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Used
Porsche cars
for sale
near
Winnetka, IL
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.

Used
2025 Porsche Cayenne Cayenne
Vehicle information
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Used
2023 Porsche Macan T






Used
2020 Porsche Cayenne Turbo
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Reviews
A dealership you can trust
I was looking for a specific car that was at this CarMax. Problem was that I live in Minnesota, not Chicago and would have to traveling a great distance for a car I had not seen other than in pics, potentially risking wasting a great deal of time and money. I had to trust Jonathan, my salesman, to tell me the condition of the car where the pics could not. He was completely honest and the car was exactly what he said it was. Between Jonathan and Adam, the sales manager i was able to close the deal and drive back to home within an hour. I am completely pleased with the car and 100% satisfied with the dealership. I guess you can trust a car dealership. I did and they did not let me down. Thanks guys.
Excellent SUV
This is the best driving SUV ever! Love it! I feel safe and it handles extremely well. The infotainment system is wonderful! I will buy it again!






Used
2005 Porsche Boxster 2dr Roadster
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Reviews
Absolutely stellar experience at this dealership!
Absolutely stellar experience at this dealership! From the moment I spoke to Derek, I was impressed by his honesty and upfront approach. He listened attentively to my needs and budget constraints, ensuring that I got exactly what I was looking for without any unnecessary upselling. The entire process was transparent and smooth, and they delivered a top-notch product that exceeded my expectations. The staff went above and beyond to make sure I was satisfied every step of the way. I highly recommend this dealership to anyone in search of a trustworthy and reliable car-buying experience. Five stars all the way!
Most fun yet practical car
I have had 3 Boxster s over the years and this one for over 10. Loved every minute driving it. Great pick up and handling plus two trunks to allow for hauling things. A real head turner. Just need to maintain it for it to keep running well. I'm only selling mine cause we moved down a dirt road and its too rutted for a sports car. I got it for a great price, so letting it go for thousands less than it's blue book.






Used
2016 Porsche Cayman Black Edition
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I had a Wonderful experience purchasing my vehicle here!
I had a Wonderful experience purchasing my vehicle here! This is my second time purchasing a vehicle at Specialty Motors and Mike went above and beyond to make sure I felt heard and my needs were met with what vehicle I was getting! Very professional and highly recommend!
More raw performance feeling than latest model
My GT4 is the most fun car I’ve ever owned, and I’ve had multiple BMW ‘M’ cars. As someone else mentioned, not a drag car although 4.1 secs 0-60 is no slouch. It revels in cornering, I’ve often said “I’ve never met a corner I couldn’t go around faster the next time”! I’m 6’5” and apart from being a contortionist getting in and out, it’s dry comfortable for me once sitting in the carbon fiber buckets.






