Used Porsche Cayman for Sale in Winchester, KY | Edmunds

73 listings

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2007 Porsche Cayman
Coupe
$18,950
great price
$5,798 below market
- 89,829 miles
- No accidents, 3 owners, corporate fleet vehicle
- 6cyl automatic
- Prime Motors (387 mi away)
- Leather Seats
- Power Driver Seat
- Tire Pressure Warnin...
- Alarm
- Trip Computer
Close
Located in Arlington, VA / 387 miles away from Winchester, KY
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
2014 Porsche Cayman
S Coupe
$54,590
great price
$5,709 below market
- 12,744 miles
- No accidents, 1 owner, personal use
- 6cyl automated manual
- Carvana - Cleveland (275 mi away)
- Home delivery*
- Bluetooth
- Navigation
- Leather Seats
- Upgraded Headlights
- Power Driver Seat
Close
Located in Cleveland, OH / 275 miles away from Winchester, KY
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: WP0AB2A83EK193299
Stock: 2003820823
Certified Pre-Owned: No
Listed since: 06-13-2025
2015 Porsche Cayman
GTS Coupe
$65,500
great price
$9,838 below market
- 42,114 miles
- No accidents, 5 owners, personal use
- 6cyl automated manual
- AutoGiant USA (166 mi away)
- Bluetooth
- Navigation
- Upgraded Headlights
- Power Driver Seat
- Tire Pressure Warnin...
Close
Located in Indianapolis, IN / 166 miles away from Winchester, KY
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: WP0AB2A89FK182924
Stock: F182924
Certified Pre-Owned: No
Listed since: 05-09-2025
2012 Porsche Cayman
R Coupe
$64,650
great price
$11,278 below market
- 37,483 miles
- No accidents, 6 owners, personal use only
- 6cyl automated manual
- Driveway (312 mi away)
- Power Driver Seat
- Tire Pressure Warnin...
- Alarm
- Trip Computer
- Stability Control
Close
Located in Farmington Hills, MI / 312 miles away from Winchester, KY
Low Mileage,High Demand,Leather Seats,Premium Sound,Flat 6 Cylinder Engine,Power Door Locks,Gasoline Fuel,Remote Trunk Release,CD Player,ABS,Power Pas...
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: WP0AB2A82CS793311
Stock: CS793311P
Certified Pre-Owned: No
2007 Porsche Cayman
S Coupe
$27,999
great price
$4,551 below market
- 56,077 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- Specialty Motors (361 mi away)
- Leather Seats
- Power Driver Seat
- Tire Pressure Warnin...
- Alarm
- Trip Computer
Close
Located in Gurnee, IL / 361 miles away from Winchester, KY

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: WP0AB29827U783232
Stock: 783232
Certified Pre-Owned: No
2008 Porsche Cayman
S Coupe
$18,450
great price
$3,989 below market
- 100,669 miles
- 1 accident, 2 owners, personal use only
- 6cyl manual
- Prime Motors (387 mi away)
- Leather Seats
- Power Driver Seat
- Tire Pressure Warnin...
- Alarm
- Trip Computer
Close
Located in Arlington, VA / 387 miles away from Winchester, KY
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
Stock photo^**
2014 Porsche Cayman
S Coupe
$55,995
good price
$5,373 below market
- 26,820 miles
- No accidents, 1 owner, personal use only
- 6cyl automated manual
- Porsche Arlington (390 mi away)
- Bluetooth
- Navigation
- Leather Seats
- Upgraded Headlights
- Power Driver Seat
Close
Located in Arlington, VA / 390 miles away from Winchester, KY
* 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
2007 Porsche Cayman
Coupe
$27,999
fair price
$2,369 below market
- 55,014 miles
- No accidents, 4 owners, personal use only
- 6cyl manual
- Specialty Motors (361 mi away)
- Leather Seats
- Power Driver Seat
- Tire Pressure Warnin...
- Alarm
- Trip Computer
Close
Located in Gurnee, IL / 361 miles away from Winchester, KY

