Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near 32025
179 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Aluminum
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 100,391
- Stock #:
- 6496
- VIN:
- 1GCRYCEF0KZ260301
Sponsored by Brightway Auto Sales - Blanding
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
100,391 mi
Jacksonville, FL
51 mi away
Fair Deal
$24,698
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,031
- Stock #:
- 261336A
- VIN:
- 3GCUDCED2RG227329
New arrival
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,031 mi
Palm Coast, FL
92 mi away
Good Deal
$39,590
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 73,508
- Stock #:
- LZ305797
- VIN:
- 1GCPYCEH4LZ305797
Price drop
-$965
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,508 mi
Saint Augustine, FL
70 mi away
Good Deal
$28,364
$27,399
- 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 Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,445
- Stock #:
- SG168848
- VIN:
- 3GCPKCEK5SG168848
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,445 mi
Starke, FL
28 mi away
Fair Deal
$40,336
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 125,361
- Stock #:
- IT11270A
- VIN:
- 3GCPDCED7NG658319
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
125,361 mi
Gainesville, FL
31 mi away
Fair Deal
$27,946
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,287
- Stock #:
- CP19669
- VIN:
- 3GCPDCEKXRG176576
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,287 mi
Inverness, FL
86 mi away
Fair Deal
$39,733
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 58,737
- Stock #:
- N426540A
- VIN:
- 3GCUKCE83SG140277
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,737 mi
Jacksonville, FL
64 mi away
Fair Deal
$39,599
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 81,137
- Stock #:
- Z164948
- VIN:
- 1GCPYCEF5MZ164948
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
81,137 mi
Lake City, FL
11 mi away
Good Deal
$29,227
- Year:
- 2026
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4,297
- Stock #:
- WNV5556C
- VIN:
- 3GCPKCEK6TG192058
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
4,297 mi
Jacksonville, FL
58 mi away
Great Deal
$44,314
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 93,534
- Stock #:
- CCATLG1777
- VIN:
- 3GCPYCEF8LG177711
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,534 mi
Jacksonville, FL
62 mi away
Fair Deal
$27,738
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 121,622
- Stock #:
- UT4177B
- VIN:
- 1GCRYCEF1KZ419956
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
121,622 mi
Douglas, GA
98 mi away
Fair Deal
$23,294
- 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:
- Aluminum
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 100,391
- Stock #:
- 6496
- VIN:
- 1GCRYCEF0KZ260301
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
100,391 mi
Jacksonville, FL
51 mi away
Fair Deal
$24,698
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,031
- Stock #:
- 261336A
- VIN:
- 3GCUDCED2RG227329
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,031 mi
Palm Coast, FL
92 mi away
Good Deal
$39,590
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 27,027
- Stock #:
- P9108
- VIN:
- 3GCUKCED1SG248328
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,027 mi
Ocala, FL
66 mi away
Fair Deal
$41,561
- 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:
- 98,927
- Stock #:
- P300605A
- VIN:
- 1GCPYCEF1MZ277683
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
98,927 mi
Valdosta, GA
74 mi away
Good Deal
$29,228
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 133,391
- Stock #:
- 32929U
- VIN:
- 3GCPDCED7NG500143
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
133,391 mi
Jacksonville, FL
62 mi away
Good Deal
$25,895
- 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:
- Black
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 42,114
- Stock #:
- MG311737
- VIN:
- 3GCPYCEF5MG311737
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,114 mi
Home delivery from Corsicana, TX
Price includes $1,238 shipping
Good Deal
$30,222
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 73,508
- Stock #:
- LZ305797
- VIN:
- 1GCPYCEH4LZ305797
Price drop
-$965
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,508 mi
Saint Augustine, FL
70 mi away
Good Deal
$28,364
$27,399
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,538
- Stock #:
- C630350B
- VIN:
- 1GCPYCEF5KZ330527
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,538 mi
Home delivery from Dade City, FL
Price includes $372 shipping
Fair Deal
$30,453
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 38,493
- Stock #:
- MG26368A
- VIN:
- 3GCUDCED9RG321840
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,493 mi
Home delivery from Mount Dora, FL
Price includes $108 shipping
Fair Deal
$39,299
- 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:
- Northsky Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 124,423
- Stock #:
- LZ141713
- VIN:
- 1GCPYCEF8LZ141713
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
124,423 mi
Jacksonville, FL
66 mi away
Good Deal
$24,492
- 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:
- Lakeshore Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,430
- Stock #:
- P501583
- VIN:
- 3GCPDCEK5RG193804
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,430 mi
Home delivery from Albany, GA
Price includes $212 shipping
Fair Deal
$38,198
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,230
- Stock #:
- R10624A
- VIN:
- 3GCPDCEK5PG194044
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,230 mi
Home delivery from Buford, GA
Price includes $1,001 shipping
Great Deal
$34,626
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 26,063
- Stock #:
- SG216436T
- VIN:
- 3GCUKCED9SG216436
New arrival
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
26,063 mi
Saint Augustine, FL
76 mi away
Fair Deal
$43,123
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in 32025?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $25,665.67. The average price has decreased by -5.6% since last year. The 166 for sale near 32025 on CarGurus, range from $19,599 to $55,540 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in 32025 have no reported accidents or damage?
134 out of 166 for sale near 32025 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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