Used
2001 Porsche Boxster S
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Reviews
Derek & Gus are wonderful, professional and honest.
Derek & Gus are wonderful, professional and honest. I would highly recommend this dealership to anyone looking for a new vehicle! They have immaculate cars in their inventory and they are very well maintained. I will definitely be back to purchase another vehicle from Chicago Auto Warehouse!
Wanted a Porsche for a long time...
I've dreamed of owning a 911 Turbo since I was in my teens. I'm now 63 years old and don't need to drive 150mph anymore. Last year my wife and I decided to look for a convertible to recapture the days of when we first started dating in 1987 when she had a 1982 Fiat Spyder 2000 convertible. We traded that in 2004 on a BMW 330Xi. We had a pretty sweet deal lined up on a 2008 BMW Z4 until the day before we went to pick it up and found out the dealer sold it from under us. What could have really sucked turned into a golden opportunity: we chanced upon a 2001 Boxster S with 59,000 original miles. We have not regretted the decision one bit. Yes, the ergonomics are somewhat dated compared to today and it's not the latest and greatest technology, but we bought it to drive, not to be distracted with all sorts of gizmos. (I'm employed as a Sales representative at a local Chrysler/Dodge/Jeep Dealer for over 35 years. I'm exposed to all the technology). This little Bavarian bomber is an absolute blast to drive; comfortable, quick, sticks to the road like burnt eggs to a cast iron frying pan, and turns heads everywhere. It's capable of 160+ mph, but the right road at 55 mph brings grins all the time. We just went for a weekend trip with it and had no problem with room for our luggage, a tote bag, and a small soft-sided cooler. And as an added bonus, we took it through the famed Hawk's Nest Highway on Route 97 north of Port Jervis, NY. Wonderful to drive, comfortable even after a couple hours, fuel-efficient (except when I play with the Tiptronic on a twisty road), and so far, dead-bolt reliable. So I didn't get my 911 Turbo; the Boxster S is a more than welcome consolation prize. You owe it to yourself. P.S- My wife drives it more than I do!
Used
2014 Porsche Cayman S
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Reviews
We recently purchased a CPO Cayenne Coupe from Porsche
We recently purchased a CPO Cayenne Coupe from Porsche Downtown Chicago. Alan Ramierez was great to deal with. I traveled over 500 miles to see the car and it was well worth the trip. Alan was knowledgeable about the car and answered my questions. He also checked in with me after the trip home. I highly recommend Alan David Chen and Team Porsche Chicago. Thanks again!
Caymans are fantastic Cars
2nd Cayman 2.7M. Bought first New in 2006 as my daily driver. Drunk driver totaled it with 132K Miles in 2019, only repair besides normal maintenance was an Air Oil Separator at 89K Miles. Fantastic Car. Got 2014 Cayman 2.7M in 2019 with 15K Miles. 2014 is a much better car. Enjoying it at 38K Miles and will keep as long as I can drive.






Used
2013 Porsche Boxster Convertible 2D
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Reviews
Absolutely outstanding experience at Exclusive Autohaus!
Absolutely outstanding experience at Exclusive Autohaus! From start to finish, they exceeded my expectations. The customer service was top-notch—knowledgeable, friendly, and genuinely eager to help. They offer a fantastic selection of high-end vehicles, each well-maintained and in excellent condition. The sales team took their time to understand exactly what I was looking for and provided all the details I needed to make an informed decision. The process was smooth, transparent, and stress-free, which made buying my car a pleasure. The attention to detail and dedication to quality really stand out at Exclusive Autohaus. Whether you're looking for a luxury vehicle or a quality pre-owned option, this place is a must-visit. Highly recommend them—definitely a 5-star experience!
Run, don’t walk. Buy this car!
Not a daily driver. But, by far the most fun car I’ve ever owned. Bought a 2013 S MT in 2015, still can’t part with it in 2024. This one’s a keeper. It is a pure joy to drive, mostly top down but even top up, the flat 6 boxer engine sound is incredible. Handling is superb - it’s like the car is an extension of the person driving it…the car goes where ever you want it to go effortlessly and nimbly…it’s amazing! The 981s MT is an incredible value. One of the best purchases I’ve ever made.






Used
2006 Porsche Boxster
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Reviews
Best car shopping experience!
After shopping around at few different dealerships, including the big BMW dealerships... I am extremely happy that I ended up here. My salesman Andrew was not pushy and hands down extremely knowledgeable. He dedicated his time to me and answered all the questions I had. Prices are noticeably lower and vehicles are in good condition. I waited to write this review and just want to say that I recommend this dealer to anyone thats looking for a used vehicle. My X5 has been bringing nothing but happiness thus far. FYI: they do financing here and the process is so quick. Thank you Andrew.
2006 Boxster Has It All!
I have owned old and new 911’s, including a 2004 911 Turbo, and my current 2006 Boxster Base with the silky smooth 5 speed manual has been the most fun to drive. Small, light, nimble, great exhaust note, etc. It’s just a well-refined, well-engineered and perfectly balanced roadster. I love it. My dad once said “The Germans will always be the world’s best toy makers, and he was right!”






Used
2000 Porsche Boxster S
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This was the best purchasing experiences I have ever had.
This was the best purchasing experiences I have ever had. The staff were friendly and very helpful. The vehicle was as advertised. Sometimes pictures don't accurately depict the vehicle, not in this case. I would highly recommend CAW to anyone looking to purchase a quality vehicle and be treated like an MVP!
My Boxter S is fun to drive and is super reliable
The mid-engine layout and a 3.2l Porsche flat six makes it super fun to drive. Over the 18 years of ownership my Boxter S also proved to be a extremely reliable. Can't beet this combination.






