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 Simonton, TX

158 results
Simonton, TX
2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Classic Chevrolet Sugar Land

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

52,187 miles

$36,491

Good Deal
Sugar Land, TX
24 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:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
52,187
Stock number:
TPG324025
VIN:
3GCUDCED0PG324025

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

7,842 miles

$42,290

Fair Deal
Humble, TX
48 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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
7,842
Stock number:
P9344
VIN:
3GCPDCEK4RG188139

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

72,723 miles

$27,498

Great Deal
Houston, TX
30 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:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
72,723
Stock number:
Z248632
VIN:
1GCPYCEF8KZ248632

Sponsored

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

30,993 miles

$30,991

Great Deal
Rosenberg, TX
15 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:
Red
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
30,993
Stock number:
P7581
VIN:
3GCPYCEF2KG148087

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,370 miles

$37,641

Great Deal
Pearland, TX
42 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:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
29,370
Stock number:
CP10074
VIN:
3GCUDCED1PG132936

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

55,834 miles

$33,991

Fair Deal
Sugar Land, TX
24 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:
55,834
Stock number:
PMZ183185
VIN:
1GCPYCEF8MZ183185

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

87,097 miles

$26,595

Good Deal
Houston, TX
30 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:
Red Hot
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
87,097
Stock number:
KZ243563
VIN:
1GCPYCEF1KZ243563

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

52,187 miles

$36,491

Good Deal
Sugar Land, TX
24 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:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
52,187
Stock number:
TPG324025
VIN:
3GCUDCED0PG324025

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

41,301 miles

$34,988

Good Deal
Houston, TX
46 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:
Black
Transmission:
8-Speed Automatic
Mileage:
41,301
Stock number:
P7741
VIN:
3GCPDCEK3RG108703

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

3,629 miles

$43,689

Great Deal
Navasota, TX
49 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:
Black
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
3,629
Stock number:
NP5868A
VIN:
3GCUKCED7SG388349

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,597 miles

$30,732

Great Deal
Houston, TX
21 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:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
45,597
Stock number:
NG668453
VIN:
3GCPDCEK8NG668453

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

30,678 miles

$38,500

Good Deal
Certified Pre-Owned
Rosenberg, TX
16 mi away
Year:
2025
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
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
30,678
Stock number:
G26180A
VIN:
3GCPKCEK2SG112947

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

2,785 miles

$43,285

Fair Deal
Katy, TX
12 mi away
Year:
2025
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
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
2,785
Stock number:
PKH1560
VIN:
3GCPKCEK0SG283860

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,051 miles

$38,956

Good Deal
Sealy, TX
10 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:
Black
Transmission:
8-Speed Automatic
Mileage:
24,051
Stock number:
25070A
VIN:
3GCPDCEK3RG362430

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

33,187 miles

$37,487

Fair Deal
Houston, TX
38 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:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
33,187
Stock number:
PNZ110520
VIN:
1GCPYCEL6NZ110520

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Texas
  6. / Simonton
  • Chevrolet Silverado 1500 LT in Simonton TX

  • Chevrolet Silverado 1500 RST in Simonton TX

  • Chevrolet Silverado 1500 LTZ in Simonton TX

  • Chevrolet Silverado 1500 LT Trail Boss in Simonton TX

  • Chevrolet Silverado 1500 LT1 in Simonton TX

  • Chevrolet Silverado 1500 High Country in Simonton TX

  • Chevrolet Silverado 1500 Custom in Simonton TX

  • Chevrolet Silverado 1500 Custom Trail Boss in Simonton TX

  • Chevrolet Silverado 1500 Work Truck in Simonton TX

  • Chevrolet Silverado 1500 in Katy TX

  • Chevrolet Silverado 1500 in Houston TX

  • Chevrolet Silverado 1500 in Conroe TX

  • Chevrolet Silverado 1500 in Bryan TX

  • Chevrolet Silverado 1500 in Galveston TX

  • Chevrolet Silverado 1500 in Huntsville TX

  • Chevrolet Silverado 1500 in Victoria TX

  • Chevrolet Silverado 1500 in Austin TX

  • Chevrolet Silverado 1500 in Beaumont TX

  • Chevrolet Silverado 1500 in Simonton TX

  • Old Chevy Trucks for Sale in Simonton TX

  • Classic Muscle Cars for Sale in Simonton TX

  • Chevrolet Trucks For Sale in Simonton TX

  • Cheap Muscle Cars for Sale in Simonton TX

  • Work Trucks for Sale in Simonton TX

  • Reliable Cars For Sale in Simonton TX

  • American Made Trucks For Sale in Simonton TX

  • Best Pickup Trucks For Sale in Simonton TX

  • Best Cars Under $5,000 For Sale in Simonton TX

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Simonton TX

  • 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

  • Group 1 Buick GMC North

  • Mac Haik Chevrolet

  • Westside Chevrolet

  • Robbins Chevrolet

  • Finnegan Chevrolet Buick GMC

  • Traditions Chevrolet

  • Gulf Coast Chevrolet Buick GMC

  • Cavender Auto Country Chevrolet Buick GMC

  • EAG Chevrolet GMC Navasota

  • EAG Chrysler Dodge Jeep Ram Navasota

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.