Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearLeesburg, IN
185 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 69,122
- Stock #:
- 406-B598
- VIN:
- 1GCPYCEF5KZ375743
Sponsored by Huntington Lakeside
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
69,122 mi
Huntington, IN
34 mi away
Good Deal
$29,750
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 86,469
- Stock #:
- NS1593
- VIN:
- 1GCRYCEH0KZ240602
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
86,469 mi
Westfield, IN
90 mi away
Good Deal
$26,056
- 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:
- Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 70,692
- Stock #:
- PM31225
- VIN:
- 3GCPDCEK8NG605417
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,692 mi
Kokomo, IN
60 mi away
Fair Deal
$33,532
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,022
- Stock #:
- T25317C
- VIN:
- 3GCPDCEK1RG221310
Price drop
-$1,500
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,022 mi
Coldwater, MI
62 mi away
Great Deal
$38,303
$36,803
- 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:
- 56,329
- Stock #:
- PSH16470A
- VIN:
- 3GCPYCEF5MG482942
Price drop
-$700
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
56,329 mi
Lansing, IL
91 mi away
Good Deal
$33,912
$33,212
- 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:
- 51,065
- Stock #:
- 22696A
- VIN:
- 3GCPDCEK3PG106074
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,065 mi
Home delivery from Tampa, FL
Price includes $984 shipping
Great Deal
$34,473
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 107,978
- Stock #:
- PJA10000
- VIN:
- 1GCPYCEF5LZ274946
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
107,978 mi
Tipton, IN
73 mi away
Good Deal
$25,646
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Red Hot
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,453
- Stock #:
- ZC26344
- VIN:
- 1GCPYCEK2NZ120128
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,453 mi
Hicksville, OH
55 mi away
Great Deal
$31,585
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,142
- Stock #:
- P36571
- VIN:
- 3GCPDCEK4RG151995
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,142 mi
Home delivery from Flint, MI
Price includes $234 shipping
Fair Deal
$39,048
- 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:
- 62,769
- Stock #:
- 6628725A
- VIN:
- 3GCUDCED8RG264868
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,769 mi
Home delivery from Lexington, TN
Price includes $1,038 shipping
Fair Deal
$38,484
- 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:
- Automatic
- Mileage:
- 96,583
- Stock #:
- FIT195897
- VIN:
- 1GCPYCEF4MZ195897
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
96,583 mi
Indianapolis, IN
97 mi away
Great Deal
$27,074
- 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:
- Cajun Red Tintcoat Gpj
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H1t
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 122,179
- Stock #:
- KZ358984
- VIN:
- 1GCRYCEF7KZ358984
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
122,179 mi
Home delivery from Howell, MI
Price includes $260 shipping
Good Deal
$21,504
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,548
- Stock #:
- 25G5296A
- VIN:
- 3GCPDCEK5RG235209
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,548 mi
Defiance, OH
78 mi away
Great Deal
$36,533
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 25,897
- Stock #:
- 33-1420P
- VIN:
- 3GCUKCED0SG119948
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,897 mi
Burns Harbor, IN
69 mi away
Good Deal
$42,257
- 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:
- Blue
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,312
- Stock #:
- Z206955
- VIN:
- 1GCRYCEF6LZ206955
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
68,312 mi
Home delivery from Houston, TX
Price includes $1,455 shipping
Fair Deal
$30,678
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,316
- Stock #:
- 26623X
- VIN:
- 3GCPDCEK7RG339815
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,316 mi
Defiance, OH
76 mi away
Fair Deal
$37,171
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- White
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 55,891
- Stock #:
- 28383303
- VIN:
- 3GCPYCEK2NG201923
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,891 mi
Store transfer to Fort Wayne, IN
Price includes $1,799 shipping
Fair Deal
$34,797
- 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:
- Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 69,122
- Stock #:
- 406-B598
- VIN:
- 1GCPYCEF5KZ375743
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
69,122 mi
Huntington, IN