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Excellent experience from start to finish!
Excellent experience from start to finish! The staff was friendly, knowledgeable, and made the entire process smooth and stress-free. Highly recommend this dealership for anyone looking for quality service and great deals.
Great car to drive!
Had this car for about 2 years but need a car that is going to be better in the snow. Have had no complaints what so ever about it. Drives great and sounds amazing as well.






Used
2014 Porsche Boxster S
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Reviews
Professional and friendly staff.
Professional and friendly staff. Clean and inviting facility. Sales team are responsive and work hard earn your business.
Get a Boxster!
We bought our 2014 Porsche Boxster Base in early 2016 with only 1,200 miles on the odometer from a Porsche dealer in NC. We’ve owned Corvettes, BMW 528i’s, Mercedes 300D’s, Subaru’s, Prius, Explorer, Suburban, etc and our Boxster is by far the best car overall! During the extended factory warranty we had it serviced at a dealer and their warranty was excellent. Now we use other experts for service and the have access to the factory maintenance and can reset the yellow service requests after completion. The 2.7 liter flat 6 is excellent and nothing beats the sound it makes above 4,000 rpm. Also ours gets 40+ mpg at highway speeds and corners like it’s on rails! Go ahead. Buy one!






Used
2001 Porsche Boxster coupe
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Reviews
Super professional and great staff, would recommend to
Super professional and great staff, would recommend to everyone and anyone! Would come here again!
Great example of German engineering
Fast and fun sports car, superb handling, performance, and styling. Mid-engine balance allows incredible G-forces, engine seems to develop peak-torque in the higher range of RPMs.






Used
2006 Porsche Boxster S
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Reviews
Best car I ever had, Corvette notwithstanding
It is unreal to drive, throaty dual exhaust growl...cornering is exhilirating...top down summer fun....get the 5spd manual what a smooth gearbox...paint is superb...fit and finish exemplary...no squeaks or rattles like my Vette






Used
2016 Porsche Cayman GTS
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Reviews
Unparalleled Service!
The Service Department at Glenview Luxury Imports never fails to provide phenomenal Service. Jon, Ketan, and Gary are always helpful in answering questions and coordinating service appointments at the earliest time available.
Up there with the best
Over the years I’ve owned 2 Carrera’s, a MB SL 550, a Maserati and a Ferrari 360. For the price, the Cayman ranks right up there with the best!






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Reviews
Had a great experience trading my car in and getting an
Had a great experience trading my car in and getting an almost new ride! Will definitely recommend to my family and friends.
Favorite Porsche
Have owned Cayennes, 911s, 911 turbos and this Cayman over the past 35 years. This car is my favorite, based on reliability, fun, performance and practicality. Still runs exactly the same as when I bought it.






Used
2006 Porsche Cayman S
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Reviews
Their level of customer service, communication and follow
Their level of customer service, communication and follow up was very good. They strive for customer satisfaction and work to place you in the right car.
A Car I Thought I Could Only Dream Of
I bought a 2006 Cayman S three years ago. After I test drove it I was sold. I had been rear ended in my 2000 Toyota. After a few days the battery went out and my wife came to jump me off. Bought anew batter. A few weeks later fluid was leaking. I was pleased it was just the water pump. It seems people who buy this car and don’t use it have water pump problems. Eventually new brakes and a tune up. Runs like a jewel. I could not have fully appreciated this car at a younger age. Yes, it is an attention getter. I am quick to let people know it is a 2006 model. I think that keeps me grounded that I am not a helluva fellow because I own a Porsche. Oh yeah, eventually got new tires even after being told I could wait.






Used
2005 Porsche Boxster S
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Reviews
Great Experience
Even though I didn't purchase the vehicle I initially was interested in, the entire encounter with this dealership was impeccable. The owner and his salesman were helpful, patient and respectful. As an individual with autobody and mechanical knowledge, I highly recommend this dealer.
Massive performance for the price
Car has amazing performance for the price. Comfort wise it is a bit lacking in the bells and whistles. Acceleration, braking, turning - incredible for the price.






