Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near 33905
149 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:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 14,211
- Stock #:
- C263580A
- VIN:
- 3GCUKCED7SG212305
Sponsored by Ferman Chevrolet of Brandon
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,211 mi
Tampa, FL
96 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:
- 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
92 mi away
Good Deal
$23,895
- 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:
- Cherry Red Tintcoat
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 107,027
- Stock #:
- MZ235837
- VIN:
- 1GCPYCEF1MZ235837
Price drop
-$890
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
107,027 mi
Estero, FL
17 mi away
Good Deal
$28,840
$27,950
- 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:
- Cherry Red Tintcoat
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 107,027
- Stock #:
- MZ235837
- VIN:
- 1GCPYCEF1MZ235837
Price drop
-$890
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
107,027 mi
Estero, FL
17 mi away
Good Deal
$28,840
$27,950
- 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
93 mi away
Great Deal
$19,985
- 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
96 mi away
Good Deal
$47,288
$46,288
- 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
Price drop
-$739
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,420 mi
Port Charlotte, FL
37 mi away
Great Deal
$37,060
$36,321
- 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 $318 shipping
Good Deal
$32,662
- 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 (Steel Metallic)
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 84,648
- Stock #:
- CP4531
- VIN:
- 3GCPYCEF3MG342260
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,648 mi
Punta Gorda, FL
25 mi away
Fair Deal
$32,758
- Year:
- 2024
- 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:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 42,178
- Stock #:
- A377441
- VIN:
- 3GCUDCE87RG377441
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,178 mi
Cape Coral, FL
13 mi away
Great Deal
$38,620
- 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
98 mi away
Great Deal
$35,992
- 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
92 mi away
Good Deal
$23,895
- 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 $212 shipping
Great Deal
$24,201
- 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:
- Automatic
- Mileage:
- 12,219
- Stock #:
- 3312033
- VIN:
- 3GCPKCEK2SG312033
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,219 mi
Lehigh Acres, FL
3 mi away
Good Deal
$43,488
- 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:
- 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 $166 shipping
Great Deal
$21,051
- 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
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 $221 shipping
Fair Deal
$35,975
- 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:
- 12,609
- Stock #:
- 19575B
- VIN:
- 3GCPKCEK4SG354574
Price drop
-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,609 mi
Home delivery from Marietta, GA
Price includes $792 shipping
Fair Deal
$44,579
$43,579
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,177
- Stock #:
- 331707D
- VIN:
- 3GCPKCEK5SG114322
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,177 mi
Home delivery from Winnsboro, LA
Price includes $708 shipping
Fair Deal
$42,910
- 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 $882 shipping
Good Deal
$29,872
- 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 $382 shipping
Fair Deal
$46,820
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 30,733
- Stock #:
- G400001A
- VIN:
- 3GCUDCEDXRG133053
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,733 mi
Home delivery from Miami, FL
Price includes $280 shipping
Good Deal
$41,269
- 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 (Steel Metallic)
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 84,648
- Stock #:
- CP4531
- VIN:
- 3GCPYCEF3MG342260
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,648 mi
Punta Gorda, FL
25 mi away
Fair Deal
$32,758
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in 33905?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,855.08. The average price has decreased by -0.7% since last year. The 143 for sale near 33905 on CarGurus, range from $20,123 to $67,527 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in 33905 have no reported accidents or damage?
135 out of 143 for sale near 33905 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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