Used Porsche Cayman for Sale Under $40,000 NearWindermere, FL
17 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 87,344
- Stock #:
- 780279
- VIN:
- WP0AB29846U780279
New arrival
Sponsored by Direct Auto Sales
2006 Porsche Cayman
S
87,344 mi
Orlando, FL
9 mi away
Fair Deal
$30,392
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- [G1] Guards Red
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige Leather)
- Transmission:
- 6-Speed Manual
- Mileage:
- 48,789
- VIN:
- WP0AB298X6U784109
![[G1] Guards Red 2006 Porsche Cayman Coupe Rear-Wheel Drive 6-Speed Manual](https://static.cargurus.com/images/forsale/2026/09/04/14/12/2006_porsche_cayman-pic-595714667331143483-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2006 Porsche Cayman
S
48,789 mi
Home delivery from Lewisville, TX
Price includes $1,452 shipping
Fair Deal
$38,597
- 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
Home delivery from Mocksville, NC
Price includes $827 shipping
Good Deal
$35,137
- 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
Home delivery from Evansville, IN
Price includes $1,108 shipping
Fair Deal
$23,608
- 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
New arrival
2009 Porsche Cayman
Base
95,380 mi
Home delivery from Duluth, GA
Price includes $409 shipping
Fair Deal
$23,403
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- [X1] Arctic Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige Leather)
- Transmission:
- Manual
- Mileage:
- 76,931
- Stock #:
- 3486
- VIN:
- WP0AB29886U780916
![[X1] Arctic Silver Metallic 2006 Porsche Cayman Coupe Rear-Wheel Drive Manual](https://static.cargurus.com/images/forsale/2026/06/12/17/32/2006_porsche_cayman-pic-570767994353980771-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2006 Porsche Cayman
S
76,931 mi
Home delivery from Lewisville, TX
Price includes $1,452 shipping
Fair Deal
$34,597
- Year:
- 2008
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 245 hp 2.7L H6
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- 6-Speed Manual
- Mileage:
- 50,658
- Stock #:
- SE-260862747
- VIN:
- WP0AA29818U762618
New arrival
2008 Porsche Cayman
Base
50,658 mi
Home delivery from Tallahassee, FL
Free home delivery
Fair Deal
$33,298
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 87,344
- Stock #:
- 780279
- VIN:
- WP0AB29846U780279
New arrival
2006 Porsche Cayman
S
87,344 mi
Orlando, FL
9 mi away
Fair Deal
$30,392
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Teal (Turquoise Blue)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 86,378
- Stock #:
- 3194-DFW
- VIN:
- WP0AB298X6U784448
2006 Porsche Cayman
S
86,378 mi
Home delivery from Grapevine, TX
Price includes $1,455 shipping
Overpriced
$36,680
- Year:
- 2008
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Speed Yellow
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 79,360
- Stock #:
- 12699Z
- VIN:
- WP0AB298X8U781133
2008 Porsche Cayman
S
79,360 mi
Home delivery from Bellevue, WA
Price includes $3,801 shipping
Overpriced
$36,997
- Year:
- 2008
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 245 hp 2.7L H6
- Exterior color:
- Red
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Manual
- Mileage:
- 57,000
- VIN:
- WP0AA29888U760980
2008 Porsche Cayman
Base
57,000 mi
Home delivery from Dallas, TX
Price includes $958 shipping
Overpriced
$36,174
- Year:
- 2007
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 245 hp 2.7L H6
- Exterior color:
- [Z4] Basalt Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- Manual
- Mileage:
- 68,163
- Stock #:
- 3641
- VIN:
- WP0AA29817U763105
![[Z4] Basalt Black Metallic 2007 Porsche Cayman Coupe Rear-Wheel Drive Manual](https://static.cargurus.com/images/forsale/2026/08/25/14/23/2007_porsche_cayman-pic-3315293750035529857-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
New arrival
2007 Porsche Cayman
Base
68,163 mi
Home delivery from Lewisville, TX
Price includes $1,452 shipping
Overpriced
$36,597
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- GT Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cocoa leather
- Transmission:
- 6-Speed Manual
- Mileage:
- 93,800
- Stock #:
- ILM3305
- VIN:
- WP0AB29886U781483
2006 Porsche Cayman
S
93,800 mi
Home delivery from Cary, IL
Price includes $1,020 shipping
Overpriced
$31,609
- 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:
- 59,347
- Stock #:
- T-782325
- VIN:
- WP0AB29847U782325
2007 Porsche Cayman
S
59,347 mi
Home delivery from Portland, OR
Price includes $3,776 shipping
Overpriced
$36,920
- Year:
- 2008
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 245 hp 2.7L H6
- Exterior color:
- Arctic Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 61,267
- Stock #:
- P761764
- VIN:
- WP0AA29878U761764
2008 Porsche Cayman
Base
61,267 mi
Home delivery from Carrollton, TX
Price includes $1,442 shipping
Overpriced
$30,662
- Year:
- 2007
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 245 hp 2.7L H6
- Exterior color:
- [X1] Arctic Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Manual
- Mileage:
- 54,864
- Stock #:
- 3652
- VIN:
- WP0AA29887U761528
![[X1] Arctic Silver Metallic 2007 Porsche Cayman Coupe Rear-Wheel Drive Manual](https://static.cargurus.com/images/forsale/2026/08/18/03/37/2007_porsche_cayman-pic-2599011885328334639-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2007 Porsche Cayman
Base
54,864 mi
Home delivery from Lewisville, TX
Price includes $1,452 shipping
Overpriced
$33,597
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Manual
- Mileage:
- 98,300
- VIN:
- WP0AB29896U780200
New arrival
2006 Porsche Cayman
S
98,300 mi
Home delivery from Dallas, TX
Price includes $958 shipping
Overpriced
$31,174
- Year:
- 2008
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- [G1] Guards Red
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 100,386
- Stock #:
- 1743
- VIN:
- WP0AB29818U780551
![[G1] Guards Red 2008 Porsche Cayman Coupe Rear-Wheel Drive Automatic](https://static.cargurus.com/images/forsale/2026/04/30/13/51/2008_porsche_cayman-pic-6997449151983043034-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2008 Porsche Cayman
S
100,386 mi
Home delivery from Addison, TX
Price includes $1,198 shipping
Overpriced
$24,342
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