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 Ridgely, TN

153 results
Wynnburg, TN
2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Camden Chevrolet

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

16,928 miles

$42,888

Good Deal
Camden, TN
78 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:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
16,928
Stock number:
P2909
VIN:
3GCUDCED1RG337417

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,810 miles

$41,125

Fair Deal
Memphis, TN
83 mi away
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:
Brown (Tan)
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
20,810
Stock number:
C2629052A
VIN:
3GCPDCED8NG669894

Sponsored

2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

43,231 miles

$35,788

Great Deal
Benton, KY
72 mi away
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:
Red Hot
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
43,231
Stock number:
J33766
VIN:
3GCUDCED7PG133766

Sponsored

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

22,595 miles

$39,997

Good Deal
Jonesboro, AR
75 mi away
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:
Red Hot
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
22,595
Stock number:
G355737T
VIN:
3GCPDCEK5RG355737

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

37,678 miles

$36,500

Fair Deal
Benton, MO
53 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:
Automatic
Mileage:
37,678
Stock number:
196967
VIN:
1GCPYCEF4MZ196967

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

43,231 miles

$35,788

Great Deal
Benton, KY
72 mi away
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:
Red Hot
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
43,231
Stock number:
J33766
VIN:
3GCUDCED7PG133766

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,353 miles

$31,500

Good Deal
Carbondale, IL
100 mi away
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:
Silver Ice Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
59,353
Stock number:
J1688
VIN:
3GCPYCEK2NG184170

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Tennessee
  6. / Ridgely
  • Chevrolet Silverado 1500 LT in Ridgely TN

  • Chevrolet Silverado 1500 RST in Ridgely TN

  • Chevrolet Silverado 1500 LTZ in Ridgely TN

  • Chevrolet Silverado 1500 LT Trail Boss in Ridgely TN

  • Chevrolet Silverado 1500 LT1 in Ridgely TN

  • Chevrolet Silverado 1500 Custom in Ridgely TN

  • Chevrolet Silverado 1500 High Country in Ridgely TN

  • Chevrolet Silverado 1500 Custom Trail Boss in Ridgely TN

  • Chevrolet Silverado 1500 Work Truck in Ridgely TN

  • Chevrolet Silverado 1500 in Jackson TN

  • Chevrolet Silverado 1500 in Cape Girardeau MO

  • Chevrolet Silverado 1500 in Paducah KY

  • Chevrolet Silverado 1500 in Jonesboro AR

  • Chevrolet Silverado 1500 in Memphis TN

  • Chevrolet Silverado 1500 in Carbondale IL

  • Chevrolet Silverado 1500 in Clarksville TN

  • Chevrolet Silverado 1500 in Florence AL

  • Chevrolet Silverado 1500 in Tupelo MS

  • Chevrolet Silverado 1500 in Ridgely TN

  • Old Chevy Trucks for Sale in Ridgely TN

  • Classic Muscle Cars for Sale in Ridgely TN

  • Chevrolet Trucks For Sale in Ridgely TN

  • Cheap Muscle Cars for Sale in Ridgely TN

  • Work Trucks for Sale in Ridgely TN

  • Reliable Cars For Sale in Ridgely TN

  • American Made Trucks For Sale in Ridgely TN

  • Best Pickup Trucks For Sale in Ridgely TN

  • Best Cars Under $5,000 For Sale in Ridgely TN

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Ridgely TN

  • 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

  • Jones Chevrolet Humboldt

  • Express Chevrolet GMC

  • Express Dyersburg Chevrolet GMC

  • Autry Morlan Chevrolet Buick GMC

  • Harry Blackwell Chevrolet Buick GMC

  • Taylor Chevrolet GMC

  • Kenton 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

© 2026 CarGurus, Inc., All Rights Reserved.