Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearWaynesboro, VA

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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:
54,114
Stock #:
PSG153019
VIN:
3GCPKCEK1SG153019
Black 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
Fair Oaks Chantilly Chrysler Jeep Dodge

Sponsored by Fair Oaks Chantilly Chrysler Jeep Dodge

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,114 mi

Chantilly, VA
95 mi away
Great Deal

$34,461

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
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
59,591
Stock #:
Z465378A
VIN:
3GCPDCEK8RG361080
Summit White 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

Sponsored Listing

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,591 mi

Manassas, VA
89 mi away
Fair Deal

$35,863

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
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
25,679
Stock #:
RG119524P
VIN:
3GCPDCEK3RG119524
Gray 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

Sponsored Listing

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

25,679 mi

Woodbridge, VA
96 mi away
Fair Deal

$38,495

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, CLOTH SEAT TRIM
Transmission:
Automatic
Mileage:
67,433
Stock #:
26162A
VIN:
3GCPDCED4NG532676
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

67,433 mi

Marlinton, WV
65 mi away
Good Deal

$33,975

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:
Jet Black
Transmission:
Automatic
Mileage:
72,173
Stock #:
PC10985
VIN:
3GCPDCEDXNG581252
Sand Dune Metallic 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

72,173 mi

Chester, VA
97 mi away
Good Deal
Manufacturer certified

$32,963

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:
92,655
Stock #:
152740
VIN:
1GCPYCEK0NZ152740
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,000

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

92,655 mi

Home delivery from Monroe, LA
Price includes $838 shipping
Good Deal

$30,228

$29,228

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:
10-Speed Automatic
Mileage:
41,681
Stock #:
S9285
VIN:
3GCUDCED5RG193046
Black 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 10-Speed Automatic

 

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

41,681 mi

Home delivery from Salisbury, NC
Price includes $191 shipping
Great Deal

$36,178

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:
Red
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
32,641
Stock #:
MX5558
VIN:
1GCPYCEF3MZ296638
Red 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$1,707

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

32,641 mi

Home delivery from Louisville, TN
Price includes $587 shipping
Good Deal

$35,942

$34,235

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
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

93,992 mi

Home delivery from Dallas, TX
Price includes $1,072 shipping
Good Deal

$27,797

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:
Black
Transmission:
8-Speed Automatic
Mileage:
20,987
Stock #:
30079
VIN:
3GCPKCEKXSG270842
Slate Gray Metallic 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,987 mi

Home delivery from Lexington, NC
Price includes $173 shipping
Great Deal

$38,772

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:
Summit White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
37,230
Stock #:
R10624A
VIN:
3GCPDCEK5PG194044
Summit White 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

37,230 mi

Home delivery from Buford, GA
Price includes $1,386 shipping
Good Deal

$38,199

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:
Gray
Transmission:
6-Speed Automatic Overdrive
Mileage:
98,863
Stock #:
5209
VIN:
3GCPYCEF4KG219550
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$1,000

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

98,863 mi

Altavista, VA
68 mi away
Good Deal

$26,998

$25,998

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:
54,114
Stock #:
PSG153019
VIN:
3GCPKCEK1SG153019
Black 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,114 mi

Chantilly, VA
95 mi away
Great Deal

$34,461

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:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
150,607
Stock #:
7191A
VIN:
1GCPYCEF2MZ255191
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

150,607 mi

Home delivery from Hazard, KY
Price includes $726 shipping
Great Deal

$22,525

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:
24,007
Stock #:
30334A
VIN:
3GCPKCEK7SG310715
Black 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,007 mi

Home delivery from Lexington, NC
Price includes $173 shipping
Fair Deal

$41,072

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:
13,957
Stock #:
113812
VIN:
3GCUDCED5RG113812
Summit White 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

13,957 mi

Home delivery from Irving, TX
Price includes $2,156 shipping
Good Deal

$42,939

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:
12,471
Stock #:
2CT7026
VIN:
3GCUKCED7TG347026
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

