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Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Deland, FL

282 results
Deland, FL
2023 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Starling Chevrolet of Orlando

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

97,015 miles

$33,440

Great Deal
Orlando, FL
46 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:
Sterling Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
97,015
Stock number:
332215T
VIN:
3GCUDFEDXPG332215

Sponsored

2025 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

6,441 miles

$53,950

Good Deal
New Smyrna Beach, FL
20 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
Interior color:
Black
Transmission:
Automatic
Mileage:
6,441
Stock number:
1232604A
VIN:
3GCUKFE85SG315999

Sponsored

2020 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

87,057 miles

$29,188

Great Deal
Deland, FL
3 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:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
87,057
Stock number:
Z150393T
VIN:
1GCPYFED6LZ150393

Sponsored

2023 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

10,083 miles

$44,988

Fair Deal
Certified Pre-Owned
Leesburg, FL
34 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:
Dark Ash Metallic
Fuel type:
Gasoline
Interior color:
Jet Black
Mileage:
10,083
Stock number:
P25067
VIN:
3GCPDFEK2PG249776

2020 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

87,057 miles

$29,188

Great Deal
Deland, FL
3 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:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
87,057
Stock number:
Z150393T
VIN:
1GCPYFED6LZ150393

2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

53,062 miles

$36,800

Fair Deal
New Smyrna Beach, FL
20 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
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
53,062
Stock number:
G384752A
VIN:
1GCPYFED0MZ404729

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

18,359 miles

$41,999

Good Deal
Winter Park, FL
29 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:
Gray (Satin Steel Metallic)
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
18,359
Stock number:
MZ313974
VIN:
1GCPYFEL8MZ313974

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2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

86,536 miles

$28,978

Great Deal
Daytona Beach, FL
20 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:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
86,536
Stock number:
265580A
VIN:
1GCPYFED4KZ424463

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2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

92,018 miles

$30,495

Fair Deal
Titusville, FL
42 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:
Red Hot
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
92,018
Stock number:
198874T
VIN:
1GCPYFED0KZ198874

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2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

35,155 miles

$35,978

Great Deal
Daytona Beach, FL
20 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:
Northsky Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
35,155
Stock number:
266073A
VIN:
1GCPYFED9LZ320231

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2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

48,763 miles

$40,000

Good Deal
Daytona Beach, FL
20 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:
Dark Ash Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
48,763
Stock number:
X291933A
VIN:
3GCUDFED8NG658723

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2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

63,982 miles

$41,965

Great Deal
Certified Pre-Owned
Daytona Beach, FL
20 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:
Summit White
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
63,982
Stock number:
266003A
VIN:
3GCUDFE83RG144268

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2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

83,855 miles

$29,995

Good Deal
Orlando, FL
41 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:
White
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic Overdrive
Mileage:
83,855
Stock number:
410965
VIN:
1GCPYFED2KZ410965

Sponsored

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  • Chevrolet Silverado 1500 LT in Deland FL

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