Used Jeep Grand Cherokee for sale near Ridgefield, CT under $1,000,000

I submitted an internet inquiry overnight, and as soon as they opened, Ephraim Senteio promptly reached out to me. I was very upfront about my busy schedule running multiple businesses and mentioned that I didn’t have time for window shopping. Ephraim completely respected that and connected me with Client Advisor Sam Al-Hajjaj, who was absolutely phenomenal. Sam worked efficiently to provide great pricing and handled my trade-in with care, making the entire process seamless. Jake DeMattia from the Genius Center was incredibly helpful, ensuring I had all the information I needed about my new car. Danny Rodriguez in finance was both friendly and efficient, making the final steps of the purchase smooth and stress-free. I purchased an X5, and I couldn’t be happier. 5 stars! My only feedback, as someone who frequently purchases high-end vehicles (Range Rover, Aston Martin, Acura, etc.), is that the dealership can get very busy and you can tell the staff was overwhelm, I think some technology could help them because people would get lost in the waiting room like we did :). This is understandable, especially on a weekend and the last day of the month—partly my timing. Overall, I look forward to building a long-term relationship with this amazing team. After almost 10 years, I’m thrilled to have a BMW back in my garage. Highly recommended!

What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.

Jeff Sharif was a pleasure to deal with. Sales process was very easy and Jeff assured I was in the vehicle of my choice.

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.

Great experience! Veronica was excellent to work with and a great help as well as very knowledgeable!!

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 !

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 😉

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.

Well just a quick note on Rockland Chrysler Dodge Jeep Ram used car department. My experience with JR was a pleasure even though I didn’t purchase the used vehicle because of the size which JR was very understanding. The potential vehicle was being service and JR went above and to let me see it any since I was all ready there which I felt was great . He also recommended other options for me to consider without pressure tactics which I appreciate. I would highly recommend him as a sales person 100% .

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.

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!

Pete P. was great! Pete helped us purchase certified preowned Toyota Highlander! Great customer service from start to finish. Casey handled the sale paperwork, seamless. It was a pleasure to do business with Greentree Toyota. The entire staff receptionist to sales exceptional! Be sure you ask for Pete.

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.

Great people dealer solved all problems would use again if you need car this isvthevplace

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!!

Fabulous experience Jim the general manager was fantastic with us he was a pleasure to work with. I will recommend to everyone I know to go c him for there next 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.

Always great customer service and great communication! They go the extra mall to get the job done.

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.

I was shopping for my first Jeep and visited several dealerships before Meadowland of Carmel was recommended to me. Since it wasn’t local, I didn’t check it out right away—but as I neared the end of my search, I reached out, and I’m so glad I did! The customer service I received was outstanding—far better than anywhere else. We handled everything through email and phone, and within a week, I was picking up my new Jeep. The entire team—Ken (General Manager), Aaron (Salesperson), and Tim (Finance Manager)—made the process seamless. Every question was answered, and I had zero concerns walking into the dealership. I expected to spend three to four hours there, like at every other dealership I’ve visited, but I was in and out in just 20 minutes. Truly impressive! I highly recommend this team to anyone looking for a Jeep. It was absolutely worth the drive and my time. Thank you to Ken, Aaron, Tim, and everyone at Meadowland of Carmel for making this one of the easiest, smoothest, and most enjoyable car-buying experiences I’ve ever had!

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

I had a really great experience working with Michael Rose when I bought my 2021 Mach-E. He was super communicative, answered all my calls, replied fast to texts, and even got back to me on his days off. At first I honestly just came in to test drive a Mach-E and wasn’t planning on buying anything, but Michael was very honest and trustworthy and ended up helping me find a Mach-E that fit exactly what I needed and stayed within my budget. He never pressured me at all. The paperwork process was really smooth and easy. What I liked most was how Michael treated me like a friend during the whole process. He’s really funny, easy to talk to, and it never felt awkward or salesy. He even came in on his day off just to get the deal done a day earlier than scheduled because of snow, which I really appreciated. Even after I bought the car, he kept checking in to see how everything was going. When my tire pressure was a little off because of the cold, he helped get it taken care of super fast and was very flexible. This isn’t one of those dealerships where you never hear from the salesperson again. It was a pleasure doing business here and I honestly don’t see myself using another salesman in New York. I recommend Michael to everyone.

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 still can’t believe it. They saw our situation, never made us feel small, and worked magic to put us in the perfect family car. The guys were so patient with our million questions and were super fast. We love you guys!! Best place ever!!!

Purchased a 2022 Altima from Sergio. The experience was the best I've had shopping for a car. The whole team was very professional and courteous.

New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.

Service department is great My car was serviced and finished when promised Smooth process from start to finish And speaking of finish, they did a great job on cleaning my car

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).

Had a great experience at this dealership. Immediately greeted by Tom. Met with Scott Marsh about buying a used sedan vehicle. Mejd N also helped. We would be trading in 2 older vehicles. Everything was quickly taken care of. In a day was the owner of a beautiful 2023 Sentra. Staff were wonderful. Would recommend to anyone needing or wanting a vehicle. This is my third Nissan 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.

Bought my 2017 Overland 2WD preowned with 74k miles. It’s now Feb of 2024 my Jeep’s got 135k on the odometer and I’ve never once had an issue. I occasionally get car fever, start looking at cars online, but the second I jump behind the wheel of my Grand Cherokee I smile and decide to keep it for a little longer. I still love the look, it’s super comfortable, has plenty of power, all the bells and whistles I want (and beyond), and I love the fact not every single thing is touch screen as most modern vehicles. I love I can turn up the volume, operate the AC and many features with good ‘ole KNOBS without taking my eyes off the road.

Amazing experience with both the salesman (Vic) and finance department. Vic was amazing. Courteous, helpful, absolutely no pressure or “up-sales”. Entire process took less than three hours. Highly recommend. Seamless experience. Thanks again Vic.

Great!! Arnold Polanco was the shizz!! Easy transaction with no hassles pressure to buy or lease. Highly recommend!

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

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.

Besides the hefty amount of recalls in the first year, overall has been the best Jeep I’ve owned. Super comfortable, very reliable in weather conditions. Can sit in it for 6+ hours a day without my back hurting (I have a rod in my back). Traded a hellcat for more comfort. It was worth it. Probably best adult decision I’ve made. Does pretty well on gas. (3.6L) I get about 584 range, sometimes 598 depending on how traffic is. However the interior could have been constructed of better materials. (Steering wheel stitching came lose but covered under warranty). Had it since end of March 23 with 25k miles already. No huge issues, never had to worry about screen issues (like what I’ve heard about 21-22 models). I would recommend this vehicle to anyone who is looking for an upgrade from previous body style GC, bigger suv with legroom, and enjoyable drive. I test drove a RAV4, CR-V. Ended up buying a 23 Jeep. Most vehicles in the market don’t have the technology the Jeep has. Toyota is a few years behind (& the road noise is unbearable), CR-V doesn’t have enough pep in its step ( Also the interior gives off impoverished/ barely any enjoyable features and buttons. Jeep is perfect. I love how a lot of options are in the screen but also below the screen. Not too cluttered.