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  • New Listing
    $13,450
    great price
    $2,283 below market
    • 146,042 miles
    • No accidents, 3 owners, personal use only
    • 6cyl automatic
    • Elmhurst Car Center (26 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Elmhurst, IL / 26 miles away from Oswego, 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: WP0AB29806U785821
    Stock: 999
    Certified Pre-Owned: No
    Listed since: 07-11-2025

  • $25,995
    fair price
    $386 above market
    • 88,548 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 6cyl automatic
    • Autos of Chicago (35 mi away)
    • Leather Seats
    • Upgraded Headlights
    • Power Driver Seat
    • Upgraded Stereo
    • Auto Climate Control
    Close

    Located in Arlington Heights, IL / 35 miles away from Oswego, 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
    $26,950
    good price
    $3,472 below market
    • 59,655 miles
    • No accidents, 4 owners, personal use only
    • 6cyl automatic
    • Garber Chevrolet (45 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Highland, IN / 45 miles away from Oswego, IL

    Recent Arrival! Clean CARFAX. Cayman S, 3.4L H6 SMPI DOHC, 5-Speed Automatic with Tiptronic S.Odometer is 9028 miles below market average! 20/27 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

  • $31,900
    fair price
    $291 below market
    • 44,196 miles
    • No accidents, 8 owners, rental vehicle
    • 6cyl manual
    • GR Auto Gallery of Grand Rapids (164 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Grand Rapids, MI / 164 miles away from Oswego, 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

  • Price Drop
    • 92,936 miles
    • No accidents, 6 owners, personal use only
    • 6cyl manual
    • Tom Wood Porsche (167 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Indianapolis, IN / 167 miles away from Oswego, IL

    2006 Porsche Cayman S for Sale in Indianapolis at Tom Wood PorscheExperience pure driving excitement with this well-maintained 2006 Porsche Cayman S, ...

    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: WP0AB29896U784618
    Stock: PIP784618
    Certified Pre-Owned: No
    Listed since: 07-08-2025

  • $29,980
    fair price
    $100 below market
    • 57,262 miles
    • No accidents, 5 owners, personal use only
    • 6cyl automatic
    • Driving Xcellence (269 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Jeffersonville, IN / 269 miles away from Oswego, IL

    - 60k MILES SERVICE ALREADY PERFORMED BY PORSCHE DEALER - 6-SPEED MANUAL - SPORT MODE BUTTON - SPORT CHRONO PACKAGE - ALPINE 8in w/ APPLE CARPLAY - Pu...

    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: WP0AB29876U781703
    Stock: 781703
    Certified Pre-Owned: No
    Listed since: 02-29-2024

  • $27,900
    great price
    $6,136 below market
    • 32,780 miles
    • 1 accident, 2 owners, personal use only
    • 6cyl automatic
    • Paradise Motor Sports (323 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Lexington, KY / 323 miles away from Oswego, 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
    • 33,424 miles
    • No accidents, 7 owners, personal use only
    • 6cyl manual
    • Walser Polar Mazda (333 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in White Bear Lake, MN / 333 miles away from Oswego, 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

  • New Listing
    $23,999
    good price
    $3,480 below market
    • 73,352 miles
    • 1 accident, 2 owners, personal use only
    • 6cyl manual
    • Morrie's West End Lincoln (341 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in St. Louis Park, MN / 341 miles away from Oswego, IL

    *PREMIUM SOUND SYSTEM*, *HEATED FRONT SEATS*, 9 Speakers, Air Conditioning, AM/FM radio, CD player, Front reading lights, Illuminated entry, Leather S...

