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36 listings
- Price Drop$27,498good price$3,848 below market
- 53,978 miles
- No accidents, 4 owners, personal use only
- 6cyl automatic
- AutoNation Chrysler Dodge Jeep Ram Southwest (Littleton, CO)
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Located in Littleton, CO / 921 miles away from Chicago, IL
Metallic PaintLeather SeatsRear SpoilerThis vehicle includes a Money-Back Guarantee* and passed our precise inspection process. Best of all the p...
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: WP0AB29866U780526
Stock: 6U780526
Certified Pre-Owned: No
Listed since: 07-09-2025 - New Listing$32,057fair price$2,135 below market
- 39,000 miles
- No accidents, 3 owners, personal use only
- 6cyl manual
- Indy Auto Man (Indianapolis, IN)
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Located in Indianapolis, IN / 165 miles away from Chicago, IL
Indy Auto Man, Indianapolis' premier used car dealership, presents this great-looking 2006 Porsche Cayman for sale in Indianapolis, Indiana. Every veh...
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: WP0AB29806U782160
Stock: S1134A
Certified Pre-Owned: No
Listed since: 08-04-2025 - $27,990fair price$235 above market
- 56,810 miles
- No accidents, 1 owner, personal use only
- 6cyl manual
- Paramount Auto Sales (Tucson, AZ)
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Located in Tucson, AZ / 1,438 miles away from Chicago, IL
Every vehicle comes with a Warranty, Carfax, and a 5-year Maintenance Plan! We have Easy Financing available for all credit situations, including low-...
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: WP0AB29806U785611
Stock: 785611
Certified Pre-Owned: No - Price Drop$37,998
- 33,424 miles
- No accidents, 7 owners, personal use only
- 6cyl manual
- Walser Polar Mazda (White Bear Lake, MN)
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Located in White Bear Lake, MN / 350 miles away from Chicago, IL
At Walser, you’ll get an exceptional car-buying experience. Our *streamlined process* means you’ll work with one dedicated customer specialist to help...
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: WP0AB29816U785777
Stock: 23M1479T
Certified Pre-Owned: No
Listed since: 06-24-2025 - $26,599
- 88,548 miles
- No accidents, 2 owners, corporate fleet vehicle
- 6cyl automatic
- Autos of Chicago (Arlington Heights, IL)
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Located in Arlington Heights, IL / 26 miles away from Chicago, IL
Offering first-class comfort, convenience, and style, our 2006 Porsche Cayman S Coupe in Seal Grey Metallic is a beautifully powerful machine! Powered...
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: WP0AB29896U782285
Stock: 3814
Certified Pre-Owned: No
Listed since: 02-26-2025 - New Listing$25,700great price$9,675 below market
- 32,780 miles
- 1 accident, 2 owners, personal use only
- 6cyl automatic
- Paradise Motor Sports (Lexington, KY)
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Located in Lexington, KY / 309 miles away from Chicago, IL
All of our vehicles come with a free Auto check history report by Experian. A variety of extended warranties are available. We are so confident in thi...
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: WP0AB29826U783326
Stock: 783326
Certified Pre-Owned: No
Listed since: 01-21-2025 - Price Drop$26,550great price$4,461 below market
- 59,655 miles
- No accidents, 4 owners, personal use only
- 6cyl automatic
- Garber Chevrolet (Highland, IN)
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Located in Highland, IN / 21 miles away from Chicago, IL
Recent Arrival! Clean CARFAX. Cayman S, 3.4L H6 SMPI DOHC, 5-Speed Automatic with Tiptronic S.Odometer is 5005 miles below market average! 20/28 City/...
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: WP0AB29846U784087
Stock: 21784087P
Certified Pre-Owned: No
Listed since: 07-16-2025 - $26,888good price$3,541 below market
- 58,801 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- Iconic Coach (San Diego, CA)
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Located in San Diego, CA / 1,719 miles away from Chicago, IL
For Sale: 2006 Porsche Cayman S 58,000 Miles | Seal Gray Metallic | $26,888 Offered by Iconic Coach 8650 Miramar Rd, Suite J, San Diego, CA 92126 Pho...
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: WP0AB29886U784710
Stock: PO784710
Certified Pre-Owned: No
Listed since: 07-26-2025 - $26,495good price$2,160 below market
- 68,137 miles
- No accidents, 6 owners, personal use
- 6cyl automatic
- Automaxx (Tampa, FL)
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Located in Tampa, FL / 991 miles away from Chicago, IL
For more information , please call us at 8**-6**-7*** or email us at n*****@a****.com
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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29886U780642
Stock: 780642
Certified Pre-Owned: No
Listed since: 07-13-2025 - $21,500fair price$874 below market
- 101,181 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- Florida Cool Cars (Fort Lauderdale, FL)
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Located in Fort Lauderdale, FL / 1,165 miles away from Chicago, IL
For sale 2006 Porsche Cayman S Auto Black on Black Very well maintained clean title clean Carfax in exceptionally clean immaculate condition Exterior ...
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: WP0AB29886U784237
Stock: 784237
Certified Pre-Owned: No
Listed since: 06-29-2025 - New Listing$31,900fair price$1,305 below market
- 44,196 miles
- No accidents, 8 owners, rental vehicle
- 6cyl manual
- GR Auto Gallery of Grand Rapids (Grand Rapids, MI)
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Located in Grand Rapids, MI / 134 miles away from Chicago, IL
This 2006 Porsche Cayman S is covered by the Gallery Guarantee. With The Gallery Guarantee, you’ll enjoy a 3-month/3000-mile vehicle service contract ...
