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 Pound Ridge, NY

234 results
Pound Ridge, NY
2023 Chevrolet Silverado 1500 High Country Crew Cab 4WD Blasius South

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

41,108 miles

$45,888

Good Deal
Stratford, CT
23 mi away
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:
Northsky Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Nightshift Blue
Transmission:
Automatic
Mileage:
41,108
Stock number:
X7361
VIN:
3GCUDJEL1PG166287

Sponsored

2017 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2017 Chevrolet Silverado 1500

High Country Crew Cab 4WD

138,411 miles

$21,995

Good Deal
Waterbury, CT
34 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:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
138,411
VIN:
3GCUKTEC5HG204610

Sponsored

2023 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

44,014 miles

$44,956

Good Deal
Danbury, CT
16 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:
Radiant Red Tintcoat
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
44,014
Stock number:
T148056
VIN:
1GCUDJE88PZ148056

Sponsored

2019 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2019 Chevrolet Silverado 1500

High Country Crew Cab 4WD

87,558 miles

$31,793

Good Deal
Torrington, CT
49 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:
Havana Brown Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Umber
Transmission:
8-Speed Automatic
Mileage:
87,558
Stock number:
S26-167A
VIN:
1GCUYHED9KZ169498

2022 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

58,491 miles

$37,995

Great Deal
Caldwell, NJ
46 mi away
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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
58,491
Stock number:
25510A
VIN:
1GCUDJET1NZ638937

Preparing for a close up...

Photos coming soon

2018 Chevrolet Silverado 1500

High Country Crew Cab 4WD

97,932 miles

$28,972

Good Deal
Woodbury, CT
29 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:
White (Iridescent Pearl Tricoat)
Fuel type:
Gasoline
Interior color:
Saddle
Transmission:
8-Speed Automatic Overdrive
Mileage:
97,932
Stock number:
260001A
VIN:
3GCUKTEJ9JG502081

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

55,241 miles

$42,549

Great Deal
Waterbury, CT
36 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:
White (Iridescent Pearl Tricoat)
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
55,241
Stock number:
U9909
VIN:
1GCUDJE82PZ117630

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

57,694 miles

$37,901

Good Deal
Branford, CT
42 mi away
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/Umber
Transmission:
Automatic
Mileage:
57,694
Stock number:
11574
VIN:
3GCUYHEL2NG108327

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

18,680 miles

$47,989

Great Deal
Brookfield, CT
19 mi away
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
Transmission:
Automatic
Mileage:
18,680
Stock number:
Z4177
VIN:
1GCUDJEL1PZ182859

Preparing for a close up...

Photos coming soon

2017 Chevrolet Silverado 1500

High Country Crew Cab 4WD

138,411 miles

$21,995

Good Deal
Waterbury, CT
34 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:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
138,411
VIN:
3GCUKTEC5HG204610

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

33,701 miles

$47,197

Good Deal
Watertown, CT
35 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:
Blue
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
33,701
Stock number:
K3148
VIN:
1GCUDJED9PZ130243

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

High Country Crew Cab 4WD

125,747 miles

$24,995

Great Deal
Naugatuck, CT
35 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:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
125,747
Stock number:
262851T
VIN:
3GCUYHEL5KG262851

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

High Country Crew Cab 4WD

27,610 miles

$51,950

Fair Deal
Branford, CT
42 mi away
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/Nightshift Blue
Transmission:
Automatic
Mileage:
27,610
Stock number:
326831SA
VIN:
1GCUDJEL5RZ326545

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

68,514 miles

$39,894

Good Deal
Waterbury, CT
36 mi away
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:
Cherry Red Tintcoat
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
68,514
Stock number:
U9813
VIN:
1GCUDJEL3NZ557468

Preparing for a close up...

Photos coming soon

2015 Chevrolet Silverado 1500

High Country Crew Cab 4WD

131,117 miles

$18,995

Good Deal
Ridgewood, NY
40 mi away
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:
White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
8-Speed Automatic
Mileage:
131,117
Stock number:
438402
VIN:
3GCUKTEJ1FG438402

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

High Country Crew Cab 4WD

55,570 miles

$38,915

Good Deal
Waterbury, CT
38 mi away
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
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
55,570
Stock number:
51879AQ
VIN:
3GCUYHELXMG476849

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

High Country Crew Cab 4WD

48,695 miles

$38,067

Good Deal
Milford, CT
25 mi away
Year:
2020
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:
48,695
Stock number:
C36T089B
VIN:
1GCUYHELXLZ289593

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / High Country
  5. / New York
  6. / Pound Ridge

  • Chevrolet Silverado 1500 LT in Pound Ridge NY

  • Chevrolet Silverado 1500 RST in Pound Ridge NY

  • Chevrolet Silverado 1500 LTZ in Pound Ridge NY

  • Chevrolet Silverado 1500 LT Trail Boss in Pound Ridge NY

  • Chevrolet Silverado 1500 LT1 in Pound Ridge NY

  • Chevrolet Silverado 1500 Custom in Pound Ridge NY

  • Chevrolet Silverado 1500 High Country in Pound Ridge NY

  • Chevrolet Silverado 1500 Custom Trail Boss in Pound Ridge NY

  • Chevrolet Silverado 1500 Work Truck in Pound Ridge NY

  • Chevrolet Silverado 1500 in Stamford CT

  • Chevrolet Silverado 1500 in Newburgh NY

  • Chevrolet Silverado 1500 in New Haven CT

  • Chevrolet Silverado 1500 in New York NY

  • Chevrolet Silverado 1500 in Holtsville NY

  • Chevrolet Silverado 1500 in Hartford CT

  • Chevrolet Silverado 1500 in New Brunswick NJ

  • Chevrolet Silverado 1500 in Chicopee MA

  • Chevrolet Silverado 1500 in Pittsfield MA

  • Chevrolet Silverado 1500 in Pound Ridge NY

  • Old Chevy Trucks for Sale in Pound Ridge NY

  • Classic Muscle Cars for Sale in Pound Ridge NY

  • Chevrolet Trucks For Sale in Pound Ridge NY

  • Cheap Muscle Cars for Sale in Pound Ridge NY

  • Work Trucks for Sale in Pound Ridge NY

  • Reliable Cars For Sale in Pound Ridge NY

  • American Made Trucks For Sale in Pound Ridge NY

  • Best Pickup Trucks For Sale in Pound Ridge NY

  • Best Cars Under $5,000 For Sale in Pound Ridge NY

  • 2019 Chevrolet Silverado 1500 High Country in Pound Ridge NY

  • 2018 Chevrolet Silverado 1500 High Country in Pound Ridge NY

  • 2017 Chevrolet Silverado 1500 High Country in Pound Ridge NY

  • 2016 Chevrolet Silverado 1500 High Country in Pound Ridge NY

  • 2015 Chevrolet Silverado 1500 High Country in Pound Ridge NY

  • 2014 Chevrolet Silverado 1500 High Country in Pound Ridge NY

  • 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

  • Atlantic Chevrolet Cadillac

  • Bomnin Chevrolet Buick GMC Nanuet

  • Richard Chevrolet

  • LaSorsa Chevrolet

  • Ingersoll Auto of Pawling

  • New Rochelle Chevrolet

  • Bical Auto Mall

  • Hawthorne Chevrolet

  • Chevrolet of Smithtown

  • Sullivan's Northwest Hills Chevy Cadillac Buick GMC

  • Chevrolet of Milford

  • East Hills Chevrolet of Roslyn

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

© 2026 CarGurus, Inc., All Rights Reserved.