Used Chevrolet Silverado 1500 High Country for Sale nearMadison, WI

Filters (3)

Location:

Only show listings in WI?

Include delivery listings?

341 vehicles found

Shop with transparent pricing.

Only show listings that include dealer fees
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:
Northsky Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
76,737
Stock #:
AT223A
VIN:
1GCUYHED1NZ187658
Northsky Blue Metallic 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Brown's Sales & Leasing

Sponsored by Brown's Sales & Leasing

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

76,737 mi

Guttenberg, IA
88 mi away
Fair Deal

$39,970

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:
39,046
Stock #:
C20834PC
VIN:
1GCUDJE8XRZ365255
Black 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2024 Chevrolet Silverado 1500

High Country Crew Cab 4WD

39,046 mi

Milwaukee, WI
74 mi away
Fair Deal
Manufacturer certified

$46,786

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:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
56,071
Stock #:
P30582A
VIN:
2GCUKJED1S1123729
Black 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,000

Sponsored Listing

2025 Chevrolet Silverado 1500

High Country Crew Cab 4WD

56,071 mi

Janesville, WI
31 mi away
Good Deal

$47,514

$46,514

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:
19 MPG
Fuel type:
Gasoline
Interior color:
JET BLACK
Transmission:
Automatic
Mileage:
96,850
Stock #:
269933A
VIN:
3GCUYHED8KG165281
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2019 Chevrolet Silverado 1500

High Country Crew Cab 4WD

96,850 mi

Appleton, WI
96 mi away
Fair Deal

$30,331

Year:
2019
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
98,537
Stock #:
S516
VIN:
1GCUYHEL8KZ100020
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2019 Chevrolet Silverado 1500

High Country Crew Cab 4WD

98,537 mi

Sauk City, WI
22 mi away
Fair Deal

$31,491

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:
39,046
Stock #:
C20834PC
VIN:
1GCUDJE8XRZ365255
Black 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

High Country Crew Cab 4WD

39,046 mi

Milwaukee, WI
74 mi away
Fair Deal
Manufacturer certified

$46,786

Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
White (Iridescent Pearl Tricoat)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
83,064
Stock #:
GPF595A
VIN:
1GCUYHEL7KZ363826
White (Iridescent Pearl Tricoat) 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2019 Chevrolet Silverado 1500

High Country Crew Cab 4WD

83,064 mi

Menomonee Falls, WI
67 mi away
Good Deal
Manufacturer certified

$32,202

Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
277 hp 3L I6 Diesel
Exterior color:
Pearl
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
71,114
Stock #:
WPU6254A
VIN:
1GCUYHET4MZ315185
Pearl 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2021 Chevrolet Silverado 1500

High Country Crew Cab 4WD

71,114 mi

West Bend, WI
64 mi away
Great Deal
Manufacturer certified

$33,038

Year:
2020
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
59,282
Stock #:
C21047P
VIN:
1GCUYHELXLZ142447
Black 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2020 Chevrolet Silverado 1500

High Country Crew Cab 4WD

59,282 mi

Milwaukee, WI
74 mi away
Fair Deal
Manufacturer certified

$38,479

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/Umber
Transmission:
Automatic
Mileage:
94,804
Stock #:
S507A
VIN:
2GCUDJED6P1100450
Black 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

94,804 mi

Sauk City, WI
22 mi away
Good Deal

$37,086

Year:
2022
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 (gba)
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black (hxc)
Transmission:
10-Speed Automatic
Mileage:
42,522
Stock #:
RG3044B
VIN:
1GCUDJEL3NZ636137
Black (gba) 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 10-Speed Automatic
Price drop

-$1,399

 

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

42,522 mi

Ripon, WI
61 mi away
Fair Deal

$45,398

$43,999

Year:
2017
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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic Overdrive
Mileage:
132,158
Stock #:
M250536A
VIN:
3GCUKTEJ2HG378827
Black 2017 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic Overdrive
New arrival

 

2017 Chevrolet Silverado 1500

High Country Crew Cab 4WD

132,158 mi

McHenry, IL
77 mi away
Good Deal

$20,412

Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Sterling Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
21,682
Stock #:
C20895PC
VIN:
1GCUDJE8XPZ219547
Sterling Gray Metallic 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

21,682 mi

Milwaukee, WI
74 mi away
Fair Deal
Manufacturer certified

$47,465

Year:
2026
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:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
4,813
Stock #:
E17734
VIN:
1GCUKJEL6TZ234857
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

High Country Crew Cab 4WD

4,813 mi

Saukville, WI
77 mi away
Good Deal

$59,999

Year:
2025
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/Umber
Transmission:
Automatic
Mileage:
17,197
Stock #:
39X525
VIN:
1GCUKJEL2SZ272228
Black 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2025 Chevrolet Silverado 1500

