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

I was pleased with the whole process of buying a new Grand Cherokee from Executive Jeep in Wallingford. I worked with Tim Harris throughout the process. He devoted a lot of time to helping me compare and understand all the models/trim levels, figure out the financial details, and make a good decision. I would definitely return to this dealership.

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.

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.

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.

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

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'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 😉

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!!!

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!!

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.

QUALITY SUBARU IS THE BEST!!! BEEN A LONG TIME MEMBER SINCE I BOUGHT MY 2016 FORESTER & THEY ALWAYS SERVICE MY SUBIE. FRIENDLY, KNOWLEDGEABLE STAFF & SUBURB MECHANICS....MY GO TO GUY IS KEN, HE HAS BECOME MY PERSONAL SERVICE CONSULTANT. DETAIL DEPARTMENT IS OUTSTANDING. IF YOU'RE LOOKING FOR A GREAT GARAGE, LOOK NO FURTHER....THIS IS THE DEALER TO COME TO!!!!

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 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.

Second time around was just as good as the first. It felt like visiting friends, not a transaction. I wouldn't hesitate to recommend Hamden for either a purchase or service. I'll drive further to get to this location since I know the time will be well spent.

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

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

Just purchased a 2025 KIA Sportage. Everything went really well and smooth thanks to the help of Lila Bubier. ⭐️⭐️⭐️⭐️⭐️ service!

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.

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!!!!

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

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

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.

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

I love my jeep. But my biggest issue is if you live somewhere where it get cold and you don't have somewhere to park it like a garage, be warned it might not let you drive it no matter how long you let it warm up. I have had this for almost 2 years now and both winters I have had trouble with the dashboard lights coming on. Lights like collusion lights, engine, and airbag. The problem is when all these lights come on, it shuts the car off and refused to left you move or change shifts. I will admit the first time it happen, I accidently left my phone charger plug in over night. I have now made sure everything is unplug and off before I leave my jeep. But every time since, when the weather get cold and it still had this issue. I have reported this to the dealer ship I got my jeep from but they say it just the battery volt being low from the cold. But I need my vehicle to work due to my job being one where I work all years including holidays.

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

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

Did not purchase but had a very transparent and honest experience with the staff at Wallingford Auto Park

Came out of a Ford Fusion due to lease ending. Getting older, past 70 yearsof age, and my wife thought I would benefit from an suv with a higher seating position for entry and egress. My wife had a Grand Cherokee for 16 years and loved it. I drove it many times and enjoyed the versatility of an suv. Love my ‘21 Cherokee. The right size, great styling and image too. Power beaucoup with the V-6 engine and averaged 30 + mpg on road trip to Arizona and back. Interior is nicely appointed, the leather seating is good quality and comfortable. The Jeep handles well at all speeds and I feel safe and confident behind the wheel.

I recently leased my second Volvo from Gengras in North Haven. What a great experience I had! From being greeted as soon as I arrived to driving out with a beautiful new car - everyone was professional and willing to make sure I had a positive experience. Brian and Corey worked hard to get me into the car I wanted for the price I wanted. Manny made sure I understood all the paperwork and helped me get the best coverage for my new vehicle. Stacey was amazing - explaining all the features of the car and helping me get hooked up to my new voice activated system! I wouldn't go anywhere else to buy a Volvo.

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 !

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!

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. .

Anthony Wilson was my sale person he made everything go smoothly, kept in contact,made sure the truck was ready. He was awesome . If I need another vehicle he would be the only one I would deal with. The dealership is lucky to have him. And the truck is great too