Skip to main content
Skip to Filters
25 listings
    • 39,000 miles
    • No accidents, 3 owners, personal use only
    • 6cyl manual
    • The Car Store (94 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Milford, MA / 94 miles away from New Haven, CT

    FRESH BUILD TRACK CAR. OVER $107k invested. Started out as a low mileage, clean title, all original paint no stories car. Tons of reciepts from the bu...

    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:

    22 Combined MPG (19 City/27 Highway)

    Listing Information:

    VIN: WP0AA29839U760905
    Stock: 760905
    Certified Pre-Owned: No
    Listed since: 05-11-2025

  • $36,990
    fair price
    $531 above market
    • 35,900 miles
    • No accidents, 2 owners, personal use only
    • 6cyl manual
    • M Sport Motorwerx (14 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in Waterbury, CT / 14 miles away from New Haven, CT

    Beautiful 2 owner Cayman S. Finished in Arctic Silver Metallic over Black Leather. Some options include, Heated Seats, BOSE Premium Sound Package, Sel...

    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: WP0AB29898U782015
    Stock: JL1225
    Certified Pre-Owned: No
    Listed since: 07-01-2025

  • Price Drop
    $16,995
    great price
    $6,066 below market
    • 93,483 miles
    • No accidents, 9 owners, personal use only
    • 6cyl manual
    • Jonathan's Auto Outlet (168 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Alarm
    • Trip Computer
    Close

    Located in West Chester, PA / 168 miles away from New Haven, CT

    Looking for a sleek and stylish ride that packs a punch? Check out this gorgeous 2007 Porsche Cayman! Boasting a powerful 2.7L H6 engine under the hoo...

    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: WP0AA29827U761640
    Stock: 761640
    Certified Pre-Owned: No
    Listed since: 05-29-2025

  • New Listing
    • 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 / 790 miles away from New Haven, CT

    Low Mileage,Rare Find,Leather Seats,Flat 6 Cylinder Engine,Power Door Locks,Gasoline Fuel,CD Player,ABS,Rear Wheel Drive,Rear Defrost,Power Outlet,Eng...

    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

Showing 22 - 25 out of 25 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.
Report abuse

Used 2009 Porsche Cayman in New Haven, CT Values

Estimated values
2009 Porsche Cayman 2dr Coupe (2.9L 6cyl 6M) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$17,620$22,495$25,248
Clean$16,536$21,053$23,565
Average$14,728$18,649$20,760
Rough$12,378$15,524$17,115

The average list price of a used 2009 Porsche Cayman in New Haven, Connecticut is $32,221. The average mileage on a used Porsche Cayman 2009 for sale in New Haven, Connecticut is 65,744. Based on the average mileage of 65,744 for used 2009 Porsche Cayman for sale in New Haven, CT 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 2009 in New Haven, Connecticut to be $14,728.

Filters
Skip to Results

Applied Filters4Active

Location

Search radius200 miles
Search radius

Make & Model

Year

New / Used

Price & Payments

Price Rating

Trim

Mileage

Accidents & History

Engine & Drivetrain

Exterior Color

Interior Color

Total Seating

Edmunds Review

Features

Options & Packages

MPG

Listing Details


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