Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearPonte Vedra Beach, FL
152 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Red Hot
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 6,488
- Stock #:
- 26C1373A
- VIN:
- 3GCUKCE80TG120733
Sponsored by Nimnicht Chevrolet
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,488 mi
Jacksonville, FL
21 mi away
Good Deal
$48,868
- 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 Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
100,391 mi
Jacksonville, FL
21 mi away
Fair Deal
$24,698
- 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
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 61,498
- Stock #:
- MG134350T
- VIN:
- 3GCPYCEF5MG134350
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
61,498 mi
Saint Augustine, FL
27 mi away
Good Deal
$32,005
- 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:
- 7,035
- Stock #:
- WOP2030
- VIN:
- 3GCPKCEK8SG332030
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,035 mi
Jacksonville, FL
15 mi away
Great Deal
$43,011
- 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
Price drop
-$1,488
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
4,297 mi
Jacksonville, FL
15 mi away
Good Deal
$47,290
$45,802
- 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
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 61,498
- Stock #:
- MG134350T
- VIN:
- 3GCPYCEF5MG134350
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
61,498 mi
Saint Augustine, FL
27 mi away
Good Deal
$32,005
- 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:
- 53,088
- Stock #:
- 269191
- VIN:
- 3GCUKCE82SG218192
Price drop
-$1,750
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,088 mi
Home delivery from Winter Haven, FL
Price includes $471 shipping
Good Deal
$41,957
$40,207
- 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 $1,340 shipping
Good Deal
$32,454
- 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
21 mi away
Fair Deal
$24,698
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 113,107
- Stock #:
- 39120359
- VIN:
- 3GCUDCED6PG120359
New arrival
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
113,107 mi
Home delivery from Lake Wales, FL
Price includes $164 shipping
Great Deal
$26,589
- 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
11 mi away
Fair Deal
$28,996
- 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:
- 20,909
- Stock #:
- 330654T
- VIN:
- 3GCPKCEK3SG330654
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,909 mi
Home delivery from Orlando, FL
Price includes $500 shipping
Good Deal
$40,786
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 55,286
- Stock #:
- 261236A
- VIN:
- 1GCRYCEF6KZ258438
Price drop
-$1,252
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
55,286 mi
Home delivery from Palm Coast, FL
Price includes $149 shipping
Good Deal
$30,591
$29,339
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 61,843
- Stock #:
- 3U1795
- VIN:
- 1GCPYCEF3MZ358300
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
61,843 mi
Home delivery from Lenoir, NC
Price includes $417 shipping
Fair Deal
$34,396
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 78,168
- Stock #:
- 24733
- VIN:
- 3GCUDCED6PG220266
Price drop
-$650
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
78,168 mi
Home delivery from Monroe, NC
Price includes $338 shipping
Great Deal
$32,884
$32,234
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,992
- Stock #:
- 144813B
- VIN:
- 1GCPYCEK5NZ144813
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,992 mi
Home delivery from Dallas, TX
Price includes $926 shipping
Fair Deal
$27,651
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 129,857
- Stock #:
- 119868
- VIN:
- 1GCPYCEL3NZ119868
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
129,857 mi
Home delivery from Orlando, FL
Price includes $183 shipping
Good Deal
$25,080
- 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:
- 80,293
- Stock #:
- MP514
- VIN:
- 3GCPDCED2NG670006
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,293 mi
Home delivery from Orlando, FL
Price includes $399 shipping
Good Deal
$32,085
- 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:
- 111,379
- Stock #:
- 29504993
- VIN:
- 3GCPDCED8NG504993
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
111,379 mi
Home delivery from Lake Wales, FL
Price includes $164 shipping
Fair Deal
$28,389
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 6,289
- Stock #:
- APSG292772
- VIN:
- 3GCUKCED9SG292772
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,289 mi
Home delivery from Pinellas Park, FL
Price includes $364 shipping
Fair Deal
$45,860
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 55,789
- Stock #:
- 105367
- VIN:
- 1GCRYCEF7KZ249845
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
55,789 mi
Home delivery from Knoxville, TN
Price includes $640 shipping
Good Deal
$29,132
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 106,901
- Stock #:
- 70221848
- VIN:
- 3GCPDCEKXRG255469
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
106,901 mi
Store transfer to Jacksonville, FL
Price includes $1,699 shipping
Fair Deal
$30,697
- 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
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 41,657
- Stock #:
- 20325
- VIN:
- 1GCPYCEF4MZ289181
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,657 mi
Home delivery from Mesa, AZ
Price includes $1,793 shipping
Fair Deal
$35,283
- 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
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,534 mi
Jacksonville, FL
11 mi away
Fair Deal
$28,996
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Ponte Vedra Beach, FL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,020.40. The average price has decreased by -4.9% since last year. The 154 for sale near Ponte Vedra Beach, FL on CarGurus, range from $18,913 to $62,813 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Ponte Vedra Beach, FL have no reported accidents or damage?
139 out of 154 for sale near Ponte Vedra Beach, 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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