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: WP0AA29897U762137
Stock: 762137
Certified Pre-Owned: No
2016 Porsche Cayman
Coupe
$39,000
good price
$2,561 below market
- 62,777 miles
- No accidents, 3 owners, personal use only
- 6cyl automated manual
- TLC Motors (245 mi away)
- Back-up camera
- Bluetooth
- Navigation
- Leather Seats
- Power Driver Seat
Close
Located in Moore, SC / 245 miles away from Winchester, KY
**No Hassle Price**, **Clean CarFax Report**, **No Accident History**, **Backup Camera**, **Heated & Cooled Seats**, **Navigation/Navi/GPS**, **Premiu...
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: WP0AA2A82GK171669
Stock: SA1669
Certified Pre-Owned: No
Listed since: 07-18-2025
Stock photo^**
2007 Porsche Cayman
Coupe
$18,995
good price
$1,908 below market
- 113,646 miles
- No accidents, 7 owners, personal use
- 6cyl automatic
- Elite Motors (454 mi away)
- Leather Seats
- Power Driver Seat
- Tire Pressure Warnin...
- Alarm
- Trip Computer
Close
Located in Virginia Beach, VA / 454 miles away from Winchester, KY

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
2008 Porsche Cayman
Coupe
$24,999
fair price
$192 below market
- 53,413 miles
- No accidents, 6 owners, corporate fleet vehicle
- 6cyl automatic
- Specialty Motors (361 mi away)
- Leather Seats
- Power Driver Seat
- Tire Pressure Warnin...
- Alarm
- Trip Computer
Close
Located in Gurnee, IL / 361 miles away from Winchester, KY
** VEHICLE LOCATION MAY VARY BETWEEN OUR TWO DEALERSHIPS, PLEASE CALL AHEAD TO CONFIRM LOCATION BEFORE VISITING *** 2008 PORSCHE CAYMAN COUPE 2D ** BL...
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: WP0AA29888U762714
Stock: 762714
Certified Pre-Owned: No
2014 Porsche Cayman
S Coupe
$59,999
fair price
$3,817 above market
- 24,026 miles
- No accidents, 2 owners, personal use only
- 6cyl automated manual
- Garber Honda (491 mi away)
- Bluetooth
- Navigation
- Leather Seats
- Upgraded Headlights
- Power Driver Seat
Close
Located in Rochester, NY / 491 miles away from Winchester, KY
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: WP0AB2A83EK191777
Stock: 11191777T
Certified Pre-Owned: No
Listed since: 06-13-2025
New Listing
2015 Porsche Cayman
Coupe
$42,590
- 46,977 miles
- No accidents, 4 owners, personal use only
- 6cyl automated manual
- Carvana - Atlanta (291 mi away)
- Home delivery*
- Bluetooth
- Navigation
- Leather Seats
- Power Driver Seat
- Tire Pressure Warnin...
Close
Located in Atlanta, GA / 291 miles away from Winchester, KY
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
2016 Porsche Cayman
GT4 Coupe
$106,995
- 16,416 miles
- No accidents, 3 owners, personal use only
- 6cyl manual
- Motor Cars of Chicago (326 mi away)
- Bluetooth
- Upgraded Headlights
- Power Driver Seat
- Tire Pressure Warnin...
- USB Inputs
Close
Located in Joliet, IL / 326 miles away from Winchester, KY
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: WP0AC2A89GK191332
Stock: 6726
Certified Pre-Owned: No
2014 Porsche Cayman
S Coupe
$39,888
fair price
$3,058 above market
- 81,044 miles
- 1 accident, 1 owner, personal use only
- 6cyl manual
- Porsche Owings Mills (410 mi away)
- Bluetooth
- Navigation
- Leather Seats
- Upgraded Headlights
- Power Driver Seat
Close
Located in Owings Mills, MD / 410 miles away from Winchester, KY
