Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearMiddleburg, FL
135 vehicles found
- 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:
- 48,572
- Stock #:
- RG327426
- VIN:
- 3GCPDCEK2RG327426
Sponsored by AutoNation USA Jacksonville
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,572 mi
Jacksonville, FL
28 mi away
Good Deal
$37,998
- 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:
- 8,950
- Stock #:
- RG376598T
- VIN:
- 3GCPDCEK1RG376598
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,950 mi
Saint Augustine, FL
35 mi away
Good Deal
$43,005
- 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:
- 8,331
- Stock #:
- 26S401A
- VIN:
- 3GCUDCED5RG367925
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,331 mi
Jacksonville, FL
17 mi away
Fair Deal
$47,624
- 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
Price drop
-$1,169
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,818 mi
Jacksonville, FL
20 mi away
Great Deal
$46,153
$44,984
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 46,331
- Stock #:
- P9951
- VIN:
- 3GCPYCEF7MG166331
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,331 mi
Jacksonville, FL
27 mi away
Good Deal
$35,264
- 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:
- 82,742
- Stock #:
- 67199A
- VIN:
- 3GCPDCED1NG658591
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
82,742 mi
Jacksonville, FL
27 mi away
Great Deal
$32,526
- 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:
- 77,725
- Stock #:
- P13746A
- VIN:
- 3GCPDCEK4PG170463
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,725 mi
Home delivery from Roswell, GA
Price includes $618 shipping
Good Deal
$34,358
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 14,105
- Stock #:
- P9991
- VIN:
- 3GCUKCED5SG215235
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,105 mi
Jacksonville, FL
27 mi away
Good Deal
$46,829
- 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:
- 48,572
- Stock #:
- RG327426
- VIN:
- 3GCPDCEK2RG327426
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,572 mi
Jacksonville, FL
28 mi away
Good Deal
$37,998
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,333
- Stock #:
- F14457A
- VIN:
- 3GCPDCEK5NG582808
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,333 mi
Home delivery from Atlanta, GA
Price includes $1,074 shipping
Fair Deal
$36,100
- 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:
- Mosaic Black Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 54,771
- Stock #:
- 5048
- VIN:
- 1GCPYCEL5NZ100710
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,771 mi
Home delivery from Seffner, FL
Price includes $150 shipping
Great Deal
$32,144
- 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:
- 8,950
- Stock #:
- RG376598T
- VIN:
- 3GCPDCEK1RG376598
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,950 mi
Saint Augustine, FL
35 mi away
Good Deal
$43,005
- 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:
- 48,045
- Stock #:
- NZ236079
- VIN:
- 1GCPYCEL2NZ236079
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,045 mi
Home delivery from Union City, GA
Price includes $1,012 shipping
Fair Deal
$38,226
- 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 $1,616 shipping
Good Deal
$36,606
- 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:
- 99,073
- Stock #:
- LG219066
- VIN:
- 3GCPYCEF8LG219066
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,073 mi
Starke, FL
21 mi away
Fair Deal
$29,129
- 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
Home delivery from Brandon, FL
Price includes $225 shipping
Good Deal
$20,215
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,584
- Stock #:
- 180209T
- VIN:
- 3GCPKCEK9SG180209
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,584 mi
Home delivery from Orlando, FL
Price includes $500 shipping
Good Deal
$43,681
- 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:
- Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 26,322
- Stock #:
- 48208
- VIN:
- 3GCUDCED4PG360459
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
26,322 mi
Home delivery from Arlington, TX
Price includes $1,377 shipping
Great Deal
$38,597
- 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:
- 99,746
- Stock #:
- 160815
- VIN:
- 3GCPYCEH1LG262679
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,746 mi
Home delivery from Orlando, FL
Price includes $112 shipping
Great Deal
$25,809
- 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 $898 shipping
Great Deal
$30,298
- 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
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 33,262
- Stock #:
- MX4598
- VIN:
- 1GCPYCEF4MZ232253
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,262 mi
Home delivery from Michigan Center, MI
Price includes $1,534 shipping
Fair Deal
$38,167
- 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
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,021 mi
Home delivery from Palm Coast, FL
Price includes $149 shipping
Good Deal
$46,339
$45,339
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,669
- Stock #:
- 28739643
- VIN:
- 1GCPYCEK8NZ237762
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,669 mi
Store transfer to Jacksonville, FL
Price includes $1,099 shipping
Fair Deal
$36,097
- 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:
- 82,742
- Stock #:
- 67199A
- VIN:
- 3GCPDCED1NG658591
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
82,742 mi
Jacksonville, FL
27 mi away
Great Deal
$32,526
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Middleburg, FL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,195.57. The average price has decreased by -1.4% since last year. The 135 for sale near Middleburg, FL on CarGurus, range from $20,215 to $60,213 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Middleburg, FL have no reported accidents or damage?
