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23 listings
  • $88,590
    great price
    $14,830 below market
    • 28,779 miles
    • No accidents, 6 owners, personal use
    • 6cyl manual
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Upgraded Headlights
    • Power Driver Seat
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Atlanta, GA / 506 miles away from Chesapeake, VA

    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:

    Listing Information:

    VIN: WP0AC2A84GK197717
    Stock: 2003841291
    Certified Pre-Owned: No
    Listed since: 06-26-2025

  • Stock photo**
    $55,995
    good price
    $5,247 below market
    • 26,820 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automated manual
    • Porsche Arlington (153 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Arlington, VA / 153 miles away from Chesapeake, VA

    * MSRP: $88,720 * Total Options: $24,920* Exterior Color: Basalt Black Metallic, $710* Interior Color: Standard Interior in Black* Infotainment Packag...

    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: WP0AB2A84EK192890
    Stock: 192890PC
    Certified Pre-Owned: No
    Listed since: 07-17-2025

  • Price Drop
    $49,990
    fair price
    $1,340 below market
    • 17,726 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automated manual
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Portland, OR / 2,455 miles away from Chesapeake, VA

    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 (20 City/30 Highway)

    Listing Information:

    VIN: WP0AA2A86GK170718
    Stock: 2003916117
    Certified Pre-Owned: No
    Listed since: 07-19-2025

  • $27,999
    fair price
    $1,033 below market
    • 116,471 miles
    • No accidents, 1 owner, personal use only
    • 6cyl manual
    • Triangle European Sales (145 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Raleigh, NC / 145 miles away from Chesapeake, VA

    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 (20 City/30 Highway)

    Listing Information:

    VIN: WP0AA2A83GK170708
    Stock: 170708
    Certified Pre-Owned: No
    Listed since: 04-02-2025

  • Price Drop
    • 22,113 miles
    • No accidents, 3 owners, personal use only
    • 6cyl automated manual
    • Porsche Cary (159 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Cary, NC / 159 miles away from Chesapeake, VA

    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: WP0AB2A82GK185505
    Stock: P510627B
    Certified Pre-Owned: No
    Listed since: 07-17-2025

    • 81,044 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl manual
    • Porsche Owings Mills (189 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Owings Mills, MD / 189 miles away from Chesapeake, VA

    2014 Porsche Cayman S Silver with a manual transmissionVisit Porsche Owings Mills to see our in-stock, new vehicle Porsche inventory. Call us today wi...

    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:

    23 Combined MPG (20 City/28 Highway)

    Listing Information:

    VIN: WP0AB2A85EK191022
    Stock: BP1163
    Certified Pre-Owned: No
    Listed since: 07-18-2025

  • New Listing
    $40,590
    fair price
    • 48,716 miles
    • 6cyl automated manual
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Dallas, TX / 1,195 miles away from Chesapeake, VA

    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 Unavailable.

    Features and Specs:

    24 Combined MPG (20 City/30 Highway)

    Listing Information:

    VIN: WP0AA2A84FK162826
    Stock: 2003825946
    Certified Pre-Owned: No
    Listed since: 06-18-2025

  • New Listing
    • 48,920 miles
    • No accidents, 3 owners, personal use only
    • 6cyl automated manual
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Dallas, TX / 1,195 miles away from Chesapeake, VA

    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 (20 City/30 Highway)

    Listing Information:

    VIN: WP0AA2A8XFK162684
    Stock: 2003799117
    Certified Pre-Owned: No
    Listed since: 06-12-2025

  • Stock photo**
    • 13,390 miles
    • No accidents, 1 owner, personal use
    • 6cyl automated manual
    • Euroclassics Porsche (93 mi away)
    • Bluetooth
    • Navigation
    • Upgraded Headlights
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Midlothian, VA / 93 miles away from Chesapeake, VA

    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/26 Highway)

    Listing Information:

    VIN: WP0AB2A82FK183218
    Stock: U50098
    Certified Pre-Owned: No
    Listed since: 07-15-2025

    • 46,977 miles
    • No accidents, 4 owners, personal use only
    • 6cyl automated manual
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Charlotte, NC / 277 miles away from Chesapeake, VA

    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 (20 City/30 Highway)

    Listing Information:

    VIN: WP0AA2A84FK164463
    Stock: 2003836848
    Certified Pre-Owned: No
    Listed since: 06-26-2025

  • New Listing
    $51,998
    great price
    $6,185 below market
    • 18,260 miles
    • 6cyl manual
    • CarMax (In-stock online)
    • Transfer available from UT to VA*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in South Jordan, UT / 1,930 miles away from Chesapeake, VA

    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:

    23 Combined MPG (20 City/28 Highway)

    Listing Information:

    VIN: WP0AB2A82EK190801
    Stock: 27291577
    Certified Pre-Owned: No

  • New Listing
    • 34,261 miles
    • No accidents, 7 owners, personal use
    • 6cyl automated manual
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Dallas, TX / 1,195 miles away from Chesapeake, VA

    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:

    23 Combined MPG (20 City/28 Highway)

    Listing Information:

    VIN: WP0AB2A87EK192589
    Stock: 2003828337
    Certified Pre-Owned: No
    Listed since: 06-28-2025

  • New Listing
    $49,590
    fair price
    $779 below market
    • 45,976 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automated manual
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Phoenix, AZ / 2,024 miles away from Chesapeake, VA

    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:

    23 Combined MPG (20 City/28 Highway)

    Listing Information:

    VIN: WP0AB2A88EK191533
    Stock: 2003892749
    Certified Pre-Owned: No
    Listed since: 07-12-2025

