Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearHolly Springs, MS
171 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 83,741
- Stock #:
- C2629140A
- VIN:
- 3GCUDCEDXPG360448
Price drop
-$753
Sponsored by Jim Keras Chevrolet
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
83,741 mi
Memphis, TN
38 mi away
Good Deal
$36,293
$35,540
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 65,364
- Stock #:
- C2636035B
- VIN:
- 3GCUDCET5NG532387
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
65,364 mi
Memphis, TN
38 mi away
Good Deal
$34,540
- 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 Hot
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 118,282
- Stock #:
- P36312B
- VIN:
- 1GCPYCEF1MZ206855
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
118,282 mi
Memphis, TN
36 mi away
Fair Deal
$28,251
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 31,295
- Stock #:
- SG211397
- VIN:
- 3GCUKCED0SG211397
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,295 mi
Home delivery from Benton, AR
Price includes $222 shipping
Good Deal
$40,913
- 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:
- 41,657
- Stock #:
- 20325
- VIN:
- 1GCPYCEF4MZ289181
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,657 mi
Home delivery from Mesa, AZ
Price includes $1,280 shipping
Good Deal
$35,275
- 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:
- Silver
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 64,044
- Stock #:
- 290751
- VIN:
- 1GCPYCEL5MZ290751
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
64,044 mi
Home delivery from Gallup, NM
Price includes $1,635 shipping
Fair Deal
$34,129
- 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 $446 shipping
Good Deal
$30,821
- 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
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,297 mi
Home delivery from Bend, OR
Price includes $3,600 shipping
Fair Deal
$33,563
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 1,112
- Stock #:
- P6707
- VIN:
- 3GCUKCED6TG236399
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
1,112 mi
Home delivery from Alpharetta, GA
Price includes $296 shipping
Good Deal
$46,673
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 77,279
- Stock #:
- 426901
- VIN:
- 1GCPYCEF1KZ426901
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,279 mi
Home delivery from Plano, TX
Price includes $872 shipping
Good Deal
$28,560
- 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:
- 51,023
- Stock #:
- SU2056
- VIN:
- 3GCUKCED0SG180328
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,023 mi
Home delivery from Little Rock, AR
Price includes $348 shipping
Good Deal
$39,072
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 32,247
- Stock #:
- PG365106
- VIN:
- 3GCUDCED7PG365106
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,247 mi
Home delivery from Ridgeland, MS
Free home delivery
Great Deal
$39,379
- 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:
- Cypress Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 36,312
- Stock #:
- 454540A
- VIN:
- 3GCPKCEK5SG300586
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,312 mi
Home delivery from Augusta, GA
Price includes $430 shipping
Fair Deal
$40,979
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 102,293
- Stock #:
- 26CC93A
- VIN:
- 1GCPYCEL6MZ260948
Price drop
-$1,000
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
102,293 mi
Home delivery from Tullahoma, TN
Price includes $558 shipping
Fair Deal
$31,147
$30,147
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 42,114
- Stock #:
- MG311737
- VIN:
- 3GCPYCEF5MG311737
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,114 mi
Home delivery from Corsicana, TX
Price includes $660 shipping
Great Deal
$32,476
- 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 Hot
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 118,282
- Stock #:
- P36312B
- VIN:
- 1GCPYCEF1MZ206855
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
118,282 mi
Memphis, TN
36 mi away
Fair Deal
$28,251
- 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
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,901 mi
Home delivery from Noblesville, IN
Price includes $621 shipping
Great Deal
$25,663
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 65,364
- Stock #:
- C2636035B
- VIN:
- 3GCUDCET5NG532387
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
65,364 mi
Memphis, TN
38 mi away
