Used Chevrolet Silverado 1500 High Country for Sale nearWindsor, CT
207 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2025
- 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:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black/Umber
- Transmission:
- Automatic
- Mileage:
- 29,363
- Stock #:
- N5621
- VIN:
- 1GCUKJE80SZ285569
Sponsored by Blasius North
2025 Chevrolet Silverado 1500
High Country Crew Cab 4WD
29,363 mi
Torrington, CT
21 mi away
Fair Deal
$56,064
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 35,384
- Stock #:
- DG38437
- VIN:
- 2GCUDJED6P1138437
Sponsored Listing
2023 Chevrolet Silverado 1500
High Country Crew Cab 4WD
35,384 mi
New London, CT
45 mi away
Good Deal
$49,279
- Year:
- 2014
- 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:
- 6-Speed Automatic
- Mileage:
- 95,019
- VIN:
- 3GCUKTEJ2EG513171
Sponsored Listing
2014 Chevrolet Silverado 1500
High Country Crew Cab 4WD
95,019 mi
Westfield, MA
20 mi away
Fair Deal
$24,153
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Blue
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 62,326
- Stock #:
- C29240
- VIN:
- 1GCUYHEL0NZ218423
2022 Chevrolet Silverado 1500
High Country Crew Cab 4WD
62,326 mi
Home delivery from Tilton, NH
Price includes $242 shipping
Good Deal
$39,628
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Umber
- Transmission:
- Automatic
- Mileage:
- 9,132
- Stock #:
- PM227559
- VIN:
- 1GCUKJED8SZ227559
New arrival
2025 Chevrolet Silverado 1500
High Country Crew Cab 4WD
9,132 mi
Home delivery from Honesdale, PA
Price includes $134 shipping
Great Deal
$54,079
- 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, PERFORATED LEATHER-APPOINTED SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 82,771
- Stock #:
- U212138
- VIN:
- 1GCUYHELXMZ292138
2021 Chevrolet Silverado 1500
High Country Crew Cab 4WD
82,771 mi
Charlton, MA
39 mi away
Fair Deal
$39,276
- 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
New arrival
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
17,893 mi
Home delivery from Ogden, UT
Price includes $3,027 shipping
Good Deal
$53,522
- 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 $495 shipping
Good Deal
$40,170
- Year:
- 2022
- 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
- Transmission:
- Automatic
- Mileage:
- 72,002
- Stock #:
- ZC26229
- VIN:
- 1GCUYHEL2NZ146754
2022 Chevrolet Silverado 1500
High Country Crew Cab 4WD
72,002 mi
Home delivery from Hicksville, OH
Price includes $779 shipping
Good Deal
$36,082
- Year:
- 2025
- 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:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 67,825
- Stock #:
- 81743A
- VIN:
- 1GCUKJE87SZ195173
2025 Chevrolet Silverado 1500
High Country Crew Cab 4WD
67,825 mi
Home delivery from Peotone, IL
Price includes $1,173 shipping
Good Deal
$47,586
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- White (Iridescent Pearl Tricoat)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 45,465
- Stock #:
- PM221453
- VIN:
- 1GCUDJE87RZ221453
New arrival
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
45,465 mi
Home delivery from Honesdale, PA
Price includes $134 shipping
Good Deal
$47,079
- 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 $779 shipping
Good Deal
$45,168
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- Automatic
- Mileage:
- 131,074
- Stock #:
- 360146
- VIN:
- 3GCUKTECXJG360146
New arrival
2018 Chevrolet Silverado 1500
High Country Crew Cab 4WD
131,074 mi
Windsor Locks, CT
4 mi away
Good Deal
$23,794
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 88,008
- Stock #:
- L2217
- VIN:
- 1GCUYHEL1MZ341906
2021 Chevrolet Silverado 1500
High Country Crew Cab 4WD
88,008 mi
Home delivery from Post Falls, ID
Price includes $4,356 shipping
Fair Deal
$37,351
- Year:
- 2014
- 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:
- 6-Speed Automatic
- Mileage:
- 95,019
- VIN:
- 3GCUKTEJ2EG513171
2014 Chevrolet Silverado 1500
High Country Crew Cab 4WD
95,019 mi
Westfield, MA
20 mi away
Fair Deal
$24,153
- Year:
- 2022
- 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
- Transmission:
- Automatic
- Mileage:
- 60,898
- Stock #:
- P185722
- VIN:
- 3GCUYHED7NG185722
2022 Chevrolet Silverado 1500
High Country Crew Cab 4WD
60,898 mi
Home delivery from Plano, TX
Price includes $1,451 shipping
Fair Deal
$41,081
- 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 $779 shipping
Fair Deal
$38,404
- 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 $1,155 shipping
Good Deal
$51,647
- 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
28 mi away
Fair Deal
$38,996
- 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:
- 21,015
- Stock #:
- DC26119
- VIN:
- 1GCUDJE81RZ128573
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
21,015 mi
Home delivery from Delphos, OH
Price includes $761 shipping
Good Deal
$51,006
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 62,183
- Stock #:
- 509656
- VIN:
- 1GCUDJEL6NZ509656
2022 Chevrolet Silverado 1500
High Country Crew Cab 4WD
62,183 mi
Home delivery from Frederick, CO
Price includes $1,681 shipping
Fair Deal
$42,817
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 92,154
- Stock #:
- JYC-142455
- VIN:
- 1GCUYHET7MZ142455
2021 Chevrolet Silverado 1500
High Country Crew Cab 4WD
92,154 mi
Home delivery from Joliet, IL
Price includes $796 shipping
Great Deal
$31,450
- 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:
- 42,338
- Stock #:
- MX4645
- VIN:
- 1GCUYHEL5KZ360150
2019 Chevrolet Silverado 1500
High Country Crew Cab 4WD
42,338 mi
Home delivery from Michigan Center, MI
Price includes $1,075 shipping
Good Deal
$38,329
- 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
Sponsored Listing
2024 Chevrolet Silverado 1500
High Country Crew Cab 4WD
30,063 mi
Branford, CT
39 mi away
Good Deal
$50,996
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 $7,790.00 to $130,299.00 with an average price of $20,329.24.
