Used Porsche Cayman for Sale nearChebanse, IL
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2016
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 275 hp 2.7L H6
- Exterior color:
- Agate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 13,382
- Stock #:
- PPN4275D
- VIN:
- WP0AA2A88GK170316
Sponsored Listing
2016 Porsche Cayman
Base
13,382 mi
$55,312
- Year:
- 2016
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 340 hp 3.4L H6
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 32,500
- Stock #:
- 10214-TR
- VIN:
- WP0AB2A83GK186517
Sponsored Listing
2016 Porsche Cayman
GTS
32,500 mi
$83,353
- Year:
- 2008
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Basalt Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Leather
- Transmission:
- 6-Speed Manual
- Mileage:
- 9,645
- Stock #:
- 10746
- VIN:
- WP0AB29828U781529
Sponsored Listing
2008 Porsche Cayman
S
9,645 mi
$58,353
- Year:
- 2016
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 275 hp 2.7L H6
- Exterior color:
- Agate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 13,382
- Stock #:
- PPN4275D
- VIN:
- WP0AA2A88GK170316
2016 Porsche Cayman
Base
13,382 mi
$55,312
- Year:
- 2009
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 265 hp 2.9L H6
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 7-Speed Automatic
- Mileage:
- 95,380
- Stock #:
- 761126
- VIN:
- WP0AA29869U761126
2009 Porsche Cayman
Base
95,380 mi
$23,522
- Year:
- 2007
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 101,048
- Stock #:
- 14109
- VIN:
- WP0AB29857U781510
2007 Porsche Cayman
S
101,048 mi
$20,379
- Year:
- 2008
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 245 hp 2.7L H6
- Exterior color:
- Blue
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (TAN)
- Transmission:
- Automatic
- Mileage:
- 66,673
- Stock #:
- 10635
- VIN:
- WP0AA29888U760526
2008 Porsche Cayman
Base
66,673 mi
$27,243
- Year:
- 2014
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 325 hp 3.4L H6
- Exterior color:
- Yellow
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 9,079
- Stock #:
- 18-558
- VIN:
- WP0AB2A85EK193756
2014 Porsche Cayman
S
9,079 mi
$68,491
- Year:
- 2016
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 340 hp 3.4L H6
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 32,500
- Stock #:
- 10214-TR
- VIN:
- WP0AB2A83GK186517
2016 Porsche Cayman
GTS
32,500 mi
$83,353
- Year:
- 2008
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Carrara White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- 5-Speed Automatic
- Mileage:
- 32,002
- Stock #:
- 780856
- VIN:
- WP0AB29818U780856
2008 Porsche Cayman
S
32,002 mi
$39,267
- Year:
- 2014
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 325 hp 3.4L H6
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 26,601
- Stock #:
- 192838
- VIN:
- WP0AB2A82EK192838
2014 Porsche Cayman
S
26,601 mi
$62,267
- Year:
- 2008
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Carrara White
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- 6-Speed Manual Overdrive
- Mileage:
- 15,401
- Stock #:
- P782031
- VIN:
- WP0AB29878U782031
2008 Porsche Cayman
S
15,401 mi
$55,267
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Atlas Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Manual Overdrive
- Mileage:
- 22,630
- Stock #:
- 785807
- VIN:
- WP0AB29866U785807
2006 Porsche Cayman
S
22,630 mi
$52,267
Recommended model year:
2016 Porsche Cayman
Shop 2016 Porsche Cayman »With 49 currently listed for sale and an average price of $97,502.00, 26.5% of 2016 Porsche Caymans for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Porsche Cayman 5 / 5 stars.
81.6% of 2016 Cayman models on CarGurus are accident free.