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
2016 Porsche Cayman
GT4 Coupe
$109,995
- 34,195 miles
- No accidents, 2 owners, personal use
- 6cyl manual
- Reina International Auto (407 mi away)
- Bluetooth
- Upgraded Headlights
- Power Driver Seat
- Tire Pressure Warnin...
- USB Inputs
Close
Located in Brookfield, WI / 407 miles away from Winchester, KY
2016 Porsche Cayman GT4, Carrera White Metallic on Black, Clean Carfax, 2 Owner, Only 34K Miles, 6-Speed Manual, modified with enlarged plenum 82 mm 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:
Listing Information:
VIN: WP0AC2A83GK192587
Stock: 2587C
Certified Pre-Owned: No
Listed since: 10-03-2024
New Listing
2016 Porsche Cayman
Coupe
$46,990
- 41,174 miles
- No accidents, 5 owners, personal use
- 6cyl automated manual
- Carvana - Charlotte (267 mi away)
- Home delivery*
- Bluetooth
- Navigation
- Leather Seats
- Power Driver Seat
- Tire Pressure Warnin...
Close
Located in Charlotte, NC / 267 miles away from Winchester, KY
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: WP0AA2A81GK170707
Stock: 2003913063
Certified Pre-Owned: No
Listed since: 07-31-2025
New Listing
2016 Porsche Cayman
S Coupe
$57,990
- 53,704 miles
- No accidents, 2 owners, personal use
- 6cyl automated manual
- Porsche Columbus (155 mi away)
- Bluetooth
- Navigation
- Leather Seats
- Upgraded Headlights
- Power Driver Seat
Close
Located in Columbus, OH / 155 miles away from Winchester, KY
This rwd 2016 Porsche Cayman S is one of those used cars Columbus, OH shoppers seek out for its Black exterior with a Black Interior. With 53,704 mile...
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: WP0AB2A8XGK185493
Stock: I31912
Certified Pre-Owned: No
Listed since: 07-31-2025
New Listing
2014 Porsche Cayman
S Coupe
$39,995
- 81,030 miles
- No accidents, 2 owners, personal use only
- 6cyl automated manual
- Driveway (320 mi away)
- Home delivery*
- Bluetooth
- Navigation
- Leather Seats
- Upgraded Headlights
- Power Driver Seat
Close
Located in Troy, MI / 320 miles away from Winchester, KY
High Demand,Bluetooth,Brake Assist,Flat 6 Cylinder Engine,Power Door Locks,Brake Assist,Floor Mats,Gasoline Fuel,CD Player,ABS,Power Passenger Seat,Re...
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
2016 Porsche Cayman
Coupe
$44,999
- 56,897 miles
- No accidents, 2 owners, personal use
- 6cyl manual
- Specialty Motors (361 mi away)
- Bluetooth
- Navigation
- Leather Seats
- Power Driver Seat
- Tire Pressure Warnin...
Close
Located in Gurnee, IL / 361 miles away from Winchester, KY

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: WP0AA2A88GK171515
Stock: 171515
Certified Pre-Owned: No
Price Drop
2011 Porsche Cayman
Coupe
$28,498
- 84,857 miles
- No accidents, 3 owners, personal use only
- 6cyl automated manual
- Oak Ridge Auto Sales (266 mi away)
- Leather Seats
- Power Driver Seat
- Tire Pressure Warnin...
- Alarm
- Trip Computer
Close
Located in Greensboro, NC / 266 miles away from Winchester, KY
Clean CarFax Southern Car!!! No Accidents!!! Porsche Lizard Green Wrap!!! PDK with Paddle Shift!!! Aftermarket Wheels wrapped in Michelin Pilot Sport ...
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: WP0AA2A89BU761221
Stock: 2163
Certified Pre-Owned: No

Showing 1 - 21 out of 73 listings

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