Used Jeep Grand Cherokee Overland for sale near Old Greenwich, CT

Thank you Anthony, Ray, Romina, Cassandra, and the staff at Stream Auto Outlet Amity! Thank you for treating me very well, and helping me get a great deal on my 2008 Jeep Grand Cherokee Laredo. I highly recommend Stream Auto Outlet Amity when looking for a used car.

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 can't describe it enough how good they are... I just had a bankruptcy and every dealership denied me or ask for ridiculous amount of down payment. David was able to put me in a car with low down payment. Once again thank you so much.

Bought one for my son for college. Had 108K, now as 190K. Can't complaint. Safe, reliable and very comfortable. Did have to replace the oil cooler assembly, but that's a given on a 3.6. Other than that, tires, brake pads, the usual. It's been a winner.

This place is amazing! They didn’t have the Jeep I saw online, but they have an arsenal of Jeeps each one better than the next. Went there for a Jeep (WJ) Limited, drove home with a (WJ) Overland! Rarest of the rare. Highly recommend, staff are straight shooters and very accommodating. Excellent service!

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.

Great dealership. Bought a used grand Cherokee. Very helpful when it comes to finding a car for your budget. Great people, very friendly. Would recommend 100%.

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.

Marvin and Abdullah were very helpful today, gave us a great car at an amazing price. Pictures matched what the car was, ran great like they said. They are not time wasters, we had a 2 hr drive from CT and they told us multiple times this place was legit, this car was legit, and they would not pull any bullcrap and they did not disappoint! I would come here again and recommend others to come here. They are very understanding of scheduling appointments with time issues, traffic, etc.

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!

I brought a 2019 Mitsubishi Mirage ES back in 2019 from Jason. The car will finally be paid up by October 2024. This car has never had an issue. Probably 5 flat tires in a 5 year span. I would definitely shop here again. I was in and out, even with poor credit. They work with you.

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.

Service was excellent! Not only was my rep. Abdullah was of GREAT help, but he’s also EYE CANDY! Would definitely recommend! Thank you guys so much!

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.

Buying a new car can be a stressful experience. Some salespeople can be overly aggressive, which makes the process even more difficult. Even purchasing a used car can feel nerve-racking, as pushy sales tactics are common in both situations. My daughter has always dreamed of owning a Jeep, so we decided to make that dream a reality as part of her birthday and graduation gift—something practical for her to commute to college. We visited several dealerships during our search, including Auto Expo, which we returned to at least three times. Each time, the staff was polite, helpful, and—most importantly—never pushy. They took the time to explain what to look for in a Jeep and which model years to avoid. Sometimes, you just know when you’ve found the right one. We spoke with Don, who offered us a very fair price right away—something I appreciated after having done plenty of comparison shopping. He guided us through the financing process and helped us secure a warranty, making everything smooth and stress-free. Don came across as genuinely trustworthy, and I wouldn’t hesitate to recommend both him and Auto Expo to anyone looking for a car

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

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.

Spoke to your dealer Derek B he was incredibly helpful and and was a huge help in making this process easier than I thought I would highly recommend him.Great experience buying a new vehicle from Derek B

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.

Not that I doubted Brett Saslow but Smith Haven is "The Real Deal" My family has now purchased 5 vehicles from his dealership and we are never, ever disappointed! I was there Friday for a "Free" inspection on my Jeep and as usual I was greeted with a smile by the attendant who was kind, caring & professional. One of the clerks was so kind to these 2 cousins who were with their Grandmother. She gave them papers to color on and her high lighters. That set the tone for all of us in the waiting room. We all talked with one another instead of being glued to our cell phones! The people I met that day, employees and the customers were "Top Notch"! I highly recommend Smith Haven Jeep Ram! Job well done everyone! David Beattie of Blue Point

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.

Best service hands down. Got my moms approved, finally hitting the road with the car I wanted. They cool people too. Salute!

This car has met my needs and want's. Looking forward to comfort and reliability. Once again Lonnie there was no pressure in the buying process. Thank you all at Miller Motor's

My whole family has gone to Brewster Subaru for our leases (Mom, Dad, brother and myself) for years now. I have also gone there for my repairs and any service needed and they are extremely helpful, have never felt like they are "getting one over on me" or over charging for anything. I highly recommend Mitch to anyone looking to buy/lease a vehicle and Zach for any service needs.

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.

Great experience and service!! Prior to pickup everything was explained and verified in order to have a seamless delivery experience. Sharon was great at going over everything and Mike took it home with no hiccups. Definitely great customer service and experience!! Would recommend and buy another vehicle!

I have that car and I’m happy with it. Yes it have some problems, need some care, you can just go to speedway and fuel up it would be your last fuel up with diesel on speedway. To previous review: I bought the car with 185000 miles. After I fuel up at speedway 😁, I sen car to dealership. They replace entire emission system with brand new. No problems after that. Just fuel up at good stations, I prefer Sheetz or BP or shell. About $300 oil changes: I do my oil changes by my self: 2, 5 quart oil canisters and $25 filter and it’s don for $75. I change oil every 5k miles. About fuel filters: I do it by myself too. So 2 filters on Amazon for $17-25 and you have done it for $35-50. I change them every 20k miles.