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
FAQs
How much does the Chevrolet Silverado 1500 High Country cost in Windsor, CT?
The average Chevrolet Silverado 1500 High Country costs about $15,638.44. The average price has decreased by -1.6% since last year. The 207 for sale near Windsor, CT on CarGurus, range from $7,790 to $130,299 in price.
How many Chevrolet Silverado 1500 High Country vehicles in Windsor, CT have no reported accidents or damage?
190 out of 207 for sale near Windsor, 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 (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
Relevant articles
Craig Fitzgerald
The Best Trucks Under $25,000 in 2026
New trucks cost more than ever, but the prices of used ones finally seem to be cooling. You still can't find the latest and fanciest full-sizes for budget prices, but fortunately, there are plenty of good trucks under $25,000 these days. Here, we've assembled a list of the best.
Craig Fitzgerald
The Best Cars to Tow Behind an RV in 2026
Not many new models can be towed behind an RV. We’ve identified several that are recommended for flat-towing according to their owner’s manual, and a few used models that have fewer technological or engineering restrictions.
CarGurus Editorial Team
Car Deals with 0% APR in July 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 Windsor CTChevrolet Silverado 1500 RST in Windsor CTChevrolet Silverado 1500 LTZ in Windsor CTChevrolet Silverado 1500 LT Trail Boss in Windsor CTChevrolet Silverado 1500 LT1 in Windsor CTChevrolet Silverado 1500 High Country in Windsor CTChevrolet Silverado 1500 Custom in Windsor CTChevrolet Silverado 1500 Custom Trail Boss in Windsor CTChevrolet Silverado 1500 Work Truck in Windsor CT
Chevrolet Silverado 1500 in Hartford CTChevrolet Silverado 1500 in Chicopee MAChevrolet Silverado 1500 in New Haven CTChevrolet Silverado 1500 in Pittsfield MAChevrolet Silverado 1500 in Worcester MAChevrolet Silverado 1500 in Providence RIChevrolet Silverado 1500 in Brattleboro VTChevrolet Silverado 1500 in Stamford CTChevrolet Silverado 1500 in Newburgh NY
Chevrolet Silverado 1500 in Windsor CTOld Chevy Trucks for Sale in Windsor CTClassic Muscle Cars for Sale in Windsor CTChevrolet Trucks For Sale in Windsor CTCheap Muscle Cars for Sale in Windsor CTWork Trucks for Sale in Windsor CTReliable Cars For Sale in Windsor CTAmerican Made Trucks For Sale in Windsor CTBest Pickup Trucks For Sale in Windsor CTBest Cars Under $5,000 For Sale in Windsor CT
2019 Chevrolet Silverado 1500 High Country in Windsor CT2018 Chevrolet Silverado 1500 High Country in Windsor CT2017 Chevrolet Silverado 1500 High Country in Windsor CT2016 Chevrolet Silverado 1500 High Country in Windsor CT2015 Chevrolet Silverado 1500 High Country in Windsor CT2014 Chevrolet Silverado 1500 High Country in Windsor 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 WindsorUsed SUVs / Crossovers for Sale with Low Mileage in WindsorUsed Hatchbacks for Sale with Low Mileage in WindsorUsed Convertibles for Sale with Low Mileage in WindsorUsed Vans for Sale with Low Mileage in WindsorUsed Minivans for Sale with Low Mileage in WindsorUsed Pickup Trucks for Sale with Low Mileage in WindsorUsed Coupes for Sale with Low Mileage in WindsorUsed Wagons for Sale with Low Mileage in Windsor
