Used Porsche Cayman for Sale near Woodbridge, ON

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214 vehicles found

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Year:
2006
Make:
Porsche
Model:
Cayman
Body type:
Coupe
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
295 hp 3.4L H6
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
6-Speed Manual Overdrive
Mileage:
44,199
Stock #:
HPP8319A
VIN:
WP0AB29896U781606
Black 2006 Porsche Cayman Coupe Rear-Wheel Drive 6-Speed Manual Overdrive
Price drop

-$1,311

 

2006 Porsche Cayman

S

44,199 mi

Harrison, AR
1 mi away
Great Deal

$31,442

$30,131

Year:
2014
Make:
Porsche
Model:
Cayman
Body type:
Coupe
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
275 hp 2.7L H6
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
38,000
Stock #:
170619
VIN:
WP0AA2A88EK170619
 2014 Porsche Cayman Coupe Rear-Wheel Drive Automatic
New arrival

 

2014 Porsche Cayman

Base

38,000 mi

Carrollton, TX
1 mi away
Great Deal

$38,444

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
Fuel type:
Gasoline
Mileage:
59,259
Stock #:
26340A
VIN:
WP0AA29818U761243
Blue 2008 Porsche Cayman Coupe Rear-Wheel Drive
New arrival

 

2008 Porsche Cayman

Base

59,259 mi

Ewing, NJ
1 mi away
Great Deal

$20,790

Customer summary

What people are saying:

4.8

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.

Year:
2007
Make:
Porsche
Model:
Cayman
Body type:
Coupe
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
295 hp 3.4L H6
Fuel type:
Gasoline
Mileage:
61,607
Stock #:
L7121
VIN:
WP0AB29887U780920
 2007 Porsche Cayman Coupe Rear-Wheel Drive
New arrival

 

2007 Porsche Cayman

S

61,607 mi

Miami, FL
1 mi away
Good Deal

$32,730

Year:
2007
Make:
Porsche
Model:
Cayman
Body type:
Coupe
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
295 hp 3.4L H6
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
111,287
Stock #:
Stock# 01
VIN:
WP0AB29827U782095
 2007 Porsche Cayman Coupe Rear-Wheel Drive Automatic

 

2007 Porsche Cayman

S

111,287 mi

Reading, PA
1 mi away
Fair Deal

$18,995

Is the Porsche Cayman a good car?

Yes — the Porsche Cayman is a strong choice if you want a sports coupe that puts driving enjoyment first. The all-generations owner rating is 4.8/5 across every model year in the data.

Owners consistently praise its exceptional performance, sharp handling, and sporty design. They also highlight the engine sound, the thrilling driving experience, and the meticulous build quality. 30.7% of listings are priced as good or great deals.

Are Porsche Cayman models reliable?

Owners consistently praise the Cayman for its performance, handling, and build quality, and the expert and owner feedback together point to a car that feels well engineered and rewarding to live with. Across the years in the data, buyers also repeatedly value its driving dynamics and overall refinement.

  • Owners rate the Porsche Cayman between 4.7 and 5 out of 5 stars across all model years in the data.

For used buyers, long-term ownership risk is best managed by checking service history carefully and choosing a well-maintained example.

What should I look for when buying a used Porsche Cayman?

Across all model years, accident-free inventory is solid at 80.2% — always verify the vehicle history report.

Model YearAccident-Free %
201688.2%
201585.5%
201483.7%

What Porsche Cayman do most buyers choose?

The Porsche Cayman years with the most listings are 2015, 2016, and 2014.

Model YearTotal ListingsGood + Great Deals %
20158333.7%
20165133.3%
20144932.7%

These higher-volume years tend to draw more shoppers because they offer more inventory to compare and more chances to find the right trim, mileage, and price combination. They also give you a broader selection of well-priced examples.

Should I buy a used Porsche Cayman now?

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.

How does the 2016 Porsche Cayman compare to the 2023 Chevrolet Corvette?

Spec2016 Porsche Cayman2023 Chevrolet Corvette
Starting MSRP$52,600$64,500
Engine2.7L 275 hp H66.2L 490 hp V8
MPG/MPGe (city)2016
MPG/MPGe (highway)3024
Listings available512,427
Good & great deal share33.3%33.4%
Accident-free share88.2%93.1%

These recommendations are based on CarGurus' proprietary market data from October 21, 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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