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24 listings
- Price Drop$36,500great price$4,956 below market
- 62,916 miles
- No accidents, 3 owners, personal use
- 6cyl automated manual
- Karen Radley Volkswagen (143 mi away)
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Located in Woodbridge, VA / 143 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: WP0AA2A86GK170847
Stock: V4641Z
Certified Pre-Owned: No
Listed since: 03-31-2025 - New Listing$57,998fair price
- 8,308 miles
- 6cyl automated manual
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Houston, TX / 1,200 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:
24 Combined MPG (20 City/30 Highway)
Listing Information:
VIN: WP0AA2A83GK171311
Stock: 26922177
Certified Pre-Owned: No - $27,999fair price$341 above market
- 116,471 miles
- No accidents, 1 owner, personal use only
- 6cyl manual
- Triangle European Sales (145 mi away)
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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: 04-01-2025 - New Listing$47,590fair price$238 above market
- 58,206 miles
- 6cyl automated 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 Unavailable.
Features and Specs:
23 Combined MPG (20 City/28 Highway)
Listing Information:
VIN: WP0AB2A85EK193434
Stock: 2003750077
Certified Pre-Owned: No
Listed since: 05-23-2025 - New Listing$40,590fair price$1,641 below market
- 48,914 miles
- 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 Unavailable.
Features and Specs:
24 Combined MPG (20 City/30 Highway)
Listing Information:
VIN: WP0AA2A84FK160624
Stock: 2003764203
Certified Pre-Owned: No
Listed since: 05-24-2025 - New Listing
- 31,837 miles
- 6cyl automated 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 Unavailable.
Features and Specs:
24 Combined MPG (20 City/30 Highway)
Listing Information:
VIN: WP0AA2A85FK163340
Stock: 2003742989
Certified Pre-Owned: No
Listed since: 05-21-2025 - New Listing$40,590great price$4,824 below market
- 54,060 miles
- 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 Unavailable.
Features and Specs:
23 Combined MPG (20 City/28 Highway)
Listing Information:
VIN: WP0AB2A81EK192524
Stock: 2003317039
Certified Pre-Owned: No
Listed since: 12-03-2024 - New Listing$51,998good price$2,785 below market
- 18,260 miles
- 1 accident, 3 owners, personal use only
- 6cyl manual
- CarMax (In-stock online)
- Transfer available from FL to VA*
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Located in Sanford, FL / 623 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$42,590fair price$1,440 above market
- 67,513 miles
- 6cyl automated manual
- Carvana (In-stock online)
- Home delivery*
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Located in Salt Lake City, UT / 1,926 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:
23 Combined MPG (20 City/28 Highway)
Listing Information:
VIN: WP0AB2A89EK193601
Stock: 2003632406
Certified Pre-Owned: No
Listed since: 05-06-2025 - New Listing$39,590fair price$807 above market
- 46,088 miles
- 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 Unavailable.
Features and Specs:
24 Combined MPG (20 City/30 Highway)
Listing Information:
VIN: WP0AA2A88EK171141
Stock: 2003728726
Certified Pre-Owned: No
Listed since: 05-10-2025 - $42,050
- 81,030 miles
- No accidents, 2 owners, personal use only
- 6cyl automated manual
- Driveway (In-stock online)
- Home delivery*
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Located in Troy, MI / 546 miles away from Chesapeake, VA
High Demand,Rare Find,Bluetooth,Brake Assist,Flat 6 Cylinder Engine,Power Door Locks,Brake Assist,Floor Mats,Gasoline Fuel,CD Player,ABS,Power Passeng...
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: WP0AB2A89EK190164
Stock: EK190164PM
Certified Pre-Owned: No - New Listing
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Located in Chicago, IL / 746 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: WP0AA2A87EK171650
Stock: 2003719836
Certified Pre-Owned: No
Listed since: 05-15-2025 - New Listing
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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 Unavailable.
