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93 listings
  • $44,800
    fair price
    $1,699 below market
    • 12,524 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • Autobahn USA Dedham (9 mi away)
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Dedham, MA / 9 miles away from Boston, MA

    Autobahn USA Dedham is proud to present this... Daytona Gray Pearl Effect/Black Roof 2022 Audi S5 3.0T Premium Plus quattro 3.0L TFSI 8-Speed Automati...

    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:

    24 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: WAUP4AF52NA032233
    Stock: DM5334
    Certified Pre-Owned: No
    Listed since: 04-29-2025

  • $58,998
    fair price
    $1,462 above market
    • 3,972 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Audi Burlington (11 mi away)
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Burlington, MA / 11 miles away from Boston, MA

    INSPECTION COMPLETED Every Herb Chambers Certified pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who ins...

    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/29 Highway)

    Listing Information:

    VIN: WAUP4AF51RA129493
    Stock: A9306
    Certified Pre-Owned: Yes
    Listed since: 06-09-2025

  • Price Drop
    $39,798
    fair price
    $995 above market
    • 30,277 miles
    • No accidents, 3 owners, personal use
    • 6cyl automatic
    • Audi Brookline, A Herb Chambers Company (2 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Brookline, MA / 2 miles away from Boston, MA

    INSPECTION COMPLETED Every Herb Chambers Certified pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who ins...

    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/29 Highway)

    Listing Information:

    VIN: WAU24GF55KN001446
    Stock: 569354A
    Certified Pre-Owned: No
    Listed since: 07-19-2025

    • 81,280 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 6cyl automated manual
    • All Motors (13 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Peabody, MA / 13 miles away from Boston, MA

    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/26 Highway)

    Listing Information:

    VIN: WAUVGAFH4EN001681
    Stock: AM1681 A
    Certified Pre-Owned: No
    Listed since: 05-31-2025

  • Price Drop
    • 49,923 miles
    • No accidents, 4 owners, personal use
    • 6cyl automatic
    • BMW of Rockland (16 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Rockland, MA / 16 miles away from Boston, MA

    LOW MILES - 49,923! WAS $36,938, EPA 29 MPG Hwy/21 MPG City! Heated Leather Seats, Nav System, iPod/MP3 Input, Satellite Radio, Back-Up Camera, All Wh...

    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/29 Highway)

    Listing Information:

    VIN: WAUY4GF59KN000830
    Stock: KN000830
    Certified Pre-Owned: No
    Listed since: 06-14-2025

    • 32,937 miles
    • No accidents, 2 owners, personal use only
    • 21 City / 30 Hwy MPG
    • BMW of Norwood (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Norwood, MA / 12 miles away from Boston, MA

    Glacier White Metallic exterior. Moonroof, Heated Leather Seats, Rear Air, Aluminum Wheels, All Wheel Drive, Power Liftgate. KEY FEATURES INCLUDELe...

    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: WAUA4CF58PA010323
    Stock: PA010323
    Certified Pre-Owned: No
    Listed since: 07-26-2025

  • Price Drop
    • 114,520 miles
    • 1 accident, 7 owners, personal use only
    • 8cyl manual
    • Prestige Motor Sales (7 mi away)
    • AWD/4WD
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Malden, MA / 7 miles away from Boston, MA

    The 2008 Audi S5 Quattro Coupe is a masterfully engineered performance vehicle that seamlessly blends power, luxury, and precision. As Audi's high-per...

    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/21 Highway)

    Listing Information:

    VIN: WAURV78T18A017098
    Stock: T017098
    Certified Pre-Owned: No

  • Price Drop
    • 142,349 miles
    • 1 accident, 2 owners, personal use only
    • 8cyl automatic
    • Smart Buy Malden (7 mi away)
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Malden, MA / 7 miles away from Boston, MA

    With absolute credit approval, most will drive with as little as $500 down. Check us Out! Smart Buy USA is located at 495 Broadway Rt99 in Malden MA. ...

    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/24 Highway)

    Listing Information:

    VIN: WAURV78T09A006353
    Stock: M006353
    Certified Pre-Owned: No
    Listed since: 10-14-2023

  • New Listing
    Stock photo**
    $54,788
    great price
    $4,055 below market
    • 12,178 miles
    • No accidents, 1 owner, personal use only
    • 20 City / 29 Hwy MPG
    • Audi Westwood (10 mi away)
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Westwood, MA / 10 miles away from Boston, MA

    Heated Leather Seats, Sunroof, Rear Air, Power Liftgate, All Wheel Drive, Turbo Charged, AUDI SPORT INTERIOR PACKAGE, AUDI S BEAM, SPORT EXHAUST RESON...

    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/29 Highway)

    Listing Information:

    VIN: WAUC4CF56RA092306
    Stock: RA092306
    Certified Pre-Owned: Yes
    Listed since: 07-31-2025

  • $41,749
    great price
    $3,837 below market
    • 30,877 miles
    • No accidents, 1 owner, personal use only
    • 20 City / 28 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Farmington Hills, MI / 628 miles away from Boston, MA

    High Demand,Rare Find,Apple CarPlay,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,Navigatio...

