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151 listings
  • $76,949
    great price
    $11,173 below market
    33,157 miles
    1 Accident, 1 Owner, Personal use
    8cyl Automatic
    World Auto (16 mi away)
    Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Orlando, FL / 16 miles away from Oakland, FL

    CARFAX One-Owner. Priced below KBB Fair Purchase Price! S-Class S 580 4MATIC®, 4D Sedan, 4.0L V8, 9-Speed Automatic, 4MATIC®, Onyx Black, Black w/Excl...

    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 (16 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB5NA133558
    Stock: 133558
    Certified Pre-Owned: No
    Listed since: 12-15-2023

  • New Listing
    $93,998
    good price
    $4,681 below market
    7,333 miles
    No accidents, 1 Owner, Personal use
    8cyl Automatic
    CarMax Clermont - Now offering Express Pickup & Home Delivery (3 mi away)
    Free delivery available*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Clermont, FL / 3 miles away from Oakland, FL

    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: 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: W1K6G7GB8NA066468
    Stock: 25681058
    Certified Pre-Owned: No

  • Price Drop
    $94,997
    fair price
    $4,573 below market
    5,558 miles
    No accidents, 2 Owners, Personal use only
    6cyl Automatic
    AutoNation USA Sanford (25 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sanford, FL / 25 miles away from Oakland, FL

    Amg ® Line Wheels: 21" Amg ® V-Multi Spoke W/Black Inlays Manufaktur Diamond White Panoramic Roof Leather Seats Rear Deck Spoiler In Body Colo...

    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: W1K6G6DB8PA194128
    Stock: PA194128
    Certified Pre-Owned: No
    Listed since: 04-08-2024

  • New Listing
    $22,584
    great price
    $2,776 below market
    144,101 miles
    No accidents, 2 Owners, Personal use
    8cyl Automatic
    Mercedes-Benz of Orlando (18 mi away)
    Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Maitland, FL / 18 miles away from Oakland, FL

    Premium Package Driver Assistance Package Designo Diamond White Panoramic Roof Leather Seats Rear Spoiler Navigation System Wheel Locks Lane Keeping 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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8DB4JA388035
    Stock: JA388035
    Certified Pre-Owned: No
    Listed since: 05-10-2024

  • $54,900
    fair price
    $3,299 below market
    18,976 miles
    No accidents, 2 Owners, Personal use
    8cyl Automatic
    Starling Chevrolet Buick GMC (31 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Saint Cloud, FL / 31 miles away from Oakland, FL

    2019 Mercedes-Benz S-Class S 560, CLEAN CARFAX, NAVIGATION, SUNROOF, LEATHER, ALLOY WHEELS, BACKUP CAMERA, PARK ASSIST, PARKING SENSORS, LANE ASSIST, ...

    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: WDDUG8DB2KA486031
    Stock: 486031T
    Certified Pre-Owned: No
    Listed since: 04-26-2024

  • Price Drop
    $89,994
    fair price
    $2,905 below market
    18,394 miles
    No accidents, 1 Owner, Personal use
    8cyl Automatic
    Mercedes-Benz of Orlando (18 mi away)
    Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Maitland, FL / 18 miles away from Oakland, FL

    Amg ® Line Warmth & Comfort Package Wheels: 21" Amg ® V-Multispoke W/Black Inlays Panoramic Roof Leather Seats Navigation System Night Package...

    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: W1K6G7GB6MA043303
    Stock: MA043303
    Certified Pre-Owned: Yes
    Listed since: 04-29-2024

  • Price Drop
    $77,494
    good price
    $3,056 below market
    22,658 miles
    No accidents, 3 Owners, Personal use
    6cyl Automatic
    Mercedes-Benz of Orlando (18 mi away)
    Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Maitland, FL / 18 miles away from Oakland, FL

    Panoramic Roof Leather Seats Navigation System Lane Keeping Assist Keyless Start Cooled Front Seat(S) This vehicle includes a Money-Back Guarantee* ...

    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:

    24 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: W1K6G6DB8NA087397
    Stock: NA087397
    Certified Pre-Owned: Yes
    Listed since: 05-03-2024

  • $23,331
    good price
    $1,319 below market
    132,388 miles
    1 Accident, 2 Owners, Personal use
    8cyl Automatic
    Mercedes-Benz of Orlando (18 mi away)
    Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Maitland, FL / 18 miles away from Oakland, FL

    Premium Package Black; Exclusive Nappa Leather Upholstery Warmth & Comfort Package Driver Assistance Package Wheels: 20" Multispoke Exclusive Trim Pac...

    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/26 Highway)

    Listing Information:

    VIN: WDDUG8CB4HA308681
    Stock: HA308681
    Certified Pre-Owned: No
    Listed since: 05-04-2024

  • $39,999
    fair price
    $559 below market
    31,485 miles
    2 Accidents, 2 Owners, Corporate fleet vehicle
    8cyl Automatic
    World Auto (16 mi away)
    Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Orlando, FL / 16 miles away from Oakland, FL

    Odometer is 27184 miles below market average! Priced below KBB Fair Purchase Price! S 550, 4D Sedan, 4.7L V8, 9-Speed Automatic, RWD, White, Leather, ...

    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:

    21 Combined MPG (18 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB8HA333700
    Stock: 333700
    Certified Pre-Owned: No
    Listed since: 12-22-2023

  • New Listing
    $64,991
    fair price
    $3,571 above market
    53,500 miles
    No accidents, 1 Owner, Personal use only
    8cyl Automatic
    Mercedes-Benz of Orlando (18 mi away)
    Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Maitland, FL / 18 miles away from Oakland, FL

    Driver Assistance Package Wheels: 20" Amg ® Forged Cross-Spoke Silver Power Rear Seats Head-Up Display Exclusive Trim (Additional Wood Trim) Panor...

