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 Gilbert, AZ

90 results
Gilbert, AZ
2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Honda Superstition Springs

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

15,283 miles

$41,998

Fair Deal
Mesa, AZ
5 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:
Jet Black
Transmission:
Automatic
Mileage:
15,283
Stock number:
P900199
VIN:
3GCPDCEK8RG295503

Sponsored

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

3,894 miles

$40,988

Great Deal
Gilbert, AZ
3 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:
Gray
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
3,894
Stock number:
D251538A
VIN:
3GCPKCEK5SG305657

Sponsored

2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,587 miles

$36,495

Great Deal
Certified Pre-Owned
Avondale, AZ
31 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
58,587
Stock number:
PG336403T
VIN:
3GCUDCE87PG336403

Sponsored

2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,587 miles

$36,495

Great Deal
Certified Pre-Owned
Avondale, AZ
31 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
58,587
Stock number:
PG336403T
VIN:
3GCUDCE87PG336403

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

14,835 miles

$44,663

Fair Deal
Gilbert, AZ
3 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:
Black
Transmission:
8-Speed Automatic
Mileage:
14,835
Stock number:
26T220A
VIN:
3GCPKCEK7SG129727

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

3,894 miles

$40,988

Great Deal
Gilbert, AZ
3 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:
Gray
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
3,894
Stock number:
D251538A
VIN:
3GCPKCEK5SG305657

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,892 miles

$39,470

Good Deal
Scottsdale, AZ
13 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
Transmission:
8-Speed Automatic
Mileage:
24,892
Stock number:
P1756
VIN:
3GCPDCEK1PG337135

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

5,472 miles

$48,992

Fair Deal
Tempe, AZ
9 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:
5,472
Stock number:
D11254A
VIN:
3GCUKCEDXSG358973

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

28,185 miles

$39,200

Good Deal
Phoenix, AZ
21 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:
28,185
Stock number:
MAP11621
VIN:
3GCPDCEK2RG362810

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

27,251 miles

$43,971

Fair Deal
Tempe, AZ
9 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Lakeshore Blue Metallic
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
27,251
Stock number:
2511608a
VIN:
3GCUDCE85RG212875

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

182,566 miles

$18,999

Good Deal
Glendale, AZ
27 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:
Blue
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
182,566
Stock number:
DN395
VIN:
1GCPYCEF3MZ282058

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

10,248 miles

$37,910

Great Deal
Scottsdale, AZ
22 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:
Jet Black, Cloth seat trim
Transmission:
Automatic
Mileage:
10,248
Stock number:
260729A
VIN:
3GCPDCEK1RG326400

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,398 miles

$45,000

Good Deal
Mesa, AZ
5 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Diesel
Transmission:
Automatic
Mileage:
21,398
Stock number:
MFD260069A
VIN:
3GCUKCE83SG274884

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

61,190 miles

$33,453

Fair Deal
Certified Pre-Owned
Tempe, AZ
12 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:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
61,190
Stock number:
34311N
VIN:
1GCPYCEF4MZ453156

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

14,835 miles

$44,663

Fair Deal
Gilbert, AZ
3 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:
Black
Transmission:
8-Speed Automatic
Mileage:
14,835
Stock number:
26T220A
VIN:
3GCPKCEK7SG129727

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Arizona
  6. / Gilbert
  • Chevrolet Silverado 1500 LT in Gilbert AZ

  • Chevrolet Silverado 1500 RST in Gilbert AZ

  • Chevrolet Silverado 1500 LTZ in Gilbert AZ

  • Chevrolet Silverado 1500 LT Trail Boss in Gilbert AZ

  • Chevrolet Silverado 1500 LT1 in Gilbert AZ

  • Chevrolet Silverado 1500 Custom in Gilbert AZ

  • Chevrolet Silverado 1500 High Country in Gilbert AZ

  • Chevrolet Silverado 1500 Custom Trail Boss in Gilbert AZ

  • Chevrolet Silverado 1500 Work Truck in Gilbert AZ

  • Chevrolet Silverado 1500 in Apache Junction AZ

  • Chevrolet Silverado 1500 in Phoenix AZ

  • Chevrolet Silverado 1500 in Casa Grande AZ

  • Chevrolet Silverado 1500 in Surprise AZ

  • Chevrolet Silverado 1500 in Tucson AZ

  • Chevrolet Silverado 1500 in Prescott AZ

  • Chevrolet Silverado 1500 in Flagstaff AZ

  • Chevrolet Silverado 1500 in Nogales AZ

  • Chevrolet Silverado 1500 in Sierra Vista AZ

  • Chevrolet Silverado 1500 in Gilbert AZ

  • Old Chevy Trucks for Sale in Gilbert AZ

  • Classic Muscle Cars for Sale in Gilbert AZ

  • Chevrolet Trucks For Sale in Gilbert AZ

  • Cheap Muscle Cars for Sale in Gilbert AZ

  • Work Trucks for Sale in Gilbert AZ

  • Reliable Cars For Sale in Gilbert AZ

  • American Made Trucks For Sale in Gilbert AZ

  • Best Pickup Trucks For Sale in Gilbert AZ

  • Best Cars Under $5,000 For Sale in Gilbert AZ

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Gilbert AZ

  • 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

  • Ken Garff Gateway Chevrolet

  • AutoNation Chevrolet Mesa

  • AutoNation Chevrolet Arrowhead

  • Freeway Chevrolet

  • Sands Chevrolet

  • Earnhardt Chevrolet

  • Garrett Motors, Inc.

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.