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Guards Red
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- 6-Speed Manual
- Mileage:
- 67,680
- Stock #:
- 782460
- VIN:
- WP0AB29816U782460
2006 Porsche Cayman
S
67,680 mi
$32,778
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Arctic Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual Overdrive
- Mileage:
- 66,077
- Stock #:
- PP780492
- VIN:
- WP0AB29846U780492
2006 Porsche Cayman
S
66,077 mi
$35,158
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Gray (Seal Grey Metallic)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic
- Mileage:
- 84,198
- Stock #:
- 12587M
- VIN:
- WP0AB29896U784862
2006 Porsche Cayman
S
84,198 mi
$30,803
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Arctic Silver Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 103,916
- Stock #:
- 782067
- VIN:
- WP0AB298X6U782067
2006 Porsche Cayman
S
103,916 mi
$22,816
- Year:
- 2008
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Basalt Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Leather
- Transmission:
- 6-Speed Manual
- Mileage:
- 9,645
- Stock #:
- 10746
- VIN:
- WP0AB29828U781529
2008 Porsche Cayman
S
9,645 mi
$58,353
- Year:
- 2008
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 245 hp 2.7L H6
- Exterior color:
- Guards Red
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- 5-Speed Automatic
- Mileage:
- 37,932
- Stock #:
- PIP761361
- VIN:
- WP0AA29878U761361
2008 Porsche Cayman
Base
37,932 mi
$32,891
- Year:
- 2016
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 385 hp 3.8L H6
- Exterior color:
- Yellow
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 9,023
- Stock #:
- 191733P
- VIN:
- WP0AC2A85GK191733
2016 Porsche Cayman
GT4
9,023 mi
$115,493
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Silver
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic
- Mileage:
- 25,855
- Stock #:
- 782565
- VIN:
- WP0AB29846U782565
2006 Porsche Cayman
S
25,855 mi
$40,199
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Arctic Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Manual
- Mileage:
- 25,098
- Stock #:
- 3536
- VIN:
- WP0AB29866U780297
2006 Porsche Cayman
S
25,098 mi
$41,262
- Year:
- 2007
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Arctic Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Stone Grey)
- Transmission:
- 6-Speed Manual
- Mileage:
- 12,149
- Stock #:
- W82405
- VIN:
- WP0AB29827U782405
2007 Porsche Cayman
S
12,149 mi
$49,964
How much does the Porsche Cayman cost in today's market?
Used Porsche Cayman prices span a wide range depending on model year. Here's what the market looks like right now:
| Model Year | Current Avg. Price | Year-Round Range |
|---|---|---|
| 2016 | $96,965 | $73,940 – $99,849 |
The Porsche Cayman’s current nationwide average price is $32,125, and its year-round low is $28,239.52. That gives you a sense of the model’s overall pricing floor and where the market has recently settled for this car. Recently, prices have held firm or risen year-over-year across the most recent model years.
Is the Porsche Cayman a good car?
Yes — the Porsche Cayman is a strong choice if you want a sports car that delivers a rewarding driving experience and a premium feel.
The all-generations owner rating is 4.79/5 across every model year in the data.
Owners consistently praise the Cayman for its exceptional handling, thrilling performance, and engaging engine sound. They also highlight the build quality and the driver-focused character that make it feel special behind the wheel.
23.0% of listings are priced as good or great deals.
Are Porsche Cayman models reliable?
Owners and experts consistently praise the Cayman for its strong performance, balanced handling, and solid build quality. The driving experience and overall craftsmanship come through as recurring strengths across the model years in the data.
- Owners rate the Porsche Cayman between 4.67 and 5.0 out of 5 stars across all model years in the data.
For used buyers, long-term ownership can bring higher maintenance costs, so it pays to budget carefully and review service history before you buy.
What should I look for when buying a used Porsche Cayman?
Across all model years, accident-free inventory is solid at 81.5% — always verify the vehicle history report.
| Model Year | Accident-Free % |
|---|---|
| 2016 | 90.5% |
| 2015 | 87.1% |
| 2014 | 83.3% |
What Porsche Cayman do most buyers choose?
The Porsche Cayman years with the most listings are 2015, 2016, and 2014.
| Model Year | Total Listings | Good + Great Deals % |
|---|---|---|
| 2015 | 70 | 27.1% |
| 2016 | 42 | 23.8% |
| 2014 | 36 | 25% |
Higher-volume years tend to draw more shoppers because they usually give you more inventory to compare, more trim and option combinations to choose from, and a better chance of finding the right price and condition match.
What is the Porsche Cayman's resale value?
| Model Year | Current Avg. Price | Year-Over-Year Change |
|---|---|---|
| 2016 | $96,965 | +26.77% |
The table shows a strong upward move in pricing, which points to solid demand for the Cayman in the used market. That kind of increase can make shopping more competitive, especially when you want a well-kept example with desirable equipment. It also suggests that buyers who find the right car may want to move quickly.
