Used Jeep Grand Cherokee for sale near Bridgeport, CT under $899,990

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 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.

I was looking for a change for a lease and choose to go with a Jeep Renegade. The first dealership I visited was Milford Auto Group and they took excellent care of me, exceeding my expectations. My salesman, Mark Setaro went above and beyond to get me an extraordinary deal on a loaded Renegade, even though my intention was to go with a base model, they made a great deal possible for my means and for that I am very grateful. I look forward to building a relationship with this dealership. very good feeling all around. Thank you again! ~mike

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.

First I must apologize to Andy for the first review second I must say he is standing behind the vehicle he sold me yes it does have an antifreeze leak and he will take care of it .I didn't realize that a review was put up on my behalf so yes I would recommend his dealship and I spoke to him yesterday and the car will be on its way to his shop for repair

Bought a 2010 Jeep Grand Cherokee 6 cylinder. One owner , very clean, well maintained at 91,000 miles. This Jeep drives better than some of the newest suvs I have driven. Previously owed a 2011 with a hemi that I drove til about 220,000 and it was one repair after another. I think the 2010 is much more reliable as long as you maintain it.

I had a great experience doing business with Andy , bought a very clean low mileage jeep for my son , very fair price , Andy is very confident with the cars he sells and speaks to you very firmly and bluntly and with confidence , He tells you as it is and doesn't sweet talk you to buy a car from him , and leaves it up to you if you want to make a purchase , some people might think that he doesn't want to sell cars to them or he is being disrespectful or he doesn't care , but in fact I love his way of running his business , very honest and right to the point. All of his cars are in immaculate condition , and his dealership is impeccable , If you are in the market of buying a used car , give them a shout , you won't be disappointed .

This is the first keep I have owned. So far I am not disappointed. Performance and comfort is good. Perfect for my pup and I.

Great car dealership! John helped me locate the Mercedes that I wanted with a premium 3 package. The car is exactly what I wanted at a very fair price. They also got me a very competitive car loan at a great rate! When I picked up the car it was beautifully detailed and although the car is a 2018 it looks like it came off the showroom floor and drives that way too

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 used car from Jayware cars was the easiest and best experience I ever had buying a used car. I bought a few cars from them and they’ve always given me the best price and the best service. I recommend highly.

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.

Buying a vehicle from Jayware was the smoothest transaction that I have ever encountered. No dealer fees, no hidden costs, just straight forward pricing. Awesome job they did.

2017 GC Limited 4WD. Bought it 3 years ago with 53k miles and now approaching 108k miles. When we bought it, we went to fill the tank for the first time and the gas pump kept shutting off. Turns out there was a known issue with the fuel filler neck assembly. The selling dealer replaced it under warranty and we literally didn't have another issue until 100k miles. At 100k miles took it in for new spark plugs, which is normal maintenance, and found the radiator leaking. The new radiator was not cheap. Have not had any other issues, just replaced the factory original brakes, they made it almost to 108k! We live in Minnesota and this vehicle is an absolute beast in the snow. Put it in snow mode and it is very stable and feels unstoppable. It is a comfortable long distance cruiser and gets decent mileage on the highway, between 24-27mpg. The UConnect system is very easy to use, and the nav is pretty good, but the whole system operates quite slowly. That's a minor complaint I think. Overall we are pretty happy with our WK2.

I sold a pickup truck to AR Motorsport through Anthony. He was exceptionally nice and easy to deal with. He did not put pressure on me and made me feel very comfortable. Anthony treated me very well and offered a fair price. He was also kind enough to offer me an Uber ride home. Thank you Anthony!

Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well

Today, purchased the 2013 Nissan Juke, 112,600 mile for $9,995 today. It will be ready Wednesday or Thursday this coming week. My sales person Amy was excellent. She knew I had a firm budget (retired) and she found two great vehicles to test. The Jeep I could have taken home today with less milage... a little older, however, Jeep mph versus the Juke..., Nissan won even with higher mileage. So far, I'm "a HAPPY CAMPER"! I can't foresee any problems from now until pick-up. So, I'd say, if you need a reliable used car, Amy is knowledgeable and, in spite of the packed waiting room with eager customers, we were never abandoned. Note; yes, the sales people had to multi-task at times. Understand, at these reduced prices, compared to any dealerships for used cars... Patience, just a little patience - and you'll be treated right too. All the best to customers in need of a new used 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 sister and I Purchased two Rouges from Bruce Bennett Nissan. Tania Barros, our salesperson went above and beyond to meet our expectations. She was knowledgeable and attentive during the entire sales process even though we drove her crazy!!

