Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearBostwick, FL
159 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 61,092
- Stock #:
- BY24546
- VIN:
- 3GCPYCEK1NG202836
Sponsored by Arlington Toyota
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
61,092 mi
Jacksonville, FL
39 mi away
Good Deal
$32,442
- 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
Price drop
-$2,044
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,488 mi
Jacksonville, FL
36 mi away
Good Deal
$47,985
$47,124
- 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:
- 58,192
- Stock #:
- RG294923
- VIN:
- 3GCPDCEK3RG294923
New arrival
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,192 mi
Saint Augustine, FL
17 mi away
Good Deal
$36,399
- 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 $172 shipping
Good Deal
$30,045
$29,045
- 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:
- 61,092
- Stock #:
- BY24546
- VIN:
- 3GCPYCEK1NG202836
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
61,092 mi
Jacksonville, FL
39 mi away
Good Deal
$32,442
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,757
- Stock #:
- SG168938
- VIN:
- 3GCPKCEK6SG168938
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,757 mi
Jacksonville, FL
28 mi away
Good Deal
$40,989
- 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:
- Red
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 12,402
- Stock #:
- RG143148A
- VIN:
- 3GCPDCEK0RG143148
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,402 mi
Gainesville, FL
41 mi away
Good Deal
$40,533
- 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
Price drop
-$2,044
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,488 mi
Jacksonville, FL
36 mi away
Good Deal
$47,985
$47,124
- 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
Home delivery from Avon Park, FL
Price includes $224 shipping
Good Deal
$44,223
$43,222
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,775
- Stock #:
- 5019
- VIN:
- 1GCPYCEF0LZ168095
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,775 mi
Home delivery from Burton, MI
Price includes $919 shipping
Good Deal
$29,819
- 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:
- GRY
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 62,918
- Stock #:
- 11258
- VIN:
- 3GCPDCED1NG673222
Price drop
-$1,266
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Price includes $785 shipping
Good Deal
$36,633
$35,367
- 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:
- SAND DUNE METALLIC
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,341
- Stock #:
- DN680533
- VIN:
- 3GCPDCED9NG680533
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
98,341 mi
Home delivery from Houston, TX
Price includes $745 shipping
Fair Deal
$31,540
- 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
36 mi away
Good Deal
$45,076
- 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 $1,751 shipping
Great Deal
$39,651
- 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 $1,685 shipping
Great Deal
$33,956
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,389
- Stock #:
- 103642
- VIN:
- 3GCPDCEK6RG103642
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,389 mi
Home delivery from Mobile, AL
Price includes $806 shipping
Fair Deal
$35,001
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 63,718
- Stock #:
- T655610A
- VIN:
- 3GCUDCET5NG655610
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,718 mi
Home delivery from West Palm Beach, FL
Free home delivery
Fair Deal
$36,094
- 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
Price drop
-$2,296
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
17,522 mi
Home delivery from Orlando, FL
Price includes $170 shipping
Good Deal
$42,144
$41,035
- 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:
- 78,167
- Stock #:
- 24733
- VIN:
- 3GCUDCED6PG220266
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
78,167 mi
Home delivery from Monroe, NC
Price includes $372 shipping
Fair Deal
$35,668
- 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:
- 58,192
- Stock #:
- RG294923
- VIN:
- 3GCPDCEK3RG294923
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,192 mi
Saint Augustine, FL
17 mi away
Good Deal
$36,399
- 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
Home delivery from Port Richey, FL
Price includes $399 shipping
Good Deal
$32,195
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,746
- Stock #:
- 28816574
- VIN:
- 3GCUDCED3PG360145
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,746 mi
Store transfer to Jacksonville, FL
Price includes $1,999 shipping
Fair Deal
$41,997
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Red
- Fuel type:
- Diesel
- Interior color:
- Black
- Mileage:
- 110,590
- Stock #:
- 301317
- VIN:
- 3GCUDCE84PG301317
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
110,590 mi
Home delivery from Euless, TX
Price includes $1,404 shipping
Good Deal
$29,847
- 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
32 mi away
Fair Deal
$25,398
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Bostwick, 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 159 for sale near Bostwick, FL on CarGurus, range from $21,162 to $65,302 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Bostwick, FL have no reported accidents or damage?
149 out of 159 for sale near Bostwick, 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.
Relevant articles
CarGurus Editorial Team
Best Truck Lease Deals in September 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.
CarGurus Editorial Team
Best Car Deals in September 2026
In the market for a new or used car this year? Whether you’re looking to buy or lease, we’ve collated a list of the best car deals available this month.
CarGurus Editorial Team
Car Deals with 0% APR in September 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
Chevrolet Silverado 1500 LT in Bostwick FLChevrolet Silverado 1500 RST in Bostwick FLChevrolet Silverado 1500 LTZ in Bostwick FLChevrolet Silverado 1500 LT Trail Boss in Bostwick FLChevrolet Silverado 1500 LT1 in Bostwick FLChevrolet Silverado 1500 Custom in Bostwick FLChevrolet Silverado 1500 High Country in Bostwick FLChevrolet Silverado 1500 Custom Trail Boss in Bostwick FLChevrolet Silverado 1500 Work Truck in Bostwick FL
Chevrolet Silverado 1500 in Saint Augustine FLChevrolet Silverado 1500 in Jacksonville FLChevrolet Silverado 1500 in Gainesville FLChevrolet Silverado 1500 in Ocala FLChevrolet Silverado 1500 in Daytona Beach FLChevrolet Silverado 1500 in Lake City FLChevrolet Silverado 1500 in Leesburg FLChevrolet Silverado 1500 in Crystal River FLChevrolet Silverado 1500 in Orlando FL
Chevrolet Silverado 1500 in Bostwick FLOld Chevy Trucks for Sale in Bostwick FLClassic Muscle Cars for Sale in Bostwick FLChevrolet Trucks For Sale in Bostwick FLCheap Muscle Cars for Sale in Bostwick FLWork Trucks for Sale in Bostwick FLReliable Cars For Sale in Bostwick FLAmerican Made Trucks For Sale in Bostwick FLBest Pickup Trucks For Sale in Bostwick FLBest Cars Under $5,000 For Sale in Bostwick FL
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in BostwickUsed SUVs / Crossovers for Sale with Low Mileage in BostwickUsed Hatchbacks for Sale with Low Mileage in BostwickUsed Convertibles for Sale with Low Mileage in BostwickUsed Vans for Sale with Low Mileage in BostwickUsed Minivans for Sale with Low Mileage in BostwickUsed Pickup Trucks for Sale with Low Mileage in BostwickUsed Coupes for Sale with Low Mileage in BostwickUsed Wagons for Sale with Low Mileage in Bostwick
