Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near North Port, FL
149 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:
- 355 hp 5.3L V8
- Exterior color:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,543
- Stock #:
- C264466A
- VIN:
- 3GCUDCED2RG347986
New arrival
Sponsored by Ferman Chevrolet of Brandon
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
68,543 mi
Tampa, FL
66 mi away
Fair Deal
$38,387
- 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:
- 7,558
- Stock #:
- CP1616
- VIN:
- 3GCPDCEK6RG364740
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,558 mi
Venice, FL
13 mi away
Fair Deal
$42,526
- 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:
- Shadow Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 48,612
- Stock #:
- C274627A
- VIN:
- 1GCPYCEF9MZ274627
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,612 mi
Wesley Chapel, FL
86 mi away
Great Deal
$33,154
- 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:
- 35,011
- Stock #:
- 1433P1140
- VIN:
- 3GCUDCED7RG114718
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,011 mi
Venice, FL
13 mi away
Great Deal
$39,863
- 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
70 mi away
Great Deal
$32,992
- 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
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,264 mi
Tampa, FL
75 mi away
Great Deal
$36,991
- 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:
- Red Hot
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 84,961
- Stock #:
- C630228A
- VIN:
- 1GCPYCEH5LZ139161
Price drop
-$920
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,961 mi
Dade City, FL
91 mi away
Good Deal
$28,805
$27,885
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Ash
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 89,707
- Stock #:
- EE59834A
- VIN:
- 3GCUDCET2NG562060
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
89,707 mi
Seffner, FL
70 mi away
Good Deal
$31,308
- 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
95 mi away
Good Deal
$31,796
- 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:
- Cypress Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 22,578
- Stock #:
- 429251A
- VIN:
- 3GCUKCED2SG208873
Price drop
-$2,147
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,578 mi
Avon Park, FL
60 mi away
Good Deal
$43,999
$42,999
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 33,587
- Stock #:
- 30000562
- VIN:
- 3GCPDCED0NG677598
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,587 mi
Clearwater, FL
77 mi away
Good Deal
$38,113
- 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
47 mi away
Good Deal
$26,840
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 27,659
- Stock #:
- C264245A
- VIN:
- 3GCUDCED7RG321383
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,659 mi
Tampa, FL
66 mi away
Fair Deal
$42,887
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 89,375
- Stock #:
- 268970A
- VIN:
- 1GCPYCEF7LZ259431
Price drop
-$1,000
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
89,375 mi
Home delivery from Daytona Beach, FL
Price includes $543 shipping
Fair Deal
$30,415
$29,415
- 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:
- 23,383
- Stock #:
- VS81117
- VIN:
- 1GCPYCEF5LZ181117
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,383 mi
Clearwater, FL
78 mi away
Fair Deal
$35,793
- 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:
- 7,558
- Stock #:
- CP1616
- VIN:
- 3GCPDCEK6RG364740
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,558 mi
Venice, FL
13 mi away
Fair Deal
$42,526
- 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:
- 68,543
- Stock #:
- C264466A
- VIN:
- 3GCUDCED2RG347986
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
68,543 mi
Tampa, FL
66 mi away
Fair Deal
$38,387
- 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:
- Red Hot
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 8,752
- Stock #:
- MZ235516
- VIN:
- 1GCPYCEF3MZ235516
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,752 mi
Clearwater, FL
78 mi away
Good Deal
$37,704
- 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:
- 70,388
- Stock #:
- 313046
- VIN:
- 3GCUDCED8PG313046
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,388 mi
Home delivery from Euless, TX
Price includes $1,757 shipping
Good Deal
$34,028
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,703
- Stock #:
- 9217
- VIN:
- 3GCPKCEK9SG334188
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
5,703 mi
Home delivery from Excelsior Springs, MO
Price includes $1,975 shipping
Great Deal
$39,875
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 17,522
- Stock #:
- 41261875A
- VIN:
- 3GCPDCEK1RG438923
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
17,522 mi
Home delivery from Orlando, FL
Price includes $250 shipping
Fair Deal
$41,115
- 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
$32,647
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 59,206
- Stock #:
- CF18364
- VIN:
- 3GCPDCED8NG572405
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,206 mi
Tampa, FL
66 mi away
Fair Deal
$37,287
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 59,206
- Stock #:
- CF18364
- VIN:
- 3GCPDCED8NG572405
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,206 mi
Tampa, FL
66 mi away
Fair Deal
$37,287
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in North Port, FL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,488.98. The average price has decreased by -2.1% since last year. The 139 for sale near North Port, FL on CarGurus, range from $21,158 to $65,351 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in North Port, FL have no reported accidents or damage?
138 out of 139 for sale near North Port, 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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