    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: WP0AB29876U781118
    Stock: 6U781118
    Certified Pre-Owned: No
    Listed since: 04-26-2025

  • New Listing
    $24,996
    fair price
    $883 below market
    • 83,256 miles
    • 2 accidents, 6 owners, personal use only
    • 6cyl automatic
    • Carolina Luxury Imports (579 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Denver, NC / 579 miles away from Oswego, 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
    $29,094
    good price
    $2,328 below market
    • 44,377 miles
    • No accidents, 5 owners, corporate fleet vehicle
    • 6cyl manual
    • Moaven Motors (644 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Durham, NC / 644 miles away from Oswego, IL

    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: WP0AB29856U783823
    Stock: 1340
    Certified Pre-Owned: No
    Listed since: 11-22-2024

  • New Listing
    • 123,675 miles
    • 3 accidents, 2 owners, personal use only
    • 6cyl manual
    • AMS Sales (659 mi away)
    • Leather Seats
    • Power Driver Seat
    • Upgraded Stereo
    • Trip Computer
    • Stability Control
    Close

    Located in Raleigh, NC / 659 miles away from Oswego, 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: WP0AB29806U781008
    Stock: 781008
    Certified Pre-Owned: No
    Listed since: 04-20-2025

  • New Listing
    $19,999
    great price
    $8,696 below market
    • 87,369 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • Triangle European Sales (661 mi away)
    • Leather Seats
    • Upgraded Headlights
    • Power Driver Seat
    • Upgraded Stereo
    • Trip Computer
    Close

    Located in Raleigh, NC / 661 miles away from Oswego, 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: WP0AB29816U783057
    Stock: 783057
    Certified Pre-Owned: No
    Listed since: 04-02-2025

  • Price Drop
    Photos not available
    • 26,105 miles
    • No accidents, 2 owners, personal use only
    • 6cyl manual
    • PA Euros (674 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Exton, PA / 674 miles away from Oswego, IL

    2006 Porsche Cayman S

    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: WP0AB29806U781865
    Stock: 313
    Certified Pre-Owned: No
    Listed since: 07-04-2025

  • New Listing
    $26,855
    good price
    $2,823 below market
    • 59,746 miles
    • 1 accident, 8 owners, corporate fleet vehicle
    • 6cyl automatic
    • Performance Dodge Ram (700 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Woodbury, NJ / 700 miles away from Oswego, IL

    Clean CARFAX. Silver 2006 Porsche Cayman S RWD 5-Speed Automatic with Tiptronic S 3.4L H6 SMPI DOHCRecent Arrival! Odometer is 31354 miles below marke...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    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: WP0AB29866U785399
    Stock: FJW122
    Certified Pre-Owned: No
    Listed since: 07-19-2025

    • 38,083 miles
    • No accidents, 6 owners, personal use only
    • 6cyl automatic
    • Auto Park Dallas (763 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Lewisville, TX / 763 miles away from Oswego, 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: WP0AB29836U782895
    Stock: 2580
    Certified Pre-Owned: No
    Listed since: 04-04-2025

    • 71,677 miles
    • No accidents, 9 owners, personal use only
    • 6cyl manual
    • Auto Park Dallas (763 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Lewisville, TX / 763 miles away from Oswego, 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: WP0AB29886U780916
    Stock: 2506
    Certified Pre-Owned: No
    Listed since: 03-01-2025

  • $23,995
    fair price
    $161 below market
    • 93,921 miles
    • 1 accident, 5 owners, personal use only
    • 6cyl manual
    • DSA Motor Sports Corp (782 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Commack, NY / 782 miles away from Oswego, 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

  • New Listing
    • 82,100 miles
    • No accidents, 1 owner, personal use only
    • 6cyl manual
    • Icon Motor Sales (884 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Medford, MA / 884 miles away from Oswego, 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

  • $29,998
    fair price
    $613 below market
    • 53,974 miles
    • No accidents, 4 owners, personal use only
    • 6cyl automatic
    • AutoNation Chrysler Dodge Jeep Ram Southwest (889 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Littleton, CO / 889 miles away from Oswego, 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
    • 121,447 miles
    • 1 accident, 3 owners, personal use only
    • 6cyl manual
    • Baker Nissan North (908 mi away)
    • Leather Seats
    • Power Driver Seat
    • Trip Computer
    • Stability Control
    Close

    Located in Houston, TX / 908 miles away from Oswego, IL

    Black 2006 Porsche Cayman S RWD 6-Speed Manual with Overdrive 3.4L H6 SMPI DOHCRecent Arrival!Drive Home Your Used Vehicle Today with Multiple Finance...

    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: WP0AB29836U782363
    Stock: P17274
    Certified Pre-Owned: No
    Listed since: 03-14-2025

Showing 1 - 21 out of 33 listings
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