Used Jeep cars for sale near Simsbury Center, CT under $50,000

Hector Morales did a fantastic job keeping me posted every step of the way. Great communications and great work!

This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.

Jon Bryant and team were highly professional and made my recent purchase a pleasant experience.

2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.

Todd helped us buy our new car. After seeing other cars and dealerships coming to Highline was refreshing. He was so pleasant and very prompt during the testing of vehicles. Cars were pulled up right away back to back with zero down time. I love this. Considering they had a busy day with many customers in the office we still received great care. We closed on a 2022 Honda Accord and are in love. The manager closed the deal and experienced was everything as he too was great

I just love everything about my 2021 80th anniversary edition G/C! I purchased new but now has 81000km. So much enjoy all the style comfort with no issues. So much more reliable and better looking than the new body style that was released later in 2021.

Best car purchase experience of my life! It has only been about 2 weeks since my wife and I purchased our BMWs, and I can't say enough positive things or show enough gratitude to Karim, Nicole, and Shameem for getting my wife and I set up with the right cars (2 at once!); Courtney for making the actual purchase & paperwork a breeze while going above & beyond to make sure I got the deal I was hoping for; and of course, Vinny- for being the best of the best, showing myself and my family that he really cared, making this whole experience fun while accommodating our busy schedules, and most importantly - for being such a great person that I truly feel like I have a new friend! This team of people came together to really make this experience worth writing about, and worth spreading the word to all. I will always remember this experience - and I appreciate Hoffman for making my transition from Audi to BMW exactly how I was hoping: comfortable & easy. I will continue to spread the word that Hoffman is a trustworthy group, and will always recommend that people stop at BMW of Waterbury FIRST before going anywhere else for their car needs! Oh right... the car: it is the car of my dreams. I've worked my whole life with BMW on the mind, and here it is. I still can't believe it.

We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.

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 initially leased my Grand Cherokee Limited but ended up buying it outright at lease end. It has been an awesome vehicle for the 6 years I've had it. I have only had two minor things that have needed work, one was AC needed more coolant and leaking rear strut which must be a fairly common issue as my mom's Durango has had the same problem. Super comfortable ride and plenty of room. My only beef is the halogen factory lights are horrendous but swapping the bulbs out for LED made a big difference for under $200. I normally don't keep a vehicle for longer than 2 years, but after 6 I love this vehicle just as much today as did the day I ordered it!

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.

This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.

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

2024 refresh Willy’s edition 2 door soft top , love the refresh, most notably the radio 12.3” upgrade, I’ve owned 5 wranglers in the past starting with the 1988 model , prior to the 2024 I had a 2 door 2011 . Well built , great driving on an off road , amazed at the little turbo motor, smooth, great acceleration and gas mileage, around 20/21 in winter and 23/24 in summer , which I think is great considering the size , shape and 33” tires etc. overall super happy with my jeep , for me the refreshed Willy’s edition is the sweet spot in the line up

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

Great,sport utility so far plan too keep it for a very long time.It's,the trailhawk trim the off road performance is amazing and get's great mileage.

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.

My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !

A1 service clean and customer service was great and have to say the restroom was spotless.

I've been driving for 43 years now and have owned an array of different vehicles, however I've never been financially fortunate to purchase a luxury model - until now! I was looking for a mid size vehicle that would check many boxes for my snowy Michigan commutes, along with distant travel comfort to and from my cabin and some towing capacity. I have only had this for roughly 1500 miles and wow.. My first impression was luxury. So many base options included in a mid sized and mid priced SUV that pleasantly surprised me. Secondly was the ride quality. Both smooth and quiet and handling. I've read other reviews discussing power inadequacy, but not at all. Plenty of passing and get tup to speed power. Next was the snow. I have Michelin defender tires and wow - what have I been missing? The snow 4x4 duaratac features combined with these tires make this a beast in the snow, slush and rain. It definitely gives me a much more safety reassurance while driving in these conditions. I have not tried the towing yet and have not had any "reliable" issues to report, but we are very fortunate with our pick and one very capable snow commuter.

Easy to schedule appointments. Outstanding customer service. My salesman recognized me and we caught up on a few things. Technician took the car right in for my service and I was on my way quickly with a washed car Perfect!!!

