Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearCulpeper, VA
209 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:
- Shadow Gray Metallic
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 38,939
- Stock #:
- U17695
- VIN:
- 1GCPYCEL5NZ156601
New arrival
Sponsored by Buchanan Automotive Inc
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,939 mi
Waynesboro, PA
94 mi away
Fair Deal
$36,962
- 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
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
209,323 mi
Front Royal, VA
34 mi away
Fair Deal
$18,787
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 94,237
- Stock #:
- D260832A
- VIN:
- 1GCPYCEF1MZ333864
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
94,237 mi
Thurmont, MD
87 mi away
Fair Deal
$31,083
- 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:
- 95,140
- Stock #:
- Q260622B
- VIN:
- 1GCPYCEK0NZ112898
Price drop
-$1,645
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,140 mi
Thurmont, MD
87 mi away
Fair Deal
$28,928
$28,083
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 63,297
- Stock #:
- 270102
- VIN:
- 1GCPYCEF8MZ270102
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,297 mi
Home delivery from Bend, OR
Price includes $4,502 shipping
Fair Deal
$34,465
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 103,001
- Stock #:
- L26885A
- VIN:
- 1GCRYCEFXKZ316079
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
103,001 mi
Richmond, VA
66 mi away
Good Deal
$24,998
- 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
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,904 mi
Home delivery from High Point, NC
Price includes $410 shipping
Good Deal
$36,200
- 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:
- 63,106
- Stock #:
- U17686
- VIN:
- 3GCPDCED7NG649975
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,106 mi
Waynesboro, PA
94 mi away
Good Deal
$35,385
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 131,396
- Stock #:
- T20003A
- VIN:
- 1GCPYCEF6MZ351468
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
131,396 mi
Culpeper, VA
2 mi away
Fair Deal
$26,910
- Year:
- 2021
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 84,509
- Stock #:
- BC0904A
- VIN:
- 1GCPYCEHXMZ386323
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,509 mi
Baltimore, MD
99 mi away
Good Deal
$28,800
- 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 $1,048 shipping
Fair Deal
$31,533
- 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
Price drop
-$2,288
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,987 mi
Home delivery from Lexington, NC
Price includes $218 shipping
Great Deal
$42,405
$40,117
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 46,820
- Stock #:
- 16017
- VIN:
- 3GCPKCEKXSG328917
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,820 mi
Home delivery from Smithfield, NC
Price includes $410 shipping
Good Deal
$38,509
- 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:
- Automatic
- Mileage:
- 136,832
- Stock #:
- 11138
- VIN:
- 1GCPYCEF3MZ171574
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
136,832 mi
Temple Hills, MD
63 mi away
Great Deal
$20,498
- 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:
- Gray
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 99,700
- Stock #:
- KBFPMZ374480
- VIN:
- 1GCPYCEF1MZ374480
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,700 mi
Baltimore, MD
91 mi away
Good Deal
$28,800
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 95,901
- Stock #:
- 110261TK
- VIN:
- 1GCPYCEF9LZ110261
Price drop
-$840
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,901 mi
Home delivery from Noblesville, IN
Price includes $657 shipping
Good Deal
$26,810
$25,970
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 95,455
- Stock #:
- A1158
- VIN:
- 1GCPYCEL0MZ338057
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,455 mi
Home delivery from Columbus, OH
Price includes $578 shipping
Fair Deal
$30,588
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Fuel type:
- Gasoline
- Mileage:
- 97,494
- Stock #:
- AP001168
- VIN:
- 1GCPYCEL9MZ130212
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,494 mi
Fairfax, VA
49 mi away
Fair Deal
$29,985
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 66,805
- Stock #:
- U17592
- VIN:
- 3GCPYCEK9NG165776
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
66,805 mi
Waynesboro, PA
94 mi away
Fair Deal
$32,389
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 103,913
- Stock #:
- 679195
- VIN:
- 3GCPDCEK1NG679195
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
103,913 mi
Home delivery from Raleigh, NC
Price includes $183 shipping
Great Deal
$26,877
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 20,702
- Stock #:
- 14633P
- VIN:
- 1GCPYCEF3MZ265843
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,702 mi
Fredericksburg, VA
29 mi away
Fair Deal
$38,744
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,000
- Stock #:
- 3015749X
- VIN:
- 3GCPDCEK1NG607137
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,000 mi
Home delivery from Raleigh, NC
Price includes $462 shipping
Good Deal
$35,162
- 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 Ice Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 86,801
- Stock #:
- 261450A
- VIN:
- 1GCPYCEF8KZ341053
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
86,801 mi
Gaithersburg, MD
65 mi away
Fair Deal
$28,795
- 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:
- White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 135,508
- Stock #:
- 42P5265
- VIN:
- 1GCRYCEF7LZ202865
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
135,508 mi
Charlottesville, VA
34 mi away
Fair Deal
$24,048
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Culpeper, VA?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,279.15. The average price has decreased by -3.5% since last year. The 179 for sale near Culpeper, VA on CarGurus, range from $18,694 to $65,033 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Culpeper, VA have no reported accidents or damage?
174 out of 179 for sale near Culpeper, 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.
Relevant articles
CarGurus Editorial Team
Best Cars for New Parents
Discover the best family cars for first-time parents in 2025, accounting for door access, car seat compatibility, and other real-world considerations new parents will want to keep in mind.
Drew Johnson
The Cheapest New Trucks on Sale in 2026
Is there such a thing as a cheap new truck any more? Absolutely! Here's our expert guide to the top 10 cheapest new trucks on sale.
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.
Chevrolet Silverado 1500 LT in Culpeper VAChevrolet Silverado 1500 RST in Culpeper VAChevrolet Silverado 1500 LTZ in Culpeper VAChevrolet Silverado 1500 LT Trail Boss in Culpeper VAChevrolet Silverado 1500 LT1 in Culpeper VAChevrolet Silverado 1500 Custom in Culpeper VAChevrolet Silverado 1500 High Country in Culpeper VAChevrolet Silverado 1500 Custom Trail Boss in Culpeper VAChevrolet Silverado 1500 Work Truck in Culpeper VA
Chevrolet Silverado 1500 in Fredericksburg VAChevrolet Silverado 1500 in Manassas VAChevrolet Silverado 1500 in Charlottesville VAChevrolet Silverado 1500 in Harrisonburg VAChevrolet Silverado 1500 in Winchester VAChevrolet Silverado 1500 in Washington DCChevrolet Silverado 1500 in Richmond VAChevrolet Silverado 1500 in Hagerstown MDChevrolet Silverado 1500 in Cumberland MD
Chevrolet Silverado 1500 in Culpeper VAOld Chevy Trucks for Sale in Culpeper VAClassic Muscle Cars for Sale in Culpeper VAChevrolet Trucks For Sale in Culpeper VACheap Muscle Cars for Sale in Culpeper VAWork Trucks for Sale in Culpeper VAReliable Cars For Sale in Culpeper VAAmerican Made Trucks For Sale in Culpeper VABest Pickup Trucks For Sale in Culpeper VABest Cars Under $5,000 For Sale in Culpeper VA
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 CulpeperUsed SUVs / Crossovers for Sale with Low Mileage in CulpeperUsed Hatchbacks for Sale with Low Mileage in CulpeperUsed Convertibles for Sale with Low Mileage in CulpeperUsed Vans for Sale with Low Mileage in CulpeperUsed Minivans for Sale with Low Mileage in CulpeperUsed Pickup Trucks for Sale with Low Mileage in CulpeperUsed Coupes for Sale with Low Mileage in CulpeperUsed Wagons for Sale with Low Mileage in Culpeper
