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317 listings
  • Price Drop
    $51,917
    great price
    $13,300 below market
    • 58,820 miles
    • No accidents, 1 owner, personal use only
    • 6'10” bed, 6.6l, 8cyl
    • Ingersoll Auto of Danbury (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Danbury, CT / 21 miles away from Milford, CT

    CARFAX One-Owner. 2 USB Ports & 1 SD Card Reader, Bed View Camera w/2 Trailer Camera Provisions, BOSE Premium 7-Speaker Sound System, Floor-Mounted Ce...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC4YPEY9MF227210
    Stock: T227210
    Certified Pre-Owned: No
    Listed since: 03-09-2025

  • $30,395
    great price
    $7,493 below market
    • 43,393 miles
    • No accidents, 1 owner, government vehicle
    • 6'10” bed, 6.6l, 8cyl
    • Autoland USA (28 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Selden, NY / 28 miles away from Milford, CT

    This 2020 Chevrolet Silverado 2500HD WORK TRUCK is a reliable and powerful vehicle. It has low mileage with 43,393 miles and is equipped with a 6.6 li...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC2YLE73LF300660
    Stock: 9182F
    Certified Pre-Owned: No
    Listed since: 04-05-2025

  • Price Drop
    • 71,242 miles
    • No accidents, 1 owner, personal use only
    • 6'10” bed, 6.6l, 8cyl
    • Empire Chevrolet of Huntington (33 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Huntington, NY / 33 miles away from Milford, CT

    Priced below KBB Fair Purchase Price! Black 2022 Chevrolet Silverado 2500HD High Country 4WD 10-Speed Automatic Duramax 6.6L V8 Turbodiesel 10-Speed A...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC4YREY6NF164094
    Stock: U16223T
    Certified Pre-Owned: No
    Listed since: 03-12-2025

  • Price Drop
    $53,904
    good price
    $5,198 below market
    • 11,649 miles
    • No accidents, 1 owner, personal use only
    • 6'10” bed, 6.6l, 8cyl
    • Empire Chevrolet of Hicksville (42 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Hicksville, NY / 42 miles away from Milford, CT

    Sterling Gray Metallic 2024 Chevrolet Silverado 2500HD LT 4WD 10-Speed Automatic 6.6L V8 10-Speed Automatic, 4WD, Black Cloth.Finance for price is r...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 2GC4YNE75R1106197
    Stock: UH2511T
    Certified Pre-Owned: No
    Listed since: 03-22-2025

  • Advertisement

    Special offers available

    2025 Chevrolet Silverado 2500HD
    $45,300
    starting MSRP
    • 2 Trims
    View Offers 
    *The Manufacturer's Suggested Retail Price excludes destination freight charge, tax, title, license, dealer fees and optional equipment. Click here to see all Chevrolet vehicles' destination freight charges. Dealer sets the final price.
  • Price Drop
    • 46,231 miles
    • No accidents, 1 owner, personal use only
    • 6'10” bed, 6.6l, 8cyl
    • Empire Chevrolet of Huntington (33 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Huntington, NY / 33 miles away from Milford, CT

    Priced below KBB Fair Purchase Price! Black 2022 Chevrolet Silverado 2500HD High Country 4WD 10-Speed Automatic Duramax 6.6L V8 Turbodiesel 10-Speed A...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 2GC4YREY2N1203805
    Stock: U16420T
    Certified Pre-Owned: No
    Listed since: 04-05-2025

  • $42,999
    great price
    $4,498 below market
    • 41,540 miles
    • No accidents, 1 owner, personal use only
    • 6'10” bed, 6.6l, 8cyl
    • Northwest Hills Chevrolet Buick GMC (39 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Blind Spot Monitorin...
    • Power Driver Seat
    Close

    Located in Torrington, CT / 39 miles away from Milford, CT

    2021 Chevrolet Silverado 2500HD LT**CAR BRAVO CERTIFIED **, **Certified**, **4 Wheel Drive**, Bluetooth Phone/Audio, **Apple car play / Android Auto**...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC2YNE78MF215746
    Stock: 25-095A
    Certified Pre-Owned: Yes
    Listed since: 03-25-2025

  • $25,890
    great price
    $3,959 below market
    • 117,658 miles
    • No accidents, 1 owner, personal use only
    • 6'7” bed, 6l, 8cyl
    • Jim Juliani Motors (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • Trip Computer
    Close

    Located in Waterbury, CT / 22 miles away from Milford, CT

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC1KREGXKF226197
    Stock: 226197
    Certified Pre-Owned: No
    Listed since: 03-28-2025

