CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • 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 Ventura, CA

85 results
Ventura, CA
2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD GMS

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

50,029 miles

$35,888

Fair Deal
Placentia, CA
86 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:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
50,029
Stock number:
T-329971
VIN:
1GCPYCEF6LZ329971

Sponsored

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

15,401 miles

$44,763

Fair Deal
Certified Pre-Owned
Buellton, CA
56 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:
Slate Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
15,401
Stock number:
12617T
VIN:
3GCPKCEKXSG152810

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,547 miles

$39,000

Fair Deal
Ontario, CA
94 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
Fuel type:
Gasoline
Interior color:
JET BLACK
Transmission:
6-Speed Automatic
Mileage:
45,547
Stock number:
5105-B
VIN:
1GCPYCEL5MZ410516

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

76,366 miles

$30,500

Great Deal
Burbank, CA
56 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:
G6m
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
76,366
Stock number:
29644A
VIN:
3GCPDCED4NG536078

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

13,950 miles

$37,579

Good Deal
Costa Mesa, CA
90 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:
Blue
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
13,950
Stock number:
NG594611
VIN:
3GCPDCEK2NG594611

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

15,401 miles

$44,763

Fair Deal
Certified Pre-Owned
Buellton, CA
56 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:
Slate Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
15,401
Stock number:
12617T
VIN:
3GCPKCEKXSG152810

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

85,896 miles

$29,998

Fair Deal
Monrovia, CA
76 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:
Gray
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
85,896
Stock number:
TLZ201225
VIN:
1GCPYCEF0LZ201225

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

5,390 miles

$45,750

Fair Deal
Los Angeles, CA
61 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:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
5,390
Stock number:
F5B51261-1
VIN:
3GCPKCEK3SG183204

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

80,420 miles

$28,159

Good Deal
Oxnard, CA
9 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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
80,420
Stock number:
LZ289364P
VIN:
1GCRYCEF2LZ289364

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

78,336 miles

$31,748

Good Deal
Cerritos, CA
74 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:
78,336
Stock number:
UCPB0316
VIN:
1GCPYCEF4MZ372920

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

2,673 miles

$47,997

Fair Deal
Store transfer to Oxnard, CA
2,196 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
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:
Gray
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
2,673
Stock number:
27856099
VIN:
3GCPKCEK5SG279111

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

8,769 miles

$44,997

Fair Deal
Store transfer to Oxnard, CA
1,848 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
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:
Gray
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
8,769
Stock number:
27779937
VIN:
3GCPDCEK4RG142620

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,811 miles

$33,700

Good Deal
Cerritos, CA
74 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:
Sand Dune Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
69,811
Stock number:
P17442
VIN:
3GCPDCED5NG525722

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

78,336 miles

$31,748

Good Deal
Cerritos, CA
74 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:
78,336
Stock number:
UCPB0316
VIN:
1GCPYCEF4MZ372920

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / California
  6. / Ventura
  • Chevrolet Silverado 1500 LT in Ventura CA

  • Chevrolet Silverado 1500 RST in Ventura CA

  • Chevrolet Silverado 1500 LTZ in Ventura CA

  • Chevrolet Silverado 1500 LT Trail Boss in Ventura CA

  • Chevrolet Silverado 1500 LT1 in Ventura CA

  • Chevrolet Silverado 1500 High Country in Ventura CA

  • Chevrolet Silverado 1500 Custom in Ventura CA

  • Chevrolet Silverado 1500 Custom Trail Boss in Ventura CA

  • Chevrolet Silverado 1500 Work Truck in Ventura CA

  • Chevrolet Silverado 1500 in Santa Barbara CA

  • Chevrolet Silverado 1500 in Malibu CA

  • Chevrolet Silverado 1500 in Santa Clarita CA

  • Chevrolet Silverado 1500 in Los Angeles CA

  • Chevrolet Silverado 1500 in Lancaster CA

  • Chevrolet Silverado 1500 in Bakersfield CA

  • Chevrolet Silverado 1500 in Santa Maria CA

  • Chevrolet Silverado 1500 in Pomona CA

  • Chevrolet Silverado 1500 in Irvine CA

  • Chevrolet Silverado 1500 in Ventura CA

  • Old Chevy Trucks for Sale in Ventura CA

  • Classic Muscle Cars for Sale in Ventura CA

  • Chevrolet Trucks For Sale in Ventura CA

  • Cheap Muscle Cars for Sale in Ventura CA

  • Work Trucks for Sale in Ventura CA

  • Reliable Cars For Sale in Ventura CA

  • American Made Trucks For Sale in Ventura CA

  • Best Pickup Trucks For Sale in Ventura CA

  • Best Cars Under $5,000 For Sale in Ventura CA

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Ventura CA

  • 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

  • Rydell Chevrolet Northridge

  • AutoNation Chevrolet Valencia

  • Paradise Chevrolet

  • Santa Monica GMC Inc.

  • Coastal Chevrolet

  • Bunnin Chevrolet of Santa Paula

  • Keyes Chevrolet

  • Bunnin Chevrolet of Fillmore

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.