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23 listings
- $55,995good price$5,375 below market
- 26,820 miles
- No accidents, 1 owner, personal use only
- 6cyl automated manual
- Porsche Arlington (153 mi away)
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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 - New Listing$40,590good price$4,852 below market
- 54,524 miles
- 1 accident, 4 owners, personal use only
- 6cyl automated manual
- Carvana - Washington DC (129 mi away)
- Home delivery*
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Located in Washington, DC / 129 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: 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: WP0AB2A81EK192524
Stock: 2003317039
Certified Pre-Owned: No
Listed since: 12-04-2024 - New Listing
- 59,732 miles
- No accidents, 1 owner, personal use only
- 6cyl manual
- Carvana - Richmond (100 mi away)
- Home delivery*
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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
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 - $39,888
- 81,044 miles
- 1 accident, 1 owner, personal use only
- 6cyl manual
- Porsche Owings Mills (189 mi away)
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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 
Photos not available$32,900good price$797 below market- 52,512 miles
- 1 accident, 4 owners, personal use
- 6cyl manual
- PurMotive (191 mi away)
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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*
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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- $18,450great price$3,848 below market
- 100,669 miles
- 1 accident, 2 owners, personal use only
- 6cyl manual
- Prime Motors (154 mi away)
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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 - $51,998great price$6,354 below market
- 18,260 miles
- 1 accident, 3 owners, personal use only
- 6cyl manual
- CarMax (In-stock online)
- Transfer available from UT to VA*
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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
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: WP0AB2A82EK190801
Stock: 27291577
Certified Pre-Owned: No - New Listing$49,990fair price
- 34,261 miles
- No accidents, 7 owners, personal use
- 6cyl automated manual
- Carvana (In-stock online)
- Home delivery*
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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$49,590fair price$773 below market
- 45,976 miles
- No accidents, 2 owners, personal use only
- 6cyl automated manual
- Carvana (In-stock online)
- Home delivery*
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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$18,950great price$6,016 below market
- 89,829 miles
- No accidents, 3 owners, corporate fleet vehicle
- 6cyl automatic
- Prime Motors (154 mi away)
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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 - New Listing$32,595fair price$189 below market
- 83,752 miles
- 6cyl manual
- Skyline Auto Group of Staunton (185 mi away)
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Located in Staunton, VA / 185 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary Unavailable.
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 - New Listing
- 26,317 miles
- No accidents, 3 owners, personal use
- 6cyl manual
- Carvana (In-stock online)
- Home delivery*
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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$18,995good price$2,072 below market
- 113,646 miles
- No accidents, 7 owners, personal use
- 6cyl automatic
- Elite Motors (14 mi away)
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Located in Virginia Beach, VA / 14 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/29 Highway)
Listing Information:
VIN: WP0AA29857U763186
Stock: 763186
Certified Pre-Owned: No - New Listing$40,590fair price
- 48,716 miles
- No accidents, 2 owners, personal use only
- 6cyl automated manual
- Carvana (In-stock online)
- Home delivery*
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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: 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*
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Located in Albuquerque, NM / 1,699 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 - $86,900
- 13,390 miles
- No accidents, 1 owner, personal use
- 6cyl automated manual
- Euroclassics Porsche (93 mi away)
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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 - New Listing
- 46,977 miles
- No accidents, 4 owners, personal use only
- 6cyl automated manual
- Carvana (In-stock online)
- Home delivery*
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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$88,590great price$17,128 below market
- 28,779 miles
- No accidents, 6 owners, personal use
- 6cyl manual
- Carvana (In-stock online)
- Home delivery*
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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 - $29,995great price$6,345 below market
- 43,068 miles
- 1 accident, 3 owners, personal use only
- 6cyl automatic
- Gateway Motors (161 mi away)
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Located in Lynchburg, VA / 161 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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29858U780228
Stock: 002390
Certified Pre-Owned: No
Listed since: 04-04-2025 - Price Drop$49,990fair price$1,340 below market
- 17,726 miles
- No accidents, 2 owners, personal use only
- 6cyl automated manual
- Carvana (In-stock online)
- Home delivery*
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
Showing 1 - 21 out of 23 listings
Consumer Reviews for the Porsche Cayman
Read recent reviews for the Porsche Cayman
I've ruined all other cars for myself...
blue098, 05/14/2012
2008 Porsche Cayman S 2dr Coupe (3.4L 6cyl 6M)
I bought this car used 12 months ago and have put over 10K miles on it. Every mile driven has been a joyous one and I've had no performance or mechanical problems with it so far (at 28K total miles).
A few minor interior rattles (easily fixed) and some minor comfort issues for the longer trips but without a doubt the most fun & engaging vehicle I've ever driven. And I've driven cars of … all types, sizes, shapes, and costs.
People regularly give it some great looks when I'm driving around town and rarely does a highway trip happen that someone doesn't pull up next to me with a "thumbs up".
Sounds great, handles great, and has more storage room than you'd think given it's size.
Used 2014 Porsche Cayman in Chesapeake, VA Values
Estimated values
2014 Porsche Cayman S 2dr Coupe (3.4L 6cyl 7AM) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $34,190 | $41,390 | $45,779 |
| Clean | $32,417 | $39,159 | $43,219 |
| Average | $29,462 | $35,441 | $38,951 |
| Rough | $25,621 | $30,607 | $33,404 |
The average list price of a used 2014 Porsche Cayman in Chesapeake, Virginia is $43,103. The average mileage on a used Porsche Cayman 2014 for sale in Chesapeake, Virginia is 52,797. Based on the average mileage of 52,797 for used 2014 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 2014 in Chesapeake, Virginia to be $29,462.
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