12,471 mi

Home delivery from Reidsville, NC
Price includes $181 shipping
Great Deal

$44,030

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:
80,063
Stock #:
LZ377305
VIN:
1GCPYCEF0LZ377305
Black 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

80,063 mi

Home delivery from Columbia, KY
Price includes $714 shipping
Fair Deal

$30,703

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:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
80,624
Stock #:
Y1652
VIN:
1GCPYCEFXKZ170998
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

80,624 mi

Home delivery from Kernersville, NC
Price includes $304 shipping
Fair Deal

$30,188

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 Gji
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
87,242
Stock #:
CT12046B-1
VIN:
1GCRYCEF3KZ184220
Shadow Gray Metallic Gji 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

87,242 mi

Roanoke, VA
80 mi away
Fair Deal
Manufacturer certified

$29,149

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:
Summit White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
59,181
Stock #:
260989A
VIN:
3GCPYCEF6KG111804
Summit White 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
New arrival

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,181 mi

Home delivery from Canfield, OH
Price includes $338 shipping
Fair Deal

$31,236

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, Cloth Seat Trim
Transmission:
Automatic
Mileage:
76,904
Stock #:
12605A
VIN:
3GCUDCED8RG273960
Slate Gray Metallic 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$774

 

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

76,904 mi

Home delivery from High Point, NC
Price includes $322 shipping
Great Deal

$35,395

$34,621

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:
Gray
Transmission:
Automatic
Mileage:
111,035
Stock #:
8859
VIN:
3GCPYCEHXKG122581
White 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

111,035 mi

Home delivery from Roebuck, SC
Price includes $426 shipping
Fair Deal

$24,499

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:
White
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
209,323
Stock #:
6778
VIN:
3GCPYCEF3MG164396
White 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic

Sponsored Listing

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

209,323 mi

Front Royal, VA
68 mi away
Good Deal

$18,154

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:
54,114
Stock #:
PSG153019
VIN:
3GCPKCEK1SG153019
Black 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
Fair Oaks Chantilly Chrysler Jeep Dodge

Sponsored by Fair Oaks Chantilly Chrysler Jeep Dodge

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,114 mi

Chantilly, VA
95 mi away
Great Deal

$34,461

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
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
59,591
Stock #:
Z465378A
VIN:
3GCPDCEK8RG361080
Summit White 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

Sponsored Listing

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,591 mi

Manassas, VA
89 mi away
Fair Deal

$35,863

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
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
25,679
Stock #:
RG119524P
VIN:
3GCPDCEK3RG119524
Gray 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

Sponsored Listing

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

25,679 mi

Woodbridge, VA
96 mi away
Fair Deal

$38,495

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, CLOTH SEAT TRIM
Transmission:
Automatic
Mileage:
67,433
Stock #:
26162A
VIN:
3GCPDCED4NG532676
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

67,433 mi

Marlinton, WV
65 mi away
Good Deal

$33,975

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:
Jet Black
Transmission:
Automatic
Mileage:
72,173
Stock #:
PC10985
VIN:
3GCPDCEDXNG581252
Sand Dune Metallic 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

72,173 mi

Chester, VA
97 mi away
Good Deal
Manufacturer certified

$32,963

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:
92,655
Stock #:
152740
VIN:
1GCPYCEK0NZ152740
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,000

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

92,655 mi

Home delivery from Monroe, LA
Price includes $838 shipping
Good Deal

$30,228

$29,228

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:
10-Speed Automatic
Mileage:
41,681
Stock #:
S9285
VIN:
3GCUDCED5RG193046
Black 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 10-Speed Automatic

 

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

41,681 mi

Home delivery from Salisbury, NC
Price includes $191 shipping
Great Deal

$36,178

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:
Red
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
32,641
Stock #:
MX5558
VIN:
1GCPYCEF3MZ296638
Red 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$1,707

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

32,641 mi

Home delivery from Louisville, TN
Price includes $587 shipping
Good Deal

$35,942

$34,235

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
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

