Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearEstelline, SD
109 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 92,960
- Stock #:
- 16631SK
- VIN:
- 1GCPYCEF3LZ350115
Sponsored by Next2New Automotive Sales
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
92,960 mi
Sioux Falls, SD
73 mi away
Fair Deal
$29,190
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 60,196
- Stock #:
- 260432A
- VIN:
- 1GCPYCEF9MZ320425
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,196 mi
Redwood Falls, MN
90 mi away
Good Deal
$31,349
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 80,836
- Stock #:
- P146209
- VIN:
- 3GCUDCED3RG146209
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,836 mi
Rock Rapids, IA
89 mi away
Fair Deal
$36,795
- 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:
- 92,960
- Stock #:
- 16631SK
- VIN:
- 1GCPYCEF3LZ350115
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
92,960 mi
Sioux Falls, SD
73 mi away
Fair Deal
$29,190
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 41,657
- Stock #:
- 20325
- VIN:
- 1GCPYCEF4MZ289181
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,657 mi
Home delivery from Mesa, AZ
Price includes $1,108 shipping
Fair Deal
$35,103
- 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:
- Silver
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 64,044
- Stock #:
- 290751
- VIN:
- 1GCPYCEL5MZ290751
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
64,044 mi
Home delivery from Gallup, NM
Price includes $1,326 shipping
Fair Deal
$33,820
- 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 $931 shipping
Fair Deal
$31,306
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 60,196
- Stock #:
- 260432A
- VIN:
- 1GCPYCEF9MZ320425
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,196 mi
Redwood Falls, MN
90 mi away
Good Deal
$31,349
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 63,297
- Stock #:
- 270102
- VIN:
- 1GCPYCEF8MZ270102
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,297 mi
Home delivery from Bend, OR
Price includes $2,394 shipping
Good Deal
$32,357
- 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:
- 42,114
- Stock #:
- MG311737
- VIN:
- 3GCPYCEF5MG311737
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,114 mi
Home delivery from Corsicana, TX
Price includes $1,304 shipping
Good Deal
$33,120
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Shadow Gray Metallic
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,610
- Stock #:
- 20402XXA
- VIN:
- 1GCPYCEKXNZ105540
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,610 mi
Home delivery from Glenwood, MN
Price includes $152 shipping
Good Deal
$31,442
- 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:
- Lakeshore Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 93,871
- Stock #:
- RG195068
- VIN:
- 3GCPDCEK9RG195068
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,871 mi
Home delivery from Austin, TX
Price includes $1,713 shipping
Good Deal
$31,029
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,960
- Stock #:
- D9193
- VIN:
- 3GCUDCED0PG363116
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,960 mi
Home delivery from Waukee, IA
Price includes $387 shipping
Great Deal
$36,951
- 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:
- GRY
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 62,918
- Stock #:
- 11258
- VIN:
- 3GCPDCED1NG673222
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Price includes $1,162 shipping
Good Deal
$34,944
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 105,593
- Stock #:
- C4134879AA
- VIN:
- 1GCPYCEFXLZ174700
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
105,593 mi
Home delivery from Ft Benton, MT
Price includes $868 shipping
Fair Deal
$28,446
- Year:
- 2022
- 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:
- 8-Speed Automatic
- Mileage:
- 50,382
- Stock #:
- C16133A
- VIN:
- 3GCPYCEK7NG140231
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,382 mi
Home delivery from North Pekin, IL
Price includes $465 shipping
Good Deal
$32,608
- 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:
- Silver Ice Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 38,626
- Stock #:
- 29805
- VIN:
- 1GCPYCEF0MZ375765
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,626 mi
Marshall, MN
58 mi away
Great Deal
$31,622
- 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 (Charcoal)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 135,132
