Used Jeep Cherokee for sale near Winsted, CT under $99,994

The customer service was good. Car buying process was also good. Great prices and clean cars. Had a problem with my car the day after driving buying it and driving it home and had to have it towed back to J and F's shop. They ended up fixing the vehicle and paying for my tow bill and rental car charges. Needless to say they made it right, although I would expect nothing less. Only thing I wasn't happy with was their mechanic shop. I don't know how they could sale and send out a truck that breaks down the following day BUT they were very apologetic and ultimately made up for it. I will definitely go back.

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.

On Saturday, June 7, my daughter and I had an outstanding experience at XXX Chevrolet. While my initial intent was simply to support her in purchasing her first vehicle, I ended up trading in my own car and driving away in a brand-new 2026 Equinox — while she purchased a 2025 Colorado. Both vehicles impressed us during the test drive. The safety features, interior design, storage space, and overall aesthetics sealed the deal for both of us. While comfort and safety were top priorities, what truly set this experience apart was the exceptional service we received. Steven connected us with Brian, an outstanding sales specialist who was both highly knowledgeable and incredibly personable. He built immediate rapport, listened carefully to our needs, and guided us to the right vehicles without any pressure. The process was smooth and efficient — we were both driving off the lot the same day! The dealership itself was clean, welcoming, and even treated us to a delicious lunch during our visit — a thoughtful touch that made the day feel even more special. I’ve purchased several vehicles over the years, but nothing compares to the level of service we received from Steven and Brian. I highly recommend them to anyone looking for a car-buying experience that’s professional, honest, and genuinely enjoyable. Judi and Jackie T.

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.

Great dealer. No hassle. In my new vehicle the same day. Smooth transaction. Very happy with whole 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

I had an outstanding experience purchasing my Cadillac Lyriq from Blasius Cadillac. Despite having researched the vehicle extensively through YouTube videos, sales representative Rich Noble took the time to thoroughly explain every detail during my test drive, ensuring I fully understood all the features. When I arrived late due to travel delays from Boston and a previous dealership appointment, the team was incredibly accommodating and flexible with my schedule. The pricing process was refreshingly transparent—we negotiated the complete out-the-door price entirely through email with no hidden fees or last-minute surprises. Most impressively, they coordinated with the Massachusetts RMV and delivered my vehicle directly to my home with plates and registration paperwork already completed, saving me an additional trip back to the dealership. Blasius Cadillac demonstrated professionalism, transparency, and genuine customer care throughout the entire process. Highly recommended!

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!!!

I purchased a 2009 Nissan Rogue on 10-11-12. It was an easy, actually fun experience. The sales man was not pushy, it was an easy process and everyone was very helpful. I love my new car. I would recomend carmax to anyone who wants a stress free car buying experience.

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.

I have been very happy with everyone at Prime Wheels. Everyone is very friendly and helpful. I purchased one car in February and returned to purchase another in April. I have been very happy with the service and the fact that they honor what hey say. I would definitely recommend them to anyone looking for a used car.

I drive a lot my car is a 2014 and it has currently 277,400 miles and still ticking. I’ve had very few maintenance issues overall the basic wear and tear as expected! I didn’t expect it would last as long as it has but I am being pleasantly surprised. It is great on gas compared to most SUVs and overall a comfortable car !

Was contacted by Zach from Waterbury dealership. Right off the bat I felt like he understood my needs and wanted to work a fair deal for the sale of my truck. We got it done and myself into new Colorado. Staff was very helpful and patient. I would recommend this dealership team to anyone. Thanks!!

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

I live in a different state and I wanted to buy this particular car without even seeing it in person. I had some contact with a salesman but I asked foe a walk around and that never happened. So why put it on a national stage.this would have been an easy sale. Kinda of left me standing...I assumed they were in the business to sell cars..very disappointed 😞..

