CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Chevrolet Silverado 1500 High Country for Sale near Madison, WI

331 results
Madison, WI
2019 Chevrolet Silverado 1500 High Country Crew Cab 4WD Kunes Buick GMC of Stoughton

2019 Chevrolet Silverado 1500

High Country Crew Cab 4WD

64,445 miles

$37,977

Fair Deal
Stoughton, WI
12 mi away
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:
Pacific Blue
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
64,445
Stock number:
15P1979
VIN:
1GCUYHEL1KZ307204

Sponsored

2024 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2024 Chevrolet Silverado 1500

High Country Crew Cab 4WD

24,500 miles

$54,979

Good Deal
Sauk City, WI
22 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:
Radiant Red Tintcoat
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
24,500
Stock number:
C7431A
VIN:
1GCUDJE80RZ308174

Sponsored

2020 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2020 Chevrolet Silverado 1500

High Country Crew Cab 4WD

78,352 miles

$35,997

Fair Deal
Greenfield, WI
68 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
277 hp 3L I6 Diesel
Exterior color:
Brown
Combined gas mileage:
26 MPG
Fuel type:
Diesel
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
78,352
Stock number:
43P1537
VIN:
1GCUYHET8LZ234320

Sponsored

2023 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

18,668 miles

$49,783

Good Deal
Certified Pre-Owned
Baraboo, WI
36 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:
White (Iridescent Pearl Tricoat)
Fuel type:
Gasoline
Interior color:
Jet Black/Nightshift Blue, Perforated leather seat
Transmission:
Automatic
Mileage:
18,668
Stock number:
41640A
VIN:
1GCUDJED7PZ260604

2018 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2018 Chevrolet Silverado 1500

High Country Crew Cab 4WD

125,335 miles

$24,495

Great Deal
Janesville, WI
34 mi away
Year:
2018
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Blue
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
8-Speed Automatic Overdrive
Mileage:
125,335
Stock number:
P2283
VIN:
3GCUKTEJ5JG158278

2019 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2019 Chevrolet Silverado 1500

High Country Crew Cab 4WD

54,068 miles

$35,980

Good Deal
Oconomowoc, WI
46 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:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
54,068
Stock number:
5800
VIN:
3GCUYHED8KG121992

Preparing for a close up...

Photos coming soon

2017 Chevrolet Silverado 1500

High Country Crew Cab 4WD

119,740 miles

$25,995

Fair Deal
West Allis, WI
68 mi away
Year:
2017
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:
Saddle
Transmission:
8-Speed Automatic Overdrive
Mileage:
119,740
Stock number:
25LA0558A
VIN:
3GCUKTEC7HG428610

Preparing for a close up...

Photos coming soon

2017 Chevrolet Silverado 1500

High Country Crew Cab 4WD

120,697 miles

$23,900

Good Deal
Rochelle, IL
79 mi away
Year:
2017
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
White (Iridescent Pearl Tricoat)
Interior color:
Jet Black/Medium Ash Gray
Transmission:
Automatic
Mileage:
120,697
Stock number:
3083
VIN:
3GCUKTEJ4HG484339

Preparing for a close up...

Photos coming soon

2015 Chevrolet Silverado 1500

High Country Crew Cab 4WD

37,046 miles

$31,598

Fair Deal
Neenah, WI
90 mi away
Year:
2015
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:
SADDLE
Transmission:
Automatic
Mileage:
37,046
Stock number:
2614052A
VIN:
3GCUKTEC1FG256944

Preparing for a close up...

Photos coming soon

2018 Chevrolet Silverado 1500

High Country Crew Cab 4WD

128,285 miles

$26,979

Fair Deal
Milton, WI
31 mi away
Year:
2018
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 Medium Ash Gray Piping Stitching
Transmission:
8-Speed Automatic Overdrive
Mileage:
128,285
Stock number:
1773B
VIN:
3GCUKTEC3JG323164

Preparing for a close up...

