Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearPrincess Anne, MD
339 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 32,594
- Stock #:
- A0487A
- VIN:
- 3GCUDFED9RG340731
New arrival
Sponsored by Anderson Automotive of Abingdon
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
32,594 mi
Abingdon, MD
94 mi away
Fair Deal
$49,503
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,630
- Stock #:
- A6296
- VIN:
- 1GCPYFED1MZ322797
Price drop
-$1,000
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
68,630 mi
Spotsylvania, VA
99 mi away
Good Deal
$37,990
$36,990
- Year:
- 2026
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 12,996
- Stock #:
- H31250A
- VIN:
- 3GCUKFEDXTG101220
New arrival
Sponsored Listing
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
12,996 mi
Woodbridge, VA
90 mi away
Fair Deal
$56,995
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- JET BLACK, LEATHER-APPOINTED FRONT SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 68,952
- Stock #:
- EC26401A
- VIN:
- 3GCPYFED7MG273010
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
68,952 mi
Easton, MD
43 mi away
Fair Deal
$37,585
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 77,411
- Stock #:
- FU165532
- VIN:
- 1GCPYFEDXNZ165532
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
77,411 mi
Fallston, MD
97 mi away
Good Deal
$34,000
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Silver Ice Metallic
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 9,752
- Stock #:
- 61612A
- VIN:
- 3GCPYFED5NG184599
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
9,752 mi
Glen Burnie, MD
83 mi away
Good Deal
$42,297
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 61,103
- Stock #:
- 61251A
- VIN:
- 3GCPYFELXMG406155
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
61,103 mi
Glen Burnie, MD
83 mi away
Good Deal
$36,797
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 114,044
- Stock #:
- LG275538
- VIN:
- 3GCPYCEF6LG275538
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
114,044 mi
Virginia Beach, VA
96 mi away
Great Deal
$27,750
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 24,912
- Stock #:
- C260756A
- VIN:
- 3GCUDFEDXRG122152
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
24,912 mi
Baltimore, MD
88 mi away
Great Deal
$46,436
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 90,126
- Stock #:
- 14555P
- VIN:
- 3GCPYFED7MG303655
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
90,126 mi
Fredericksburg, VA
98 mi away
Good Deal
$31,998
- Year:
- 2024
- 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:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 65,684
- Stock #:
- RV7832P
- VIN:
- 3GCUDFE88RG190887
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
65,684 mi
Pasadena, MD
80 mi away
Great Deal
$39,790
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 22,528
- Stock #:
- KCCPRG252832
- VIN:
- 3GCUDFED2RG252832
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
22,528 mi
Clarksville, MD
97 mi away
Good Deal
$47,650
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 65,598
- Stock #:
- PC26174A
- VIN:
- 3GCUDFET1NG512638
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
65,598 mi
Home delivery from Hicksville, OH
Price includes $655 shipping
Good Deal
$39,450
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 23,786
- Stock #:
- C13391B
- VIN:
- 3GCUDFED2RG434787
Price drop
-$1,962
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
23,786 mi
Home delivery from Culpeper, VA
Free home delivery
Good Deal
$49,955
$47,993
- 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:
- 53,193
- Stock #:
- KCCTRG127704
- VIN:
- 3GCPDFEKXRG127704
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
53,193 mi
Clarksville, MD
97 mi away
Good Deal
$40,200
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 93,312
- Stock #:
- WP0333
- VIN:
- 1GCPYFED8LZ147477
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
93,312 mi
Home delivery from Winchester, VA
Price includes $153 shipping
Great Deal
$29,611
- 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:
- 117,682
- Stock #:
- KTTTKG296789
- VIN:
- 3GCPYFED6KG296789
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
117,682 mi
Vienna, VA
97 mi away
Good Deal
$26,995
- 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:
- 47,877
- Stock #:
- 53757
- VIN:
- 1GCPYFED6NZ106347
