Used Jeep Grand Cherokee for sale near Southold, NY under $50,000

What can be a grueling ordeal was anything but! Had the best experience buying my new Challenger at Branhaven! Michael was awesome and I drove away extremely happy! Highest recommendations!!

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.

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.

It was a pleasure working with Chris. He was on point and very professional throughout the entire process. Would highly recommend him and Shoreline

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 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.

I had THE best experience at Carmax...the salespeople were non-pressuring, helpful and just amazing (especially Daniel!). They went out of their way to make every step comfortable and unpainful. I will most definitely go there when I need to buy my daughter a car and when I need to upgrade in a few years!

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 just wanted to say a few words regarding this dealer.. I had such an unexpected pleasant experience. Thank you! I love my new Dart!!! John

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.

I have been coming to this dealership for some time now, sometimes for scheduled visits, sometimes for surprise visits like this last week when my check engine light came on. Jeremy and Gary worked with the technician to get my vehicle right in to find out we had a sensor go bad. The sensor was replaced and I was on the road in under 2hrs. So thankful they are there.

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 !

This past October, I purchased a 2013 F-150 from the Otis Ford used car department. I was satisfied with my purchase until after two months and thirty-one hundred miles, I noticed excessive, uneven wear on the front tires. My initial impression was the camber was out of tolerance; however, upon professional evaluation it was toe that was out of adjustment. It was my hope that Otis Ford would stand behind their product and realign the front end, and I would deal with the tires. Hours after leaving Otis Ford I read the repair order/ receipt of work performed and came to realize that the service director authorized the replacement of both front tires. This was well beyond my expectations. This was my first purchase from Otis Ford which was a laid back, easy going, experi ence; not at all aggressive and pushy which has been my experience elsewhere. I will recommend Otis Ford to everyone; This is a stand up company, with a professional staff. I cannot thank them enough nor can I give them enough stars for their exemplary 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.

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.

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.

Jacob, Sean and the team made me feel like my business was the most important thing they were working on and the finance guy, John was very efficient and explained everything perfectly. Would definitely recommend them for the selection and the buying experience

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!

We were selling a vehicle. Staff contacted us to give us a link to provide all info for the car we wanted to sell. They gave us an excellent price. ( as evidenced. By kelly blue book ) When bringing car to dealership in East Haven - staff had gloves and masks on. They came outside for paperwork. They were organized. Social distancing followed. We are very please with our experience.

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.

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!

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.

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

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.

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

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.

Overall, a good honest dealership. I had a predefined monthly spending limit and Josh worked his magic and got me the monthly payment to meet that number. His can-do attitude made this deal happen and got us the car. The finance manager Alex was also a pleasure to work with and made our car buying experience much less painful that I have experienced in past years with other dealers. There is no pressure from the sales team to buy and were up front with everything. No hidden agenda. I would recommend buying new or used vehicles from this dealer without hesitation and for that I’m giving them 5 out of 5 stars.

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).

Sam was awesome, other saff are awesome too ,,very informative, and helpful to meet my needs

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.