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  • New Listing
    • 16,809 miles
    • 17 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to CT*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Irvine, CA / 2,498 miles away from Middletown, CT

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    20 Combined MPG (17 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB1GA224249
    Stock: 27405929
    Certified Pre-Owned: No

  • $32,497
    fair price
    $1,555 above market
    • 61,533 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Mercedes-Benz of North Haven (13 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in North Haven, CT / 13 miles away from Middletown, CT

    Odometer is 20527 miles below market average!Ruby Black Metallic 2016 Mercedes-Benz S-Class S 550 4MATIC 4D Sedan 4MATIC 4.7L V8 BiTurbo 7-Speed Autom...

    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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB3GA259306
    Stock: 18292MT
    Certified Pre-Owned: No
    Listed since: 06-01-2025

  • $14,990
    fair price
    $400 above market
    • 71,988 miles
    • 2 accidents, 1 owner, personal use
    • 14 City / 21 Hwy MPG
    • Chip's Auto Sales Inc (31 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Milford, CT / 31 miles away from Middletown, CT

    ** A+ Rating With The BBB ** Financing Solutions For All Credit Tiers ** ** 5 STAR Dealer Rating by CarGurus ** All prices exclude Tax, Registratio...

    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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG8GBXAA324694
    Stock: 324694
    Certified Pre-Owned: No
    Listed since: 03-20-2025

  • Price Drop
    • 11,755 miles
    • No accidents, 4 owners, personal use only
    • 8cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Cleveland, OH / 468 miles away from Middletown, 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: 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 (16 City/24 Highway)

    Listing Information:

    VIN: WDDXJ8FB2GA014298
    Stock: 2003771774
    Certified Pre-Owned: No
    Listed since: 06-16-2025

    • 12,216 miles
    • No accidents, 1 owner, personal use
    • 16 City / 25 Hwy MPG
    • Jake Sweeney Express (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Cincinnati, OH / 640 miles away from Middletown, CT

    STUNNING, LIKE NEW AMG® LINE! MSRP $150,215! Nav, Heated/VENTILATED Leather Seats, 21 AMG® WHEELS, Power Liftgate, 4MATIC® All-Wheel Drive, Panoramic ...

    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 (16 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB3PA225240
    Stock: B77296
    Certified Pre-Owned: No
    Listed since: 06-06-2025

    • 30,520 miles
    • No accidents, 3 owners, personal use only
    • 14 City / 20 Hwy MPG
    • Buonauto Enterprises (25 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Oxford, CT / 25 miles away from Middletown, CT

    For Sale: 2008 Mercedes-Benz S-Class 5.5L V8 4MATIC Only 30,520 miles!! AWD, fully loaded luxury sedan in Iridium Silver Metallic. 5.5L V8 engine, aut...

    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: Yes

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    16 Combined MPG (14 City/20 Highway)

    Listing Information:

    VIN: WDDNG86X28A174975
    Stock: 174975
    Certified Pre-Owned: No
    Listed since: 05-06-2025

    • 23,712 miles
    • No accidents, 2 owners, personal use
    • 19 City / 28 Hwy MPG
    • Mercedes-Benz of North Haven (13 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in North Haven, CT / 13 miles away from Middletown, CT

    Odometer is 32844 miles below market average! Clean CARFAX.Active Distance Assist DISTRONIC, Driver Assistance Package, Driver Assistance Package (23P...

    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:

    22 Combined MPG (19 City/28 Highway)

    Listing Information:

    VIN: WDDUG6GB7KA466616
    Stock: 18216MT
    Certified Pre-Owned: No
    Listed since: 05-29-2025

  • Price Drop
    Stock photo**
    $69,200
    fair price
    $2,141 above market
    • 43,128 miles
    • No accidents, 1 owner, personal use
    • 17 City / 25 Hwy MPG
    • Mercedes-Benz of Southampton (47 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Southampton, NY / 47 miles away from Middletown, CT

    No Hidden Fees. No Games.The Price You See Is the Price You Pay Always.2021 Mercedes-Benz S 580 4MATICExterior: BlackInterior: Exclusive Nappa Leather...