Photos coming soon

2016 Chevrolet Silverado 1500

High Country Crew Cab 4WD

127,558 miles

$22,395

Good Deal
Waupun, WI
51 mi away
Year:
2016
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:
Saddle
Transmission:
Automatic
Mileage:
127,558
Stock number:
B3042
VIN:
3GCUKTECXGG210126

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

High Country Crew Cab 4WD

2,687 miles

$60,991

Good Deal
Plymouth, WI
87 mi away
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:
Iridescent Pearl Tricoat (g1w)
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Umber (hf0)
Transmission:
Automatic
Mileage:
2,687
Stock number:
9741
VIN:
1GCUKJEL8SZ219792

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

62,215 miles

$43,989

Great Deal
Johnson Creek, WI
31 mi away
Year:
2023
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:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
62,215
Stock number:
9587
VIN:
1GCUDJE88PZ143505

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

High Country Crew Cab 4WD

17,606 miles

$54,499

Good Deal
Waukesha, WI
60 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:
Radiant Red Tintcoat
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
17,606
Stock number:
PN6856
VIN:
1GCUDJE81RZ110302

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

High Country Crew Cab 4WD

63,215 miles

$35,383

Great Deal
McHenry, IL
77 mi away
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:
Northsky Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
63,215
Stock number:
M250455A
VIN:
1GCUYHEL5KZ332137

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

45,217 miles

$46,995

Good Deal
Mount Pleasant, WI
77 mi away
Year:
2023
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:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
45,217
Stock number:
P12896
VIN:
1GCUDJE82PZ195972

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

High Country Crew Cab 4WD

15,989 miles

$54,973

Fair Deal
Lancaster, WI
68 mi away
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:
Sterling Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
15,989
Stock number:
5018
VIN:
1GCUDJED9RZ316531

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / High Country
  5. / Wisconsin
  6. / Madison

  • Chevrolet Silverado 1500 LT in Madison WI

  • Chevrolet Silverado 1500 RST in Madison WI

  • Chevrolet Silverado 1500 LTZ in Madison WI

  • Chevrolet Silverado 1500 LT Trail Boss in Madison WI

  • Chevrolet Silverado 1500 LT1 in Madison WI

  • Chevrolet Silverado 1500 Custom in Madison WI

  • Chevrolet Silverado 1500 High Country in Madison WI

  • Chevrolet Silverado 1500 Custom Trail Boss in Madison WI

  • Chevrolet Silverado 1500 Work Truck in Madison WI

  • Chevrolet Silverado 1500 in Janesville WI

  • Chevrolet Silverado 1500 in Rockford IL

  • Chevrolet Silverado 1500 in Fond du Lac WI

  • Chevrolet Silverado 1500 in Dubuque IA

  • Chevrolet Silverado 1500 in Milwaukee WI

  • Chevrolet Silverado 1500 in Kenosha WI

  • Chevrolet Silverado 1500 in Clinton IA

  • Chevrolet Silverado 1500 in Palatine IL

  • Chevrolet Silverado 1500 in Appleton WI

  • Chevrolet Silverado 1500 in Madison WI

  • Old Chevy Trucks for Sale in Madison WI

  • Classic Muscle Cars for Sale in Madison WI

  • Chevrolet Trucks For Sale in Madison WI

  • Cheap Muscle Cars for Sale in Madison WI

  • Work Trucks for Sale in Madison WI

  • Reliable Cars For Sale in Madison WI

  • American Made Trucks For Sale in Madison WI

  • Best Pickup Trucks For Sale in Madison WI

  • Best Cars Under $5,000 For Sale in Madison WI

  • 2019 Chevrolet Silverado 1500 High Country in Madison WI

  • 2018 Chevrolet Silverado 1500 High Country in Madison WI

  • 2017 Chevrolet Silverado 1500 High Country in Madison WI

  • 2016 Chevrolet Silverado 1500 High Country in Madison WI

  • 2015 Chevrolet Silverado 1500 High Country in Madison WI

  • 2014 Chevrolet Silverado 1500 High Country in Madison WI

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Kayser Chevrolet Buick GMC

  • Kayser Chevrolet Sauk City

  • Don Larson Superstore

  • Hallada Auto Group

  • Brodhead Automobiles

  • Symdon Chevrolet

  • Napleton Chevrolet Columbus

  • Bud Weiser Motors

  • Bergstrom Chevrolet of Madison

  • Bergstrom Chevrolet of Middleton

  • Zimbrick Chevrolet

  • Burtness Chevrolet

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2025 CarGurus, Inc., All Rights Reserved.