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 Topmost, KY

193 results
Topmost, KY
2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Crossroads Chevrolet

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

33,593 miles

$39,920

Fair Deal
Mount Hope, WV
94 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:
Summit White
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
33,593
Stock number:
RG231181
VIN:
3GCPDCEK0RG231181

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

25,629 miles

$34,996

Great Deal
Hazard, KY
23 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:
Summit White
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
25,629
Stock number:
12931
VIN:
1GCPYCEF9MZ359547

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

12,691 miles

$39,788

Good Deal
Winchester, KY
89 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:
Sterling Gray Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
12,691
Stock number:
H9600
VIN:
3GCPDCEK7RG398041

Sponsored

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

88,770 miles

$24,209

Great Deal
Kingsport, TN
59 mi away
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:
Black
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
88,770
Stock number:
TLZ321165
VIN:
1GCRYCEH2LZ321165

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

70,506 miles

$33,766

Fair Deal
Kingsport, TN
58 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:
Cajun Red Tintcoat
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
70,506
Stock number:
1546A
VIN:
1GCPYCEF0LZ311689

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

4,502 miles

$41,889

Good Deal
Certified Pre-Owned
Morristown, TN
85 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:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
4,502
Stock number:
18765A
VIN:
3GCPDCEK1RG354732

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

12,691 miles

$39,788

Good Deal
Winchester, KY
89 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:
Sterling Gray Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
12,691
Stock number:
H9600
VIN:
3GCPDCEK7RG398041

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,942 miles

$38,932

Fair Deal
Johnson City, TN
72 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:
Shadow Gray Metallic
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
21,942
Stock number:
TMZ325167
VIN:
1GCPYCEF5MZ325167

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

92,000 miles

$29,419

Fair Deal
Pikeville, KY
16 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:
Northsky Blue Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
92,000
Stock number:
P7788A
VIN:
1GCPYCEF5LZ206520

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Kentucky
  6. / Topmost
  • Chevrolet Silverado 1500 LT in Topmost KY

  • Chevrolet Silverado 1500 RST in Topmost KY

  • Chevrolet Silverado 1500 LTZ in Topmost KY

  • Chevrolet Silverado 1500 LT Trail Boss in Topmost KY

  • Chevrolet Silverado 1500 LT1 in Topmost KY

  • Chevrolet Silverado 1500 High Country in Topmost KY

  • Chevrolet Silverado 1500 Custom in Topmost KY

  • Chevrolet Silverado 1500 Custom Trail Boss in Topmost KY

  • Chevrolet Silverado 1500 Work Truck in Topmost KY

  • Chevrolet Silverado 1500 in Abingdon VA

  • Chevrolet Silverado 1500 in London KY

  • Chevrolet Silverado 1500 in Huntington WV

  • Chevrolet Silverado 1500 in Johnson City TN

  • Chevrolet Silverado 1500 in Greeneville TN

  • Chevrolet Silverado 1500 in Morristown TN

  • Chevrolet Silverado 1500 in Charleston WV

  • Chevrolet Silverado 1500 in Lexington KY

  • Chevrolet Silverado 1500 in Knoxville TN

  • Chevrolet Silverado 1500 in Topmost KY

  • Old Chevy Trucks for Sale in Topmost KY

  • Classic Muscle Cars for Sale in Topmost KY

  • Chevrolet Trucks For Sale in Topmost KY

  • Cheap Muscle Cars for Sale in Topmost KY

  • Work Trucks for Sale in Topmost KY

  • Reliable Cars For Sale in Topmost KY

  • American Made Trucks For Sale in Topmost KY

  • Best Pickup Trucks For Sale in Topmost KY

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

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Topmost 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

  • Tim Short Chevrolet GMC

  • Morgan McClure Chevrolet

  • Freedom 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.