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 LT Trail Boss for Sale near Madison, OH

293 results
Madison, OH
2025 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Victory Toyota of Ashtabula County

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

14,057 miles

$55,414

Fair Deal
Austinburg, OH
11 mi away
Year:
2025
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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
14,057
Stock number:
81E11001
VIN:
3GCUKFELXSG123515

Sponsored

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

35,118 miles

$50,250

Fair Deal
Ashtabula, OH
17 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Glacier Blue Metallic
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
35,118
Stock number:
4U0285
VIN:
3GCUDFE82RG141748

Sponsored

2025 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

12,551 miles

$56,585

Fair Deal
Burton, OH
22 mi away
Year:
2025
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:
12,551
Stock number:
260395B
VIN:
3GCUKFEL3SG317755

Sponsored

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

101,098 miles

$27,490

Great Deal
Northfield, OH
40 mi away
Year:
2020
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:
Black
Transmission:
Automatic
Mileage:
101,098
Stock number:
27546NFX
VIN:
1GCPYFEL2LZ209642

2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

72,653 miles

$34,988

Great Deal
Sharon, PA
48 mi away
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:
Black
Transmission:
Automatic
Mileage:
72,653
Stock number:
26SF2733C
VIN:
1GCPYFEL2MZ177423

2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

39,419 miles

$38,801

Great Deal
North Jackson, OH
48 mi away
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 Ice Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
39,419
Stock number:
19122LT
VIN:
1GCPYFEL8MZ189558

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

23,426 miles

$45,490

Great Deal
Stow, OH
47 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Dark Ash Metallic
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
23,426
Stock number:
NDIC2600A
VIN:
3GCUDFE89PG262600

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

12,551 miles

$56,585

Fair Deal
Burton, OH
22 mi away
Year:
2025
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:
12,551
Stock number:
260395B
VIN:
3GCUKFEL3SG317755

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

76,740 miles

$32,900

Fair Deal
Aurora, OH
35 mi away
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
76,740
Stock number:
R5156B
VIN:
3GCPYFED8LG298447

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / LT Trail Boss
  5. / Ohio
  6. / Madison
  • Chevrolet Silverado 1500 LT in Madison OH

  • Chevrolet Silverado 1500 RST in Madison OH

  • Chevrolet Silverado 1500 LTZ in Madison OH

  • Chevrolet Silverado 1500 LT Trail Boss in Madison OH

  • Chevrolet Silverado 1500 LT1 in Madison OH

  • Chevrolet Silverado 1500 Custom in Madison OH

  • Chevrolet Silverado 1500 High Country in Madison OH

  • Chevrolet Silverado 1500 Custom Trail Boss in Madison OH

  • Chevrolet Silverado 1500 Work Truck in Madison OH

  • Chevrolet Silverado 1500 in Cleveland OH

  • Chevrolet Silverado 1500 in Youngstown OH

  • Chevrolet Silverado 1500 in Akron OH

  • Chevrolet Silverado 1500 in Erie PA

  • Chevrolet Silverado 1500 in Boyers PA

  • Chevrolet Silverado 1500 in Warren PA

  • Chevrolet Silverado 1500 in Mansfield OH

  • Chevrolet Silverado 1500 in Pittsburgh PA

  • Chevrolet Silverado 1500 in Detroit MI

  • Chevrolet Silverado 1500 in Madison OH

  • Old Chevy Trucks for Sale in Madison OH

  • Classic Muscle Cars for Sale in Madison OH

  • Chevrolet Trucks For Sale in Madison OH

  • Cheap Muscle Cars for Sale in Madison OH

  • Work Trucks for Sale in Madison OH

  • Reliable Cars For Sale in Madison OH

  • American Made Trucks For Sale in Madison OH

  • Best Pickup Trucks For Sale in Madison OH

  • Best Cars Under $5,000 For Sale in Madison OH

  • 2019 Chevrolet Silverado 1500 LT Trail Boss in Madison OH

  • 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

  • Classic Chevrolet

  • Preston Chevrolet

  • Ganley Chevrolet of Aurora

  • Tim Lally Chevrolet

  • Spitzer Chevrolet Northfield

  • Sarchione Chevrolet Garrettsville

  • Greenwoods Hubbard Chevrolet

  • Classic Chrysler Dodge Jeep Ram

  • Classic Chevrolet GMC of Madison

  • Spitzer Auto World Lordstown

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.