Used Chevrolet Silverado 1500 High Country for Sale nearWinsted, CT
208 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 27,653
- Stock #:
- N5709
- VIN:
- 2GCUDJED7P1145798
Sponsored by Blasius North
2023 Chevrolet Silverado 1500
High Country Crew Cab 4WD
27,653 mi
Torrington, CT
10 mi away
Fair Deal
$50,086
- 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:
- Havana Brown Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Umber
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,180
- Stock #:
- 9008A
- VIN:
- 1GCUYHED2KZ368506
Sponsored Listing
2019 Chevrolet Silverado 1500
High Country Crew Cab 4WD
81,180 mi
Avon, CT
17 mi away
Fair Deal
$33,467
- 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/Nightshift Blue
- Transmission:
- Automatic
- Mileage:
- 43,411
- Stock #:
- 52991AQ
- VIN:
- 1GCUDJE8XRZ249506
Sponsored Listing
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
43,411 mi
Waterbury, CT
29 mi away
Great Deal
$44,497
- 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 $798 shipping
Fair Deal
$45,114
- 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:
- White (Iridescent Pearl Tricoat)
- Fuel type:
- Gasoline
- Interior color:
- Saddle
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 74,765
- Stock #:
- PC333A
- VIN:
- 3GCUKTEC5HG195214
2017 Chevrolet Silverado 1500
High Country Crew Cab 4WD
74,765 mi
Danbury, CT
41 mi away
Fair Deal
$30,589
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 30,063
- Stock #:
- 11880
- VIN:
- 2GCUDJED0R1168567
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
30,063 mi
Branford, CT
49 mi away
Great Deal
$45,996
- 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:
- 143,475
- Stock #:
- CU344355A
- VIN:
- 3GCUYHEL2KG138665
2019 Chevrolet Silverado 1500
High Country Crew Cab 4WD
143,475 mi
Middletown, CT
37 mi away
Good Deal
$25,989
- 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:
- Havana Brown Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Umber
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,180
- Stock #:
- 9008A
- VIN:
- 1GCUYHED2KZ368506
2019 Chevrolet Silverado 1500
High Country Crew Cab 4WD
81,180 mi
Avon, CT
17 mi away
Fair Deal
$33,467
- 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:
- White (Iridescent Pearl Tricoat)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Nightshift Blue
- Transmission:
- Automatic
- Mileage:
- 76,996
- Stock #:
- N2200487A
- VIN:
- 1GCUDJELXNZ635194
2022 Chevrolet Silverado 1500
High Country Crew Cab 4WD
76,996 mi
Home delivery from Lowell, MA
Price includes $695 shipping
Good Deal
$37,714
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 59,540
- Stock #:
- 9430116B
- VIN:
- 3GCUDJET2NG689654
2022 Chevrolet Silverado 1500
High Country Crew Cab 4WD
59,540 mi
Home delivery from Charlotte, NC
Price includes $1,178 shipping
Fair Deal
$41,828
- 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:
- Blue
- Transmission:
- Automatic
- Mileage:
- 73,292
- Stock #:
- BU2510A
- VIN:
- 1GCUDJE85PZ283592
2023 Chevrolet Silverado 1500
High Country Crew Cab 4WD
73,292 mi
Poughkeepsie, NY
48 mi away
Fair Deal
$41,525
- 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:
- Mosaic Black Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 85,945
- Stock #:
- U10574
- VIN:
- 1GCUYHED0NZ181298
2022 Chevrolet Silverado 1500
High Country Crew Cab 4WD
85,945 mi
Waterbury, CT
27 mi away
Good Deal
$36,552
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Pearl
- Interior color:
- Jet Black/Umber
- Transmission:
- Automatic
- Mileage:
- 51,999
- Stock #:
- Y1415
- VIN:
- 1GCUYHEL8NZ146936
2022 Chevrolet Silverado 1500
High Country Crew Cab 4WD
51,999 mi
Home delivery from Kernersville, NC
Price includes $1,102 shipping
Fair Deal
$41,936
