Skip to main content
Skip to Filters
202 listings
  • $14,995
    good price
    $1,812 below market
    98,987 miles
    1 Accident, 2 Owners, Rental vehicle
    6cyl Automatic
    Autoland USA (46 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Selden, NY / 46 miles away from Middlebury, CT

    The 2019 Chrysler 300 is a car that offers drivers a reliable and safe ride. It has plenty of features, such as Bluetooth audio connection, navigation...

    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:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCAEG7KH689683
    Stock: 7997F
    Certified Pre-Owned: No
    Listed since: 11-13-2023

  • 146,645 miles
    No accidents, 2 Owners, Personal use only
    6cyl Automatic
    Jim Juliani Motors (6 mi away)
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Waterbury, CT / 6 miles away from Middlebury, 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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCARG0DH564635
    Stock: 564635
    Certified Pre-Owned: No
    Listed since: 04-25-2024

  • Not provided
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    Danbury Pre-Owned Center (22 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Danbury, CT / 22 miles away from Middlebury, 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 2C3CK5CV9AH280739
    Stock: A24354A
    Certified Pre-Owned: No
    Listed since: 04-16-2024

  • 84,232 miles
    1 Accident, 2 Owners, Rental vehicle
    6cyl Automatic
    Wallingford Auto Park (16 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Power Driver Seat
    Close

    Located in Wallingford, CT / 16 miles away from Middlebury, CT

    CALL TODAY 888-451-0820 Wallingford Auto Park has been exceeding clients expectations and building our reputation as the most trusted Used Car Dealers...

    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:

    23 Combined MPG (19 City/31 Highway)

    Listing Information:

    VIN: 2C3CCAAG1DH714585
    Stock: 18461
    Certified Pre-Owned: No
    Listed since: 04-16-2024

  • Price Drop
    $25,400
    great price
    $3,501 below market
    10,664 miles
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    Driveway (In-stock online)
    Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Wesley Chapel, FL / 1,055 miles away from Middlebury, CT

    CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,WiFi Hotspot,V6 Cylinder Engine,Power ...

    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:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCAAG9PH538194
    Stock: C538194A
    Certified Pre-Owned: No

  • $10,895
    great price
    $3,262 below market
    121,525 miles
    No accidents, 2 Owners, Rental vehicle
    6cyl Automatic
    Better Buys Auto (36 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in East Windsor, CT / 36 miles away from Middlebury, CT

    Just in An Absolutely Gorgeous 2016 Chrysler 300C V6 With Only 121,000 Miles, This 300C Looks and Drives Like a 2020 with 50,000 Miles on it YES its t...

    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:

    23 Combined MPG (19 City/31 Highway)

    Listing Information:

    VIN: 2C3CCAEG2GH343340
    Stock: C23LR011
    Certified Pre-Owned: No
    Listed since: 12-22-2023

  • $5,495
    great price
    $2,698 below market
    147,000 miles
    No accidents, 2 Owners, Personal use only
    6cyl Automatic
    West End Automotive Center (2 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Rear Bench Seats
    • Stability Control
    Close

    Located in Waterbury, CT / 2 miles away from Middlebury, CT

    FINANCING AND EXTENDED WARRANTIES AVAILABLE!!!

    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:

    20 Combined MPG (17 City/24 Highway)

    Listing Information:

    VIN: 2C3LA53G18H123172
    Stock: 123172
    Certified Pre-Owned: No
    Listed since: 01-06-2024

  • Price Drop
    $17,495
    great price
    $3,721 below market
    30,137 miles
    2 Accidents, 1 Owner, Personal use
    6cyl Automatic
    Nissan of Yorktown Heights (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Yorktown Heights, NY / 41 miles away from Middlebury, CT

    STOP!!!!....STOP!!!!....STOP Falling for the BS games the other dealers play. We have no surprise charges, that means NO CERTIFICATION FEES, NO DESTIN...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCARG8HH552545
    Stock: NU8488S
    Certified Pre-Owned: No
    Listed since: 10-31-2023

  • $14,990
    great price
    $3,125 below market
    87,928 miles
    No accidents, 2 Owners, Rental vehicle
    6cyl Automatic
    Faris Auto Mall (33 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Manchester, CT / 33 miles away from Middlebury, CT

    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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAKG6HH586915
    Stock: NV11243
    Certified Pre-Owned: No
    Listed since: 01-19-2024

  • Price Drop
    $28,999
    great price
    $4,012 below market
    50,394 miles
    No accidents, 2 Owners, Rental vehicle
    8cyl Automatic
    Enterprise Car Sales (In-stock online)
    Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Columbia, SC / 676 miles away from Middlebury, CT

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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:

    19 Combined MPG (16 City/25 Highway)

    Listing Information:

    VIN: 2C3CCABT1NH131088
    Stock: 8DW3PK
    Certified Pre-Owned: No
    Listed since: 04-01-2024

  • Price Drop
    $12,995
    great price
    $2,320 below market
    91,279 miles
    No accidents, 2 Owners, Personal use only
    6cyl Automatic
    Nissan of Yorktown Heights (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Yorktown Heights, NY / 41 miles away from Middlebury, CT

    STOP!!!!....STOP!!!!....STOP Falling for the BS games the other dealers play. We have no surprise charges, that means NO CERTIFICATION FEES, NO DESTIN...

