Used Jeep cars for sale near Heritage Village, CT under $50,000

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!

Nicole Pace was very professional, pleasant, returned calls promptly and the overall experience was great. We felt valued and got a very fair deal.

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.

I just purchase a Jeep Compass Gregory was my sale representative. Gregory went above & beyond to help me. He went over the entire car from top to bottom! AWESOME!!!***** One other thing I came in when the shop was about to close and he still help me.

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.

Lou was my salesperson and he was super communicative, explaining and re-explaining when he seemed to feel it was needed. No surprises along the way, I was able to test drive the van as much or as long as I wanted, have a mechanic come by to inspect it and they washed it and added a full tank of gas on pickup day. They had done some quality servicing to the vehicle as well before pickup day. Lou mentioned early on that he wasn't paid on a commission basis, which was a good detail for me to know. In the end, all the numbers were the same from the beginning to end, no "uh oh" moments and it was a super fast experience on pickup day - probably the fastest ever for me to get the keys and drive a new (to me) vehicle home. I will look to use them again if possible in the next year or so. Highly recommend.

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.

We are happy with the staff and clean environment. Lucas and Rob was really helpful with the purchase.

I love my jeep Sahara I put a 2in lift in it and 20 in rims with 35 in wide tires , I took it on a 5000 mile road trip it did great on the highway and over the mountains of Colorado I hit a lot of snow and rain on the trip to the west coast and back to Oklahoma I loved the drive it does not drive like a sport car but better then my work truck does , for the whole trip I avg 20 miles to the gal even with the over size tires on it and the off road is just what you think a jeep would be , if you want a good on and off road then I say this is a good jeep for you

Wow! What a great experience! Thank you to Kaden Culver and the whole Schaller Honda sales team. From the first meeting to the close of my brand new 2025 Honda Pilot Trail Sport. Well done Kaden

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.

Luke is Best in Class! Over the years, I’ve dealt with many service departments—including Jaguar, BMW, Porsche, and several Jeep dealerships. After a recent experience, I can confidently say that Luke stands out among them. Few service advisors match his attention to detail and, more importantly, his genuine attention to the customer—me! My congratulations to Milford Auto Group for having such a talented professional as part of their team. - Juan F.

I purchased a special ordered Jeep Wrangler RubiconX with the 3.6 engine from our local Dealership! When I first drove this this vehicle I knew it may be rough riding, but after having this for for over 6 months it now is our main vehicle for getting around town. I get 17.1-18.3mpg. It's a 4dr and we enjoy it every day for shopping and other chores. We had it on the main highway and do between 65 and 70mph. It handles great and the ride is actually pretty good. Has great passing power as it has 4:56 gearing! We just recently took our vehicle to Keene Dodge/Jeep to have the tires rotated and were very impressed with the service and the entire staff as they treated us very special.

Pete and Kasey are very skilled and competent and got me the best deal! I am very happy with my purchase, thank you so very much!!!

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.

I had an outstanding experience purchasing my Cadillac Lyriq from Blasius Cadillac. Despite having researched the vehicle extensively through YouTube videos, sales representative Rich Noble took the time to thoroughly explain every detail during my test drive, ensuring I fully understood all the features. When I arrived late due to travel delays from Boston and a previous dealership appointment, the team was incredibly accommodating and flexible with my schedule. The pricing process was refreshingly transparent—we negotiated the complete out-the-door price entirely through email with no hidden fees or last-minute surprises. Most impressively, they coordinated with the Massachusetts RMV and delivered my vehicle directly to my home with plates and registration paperwork already completed, saving me an additional trip back to the dealership. Blasius Cadillac demonstrated professionalism, transparency, and genuine customer care throughout the entire process. Highly recommended!

Purchased as a retirement gift. Met or exceeded all my expectations. The 2021 Islander has the 4cylinder turbo engine and is smooth at all applications.

Very good car buying experience; no high pressure with competitive pricing. Anthony the salesperson was courteous and responsive to all our questions.

I love my new car! Great look, and drives awesome. Very reliable, and plan to keep it forever. Plan to get more Jeep’s in the future.

Nazario was a wonderful salesman very helpful and cooperative! Very informative and knowledgeable! He did a wonderful job with helping me and assisting no pressure at all

Runs smooth. Very comfortable. Always loved the Jeep brand so this was a natural upgrade. Love the options too. The adaptive cruise control is amazing.

Todd was our salesman. Our car buying experience was handled very professionally and with great care. Todd did not rush us through the process. He was very prompt while we tested the vehicles. His manager closed the deal and showed the same level of care. We will definitely return with our family on future car purchases.

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 !

buying a car there was a very smooth process. My sales rep was very knowledgeable and professional. i was absolutely impressed with the service i received. will recommend them for sure

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.

It was great experience buying car here today at key hyundai milford. We received the best customer service highly recommended!!!

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).

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!!

Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.

Glen great salesman very helpful highly recommend.5 stars good selection of vehicles .come down get yourself a whip

This car has everything we need and more. 4x4, looks, performance, can be towed behind an RV. Includes sun roof, rear camera, safety braking, more. Rides great.

Purchasing my Jeep Renegade at Executive Dodge Jeep was truly a great experience. Everyone was super friendly and helpful. My salesperson, Courtney Castelli, is very knowledgeable and was able to answer all my questions. I would definitely recommend making Executive Dodge Jeep your first place to look and purchase a vehicle.

bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.

Our salesman, Ali, and other members of the staff were all knowledgeable, helpful and professional. We are very happy with our new Grand Cherokee Limited.

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!

The car buying process can be hassled and stressful, but I had the most pleasant and happy experience dealing with the team at Bridgeport BMW. If you’re looking for a prioritized experience vs predatory experience, then it is worth giving Bridgeport BMW your time and your business. Big thanks to Zashley, Paul and Charles, I appreciate your time, patience and accessibility. WJ

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.

The service and sales department provides excellent support. The management team has done an outstanding job training their employees in customer service, creating a positive environment for both customers and team members

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.