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 New Haven, CT

164 results
New Haven, CT
2022 Chevrolet Silverado 2500HD High Country Crew Cab 4WD Blasius South

2022 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

85,735 miles

$44,988

Good Deal
Stratford, CT
13 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:
Mosaic Black Metallic
Fuel type:
Gasoline
Interior color:
Jet Black/Umber
Transmission:
6-Speed Automatic
Mileage:
85,735
Stock number:
X7318
VIN:
1GC4YRE78NF164251

Sponsored

2015 Chevrolet Silverado 2500HD High Country Crew Cab 4WD

2015 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

120,770 miles

$28,990

Fair Deal
Suffield, CT
49 mi away
Year:
2015
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 6L V8 Flex Fuel Vehicle
Exterior color:
Black
Fuel type:
Flex Fuel Vehicle
Interior color:
Saddle
Transmission:
Automatic
Mileage:
120,770
Stock number:
510304
VIN:
1GC1KXEG0FF510304

Sponsored

2022 Chevrolet Silverado 2500HD High Country Crew Cab 4WD

2022 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

90,871 miles

$44,415

Good Deal
Pawling, NY
37 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:
Black
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
90,871
Stock number:
T356508
VIN:
1GC4YRE74NF356508

Sponsored

2024 Chevrolet Silverado 2500HD High Country Crew Cab 4WD

2024 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

32,480 miles

$67,990

Fair Deal
Litchfield, CT
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:
White (Iridescent Pearl Tricoat)
Fuel type:
Biodiesel
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
32,480
Stock number:
U28038
VIN:
1GC4YREY8RF152339

2015 Chevrolet Silverado 2500HD High Country Crew Cab 4WD

2015 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

120,770 miles

$28,990

Fair Deal
Suffield, CT
49 mi away
Year:
2015
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 6L V8 Flex Fuel Vehicle
Exterior color:
Black
Fuel type:
Flex Fuel Vehicle
Interior color:
Saddle
Transmission:
Automatic
Mileage:
120,770
Stock number:
510304
VIN:
1GC1KXEG0FF510304

2018 Chevrolet Silverado 2500HD High Country Crew Cab 4WD

2018 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

160,715 miles

$30,995

Great Deal
Waterbury, CT
19 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:
Cajun Red Tintcoat
Fuel type:
Biodiesel
Interior color:
Saddle
Transmission:
Automatic
Mileage:
160,715
Stock number:
203741
VIN:
1GC1KXEY8JF203741

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

113,367 miles

$43,999

Great Deal
East Windsor, CT
43 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Summit White
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
113,367
Stock number:
H25022
VIN:
1GC4YREY8LF254456

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

85,898 miles

$45,197

Good Deal
Store transfer to East Haven, CT
538 mi away • Price includes $199 shipping Price includes $199 shipping
Year:
2019
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.6L V8 Biodiesel
Exterior color:
White
Fuel type:
Biodiesel
Interior color:
Brown
Transmission:
Automatic
Mileage:
85,898
Stock number:
27757738
VIN:
1GC1KUEY1KF159369

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

26,756 miles

$58,989

Fair Deal
Brookfield, CT
27 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:
Shadow Gray Metallic
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
26,756
Stock number:
Z4227
VIN:
1GC4YREY8LF270978

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

36,269 miles

$59,585

Good Deal
Pawling, NY
37 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:
White (Iridescent Pearl Tricoat)
Fuel type:
Gasoline
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
36,269
Stock number:
T192808B
VIN:
1GC4YRE79RF192808

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

7,979 miles

$68,881

Good Deal
Pawling, NY
37 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
Transmission:
Automatic
Mileage:
7,979
Stock number:
A206591
VIN:
2GC4YREY5R1206591

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

7,979 miles

$68,881

Good Deal
Pawling, NY
37 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
Transmission:
Automatic
Mileage:
7,979
Stock number:
A206591
VIN:
2GC4YREY5R1206591

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 2500HD
  4. / High Country
  5. / Connecticut
  6. / New Haven
  • Chevrolet Silverado 2500HD LT in New Haven CT

  • Chevrolet Silverado 2500HD LTZ in New Haven CT

  • Chevrolet Silverado 2500HD Work Truck in New Haven CT

  • Chevrolet Silverado 2500HD High Country in New Haven CT

  • Chevrolet Silverado 2500HD LT RWD

  • Chevrolet Silverado 2500HD LS in New Haven CT

  • Chevrolet Silverado 2500HD Base in New Haven CT

  • Chevrolet Silverado 2500HD in Hartford CT

  • Chevrolet Silverado 2500HD in Holtsville NY

  • Chevrolet Silverado 2500HD in Stamford CT

  • Chevrolet Silverado 2500HD in Newburgh NY

  • Chevrolet Silverado 2500HD in Chicopee MA

  • Chevrolet Silverado 2500HD in New York NY

  • Chevrolet Silverado 2500HD in Pittsfield MA

  • Chevrolet Silverado 2500HD in Providence RI

  • Chevrolet Silverado 2500HD in Worcester MA

  • Chevrolet Silverado 2500HD in New Haven CT

  • Old Chevy Trucks for Sale in New Haven CT

  • OBS 1990s-era Chevy and Ford Trucks for Sale in New Haven CT

  • Classic Muscle Cars for Sale in New Haven CT

  • Chevrolet Trucks For Sale in New Haven CT

  • Cheap Muscle Cars for Sale in New Haven CT

  • Work Trucks for Sale in New Haven CT

  • Reliable Cars For Sale in New Haven CT

  • Chevy Duramax Diesel Trucks for Sale in New Haven CT

  • 3/4 Ton Trucks for Sale in New Haven CT

  • 2019 Chevrolet Silverado 2500HD High Country in New Haven CT

  • 2018 Chevrolet Silverado 2500HD High Country in New Haven CT

  • 2017 Chevrolet Silverado 2500HD High Country in New Haven CT

  • 2016 Chevrolet Silverado 2500HD High Country in New Haven CT

  • 2015 Chevrolet Silverado 2500HD High Country in New Haven CT

  • 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

  • Richard Chevrolet

  • Ingersoll Auto of Pawling

  • Chevrolet of Smithtown

  • Sullivan's Northwest Hills Chevy Cadillac Buick GMC

  • Grossman Chevrolet

  • Key Chevrolet

  • Scranton Chevrolet of Norwich

  • Maritime Chevrolet

  • Karl Chevrolet

  • O'Neills Chevrolet

  • 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.