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: WP0AB29896U784635
Stock: B5953 J
Certified Pre-Owned: No
Listed since: 05-08-2025 - $24,996fair price$785 below market
- 83,256 miles
- 2 accidents, 6 owners, personal use only
- 6cyl automatic
- Carolina Luxury Imports (Denver, NC)
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Located in Denver, NC / 563 miles away from Chicago, IL
Get ready to rev up your driving experience with this stunning Red 2006 Porsche Cayman! This sleek and sporty coupe is sure to turn heads as you zip 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: WP0AB29836U782427
Stock: 5949
Certified Pre-Owned: No
Listed since: 07-12-2025 - New Listing$26,947fair price$899 above market
- 81,849 miles
- No accidents, 8 owners, corporate fleet vehicle
- 6cyl manual
- Exotic Motorsports of Oklahoma (Edmond, OK)
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Located in Edmond, OK / 676 miles away from Chicago, IL
Clean CARFAX. Silver 2006 Porsche Cayman S 2D Coupe RWD 6-Speed Manual with Overdrive 3.4L H6 SMPI DOHC Welcome to Exotic Motorsports of Oklahoma! Est...
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: WP0AB298X6U785986
Stock: 785986
Certified Pre-Owned: No
Listed since: 07-30-2025 - $31,999fair price$774 above market
- 42,370 miles
- 1 accident, 7 owners, personal use only
- 6cyl manual
- Millenia Motors (Longwood, FL)
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Located in Longwood, FL / 972 miles away from Chicago, IL
6 SPEED MANUAL!! 19" CARRERA S WHEELS!! ONLY 42k MILES!! Carfax certified call Oliver 4**-4**-5***. Options- BASE Porsche Base Model 342 Heated Front ...
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: WP0AB298X6U785888
Stock: 785888-2
Certified Pre-Owned: No
Listed since: 07-01-2025 - $24,985
- 95,793 miles
- No accidents, 3 owners, personal use only
- 6cyl manual
- Da Vinci Automotive (Jacksonville, FL)
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Located in Jacksonville, FL / 863 miles away from Chicago, IL
Trades Welcome. Nationwide Delivery Available. Courtesy Airport Pickup. Contact (9**) 4**-8*** for more information.
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: WP0AB29856U782798
Stock: 782798
Certified Pre-Owned: No
Listed since: 07-24-2025 - $29,900
- 80,351 miles
- No accidents, 3 owners, personal use
- 6cyl manual
- Grand Prix Motors (Portland, OR)
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Located in Portland, OR / 1,754 miles away from Chicago, IL
Step into the 2006 Porsche Cayman S! It just arrived on our lot this past week! This 2 door, 2 passenger coupe has just over 80,000 miles. Porsche pri...
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: WP0AB298X6U784059
Stock: C784059
Certified Pre-Owned: No
Listed since: 06-18-2025 - $34,987
- 82,100 miles
- No accidents, 1 owner, personal use only
- 6cyl manual
- Icon Motor Sales (Medford, MA)
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Located in Medford, MA / 851 miles away from Chicago, IL
3.8L Cayman S! Street legal, full interior, OEM GT3 seats, and a HUGE list of extras included in the price. Please contact us to learn more or visit w...
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: WP0AB29856U781988
Stock: 4255
Certified Pre-Owned: No
Listed since: 07-16-2025 - New Listing$49,995
- 33,114 miles
- 1 accident, 4 owners, personal use only
- 6cyl manual
- Premier Motor Group (Spring City, PA)
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Located in Spring City, PA / 643 miles away from Chicago, IL
For sale is a 2006 Porsche Cayman purpose-built for the Spec Cayman (SPC) class. Originally built by Olsen Motorsports from a clean, low-mileage stree...
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: WP0AB29806U785169
Stock: P5185
Certified Pre-Owned: No - New Listing$29,995fair price$543 below market
- 58,228 miles
- No accidents, 2 owners, personal use only
- 6cyl manual
- QNQ Auto Group (Ontario, CA)
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Located in Ontario, CA / 1,707 miles away from Chicago, IL
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: WP0AB298X6U780271
Stock: 780271
Certified Pre-Owned: No - $22,995fair price$759 below market
- 93,921 miles
- 1 accident, 5 owners, personal use only
- 6cyl manual
- DSA Motor Sports Corp (Commack, NY)
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Located in Commack, NY / 750 miles away from Chicago, IL
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: WP0AB29826U785111
Stock: 785111
Certified Pre-Owned: No - $23,995fair price
- 93,162 miles
- No accidents, 5 owners, personal use only
- 6cyl manual
- Quality Motors (Laredo, TX)
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Located in Laredo, TX / 1,187 miles away from Chicago, IL
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: WP0AB29876U783015
Stock: P2885
Certified Pre-Owned: No
Showing 1 - 21 out of 36 listings
Consumer Reviews for the Porsche Cayman S
Read recent reviews for the Porsche Cayman S
New Car Impressions
Tech Guy, 11/13/2006
2006 Porsche Cayman S 2dr Coupe (3.4L 6cyl 6M)
I discovered a new white, brown leather Cayman S in the garage a couple of weeks ago; a gift from my wife to liven up a long commute which it does nicely. It has Bose, heated seats, power seats, all the stuff in the performance package plus and I have put on 610 lawfully driven miles so far with no surprises. The manual says take it easy (keep it under 4,200rpm) for 2,000 miles. That … means 1,260 not very exciting miles ahead. After that I can tell it is going to be a sweet ride. Its initial fuel consumption is sky high but should improve. I had the 3M clear bra film installed. The car is tight, supple, loud, sticky, fast and driving it might be the most fun you can have with your clothes on.
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