Used Chevrolet Silverado 1500 High Country for Sale nearMilwaukee, WI
231 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Umber
- Transmission:
- Automatic
- Mileage:
- 117,699
- Stock #:
- P6804
- VIN:
- 3GCUYHEL7MG279332
Sponsored by 4 Wheels Of Fox Lake
2021 Chevrolet Silverado 1500
High Country Crew Cab 4WD
117,699 mi
Fox Lake, IL
46 mi away
Fair Deal
$32,825
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Gray (Sterling Grey Metallic)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 11,126
- Stock #:
- MP3844
- VIN:
- 1GCUKJE82SZ229648
Sponsored Listing
2025 Chevrolet Silverado 1500
High Country Crew Cab 4WD
11,126 mi
Mukwonago, WI
24 mi away
Fair Deal
$56,794
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10,098
- Stock #:
- GP1100
- VIN:
- 1GCUKJED8TZ214697
Sponsored Listing
2026 Chevrolet Silverado 1500
High Country Crew Cab 4WD
10,098 mi
Grayslake, IL
49 mi away
Great Deal
$55,273
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,094
- Stock #:
- 7-287851A
- VIN:
- 2GCUDJED1P1151595
2023 Chevrolet Silverado 1500
High Country Crew Cab 4WD
39,094 mi
Home delivery from Durand, MI
Price includes $594 shipping
Great Deal
$45,515
- 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:
- White (Iridescent Pearl Tricoat)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 60,478
- Stock #:
- G5893A
- VIN:
- 3GCUDJET1NG615318
2022 Chevrolet Silverado 1500
High Country Crew Cab 4WD
60,478 mi
Home delivery from Ashland, OH
Price includes $400 shipping
Good Deal
$39,110
- 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
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,164
- Stock #:
- A26407A
- VIN:
- 2GCUDJED4R1195089
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
36,164 mi
Home delivery from Pomeroy, OH
Price includes $1,227 shipping
Good Deal
$49,625
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black/Umber
- Transmission:
- Automatic
- Mileage:
- 69,325
- Stock #:
- ZC26283
- VIN:
- 1GCUYHETXMZ142501
2021 Chevrolet Silverado 1500
High Country Crew Cab 4WD
69,325 mi
Home delivery from Hicksville, OH
Price includes $252 shipping
Good Deal
$35,918
- Year:
- 2024
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Umber
- Transmission:
- Automatic
- Mileage:
- 17,893
- Stock #:
- RZ386542A
- VIN:
- 1GCUDJEL2RZ386542
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
17,893 mi
Home delivery from Ogden, UT
Price includes $1,857 shipping
Great Deal
$51,847
- 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:
- 46,407
- Stock #:
- P12896
- VIN:
- 1GCUDJE82PZ195972
2023 Chevrolet Silverado 1500
High Country Crew Cab 4WD
46,407 mi
Mount Pleasant, WI
22 mi away
Good Deal
$43,093
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 70,158
- Stock #:
- A115185T
- VIN:
- 2GCUDJED6N1512395
New arrival
2022 Chevrolet Silverado 1500
High Country Crew Cab 4WD
70,158 mi
Plymouth, WI
49 mi away
Fair Deal
$40,067
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10,098
- Stock #:
- GP1100
- VIN:
- 1GCUKJED8TZ214697
2026 Chevrolet Silverado 1500
High Country Crew Cab 4WD
10,098 mi
Grayslake, IL
49 mi away
Great Deal
$55,273
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Pearl
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Umber
- Transmission:
- Automatic
- Mileage:
- 90,375
- Stock #:
- 158189
- VIN:
- 1GCUDJEL5PZ158189
2023 Chevrolet Silverado 1500
High Country Crew Cab 4WD
90,375 mi
Home delivery from Egg Harbor Township, NJ
Price includes $3,675 shipping
Fair Deal
$43,152
- 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:
- Deep Ocean Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Saddle
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 87,752
- Stock #:
- M7663NF
- VIN:
- 3GCUKTEC9JG261415
New arrival
2018 Chevrolet Silverado 1500
High Country Crew Cab 4WD
87,752 mi
Home delivery from Cuyahoga Falls, OH
Price includes $616 shipping
Fair Deal
$30,999
- Year:
- 2024
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 20,970
- Stock #:
- FP4068
- VIN:
- 1GCUDJEL7RZ221487
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
20,970 mi
West Bend, WI
28 mi away
Good Deal
$54,285
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,455
- Stock #:
- 10299W
- VIN:
- 3GCUDJE83PG264751
2023 Chevrolet Silverado 1500
High Country Crew Cab 4WD
80,455 mi
Home delivery from Grand Island, NY
Price includes $678 shipping
Good Deal
$38,848
- 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:
- Ash
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 59,540
- Stock #:
- 9430116B
- VIN:
- 3GCUDJET2NG689654
New arrival
2022 Chevrolet Silverado 1500
High Country Crew Cab 4WD
59,540 mi
Home delivery from Charlotte, NC
Price includes $1,267 shipping
Fair Deal
$42,434
- 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
2026 Chevrolet Silverado 1500
High Country Crew Cab 4WD
14,046 mi
Saukville, WI
24 mi away
Good Deal
$56,398
- 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:
- Black
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 112,134
- Stock #:
- 54062
- VIN:
- 1GCUYHET9LZ144769
2020 Chevrolet Silverado 1500
High Country Crew Cab 4WD
112,134 mi
Home delivery from Cambridge, OH
Price includes $290 shipping
Good Deal
$29,867
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Gray (Sterling Grey Metallic)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 11,126
- Stock #:
- MP3844
- VIN:
- 1GCUKJE82SZ229648
2025 Chevrolet Silverado 1500
High Country Crew Cab 4WD
11,126 mi
Mukwonago, WI
24 mi away
Fair Deal
$56,794
- Year:
- 2023
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 57,276
- Stock #:
- C5623
- VIN:
- 1GCUDJEL8PZ322521
2023 Chevrolet Silverado 1500
High Country Crew Cab 4WD
57,276 mi
Home delivery from Caledonia, MI
Price includes $151 shipping
Fair Deal
$45,981
- Year:
- 2023
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 16,057
- Stock #:
- PP4204
- VIN:
- 1GCUDJEL4PZ221332
2023 Chevrolet Silverado 1500
High Country Crew Cab 4WD
16,057 mi
Waukesha, WI
14 mi away
Good Deal
$50,494
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 17,411
- Stock #:
- BC061
- VIN:
- 1GCUKJED0TZ138652
2026 Chevrolet Silverado 1500
High Country Crew Cab 4WD
17,411 mi
Mequon, WI
13 mi away
Fair Deal
$57,385
- 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:
- Red
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 113,367
- Stock #:
- 542811
- VIN:
- 3GCUKTEC9JG542811
New arrival
2018 Chevrolet Silverado 1500
High Country Crew Cab 4WD
113,367 mi
Home delivery from Mundelein, IL
Price includes $80 shipping
Good Deal
$26,454
- 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
Sponsored Listing
2026 Chevrolet Silverado 1500
High Country Crew Cab 4WD
14,046 mi
Saukville, WI
24 mi away
Good Deal
$56,398
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 $14,960.00 to $130,299.00 with an average price of $19,492.36.
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.
FAQs
How much does the Chevrolet Silverado 1500 High Country cost in Milwaukee, WI?
The average Chevrolet Silverado 1500 High Country costs about $15,502.63. The average price has decreased by -1.9% since last year. The 231 for sale near Milwaukee, WI on CarGurus, range from $14,960 to $130,299 in price.
How many Chevrolet Silverado 1500 High Country vehicles in Milwaukee, WI have no reported accidents or damage?
210 out of 231 for sale near Milwaukee, WI have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 High Country?
Depending on the engine and options, the Chevrolet Silverado 1500 High Country gets between 15 and 25 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 Truck Lease Deals in September 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
Best Car Deals in September 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
Car Deals with 0% APR in September 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 Milwaukee WIChevrolet Silverado 1500 RST in Milwaukee WIChevrolet Silverado 1500 LTZ in Milwaukee WIChevrolet Silverado 1500 LT Trail Boss in Milwaukee WIChevrolet Silverado 1500 LT1 in Milwaukee WIChevrolet Silverado 1500 Custom in Milwaukee WIChevrolet Silverado 1500 High Country in Milwaukee WIChevrolet Silverado 1500 Custom Trail Boss in Milwaukee WIChevrolet Silverado 1500 Work Truck in Milwaukee WI
Chevrolet Silverado 1500 in Kenosha WIChevrolet Silverado 1500 in Fond du Lac WIChevrolet Silverado 1500 in Janesville WIChevrolet Silverado 1500 in Palatine ILChevrolet Silverado 1500 in Madison WIChevrolet Silverado 1500 in Rockford ILChevrolet Silverado 1500 in Chicago ILChevrolet Silverado 1500 in Muskegon MIChevrolet Silverado 1500 in Appleton WI
Chevrolet Silverado 1500 in Milwaukee WIOld Chevy Trucks for Sale in Milwaukee WIClassic Muscle Cars for Sale in Milwaukee WIChevrolet Trucks For Sale in Milwaukee WICheap Muscle Cars for Sale in Milwaukee WIWork Trucks for Sale in Milwaukee WIReliable Cars For Sale in Milwaukee WIAmerican Made Trucks For Sale in Milwaukee WIBest Pickup Trucks For Sale in Milwaukee WIBest Cars Under $5,000 For Sale in Milwaukee WI
2019 Chevrolet Silverado 1500 High Country in Milwaukee WI2018 Chevrolet Silverado 1500 High Country in Milwaukee WI2017 Chevrolet Silverado 1500 High Country in Milwaukee WI2016 Chevrolet Silverado 1500 High Country in Milwaukee WI2015 Chevrolet Silverado 1500 High Country in Milwaukee WI2014 Chevrolet Silverado 1500 High Country in Milwaukee WI
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 MilwaukeeUsed SUVs / Crossovers for Sale with Low Mileage in MilwaukeeUsed Hatchbacks for Sale with Low Mileage in MilwaukeeUsed Convertibles for Sale with Low Mileage in MilwaukeeUsed Vans for Sale with Low Mileage in MilwaukeeUsed Minivans for Sale with Low Mileage in MilwaukeeUsed Pickup Trucks for Sale with Low Mileage in MilwaukeeUsed Coupes for Sale with Low Mileage in MilwaukeeUsed Wagons for Sale with Low Mileage in Milwaukee
