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

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.

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 will forever go here, the service is amazing and staff treat me and my car so well! Highly recommend!

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.

We recently purchased a Cadillac and worked with Victor during the process. He made the entire experience seamless and stress-free! Victor was professional, knowledgeable, and incredibly efficient. He had everything ready for us, and we were in and out faster than we expected. It's clear he values his customers time and ensures they get exactly what they need. Highly recommend working with Victor if you're in the market for a new vehicle.

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.

Very good people no problem i buy 2 car good service. Rodrigo help me with finance and insurance

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.

Appreciate your time and service! Bought a car few weeks back for very good price. Thank you Kbb

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.

If you’re looking for a group of honest guys and a clean car, look no further. Jerry and Jeff went out of there way to take care of me, and their cars are super clean and well kept. Would highly recommend Power Motor Group, they’re professional, honest, and nice guys. Would buy another car from them.

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.

Their service department is first rate led by Marco. I’d never trust them to buy a car again from them but I bring my car for service all the time!

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!

Service rep was very attentive as I described the issue with my Q8. Car was given a multi point inspection and washed. Fault was cleared and everything looks good.

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!

George and the whole staff were amazing!!! So easy to deal with and the tutorial with T was amazing. All details were handled by the dealer and experince was wonderful.

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 !

Went into Bayside this weekend for my third Jeep from them. I got exactly what I wanted. Great sales team. Their service department needs some work but overall a great place.

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.

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.

Perfect transaction no issues, this dealership is my family’s first choice now. Fast service friendly staff and very nice show room, thank you port Jeff dodge!

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 experience overall! Seller was very quick and answered all my questions quickly and clearly. Communication was smooth and professional! Very easy to negotiate with. Would definitely recommend to others!

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.

Martin was a wonderful informative and extremely professional sales rep I really had a good buy and very pleased with our purchase Martin made it nice and smooth process

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

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!

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 had a great experience doing business with Andy , bought a very clean low mileage jeep for my son , very fair price , Andy is very confident with the cars he sells and speaks to you very firmly and bluntly and with confidence , He tells you as it is and doesn't sweet talk you to buy a car from him , and leaves it up to you if you want to make a purchase , some people might think that he doesn't want to sell cars to them or he is being disrespectful or he doesn't care , but in fact I love his way of running his business , very honest and right to the point. All of his cars are in immaculate condition , and his dealership is impeccable , If you are in the market of buying a used car , give them a shout , you won't be disappointed .

This is the first keep I have owned. So far I am not disappointed. Performance and comfort is good. Perfect for my pup and I.

Found the exact truck I was looking for called Security Dodge to make sure it was available and off I went to the easiest car buying experience I've ever had. Everyone I met at the dealer was extremely helpful and guided me into the seat of my new truck.Special thanks to Elvis my salesman,love my truck!

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).

I can't thank the team enough for their excellent service. The low finance rates were the cherry on top, making my purchase even more delightful.

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.

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%.

Very friendly staff . Not bad prices Would recommend to friends to come here and check out the inventory Thank you again Moe for the great service

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

Love the vehicle Very clean and well-maintained excellent history Love the air suspension the jeep Overland Grand Cherokee is a great vehicle Would recommend this vehicle to anyone