93,992 mi

Home delivery from Dallas, TX
Price includes $1,072 shipping
Good Deal

$27,797

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:
Black
Transmission:
8-Speed Automatic
Mileage:
20,987
Stock #:
30079
VIN:
3GCPKCEKXSG270842
Slate Gray Metallic 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,987 mi

Home delivery from Lexington, NC
Price includes $173 shipping
Great Deal

$38,772

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:
Summit White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
37,230
Stock #:
R10624A
VIN:
3GCPDCEK5PG194044
Summit White 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

37,230 mi

Home delivery from Buford, GA
Price includes $1,386 shipping
Good Deal

$38,199

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:
Gray
Transmission:
6-Speed Automatic Overdrive
Mileage:
98,863
Stock #:
5209
VIN:
3GCPYCEF4KG219550
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$1,000

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

98,863 mi

Altavista, VA
68 mi away
Good Deal

$26,998

$25,998

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:
54,114
Stock #:
PSG153019
VIN:
3GCPKCEK1SG153019
Black 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,114 mi

Chantilly, VA
95 mi away
Great Deal

$34,461

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:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
150,607
Stock #:
7191A
VIN:
1GCPYCEF2MZ255191
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

150,607 mi

Home delivery from Hazard, KY
Price includes $726 shipping
Great Deal

$22,525

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:
24,007
Stock #:
30334A
VIN:
3GCPKCEK7SG310715
Black 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,007 mi

Home delivery from Lexington, NC
Price includes $173 shipping
Fair Deal

$41,072

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:
13,957
Stock #:
113812
VIN:
3GCUDCED5RG113812
Summit White 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

13,957 mi

Home delivery from Irving, TX
Price includes $2,156 shipping
Good Deal

$42,939

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:
12,471
Stock #:
2CT7026
VIN:
3GCUKCED7TG347026
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

12,471 mi

Home delivery from Reidsville, NC
Price includes $181 shipping
Great Deal

$44,030

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:
80,063
Stock #:
LZ377305
VIN:
1GCPYCEF0LZ377305
Black 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

80,063 mi

Home delivery from Columbia, KY
Price includes $714 shipping
Fair Deal

$30,703

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:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
80,624
Stock #:
Y1652
VIN:
1GCPYCEFXKZ170998
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

80,624 mi

Home delivery from Kernersville, NC
Price includes $304 shipping
Fair Deal

$30,188

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 Gji
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
87,242
Stock #:
CT12046B-1
VIN:
1GCRYCEF3KZ184220
Shadow Gray Metallic Gji 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

87,242 mi

Roanoke, VA
80 mi away
Fair Deal
Manufacturer certified

$29,149

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:
Summit White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
59,181
Stock #:
260989A
VIN:
3GCPYCEF6KG111804
Summit White 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
New arrival

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,181 mi

Home delivery from Canfield, OH
Price includes $338 shipping
Fair Deal

$31,236

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, Cloth Seat Trim
Transmission:
Automatic
Mileage:
76,904
Stock #:
12605A
VIN:
3GCUDCED8RG273960
Slate Gray Metallic 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$774

 

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

76,904 mi

Home delivery from High Point, NC
Price includes $322 shipping
Great Deal

$35,395

$34,621

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:
Gray
Transmission:
Automatic
Mileage:
111,035
Stock #:
8859
VIN:
3GCPYCEHXKG122581
White 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

111,035 mi

Home delivery from Roebuck, SC
Price includes $426 shipping
Fair Deal

$24,499

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:
White
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
209,323
Stock #:
6778
VIN:
3GCPYCEF3MG164396
White 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic

Sponsored Listing

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

209,323 mi

Front Royal, VA
68 mi away
Good Deal

$18,154

FAQs

How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Waynesboro, VA?

The average Chevrolet Silverado 1500 Custom Trail Boss costs about $25,856.32. The average price has decreased by -5.4% since last year. The 190 for sale near Waynesboro, VA on CarGurus, range from $18,502 to $59,823 in price.

How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Waynesboro, VA have no reported accidents or damage?

152 out of 190 for sale near Waynesboro, VA 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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