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).

I hate car shopping! I have to say that Bruce Bennett's staff, especially Maya & Jerimiah, made the experience as enjoyable as possible. They valued my time and what was important to me. I was hit by a car and couldn't work for 7 months so my credit was less than good, and they went the extra mile to ensure I got what I needed at a price I could afford. I will be back to visit my new friends @ Bruce Bennett!

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.

Salespersons were very professional and very helpful. They did a great job and would return

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.

My salesman Bernie makes car buying easy. He’s very knowledgeable and a credit to the dealership. Celine the finance person is very good and also a credit to the dealership. I will have no problem recommending Blasius !

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.

I had a very good experience with Dione He was very helpful and answered my questions within minutes. Car was given to us with a full tank of gas and it was an overall positive experience

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!

Jim was very good in handling my issue with my ford Bronco Sport. He explained the issues thoroughly.

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.

Will and John made buying process a pleasure. All of my concerns were answered and taken care of.

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!!

Great experience took the ferry over from CT the dealership was about 30 min from ferry my sales rep Mercy was amazing! Most all of the paperwork was taken care of b4 I got there. Everything went smooth & was back on the ferry in my new ride ( audi S8) in a few hrs. Highly recommend Lemans and their exceptional staff to score your next vehicle. I’ll b back for my next score definitely. Thanks Ron

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.

They responded quickly to an inquiry but the car was more than I wanted to spend

Bought my 2010 JCG Laredo (2WD, 6cyl) in Dec 2009. Low 83k mileage (thanks to work at home) and high years. Still driving it in April 2023 (13+years), and plan to keep it as long as it remains as reliable as it has been. Did all the recommended maintenance, oil changes every 5k miles, ATF, Power steering, Coolant, Differential fluids at the recommended intervals. Never any leaks. This SUV has been more reliable, with less maintenance cost than my 2 previous Japanese cars, which I drove over 11 years each. Don't need 4WD (central NC), 2WD drives confidently in the worst rainstorms- sits up high. Michelin LTX M/S tires make it ride smooth. Only non-routine issue was a window regulator at about 6 yrs, and replaced the wiper interior stalk at 12 years. Otherwise this has been a steady, confident, super reliable ride. Paint is still glossy even though it is not garaged (have it detailed 1-2x a year). Much better paint than the Toyota and Mazda I had. 2010 was a really good year for the JGC, more reliable than the post 2011 redesign. I wish they still made cars to last. Too much plastic in the engine compartments these days, glitchy electronics. This 2010 was low tech, but that's fine because I loved the SXM radio with good sound and quiet cabin, and use my phone (audio) for directions.. Don't need car connect. We'll see if she goes to 20 years.

Love looking at the dealerships and their cars they have to offer They are very clean highly recommended by my friends

I bought my Jeep Grand Cherokee limited in 2018 I love jeeps this is my 3rd one it is now 2022 the only problems I have really encountered with the car are mostly run of the mill the water pump went out which is normal and I had a starter go out which is also a normal for a vehicle with a 100,000 plus miles The only problem I had that kind of sucked was the transmission speed sensor when out when me and my girlfriend were on vacation in Michigan The car will go into safe mode which only allows you to go about 27 miles an hour, I would caution anybody that would be buying one for Winter driving that these cars drive so nice in the Winter that you can get overconfident and drive too fast because they handle excellent in the snow My basic philosophy is drive it like it's only 2 wheel drive One other issue I have recently had is that I have a check engine light on I read the code on it and it says that a temperature in variance was detected I am thinking about getting a different car as the different car as this car has now 201,000 miles on it I may get another Jeep I'm not sure I'm looking the other sensor that has triggered is electronic throttle control the car is not behaving funny it's not overheating so I'm not really going to worry about it