High Country Crew Cab 4WD

17,197 mi

Sycamore, IL
83 mi away
Fair Deal

$55,413

Year:
2015
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
White Diamond Tricoat
Fuel type:
Gasoline
Interior color:
Saddle
Transmission:
8-Speed Automatic Overdrive
Mileage:
130,801
Stock #:
PS3894
VIN:
3GCUKTEJ6FG435995
White Diamond Tricoat 2015 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic Overdrive

 

2015 Chevrolet Silverado 1500

High Country Crew Cab 4WD

130,801 mi

St. Charles, IL
98 mi away
Fair Deal

$20,208

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:
Cherry Red Tintcoat
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
JET BLACK, PERFORATED LEATHER SEATING SURFACES
Transmission:
Automatic
Mileage:
39,884
Stock #:
42384A
VIN:
3GCUDJET7NG526160
Cherry Red Tintcoat 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,485

 

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

39,884 mi

Baraboo, WI
36 mi away
Good Deal
Manufacturer certified

$42,614

$41,528

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 (Iridescent Pearl Tricoat)
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
50,411
Stock #:
71971
VIN:
1GCUDJED5RZ155711
White (Iridescent Pearl Tricoat) 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

High Country Crew Cab 4WD

50,411 mi

Sun Prairie, WI
11 mi away
Good Deal
Manufacturer certified

$44,262

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:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
113,078
Stock #:
47667A
VIN:
3GCUYHEDXLG272365
Black 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2020 Chevrolet Silverado 1500

High Country Crew Cab 4WD

113,078 mi

Antioch, IL
78 mi away
Good Deal
Manufacturer certified

$29,276

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:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
17,780
Stock #:
PK1108
VIN:
1GCUKJED3SZ227730
Black 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2025 Chevrolet Silverado 1500

High Country Crew Cab 4WD

17,780 mi

Antioch, IL
78 mi away
Good Deal
Manufacturer certified

$52,298

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:
Polar White Tricoat
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
14,046
Stock #:
E17670
VIN:
1GCUKJED5TZ161943
Polar White Tricoat 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

High Country Crew Cab 4WD

14,046 mi

Saukville, WI
77 mi away
Good Deal

$54,999

Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
White (Iridescent Pearl Tricoat)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
83,064
Stock #:
GPF595A
VIN:
1GCUYHEL7KZ363826
White (Iridescent Pearl Tricoat) 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2019 Chevrolet Silverado 1500

High Country Crew Cab 4WD

83,064 mi

Menomonee Falls, WI
67 mi away
Good Deal
Manufacturer certified

$32,202

Overview

The Chevrolet Silverado 1500 High Country is the most luxurious and feature-rich offering in Chevy’s light-duty trunk lineup. With three engines on offer, available four-wheel drive, and enough leather to empty a cattle yard, the High Country is as capable as it is premium. Chevy introduced the High Country trim with the third-generation Silverado, which debuted in 2014. Though its main rival, the Ford F-150, outsells every other truck on the market, the Silverado 1500 and GMC Sierra 1500 combined outsell the Ford.

Key Features

  • Standard 5.3-liter V8
  • Eight-speed automatic transmission
  • Advanced trailering system
  • 20-inch wheels
  • Eight-inch touchscreen and Bose Audio
  • Two available body styles: Crew cab short bed and crew cab long bed

Pricing Details

When it debuted in 2014, the Silverado 1500 High Country had a starting price of $45,100. As of 2022, that price had climbed to $56,495 before any of a myriad of options are slapped on. Adding four-wheel drive pushes the price by $3,500, and that’s before upgrades such as the $3,820 (currently discounted by Chevy) Deluxe package that brings a sunroof and safety gear, the $2,375 Performance Upgrade Package that adds an upgraded air intake and exhaust, or the $1,870 technology package that brings a rear camera mirror and head-up display. Used examples on CarGurus range from $14,975.00 to $129,199.00 with an average price of $18,930.67.

Specifications

Performance

  • Engine

    5.3-liter V8

  • Transmission

    Eight-speed automatic

  • Drivetrain

    Rear-wheel drive or available four-wheel drive

  • Horsepower/Torque

    355 hp/383 lb-ft

  • 0-60 mph

    7 seconds (estimated)

  • MPG

    16 mpg city, 21 mpg highway, 18 combined (2WD) 16/20/18 (4WD)

  • Curb weight

    4,603 – 4,867 pounds

Dimensions

  • wheelbase

    147.43-156.95 inches

  • length

    231.7-241.21 inches

  • width

    81.24 inches

  • height

    75.4-75.49 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.

A better way to discover your best deal

Let us help you find a car you’ll love.