Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearWesley Chapel, FL
153 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:
- Cypress Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 22,208
- Stock #:
- 264412A
- VIN:
- 3GCUKCED2SG208873
Sponsored by Huston Cadillac GMC
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,208 mi
Lake Wales, FL
47 mi away
Fair Deal
$46,541
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,408
- Stock #:
- RF233277T
- VIN:
- 3GCPDCEK1RG233277
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,408 mi
Tampa, FL
14 mi away
Good Deal
$37,072
- Year:
- 2022
- 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:
- 48,832
- Stock #:
- NZ224269
- VIN:
- 1GCPYCEK3NZ224269
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,832 mi
New Port Richey, FL
25 mi away
Fair Deal
$36,706
- 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:
- 88,681
- Stock #:
- G199121T
- VIN:
- 3GCPYCEF9LG199121
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
88,681 mi
Home delivery from Deland, FL
Price includes $140 shipping
Great Deal
$25,916
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 55,918
- Stock #:
- EA19654B
- VIN:
- 3GCPDCEDXNG687376
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,918 mi
Clermont, FL
43 mi away
Fair Deal
$38,080
- 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
15 mi away
Good Deal
$34,979
- 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
19 mi away
Great Deal
$20,881
- 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:
- Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 429
- Stock #:
- PF4630
- VIN:
- 3GCPKCEK8TG128037
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
429 mi
Clearwater, FL
29 mi away
Good Deal
$46,280
- 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:
- SHADOW GRAY METALLIC
- Fuel type:
- Gasoline
- Mileage:
- 40,520
- Stock #:
- KKZ293445
- VIN:
- 1GCRYCEF2KZ293445
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
40,520 mi
Clermont, FL
46 mi away
Fair Deal
$33,716
- 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:
- 22,208
- Stock #:
- 264412A
- VIN:
- 3GCUKCED2SG208873
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,208 mi
Lake Wales, FL
47 mi away
Fair Deal
$46,541
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 7,021
- Stock #:
- S5221
- VIN:
- 3GCUDCE80RG406004
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,021 mi
Home delivery from Palm Coast, FL
Price includes $549 shipping
Good Deal
$44,191
- 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:
- 19,818
- Stock #:
- G399240A
- VIN:
- 3GCUDCEDXRG445180
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,818 mi
Home delivery from Jacksonville, FL
Price includes $149 shipping
Good Deal
$44,439
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 53,768
- Stock #:
- PM174391
- VIN:
- 1GCPYCEL0NZ174391
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,768 mi
Home delivery from Pleasantville, NJ
Price includes $1,866 shipping
Fair Deal
$37,311
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 99,802
- Stock #:
- 160815
- VIN:
- 3GCPYCEH1LG262679
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,802 mi
Home delivery from Orlando, FL
Price includes $57 shipping
Great Deal
$25,754
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 59,609
- Stock #:
- W167457
- VIN:
- 1GCPYCEF3LZ167457
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,609 mi
Home delivery from West Valley City, UT
Price includes $1,884 shipping
Fair Deal
$33,511
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 98,291
- Stock #:
- NG192944
- VIN:
- 3GCPYCEK7NG192944
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
98,291 mi
Home delivery from Nokomis, FL
Price includes $111 shipping
Good Deal
$29,046
- 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
Price drop
-$1,057
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
2,592 mi
Tampa, FL
14 mi away
Good Deal
$50,069
$49,012
- 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
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
10,446 mi
Home delivery from Daytona Beach, FL
Price includes $332 shipping
Fair Deal
$44,123
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Red Hot
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,453
- Stock #:
- ZC26344
- VIN:
- 1GCPYCEK2NZ120128
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,453 mi
Home delivery from Hicksville, OH
Price includes $1,144 shipping
Good Deal
$33,379
- 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:
- Red Hot
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 60,683
- Stock #:
- PZ378921
- VIN:
- 1GCPYCEF7KZ378921
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,683 mi
Home delivery from Cordele, GA
Price includes $408 shipping
Fair Deal
$31,803
- 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 $412 shipping
Great Deal
$24,901
- 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
18 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:
- 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
20 mi away
Fair Deal
$41,488
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 65,484
- Stock #:
- C162950A
- VIN:
- 3GCPYCEF4MG162950
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
65,484 mi
Wesley Chapel, FL
4 mi away
Good Deal
$32,635
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Wesley Chapel, FL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,074.75. The average price has decreased by -0.6% since last year. The 154 for sale near Wesley Chapel, FL on CarGurus, range from $20,881 to $63,919 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Wesley Chapel, FL have no reported accidents or damage?
148 out of 154 for sale near Wesley Chapel, 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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