Used Jeep Cherokee for sale near Fairfield, CT under $1,000,000

I got a good deal on the car. Tyler was great to work with. If there was one thing to complain about, it was the time it took to work things out. I was there for four hours, just wish we could’ve cut down on the time.

I purchased recently a used 2020 Cherokee Limited and it has turned out excellent, I have no problems or issues. The only minor issue that I have is the location of the cup holderss.

An Amazing Man...I went to Executive Nissan feeling extreeeeemly ANXIOUS, not knowing who, and what to expect Then, I met John Hosking. His approach was very sincere, I was able to sense that he was not self seeking, and made this whole experience about me. John was relatable, gentle, and made me very comfortable. I went in there wondering if I would be taking advantage of, and to my suprise, he helped to dispel that notion. I will forever be grateful, and cherish The warm, and professional welcoming experience with John Hoskins at Executive Nissan, North Haven, CT.

I love my Cherokee overall. This is my 3rd one. Sadly I've noticed the quality slipping. Jeep no longer provides a spare tire - WHAT? The floor mats are now of lesser quality and no longer have the Jeep emblem embroidered on them. The transmission is still a little iffy but not as bad as my '15. The tail lights fill with condensation but the dealership tells me it is normal to do so - WHAT? Additionally you're never gonna be able to find a V6 anymore. I had to go down a year to a '22 in order to get one. They are pushing EVs and Hybrids. All this being said I'm still Jeep girl and still love my Cherokee.

Aug 15, 2025 I recently bought a used car that I found online. I got a written quotation upon request electronically as I requested. I took a very long ride to get there & was treated very well. Abraham Mata was very cooperative & professional throughout the entire process. I left the same day with the car. I’m very happy with the dealer & would recommend them. Richard Lindner

Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.

Took my 2015 SL400 in to correct a faulty trouble signal. Vehicle was taken right in and was promptly hooked up with a loaner. The issue was resolved by the end of the day and I picked it up next day. It all went smoothly.

Overall, pretty decent car. As professional reviews will note, the transmission is a little finicky, but nothing over the top. Learn to work with it, it works with you. Bought this car used last year with 68k and I drive a lot, so I've already put 30k on it. Handling wise, this works great, even in the snow (FWD, not 4x4). Good cargo room, and room for the kiddo's carseat. Now, this is a Jeep, and hasn't been without issue. The front struts have been replaced, probably as part of my driving style and the rough roads in my area. Part of the bumper got pulled off a while back, not a big deal. Mechanically, decently sound, the car has thrown a few check engine lights but for non-issues. It had an issue a while back where it would turn off or restart on its own when stopping (not to be confused with the auto-stop, which is annoying but can be turned off, this car would just flat out turn off), but that fixed itself. Developed an engine tick that does appear in Jeeps, but that has also righted itself. As such, no major maintenance has needed to be done besides my struts. So all in all, it works. If you're in a situation like mine, yeah, buy the 2019.

I've bought 4 vehicles from this dealership as a return customer die the the (CPR) - Courtesy - Respect - Professionalism I live in Delaware and make the journey for these three requirements for me to purchase. Ask for Lou 😉

We bought it in 2023 just off lease as a CPO. It’s been a great vehicle. We love it would buy another one in a minute.

I recently had my car serviced at Napoli Kia in Milford. Courtney my service advisor really made the experience seamless and helped me navigate replacing a tire. Everytime I need service it's has been a pleasant experience.

the car is largest enough to haul baseball equipment around, yet easy parking and handling. i like the interior and the room. the seats are very comfortable

Very friendly, honest dealers. Open about what we were paying for, and quite flexible in negotiations. Patiently and fully answered our questions. They went out of their way to make sure that we were completely satisfied with our purchase. Would highly recommend Premier Subaru to anyone shopping for a car.

I bought my 2019 Cherokee new in July 2019. I have had it for 4 and a half years now and I have had no problems at all. I have over 61k miles on it. I do worry about the warranty being up that something might happen but it has not given me any issues so I shouldn't really be letting it bother me. This is the longest I have had a vehicle. I usually keep a car and trade it in around 3 years but I have loved driving this car so much that I have no desire in letting it go. I hate that Jeep is no longer producing more of these.

