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 3500HD High Country for Sale near Chester, NY

108 results
Chester, NY
2018 Chevrolet Silverado 3500HD High Country Crew Cab 4WD Hawthorne Chevrolet

2018 Chevrolet Silverado 3500HD

High Country Crew Cab 4WD

56,492 miles

$49,688

Fair Deal
Hawthorne, NJ
27 mi away
Year:
2018
Make:
Chevrolet
Model:
Silverado 3500HD
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 and Stitching
Transmission:
6-Speed Automatic
Mileage:
56,492
Stock number:
4955A
VIN:
1GC4K1EY0JF223508

Sponsored

2020 Chevrolet Silverado 3500HD High Country Crew Cab 4WD

2020 Chevrolet Silverado 3500HD

High Country Crew Cab 4WD

61,188 miles

$53,927

Fair Deal
New Canaan, CT
42 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 3500HD
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
Transmission:
Automatic
Mileage:
61,188
Stock number:
25043A
VIN:
1GC4YVEY2LF168746

Sponsored

2020 Chevrolet Silverado 3500HD High Country Crew Cab 4WD

2020 Chevrolet Silverado 3500HD

High Country Crew Cab 4WD

97,189 miles

$44,985

Great Deal
Paterson, NJ
30 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Biodiesel
Exterior color:
Black
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
97,189
Stock number:
FT08096
VIN:
1GC4YVEY7LF107442

Sponsored

2015 Chevrolet Silverado 3500HD High Country Crew Cab 4WD

2015 Chevrolet Silverado 3500HD

High Country Crew Cab 4WD

159,061 miles

$29,600

Good Deal
Hillside, NJ
45 mi away
Year:
2015
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
397 hp 6.6L V8 Diesel
Exterior color:
Red
Fuel type:
Diesel
Interior color:
Saddle
Transmission:
Automatic
Mileage:
159,061
Stock number:
FF572259
VIN:
1GC4K1E88FF572259

2018 Chevrolet Silverado 3500HD High Country Crew Cab 4WD

2018 Chevrolet Silverado 3500HD

High Country Crew Cab 4WD

56,492 miles

$49,688

Fair Deal
Hawthorne, NJ
27 mi away
Year:
2018
Make:
Chevrolet
Model:
Silverado 3500HD
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 and Stitching
Transmission:
6-Speed Automatic
Mileage:
56,492
Stock number:
4955A
VIN:
1GC4K1EY0JF223508

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 3500HD

High Country Crew Cab 4WD

11,884 miles

$75,995

Fair Deal
Monticello, NY
27 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 3500HD
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/Nightshift Blue
Transmission:
Automatic
Mileage:
11,884
Stock number:
CH-5289UT
VIN:
1GC4YVEY3RF110928

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 3500HD

High Country Crew Cab 4WD

97,189 miles

$44,985

Great Deal
Paterson, NJ
30 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Biodiesel
Exterior color:
Black
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
97,189
Stock number:
FT08096
VIN:
1GC4YVEY7LF107442

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 3500HD

High Country Crew Cab 4WD

61,188 miles

$53,927

Fair Deal
New Canaan, CT
42 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 3500HD
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
Transmission:
Automatic
Mileage:
61,188
Stock number:
25043A
VIN:
1GC4YVEY2LF168746

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 3500HD

High Country Crew Cab 4WD

6,623 miles

$65,500

Fair Deal
Pawling, NY
37 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
6,623
Stock number:
X100038
VIN:
2GC4YVE7XR1100038

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 3500HD

High Country Crew Cab 4WD

33,200 miles

$61,846

Fair Deal
Danbury, CT
43 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 3500HD
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
Transmission:
Automatic
Mileage:
33,200
Stock number:
A722783
VIN:
2GC4YVEY0P1722783

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 3500HD

High Country Crew Cab 4WD

33,200 miles

$61,846

Fair Deal
Danbury, CT
43 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 3500HD
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
Transmission:
Automatic
Mileage:
33,200
Stock number:
A722783
VIN:
2GC4YVEY0P1722783

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 3500HD
  4. / High Country
  5. / New York
  6. / Chester

  • Chevrolet Silverado 3500HD LTZ in Chester NY

  • Chevrolet Silverado 3500HD High Country in Chester NY

  • Chevrolet Silverado 3500HD LT in Chester NY

  • Chevrolet Silverado 3500HD Work Truck in Chester NY

  • Chevrolet Silverado 3500HD Work Truck RWD

  • Chevrolet Silverado 3500HD in Newburgh NY

  • Chevrolet Silverado 3500HD in Stamford CT

  • Chevrolet Silverado 3500HD in New York NY

  • Chevrolet Silverado 3500HD in New Brunswick NJ

  • Chevrolet Silverado 3500HD in New Haven CT

  • Chevrolet Silverado 3500HD in Holtsville NY

  • Chevrolet Silverado 3500HD in Allentown PA

  • Chevrolet Silverado 3500HD in Trenton NJ

  • Chevrolet Silverado 3500HD in Wilkes Barre PA

  • Chevrolet Silverado 3500HD in Chester NY

  • Old Chevy Trucks for Sale in Chester NY

  • OBS 1990s-era Chevy and Ford Trucks for Sale in Chester NY

  • Lifted Chevrolet trucks for sale in Chester NY

  • Classic Muscle Cars for Sale in Chester NY

  • Chevrolet Trucks For Sale in Chester NY

  • Cheap Muscle Cars for Sale in Chester NY

  • One Ton Trucks for Sale in Chester NY

  • Reliable Cars For Sale in Chester NY

  • Chevy Duramax Diesel Trucks for Sale in Chester NY

  • 2019 Chevrolet Silverado 3500HD High Country in Chester NY

  • 2018 Chevrolet Silverado 3500HD High Country in Chester NY

  • 2017 Chevrolet Silverado 3500HD High Country in Chester NY

  • 2016 Chevrolet Silverado 3500HD High Country in Chester NY

  • 2015 Chevrolet Silverado 3500HD High Country in Chester 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

  • Bomnin Chevrolet Cadillac Buick GMC Nanuet

  • Ingersoll Auto of Pawling

  • New Rochelle Chevrolet

  • Hawthorne Chevrolet

  • Ruge's Automotive

  • LaSorsa Chevrolet

  • Bellavia Chevrolet Buick

  • Karl Chevrolet

  • Motion Chevrolet

  • McGuire Buick GMC

  • Hudson Buick GMC

  • H & L Chevrolet Inc

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.