    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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAGG3EH283854
    Stock: NU8614A
    Certified Pre-Owned: No
    Listed since: 03-17-2024

  • $15,999
    good price
    $2,089 below market
    76,085 miles
    No accidents, 3 Owners, Corporate fleet vehicle
    6cyl Automatic
    Enterprise Car Sales (In-stock online)
    Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Gastonia, NC / 611 miles away from Middlebury, CT

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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:

    23 Combined MPG (19 City/31 Highway)

    Listing Information:

    VIN: 2C3CCABGXFH807798
    Stock: 8F76VX
    Certified Pre-Owned: No
    Listed since: 04-01-2024

  • New Listing
    $29,198
    great price
    $3,733 below market
    51,414 miles
    No accidents, 2 Owners, Rental vehicle
    8cyl Automatic
    Enterprise Car Sales (In-stock online)
    Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in North Charleston, SC / 704 miles away from Middlebury, CT

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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:

    19 Combined MPG (16 City/25 Highway)

    Listing Information:

    VIN: 2C3CCABT7NH131063
    Stock: 8D20KV
    Certified Pre-Owned: No
    Listed since: 04-19-2024

  • New Listing
    $24,000
    great price
    $3,736 below market
    56,349 miles
    No accidents, 1 Owner, Rental vehicle
    6cyl Automatic
    Driveway (In-stock online)
    Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Miami, FL / 1,151 miles away from Middlebury, CT

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Leather Seat...

    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:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCABG9NH167730
    Stock: PBNH167730
    Certified Pre-Owned: No

  • Price Drop
    $13,499
    great price
    $1,364 below market
    78,023 miles
    1 Accident, 1 Owner, Personal use only
    6cyl Automatic
    BMW of North Haven (16 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in North Haven, CT / 16 miles away from Middlebury, CT

    Odometer is 34873 miles below market average! CARFAX One-Owner.ONE OWNER, CLEAN CARFAX...NO ACCIDENTS!, SERVICE RECORDS AVAILABLE, HEATED SEATS, RECEN...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCARG7EH280470
    Stock: 21138BT
    Certified Pre-Owned: No
    Listed since: 02-23-2024

  • New Listing
    20,659 miles
    No accidents, 1 Owner, Corporate fleet vehicle
    6cyl Automatic
    Carvana (In-stock online)
    Free home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Dallas, TX / 1,429 miles away from Middlebury, CT

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCADG5PH509934
    Stock: 2002787191
    Certified Pre-Owned: No
    Listed since: 03-13-2024

  • $12,999
    good price
    $1,838 below market
    84,493 miles
    No accidents, 4 Owners, Corporate fleet vehicle
    6cyl Automatic
    J & F Auto Wholesalers LLC. (4 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Waterbury, CT / 4 miles away from Middlebury, CT

    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:

    23 Combined MPG (19 City/31 Highway)

    Listing Information:

    VIN: 2C3CCABG6EH321049
    Stock: 321049
    Certified Pre-Owned: No
    Listed since: 08-05-2023

  • Price Drop
    $15,500
    good price
    $1,633 below market
    91,115 miles
    No accidents, 2 Owners, Personal use
    6cyl Automatic
    Crowley Kia (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Bristol, CT / 15 miles away from Middlebury, CT

    2016 Chrysler 300 S Gloss Black AWD. Located at Crowley Kia, 223 Broad st, Bristol, CT. 8-Speed Automatic 3.6L V6. GPS Navigation / ParkSense Front / ...

    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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAGG8GH311456
    Stock: 6506A
    Certified Pre-Owned: No
    Listed since: 04-14-2024

  • $13,295
    good price
    $1,985 below market
    97,012 miles
    No accidents, 2 Owners, Rental vehicle
    6cyl Automatic
    Poughkeepsie Nissan (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Wappingers Falls, NY / 41 miles away from Middlebury, CT

    STOP!!!!....STOP!!!!....STOP Falling for the BS games the other dealers play. We have no surprise charges, that means NO CERTIFICATION FEES, NO DESTIN...

    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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAKGXGH344109
    Stock: PU3027A
    Certified Pre-Owned: No
    Listed since: 03-03-2024

  • New Listing
    $13,981
    good price
    $1,671 below market
    78,828 miles
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    Gengras Ford (18 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Plainville, CT / 18 miles away from Middlebury, CT

    Apple CarPlay/Android Auto, Exterior Parking Camera Rear, Fully automatic headlights, Heated front seats, Leather Trimmed Bucket Seats, Power passenge...

    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:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCAAG3HH521666
    Stock: JC10726A
    Certified Pre-Owned: No
    Listed since: 02-28-2024

  • Price Drop
    $12,097
    fair price
    $1,777 below market
    46,754 miles
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    Wiz Autos (23 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Stratford, CT / 23 miles away from Middlebury, CT

    Beautiful Chrysler 300 RWD, with 46,754 miles, blue exterior and beige leather interior. This vehicle comes with push button start, heated seats, heat...

    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: 2C3CCACG8CH138733
    Stock: |106363
    Certified Pre-Owned: No
    Listed since: 03-02-2024

Showing 1 - 21 out of 202 listings
Select Buying Experience
Filters
Skip to Results

Location

Search radius50 miles
Search radius

Make & Model

make

model

Year

to
Year

Condition

Price & Payment

202 cars
|
$22,812 avg. price
$
to
$
Price

Price Rating

Edmunds' ratings are backed by 15+ years of pricing research done by our data scientistsHow are ratings determined?We analyze millions of data points to generate our ratings. We look at vehicle configuration, options, history, nearby transactions, market pricing and more — the ratings are up-to-date and relevant to your search area.

Trim

Mileage

to
Mileage

Vehicle History

Engine & Drivetrain

Transmission

Engine Type

Drivetrain

Cylinders

Exterior Color

Interior Color

Total Seating

Features

Comfort & Convenience

Safety

Engine & Exterior

Entertainment

Options & Packages

MPG

to
MPG

Vehicle Listing Details


* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.