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
47,877 mi
Home delivery from Cambridge, OH
Price includes $254 shipping
Great Deal
$36,831
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 65,350
- Stock #:
- PD19806A
- VIN:
- 1GCPYFED2MZ106604
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
65,350 mi
Lexington Park, MD
42 mi away
Fair Deal
$38,000
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 70,071
- Stock #:
- KTJSNZ136346
- VIN:
- 1GCPYFED0NZ136346
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
70,071 mi
Vienna, VA
97 mi away
Good Deal
$35,495
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 22,715
- Stock #:
- RG145185A
- VIN:
- 3GCUDFED8RG145185
Price drop
-$990
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
22,715 mi
Prince Frederick, MD
55 mi away
Fair Deal
$49,599
$48,609
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,500
- Stock #:
- 193772
- VIN:
- 3GCPYFED0KG193772
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
49,500 mi
Woodbridge, VA
90 mi away
Great Deal
$32,392
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 54,950
- Stock #:
- 126411A
- VIN:
- 3GCUDFED0PG110458
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
54,950 mi
Salisbury, MD
16 mi away
Fair Deal
$44,527
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 27,825
- Stock #:
- EB26199
- VIN:
- 3GCUDFED4PG227752
Price drop
-$5,611
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
27,825 mi
Elkton, MD
98 mi away
Great Deal
$47,796
$42,185
Overview
The Chevrolet Silverado 1500 LT Trail Boss is only available from in two body configurations: the Crew Cab Short Bed and the Crew Cab Standard Bed. As the “Trail Boss” name suggests, this trim is only available in four-wheel drive. From there, the powertrain options get a little dizzying. You have four engines to choose from: The 2.7-liter turbocharged four-cylinder, the 5.3-liter EcoTec V-8, the 3.0-liter Duramax Turbo Diesel inline six, and the 6.2-liter EcoTec V-8. The four-cylinder turbo is the only one available with an eight-speed automatic transmission. All of the other engines require the 10-speed automatic.
Key Features
- Standard 355hp 5.3-liter V-8 standard, standard 10-speed automatic transmission
- Two-inch factory suspension lift, 18-inch gloss black wheels, Goodyear Wrangler Duratrac tires, raised hood and styled insert
- Leather-wrapped wheel, remote start, all-weather floor liners, 40/20/40 split bench seat, dual-zone climate control, 10-way power driver’s seat, heated front seats, heated wheel
- 13.4-inch color touchscreen display, 12.3-inch multicolor, reconfigurable Driver Information Center, 6-speaker audio, WiFi hot spot, Wireless Apple CarPlay/Android Auto
Pricing Details
The Chevrolet Silverado LT Trail Boss has a base MSRP of $57,095 with the turbocharged four-cylinder. Used examples on CarGurus range from $21,417.50 to $75,765.85 with an average price of $29,372.50. The 5.3-liter V-8 adds $2,315, the diesel engine adds $3,130 and the 6.2-liter V-8 adds $4,460. There are nine different option packages, ranging from $325 for the Dark Essentials Package, to the $3,685 LT Trail Boss Premium Package, which includes Convenience Package II, Safety Package, Bed Protection Package, a power up and down tailgate and leather upholstery.
Specifications
Performance
Engine
355hp 5.3-liter V8
Transmission
10-speed automatic
Drivetrain
Four-wheel drive
Horsepower/Torque
355hp/383 lb-ft
0-60 mph
15.1 seconds (estimated)
MPG
15 mpg city, 19 highway, 16 combined
Curb weight
5,130 pounds
Dimensions
wheelbase
147.4 inches
length
231.9 inches
width
81.2 inches
height
75.5 inches
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
FAQs
How much does the Chevrolet Silverado 1500 LT Trail Boss cost in Princess Anne, MD?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,606.72. The average price has decreased by -1.5% since last year. The 309 for sale near Princess Anne, MD on CarGurus, range from $21,418 to $75,766 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Princess Anne, MD have no reported accidents or damage?
299 out of 309 for sale near Princess Anne, MD have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 LT Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 LT Trail Boss gets between 15 and 24 MPG/MPGe.
What fuel types are available?
Diesel, Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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