Used Jeep Grand Cherokee for sale near Middle Island, NY under $249,963

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.

One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!

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.

I bought a Cadillac CTS2013 the staff was great and my car is beautiful I love it .I would recommend this dealership to my friends

I already owned this vehicle when I took it in for service. But. I love the vehicle. I haven't had any major problems with my Jeep Summit

Best used car purchase experience I have ever dealt with. They were patient, helpful and did everything to make sure I was comfortable with my purchase! Highly recommend Dan and team

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.

Great customer service Paul and Rich get you the car you want guaranteed and good condition

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.

I had a great experience getting a truck from this dealer a wonderful group of people working hard They make you feel like family I highly recommend them

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.

Salesman was exceptionally helpful. I was dealing from out of state and he went the extra mile to meet my needs. I’d deal with Jayware any time.

My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.

I have not bought a used car in 22 years as I have never had luck with older cars. I was driving by M&A and saw a vehicle that peaked my interest. I went in expecting the worst and instead I got a great experience. Even better than leasing a new car. Keeya was upfront and fair. He even helped me arrange for the Jeep to get inspected at my local mechanic. Before I lease another vehicle, I will be checking out M&A.....

This vehicle met all of my needs. Excellent handling in the snow with the Snow setting. It’s a great car to drive in the summer as well. Dual sunroof and cooled seats.

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.

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.

Purchased a Honda Accord today. No hidden fees and no extras. Very smooth process and Brian was super knowledgeable.

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 walked in and met with Jerry he was very transparent and upfront about everything. I did not purchase a the vehicle I wanted simply because the a few factors mainly price and trade in value. I would say it was one of the most respectful interactions I’ve had at a dealership I didn’t feel pressured for anything or feel like they weren’t honest with me. I would definitely recommend this dealer for someone who wants up front pricing and transparency. Just because I did not get to purchase a vehicle from them does not remove a star I understand their part being a business at the end of the day

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.

THANK YOU Oliver and Sandy helped me find exactly what I was looking for. great help and very professional. will recommend my family. Thank you!

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.

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

I bought mine ( 04 overland) w/ 250k miles on it, in great condition. Owner had carfax for both his big diesel pusher and matching Jeep - it was towed the majority of its travels. It’s record of maintenance matched by almost half of motor homes service records. it has never had a single issue other than standard maintenance- I jokingly said ‘I’d drive it till it dies”. And. It looks like I’ll be doing just that- I think about it’s not so good ‘gas Guzzling’. But it’s a second vehicle, fits my grandkids,tows most of our toys and is comfortable and sure beats being stuck with 💰

Folks were very nice. Just did not find the right car there. Test drove a couple cars but none worked out for what I was looking for.

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

Great inventory, personable sales team, and knowledgeable service department.

Love my jeep. They have come a long way baby!! I am now a Jeep girl for life and recommend them highly. No matter the weather my Grand Cherokee gets me there in comfort and safety.

Wow what a complete difference in professional service from Generation GMC in Sayville compared from King O'Rourke in Smithtown. Service department is amazing. They send you a video from the mechanic going over all the concerns that you have any what they found. I was constantly being told my oul leak was a seel. Thanks to Generation GMC they took the time to find the real cause and it's going to take a week to fix. Thank God had the issues at King O'Rourke otherwise I wouldn't have found an amazing dealership. Especially Thanks to Maria for keeping me updated.

Nice hellcat red eye jeep Chrysler ram good drive suspension engine and supercharger. Great exhaust 6 seconds on track and review 5 star safety rating

Returned a lease and leased a new Jeep Wrangler with ease. The process was seamless. Would recommend this dealership for all your car needs.

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 shopping for a truck and went to several larger dealerships who all were playing games. A friend recommended Novak. The showroom was super clean as so was the vehicle I was looking at. My salesman was upfront and not pushy at all. What you see is what you get . They gave a fair deal on my trade and I was in and out in a couple of hours. I will definitely be coming back when shopping for a car for my son.

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.