Used
2015 Porsche Boxster Base
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Great service!!
Ben was an awesome sales person!! Very easy going and very knowledgeable!! Great job Ben!!
Switch to Porsche and don't look back.
Switching gears from a BMW 228i to my 2014 2.7L Porsche has been a revelation. The 265 horsepower takes a back seat to the Porsche's remarkable driving dynamics and handling. Cornering at high speeds feels like a symphony, a stark contrast to the uncertain fate of Mustang drivers. This Porsche's reliability and comfort amplify its value, making it a worthwhile investment. It's not just a car; it's an embodiment of precision engineering that has redefined my driving experience.






Porsche Certified
2023 Porsche Taycan
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From the moment we walked in and met with Jimmy service
From the moment we walked in and met with Jimmy service was first class. He provided information, and showed us patience and professionalism. When other information was needed he quickly brought in Dina with education and Andrew from finance. Jimmy was kind, professional and ensured time was taken to make us feel comfortable and welcomed - BRAVO on the first class experience!
100% a Porsche
I purchased the GTS. Very comfortable, sporty and fast. Good range. No range anxiety. Wish I hadn’t waited so long to get one. 100% a Porsche.






Porsche Certified
2025 Porsche Panamera 4
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John Tan is great!
John Tan is great!! Every time I come in for service John, as well as others, treat me as if I were their only customer. John is knowledgeable and above all honest. I actually enjoy coming in and waiting in the showroom while my car is being serviced.






Porsche Certified
2023 Porsche Cayenne Platinum Edition
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Reviews
Simon and his colleagues were exceptional.
Simon and his colleagues were exceptional. As an out-of-state client, Simon alleviated any of my concerns transacting a large purchase and ensured the process went smoothly. As an impatient person by nature, I felt the financing and paperwork took forever as I had to hit the road before nightfall. Otherwise, a really good experience.
It can't get better than this for less than $200K
One of the top 3 best SUVs in the market by far, only rivaled by RR and Bentley. The quality is flawless; it drives like a car but with the comfort of a luxury SUV. Best of both worlds. I have a 911 and I am shocked how fantastic is the driving experience of the Cayenne
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used Porsche by price
Used Porsche by city
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Used Porsche in Winnetka, IL
160 Great Deals out of 644 listings starting at $8,790
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Used Porsche in Kenilworth, IL
155 Great Deals out of 634 listings starting at $8,790
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Used Porsche in Northfield, IL
160 Great Deals out of 647 listings starting at $8,790
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Used Porsche in Wilmette, IL
156 Great Deals out of 642 listings starting at $8,790
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Used Porsche in Glencoe, IL
157 Great Deals out of 638 listings starting at $8,790
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Used Porsche in Glenview, IL
163 Great Deals out of 681 listings starting at $8,790
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Used Porsche in Evanston, IL
154 Great Deals out of 638 listings starting at $8,790
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Used Porsche in Skokie, IL
160 Great Deals out of 674 listings starting at $8,790
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Used Porsche in Northbrook, IL
159 Great Deals out of 648 listings starting at $8,790
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Used Porsche in Morton Grove, IL
164 Great Deals out of 687 listings starting at $8,790
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Used Porsche in Highland Park, IL
151 Great Deals out of 608 listings starting at $8,790
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Used Porsche in Niles, IL
175 Great Deals out of 725 listings starting at $8,790
Used Porsche in Winnetka, IL by model
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Porsche Macan in Winnetka, IL
78 Great Deals out of 180 listings starting at $12,500
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Porsche Cayenne in Winnetka, IL
31 Great Deals out of 168 listings starting at $8,790
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Porsche 911 in Winnetka, IL
16 Great Deals out of 149 listings starting at $23,999
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Porsche Panamera in Winnetka, IL
6 Great Deals out of 52 listings starting at $18,499
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Porsche Taycan in Winnetka, IL
10 Great Deals out of 39 listings starting at $39,995
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Porsche 718 Cayman in Winnetka, IL
10 Great Deals out of 23 listings starting at $54,800
Used Porsche by body style
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