  • $41,292
    great price
    $3,185 below market
    • 34,730 miles
    • No accidents, 1 owner, personal use only
    • 6'10” bed, 6.6l, 8cyl
    • Ingersoll Auto of Danbury (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Danbury, CT / 21 miles away from Milford, CT

    CARFAX One-Owner. Clean CARFAX. Silverado 2500HD Custom, 6.6L V8, 4WD, 2-Speed Electronic Shift Transfer Case, 6-Speaker Audio System, Apple CarPlay/A...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC4YME77LF326435
    Stock: T326435
    Certified Pre-Owned: No
    Listed since: 04-03-2025

  • Advertisement

    Special offers available

    2025 Chevrolet Silverado 2500HD
    $45,300
    starting MSRP
    • 2 Trims
    View Offers 
    *The Manufacturer's Suggested Retail Price excludes destination freight charge, tax, title, license, dealer fees and optional equipment. Click here to see all Chevrolet vehicles' destination freight charges. Dealer sets the final price.
    • 10,500 miles
    • Insurance loss reported, 1 owner, personal use only
    • 6'7” bed, 6l, 8cyl
    • Premier Motorcars (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Power Driver Seat
    Close

    Located in Canton, CT / 40 miles away from Milford, CT

    PRICE DOESNT NOT INCLUDE SALES TAX OR REGISTRATIONALL SALVAGE VEHICLES SOLD WITH PASSING CT SALVAGE INSPECTIONOUT OF STATE BUYERS ARE WELCOME BUT ARE...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 2GC2KREG3K1216235
    Stock: 6235
    Certified Pre-Owned: No

  • $28,995
    good price
    $2,770 below market
    • 106,932 miles
    • No accidents, 4 owners, personal use only
    • 6'7” bed, 6l, 8cyl
    • A Better Way Wholesale Autos (17 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Power Driver Seat
    Close

    Located in Naugatuck, CT / 17 miles away from Milford, CT

    - **Stunning Red Exterior with Chrome Accents:** The 2016 Chevrolet Silverado 2500HD LTZ stands out with its bold red color and chrome details, making...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC1KWEG0GF245976
    Stock: 245976N
    Certified Pre-Owned: No

  • $29,995
    great price
    $4,055 below market
    • 39,634 miles
    • No accidents, 2 owners, personal use only
    • 8'2” bed, 6l, 8cyl
    • Boulevard Motors (7 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in New Haven, CT / 7 miles away from Milford, CT

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC0KUEG2HZ177390
    Stock: 177390
    Certified Pre-Owned: No

  • New Listing
    $39,999
    fair price
    $3,602 below market
    • 128,799 miles
    • No accidents, 1 owner, personal use only
    • 8'2” bed, 6.6l, 8cyl
    • Northwest Hills Chrysler Jeep Dodge Ram (38 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Torrington, CT / 38 miles away from Milford, CT

    2021 Chevrolet Silverado 2500HD LTZ **CAR BRAVO CERTIFIED **, **Clean Carfax**, **4 Wheel Drive**, Bluetooth Phone/Audio, **Apple car play / Android A...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC4YPE77MF249469
    Stock: X24-773B
    Certified Pre-Owned: No
    Listed since: 04-14-2025

  • Advertisement

    Special offers available

    2025 Chevrolet Silverado 2500HD
    $45,300
    starting MSRP
    • 2 Trims
    View Offers 
    *The Manufacturer's Suggested Retail Price excludes destination freight charge, tax, title, license, dealer fees and optional equipment. Click here to see all Chevrolet vehicles' destination freight charges. Dealer sets the final price.
  • $63,838
    fair price
    $19 below market
    • 10,432 miles
    • No accidents, 1 owner, personal use only
    • 6'10” bed, 6.6l, 8cyl
    • Ingersoll Auto of Danbury (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Danbury, CT / 21 miles away from Milford, CT

    CARFAX One-Owner. Clean CARFAX. Silverado 2500HD LTZ, 6.6L V8, Adaptive Cruise Control, BOSE Premium 7-Speaker Sound System, Floor-Mounted Center Cons...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC4YPE79RF176144
    Stock: A176144
    Certified Pre-Owned: No
    Listed since: 04-07-2025

  • $18,377
    good price
    $3,794 below market
    • 22,030 miles
    • No accidents, 2 owners, personal use only
    • 8'2” bed, 6l, 8cyl
    • Capital Motor Group (32 mi away)
    • AWD/4WD
    • Tire Pressure Warnin...
    • Stability Control
    • Towing Hitch
    • 8ft Bed
    Close

    Located in Medford, NY / 32 miles away from Milford, CT

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC0KVCG8EF139748
    Stock: 9833
    Certified Pre-Owned: No