    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: WDDUG8JB5JA379624
    Stock: JA379624
    Certified Pre-Owned: No
    Listed since: 05-07-2024

  • $33,498
    fair price
    $101 above market
    73,775 miles
    No accidents, 3 Owners, Personal use only
    8cyl Automatic
    AutoNation Acura North Orlando (24 mi away)
    Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sanford, FL / 24 miles away from Oakland, FL

    Sport Package Silk Beige/Espresso Brown; Perforated Nappa Leather Upholstery Driver Assistance Package Designo Diamond White Metallic Wheels: 20" Amg ...

    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/26 Highway)

    Listing Information:

    VIN: WDDUG8CB5HA300346
    Stock: HA300346
    Certified Pre-Owned: No
    Listed since: 04-29-2024

  • $49,999
    good price
    $2,071 below market
    35,546 miles
    2 Accidents, 1 Owner, Personal use
    8cyl Automatic
    Florida Fine Cars Orlando (15 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Orlando, FL / 15 miles away from Oakland, FL

    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 (17 City/27 Highway)

    Listing Information:

    VIN: W1KUG8DB3LA565743
    Stock: 141394
    Certified Pre-Owned: No
    Listed since: 04-30-2024

  • New Listing
    28,113 miles
    1 Accident, 1 Owner, Personal use
    6cyl Automatic
    Mercedes-Benz of Orlando (18 mi away)
    Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Maitland, FL / 18 miles away from Oakland, FL

    Amg ® Line Exterior Premium Package Driver Assistance Package Designo Diamond White Wheels: 20" Twin 5-Spoke Panoramic Roof Leather Seats Navigati...

    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 (18 City/28 Highway)

    Listing Information:

    VIN: WDDUG6EB9LA502729
    Stock: LA502729
    Certified Pre-Owned: Yes
    Listed since: 05-10-2024

  • 51,550 miles
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    CarMax Orlando - Now offering Express Pickup and Home Delivery (21 mi away)
    Free delivery available*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Orlando, FL / 21 miles away from Oakland, FL

    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: 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: WDDUG6GB1JA370575
    Stock: 25801768
    Certified Pre-Owned: No

  • $87,995
    great price
    $14,669 below market
    8,551 miles
    No accidents, 1 Owner, Personal use only
    8cyl Automatic
    Mercedes-Benz of South Orlando (13 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Orlando, FL / 13 miles away from Oakland, FL

    Certified. CARFAX One-Owner. White WE DELIVER TO YOUR HOME OR OFFICE. **MERCEDES BENZ CERTIFIED**1 YEAR WARRANTY WITH UNLIMITED MILEAGE WITH 24 HOUR 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:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB0MA046584
    Stock: P046584
    Certified Pre-Owned: Yes
    Listed since: 04-27-2024

  • $109,895
    great price
    $15,357 below market
    19,148 miles
    No accidents, 1 Owner, Personal use only
    8cyl Automatic
    Ferrari of Central Florida (13 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Orlando, FL / 13 miles away from Oakland, FL

    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: W1K6G7GB1PA214219
    Stock: 214219A
    Certified Pre-Owned: No
    Listed since: 03-22-2024

  • $54,998
    great price
    $6,606 below market
    12,920 miles
    No accidents, 1 Owner, Corporate fleet vehicle
    8cyl Automatic
    HGreg.com Orlando (19 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Orlando, FL / 19 miles away from Oakland, FL

    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: W1KUG8DB3LA552118
    Stock: A552118
    Certified Pre-Owned: No
    Listed since: 02-08-2024

  • $8,995
    great price
    $3,650 below market
    105,009 miles
    1 Accident, 3 Owners, Personal use
    8cyl Automatic
    Dmc Motors of Florida (17 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Orlando, FL / 17 miles away from Oakland, FL

    Introducing the 2008 Mercedes S550 Luxury Redefined! Unparalleled Elegance: The S550 s timeless design, sculpted lines, and iconic star emble...

    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:

    16 Combined MPG (14 City/20 Highway)

    Listing Information:

    VIN: WDDNG86X28A230607
    Stock: 5767
    Certified Pre-Owned: No
    Listed since: 10-04-2023

  • New Listing
    $35,998
    good price
    $2,385 below market
    54,097 miles
    No accidents, 2 Owners, Corporate fleet vehicle
    6cyl Automatic
    CarMax (In-stock online)
    Delivery available*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Las Vegas, NV / 2,019 miles away from Oakland, FL

    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: 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:

    22 Combined MPG (18 City/28 Highway)

    Listing Information:

    VIN: WDDUG6GB0JA358451
    Stock: 25233947
    Certified Pre-Owned: No

  • Price Drop
    $23,798
    great price
    $6,598 below market
    74,730 miles
    1 Accident, 2 Owners, Corporate fleet vehicle
    8cyl Automatic
    HGreg.com Orlando (19 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Orlando, FL / 19 miles away from Oakland, FL

    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:

    20 Combined MPG (17 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB3GA241652
    Stock: A241652
    Certified Pre-Owned: No
    Listed since: 09-08-2023

  • $24,999
    great price
    $7,950 below market
    79,694 miles
    1 Accident, 3 Owners, Personal use only
    8cyl Automatic
    Florida Auto Group (21 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Orlando, FL / 21 miles away from Oakland, FL

    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:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: WDDUG8CB3EA027516
    Stock: 027516
    Certified Pre-Owned: No
    Listed since: 08-24-2023

Showing 1 - 21 out of 151 listings
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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.

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