Save your search and get notified when new inventory arrives.
Contact seller
Customize your budget
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
About your privacy: Cars.com is asking for your ZIP and credit rating because it helps us to make an educated guess at your sales tax and loan interest. These two factors can greatly change your monthly payment.
Used
Jeep Grand Cherokee Overland
for sale
near
Stamford, CT
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.






Jeep Certified
2021 Jeep Grand Cherokee Overland
Vehicle information
Features






Used
2015 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Our sales person was low key and not pushy.
Our sales person was low key and not pushy. He absolutely knows the brand, the cars and was totally transparent with every question we asked. It was overall the best car buying experience we've had in many years!
I purchased it used in 2022, it had 76k and now has 96 in
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.






Used
2021 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Our whole experience was quick and efficient.
Our whole experience was quick and efficient. Pleasure to work with this dealership & Omar. This was my second purchase from this dealership and they were very pleasant and made the process easy.
Perfect New England Vehicle !
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 !






Used
2024 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
GREAT EXPERIENCE
i bought a brand new dodge ram 2500 power wagon on 6/4/2019. this has been the best new vehicle shoping experience of my life. vanessa viva-somri was a amazing sales consultant. i would recommend her to anyone that wants a new truck or car .
Have owned Jeeps for 35 years.
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






Used
2019 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Omar and Jeff were fantastic to say the least.
Omar and Jeff were fantastic to say the least. After the most HORRIFIC experiences within the past month, my boyfriend and I were spent; both mentally and financially. Empty promises to say the least, hard credit checks OVER AND OVER AND OVER followed by no responses AT ALL, down payment after down payment for cars that were NOTHING at all like the listing, salespeople, and pictures promised.....and then a breath of fresh air. We received a phone call in the evening, and the day after we were driving home in our new car. Omar was so responsive, honest, and direct. There was no cat and mouse games, just fantastic customer service. My boyfriend and I couldn't believe it to be true. We were honestly waiting for the ball to drop. The evening after we received the call from Omar, we rented a car from Enterprise (in Branford, CT from Matt, also 5 stars), and we went from a HORRIFIC NIGHTMARE, to a beautiful end with an incredible car! Jeff was incredible. He was honest, worked to not only get us a great rate, but also gave us piece of mind. The 3 year warranty was unbelievable, and even after we left, he text us on our ride home to tell us we got an extra discount of $15 less a month. 100% Recommending Power Motor Group, Jeff, Omar and their team to friends and family! Thank you for not only ending this nightmare, but allowing us to purse our dreams in our beautiful new car.
The 2019 Grand Cherokee Limited was the Jeep I had my eye
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.






Used
2019 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
I had a great experience at Blasius South.
I had a great experience at Blasius South. The staff was friendly, knowledgeable, and genuinely helpful throughout the entire process especially Luis, Veronica, Jay, and Mike L. They made buying my car easy and stress-free, answering all my questions and offering great advice, and went above and beyond to make sure everything was taken care of. Highly recommend this dealership for anyone looking for a smooth and pleasant car-buying experience!
We love our new Jeep
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.






Used
2014 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
It actually was a pleasure getting a vehicle from
It actually was a pleasure getting a vehicle from Atlantic CHEVROLET. Benny Raccuglia our Sales Counsultan he was extremely patient threw out the entire process ! THANK YOU BENNY ! Armando Financial advisor again patient 🙏 patient explaining everything ! Thank You Armando ! If your shopping around LQQKING for a car give Atlantic Chevrolet look see it'll be worth it ! Jim 2025 Chevy Trax 2RS Thank You !
We purchased our 2014 Grand Cherokee Overland new and
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.






Used
2015 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
They have reliable inexpensive vehicles and I got my
They have reliable inexpensive vehicles and I got my wheels powder coated and re finished.
Long lasting Jeep
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!






Used
2023 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Great Service, highly recommend!
My family has bought vehicles from the Bayside Dodge Jeep dealership in the past and have always been pleased with the smooth service, however we have never had to bring any vehicle purchased from them to their service department, as we haven't had any issues. After purchasing a used Jeep Wrangler from a private sale, I noticed it had a transmission leak and had trouble finding a shop that would do the extensive repair. I ultimately decided to bring it to the bayside dodge jeep dealership to ensure the job would be done correctly and was more than happy with the process and result. The service managers Bob and Eddie were extremely helpful and attentive, and went out of their way to keep me updated and informed with the status of my car. They got the work done fast and at a reasonable price. My 2008 jeep wrangler now runs good as new! Thank you to Alan Fass and your crew at Bayside Dodge for your great costumer service, I would highly recommend anyone who needs a repair or new vehicle to give Bayside Dodge your business!
Natural upgrade choice
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.






Used
2023 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Excellent customer service from the whole team.
Excellent customer service from the whole team. Employees smile and greet to when they walk by you. Fourth time at this location and I have to say that they are amazing. The customer service from the service department is top tier !
Great overall
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.






