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 Dripping Springs, TX

132 results
Dripping Springs, TX
2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Don Hewlett Chevrolet Buick

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

35,867 miles

$41,522

Fair Deal
Georgetown, TX
36 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:
Lakeshore Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
35,867
Stock number:
260695A
VIN:
3GCUDCED5RG251303

Sponsored

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

4,827 miles

$43,478

Good Deal
Leander, TX
30 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:
Cypress Gray
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
4,827
Stock number:
SG149920
VIN:
3GCPKCEK2SG149920

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

14,736 miles

$41,591

Fair Deal
San Antonio, 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:
Lakeshore Blue Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
14,736
Stock number:
251644A
VIN:
3GCPDCEK4RG251644

Sponsored

2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

27,586 miles

$41,927

Good Deal
Certified Pre-Owned
Selma, TX
45 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:
Summit White
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
27,586
Stock number:
C260611A
VIN:
3GCUDCE82PG358924

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

43,039 miles

$34,987

Great Deal
New Braunfels, TX
34 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:
White
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
43,039
Stock number:
PRG161989
VIN:
3GCPDCEK4RG161989

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

49,600 miles

$34,653

Good Deal
Austin, TX
23 mi away
Year:
2023
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
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth seat trim
Transmission:
Automatic
Mileage:
49,600
Stock number:
PG271869
VIN:
3GCPDCEK0PG271869

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

4,827 miles

$43,478

Good Deal
Leander, TX
30 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:
Cypress Gray
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
4,827
Stock number:
SG149920
VIN:
3GCPKCEK2SG149920

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,725 miles

$39,381

Good Deal
Elgin, 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:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
29,725
Stock number:
T301891
VIN:
3GCPDCEK9RG301891

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

87,058 miles

$29,000

Fair Deal
Boerne, TX
47 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:
Blue (Navy)
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
87,058
Stock number:
60538AA
VIN:
3GCPYCEFXKG222243

Sponsored

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

  • Chevrolet Silverado 1500 RST in Dripping Springs TX

  • Chevrolet Silverado 1500 LTZ in Dripping Springs TX

  • Chevrolet Silverado 1500 LT Trail Boss in Dripping Springs TX

  • Chevrolet Silverado 1500 LT1 in Dripping Springs TX

  • Chevrolet Silverado 1500 Custom in Dripping Springs TX

  • Chevrolet Silverado 1500 High Country in Dripping Springs TX

  • Chevrolet Silverado 1500 Custom Trail Boss in Dripping Springs TX

  • Chevrolet Silverado 1500 Work Truck in Dripping Springs TX

  • Chevrolet Silverado 1500 in Austin TX

  • Chevrolet Silverado 1500 in New Braunfels TX

  • Chevrolet Silverado 1500 in Georgetown TX

  • Chevrolet Silverado 1500 in San Antonio TX

  • Chevrolet Silverado 1500 in Killeen TX

  • Chevrolet Silverado 1500 in Bryan TX

  • Chevrolet Silverado 1500 in Waco TX

  • Chevrolet Silverado 1500 in Victoria TX

  • Chevrolet Silverado 1500 in Katy TX

  • Chevrolet Silverado 1500 in Dripping Springs TX

  • Old Chevy Trucks for Sale in Dripping Springs TX

  • Classic Muscle Cars for Sale in Dripping Springs TX

  • Chevrolet Trucks For Sale in Dripping Springs TX

  • Cheap Muscle Cars for Sale in Dripping Springs TX

  • Work Trucks for Sale in Dripping Springs TX

  • Reliable Cars For Sale in Dripping Springs TX

  • American Made Trucks For Sale in Dripping Springs TX

  • Best Pickup Trucks For Sale in Dripping Springs TX

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

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Dripping Springs 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

  • Covert Ford/Chevrolet Hutto

  • Henna Chevrolet

  • Bluebonnet Chrysler Dodge Ram

  • AutoNation Chevrolet West Austin

  • Cavender Chevrolet

  • Gunn Chevrolet, Ltd.

  • Covert Chevrolet Bastrop

  • Chevrolet Buick Marble Falls

  • ValMark Chevrolet

  • Fredericksburg Chevrolet 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

© 2025 CarGurus, Inc., All Rights Reserved.