Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearMilan, TN
179 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 46,589
- Stock #:
- TRG218270S
- VIN:
- 3GCUDCED5RG218270
Sponsored by Wyatt Johnson Subaru
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,589 mi
Clarksville, TN
94 mi away
Great Deal
$37,645
- 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
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,778 mi
Savannah, TN
57 mi away
Good Deal
$35,920
- 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:
- Blue
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 140,410
- Stock #:
- 250101
- VIN:
- 1GCPYCEF9KZ250101
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
140,410 mi
Waverly, TN
53 mi away
Good Deal
$23,520
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Transmission:
- Automatic
- Mileage:
- 15,459
- Stock #:
- 26NJ0074A
- VIN:
- 3GCUKCE85SG352596
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,459 mi
Covington, TN
54 mi away
Good Deal
$46,690
- 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:
- 35,412
- Stock #:
- T8140A
- VIN:
- 3GCUKCED6SG194931
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,412 mi
Southaven, MS
95 mi away
Good Deal
$42,800
- 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:
- Blue
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 22,873
- Stock #:
- 402210
- VIN:
- 3GCPDCEK4RG402210
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,873 mi
Home delivery from Orlando, FL
Price includes $669 shipping
Fair Deal
$43,056
- 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:
- 46,589
- Stock #:
- TRG218270S
- VIN:
- 3GCUDCED5RG218270
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,589 mi
Clarksville, TN
94 mi away
Great Deal
$37,645
- 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
Home delivery from Middlesboro, KY
Price includes $570 shipping
Good Deal
$36,169
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 69,041
- Stock #:
- K26986A
- VIN:
- 1GCRYCEF8KZ326786
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
69,041 mi
Home delivery from Ashland, KY
Price includes $1,140 shipping
Fair Deal
$30,423
- 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
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,778 mi
Savannah, TN
57 mi away
Good Deal
$35,920
- 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:
- 24,836
- Stock #:
- RG358947
- VIN:
- 3GCUDCED3RG358947
Price drop
-$1,910
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
24,836 mi
Home delivery from Cookeville, TN
Price includes $272 shipping
Great Deal
$42,966
$41,056
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 115,088
- Stock #:
- 144370
- VIN:
- 1GCPYCEF5KZ345870
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
115,088 mi
Home delivery from Fredericksburg, VA
Price includes $960 shipping
Fair Deal
$28,856
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,775
- Stock #:
- 5019
- VIN:
- 1GCPYCEF0LZ168095
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,775 mi
Home delivery from Burton, MI
Price includes $558 shipping
Great Deal
$29,458
- 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:
- 12,609
- Stock #:
- 19575B
- VIN:
- 3GCPKCEK4SG354574
Price drop
-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,609 mi
Home delivery from Marietta, GA
Price includes $414 shipping
Good Deal
$44,201
$43,201
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,321
- Stock #:
- 261368B
- VIN:
- 3GCPDCEK3RG367076
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
26,321 mi
Home delivery from Lithia Springs, GA
Price includes $416 shipping
Fair Deal
$41,928
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 38,001
- Stock #:
- C0398A
- VIN:
- 3GCUDCED9RG333616
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,001 mi
Memphis, TN
85 mi away
Great Deal
$39,933
- Year:
- 2026
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 18,201
- Stock #:
- 26N0520A
- VIN:
- 3GCPKCEK3TG128706
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,201 mi
Southaven, MS
95 mi away
Fair Deal
$45,413
- 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
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,177 mi
Home delivery from Winnsboro, LA
Price includes $310 shipping
Good Deal
$42,512
- 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
Home delivery from Fairfax, VA
Price includes $663 shipping
Great Deal
$29,653
- 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:
- Northsky Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 140,247
- Stock #:
- 286061
- VIN:
- 1GCRYCEF4KZ286061
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
140,247 mi
Home delivery from Houston, TX
Price includes $716 shipping
Fair Deal
$21,361
- Year:
- 2020
- 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:
- Blue
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 76,709
- Stock #:
- 70148279
- VIN:
- 3GCPYCEH7LG124578
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,709 mi
Store transfer to Jackson, TN
Price includes $1,399 shipping
Good Deal
$30,397
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 48,518
- Stock #:
- 5153
- VIN:
- 3GCUDCED9PG302640
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,518 mi
Home delivery from Seffner, FL
Price includes $698 shipping
Great Deal
$36,690
- 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:
- 33,293
- Stock #:
- MX4598
- VIN:
- 1GCPYCEF4MZ232253
Price drop
-$1,229
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,293 mi
Home delivery from Michigan Center, MI
Price includes $895 shipping
Good Deal
$37,164
$35,935
- 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:
- Brown (Tan)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 1,349
- Stock #:
- 25MT0039G
- VIN:
- 3GCUKCED3TG287147
New arrival
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
1,349 mi
Memphis, TN
85 mi away
Fair Deal
$50,295
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Milan, TN?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,853.08. The average price has decreased by -0.7% since last year. The 177 for sale near Milan, TN on CarGurus, range from $21,361 to $66,780 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Milan, TN have no reported accidents or damage?
159 out of 177 for sale near Milan, 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
CarGurus Editorial Team
Best Truck Lease Deals in August 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 August 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.
CarGurus Editorial Team
Best Car Deals in August 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.
Chevrolet Silverado 1500 LT in Milan TNChevrolet Silverado 1500 RST in Milan TNChevrolet Silverado 1500 LTZ in Milan TNChevrolet Silverado 1500 LT Trail Boss in Milan TNChevrolet Silverado 1500 LT1 in Milan TNChevrolet Silverado 1500 Custom in Milan TNChevrolet Silverado 1500 High Country in Milan TNChevrolet Silverado 1500 Custom Trail Boss in Milan TNChevrolet Silverado 1500 Work Truck in Milan TN
Chevrolet Silverado 1500 in Jackson TNChevrolet Silverado 1500 in Cross State TNChevrolet Silverado 1500 in Paducah KYChevrolet Silverado 1500 in Clarksville TNChevrolet Silverado 1500 in Memphis TNChevrolet Silverado 1500 in Florence ALChevrolet Silverado 1500 in Cape Girardeau MOChevrolet Silverado 1500 in Jonesboro ARChevrolet Silverado 1500 in Nashville TN
Chevrolet Silverado 1500 in Milan TNOld Chevy Trucks for Sale in Milan TNClassic Muscle Cars for Sale in Milan TNChevrolet Trucks For Sale in Milan TNCheap Muscle Cars for Sale in Milan TNWork Trucks for Sale in Milan TNReliable Cars For Sale in Milan TNAmerican Made Trucks For Sale in Milan TNBest Pickup Trucks For Sale in Milan TNBest Cars Under $5,000 For Sale in Milan 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 MilanUsed SUVs / Crossovers for Sale with Low Mileage in MilanUsed Hatchbacks for Sale with Low Mileage in MilanUsed Convertibles for Sale with Low Mileage in MilanUsed Vans for Sale with Low Mileage in MilanUsed Minivans for Sale with Low Mileage in MilanUsed Pickup Trucks for Sale with Low Mileage in MilanUsed Coupes for Sale with Low Mileage in MilanUsed Wagons for Sale with Low Mileage in Milan
