CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Tupelo, MS

156 results
Tupelo, MS
2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Homer Skelton Hyundai

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,276 miles

$35,819

Fair Deal
Olive Branch, MS
83 mi away
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:
58,276
Stock number:
HG17503
VIN:
3GCPYCEF7MG108705

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

76,315 miles

$35,646

Good Deal
Savannah, TN
71 mi away
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:
Black
Transmission:
Automatic
Mileage:
76,315
Stock number:
G6659
VIN:
3GCUDCED2RG122936

Sponsored

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

7,026 miles

$48,902

Fair Deal
Tuscumbia, AL
64 mi away
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:
7,026
Stock number:
M25F1304B
VIN:
3GCUKCED9SG359161

Sponsored

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

76,315 miles

$35,646

Good Deal
Savannah, TN
71 mi away
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:
Black
Transmission:
Automatic
Mileage:
76,315
Stock number:
G6659
VIN:
3GCUDCED2RG122936

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,537 miles

$35,297

Fair Deal
Store transfer to Saltillo, MS
557 mi away • Price includes $299 shipping Price includes $299 shipping
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:
58,537
Stock number:
28120563
VIN:
3GCPYCEF5LG409231

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

87,213 miles

$31,488

Good Deal
Tupelo, MS
1 mi away
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:
Automatic
Mileage:
87,213
Stock number:
UV20004
VIN:
3GCPYCEK6NG134517

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Mississippi
  6. / Tupelo
  • Chevrolet Silverado 1500 LT in Tupelo MS

  • Chevrolet Silverado 1500 RST in Tupelo MS

  • Chevrolet Silverado 1500 LTZ in Tupelo MS

  • Chevrolet Silverado 1500 LT Trail Boss in Tupelo MS

  • Chevrolet Silverado 1500 LT1 in Tupelo MS

  • Chevrolet Silverado 1500 High Country in Tupelo MS

  • Chevrolet Silverado 1500 Custom in Tupelo MS

  • Chevrolet Silverado 1500 Custom Trail Boss in Tupelo MS

  • Chevrolet Silverado 1500 Work Truck in Tupelo MS

  • Chevrolet Silverado 1500 in Columbus MS

  • Chevrolet Silverado 1500 in Florence AL

  • Chevrolet Silverado 1500 in Jasper AL

  • Chevrolet Silverado 1500 in Jackson TN

  • Chevrolet Silverado 1500 in Memphis TN

  • Chevrolet Silverado 1500 in Greenwood MS

  • Chevrolet Silverado 1500 in Tuscaloosa AL

  • Chevrolet Silverado 1500 in Decatur AL

  • Chevrolet Silverado 1500 in Cullman AL

  • Chevrolet Silverado 1500 in Tupelo MS

  • Old Chevy Trucks for Sale in Tupelo MS

  • Classic Muscle Cars for Sale in Tupelo MS

  • Chevrolet Trucks For Sale in Tupelo MS

  • Cheap Muscle Cars for Sale in Tupelo MS

  • Work Trucks for Sale in Tupelo MS

  • Reliable Cars For Sale in Tupelo MS

  • American Made Trucks For Sale in Tupelo MS

  • Best Pickup Trucks For Sale in Tupelo MS

  • Best Cars Under $5,000 For Sale in Tupelo MS

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Tupelo MS

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Cannon Chevrolet Buick GMC of West Point

  • Fikes Chevrolet

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2025 CarGurus, Inc., All Rights Reserved.