Features and Specs:
23 Combined MPG (20 City/28 Highway)
Listing Information:
VIN: WP0AB2A84EK191268
Stock: 2003700418
Certified Pre-Owned: No
Listed since: 05-16-2025 - New Listing$33,990good price$1,287 below market
- 44,426 miles
- 6cyl automated 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 Unavailable.
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: WP0AA2A81BU761293
Stock: 2003682547
Certified Pre-Owned: No
Listed since: 04-24-2025 - New Listing$32,990fair price$347 above market
- 59,366 miles
- 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 Unavailable.
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: WP0AA2A8XBU760210
Stock: 2003705508
Certified Pre-Owned: No
Listed since: 05-05-2025 - New Listing$40,990
- 35,064 miles
- No accidents, 2 owners, personal use only
- 6cyl manual
- Porsche Chantilly (164 mi away)
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Located in Chantilly, VA / 164 miles away from Chesapeake, VA
New Arrival! Come Check Out Our Nicely Loaded Low Mileage 2011 Porsche Cayman S Convenience Package, Dynamic Cornering Light, Automatically Dimming In...
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: WP0AB2A82BU780237
Stock: 250300A
Certified Pre-Owned: No
Listed since: 05-30-2025 - Price Drop$19,950good price$5,137 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
SPORT EXHAUST INSTALLED BY PORSCHE DEALERASK ABOUT OUR MD INSPECTION PROGRAMVideo walk-around, virtual test drives, E-purchase, shipping , financing a...
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 - Price Drop$24,895great price$3,997 below market
- 55,886 miles
- No accidents, 3 owners, personal use only
- 6cyl automatic
- Koons Tysons Chevy GMC (161 mi away)
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Located in Vienna, VA / 161 miles away from Chesapeake, VA
LEATHER SEATS, HEATED FRONT ROW SEATS / HEATED SEATS, POWER WINDOWS & LOCKS, POWER TELESCOPING MIRRORS, DUAL ZONE A/C CONTROLS / DUAL AIR CONDITIONING...
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: WP0AA29807U762480
Stock: 0012152A
Certified Pre-Owned: No
Listed since: 05-10-2025 - New Listing$41,990
- 37,773 miles
- 6cyl automated manual
- Carvana (In-stock online)
- Home delivery*
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Located in Tampa, FL / 707 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/26 Highway)
Listing Information:
VIN: WP0AB2A85AU780375
Stock: 2003721172
Certified Pre-Owned: No
Listed since: 05-14-2025 - $17,995great price$8,228 below market
- 94,546 miles
- No accidents, 3 owners, personal use only
- 6cyl automatic
- Heritage Motor Company (13 mi away)
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Located in Virginia Beach, VA / 13 miles away from Chesapeake, VA
**FREE CARFAX****VA STATE INSPECTED**
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: WP0AB29858U783100
Stock: 17870
Certified Pre-Owned: No
Listed since: 07-30-2023 - New ListingNot Priced
- 95,551 miles
- No accidents, 2 owners, personal use only
- 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: WP0AA298X7U763376
Stock: 763376
Certified Pre-Owned: No
Showing 1 - 21 out of 24 listings
Consumer Reviews for the Porsche Cayman
Read recent reviews for the Porsche Cayman
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.
Used 2016 Porsche Cayman in Chesapeake, VA Values
Estimated values
2016 Porsche Cayman 2dr Coupe (2.7L 6cyl 7AM) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $29,765 | $35,183 | $39,054 |
| Clean | $28,420 | $33,526 | $37,140 |
| Average | $26,180 | $30,765 | $33,951 |
| Rough | $23,267 | $27,175 | $29,806 |
The average list price of a used 2016 Porsche Cayman in Chesapeake, Virginia is $38,743. The average mileage on a used Porsche Cayman 2016 for sale in Chesapeake, Virginia is 56,940. Based on the average mileage of 56,940 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 $26,180.
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