Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearOsprey, FL
152 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
Sponsored by Kia of Cape Coral
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,178 mi
Cape Coral, FL
49 mi away
Great Deal
$38,910
- 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
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,264 mi
Tampa, FL
60 mi away
Fair Deal
$41,082
- 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
63 mi away
Fair Deal
$35,548
- 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:
- 51,065
- Stock #:
- 22696A
- VIN:
- 3GCPDCEK3PG106074
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,065 mi
Tampa, FL
58 mi away
Great Deal
$33,489
- 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 $234 shipping
Fair Deal
$35,988
- 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
53 mi away
Great Deal
$20,371
- 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
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
107,027 mi
Estero, FL
68 mi away
Good Deal
$28,850
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 62,769
- Stock #:
- 6628725A
- VIN:
- 3GCUDCED8RG264868
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,769 mi
Home delivery from Lexington, TN
Price includes $1,702 shipping
Fair Deal
$39,150
- 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
63 mi away
Fair Deal
$35,548
- 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:
- White
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,499
- Stock #:
- C10752A
- VIN:
- 1GCPYCEF4MZ371976
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,499 mi
Sarasota, FL
8 mi away
Fair Deal
$36,020
- 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:
- 10,446
- Stock #:
- 268208A
- VIN:
- 3GCPDCEK3RG424618
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
10,446 mi
Home delivery from Daytona Beach, FL
Price includes $533 shipping
Fair Deal
$43,406
$42,406
- 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
54 mi away
Fair Deal
$41,188
- 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
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,420 mi
Port Charlotte, FL
21 mi away
Great Deal
$38,410
- 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
Price drop
-$500
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,480 mi
Home delivery from Miami, FL
Price includes $326 shipping
Great Deal
$24,315
$23,815
- 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
-$5,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,235 mi
Tampa, FL
53 mi away
Good Deal
$52,288
$47,288
- 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:
- Blue
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,312
- Stock #:
- Z206955
- VIN:
- 1GCRYCEF6LZ206955
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
68,312 mi
Home delivery from Houston, TX
Price includes $1,215 shipping
Fair Deal
$30,438
- 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
60 mi away
Good Deal
$48,287
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- White
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 55,891
- Stock #:
- 28383303
- VIN:
- 3GCPYCEK2NG201923
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,891 mi
Store transfer to Bradenton, FL
Price includes $1,599 shipping
Fair Deal
$34,597
- 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
49 mi away
Great Deal
$38,910
- 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
60 mi away
Fair Deal
$41,082
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 11,945
- Stock #:
- J260520329T1
- VIN:
- 3GCUDCED8RG329671
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,945 mi
Home delivery from Miami Lakes, FL
Price includes $486 shipping
Good Deal
$42,734
- 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
33 mi away
Fair Deal
$33,783
- 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 $474 shipping
Fair Deal
$33,218
- 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
53 mi away
Fair Deal
$47,788
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Osprey, FL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,923.90. The average price has decreased by -0.6% since last year. The 142 for sale near Osprey, FL on CarGurus, range from $20,448 to $64,524 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Osprey, FL have no reported accidents or damage?
129 out of 142 for sale near Osprey, 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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