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*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.
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Used
Jeep Grand Cherokee Overland
for sale
near
Old Greenwich, 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.






Used
2014 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Nelson helped us very easily end an old lease and set up
Nelson helped us very easily end an old lease and set up us beautifully with another. Nelson was very respectful of our needs and didn't try to push us into anything that we didn't want. He made the whole process painless and made sure that we were set up in the car before we left the dealership. Went in late on a Saturday and by Monday, we drove off in our new car. A++
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
2022 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
The staff and service was great, Ralphy, Haile
The staff and service was great, Ralphy, Haile Rodriguez and Sergio Nunez made it possible for me to get my dream car... Wide body SRT HELLCAT....
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
2013 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
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
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.






Used
2014 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
I visited on the second day being opened and had a great
I visited on the second day being opened and had a great experience in buying a 2022 Explorer and trading in a 2016. It was seamless. Had an issue with the new car that turned out to be a factory defect that they had Ford correct. All good. I’ll be back.
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
2022 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
If you are looking for a quality used vehicle
Excellent inventory. Knowledgeable sales person. Painless buying experience. Car was cleaned, serviced and delivered as promised. I would not hesitate to recommend this dealer to my friends.
2022 Grand Cherokee Overland. great car.
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.






Jeep Certified
2022 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Great service
Mike Grimaldi did a great job selling me my Jeep Grand Cherokee Limited. I purchased at the end of November and took advantage of some incentives the manufacturer made available at the last minute. Not only did I want a Grand Cherokee, but I wanted an option for automatic emergency braking. Mike knew this option and was able to describe it in detail -- in addition to all the other features of this vehicle. I remain pleasantly surprised by the features baked into my Jeep. I appreciate the confidence the Jeep brand has on the road. And I appreciate the time spent by Mike Grimaldi to ensure I was completely satisified. I would recommend Mike Grimaldi and East Hills if you seek a Jeep, Ram, Dodge or Chrysler vehicle.
2022 Summit Reserve Comfort m, Performace and Luxu
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.






Certified
2022 Jeep Grand Cherokee OVERLAND
Vehicle information
Reviews
Had my F150 serviced today…oil change and filter…tires
Had my F150 serviced today…oil change and filter…tires rotated…working with Jaclyn was a pleasure…had me out of there in less than two hours on a busy Friday morning…thank you
Great,Redesign.
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.






Used
2024 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
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






Jeep Certified
2024 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Ask for Will great guy honest value
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!
This is my 2nd Jeep Grand Cherokee (previous one was a
This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!






Jeep Certified
2021 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Came in for service this morning I was out of n under an
Came in for service this morning I was out of n under an hour Dean ,Michael,Danny,andJon always fast friendly and courteous have been coming there for years always exemplary service a credit to East Hills Jeep
I just love everything about my 2021 80th anniversary
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.






Used
2011 Jeep Grand Cherokee Overland
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Reviews
My experience with AR Motorsport was extremely phenomenal
My experience with AR Motorsport was extremely phenomenal super professionals don’t make you pay any xtra the price they tell you that’s what it is no hidden fees Jose Rivas is extremely professional honest and his manager is super friendly. I recommend this dealer they are extremely professional honest the experience is excellent💯👍🏻a very happy customer my rating to this dealer is 5 stars ⭐️
Bought one for my son for college.
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.






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
Just purchased a 2016 Mazda Cx9 from Wiz,my salesman Jeff
Just purchased a 2016 Mazda Cx9 from Wiz,my salesman Jeff was very professional throughout the process no multiple hours haggling back and forth over prices Scarlet in finance was terrific,would definitely recommend Wiz auto for your next preowned purchase
Happy with purchase
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






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%.
Metro Ford
Metro Ford in Miami has great service advisors, Service Department was outstanding with my vehicle especially Josh great service. I would definitely come back. Thank you Metro Ford






Used
2015 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Highly satisfying experience
As a long-time customer, I've seen this entity improve substantially under it's relatively new management. My most recent service visit (scheduled annual maintenance) was particularly gratifying. Antonio has handled me in the past, and he made me feel as if he knew me personally, even though it's been a year since we last interacted. He is thoroughly professional, and he is an excellent ambassador for a company that delivers on the promise of superb service, which one hopes for when paying for Volvo - I was well taken care of - and it's highly appreciated - especially during these stressful times. We're currently living upstate, but I preferred to take care of this in Manhattan, instead of establishing a new relationship with an upstate dealer, and I am glad I did so.
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
2015 Jeep Grand Cherokee Overland
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Reviews
Picked up a Hyundai from Magic Auto Sales and worked with
Picked up a Hyundai from Magic Auto Sales and worked with Mat throughout the whole thing. Honestly, couldn’t have asked for a smoother experience. He was super down to earth, never made me feel like I was being sold to ,just really helpful and straightforward. Answered everything I threw at him and gave me the space to think things over without pressure. The car’s been solid and exactly what I needed. If you’re looking for a place that actually treats you like a human, go see Mat.
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
2021 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Thank you Anthony, Ray, Romina, Cassandra, and the staff
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.
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
2011 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
I can't describe it enough how good they are.
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.
I LOVE the HEMI !
We just bought a 2023 JGC Limited for my wife. I had to decide whether to trade in my 2015 Caravan with 50K miles, or her 2011 JGC Limited with 93K miles. Which would you decide to do? I chose to keep the Jeep and I think I made the right choice. The Jeep has the Hemi and fully loaded. We bought it new in 2011 and she treated it with much love. She had a few minor problems and it looks like new. My plan is to keep her to 200K+ miles. I love the 2011 style even better than her new '23. And there is the HEMI. I would not hesitate to buy a used JGC with the Hemi engine, BUT it would have to be a one owner with service records.




Used
2017 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
Still loving my Jeep
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.
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*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
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Jeep Grand Cherokee Overland in Old Greenwich, CT
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Jeep Grand Cherokee Overland in Greenwich, CT
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11 Great Deals out of 36 listings starting at $8,599
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Jeep Grand Cherokee Overland in Glenville, CT
11 Great Deals out of 36 listings starting at $8,599
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Jeep Grand Cherokee Overland in Port Chester, NY
12 Great Deals out of 39 listings starting at $8,599
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Jeep Grand Cherokee Overland in Stamford, CT
8 Great Deals out of 25 listings starting at $11,923
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Jeep Grand Cherokee Overland in Darien, CT
8 Great Deals out of 24 listings starting at $11,923
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Jeep Grand Cherokee Overland in Rye Brook, NY
12 Great Deals out of 37 listings starting at $8,599
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Jeep Grand Cherokee Overland in Rye, NY
12 Great Deals out of 37 listings starting at $8,599
Jeep Grand Cherokee by trim
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Jeep Grand Cherokee Limited
58 Great Deals out of 216 listings starting at $4,500
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Jeep Grand Cherokee Laredo
28 Great Deals out of 92 listings starting at $5,990
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14 Great Deals out of 55 listings starting at $10,199
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16 Great Deals out of 46 listings starting at $17,900
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Jeep Grand Cherokee Overland
11 Great Deals out of 35 listings starting at $8,599
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