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 Clewiston, FL

131 results
Lake Harbor, FL
2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Bomnin Chevrolet Homestead

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

31,819 miles

$36,991

Fair Deal
Certified Pre-Owned
Homestead, FL
88 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:
31,819
Stock number:
G341923A
VIN:
3GCPDCEK8RG146766

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

4,457 miles

$35,490

Great Deal
Miami, FL
78 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:
Gray (Satin Steel Metallic)
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
4,457
Stock number:
Z238315A
VIN:
3GCPYCEF5MG332314

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

6,293 miles

$41,962

Fair Deal
Port Charlotte, FL
88 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:
6,293
Stock number:
G277999
VIN:
3GCPDCEK6RG277999

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

25,720 miles

$37,487

Good Deal
Certified Pre-Owned
Punta Gorda, FL
78 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 Hot
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
25,720
Stock number:
GP2471
VIN:
3GCPDCEK2RG153731

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

52,497 miles

$33,999

Fair Deal
Certified Pre-Owned
Lake Wales, FL
98 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:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
52,497
Stock number:
3T26219A
VIN:
3GCPDCEK0NG518272

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,952 miles

$38,372

Good Deal
Certified Pre-Owned
Palm Bay, FL
92 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:
Dark Ash Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
24,952
Stock number:
SKE89974A
VIN:
3GCPDCEK7RG331276

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

5,202 miles

$39,777

Good Deal
Pompano Beach, FL
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:
White
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
5,202
Stock number:
U019421A
VIN:
3GCPDCEK5RG276715

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

101,246 miles

$25,999

Good Deal
Lake Wales, FL
98 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 (Satin Steel Metallic)
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
101,246
Stock number:
5K26045B
VIN:
1GCPYCEF5LZ143001

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

61,668 miles

$29,588

Good Deal
Fort Lauderdale, FL
57 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:
61,668
Stock number:
TR198859A
VIN:
1GCPYCEF8MZ300036

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

34,345 miles

$39,930

Good Deal
Melbourne, FL
98 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:
Dark Ash Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
34,345
Stock number:
CP2541
VIN:
3GCUDCED5RG114068

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

43,762 miles

$35,401

Fair Deal
Fort Myers, FL
66 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:
43,762
Stock number:
MZ449980
VIN:
1GCPYCEF2MZ449980

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

65,383 miles

$29,407

Good Deal
Miami Lakes, FL
62 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:
Red Hot
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
65,383
Stock number:
K5D534124A
VIN:
1GCPYCEF2MZ244384

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Florida
  6. / Clewiston

  • Chevrolet Silverado 1500 LT in Clewiston FL

  • Chevrolet Silverado 1500 RST in Clewiston FL

  • Chevrolet Silverado 1500 LTZ in Clewiston FL

  • Chevrolet Silverado 1500 LT Trail Boss in Clewiston FL

  • Chevrolet Silverado 1500 LT1 in Clewiston FL

  • Chevrolet Silverado 1500 Custom in Clewiston FL

  • Chevrolet Silverado 1500 High Country in Clewiston FL

  • Chevrolet Silverado 1500 Custom Trail Boss in Clewiston FL

  • Chevrolet Silverado 1500 Work Truck in Clewiston FL

  • Chevrolet Silverado 1500 in Okeechobee FL

  • Chevrolet Silverado 1500 in West Palm Beach FL

  • Chevrolet Silverado 1500 in Fort Myers FL

  • Chevrolet Silverado 1500 in Fort Pierce FL

  • Chevrolet Silverado 1500 in Sebring FL

  • Chevrolet Silverado 1500 in Fort Lauderdale FL

  • Chevrolet Silverado 1500 in Naples FL

  • Chevrolet Silverado 1500 in North Port FL

  • Chevrolet Silverado 1500 in Miami FL

  • Chevrolet Silverado 1500 in Clewiston FL

  • Old Chevy Trucks for Sale in Clewiston FL

  • Classic Muscle Cars for Sale in Clewiston FL

  • Chevrolet Trucks For Sale in Clewiston FL

  • Cheap Muscle Cars for Sale in Clewiston FL

  • Work Trucks for Sale in Clewiston FL

  • Reliable Cars For Sale in Clewiston FL

  • American Made Trucks For Sale in Clewiston FL

  • Best Pickup Trucks For Sale in Clewiston FL

  • Best Cars Under $5,000 For Sale in Clewiston FL

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Clewiston FL

  • 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

  • Car Team USA

  • Belle Glade Chevrolet Buick 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

© 2026 CarGurus, Inc., All Rights Reserved.