34 mi away
Good Deal
$29,750
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,252
- Stock #:
- 84999A
- VIN:
- 3GCPDCEK5RG231869
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
10,252 mi
Home delivery from Mentor, OH
Price includes $351 shipping
Fair Deal
$42,794
- Year:
- 2026
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,007
- Stock #:
- TG191200A
- VIN:
- 3GCPKCEK0TG191200
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,007 mi
Schoolcraft, MI
57 mi away
Good Deal
$44,681
- 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:
- SAND DUNE METALLIC
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,341
- Stock #:
- DN680533
- VIN:
- 3GCPDCED9NG680533
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
98,341 mi
Home delivery from Houston, TX
Price includes $871 shipping
Fair Deal
$32,476
- 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:
- Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 138,166
- Stock #:
- 26344B
- VIN:
- 1GCRYCEF1KZ254975
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
138,166 mi
McCordsville, IN
98 mi away
Fair Deal
$22,938
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 69,041
- Stock #:
- K26986A
- VIN:
- 1GCRYCEF8KZ326786
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
69,041 mi
Home delivery from Ashland, KY
Price includes $777 shipping
Fair Deal
$30,061
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Slate Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 52,778
- Stock #:
- B19182A
- VIN:
- 3GCUDCE8XRG358530
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
52,778 mi
Anderson, IN
86 mi away
Fair Deal
$40,787
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Leesburg, IN?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,908.40. The average price has decreased by -0.7% since last year. The 158 for sale near Leesburg, IN on CarGurus, range from $21,504 to $64,704 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Leesburg, IN have no reported accidents or damage?
148 out of 158 for sale near Leesburg, IN have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 Custom Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 Custom Trail Boss gets between 15 and 24 MPG (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
Relevant articles
Craig Fitzgerald
The Best Trucks Under $25,000 in 2026
New trucks cost more than ever, but the prices of used ones finally seem to be cooling. You still can't find the latest and fanciest full-sizes for budget prices, but fortunately, there are plenty of good trucks under $25,000 these days. Here, we've assembled a list of the best.
Craig Fitzgerald
The Best Cars to Tow Behind an RV in 2026
Not many new models can be towed behind an RV. We’ve identified several that are recommended for flat-towing according to their owner’s manual, and a few used models that have fewer technological or engineering restrictions.
CarGurus Editorial Team
Car Deals with 0% APR in July 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
Chevrolet Silverado 1500 LT in Leesburg INChevrolet Silverado 1500 RST in Leesburg INChevrolet Silverado 1500 LTZ in Leesburg INChevrolet Silverado 1500 LT Trail Boss in Leesburg INChevrolet Silverado 1500 LT1 in Leesburg INChevrolet Silverado 1500 Custom in Leesburg INChevrolet Silverado 1500 High Country in Leesburg INChevrolet Silverado 1500 Custom Trail Boss in Leesburg INChevrolet Silverado 1500 Work Truck in Leesburg IN
Chevrolet Silverado 1500 in South Bend INChevrolet Silverado 1500 in Fort Wayne INChevrolet Silverado 1500 in Kokomo INChevrolet Silverado 1500 in Kalamazoo MIChevrolet Silverado 1500 in Lafayette INChevrolet Silverado 1500 in Anderson INChevrolet Silverado 1500 in Jackson MIChevrolet Silverado 1500 in Chicago ILChevrolet Silverado 1500 in Lima OH
Chevrolet Silverado 1500 in Leesburg INOld Chevy Trucks for Sale in Leesburg INClassic Muscle Cars for Sale in Leesburg INChevrolet Trucks For Sale in Leesburg INCheap Muscle Cars for Sale in Leesburg INWork Trucks for Sale in Leesburg INReliable Cars For Sale in Leesburg INAmerican Made Trucks For Sale in Leesburg INBest Pickup Trucks For Sale in Leesburg INBest Cars Under $5,000 For Sale in Leesburg IN
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in LeesburgUsed SUVs / Crossovers for Sale with Low Mileage in LeesburgUsed Hatchbacks for Sale with Low Mileage in LeesburgUsed Convertibles for Sale with Low Mileage in LeesburgUsed Vans for Sale with Low Mileage in LeesburgUsed Minivans for Sale with Low Mileage in LeesburgUsed Pickup Trucks for Sale with Low Mileage in LeesburgUsed Coupes for Sale with Low Mileage in LeesburgUsed Wagons for Sale with Low Mileage in Leesburg