Peter is a kind person and wonderful salesman. He is a credit to Ingersoll Auto Group! He helped make our lease go smoothly and efficiently. This is our second time we have worked with Peter to lease a new car, and he directs us to the perfect car for our needs.

  I have the Trailhawk trim, the serious off-road version.  Finally, a car that I can confidently drive in and out of rough construction sites, and not be afraid that I'll break it or get it stuck.   It is possessed by a powerful spirit of wanderlust, and frequently demands that I take it on drives just to see places it hasn't yet been, preferably places that normal cars cannot go.   If Don Quixote de La Mancha lived in our time, he would surely drive a vehicle like this one; a vehicle truly fit for a modern Knight Errant.   I didn't know until a few days after I bought it, and I don't think the dealership knew either, but this one has about a 2" aftermarket lift, and slightly larger tires than stock.

Very good car buying experience; no high pressure with competitive pricing. Anthony the salesperson was courteous and responsive to all our questions.

Go with the 3.2 V 6 it has plenty of power. The Auto engine stop/start is terrible even if it does save gas it is too jerky

Everything was great from beginning to end. Antonio was great. He was very Helpful, and nut pushy. Everyone I encountered at the dealership was friendly and helpful.

Ordered new , love it so far , I went with the 2.0 turbo , far more responsive than expected , this coming from a life long V-8 driver . Went with the Lattude Lux model , came with many standard feature & we added everything else on the option list , the sun & sound package with the panoramic sunroof and this premium Alpine sound system is awesome . Just wish they would offer more interior colors , had money added in the deal so we could install a differnet color Katzkin leather interior

If your thinking about a car, Rivera Toyota in Mt Kisco should be your first stop. The friendliest and the most professional people. My salesman John Rossi bent over backwards to get me the best deal. I love my RAV4 hybrid. Thank you Rivera Toyota.

The vehicle is perfect for me....This is my second time buying a car through Music City Autoplex and each time I have driven away completely satisfied. David Beasley has made the purchasing process seamless and smooth. There was no gimmick or trickery like most dealerships...just pure honesty and me driving away knowing that I got a great deal. I bought this red Equinox a year ago with David's assistance and this Jeep, Chocolate, two days ago, again with David's assistance. Many places prey on woman purchasers and try to force us into deals that will hurt us in the long run. Not Music City Autoplex. If you are looking for a great deal and good people to help you purchase your dream car....stop by and ask for David...let him know that me and Chocolate are getting along just fine. Happy Shopping!!!

Our salesman, Ali, and other members of the staff were all knowledgeable, helpful and professional. We are very happy with our new Grand Cherokee Limited.

Would recommend this vehicle. Overall very good value and has proven very reliable. Sorry to hear it is being discontinued Jeep had a winner and what I thought was a great tweeter between the Compass and Grand Cherokee.

I bought a car from this dealer (land Rover), everything went well , the staff were friendly and helpful. Special thanks to antoine wilson , he was very professional , helpful and kind. Thank you

We purchased the same night a wrangler sport JLU 3.6 manual trans and this Cherokee Limited with the same engine and the 9-speed automatic. And oh boy, these cars were completely different despite having the same 3.6 Pentastar engine. Launching the Wrangler was never an issue. Launching the Cherokee and even more reaccelerating was truly painful and required a lot of preparation. Sometimes, the transmission would take few seconds before downshifting making the throttle response slow at best. Other than that, the car proved to be reliable and was extremely silent and very well equipped. I would recommend that car as a commuter for someone who is not seeking any driving fun. For families who enjoy long trips, there are better and more responsive options out there.

From the onset BMW Hoffman was courteous and efficient. The team sealed the deal with clear and transparent terms. And the price point didn’t hurt. I traveled from Boston for this car. If you’re interested in a BMW, think Hoffman BMW!!!