A few years ago I bought a 2014 Jeep Cherokee Latitude, at the time it had 24,000 miles. Today it has 68,000, at the time it was a really good upgrade from my last vehicle, a 2005 Dodge Grand Caravan. I loved the comfortable cloth seats, the V6 engine had tons of power for commuting and good gas mileage (I've gotten over 30 on the highway). After 5 years of owning my Cherokee it has never let me down, it has only gone into the shop for a CV Axle, which Chrylser had paid for most of, and tires. Now that my Jeep is going on 7 years old, I'm in the market for another car, I've not even considered anything other than a 2021 Jeep Cherokee, especially because I am considering leasing and lease deals are awesome with Jeep / Chysler.

Absolutely amasing dealership. When I reached out to them about a vehicle they had, I had some very strict guidelines for what I wanted, what I could spend and what i had to put down. All of which was far outside the realm of possibility, considering my credit was not so great. Or so I thought. Milton was not discouraged in the least and put in serious work to make it happen for me. I was never pressured to consider another vehicle, tho he did offer a couple of options. He was great at communicating throughout the whole process about his attempts with different lenders and what documents I would need to provide him with. I have to say, he was far more confident than I was! And in the end, I only had to pay a slightly higher down payment, but got lower monthly payments and got the truck I wanted! Everyone at the dealership was very professional, yet welcoming. There was never any pressure, at all. We drove 2 hours to finalise the deal and actually had to wait awhile because MIlton wouldn't let the truck go until it was clean and had had a more than thorough final inspection and servicing. It is also obvious from their inventory, when you're there, that they handpick only the best. I have never had a more pleasant experience buying a car! We will be replacing another car next year, and I won't consider going anywhere else! Thank you Milton! And all your associates who helped make this happen!

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 had a routine service call scheduled with Mitchell Jeep for my 2023 Jeep Grand Wagoneer. When I drove up to service I immediately was greeted by a service representative and the service and timing were discussed,The service area, the showroom and the waiting area were all spotless. The service and timing were as promised. Overall an excellent experience and my service representative was Eric Calica, Great Job !!

Purchased new in 2015. Have only done 1 repair in 129k, which was fixing oil leak at oil filter housing. Solid car, great in rain and snow. Thoroughly enjoy this car

In the past I have always bought a new vehicle and this was the first time ever that I have bought a used vehicle and I must say that I was skeptical at first not knowing what I was getting myself into. My experience with Juliani Motors was exceptional and my mind was put at ease. I was looking for a specific vehicle and the sales rep, Joe Hollaran, knew exactly how to steer me in the right direction and his knowledge was exceptional. Joe and the entire staff at Juliani were extremely knowledgeable and courteous. If anyone is seeking a used vehicle I would strongly recommend that you contact them as they have an expansive inventory of exceptional used vehicles. The 2012 Silverado I just purchased from them was exactl as advertised as to being in exceptional condition.

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.

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.

Love everything about the car the color the room in the interior the pick up the ride and the options are just excellent I am so excited to be able to take a road trip soon

Great group of guys that answered my questions. Honest without the games. Even though I did not buy a car here I will the next time I am in the market.

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

Fixed a/c on 2016 Dodge Charger. Gave honest estimate. Comfortable wait. Knowledgable service advisor.

  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.

Another fantastic. .stress free experience at bertera of Westfield. Austin was our salesman and was wonderful to deal with. Mark..the general manager was excellent. I fully recommend anyone to buy here..and at any bertera dealership. Their professionalism exceeds all others. Thankyou for another great experience! !!

A great looking car. We will probably never learn all of the features the car has. Dealer was excellent and no problems working with them. Only one thing not to like was the location of the Emergency Brake lever. Things seem to get set there, and locking the lever.

Always great service with a knowledgeable staff who are friendly and make for a great environment while getting car services. Highly recommend 👍

I have a red 2017 Jeep Cherokee that I bought used, and I love it. I live in the blue ridge mountains of Virginia and this car has been able to deal with everything i've thrown at it. Deep snow, muddy trails, icy roads... You name it. I have the V6 and I can hook up a heavy uHaul trailer and go up and down all the mountains with it. My wife even hit a deer in this car... It obviously had to go to the repair shop, but my wife was safe. The only thing that bothers me a little is that you can't slam on the brakes and throw it in reverse... You need to stop completely, take two seconds and then put it in reverse.