  • Price Drop
    • 7,491 miles
    • No accidents, personal use only
    • Ingersoll Auto of Danbury (21 mi away)
    • HD Rear Vision Camer...
    • Apple CarPlay
    • Wireless Phone Proje...
    • Vertical Trailering ...
    • Premium audio system
    Close

    Located in Danbury, CT / 21 miles away from Milford, CT

    Clean CARFAX. 6.6L V8, 4WD, 2-Speed Electronic Shift Transfer Case, 3.5' Diagonal Monochromatic Display DIC, Apple CarPlay/Android Auto, Auto High-bea...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 2GC4YME71R1163345
    Stock: A163345
    Certified Pre-Owned: No
    Listed since: 03-14-2025

    • 96,558 miles
    • No accidents, 1 owner, personal use only
    • 8'2” bed, 6.6l, 8cyl
    • Toyota of Colchester (44 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • Upgraded Engine
    Close

    Located in Colchester, CT / 44 miles away from Milford, CT

    Summit White 2019 Chevrolet Silverado 2500HD Work Truck 4D Crew Cab 4WD Allison 1000 6-Speed Automatic Duramax 6.6L V8 TurbodieselOVER 50 YEARS FAMILY...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC1KREY8KF254993
    Stock: N17846A
    Certified Pre-Owned: No
    Listed since: 04-05-2025

  • Advertisement

    Special offers available

    2025 Chevrolet Silverado 2500HD
    $45,300
    starting MSRP
    • 2 Trims
    View Offers 
    *The Manufacturer's Suggested Retail Price excludes destination freight charge, tax, title, license, dealer fees and optional equipment. Click here to see all Chevrolet vehicles' destination freight charges. Dealer sets the final price.
    • 5,866 miles
    • No accidents, 1 owner, personal use only
    • 6'10” bed, 6.6l, 8cyl
    • Ingersoll Auto of Danbury (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Danbury, CT / 21 miles away from Milford, CT

    CARFAX One-Owner. Clean CARFAX. 8' Boss V-Plow, Silverado 2500HD LT, 6.6L V8, 4WD, 10-Way Power Driver Seat Adjuster w/Lumbar, 12-Volt Rear Auxiliary ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 2GC4YNE71P1719334
    Stock: P719334
    Certified Pre-Owned: No
    Listed since: 04-14-2025

  • $39,980
    fair price
    $349 below market
    • 75,250 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 6'7” bed, 6l, 8cyl
    • East Hartford Chevrolet (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in East Hartford, CT / 41 miles away from Milford, CT

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC1KWEG4JF142728
    Stock: 250199A
    Certified Pre-Owned: No
    Listed since: 12-09-2024

    • 88,883 miles
    • No accidents, 3 owners, personal use only
    • 8'2” bed, 6l, 8cyl
    • Premier Autos (34 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Power Driver Seat
    Close

    Located in Huntington Station, NY / 34 miles away from Milford, CT

    We are a full service New York used car dealer located in Huntington serving the towns of Suffolk County, Nassau County, Long Island NY, Queens NY, Co...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC2KVEG9GZ319070
    Stock: 1012
    Certified Pre-Owned: No

    • 13,521 miles
    • No accidents, 2 owners, personal use only
    • 6'10” bed, 6.6l, 8cyl
    • Chevrolet 112 (32 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Medford, NY / 32 miles away from Milford, CT

    Check out this pre-owned 2024 Chevrolet Silverado 2500HD we recently got in. Sophistication & understated luxury comes standard on this Chevrolet Silv...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 2GC4YNE74R1105932
    Stock: U43066
    Certified Pre-Owned: No
    Listed since: 12-17-2024

    • 108,358 miles
    • Odometer issue reported, 4 owners, corporate fleet vehicle
    • 6'7” bed, 6l, 8cyl
    • Carzmetics Auto Salon (31 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Riverhead, NY / 31 miles away from Milford, CT

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GC1KVEG0GF161988
    Stock: U12134
    Certified Pre-Owned: No

Showing 1 - 21 out of 317 listings

Buying a Chevrolet Silverado 2500HD in Milford Connecticut

For those who frequent the scenic coastline and recreational areas around Milford, CT, the Chevrolet Silverado 2500HD proves to be a robust companion. Its powerful engine options deliver the towing capacity needed for hauling boats or trailers for weekend adventures along Long Island Sound. Additionally, the truck's roomy cabin is perfect for families or groups, ensuring everyone has ample space for gear and passengers during excursions to nearby nature trails or parks. The advanced camera system simplifies parking and maneuvering in tight urban settings, which can be particularly beneficial when navigating Milford’s bustling downtown.

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