Used
2013 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
They have cars of all kind.
They have cars of all kind. They have Audi, Mercedes, Toyota, BMW all kinds of cars for the best price. I ended up picking up a car with cash and it ended up just right. Thank you VK AUTO GROUP!
Only a couple days, will update after a while
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






Used
2020 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
I recommend highly AR Motorsports for their outstanding
I recommend highly AR Motorsports for their outstanding prompt , professional and courteous service. Anthony searched for a specific car and delivered exactly what I was looking for. It was one of my best experiences from start to finish. I will definitely recommend to Family and Friends. Thank you Anthony for your integrity in purchasing a used car. All the best to a Great dealership. Gene
Snow commuter
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.



Jeep Certified
2023 Jeep Grand Cherokee Overland 4x4
Vehicle information
Features
Reviews
Great experience
Tom Cunniff was an amazing sales professional. Took his time, explained everything and stayed after closing. After two days if I had any questions on my purchase he still made time to answer in a timely manner! This is my second Jeep Wrangler from Westbury Jeep and I’m happy!
‘23 Grand Cherokee Summit
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.






Used
2019 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
unbeatable finance rates
Smooth process, friendly staff, and unbeatable finance rates. I'm a satisfied customer with a great new car in my driveway. really happy with this company!
❤️ LOVE MY JEEP
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.






Used
2015 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Their inventory is not updated on cars.
Their inventory is not updated on cars.com so the Jeep I went there for was not available. I specifically wanted a car with low mileage and at an affordable price, which is what I found on cars.com. I was guaranteed that whatever vehicle I received from them would be in good condition and will last for years to come. Frank showed me a couple of vehicles in my price range. I settled on one and paid cash for it. When I came for the test drive, I noticed something didn’t work and Frank got on it right away. I know Jeeps have a bad rep so I’m a little hesitant but Frank and Don did a lot to reassure me I’ll be good. Given the reassurances I received from what feels like honest dealers, I’m hopeful that I’ll be happy with my purchase. If you’re looking for a Jeep, I highly recommend going to Auto Expo.
very dependable
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




Used
2017 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
This place is amazing!
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!
2017 GC Limited 4WD.
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.






Used
2014 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Great dealership.
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%.
I have that car and I’m happy with it.
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.






Used
2018 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Their service department is first rate led by Marco.
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
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!






Used
2015 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Buying a new car can be a stressful experience.
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
Best suv on the market
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.






Used
2022 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
I have been a customer here for many years.
I have been a customer here for many years. From management, to sales, to service always top notch. Jimmie Green and Jimmy Ingenito have always went above and beyond to meet all of my families needs. Always professional, caring, and honest!
My opinion of 2022 Jeep Grand Cherokee
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.






Used
2016 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Great Experience recommend this dealership.
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
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.
-
Prev - 1
- 2
-
Next
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Jeep Grand Cherokee Overland by city
-
Jeep Grand Cherokee Overland in Cos Cob, CT
6 Great Deals out of 34 listings starting at $7,500
-
Jeep Grand Cherokee Overland in Darien, CT
5 Great Deals out of 30 listings starting at $7,500
-
Jeep Grand Cherokee Overland in Greenwich, CT
6 Great Deals out of 33 listings starting at $7,500
-
Jeep Grand Cherokee Overland in New Canaan, CT
4 Great Deals out of 26 listings starting at $7,500
-
Jeep Grand Cherokee Overland in Riverside, CT
6 Great Deals out of 35 listings starting at $7,500
-
Jeep Grand Cherokee Overland in Old Greenwich, CT
6 Great Deals out of 32 listings starting at $7,500
-
Jeep Grand Cherokee Overland in Scotts Corners, NY
4 Great Deals out of 22 listings starting at $7,500
-
Jeep Grand Cherokee Overland in Norwalk, CT
5 Great Deals out of 28 listings starting at $7,500
-
Jeep Grand Cherokee Overland in Glenville, CT
7 Great Deals out of 33 listings starting at $7,500
-
Jeep Grand Cherokee Overland in North Castle, NY
6 Great Deals out of 27 listings starting at $7,500
-
Jeep Grand Cherokee Overland in Pound Ridge, NY
4 Great Deals out of 22 listings starting at $7,500
-
Jeep Grand Cherokee Overland in Pemberwick, CT
7 Great Deals out of 34 listings starting at $7,500
Jeep Grand Cherokee by trim
-
Jeep Grand Cherokee Limited
56 Great Deals out of 187 listings starting at $4,995
-
Jeep Grand Cherokee Laredo
22 Great Deals out of 60 listings starting at $5,990
-
Jeep Grand Cherokee Altitude
11 Great Deals out of 43 listings starting at $8,718
-
Jeep Grand Cherokee Limited X
6 Great Deals out of 21 listings starting at $17,495
- ${price_badge()}
- ${ami_badge()}
- ${battery_badge()}${ev_report_link()}
- ${hot_car_badge()}
- ${award_badge()}
- ${cpo_badge()}
${price_badge_description}
${ami_badge_description}
The EV Battery Rating is based on this vehicle's current expected range relative to the vehicles expected range when new. ${battery_badge_text}
This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.
${award_blurb}
${award_two_blurb}