My experience started from my first call with Sabrina. I called to ask hours for the next day, a holiday. She gave me them but added they were open now, 3, till 5. She can have the cars I was interested in ready for test drive and the sales person, Sevi, ready at the door. So I got up off the couch and went to dealership. Everything as she said. Took me on drives with different cars with Sevi and by 4:50 made a deal. Trade was good. I did have high mileage on my trade, so I can’t complain. Made a decision on a low mileage CRV EX. Red! Then the finance paperwork! Ugh! Felt like a house closing. But they are thorough! Very good experience! Would highly recommend Mariano Rivera Honda!

I have been looking at new Jeeps for awhile was needing a new vehicle was driving a 2005 dodge grand caravan sxt drove it everywhere kid's learned how to drive in it. But I'm a jeep guy have a 1979Jeepcj7 since brand new drive it daily. Seen the jeep cherokee trailhawk at my local dealership talked to them about it took it for a test drive and fell in love with it. Had to take it home. Very comfortable all the buttons are in the right places. Display screen is very simple to navigate easy-to-use app's phone linked right up no need to look at it. Mics are in right places above head everyone I call or calls me has no problem hearing me. Has alot of safety features to get use to but not hard. I have had other cherokee in the past but love this one. If you are interested in a Jeep check out the Cherokee line like I said I'am a Jeep guy test drive and you will see what I mean.

My recent service maintenance at Napoli Nissan was outstanding! Jeff, service adviser, was extremely helpful, courteous and professional. Jeff answered all my questions and concerns. I am a very happy Napoli Nissan customer. Thank You Very Much Jeff! John Maziarz

Great gas mileage an very comfortable car. Love the different gears to shift to for us snow. Very reliable only thing for service oil changes

I was here from CT to visit my mom in memory care. My driver’s side window fell into the door leaving me with a triangle of glass sticking out. Upon arrival, Renaldo, greeted me and talked to the supervisor who said it needed a part that they had to order and wouldn’t be ready today. I needed to drive home today for work tomorrow. As I was about to leave, Joe, walked out of the service garage and said “let me see what I can do”. 15 mins later my car came out and the window was fixed!! He said some bolts were loose and he was able to fix it! He’s my hero! I thought I was going to drive 3 hours back home with a broken window. Thank you to North Shore Honda in Glen Head (my hometown), Renaldo for his kindness and especially to Joe for stopping me from leaving and going above and beyond to help me. Thank you so much!! You guys rock😁

Always great customer service and great communication! They go the extra mall to get the job done.

Great experience, every employee was exceptional. I dealt with Imed, he took into consideration my age, made sure I understood each step. Felt I got a lot of for bang for pmy money. He even delivered the car next day( local) showed me how to set up GPS and connected my phone. Had been to other car dealerships, feel I had the best experience with Tusca KIA and Imed!

I was shopping for my first Jeep and visited several dealerships before Meadowland of Carmel was recommended to me. Since it wasn’t local, I didn’t check it out right away—but as I neared the end of my search, I reached out, and I’m so glad I did! The customer service I received was outstanding—far better than anywhere else. We handled everything through email and phone, and within a week, I was picking up my new Jeep. The entire team—Ken (General Manager), Aaron (Salesperson), and Tim (Finance Manager)—made the process seamless. Every question was answered, and I had zero concerns walking into the dealership. I expected to spend three to four hours there, like at every other dealership I’ve visited, but I was in and out in just 20 minutes. Truly impressive! I highly recommend this team to anyone looking for a Jeep. It was absolutely worth the drive and my time. Thank you to Ken, Aaron, Tim, and everyone at Meadowland of Carmel for making this one of the easiest, smoothest, and most enjoyable car-buying experiences I’ve ever had!

Purchased about 2 months ago. I have taken it on highway trips and driven around town. Very comfortable ride and it looks great. V6 engine is very responsive. I am averaging about 31 mpg so far and am pleasantly surprised by this. Only wish it had a bit more cargo space making it easier to get our 2 bikes inside without having to take the front wheels off. Also, chip shortage cause rear park sensors to be left off of this build. Overall very pleased