    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: WAUB4CF5XMA051486
    Stock: MA051486P
    Certified Pre-Owned: No

    • 21,446 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Dallas, TX / 1,546 miles away from Boston, MA

    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:

    24 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: WAUP4AF54PA065303
    Stock: 2003814230
    Certified Pre-Owned: No
    Listed since: 06-17-2025

  • Price Drop
    $47,990
    good price
    $2,312 below market
    • 14,597 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Colorado Springs, CO / 1,778 miles away from Boston, MA

    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:

    24 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: WAUP4AF51NA027413
    Stock: 2003842623
    Certified Pre-Owned: No
    Listed since: 07-08-2025

  • Price Drop
    $52,444
    fair price
    $731 below market
    • 9,416 miles
    • No accidents, 1 owner, personal use only
    • 21 City / 30 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Sherman Oaks, CA / 2,595 miles away from Boston, MA

    Low Mileage,High Demand,Apple CarPlay,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,Navigat...

    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: WAUB4CF56PA070864
    Stock: PA070864T
    Certified Pre-Owned: No

    • 25,601 miles
    • No accidents, 2 owners, personal use only
    • 21 City / 30 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in San Antonio, TX / 1,763 miles away from Boston, MA

    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:

    24 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: WAUC4CF5XPA010901
    Stock: 2003898782
    Certified Pre-Owned: No
    Listed since: 07-25-2025

  • $46,990
    fair price
    $270 below market
    • 15,241 miles
    • No accidents, 1 owner, personal use only
    • 21 City / 30 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Cleveland, OH / 549 miles away from Boston, MA

    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:

    24 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: WAUC4CF57NA033470
    Stock: 2003852732
    Certified Pre-Owned: No
    Listed since: 07-29-2025

  • New Listing
    $25,249
    fair price
    $45 below market
    • 92,221 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 21 City / 30 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Farmington Hills, MI / 628 miles away from Boston, MA

    High Demand,Rare Find,Apple CarPlay,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Leather Seats,Premium Sound,Satellite Radio,S...

    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:

    24 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: WAUC4CF52JA009863
    Stock: JA009863P
    Certified Pre-Owned: No

  • New Listing
    • 6,766 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automated manual
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in San Antonio, TX / 1,763 miles away from Boston, MA

    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: WAUVGAFH1BN017963
    Stock: 2003914638
    Certified Pre-Owned: No
    Listed since: 07-26-2025

  • $37,990
    fair price
    $1,428 above market
    • 31,707 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sacramento, CA / 2,624 miles away from Boston, MA

    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:

    24 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: WAUP4AF51KA001695
    Stock: 2003765855
    Certified Pre-Owned: No
    Listed since: 06-27-2025

    • 54,329 miles
    • No accidents, 2 owners, personal use only
    • 21 City / 30 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Dallas, TX / 1,546 miles away from Boston, MA

    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:

    24 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: WAUC4CF5XJA021551
    Stock: 2003839098
    Certified Pre-Owned: No
    Listed since: 06-21-2025

  • $34,998
    good price
    $1,191 below market
    • 38,376 miles
    • No accidents, 3 owners, personal use
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from FL to MA*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Doral, FL / 1,259 miles away from Boston, MA

    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: Yes

    Features and Specs:

    23 Combined MPG (20 City/29 Highway)

    Listing Information:

    VIN: WAU24GF5XJN000453
    Stock: 27183394
    Certified Pre-Owned: No

  • $59,990
    fair price
    $1,137 above market
    • 2,503 miles
    • No accidents, 1 owner, personal use
    • 20 City / 29 Hwy MPG
    • Audi Norwell (16 mi away)
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Norwell, MA / 16 miles away from Boston, MA

    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/29 Highway)

    Listing Information:

    VIN: WAUC4CF50RA123534
    Stock: 430790422
    Certified Pre-Owned: No
    Listed since: 06-09-2025

Showing 1 - 21 out of 93 listings

Buying a Audi S5 in Boston Massachusetts

If you're in the vibrant city of Boston, the Audi S5 presents a compelling option for drivers looking to combine style with performance. Whether you're navigating the bustling streets or enjoying a weekend drive along the picturesque coast, the S5’s strong and smooth acceleration delivers an exhilarating experience at every turn. Its excellent all-wheel-drive system ensures confident handling, making it well-suited for navigating the sometimes-challenging New England weather, especially during snowy winter months. Beyond its performance, the modern and stylish interior, packed with high-tech features, provides a comfortable environment for long-distance touring, perfect for those day trips to Cape Cod or visiting family in neighboring states.

Consumer Reviews for the Audi S5

Read recent reviews for the Audi S5
Overall Consumer Rating
4.6 out of 5 stars135 Reviews
Write a vehicle reviewSee all 135 reviews
  • 5 star
    (82%)
  • 4 star
    (10%)
  • 3 star
    (2%)
  • 2 star
    (4%)
  • 1 star
    (1%)
5 out of 5 stars

My First Audi. Glad it was the 2018 S5 Prestige!

Gene Simpson, 10/16/2017
2018 Audi S5
This car is absolutely incredible. It drives and handles like a dream. The technology can be a bit overwhelming at first but once you get used to how things work it is great. The controls and ergonomics of the cabin are almost perfect. Great quality materials in the buttons, high-quality diamond stitched Nappa leather and a sound system that is fantastic. Everything is arranged within … the cabin with the driver as the focus of all controls and electronics. The virtual cockpit is incredible to use as is everything else. Engine response is superb with just a slight turbo lag in the low rpm range below 1300rpm. Once past that line, the acceleration is incredible. The handling is so balanced with acceleration and cornering that is way out of its class. I could go on and on about what a great car this is but all I can say is this was my first Audi S5 series, it will not be my last.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.