- Stock #:
- 250850
- VIN:
- 1GCPYCEF4LZ250850
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
135,132 mi
Home delivery from Salt Lake City, UT
Price includes $1,210 shipping
Fair Deal
$23,110
- 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
- Transmission:
- Automatic
- Mileage:
- 60,824
- Stock #:
- R616
- VIN:
- 1GCPYCEFXMZ380598
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,824 mi
Sioux Falls, SD
73 mi away
Fair Deal
$34,445
- 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:
- 84,213
- Stock #:
- 153965B
- VIN:
- 1GCPYCEF5MZ153965
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,213 mi
Home delivery from Dallas, TX
Price includes $817 shipping
Fair Deal
$31,542
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,775
- Stock #:
- 5019
- VIN:
- 1GCPYCEF0LZ168095
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,775 mi
Home delivery from Burton, MI
Price includes $669 shipping
Great Deal
$29,569
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 37,517
- Stock #:
- 117339
- VIN:
- 3GCPDCEK2PG117339
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,517 mi
Home delivery from Placentia, CA
Price includes $2,007 shipping
Fair Deal
$38,730
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 71,652
- Stock #:
- A88197
- VIN:
- 1GCPYCEF1MZ270913
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,652 mi
Home delivery from Herculaneum, MO
Price includes $1,106 shipping
Fair Deal
$33,682
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 92,655
- Stock #:
- 152740
- VIN:
- 1GCPYCEK0NZ152740
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
92,655 mi
Home delivery from Monroe, LA
Price includes $873 shipping
Fair Deal
$31,263
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Estelline, SD?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,192.85. The average price has decreased by -4% since last year. The 102 for sale near Estelline, SD on CarGurus, range from $19,764 to $62,049 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Estelline, SD have no reported accidents or damage?
88 out of 102 for sale near Estelline, SD 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/MPGe.
What fuel types are available?
Diesel, Flex Fuel Vehicle, 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.
Relevant articles
CarGurus Editorial Team
Best Car Deals in October 2026
In the market for a new or used car this year? Whether you’re looking to buy or lease, we’ve collated a list of the best car deals available this month.
CarGurus Editorial Team
Best Truck Lease Deals in October 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.
CarGurus Editorial Team
Car Deals with 0% APR in October 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 Estelline SDChevrolet Silverado 1500 RST in Estelline SDChevrolet Silverado 1500 LTZ in Estelline SDChevrolet Silverado 1500 LT Trail Boss in Estelline SDChevrolet Silverado 1500 LT1 in Estelline SDChevrolet Silverado 1500 Custom in Estelline SDChevrolet Silverado 1500 High Country in Estelline SDChevrolet Silverado 1500 Custom Trail Boss in Estelline SDChevrolet Silverado 1500 Work Truck in Estelline SD
Chevrolet Silverado 1500 in Cross State SDChevrolet Silverado 1500 in Sioux Falls SDChevrolet Silverado 1500 in Mankato MNChevrolet Silverado 1500 in Sioux City IAChevrolet Silverado 1500 in Young America MNChevrolet Silverado 1500 in Saint Cloud MNChevrolet Silverado 1500 in Fargo NDChevrolet Silverado 1500 in Monticello MNChevrolet Silverado 1500 in Minneapolis MN
Chevrolet Silverado 1500 in Estelline SDOld Chevy Trucks for Sale in Estelline SDClassic Muscle Cars for Sale in Estelline SDChevrolet Trucks For Sale in Estelline SDCheap Muscle Cars for Sale in Estelline SDWork Trucks for Sale in Estelline SDReliable Cars For Sale in Estelline SDAmerican Made Trucks For Sale in Estelline SDBest Pickup Trucks For Sale in Estelline SDBest Cars Under $5,000 For Sale in Estelline SD
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 EstellineUsed SUVs / Crossovers for Sale with Low Mileage in EstellineUsed Hatchbacks for Sale with Low Mileage in EstellineUsed Convertibles for Sale with Low Mileage in EstellineUsed Vans for Sale with Low Mileage in EstellineUsed Minivans for Sale with Low Mileage in EstellineUsed Pickup Trucks for Sale with Low Mileage in EstellineUsed Coupes for Sale with Low Mileage in EstellineUsed Wagons for Sale with Low Mileage in Estelline
