Used Jeep Cherokee for sale near Middletown, NY under $40,000

I recently purchased a 2022 Tesla Model 3 Long Range from Angela at Freedom Chevrolet, and I couldn’t be happier with the entire experience. From the very beginning, Angela made the process smooth and stress-free. She was upfront and transparent about everything—no hidden surprises, no pressure tactics, just straight honesty. That alone set her apart from so many other salespeople I’ve dealt with in the past. Angela really knows her stuff, too. She walked me through all the features of the Model 3, explained the financing clearly, and made sure I felt confident about every step before moving forward. She respected my time and made the deal happen quickly without cutting corners. What stood out most was how genuine she was. She treated me more like a friend than just another customer, and that made all the difference. Driving away in my Tesla felt even better knowing I was taken care of the right way. If you’re looking for someone who’s knowledgeable, professional, and will actually look out for your best interest, I highly recommend asking for Angela at Freedom Chevrolet.

  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.

I was very happy with their prompt service and courteous and pleasant personality.I will definitely return to this place.I will recommend this dealer to prospective buyers.

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.

Very happy that the whole process went smoothly all questions answered making my first car buying very easy I live my new truck

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 guys . Two brothers run the place . Drive the , left a deposit and picked the car up the next day .

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!!!

Many Thanks to Scott from parts and George from Service for their help and support in servicing my 2011 Pathfinder, i have been purchasing my Nissan's from this dealership since 2004, there pursuit for customer satisfaction is part of the culture ... Thank you

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

Excellent service was treated with respect. They tried to fit my budget as much as they could. I will be back for a second car. Robert and Dennis was the best.

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.

Very professional dealership! I looked at a car and test drove it several times. I was helped with financing which was a lot of work. Highly recommend and will do business again.

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.

Great place to take you car for service I did a 40k mike service on my Jeep Wrangler I came out from dealer my Jeep was running better than before I was very satisfied with service and customer service was top of line,Kenneth wa las excellent at explaining everything he will do to my Jeep call multiple times to keep me posted.The price was fair,i rather have professionals to work on my car than anybody else.

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.

Megan Fitzpatrick was very helpful, made an effort to put my new warranty into the system. Informed me of the work that was done good job!

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.

This is our 2nd time leasing a car from Kates Ford. Our saleswoman Danielle was great not pushy and very friendly. Me and my family had been customers of another Ford dealership in NJ for over 50 years but they dropped the ball.

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. .

Steve was very courteous and professional. Tech very professional and kept vehicle clean, even in snowy weather. Love that everyone has a genuine smile and always friendly.

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

Great service and 10/10 recommendations. Anthony and Larry are great people to work with they are very good helper and do anything in possible to help get a car. Thank you -J

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

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.

The experience with Megan and Steve was fantastic and they were very professional, understanding , patient , and treated me like family .

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.

Had a great experience here and you must ask for Jason OHara.

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

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.