Good Deal
$34,540
- 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 (Maroon)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 102,637
- Stock #:
- 382316
- VIN:
- 3GCPYCEF6MG382316
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
102,637 mi
Home delivery from Albertville, AL
Price includes $324 shipping
Fair Deal
$29,224
- 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:
- GRY
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 62,918
- Stock #:
- 11258
- VIN:
- 3GCPDCED1NG673222
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Price includes $862 shipping
Good Deal
$34,644
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,382
- Stock #:
- C16133A
- VIN:
- 3GCPYCEK7NG140231
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,382 mi
Home delivery from North Pekin, IL
Price includes $399 shipping
Good Deal
$32,542
- 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 (Charcoal)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 135,132
- Stock #:
- 250850
- VIN:
- 1GCPYCEF4LZ250850
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
135,132 mi
Home delivery from Salt Lake City, UT
Price includes $1,934 shipping
Good Deal
$23,834
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 55,789
- Stock #:
- 105367
- VIN:
- 1GCRYCEF7KZ249845
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
55,789 mi
Home delivery from Knoxville, TN
Price includes $478 shipping
Good Deal
$29,468
- 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)
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 23,133
- Stock #:
- 4UT11545
- VIN:
- 3GCPYCEF2MG310044
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,133 mi
Home delivery from Hattiesburg, MS
Price includes $237 shipping
Fair Deal
$37,620
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Holly Springs, MS?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,192.85. The average price has decreased by -4% since last year. The 171 for sale near Holly Springs, MS on CarGurus, range from $19,241 to $62,364 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Holly Springs, MS have no reported accidents or damage?
152 out of 171 for sale near Holly Springs, MS 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 Car Deals in October 2026
In the market for a new or used car this year? Whether you’re looking to buy or lease, we’ve collated a list of the best car deals available this month.
CarGurus Editorial Team
Best Truck Lease Deals in October 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.
CarGurus Editorial Team
Car Deals with 0% APR in October 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
Chevrolet Silverado 1500 LT in Holly Springs MSChevrolet Silverado 1500 RST in Holly Springs MSChevrolet Silverado 1500 LTZ in Holly Springs MSChevrolet Silverado 1500 LT Trail Boss in Holly Springs MSChevrolet Silverado 1500 LT1 in Holly Springs MSChevrolet Silverado 1500 Custom in Holly Springs MSChevrolet Silverado 1500 High Country in Holly Springs MSChevrolet Silverado 1500 Custom Trail Boss in Holly Springs MSChevrolet Silverado 1500 Work Truck in Holly Springs MS
Chevrolet Silverado 1500 in Memphis TNChevrolet Silverado 1500 in Tupelo MSChevrolet Silverado 1500 in Jackson TNChevrolet Silverado 1500 in Greenwood MSChevrolet Silverado 1500 in Jonesboro ARChevrolet Silverado 1500 in Florence ALChevrolet Silverado 1500 in Columbus MSChevrolet Silverado 1500 in Cross State TNChevrolet Silverado 1500 in Greenville MS
Chevrolet Silverado 1500 in Holly Springs MSOld Chevy Trucks for Sale in Holly Springs MSClassic Muscle Cars for Sale in Holly Springs MSChevrolet Trucks For Sale in Holly Springs MSCheap Muscle Cars for Sale in Holly Springs MSWork Trucks for Sale in Holly Springs MSReliable Cars For Sale in Holly Springs MSAmerican Made Trucks For Sale in Holly Springs MSBest Pickup Trucks For Sale in Holly Springs MSBest Cars Under $5,000 For Sale in Holly Springs MS
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 Holly SpringsUsed SUVs / Crossovers for Sale with Low Mileage in Holly SpringsUsed Hatchbacks for Sale with Low Mileage in Holly SpringsUsed Convertibles for Sale with Low Mileage in Holly SpringsUsed Vans for Sale with Low Mileage in Holly SpringsUsed Minivans for Sale with Low Mileage in Holly SpringsUsed Pickup Trucks for Sale with Low Mileage in Holly SpringsUsed Coupes for Sale with Low Mileage in Holly SpringsUsed Wagons for Sale with Low Mileage in Holly Springs
