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 LT Trail Boss for Sale near Freeport, FL

306 results
Freeport, FL
2022 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD AutoNation Ford Panama City

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

70,716 miles

$35,990

Fair Deal
Panama City, FL
36 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Northsky Blue Metallic
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
70,716
Stock number:
NG126704
VIN:
3GCPYFED5NG126704

Sponsored

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

17,983 miles

$49,995

Great Deal
Brewton, AL
70 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:
Radiant Red Tintcoat
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
17,983
Stock number:
P8140
VIN:
3GCUDFED8RG397681

Sponsored

2019 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

123,600 miles

$27,999

Fair Deal
Panama City, FL
36 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:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
123,600
Stock number:
157002CC
VIN:
1GCPYFED2KZ157002

Sponsored

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

94,059 miles

$33,940

Good Deal
Milton, FL
54 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Gray (Satin Steel Metallic)
Interior color:
Black
Transmission:
Automatic
Mileage:
94,059
Stock number:
T26205A
VIN:
3GCPYFED9NG151041

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

32,622 miles

$45,425

Good Deal
Colquitt, GA
96 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:
Glacier Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
32,622
Stock number:
10577A
VIN:
3GCUDFED8PG210985

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

19,520 miles

$40,997

Good Deal
Store transfer to Dothan, AL
2,214 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Blue
Interior color:
Black
Transmission:
Automatic
Mileage:
19,520
Stock number:
26433898
VIN:
1GCPYFEL0NZ228094

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

27,465 miles

$49,481

Good Deal
Fort Walton Beach, FL
30 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:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
27,465
Stock number:
TRG190558
VIN:
3GCUDFED4RG190558

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / LT Trail Boss
  5. / Florida
  6. / Freeport
  • Chevrolet Silverado 1500 LT in Freeport FL

  • Chevrolet Silverado 1500 RST in Freeport FL

  • Chevrolet Silverado 1500 LTZ in Freeport FL

  • Chevrolet Silverado 1500 LT Trail Boss in Freeport FL

  • Chevrolet Silverado 1500 LT1 in Freeport FL

  • Chevrolet Silverado 1500 Custom in Freeport FL

  • Chevrolet Silverado 1500 High Country in Freeport FL

  • Chevrolet Silverado 1500 Custom Trail Boss in Freeport FL

  • Chevrolet Silverado 1500 Work Truck in Freeport FL

  • Chevrolet Silverado 1500 in Fort Walton Beach FL

  • Chevrolet Silverado 1500 in Panama City FL

  • Chevrolet Silverado 1500 in Marianna FL

  • Chevrolet Silverado 1500 in Pensacola FL

  • Chevrolet Silverado 1500 in Dothan AL

  • Chevrolet Silverado 1500 in Atmore AL

  • Chevrolet Silverado 1500 in Bainbridge GA

  • Chevrolet Silverado 1500 in Monroeville AL

  • Chevrolet Silverado 1500 in Tallahassee FL

  • Chevrolet Silverado 1500 in Freeport FL

  • Old Chevy Trucks for Sale in Freeport FL

  • Classic Muscle Cars for Sale in Freeport FL

  • Chevrolet Trucks For Sale in Freeport FL

  • Cheap Muscle Cars for Sale in Freeport FL

  • Work Trucks for Sale in Freeport FL

  • Reliable Cars For Sale in Freeport FL

  • American Made Trucks For Sale in Freeport FL

  • Best Pickup Trucks For Sale in Freeport FL

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

  • 2019 Chevrolet Silverado 1500 LT Trail Boss in Freeport 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

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.