 69,165
- Stock #:
- T7117A
- VIN:
- 3GCUDCED9RG103042
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
69,165 mi
Eustis, FL
28 mi away
Fair Deal
$38,526
- 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:
- Summit White
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 46,331
- Stock #:
- P9951
- VIN:
- 3GCPYCEF7MG166331
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,331 mi
Home delivery from Jacksonville, FL
Price includes $174 shipping
Good Deal
$35,438
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,775
- Stock #:
- 5019
- VIN:
- 1GCPYCEF0LZ168095
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,775 mi
Home delivery from Burton, MI
Price includes $996 shipping
Good Deal
$30,146
- 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:
- Jet Black Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 22,274
- Stock #:
- 35361AT
- VIN:
- 3GCPKCEK6SG154263
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,274 mi
Deland, FL
22 mi away
Fair Deal
$42,077
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 133,123
- Stock #:
- 374625
- VIN:
- 1GCRYCEF4KZ374625
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
133,123 mi
Home delivery from Brandon, FL
Price includes $123 shipping
Good Deal
$20,113
- 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:
- Jet Black Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 27,287
- Stock #:
- P1992T
- VIN:
- 3GCPDCEK0RG153498
New arrival
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,287 mi
Deland, FL
22 mi away
Fair Deal
$40,297
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Winter Springs, FL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,250.55. The average price has decreased by -1.5% since last year. The 136 for sale near Winter Springs, FL on CarGurus, range from $20,113 to $66,510 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Winter Springs, FL have no reported accidents or damage?
136 out of 136 for sale near Winter Springs, 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 (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
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