Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearMonroe, TN
204 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 82,668
- Stock #:
- 238004
- VIN:
- 3GCPYCEF6KG238004
New arrival
Sponsored by Wildcat Used Cars
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
82,668 mi
Somerset, KY
51 mi away
Fair Deal
$30,685
- 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:
- 43,073
- Stock #:
- PT7555
- VIN:
- 3GCUDCED1RG206522
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
43,073 mi
Lebanon, TN
65 mi away
Fair Deal
$42,875
- 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:
- 58,156
- Stock #:
- 105228
- VIN:
- 1GCPYCEL2MZ436815
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,156 mi
Knoxville, TN
76 mi away
Good Deal
$37,247
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 46,365
- Stock #:
- P1208
- VIN:
- 1GCPYCEF9MZ293789
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,365 mi
Middlesboro, KY
84 mi away
Fair Deal
$35,599
- 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:
- 51,065
- Stock #:
- 22696A
- VIN:
- 3GCPDCEK3PG106074
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,065 mi
Home delivery from Tampa, FL
Price includes $635 shipping
Great Deal
$34,614
- 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:
- 63,957
- Stock #:
- A6959A
- VIN:
- 3GCPDCEK6NG605769
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,957 mi
Tullahoma, TN
95 mi away
Good Deal
$33,287
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,177
- Stock #:
- 331707D
- VIN:
- 3GCPKCEK5SG114322
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,177 mi
Home delivery from Winnsboro, LA
Price includes $476 shipping
Fair Deal
$42,678
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 109,896
- Stock #:
- 387
- VIN:
- 3GCPYCEF6KG238021
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
109,896 mi
Cleveland, TN
95 mi away
Fair Deal
$28,796
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 122,864
- Stock #:
- 175496
- VIN:
- 3GCPYCEF9LG175496
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
122,864 mi
Home delivery from Dawsonville, GA
Price includes $194 shipping
Good Deal
$26,038
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 10,616
- Stock #:
- 29156A
- VIN:
- 3GCUKCED2SG358711
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
10,616 mi
Bardstown, KY
94 mi away
Good Deal
$44,943
- 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:
- Blue
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 87,128
- Stock #:
- A1219
- VIN:
- 1GCPYCEF4MZ250624
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
87,128 mi
Chattanooga, TN
99 mi away
Good Deal
$32,134
- 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:
- Blue
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,312
- Stock #:
- Z206955
- VIN:
- 1GCRYCEF6LZ206955
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
68,312 mi
Home delivery from Houston, TX
Price includes $1,137 shipping
Good Deal
$30,360
- 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:
- 85,778
- Stock #:
- F7954
- VIN:
- 3GCUDCED2RG137730
Price drop
-$988
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,778 mi
Home delivery from Savannah, TN
Price includes $567 shipping
Great Deal
$35,129
$34,141
- 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:
- 70,021
- Stock #:
- T260421A
- VIN:
- 3GCPDCED7NG669904
Price drop
-$1,183
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,021 mi
Alcoa, TN
83 mi away
Good Deal
$36,461
$35,278
- 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:
- 5,492
- Stock #:
- C26219A
- VIN:
- 3GCUKCED1TG145489
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
5,492 mi
Home delivery from Cumming, GA
Price includes $588 shipping
Good Deal
$47,258
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 36,632
- Stock #:
- 50586A
- VIN:
- 3GCUDCED4RG267265
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,632 mi
Home delivery from Pelham, AL
Price includes $352 shipping
Great Deal
$40,647
$39,646
- 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:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 117,795
- Stock #:
- C20535
- VIN:
- 3GCPDCED3NG520535
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
117,795 mi
Athens, TN
86 mi away
Good Deal
$27,988
- 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:
- 15,546
- Stock #:
- J26268A
- VIN:
- 3GCUKCED0SG342930
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,546 mi
Home delivery from Cumming, GA
Price includes $588 shipping
