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 Prospect, KY

355 results
Harrods Creek, KY
2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Kearney Motorsports- J-Town

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

160,026 miles

$25,500

Fair Deal
Louisville, KY
9 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:
Silver
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
160,026
Stock number:
4782A
VIN:
1GCPYFED4MZ199738

Sponsored

2020 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

97,146 miles

$31,995

Fair Deal
Salem, IN
29 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:
Red Hot
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
97,146
Stock number:
S10716T-1
VIN:
3GCPYFED4LG366582

Sponsored

2022 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

37,062 miles

$43,545

Fair Deal
Salem, IN
29 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Black
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
37,062
Stock number:
S08985
VIN:
1GCPYFED1NZ127347

Sponsored

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

123,884 miles

$27,995

Fair Deal
Bardstown, KY
36 mi away
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:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
123,884
Stock number:
10897
VIN:
1GCPYFED3KZ300197

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

49,803 miles

$38,995

Fair Deal
Salem, IN
29 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:
Northsky Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
49,803
Stock number:
S10682T-9
VIN:
1GCPYFED9MZ332378

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

72,749 miles

$34,225

Good Deal
Clarksville, IN
8 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:
Shadow Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
72,749
Stock number:
H013580B
VIN:
1GCPYFED4LZ113178

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

42,941 miles

$48,523

Fair Deal
Shelbyville, KY
24 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:
Jet Black
Transmission:
Automatic
Mileage:
42,941
Stock number:
P83835
VIN:
3GCUDFED9RG283835

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / LT Trail Boss
  5. / Kentucky
  6. / Prospect

  • Chevrolet Silverado 1500 LT in Prospect KY

  • Chevrolet Silverado 1500 RST in Prospect KY

  • Chevrolet Silverado 1500 LTZ in Prospect KY

  • Chevrolet Silverado 1500 LT Trail Boss in Prospect KY

  • Chevrolet Silverado 1500 LT1 in Prospect KY

  • Chevrolet Silverado 1500 Custom in Prospect KY

  • Chevrolet Silverado 1500 High Country in Prospect KY

  • Chevrolet Silverado 1500 Custom Trail Boss in Prospect KY

  • Chevrolet Silverado 1500 Work Truck in Prospect KY

  • Chevrolet Silverado 1500 in Louisville KY

  • Chevrolet Silverado 1500 in Columbus IN

  • Chevrolet Silverado 1500 in Lexington KY

  • Chevrolet Silverado 1500 in Jasper IN

  • Chevrolet Silverado 1500 in Bloomington IN

  • Chevrolet Silverado 1500 in Cincinnati OH

  • Chevrolet Silverado 1500 in Owensboro KY

  • Chevrolet Silverado 1500 in Indianapolis IN

  • Chevrolet Silverado 1500 in Bowling Green KY

  • Chevrolet Silverado 1500 in Prospect KY

  • Old Chevy Trucks for Sale in Prospect KY

  • Classic Muscle Cars for Sale in Prospect KY

  • Chevrolet Trucks For Sale in Prospect KY

  • Cheap Muscle Cars for Sale in Prospect KY

  • Work Trucks for Sale in Prospect KY

  • Reliable Cars For Sale in Prospect KY

  • American Made Trucks For Sale in Prospect KY

  • Best Pickup Trucks For Sale in Prospect KY

  • Best Cars Under $5,000 For Sale in Prospect KY

  • 2019 Chevrolet Silverado 1500 LT Trail Boss in Prospect KY

  • 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

  • Glenn Chevrolet

  • Bob Hook Chevrolet

  • John Jones of Corydon

  • Champion Chevrolet GMC

  • John Jones Chevrolet of Scottsburg

  • Sternberg Chevrolet

  • John Jones Chevrolet Cadillac of Salem

  • Herb Jones Chevrolet GMC

  • Country Chevrolet Buick

  • Bachman Chevrolet

  • Bob Poynter Chevrolet Buick GMC

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.