Used Chevrolet Silverado 1500 High Country for Sale nearChester, CT
215 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 12,496
- Stock #:
- 9502U
- VIN:
- 1GCUDJE84RZ233639
Sponsored by Miller Nissan
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
12,496 mi
Fairfield, CT
42 mi away
Fair Deal
$53,268
- 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
28 mi away
Great Deal
$44,497
- 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:
- White (Iridescent Pearl Tricoat)
- Fuel type:
- Gasoline
- Interior color:
- Saddle
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 68,697
- Stock #:
- 17370
- VIN:
- 3GCUKTEJ7HG259140
Sponsored Listing
2017 Chevrolet Silverado 1500
High Country Crew Cab 4WD
68,697 mi
Ansonia, CT
31 mi away
Fair Deal
$34,775
- 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
17 mi away
Great Deal
$45,996
- 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:
- Bronze Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Umber
- Transmission:
- Automatic
- Mileage:
- 33,500
- Stock #:
- JU3620H
- VIN:
- 3GCUDJEL5PG359834
2023 Chevrolet Silverado 1500
High Country Crew Cab 4WD
33,500 mi
Port Jefferson Station, NY
45 mi away
Fair Deal
$48,580
- 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
Price drop
-$800
2019 Chevrolet Silverado 1500
High Country Crew Cab 4WD
81,180 mi
Avon, CT
33 mi away
Fair Deal
$33,267
$32,467
- 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
Price drop
-$4,287
2019 Chevrolet Silverado 1500
High Country Crew Cab 4WD
143,475 mi
Middletown, CT
13 mi away
Great Deal
$25,989
$21,702
- 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 $1,133 shipping
Good Deal
$48,625
- 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:
- 69,476
- Stock #:
- ZC26283
- VIN:
- 1GCUYHETXMZ142501
2021 Chevrolet Silverado 1500
High Country Crew Cab 4WD
69,476 mi
Home delivery from Hicksville, OH
Price includes $792 shipping
Good Deal
$35,138
- 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:
- Blue
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 120,958
- Stock #:
- 8795
- VIN:
- 3GCUKTEJ2FG304224
Price drop
-$778
2015 Chevrolet Silverado 1500
High Country Crew Cab 4WD
120,958 mi
Mount Sinai, NY
43 mi away
Good Deal
$19,508
$18,730
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 130,670
- Stock #:
- 01260
- VIN:
- 1GCUYHEL0KZ101260
2019 Chevrolet Silverado 1500
High Country Crew Cab 4WD
130,670 mi
Home delivery from Gallatin, TN
Price includes $826 shipping
Fair Deal
$28,315
- 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:
- Cajun Red Tintcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,003
- Stock #:
- U7216A
- VIN:
- 3GCUYHED5LG184470
2020 Chevrolet Silverado 1500
High Country Crew Cab 4WD
62,003 mi
Fairfield, CT
44 mi away
Good Deal
$36,787
- 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:
- 48,367
- Stock #:
- Z160535
- VIN:
- 1GCUDJE8XRZ160535
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
48,367 mi
Home delivery from Defiance, OH
Price includes $1,230 shipping
Great Deal
$43,060
- 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:
- Jet Black/Umber
- Transmission:
- Automatic
- Mileage:
- 11,797
- Stock #:
- 327197A
- VIN:
- 2GCUKJED7S1206386
New arrival
2025 Chevrolet Silverado 1500
High Country Crew Cab 4WD
11,797 mi
Branford, CT
17 mi away
Good Deal
$55,957
- 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 $792 shipping
Great Deal
$40,378
- 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
28 mi away
Great Deal
$44,497
- 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
20 mi away
Good Deal
$25,382
- Year:
- 2026
- 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:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- 10-Speed Automatic
- Mileage:
- 7,583
- Stock #:
- K88258
- VIN:
- 1GCUKJE82TZ100567
2026 Chevrolet Silverado 1500
High Country Crew Cab 4WD
7,583 mi
Home delivery from Herculaneum, MO
Price includes $1,946 shipping
Good Deal
$57,562
- 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 $364 shipping
Fair Deal
$29,342
- 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:
- Polar White Tricoat
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Umber
- Transmission:
- Automatic
- Mileage:
- 3,592
- Stock #:
- CT2228A
- VIN:
- 1GCUKJEL6TZ284514
2026 Chevrolet Silverado 1500
High Country Crew Cab 4WD
3,592 mi
Putnam, CT
46 mi away
Good Deal
$60,621
- 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 (Iridescent Pearl Tricoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Umber
- Transmission:
- Automatic
- Mileage:
- 73,233
- Stock #:
- 2376698
- VIN:
- 1GCUDJEL6PZ176698
Price drop
-$2,000
2023 Chevrolet Silverado 1500
High Country Crew Cab 4WD
73,233 mi
Naugatuck, CT
29 mi away
Good Deal
$41,793
$39,793
- 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
32 mi away
Good Deal
$36,552
- 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 $376 shipping
Good Deal
$33,276
- 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:
- Cajun Red Tintcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,003
- Stock #:
- U7216A
- VIN:
- 3GCUYHED5LG184470
Sponsored Listing
2020 Chevrolet Silverado 1500
High Country Crew Cab 4WD
62,003 mi
Fairfield, CT
44 mi away
Good Deal
$36,787
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 $19,296.05.
