Used Jeep Cherokee for sale near Winsted, CT under $100,000

Service is always tops Sales department the best Would recommend to anyone looking for a new, used car or service. Blasius Chevrolet is, by far, the best dealership in Connecticut

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.

This is my 2nd HRV that I am buying from Hoffman Honda!!! Kim the sales person was wonderful!! Love everything about this dealership!!! Very happy!!!

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.

We just purchased an Audi Q5 and couldn’t be happier with the service we received, from our salesman Mike Telep to our brand specialist Miguel Torres.

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 think car max got it right when they make you an offer they are serious.it is good for 7 days and the process is rather seamless

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.

If I could give more stars than 5, I definitely would! Lila Bubier, Mark Deal, trade checker and Kia Finance went above and beyond to get me out of my negative equity from my Hyundai Ioniq 5. I am so grateful to have a new 2025 Kia Sorento Plug-In Hybrid. I had originally went in February, but did not come away with a deal. Lila has consistently reached out to me asking if I was interested and provided many different options to get me at the price point that I wanted. It was not easy, but we made it to the end goal. My growing family and I are so grateful to have this amazing team working at Kia and I hope to continue this new relationship with them at Blasius for years to come! Thank you so much!!!!

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.

I've bought 2 cars here and am headed in soon to buy another. THE BEST.

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.

Vinny at Sullivan's Northwest Hills was great to work with and to buy a car from. It was truly a good experience. He was very knowledgeable and let you lead the conversation. I will buy my next vehicle from Vinny the next time I need one.

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

Always nice people to deal with, I've never had any problems with them. I've been buying toyota from them since 1973, and I wouldn't go anywhere else. Service and sales have always been excellent 👌.

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.

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

Very good experience, the sales team is very friendly. I like my Lexus so much. Thank you Central

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.

Very pleasant experience! Family has purchased vehicles from Terryville Chevrolet for a very long time and never had any problems. They were very helpful, very professional, and extremely kind. Will buy another.

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

Had a great experience with Mo , He was very pleasant to work with on deal car he help me achieve what made me happy and left with a great use car

The Jeep Cherokee is engineered for lasting a long time, my last Jeep had about 200,000 miles on it. Performance is dismal at times, when you need power wait a while. The gas mileage and ride, and the fact that it powers through snow do make it great for the Nevada winter.

I cannot say enough about how kind and patient my salesperson was Mr. J Torres is a true professional. I am so happy with the way I was treated, and pleased with with my new car. Marie E Litke

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

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.

Kristina in customer service is exceptional she kept me informed about everything that was happening and always does when I’m there. She goes above and beyond. 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

My experience at Northwest Hills Chevrolet was exceptional. I was treated with the utmost kindness and respect, and accommodations for my special needs were made willingly, and in some cases, without my even needing to ask. My salesman, Phil Musmacker, made everything incredibly easy for me throughout the entire process (honorable mention goes to Brendan Elrick, who followed up on my initial request for info on the Equinox EV, and connected me with Phil). In addition, I never found any reason to question the pricing on the purchase order; everything was straightforward and exactly as I had been told, which is incredible considering my previous experiences with dealerships, where I had to fight to keep extras from being added to my order. Truly remarkable! I've already recommended Northwest Hills Chevy to a couple of friends! Thank you for a most wonderful experience (and I also really love my car)!

My 2017 Cherokee Trailhawk has 207,000 miles on it and is driven every day. I drove it past the Arctic Circle to the Arctic Ocean in Canada's Northwest Territories a few years ago. Rarely had to use 4 wheel drive. Have replaced shocks and radiator and a few windshields from driving in Alaska and the Yukon. Otherwise, just routine maintenance. Been a heck of a little car.

I bought a car there yesterday from Paul. He was diligent, thorough with the out of state paperwork and even took care of an issue with the car that was discovered after we closed the sale. If you are looking for a no frills, fair, no pressure shopping experience ask for Paul.

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.

My experience was great! I could not have chosen a better salesman. Alejandro was very accommodating and respectful. He definitely went above and beyond. Thanks for a 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.

Very fair and reasonable. Easy salesperson to deal with. Very knowledgeable.

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.

Purchased my Chrysler with no issues, 2 lots full of cars, has so many options to choose from. Finance was very prompt and salesman patient and professional.

Overall very capable vehicle. 3.2L with 4wd/factory trailer tow. Silly things show up like the service 4wd light that comes/goes and radio/controller that resets after replacement. Solid car with a good pedigree.