Used Jeep Cherokee for sale near Windsor, CT under $20,000

Just purchased a car from them. Very professional sales people and service department. Even after we agreed on a price, the service department decided to put new tires on the car before giving it to me

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.

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!!

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.

Went in to service my 2021 330i. They fixed my check engine light and purge valve quickly and gave me an awesome price. Dropped the car off in the morning and it was fixed by end of the day!

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.

Very efficient, personally and friendly over the phone and in person especially Leslie , Jamal and Ashley.

I have a 2018 Cherokee latitude plus. More than 140k miles. Very nice SUV. I think most of this bad reviews are not fair. I will buy a new one in the near future.

TODAY - I “turned back time…” Years ago, I bought a car from Lia Honda of Enfield, Connecticut. I'll never forget that red bow on the hood of my white Honda. Fast forward to today, October 11, 2025. I purchased another car from Lia Honda of Enfield. On the phone, Mary, a fantastic salesperson, answered all my questions about available cars, prices, and the latest options on Honda vehicles. I was on my way to an appointment at a nearby Honda dealership, but Mary's exceptional customer service convinced me to cancel it. I randomly called Lia of Enfield, because I had questions and drive time. Mary’s “smile” in her voice on the phone brightened my day. Seriously, this was a “thing,” her tone, patience, and incredible efficiency. Mary truly showed that she cared about me as her customer. In person, Mary was warm, kind, and expert. The tour of the available car options amazed me, and I hope I remember all the features! Mary had said over the phone, "We can have you rolling out later today in your new Honda." I smiled, thinking, "No way this can’t be done in one day." Sure enough, everything aligned perfectly, and I drove away in my new 2026 Honda. I want to thank Mary, the sales team, and everyone who prepared the car. Wow, Lia Honda of Enfield really caught my eye! Lastly, as I was "floating" down I-91 South, I noticed the exact colors and models of my previous two Hondas right in front of me. It was a fun moment, knowing I have had a wonderful collection of fantastic cars, and I'm sure I'll cherish my new Honda just as much. Finally, I asked Mary if I could write an email to the manager, and she was humble. Humility is something that we don’t see much today. Mary smiled and said, “Well, if you write a review on Google, it is enough.” Mary didn’t even want me to showboat her to the manager. I guess the fact that I bought the brand new car showed enough. We need more Marys in the world!!! My next vehicle will be from Lia Honda of Enfield; don’t forget this happy customer!!!!

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.

Erin the service advisor was very sweet, got a recall done really fast and was able to enjoy my day, made sure to send me reminders for my appointment

Was at dealership shopping and this new Jeep Cherokee Lattitude came in on transport. Wanted it the minute I saw it. Jeep dealership had ordered it custom with every option I wanted. Blackout package, V6 a true dual exhaust, sport, power everthing, 4x4 etc. The 4x4 is excellent and never failed me! Its been flawless, aftermarket tuning has turned it into a screaming black speed machine. 112,000 miles so far. No issues with anything! Would buy another if they still made this Cherokee Latitude Special! One very satisfied customer!!!

I didn’t end up buying a car from here, but Dan was a pleasure to work with and very professional. Very comfortable at atmosphere.

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.

Just bought a 2015, Volvo V60 from Good Guys as a backup car. I decided on the V60, because we already have a 2018 model and it has been very reliable and just feels safe. I didn't want to pay a lot and figured a 10 year old car would look it's age. What Adam, at Good Guys, sold me looks and feels almost brand new. Even after I made the purchase, they completely serviced the car with a new timing belt, brake pads and oil change. This was the first used car I have ever bought and Adam made the experience so enjoyable. Definitely will look at their inventory the next time anyone in the family needs a car.

  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.

Melissa Fusco was friendly patient and more than helpful with the registration of my car. I highly recommend this dealership over the dmv any day!

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 no stress car buying experience from the beginning to end. Happy with my experience.

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.

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.

Happy with the accord i purchased. Great communication. Satisfied customer. Second car I purchased in the last 8 years from here. Dave helped me step by step.

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.

I like this car a lot. I gave up a lot of interior space when I traded in my Journey for the Cherokee and the ride is not quite as smooth along with less gas milage but every other way it is far superior. Love the 4x4 and how it handles in snow. The interior design is very nice as is the exterior design. More sleek. It is still a nice comfortable ride, especially on the highway. It is much more reliable than my last car. The seat and steering wheel warmers are an extremely nice touch. Yea, I like the Jeep Cherokee very much.

Great experience, respectful, worked with me. Made it easy! Thanks Rick, the Jeep is awesome!

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 purchased my 2018 Ford F-150 from them recently. The truck was in great condition and came exactly as advertised. Haven't had a problem with it. Sales process was smooth and easy, and the salespeople were super professional and helpful. I would definitely consider purchasing a vehicle from them again.

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 !

Great dealership!!! I'm a traveling nurse. They gave me a great vehicle and I very, very happy with the car.! You guys keep up the good work!

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.

I had a very nice experience with the owner. He seemed fair and down to earth. It did not want to see me have to do extra for him to show his courteous nature.

Great SUV...BOUGHT in 2017...good on gas penalty of zip with V6 engine. The start stop stop working last year and found out why.I needed a new battery as went dead this year...now start stop feature works 100 percent. Have low milage 30000 miles or 50000 kms here in Canada. .

Phil was extremely helpful, patient and efficient. He provided exceptional customer service and did his best to ensure that I was satisfied with my purchase!!

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 am Very happy with the work they did and highly recommend them. Very professional.

This was our second time working with Derrick Buccacio and finding a vehicle we love. Derrick is always personable and professional. He doesn’t pressure you into things and is honest. One thing that stands out with me about him is he always gets back to you whether he thinks he’s making a sale or not. A lot of salesmen I notice only care to contact you back if they think they’re making money off you. Derrick always gets back to our questions and concerns regardless. To us that says a lot about his character and makes us always wants to go through him to get a vehicle. We highly recommend Derrick to anyone.

I love everything about this jeep. However, no Sirius xm radio. even though I was told by my salesman that it just needed to be activated. THat is the only thing I wish I would have looked into further before signing the loan papers!