- 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:
- 69,476
- Stock #:
- ZC26283
- VIN:
- 1GCUYHETXMZ142501
2021 Chevrolet Silverado 1500
High Country Crew Cab 4WD
69,476 mi
Home delivery from Hicksville, OH
Price includes $752 shipping
Good Deal
$35,442
- 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:
- Mosaic Black Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 81,736
- Stock #:
- 260858A
- VIN:
- 1GCUYHEL9MZ370408
Price drop
-$1,000
2021 Chevrolet Silverado 1500
High Country Crew Cab 4WD
81,736 mi
Home delivery from East Liverpool, OH
Price includes $1,197 shipping
Good Deal
$35,595
$34,595
- 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:
- 12,883
- Stock #:
- 5N00098B
- VIN:
- 1GCUDJED0RZ107436
New arrival
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
12,883 mi
Springfield, MA
28 mi away
Good Deal
$54,039
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Pearl
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 22,384
- Stock #:
- 5181
- VIN:
- 1GCUDJE82RZ163753
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
22,384 mi
Home delivery from Seffner, FL
Price includes $1,149 shipping
Good Deal
$49,141
- 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:
- 13,684
- Stock #:
- P9059
- VIN:
- 1GCUKJEL3TZ195144
2026 Chevrolet Silverado 1500
High Country Crew Cab 4WD
13,684 mi
Avon, CT
17 mi away
Fair Deal
$62,467
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Medium Ash
- Transmission:
- Automatic
- Mileage:
- 119,697
- Stock #:
- 4561
- VIN:
- 3GCUKTEJ7JG214561
2018 Chevrolet Silverado 1500
High Country Crew Cab 4WD
119,697 mi
Berlin, CT
30 mi away
Good Deal
$25,382
- 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/Nightshift Blue
- Transmission:
- Automatic
- Mileage:
- 43,411
- Stock #:
- 52991AQ
- VIN:
- 1GCUDJE8XRZ249506
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
43,411 mi
Waterbury, CT
29 mi away
Great Deal
$44,497
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Blue
- Transmission:
- Automatic
- Mileage:
- 34,479
- Stock #:
- Y6193
- VIN:
- 1GCUDJEL3PZ217384
2023 Chevrolet Silverado 1500
High Country Crew Cab 4WD
34,479 mi
Home delivery from Grand Rapids, MI
Price includes $956 shipping
Fair Deal
$49,226
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 114,314
- Stock #:
- 544973
- VIN:
- 1GCUDJEL6NZ544973
2022 Chevrolet Silverado 1500
High Country Crew Cab 4WD
114,314 mi
Home delivery from Mechanicsburg, PA
Price includes $356 shipping
Good Deal
$33,754
- Year:
- 2024
- 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:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black/Umber
- Transmission:
- Automatic
- Mileage:
- 61,843
- Stock #:
- ZC26117
- VIN:
- 1GCUDJE80RZ104944
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
61,843 mi
Home delivery from Hicksville, OH
Price includes $752 shipping
Great Deal
$40,742
- 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:
- 24,497
- Stock #:
- U1747M
- VIN:
- 2GCUDJED3P1106836
Sponsored Listing
2023 Chevrolet Silverado 1500
High Country Crew Cab 4WD
24,497 mi
Cheshire, CT
31 mi away
Fair Deal
$49,484
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 $15,995.00 to $129,199.00 with an average price of $19,466.64.
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 Winsted, CT?
The average Chevrolet Silverado 1500 High Country costs about $15,361.05. The average price has decreased by -2.7% since last year. The 209 for sale near Winsted, CT on CarGurus, range from $15,995 to $129,199 in price.
How many Chevrolet Silverado 1500 High Country vehicles in Winsted, CT have no reported accidents or damage?
184 out of 209 for sale near Winsted, CT 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.
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