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29 listings
  • Price Drop
    $24,832
    good price
    $2,002 below market
    • 50,462 miles
    • No accidents, 5 owners, personal use only
    • 6cyl automatic
    • Suncoast Porsche (91 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Sarasota, FL / 91 miles away from Naples, FL

    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: WP0AA29858U760130
    Stock: B5421
    Certified Pre-Owned: No
    Listed since: 05-22-2025

  • $16,990
    fair price
    $1,363 below market
    • 102,676 miles
    • No accidents, 5 owners, corporate fleet vehicle
    • 6cyl manual
    • Ark Motors (171 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Apopka, FL / 171 miles away from Naples, FL

    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: WP0AA29838U762071
    Stock: 762071
    Certified Pre-Owned: No
    Listed since: 06-21-2025

  • New Listing
    $19,903
    fair price
    $237 above market
    • 94,594 miles
    • 1 accident, 8 owners, personal use
    • 6cyl manual
    • Driveway (In-stock online)
    • Home delivery*
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Waukesha,, WI / 1,219 miles away from Naples, FL

    Low Mileage,Rare Find,Leather Seats,4-Wheel Disc Brakes,5-Speed M/T,A/C,ABS,Adjustable Steering Wheel,Aluminum Wheels,AM/FM Stereo,Brake Actuated Limi...

    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/29 Highway)

    Listing Information:

    VIN: WP0AA29808U760763
    Stock: 8U760763B
    Certified Pre-Owned: No

  • $21,479
    great price
    $5,235 below market
    • 82,997 miles
    • No accidents, 7 owners, personal use
    • 6cyl automatic
    • LOR Motorcars (131 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Pinellas Park, FL / 131 miles away from Naples, FL

    Visit L.O.R Motorcars online at www.lormotorcars.com to see more pictures of this vehicle or call us at 7**-3**-2*** today to schedule your test drive...

    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: WP0AB29887U780268
    Stock: 780268
    Certified Pre-Owned: No
    Listed since: 06-01-2025

    • 84,424 miles
    • No accidents, 7 owners, personal use only
    • 6cyl manual
    • Hillsboro Auto Mart (138 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Tampa, FL / 138 miles away from Naples, FL

    *** www.HillsboroAutoMart.com *** ***2008 PORSCHE CAYMAN*** ***3.4L H-6 MPI 3.4L*** ***6-SPEED MANUAL*** ***NO ACCIDENTS*** ***BOSE SPEAKER SYSTEM*** ...

    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: WP0AB29888U782510
    Stock: 782510
    Certified Pre-Owned: No
    Listed since: 04-13-2025

    • 94,570 miles
    • No accidents, 4 owners, personal use only
    • 6cyl manual
    • Diamond II Auto Sales (165 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Orlando, FL / 165 miles away from Naples, FL

    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: WP0AA29817U761161
    Stock: 7U761161
    Certified Pre-Owned: No
    Listed since: 10-04-2024

    • 104,203 miles
    • No accidents, 5 owners, corporate fleet vehicle
    • 6cyl manual
    • Auto Quest (380 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Tifton, GA / 380 miles away from Naples, FL

    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: WP0AA29837U761999
    Stock: 761999
    Certified Pre-Owned: No
    Listed since: 03-17-2025

  • New Listing
    • 53,512 miles
    • 1 accident, 3 owners, personal use only
    • 6cyl manual
    • Millenia Motors (175 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Longwood, FL / 175 miles away from Naples, FL

    6 SPD MANUAL!! SPORT CHRONO!! UPGRADES!! Carfax certified call or text Oliver 4**-4**-5***. Options- BASE Porsche Base Model 342 Heated Front Seats 40...

    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: WP0AB29847U780655
    Stock: 780655
    Certified Pre-Owned: No
    Listed since: 07-09-2025

Showing 22 - 29 out of 29 listings

Consumer Reviews for the Porsche Cayman

Read recent reviews for the Porsche Cayman
Overall Consumer Rating
4.5 out of 5 stars39 Reviews
Write a vehicle reviewSee all 39 reviews
  • 5 star
    (77%)
  • 4 star
    (5%)
  • 3 star
    (8%)
  • 2 star
    (8%)
  • 1 star
    (3%)
5 out of 5 stars

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.
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Used 2008 Porsche Cayman in Naples, FL Values

Estimated values
2008 Porsche Cayman 2dr Coupe (2.7L 6cyl 5A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$15,006$19,003$21,262
Clean$14,067$17,764$19,821
Average$12,501$15,698$17,420
Rough$10,465$13,013$14,298

The average list price of a used 2008 Porsche Cayman in Naples, Florida is $22,951. The average mileage on a used Porsche Cayman 2008 for sale in Naples, Florida is 83,430. Based on the average mileage of 83,430 for used 2008 Porsche Cayman for sale in Naples, FL 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 2008 in Naples, Florida to be $12,501.

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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.