    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/25 Highway)

    Listing Information:

    VIN: W1K6G7GB4MA023714
    Stock: P8114
    Certified Pre-Owned: Yes
    Listed since: 06-17-2025

    • 73,273 miles
    • 1 accident, 4 owners, personal use
    • 15 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Tampa, FL / 1,090 miles away from Middletown, 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: 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:

    19 Combined MPG (15 City/25 Highway)

    Listing Information:

    VIN: WDDNG7DB5DA500943
    Stock: 2003757485
    Certified Pre-Owned: No
    Listed since: 05-23-2025

  • New Listing
    • 52,285 miles
    • No accidents, 3 owners, personal use
    • 17 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Charlotte, NC / 621 miles away from Middletown, 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: 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/26 Highway)

    Listing Information:

    VIN: WDDUG8CB6FA130138
    Stock: 2003757446
    Certified Pre-Owned: No
    Listed since: 05-24-2025

    • 17,516 miles
    • No accidents, 1 owner, personal use
    • 20 City / 28 Hwy MPG
    • Mercedes-Benz of Southampton (47 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Southampton, NY / 47 miles away from Middletown, CT

    No hidden fees or deceptive advertising practices ever!! The price you see is the price you pay!2023 Mercedes-Benz S 500 4MATIC MANUFAKTUR Diamond Whi...

    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 (20 City/28 Highway)

    Listing Information:

    VIN: W1K6G6DB7PA186229
    Stock: P8083
    Certified Pre-Owned: Yes
    Listed since: 05-24-2025

  • New Listing
    • 76,138 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 15 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Memphis, TN / 1,033 miles away from Middletown, 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:

    19 Combined MPG (15 City/25 Highway)

    Listing Information:

    VIN: WDDNG7DB5DA515524
    Stock: 2003797973
    Certified Pre-Owned: No
    Listed since: 06-07-2025

    • 73,042 miles
    • No accidents, 2 owners, personal use only
    • 19 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Las Vegas, NV / 2,293 miles away from Middletown, 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: 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 (19 City/25 Highway)

    Listing Information:

    VIN: WDDNG9FB1CA420014
    Stock: 2002664231
    Certified Pre-Owned: No
    Listed since: 05-15-2024

    • 32,918 miles
    • No accidents, 2 owners, personal use
    • 17 City / 25 Hwy MPG
    • Mercedes-Benz of North Haven (13 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in North Haven, CT / 13 miles away from Middletown, CT

    Black 2021 Mercedes-Benz S-Class S 580 4MATIC 4D Sedan 4MATIC 4.0L V8 9-Speed AutomaticMercedes-Benz of North Haven is a part of the Mauro Motor's Aut...

    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/25 Highway)

    Listing Information:

    VIN: W1K6G7GB6MA049635
    Stock: 18295MT
    Certified Pre-Owned: Yes
    Listed since: 05-30-2025

  • New Listing
    • 39,094 miles
    • 1 accident, 2 owners, personal use
    • 19 City / 28 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to CT*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Palmdale, CA / 2,490 miles away from Middletown, CT

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    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:

    22 Combined MPG (19 City/28 Highway)

    Listing Information:

    VIN: WDDUG6GB0LA513258
    Stock: 27561017
    Certified Pre-Owned: No

  • New Listing
    • 61,183 miles
    • 1 accident, 2 owners, personal use only
    • 15 City / 23 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Norco, CA / 2,481 miles away from Middletown, CT

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    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:

    18 Combined MPG (15 City/23 Highway)

    Listing Information:

    VIN: WDDUG7JBXGA221427
    Stock: 26849422
    Certified Pre-Owned: No

  • New Listing
    • 26,993 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Charlotte, NC / 621 miles away from Middletown, 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: 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 (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB5KA473575
    Stock: 2003802378
    Certified Pre-Owned: No
    Listed since: 06-14-2025

  • New Listing
    • 27,639 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 17 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Charlotte, NC / 621 miles away from Middletown, 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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB5LA490782
    Stock: 2003582757
    Certified Pre-Owned: No
    Listed since: 03-20-2025

  • New Listing
    • 29,260 miles
    • No accidents, 2 owners, personal use
    • 8cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Tampa, FL / 1,090 miles away from Middletown, 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: 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/26 Highway)

    Listing Information:

    VIN: W1KXK8DB3LA050043
    Stock: 2003779176
    Certified Pre-Owned: No
    Listed since: 06-24-2025

    • 29,914 miles
    • No accidents, 1 owner, personal use
    • 18 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Indianapolis, IN / 718 miles away from Middletown, 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: 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:

    22 Combined MPG (18 City/28 Highway)

    Listing Information:

    VIN: WDDUG6EB8KA460536
    Stock: 2003703292
    Certified Pre-Owned: No
    Listed since: 05-02-2025

    • 74,132 miles
    • No accidents, 3 owners, personal use
    • 16 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Cincinnati, OH / 646 miles away from Middletown, 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: 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 (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB1EA050370
    Stock: 2003775260
    Certified Pre-Owned: No
    Listed since: 06-03-2025

Showing 85 - 105 out of 123 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.