Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearSydney, FL
156 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:
- 310 hp 2.7L I4
- Exterior color:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,032
- Stock #:
- A356009
- VIN:
- 3GCPKCEK5SG356009
Sponsored by Jerry Ulm Chrysler Dodge Jeep Ram
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,032 mi
Tampa, FL
18 mi away
Fair Deal
$40,982
- 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:
- 140,550
- Stock #:
- U729803A
- VIN:
- 1GCPYCEF3MZ252882
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
140,550 mi
Winter Haven, FL
30 mi away
Good Deal
$23,895
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 14,211
- Stock #:
- C263580A
- VIN:
- 3GCUKCED7SG212305
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,211 mi
Tampa, FL
9 mi away
Fair Deal
$47,788
- 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:
- 6,235
- Stock #:
- C263223A
- VIN:
- 3GCUKCED9SG292772
Price drop
-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,235 mi
Tampa, FL
9 mi away
Good Deal
$47,288
$46,288
- 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
Brandon, FL
5 mi away
Great Deal
$19,985
- 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:
- 140,550
- Stock #:
- U729803A
- VIN:
- 1GCPYCEF3MZ252882
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
140,550 mi
Winter Haven, FL
30 mi away
Good Deal
$23,895
- 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:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,032
- Stock #:
- A356009
- VIN:
- 3GCPKCEK5SG356009
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,032 mi
Tampa, FL
18 mi away
Fair Deal
$40,982
- Year:
- 2026
- 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:
- 2,592
- Stock #:
- G305801A
- VIN:
- 3GCUKCED5TG106307
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
2,592 mi
Tampa, FL
17 mi away
Good Deal
$48,192
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 48,518
- Stock #:
- 5153
- VIN:
- 3GCUDCED9PG302640
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,518 mi
Seffner, FL
6 mi away
Great Deal
$35,992
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 9,197
- Stock #:
- SG359909
- VIN:
- 3GCUKCED6SG359909
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
9,197 mi
Home delivery from Forney, TX
Price includes $1,365 shipping
Fair Deal
$47,511
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 104,480
- Stock #:
- 4164132A
- VIN:
- 1GCPYCEF0LZ179663
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,480 mi
Home delivery from Miami, FL
Price includes $372 shipping
Great Deal
$24,361
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 85,183
- Stock #:
- TKE40312A
- VIN:
- 1GCPYCEL3MZ279358
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,183 mi
Home delivery from Delray Beach, FL
Price includes $501 shipping
Good Deal
$32,845
- 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:
- Brown
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 141,315
- Stock #:
- 435347C
- VIN:
- 3GCPYCEF9MG435347
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
141,315 mi
Home delivery from Orlando, FL
Price includes $91 shipping
Great Deal
$20,976
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Red Hot
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 16,815
- Stock #:
- 26C636B
- VIN:
- 3GCUKCE87SG212808
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,815 mi
Home delivery from Jacksonville, FL
Price includes $249 shipping
Fair Deal
$48,873
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 55,264
- Stock #:
- A628177C
- VIN:
- 3GCUDCED0RG145647
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,264 mi
Tampa, FL
16 mi away
Fair Deal
$40,805
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 63,135
- Stock #:
- MG325895
- VIN:
- 3GCPYCEL8MG325895
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,135 mi
Plant City, FL
8 mi away
Fair Deal
$35,521
- 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:
- Red
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 53,937
- Stock #:
- Z106884
- VIN:
- 1GCPYCEL2NZ106884
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,937 mi
Store transfer to Brandon, FL
Price includes $50 shipping
Great Deal
$33,447
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 48,090
- Stock #:
- 26T329C
- VIN:
- 1GCPYCEF1MZ253741
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,090 mi
Home delivery from Melbourne, FL
Price includes $176 shipping
Fair Deal
$35,930
- 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
Home delivery from Orlando, FL
Price includes $500 shipping
Good Deal
$38,695
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Fuel type:
- Gasoline
- Mileage:
- 97,494
- Stock #:
- AP001168
- VIN:
- 1GCPYCEL9MZ130212
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,494 mi
Home delivery from Fairfax, VA
Price includes $809 shipping
Fair Deal
$29,799
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,155
- Stock #:
- 1T26421A
- VIN:
- 3GCPDCEKXRG445742
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,155 mi
Lake Wales, FL
37 mi away
Fair Deal
$43,394
- 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:
- 73,178
- Stock #:
- Z240465
- VIN:
- 1GCPYCEF4MZ240465
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,178 mi
Port Richey, FL
38 mi away
Fair Deal
$33,896
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 14,211
- Stock #:
- C263580A
- VIN:
- 3GCUKCED7SG212305
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,211 mi
Tampa, FL
9 mi away
Fair Deal
$47,788
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 63,135
- Stock #:
- MG325895
- VIN:
- 3GCPYCEL8MG325895
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,135 mi
Plant City, FL
8 mi away
Fair Deal
$35,521
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Sydney, FL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,865.22. The average price has decreased by -0.7% since last year. The 156 for sale near Sydney, FL on CarGurus, range from $19,985 to $67,308 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Sydney, FL have no reported accidents or damage?
142 out of 156 for sale near Sydney, 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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