The 2016 model years have held their value best, with prices flat to rising year-over-year.
Should I buy a used Porsche Cayman now or wait for the next model?
Buy now if:
- Sweet-spot year: The 2015 model has the most listings.
If you're buying used today, the 2015 model year offers the best mix of value and availability. If you want the newest version, it may be worth waiting for 2017 inventory to mature.
These recommendations are based on CarGurus' proprietary market data from August 28, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
4.8 Overall rating
Customers say
The Porsche Cayman has consistently impressed drivers across all model years with its exceptional performance, handling, and sporty design. Owners particularly enjoy the powerful engine sound and the thrilling driving experience, as well as the meticulous build quality that reflects Porsche's attention to detail. However, some common dislikes include cramped interiors and occasional issues with engine power in certain models. Overall, the Cayman is celebrated for its thrilling dynamics, although it's recognized that owning one can come with high maintenance costs.
AI generated from the text of customer reviews.
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What people say
Mike H
Reviewed a 2008 Porsche Cayman on Sep 10, 2024
What a joy to drive this car. The Cayman S is a blast. Accelerates so effortlessly, you are well over the speed limit and still have 2 more gears to go. Nothing but smiles so far.
Mark D
Reviewed a 2007 Porsche S on Apr 4, 2015
The Cayman is nice looking from many angles, but not all. I never fails to collect compliments, if you are into that sort of thing. I guess that's got more to do with the Porsche brand, which I find subtracts from the car somewhat. I find the the seats really comfortable and supportive, however, I am fairly slim and I think broader frames would find the seats snug. I love how low you can sit in the car. Visibility is surprisingly good, even with the seat positioned low. Fuel economy is good; about 21 mpg, even with frequent "Italian tune-ups". Maintenance and repair costs are about what you might expect; not cheap. But the car is entirely worth it. The engine is a masterpiece. It sounds great all of the time. It has really effective and linear torque delivery. The throttle response is incredible. And it loves to rev. The steering is brilliant. Hydraulic, so it communicates as it should. The car is incredibly balanced. It will understeer, if you accelarate hard into a turn. However, if you stab it into a turn, it is neutral and you can control the the yaw with the throttle. It flatters the driver. The ride is good, considering that the car is nearly a track weapon. I really have no complaints about the car. It's brilliant!
Ken C
Reviewed a 2014 Porsche Cayman on Jun 25, 2021
Best car I’ve ever owned. Period. Always ready when I was.
Anonymous
Reviewed a 2016 Porsche Cayman on Jun 9, 2020
This is an amazing car, for the right person. Dont mistake this with a comfortable daily driver, its not. Its a purpose built car intended for the track. Its very low and will scrape on most speed bumps and driveways if you arent careful. And to drive it quickly, you will need to really rev out the engine to redline. Those who know what this car is really and truly appreciate it. But its not for everyone. Interior on the cayman is a bit cramped for most, and if you are not slim, dont even think about getting the carbon bucket seats. Great value however, this is a car you can buy and sell 3 years later for a very minimal loss. Watch out for the 3rd gear pop-out issue, but other than that this car is very reliable. I was torn on this car, but eventually decided on a 2018 Carrera T due to the better driving dynamics for daily driving. Great car however and I would have loved the GT4 just as much.
Porsche Cayman Trims
| Trim type | MSRP |
|---|---|
| Base | $52,600 |
| GT4 | $84,600 |
| GTS | $75,200 |
| S | $64,100 |
| Black Edition | $59,200 |
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
Porsche Cayman Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Porsche Cayman prices has changed over time.
See more price trendsPorsche Cayman Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- Significant Appreciation for 2016 Model: The 2016 Porsche Cayman shows a remarkable average price of $95,819, reflecting a +81.5% increase over its original MSRP, indicating strong demand for this model year.
- Steep Depreciation for Older Models: The 2009 model has depreciated significantly, with an average price of $26,663, which is −47.0% compared to its MSRP, highlighting the steep depreciation curve for older vehicles.
