New Chevrolet Silverado 1500 Custom Trail Boss for Sale nearFleming Island, FL
165 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:
- 355 hp 5.3L V8
- Exterior color:
- White Sands
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 3
- Stock #:
- TG506307
- VIN:
- 3GCUKCED0TG506307
Sponsored by Jack Hanania Chevrolet
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Saint Augustine, FL
29 mi away
New car
MSRP $60,125
$48,548
- 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:
- 2,314
- Stock #:
- 26273
- VIN:
- 3GCPKCEK2TG237996
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Orange Park, FL
5 mi away
New car
MSRP $56,120
$47,535
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1
- Stock #:
- TT10382
- VIN:
- 3GCPKCEK1TG469960
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Gainesville, FL
46 mi away
New car
MSRP $56,115
$51,025
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 4
- Stock #:
- 26C1543
- VIN:
- 3GCUKCEDXTG489385
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Jacksonville, FL
13 mi away
New car
MSRP $59,060
$46,860
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 7
- Stock #:
- 26C1548
- VIN:
- 3GCUKCED3TG489440
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Jacksonville, FL
13 mi away
New car
MSRP $59,060
$46,860
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 6
- Stock #:
- 26C1550
- VIN:
- 3GCUKCED6TG489156
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Jacksonville, FL
13 mi away
New car
MSRP $59,060
$46,860
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- G501227
- VIN:
- 3GCUKCEDXTG501227
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Jacksonville, FL
14 mi away
New car
MSRP $58,755
$48,724
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 6
- Stock #:
- 26C1547
- VIN:
- 3GCUKCED2TG489333
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Jacksonville, FL
13 mi away
New car
MSRP $59,060
$46,860
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 6
- Stock #:
- 26C1542
- VIN:
- 3GCUKCEDXTG489239
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Jacksonville, FL
13 mi away
New car
MSRP $59,060
$46,860
- 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:
- 5
- Stock #:
- 26LD0739
- VIN:
- 3GCUKCED8TG420940
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Lewisville, TX
Price includes $1,383 shipping
New car
MSRP $58,984
$50,602
- 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:
- White Sands
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Stock #:
- C610455T
- VIN:
- 3GCUKCED5TG506156
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Dade City, FL
Price includes $375 shipping
New car
MSRP $58,685
$48,510
- 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:
- White Sands
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Stock #:
- 261916
- VIN:
- 3GCUKCED6TG505002
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from East Liverpool, OH
Price includes $2,202 shipping
New car
MSRP $60,414
$51,365
- 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:
- 12
- Stock #:
- 261292
- VIN:
- 3GCUKCED4TG395874
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from East Liverpool, OH
Price includes $2,202 shipping
New car
MSRP $60,054
$51,052
- 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:
- White Sands
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Stock #:
- 261884
- VIN:
- 3GCUKCED6TG456867
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from East Liverpool, OH
Price includes $2,202 shipping
New car
MSRP $58,705
$49,880
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- TG499122
- VIN:
- 3GCUKCED6TG499122
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Plant City, FL
Price includes $219 shipping
New car
MSRP $58,685
$48,465
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 12
- Stock #:
- TG525453
- VIN:
- 3GCUKCED7TG525453
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Green Cove Springs, FL
6 mi away
New car
MSRP $57,490
$45,985
- 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:
- Brown (Tan)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- TG523291
- VIN:
- 3GCUKCED8TG523291
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Green Cove Springs, FL
6 mi away
New car
MSRP $57,490
$45,985
- 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
- Stock #:
- TG511590
- VIN:
- 3GCUKCED2TG511590
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Plant City, FL
Price includes $219 shipping
New car
MSRP $58,685
$48,465
- 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:
- 5
- Stock #:
- TG418053
- VIN:
- 3GCUKCED4TG418053
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Green Cove Springs, FL
6 mi away
New car
MSRP $57,490
$44,985
- 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:
- White Sands
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 1
- Stock #:
- 269760
- VIN:
- 3GCUKCED8TG503073
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Winter Haven, FL
Price includes $438 shipping
New car
MSRP $57,490
$48,874
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 5
- Stock #:
- 26C1549
- VIN:
- 3GCUKCED5TG487561
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Jacksonville, FL
13 mi away
New car
MSRP $59,060
$46,860
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 7
- Stock #:
- 26C1552
- VIN:
- 3GCUKCED8TG487232
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Jacksonville, FL
13 mi away
New car
MSRP $59,060
$46,860
- 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:
- White Sands
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 161
- Stock #:
- 26547T
- VIN:
- 3GCPKCEK6TG339852
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Orange Park, FL
5 mi away
New car
MSRP $54,345
$46,705
- 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:
- Brown (Tan)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 4
- Stock #:
- TG496597
- VIN:
- 3GCUKCED5TG496597
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Green Cove Springs, FL
6 mi away
New car
MSRP $57,490
$45,985
FAQs
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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