  • New Listing
    $32,595
    fair price
    $133 below market
    • 83,752 miles
    • No accidents, 2 owners, personal use only
    • 6cyl manual
    • Skyline Auto Group of Staunton (185 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Staunton, VA / 185 miles away from Chesapeake, VA

    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 (20 City/30 Highway)

    Listing Information:

    VIN: WP0AA2A8XEK174462
    Stock: 0629SAG
    Certified Pre-Owned: No
    Listed since: 07-25-2025

    • 26,317 miles
    • No accidents, 3 owners, personal use
    • 6cyl manual
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Oklahoma City, OK / 1,189 miles away from Chesapeake, VA

    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 (20 City/30 Highway)

    Listing Information:

    VIN: WP0AA2A8XEK173330
    Stock: 2003893921
    Certified Pre-Owned: No
    Listed since: 07-17-2025

  • New Listing
    • 59,732 miles
    • No accidents, 1 owner, personal use only
    • 6cyl manual
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Dallas, TX / 1,195 miles away from Chesapeake, VA

    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 (20 City/30 Highway)

    Listing Information:

    VIN: WP0AA2A84EK171749
    Stock: 2003914135
    Certified Pre-Owned: No
    Listed since: 07-18-2025

  • New Listing
    • 66,282 miles
    • 6cyl automated manual
    • Carvana - Richmond (100 mi away)
    • Home delivery*
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Richmond, VA / 100 miles away from Chesapeake, VA

    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 Unavailable.

    Features and Specs:

    22 Combined MPG (19 City/27 Highway)

    Listing Information:

    VIN: WP0AA2A89CS760230
    Stock: 2003903762
    Certified Pre-Owned: No
    Listed since: 07-30-2025

  • Price Drop
    Photos not available
    $32,900
    good price
    $797 below market
    • 52,512 miles
    • 1 accident, 4 owners, personal use
    • 6cyl manual
    • PurMotive (191 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Cockeysville, MD / 191 miles away from Chesapeake, VA

    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/27 Highway)

    Listing Information:

    VIN: WP0AA2A89BU761462
    Stock: 25-0530
    Certified Pre-Owned: No
    Listed since: 06-13-2025

    • 73,811 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automated manual
    • Carvana (In-stock online)
    • Home delivery*
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Sacramento, CA / 2,453 miles away from Chesapeake, VA

    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 (19 City/27 Highway)

    Listing Information:

    VIN: WP0AA2A87BU760567
    Stock: 2003866145
    Certified Pre-Owned: No
    Listed since: 07-03-2025

  • $18,450
    good price
    $3,216 below market
    • 100,669 miles
    • 1 accident, 2 owners, personal use only
    • 6cyl manual
    • Prime Motors (154 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Arlington, VA / 154 miles away from Chesapeake, VA

    ASK ABOUT OUR MD INSPECTION PROGRAMVideo walk-around, virtual test drives, E-purchase, shipping , financing and we accept all trades. Call/Text 703-67...

    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: WP0AB29858U780181
    Stock: 780181
    Certified Pre-Owned: No

  • New Listing
    $18,950
    great price
    $5,472 below market
    • 89,829 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 6cyl automatic
    • Prime Motors (154 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Arlington, VA / 154 miles away from Chesapeake, VA

    ASK ABOUT OUR MD INSPECTION PROGRAMVideo walk-around, virtual test drives, E-purchase, shipping , financing and we accept all trades. Call/Text 703-67...

    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 (20 City/29 Highway)

    Listing Information:

    VIN: WP0AA29807U762723
    Stock: 762723
    Certified Pre-Owned: No

Showing 1 - 21 out of 23 listings

Consumer Reviews for the Porsche Cayman

Read recent reviews for the Porsche Cayman
Overall Consumer Rating
4.5 out of 5 stars39 Reviews
Write a vehicle reviewSee all 39 reviews
  • 5 star
    (77%)
  • 4 star
    (5%)
  • 3 star
    (8%)
  • 2 star
    (8%)
  • 1 star
    (3%)
5 out of 5 stars

8 years of bliss....possibly to end

Ed N., 05/04/2016
2016 Porsche Cayman S 2dr Coupe (3.4L 6cyl 6M)
In 2 weeks, my 2014 Cayman S will turn 8 years old since I took delivery. It has been the best, most enjoyable and trouble free car I've owned in 40+ years. And that includes some pretty good comps, like a 1984 Toyota Supra, 2002 Honda S2000, 2005 Porsche 911S Cab, along with a myriad of sedans and SUV's. But it may soon be coming to an end. For the right reason. I will be taking … delivery of a build to order 2021 Cayman GTS 4.0 in late July. Although I am sure I will enjoy the extra 70 horsepower and a few more goodies, I don't think it could be any better of a car when it comes to reliability. I'm going to be doing some soul searching over the next couple of months to figure out if I should keep both the 2014 and the 2021.
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Used 2016 Porsche Cayman in Chesapeake, VA Values

Estimated values
2016 Porsche Cayman GT4 2dr Coupe (3.8L 6cyl 6M) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$34,811$41,300$45,932
Clean$33,239$39,355$43,682
Average$30,619$36,113$39,932
Rough$27,212$31,900$35,056

The average list price of a used 2016 Porsche Cayman in Chesapeake, Virginia is $45,085. The average mileage on a used Porsche Cayman 2016 for sale in Chesapeake, Virginia is 52,493. Based on the average mileage of 52,493 for used 2016 Porsche Cayman for sale in Chesapeake, VA and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Porsche Cayman 2016 in Chesapeake, Virginia to be $30,619.

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