Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Elkton, FL

150 results

Compare cars

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

2,834 miles

$47,977

Year:: 2026
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: Summit White
Combined gas mileage:: 22 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 2,834
Stock #:: TG124399T
VIN:: 3GCUKCE81TG124399

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

14,105 miles

$47,227

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

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

19,818 miles

$46,290

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

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

88,048 miles

$28,989

Year:: 2019
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:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 88,048
Stock #:: P24713
VIN:: 3GCPYCEH8KG124331

Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

60,580 miles

$31,844

Fair Deal

$622/mo est.

Home delivery from Louisville, TN

Price includes $799 shipping

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:: 60,580
Stock #:: MX4313
VIN:: 1GCPYCEF3KZ373280

Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,169 miles

$32,339

Good Deal

$627/mo est.

Home delivery from Louisville, TN

Price includes $799 shipping

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:: Brown
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 69,169
Stock #:: MD2611
VIN:: 1GCPYCEF8MZ358258

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

2,110 miles

$46,872

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:: 2,110
Stock #:: 267770A
VIN:: 3GCUDCED0RG247157

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

82,742 miles

$33,817

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

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

46,331 miles

$35,609

Good Deal

$689/mo est.

Manufacturer certified

Jacksonville, FL

37 mi away

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

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

19,818 miles

$46,290

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

Preparing for a close up...

Photos coming soon

Home delivery

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

12,642 miles

$44,173

Great Deal

$825/mo est.

Home delivery from Deland, FL

Price includes $97 shipping

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:: Sterling Gray Metallic
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 12,642
Stock #:: G222732P
VIN:: 3GCUKCEDXSG222732

Preparing for a close up...

Photos coming soon

Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,872 miles

$45,458

Fair Deal

$857/mo est.

Home delivery from Chattanooga, TN

Price includes $1,068 shipping

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:: Sterling Gray Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 29,872
Stock #:: T26472A
VIN:: 3GCUDCED5RG172679

Preparing for a close up...

Photos coming soon

Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

53,186 miles

$28,625

Good Deal

$560/mo est.

Home delivery from Seffner, FL

Price includes $141 shipping

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:: 53,186
Stock #:: 5057
VIN:: 1GCRYCEF9LZ100290

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

78,860 miles

$31,790

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:: Silver Ice Metallic
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 78,860
Stock #:: W24072A
VIN:: 1GCPYCEF4MZ170790

Preparing for a close up...

Photos coming soon

Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

50,884 miles

$34,675

Fair Deal

$672/mo est.

Home delivery from Washington, MI

Price includes $895 shipping

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:: Cherry Red Tintcoat
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 50,884
Stock #:: 244226
VIN:: 1GCPYCEF6MZ244226

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

1,045 miles

$50,862

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:: Jet Black
Transmission:: Automatic
Mileage:: 1,045
Stock #:: 267853A
VIN:: 3GCUKCED4TG226003

Preparing for a close up...

Photos coming soon

Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

43,844 miles

$39,935

Good Deal

$754/mo est.

Home delivery from Kernersville, NC

Free home delivery

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:: 43,844
Stock #:: 261432A
VIN:: 3GCUDCED2RG320299

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

117,345 miles

$23,977

Year:: 2019
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:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 117,345
Stock #:: KG144048T
VIN:: 3GCPYCEH3KG144048

Preparing for a close up...

Photos coming soon

Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

67,825 miles

$26,730

Great Deal

$520/mo est.

Home delivery from West Palm Beach, FL

Price includes $345 shipping

Year:: 2019
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:: White
Combined gas mileage:: 17 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 67,825
Stock #:: G293416
VIN:: 3GCPYCEH5KG293416

Preparing for a close up...

Photos coming soon

Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

77,725 miles

$34,916

Fair Deal

$663/mo est.

Home delivery from Roswell, GA

Price includes $676 shipping

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

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

40,380 miles

$43,872

Fair Deal

$826/mo est.

Manufacturer certified

Daytona Beach, FL

47 mi away

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:: Slate Gray Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 40,380
Stock #:: 267342A
VIN:: 3GCUDCED4RG357354

Preparing for a close up...

Photos coming soon

Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

33,235 miles

$39,926

Fair Deal

$760/mo est.

Home delivery from Pawleys Island, SC

Price includes $436 shipping

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:: Dark Ash Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 33,235
Stock #:: 9025B
VIN:: 3GCPDCEK3PG299018

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

14,105 miles

$47,227

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

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

46,331 miles

$35,609

Good Deal

$689/mo est.

Manufacturer certified

Jacksonville, FL

37 mi away

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

A better way to discover your best deal

Let us help you find a car you’ll love.

Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Elkton, FL

2026 Chevrolet Silverado 1500

$47,977

2025 Chevrolet Silverado 1500

$47,227

2024 Chevrolet Silverado 1500

$46,290

2019 Chevrolet Silverado 1500

$28,989

2019 Chevrolet Silverado 1500

$31,844

2021 Chevrolet Silverado 1500

$32,339

2024 Chevrolet Silverado 1500

$46,872

2022 Chevrolet Silverado 1500

$33,817

2021 Chevrolet Silverado 1500

$35,609

2024 Chevrolet Silverado 1500

$46,290

2025 Chevrolet Silverado 1500

$44,173

2024 Chevrolet Silverado 1500

$45,458

2020 Chevrolet Silverado 1500

$28,625

2021 Chevrolet Silverado 1500

$31,790

2021 Chevrolet Silverado 1500

$34,675

2026 Chevrolet Silverado 1500

$50,862

2024 Chevrolet Silverado 1500

$39,935

2019 Chevrolet Silverado 1500

$23,977

2019 Chevrolet Silverado 1500

$26,730

2023 Chevrolet Silverado 1500

$34,916

2024 Chevrolet Silverado 1500

$43,872

2023 Chevrolet Silverado 1500

$39,926

2025 Chevrolet Silverado 1500

$47,227

2021 Chevrolet Silverado 1500

$35,609

Popular Trims

Shop By City

Related Searches

Shop By Year

Popular Searches

Chevrolet dealers near Elkton

A better way to discover your best deal