135 out of 135 for sale near Middleburg, 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.
Relevant articles
CarGurus Editorial Team
The Best Gas Mileage Trucks of 2026
No one wants to cover unnecessary fuel expenses, particularly when operating a business. Here are the top 9 pickup trucks in the US market with the best fuel efficiency.
Craig Fitzgerald
The Best Trucks Under $25,000 in 2026
New trucks cost more than ever, but the prices of used ones finally seem to be cooling. You still can't find the latest and fanciest full-sizes for budget prices, but fortunately, there are plenty of good trucks under $25,000 these days. Here, we've assembled a list of the best.
Craig Fitzgerald
The Best Cars to Tow Behind an RV in 2026
Not many new models can be towed behind an RV. We’ve identified several that are recommended for flat-towing according to their owner’s manual, and a few used models that have fewer technological or engineering restrictions.
Chevrolet Silverado 1500 LT in Middleburg FLChevrolet Silverado 1500 RST in Middleburg FLChevrolet Silverado 1500 LTZ in Middleburg FLChevrolet Silverado 1500 LT Trail Boss in Middleburg FLChevrolet Silverado 1500 LT1 in Middleburg FLChevrolet Silverado 1500 Custom in Middleburg FLChevrolet Silverado 1500 High Country in Middleburg FLChevrolet Silverado 1500 Custom Trail Boss in Middleburg FLChevrolet Silverado 1500 Work Truck in Middleburg FL
Chevrolet Silverado 1500 in Jacksonville FLChevrolet Silverado 1500 in Saint Augustine FLChevrolet Silverado 1500 in Gainesville FLChevrolet Silverado 1500 in Lake City FLChevrolet Silverado 1500 in Ocala FLChevrolet Silverado 1500 in Daytona Beach FLChevrolet Silverado 1500 in Brunswick GAChevrolet Silverado 1500 in Leesburg FLChevrolet Silverado 1500 in Crystal River FL
Chevrolet Silverado 1500 in Middleburg FLOld Chevy Trucks for Sale in Middleburg FLClassic Muscle Cars for Sale in Middleburg FLChevrolet Trucks For Sale in Middleburg FLCheap Muscle Cars for Sale in Middleburg FLWork Trucks for Sale in Middleburg FLReliable Cars For Sale in Middleburg FLAmerican Made Trucks For Sale in Middleburg FLBest Pickup Trucks For Sale in Middleburg FLBest Cars Under $5,000 For Sale in Middleburg 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 MiddleburgUsed SUVs / Crossovers for Sale with Low Mileage in MiddleburgUsed Hatchbacks for Sale with Low Mileage in MiddleburgUsed Convertibles for Sale with Low Mileage in MiddleburgUsed Vans for Sale with Low Mileage in MiddleburgUsed Minivans for Sale with Low Mileage in MiddleburgUsed Pickup Trucks for Sale with Low Mileage in MiddleburgUsed Coupes for Sale with Low Mileage in MiddleburgUsed Wagons for Sale with Low Mileage in Middleburg