Good Deal
$44,702
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 71,130
- Stock #:
- 260940BB
- VIN:
- 1GCPYCEF8LZ353107
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,130 mi
Home delivery from East Liverpool, OH
Price includes $1,146 shipping
Good Deal
$31,044
- 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:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 21,670
- Stock #:
- F22566B
- VIN:
- 3GCUKCED2SG203429
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
21,670 mi
Home delivery from Parkersburg, WV
Price includes $412 shipping
Fair Deal
$45,954
- 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:
- 30,068
- Stock #:
- P5346
- VIN:
- 1GCPYCEF7MZ428722
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,068 mi
Home delivery from Columbia, TN
Price includes $176 shipping
Good Deal
$36,204
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,660
- Stock #:
- 26EQ0622A
- VIN:
- 3GCPDCEK9RG188203
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,660 mi
Home delivery from Lewisville, TX
Price includes $1,065 shipping
Fair Deal
$39,807
- 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:
- Brown
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 63,888
- Stock #:
- 215172
- VIN:
- 1GCPYCEH5MZ215172
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,888 mi
Lebanon, KY
76 mi away
Fair Deal
$32,899
- 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:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 123,697
- Stock #:
- C18221
- VIN:
- 3GCPDCED3NG518221
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
123,697 mi
Athens, TN
86 mi away
Good Deal
$27,500
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Monroe, TN?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,987.62. The average price has decreased by -0.5% since last year. The 183 for sale near Monroe, TN on CarGurus, range from $18,618 to $63,490 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Monroe, TN have no reported accidents or damage?
150 out of 183 for sale near Monroe, TN 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 (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
Relevant articles
Craig Fitzgerald
The Best Trucks Under $25,000 in 2026
New trucks cost more than ever, but the prices of used ones finally seem to be cooling. You still can't find the latest and fanciest full-sizes for budget prices, but fortunately, there are plenty of good trucks under $25,000 these days. Here, we've assembled a list of the best.
Craig Fitzgerald
The Best Cars to Tow Behind an RV in 2026
Not many new models can be towed behind an RV. We’ve identified several that are recommended for flat-towing according to their owner’s manual, and a few used models that have fewer technological or engineering restrictions.
CarGurus Editorial Team
Car Deals with 0% APR in July 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 Monroe TNChevrolet Silverado 1500 RST in Monroe TNChevrolet Silverado 1500 LTZ in Monroe TNChevrolet Silverado 1500 LT Trail Boss in Monroe TNChevrolet Silverado 1500 LT1 in Monroe TNChevrolet Silverado 1500 Custom in Monroe TNChevrolet Silverado 1500 High Country in Monroe TNChevrolet Silverado 1500 Custom Trail Boss in Monroe TNChevrolet Silverado 1500 Work Truck in Monroe TN
Chevrolet Silverado 1500 in Cookeville TNChevrolet Silverado 1500 in Crossville TNChevrolet Silverado 1500 in Lebanon TNChevrolet Silverado 1500 in Bowling Green KYChevrolet Silverado 1500 in Murfreesboro TNChevrolet Silverado 1500 in London KYChevrolet Silverado 1500 in Knoxville TNChevrolet Silverado 1500 in Nashville TNChevrolet Silverado 1500 in Chattanooga TN
Chevrolet Silverado 1500 in Monroe TNOld Chevy Trucks for Sale in Monroe TNClassic Muscle Cars for Sale in Monroe TNChevrolet Trucks For Sale in Monroe TNCheap Muscle Cars for Sale in Monroe TNWork Trucks for Sale in Monroe TNReliable Cars For Sale in Monroe TNAmerican Made Trucks For Sale in Monroe TNBest Pickup Trucks For Sale in Monroe TNBest Cars Under $5,000 For Sale in Monroe TN
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 MonroeUsed SUVs / Crossovers for Sale with Low Mileage in MonroeUsed Hatchbacks for Sale with Low Mileage in MonroeUsed Convertibles for Sale with Low Mileage in MonroeUsed Vans for Sale with Low Mileage in MonroeUsed Minivans for Sale with Low Mileage in MonroeUsed Pickup Trucks for Sale with Low Mileage in MonroeUsed Coupes for Sale with Low Mileage in MonroeUsed Wagons for Sale with Low Mileage in Monroe