The dealer knew their product, fair and let you make your own decision. The sales person was wonderful.

We are very happy with our '21 GC Limited. It is well appointed, with many options, drives nice, comfortable and still sits higher, unlike a lot of other "car" SUV's. We use this as our only vehicle, and flat tow behind our motorhome. Jeeps are the best vehicles made to flat tow!! We have climbed dirt trails in the West and cruised coastal waterways. Love it.

Bought the car here 7 years ago had one minor issue this year Joe did my diagnostic and was great to work with! This is the only place I get my car serviced at

Love my GC 80th Anniversary Edition. A little over 15K miles and she’s been in the shop 2 times now with a squeaking coming from the engine. Tensioner rod and idle sensor were replaced first, they had it for almost a month. alternator was just replaced, they had it for a week. Picked her up last night, drove her this morning and it’s still squeaking! Very frustrated but hoping to get her fixed!

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

We special ordered the 2021 Jeep Grand Cherokee Trailhawk. The vehicle is all black inside and out. The paint is a Diamond Gloss Black Metalic. The day after delivery we had the entire finish done with Ceramic Coating. We've had this vehicle for a year and the fit and finish is like new. The Ride is tight and still handles great. Fuel mileage is now 21 City. We're sorry to see they will no longer produce this vehicle!!

Professional and courteous service manager, clean and comfortable waiting area with free coffee, water and snacks. Surprised to see my vehicle?s floor mats were washed as well as the outside of the vehicle.

The 2019 Grand Cherokee Limited was the Jeep I had my eye on for a while. I've owned a 2012 Laredo X, and a 2018 Limited Anniversary/Heritage Edition. I was specifically looking for Limited trim without the 20" rims, although, I love the look of the Altitude versions, I just didn't really care/want to deal with less side-wall, nicer-looking rims. I avoided the Overland and Trailhawk because of the air-suspension. Overall the interior is fine, it's comfortable and familiar for me, since I've owned them before, but that's also the only issue/complaint I would have. The interior is updated from the 2012, however, basically it's a very light update, U-Connect, Gauges, Shifter, and possibly a few other items here and there. But essentially, the dashboard is the same dashboard I've seen since 2012. While owning the previous (2) I never experienced any mechanical issues that left me stranded. One had a weird issue with blowing lights in the tailgate, but it would just randomly decide to burn out, replace one it would blow another. No other major issues. The 2019 leather on the steering wheel feels smooth and buttery like they always have. The suspension feels great, still solid and tight. Brakes are strong and grippy, pedal feel is nice and firm. So far I'm super satisfied with this Jeep, I got the perfect combination of all the features I wanted, Memory Seats, Sunroof, power trunk, heated-seats and wheel. Not sure if I'd be willing to sell this one and get a newer model, but, I'd possibly get another WK2.

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)!

This is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.

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

Had a great experience buying my truck with monaco!!! Would definitely recommend to anyone who is looking for a vehicle to take a look at monaco glastonbury!!

The most American vehicular on the planet. I love my Jeep. It’s an acquired taste but I do so love my taste. Lift kit, 35’s, black and sexy as xxxx!!

I had an excellent experience at Balise Toyota throughout the entire process. I would highly recommend purchasing a car here. Nick was great from the beginning. We stopped in to test drive the Rav 4 and within 15 minutes we were out on the road! Nick was fantastic start to finish in helping us acquire the proper insurance and banking documents that we needed to purchase the car. He was there at the end to congratulate us and send us on our way. 5 stars! The pick up process was excellent and exceeded our expectations. I love that Balise provided someone to talk us through the features of our vehicle before just letting us drive off to figure it out on our own. Nate was fantastic in doing this. Very calm and thorough. I did not feel rushed. He got my phone connected with apple play, which is super cool! He showed me how all that stuff worked and he answered all of my questions. I love that if I have any future questions about the car or the technology that I can check in without feeling like I am bothering someone. Good vibes!! 5 stars! I love the new car. My first ever new car purchase at age 53 and am super psyched to have joined the Balise Toyota family!! Thank you for your commitment to good service, it shines through in your employees! Dawn Premo

I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).

Great Experience. Very attentive, quick responses to questions, no surprises. A pleasure to deal with and would buy from again.

I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.