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 Chester, CT?
The average Chevrolet Silverado 1500 High Country costs about $15,294.74. The average price has decreased by -3.4% since last year. The 211 for sale near Chester, CT on CarGurus, range from $15,995 to $129,199 in price.
How many Chevrolet Silverado 1500 High Country vehicles in Chester, CT have no reported accidents or damage?
180 out of 211 for sale near Chester, 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.
Relevant articles
Drew Johnson
The Cheapest New Trucks on Sale in 2026
Is there such a thing as a cheap new truck any more? Absolutely! Here's our expert guide to the top 10 cheapest new trucks on sale.
CarGurus Editorial Team
Best Cars for New Parents
Discover the best family cars for first-time parents in 2025, accounting for door access, car seat compatibility, and other real-world considerations new parents will want to keep in mind.
CarGurus Editorial Team
The Best Gas Mileage Trucks of 2026
No one wants to cover unnecessary fuel expenses, particularly when operating a business. Here are the top 9 pickup trucks in the US market with the best fuel efficiency.
Chevrolet Silverado 1500 LT in Chester CTChevrolet Silverado 1500 RST in Chester CTChevrolet Silverado 1500 LTZ in Chester CTChevrolet Silverado 1500 LT Trail Boss in Chester CTChevrolet Silverado 1500 LT1 in Chester CTChevrolet Silverado 1500 Custom in Chester CTChevrolet Silverado 1500 High Country in Chester CTChevrolet Silverado 1500 Custom Trail Boss in Chester CTChevrolet Silverado 1500 Work Truck in Chester CT
Chevrolet Silverado 1500 in New Haven CTChevrolet Silverado 1500 in Hartford CTChevrolet Silverado 1500 in Holtsville NYChevrolet Silverado 1500 in Chicopee MAChevrolet Silverado 1500 in Providence RIChevrolet Silverado 1500 in Stamford CTChevrolet Silverado 1500 in Worcester MAChevrolet Silverado 1500 in New Bedford MAChevrolet Silverado 1500 in Newburgh NY
Chevrolet Silverado 1500 in Chester CTOld Chevy Trucks for Sale in Chester CTClassic Muscle Cars for Sale in Chester CTChevrolet Trucks For Sale in Chester CTCheap Muscle Cars for Sale in Chester CTWork Trucks for Sale in Chester CTReliable Cars For Sale in Chester CTAmerican Made Trucks For Sale in Chester CTBest Pickup Trucks For Sale in Chester CTBest Cars Under $5,000 For Sale in Chester CT
2019 Chevrolet Silverado 1500 High Country in Chester CT2018 Chevrolet Silverado 1500 High Country in Chester CT2017 Chevrolet Silverado 1500 High Country in Chester CT2016 Chevrolet Silverado 1500 High Country in Chester CT2015 Chevrolet Silverado 1500 High Country in Chester CT2014 Chevrolet Silverado 1500 High Country in Chester CT
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 ChesterUsed SUVs / Crossovers for Sale with Low Mileage in ChesterUsed Hatchbacks for Sale with Low Mileage in ChesterUsed Convertibles for Sale with Low Mileage in ChesterUsed Vans for Sale with Low Mileage in ChesterUsed Minivans for Sale with Low Mileage in ChesterUsed Pickup Trucks for Sale with Low Mileage in ChesterUsed Coupes for Sale with Low Mileage in ChesterUsed Wagons for Sale with Low Mileage in Chester
