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 2500HD High Country for Sale near Pound Ridge, NY

154 results
Pound Ridge, NY
2025 Chevrolet Silverado 2500HD High Country Crew Cab 4WD Bomnin Chevrolet Cadillac Buick GMC Nanuet

2025 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

14,196 miles

$74,490

Fair Deal
Nanuet, NY
24 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.6L V8 Biodiesel
Exterior color:
White (Iridescent Pearl Tricoat)
Fuel type:
Biodiesel
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
14,196
Stock number:
C219820A
VIN:
1GC4KREY4SF219820

Sponsored

2024 Chevrolet Silverado 2500HD High Country Crew Cab 4WD

2024 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

5,047 miles

$68,495

Fair Deal
Danbury, CT
16 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior color:
Summit White
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
5,047
Stock number:
A174463
VIN:
1GC4YRE7XRF174463

Sponsored

2016 Chevrolet Silverado 2500HD High Country Crew Cab 4WD

2016 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

85,232 miles

$35,990

Great Deal
Darien, CT
11 mi away
Year:
2016
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
397 hp 6.6L V8 Diesel
Exterior color:
Summit White
Fuel type:
Diesel
Interior color:
Saddle
Transmission:
Automatic
Mileage:
85,232
Stock number:
46038A
VIN:
1GC1KXE80GF144743

Sponsored

2016 Chevrolet Silverado 2500HD High Country Crew Cab 4WD

2016 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

85,232 miles

$35,990

Great Deal
Darien, CT
11 mi away
Year:
2016
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
397 hp 6.6L V8 Diesel
Exterior color:
Summit White
Fuel type:
Diesel
Interior color:
Saddle
Transmission:
Automatic
Mileage:
85,232
Stock number:
46038A
VIN:
1GC1KXE80GF144743

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

75,067 miles

$47,990

Good Deal
Branford, CT
42 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Biodiesel
Exterior color:
Black
Fuel type:
Biodiesel
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
75,067
Stock number:
11587
VIN:
1GC4YREY1LF220732

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

33,263 miles

$57,668

Good Deal
Englewood, NJ
31 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Biodiesel
Exterior color:
Greenstone Metallic
Fuel type:
Biodiesel
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
33,263
Stock number:
66058A
VIN:
1GC4YREY7NF158191

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 2500HD

High Country Crew Cab LB 4WD

45,529 miles

$55,077

Good Deal
Huntington, NY
28 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
White (Iridescent Pearl Tricoat)
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
45,529
Stock number:
U18088T
VIN:
1GC4YREY4NF110356

Preparing for a close up...

Photos coming soon

2018 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

101,023 miles

$44,689

Fair Deal
Pawling, NY
22 mi away
Year:
2018
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Biodiesel
Exterior color:
Summit White
Fuel type:
Biodiesel
Interior color:
Jet Black Medium Ash Gray Piping Stitching
Transmission:
6-Speed Automatic
Mileage:
101,023
Stock number:
T216779B
VIN:
1GC1KXEYXJF216779

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

76,513 miles

$50,894

Good Deal
Waterbury, CT
36 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Biodiesel
Exterior color:
Northsky Blue Metallic
Fuel type:
Biodiesel
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
76,513
Stock number:
U10143
VIN:
1GC1YREYXMF241793

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

90,160 miles

$43,988

Good Deal
Hawthorne, NJ
34 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior color:
Greenstone Metallic
Fuel type:
Gasoline
Interior color:
Jet Black/Umber
Transmission:
6-Speed Automatic
Mileage:
90,160
Stock number:
269292A
VIN:
2GC4YRE72N1215069

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

34,618 miles

$68,995

Fair Deal
Certified Pre-Owned
Riverhead, NY
50 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.6L V8 Biodiesel
Exterior color:
White (Iridescent Pearl Tricoat)
Fuel type:
Biodiesel
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
34,618
Stock number:
15URF144841
VIN:
1GC4YREY8RF144841

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

47,993 miles

$64,991

Fair Deal
Hackensack, NJ
33 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.6L V8 Biodiesel
Exterior color:
Summit White
Fuel type:
Biodiesel
Interior color:
Jet Black/Nightshift Blue
Transmission:
Automatic
Mileage:
47,993
Stock number:
A260768A
VIN:
2GC4YREY8R1107215

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

31,360 miles

$67,999

Good Deal
Certified Pre-Owned
Stratford, CT
23 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.6L V8 Biodiesel
Exterior color:
Black
Fuel type:
Biodiesel
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
31,360
Stock number:
X7640
VIN:
2GC1YREY5R1133015

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 2500HD
  4. / High Country
  5. / New York
  6. / Pound Ridge
  • Chevrolet Silverado 2500HD LT in Pound Ridge NY

  • Chevrolet Silverado 2500HD LTZ in Pound Ridge NY

  • Chevrolet Silverado 2500HD Work Truck in Pound Ridge NY

  • Chevrolet Silverado 2500HD High Country in Pound Ridge NY

  • Chevrolet Silverado 2500HD LT RWD

  • Chevrolet Silverado 2500HD LS in Pound Ridge NY

  • Chevrolet Silverado 2500HD Base in Pound Ridge NY

  • Chevrolet Silverado 2500HD in Stamford CT

  • Chevrolet Silverado 2500HD in Newburgh NY

  • Chevrolet Silverado 2500HD in New Haven CT

  • Chevrolet Silverado 2500HD in New York NY

  • Chevrolet Silverado 2500HD in Holtsville NY

  • Chevrolet Silverado 2500HD in Hartford CT

  • Chevrolet Silverado 2500HD in New Brunswick NJ

  • Chevrolet Silverado 2500HD in Chicopee MA

  • Chevrolet Silverado 2500HD in Pittsfield MA

  • Chevrolet Silverado 2500HD in Pound Ridge NY

  • Old Chevy Trucks for Sale in Pound Ridge NY

  • OBS 1990s-era Chevy and Ford 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

  • Chevy Duramax Diesel Trucks for Sale in Pound Ridge NY

  • 3/4 Ton Trucks for Sale in Pound Ridge NY

  • 2019 Chevrolet Silverado 2500HD High Country in Pound Ridge NY

  • 2018 Chevrolet Silverado 2500HD High Country in Pound Ridge NY

  • 2017 Chevrolet Silverado 2500HD High Country in Pound Ridge NY

  • 2016 Chevrolet Silverado 2500HD High Country in Pound Ridge NY

  • 2015 Chevrolet Silverado 2500HD 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 in Pound Ridge

  • Used SUVs / Crossovers for Sale with Low Mileage in Pound Ridge

  • Used Hatchbacks for Sale with Low Mileage in Pound Ridge

  • Used Convertibles for Sale with Low Mileage in Pound Ridge

  • Used Vans for Sale with Low Mileage in Pound Ridge

  • Used Minivans for Sale with Low Mileage in Pound Ridge

  • Used Pickup Trucks for Sale with Low Mileage in Pound Ridge

  • Used Coupes for Sale with Low Mileage in Pound Ridge

  • Used Wagons for Sale with Low Mileage in Pound Ridge

  • Atlantic Chevrolet Cadillac

  • Richard Chevrolet

  • Bomnin Chevrolet Cadillac Buick GMC Nanuet

  • Ingersoll Auto of Pawling

  • Chevrolet of Smithtown

  • New Rochelle Chevrolet

  • Hawthorne Chevrolet

  • Sullivan's Northwest Hills Chevy Cadillac Buick GMC

  • Bical Auto Mall

  • East Hills Chevrolet of Roslyn

  • LaSorsa Chevrolet

  • Bellavia Chevrolet Buick

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.