- Best Value Year: The 2014 model is priced at $49,081, representing a −6.5% depreciation, making it a potentially attractive option for buyers looking for value without sacrificing performance.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2016 Porsche Cayman | $52,600 | $95,819 | +81.5% |
| 2015 Porsche Cayman | $52,600 | $53,825 | +2.3% |
| 2014 Porsche Cayman | $52,600 | $49,081 | -6.5% |
| 2012 Porsche Cayman | $51,900 | $68,107 | +31.3% |
| 2011 Porsche Cayman | $51,400 | $48,931 | -0.9% |
| 2010 Porsche Cayman | $51,400 | $49,200 | -0.4% |
| 2009 Porsche Cayman | $50,300 | $26,663 | -47.0% |
| 2008 Porsche Cayman | $49,400 | $32,687 | -33.8% |
| 2007 Porsche Cayman | $50,195 | $34,936 | -30.5% |
| 2006 Porsche Cayman | $59,695 | $33,252 | -44.3% |
Pricing by Popular US Cities
Key Insights
- Highest Average Price in Chicago: The Chicago, IL market commands the highest average price at $69,868, likely due to higher demand and lower inventory.
- Lowest Prices in Miami: Conversely, Miami, FL offers the lowest average price at $31,853, indicating a more price-sensitive market or higher inventory levels.
- Price Variation Across Cities: The price range between the highest and lowest cities is significant, with a difference of $37,015, suggesting varying demand and supply dynamics across regions.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Chicago, IL | 55 | $69,868 |
| Philadelphia, PA | 63 | $63,015 |
| Houston, TX | 64 | $57,164 |
| Dallas, TX | 66 | $47,917 |
| Atlanta, GA | 60 | $46,038 |
| Washington, DC | 59 | $44,157 |
| New York, NY | 57 | $41,582 |
| Los Angeles, CA | 62 | $40,293 |
| Boston, MA | 59 | $34,177 |
| Miami, FL | 55 | $31,853 |
Pricing by Trim Packages
Key Insights
- Most Common Trim: The S trim is the most prevalent with 113 listings, indicating strong demand for this performance-oriented variant.
- Price Premium for GT4: The GT4 trim commands a significant MSRP of $84,600, reflecting its high-performance features and exclusivity.
- Base Trim Value: The Base trim offers a competitive entry point at $52,600, appealing to buyers seeking a balance of performance and price.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| S | 113 | $64,100 | RWD | 3.4L 325 hp H6 |
| Base | 46 | $52,600 | RWD | 2.7L 275 hp H6 |
| GT4 | 23 | $84,600 | RWD | 3.8L 385 hp H6 |
| GTS | 9 | $75,200 | RWD | 3.4L 340 hp H6 |
| Black Edition | 6 | $59,200 | RWD | 2.7L 275 hp H6 |
These recommendations are based on CarGurus' proprietary market data from August 27, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
CarGurus recommends the 2016 Porsche Cayman
Summary
With 49 currently listed for sale and an average price of $97,502.00, 26.5% of 2016 Porsche Caymans for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Porsche Cayman 5 / 5 stars.
81.6% of 2016 Cayman models on CarGurus are accident free.
Why it stands out
The 2016 Porsche Cayman stands out as a compact sports coupe that puts driving feel ahead of everything else. It benefits from the Cayman formula’s balanced layout and solid roof, which give it impressive cornering ability, and it remains one of the best sports coupes to drive. The cabin borrows heavily from the Porsche 911, with a snug driving position, round gauges, and a solid interior finished in premium materials. That driver-focused character helps justify the car’s price, especially for buyers who want a Porsche experience in a smaller, more accessible package.
For 2016, the Cayman still offered the second-generation lineup’s six-cylinder engines, with the base model rated at 275 horsepower and 213 lb-ft of torque, the Cayman S at 325 hp and 273 lb-ft of torque, and the GTS at 340 hp and 280 lb-ft of torque. Standard equipment included a seven-inch infotainment touchscreen, Bluetooth, and a power spoiler, while options such as PASM adaptive suspension dampers, ceramic composite brakes, a rear differential, and dual-zone automatic climate control let buyers tailor the car toward comfort or sharper performance. The Cayman also had a reputation for holding its value well, which adds to its appeal on the used market.
Its limitations are the ones you would expect from a small two-seat sports car. Cargo space is sparse, and the cabin is more focused than roomy. Some buyers may also find the upper trims and options expensive, but that is part of the tradeoff for a car that delivers balanced handling, strong performance, and the kind of everyday polish that helped make the Cayman distinctive.
These recommendations are based on CarGurus' proprietary market data from August 24, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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