Used Jeep Grand Cherokee for sale near Cheshire Village, 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.

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.

on 3/3/2021All of what my Used Land Range Rover needed was performed with Great precision I would have damage my vehicle if the facility system were not functioning appropriately . I found out upon entering the facility that my car needed a alignment both front and back, And the service director Michael Laurie and Paul Cardoso did a wonderful Job with seeing that safety and customer satisfaction with regards to the service requested I'm Very HAPPY!

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.

Luiz was my salesman. He was very personable, knowledgeable and made the overall experience easy and stress free

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.

Truly a great staff and sales team. The vehicle was just as listed and even felt comfortable during whole process from reviewing to purchasing. The work environment and atmosphere really helped the cause. The team was spot on and I would purchase/lease/recommend in a heart beat.

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.

OUTSTANDING! Amazing service for an out of state customer GA to RI Needed help quick, fast and in a hurry. On time and complete. Thankyou!

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 !

Great dealer. No hassle. In my new vehicle the same day. Smooth transaction. Very happy with whole experience.

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

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.

Josh and Marcus made everything very easy and were extremely helpful while helping me find a truck. They made the whole process simple and smooth. i would highly recommend going to Roberts Dodge for your next vehicle.

Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles

Came in to Robert’s Chrysler Dodge, after the fiasco of another local dodge dealer. Met with Josh, who made the selection process very easy, and understood my issue with finishing off my old lease, and the issue with the other dealer. When the time came to buy, it was one of the easiest processes I ever had. Josh went out of his way to find all the incentives, and give me the best deal, and finance. I have my new dream car, I am overly ecstatic by the experience. I will never go anywhere else, than Robert’s Chrysler Dodge! They make you feel like family.

This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!

Been buying vehicles there since 1990 Likely 5 or 6 Always the best deals Always the best service Don't think I'll ever go anywhere else Purchased both new and preowned

My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.

From start to finish a 5 star experience leasing a new Velar from Land Rover Hartford. Thanks to Sean, I’ve never felt more comfortable and confident with a sales process. It was actually fun. Also want to thank Brian, who made my virtual experience the best I’ve encountered from any dealer.

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!

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

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!!

Had a great buying experience here at terryville chevy. My salesman Peter was great and very knowledgeable. I highly recommend going here!

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.

Donald Jones from Crowley Chrysler Jeep Dodge Ram did a great job helping me throughout the buying process...no hassle, just hustle!

Second lease on a Grand Cherokee. Different than my 2021 in many ways. The all wheel drive makes the steering more sensitive. Tricky parking brake and much smaller layout of gauges in dash. No Sirius satilitte radio. Seats are harder. Overall better than the 2021.

Went in to look for a used car. Salesman was not pushy. Found what I was looking for and immediately walked us out to the car and offered a demo ride. Also offered to get another one I was potentially looking at shipped to local dealer for my review. I did not purchase from them but based on my experience I will definitly go back in the future.

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.

We bought a 2019 Dodge Ram from this dealership and I can’t find the words to express how great they all were. Nobody chased us around the lot and there was no pushing us to buy. I highly reccomend purchasing from them. I won’t hesitate to buy from them again.

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!

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.

I bought a brand new Ram 1500 Warlock from a different dealership 3 weeks ago and the check engine light came on. After being shooed away and essentially given a “not our problem” response, Robert’s welcomed me with open arms. I cannot remember her name, but the service woman was fantastic. She told me they could do a quick diagnostic test even though they didn’t have any service openings. The problem was identified as a simple EVAP leak and She told me that it was a quick 15 minute fix and they’ll take care of it. This is ALL I wanted from my other dealership. Robert’s just gained a new customer in the future for this superb service.

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.

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

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.

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 !