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Used
Jeep Grand Cherokee Overland
for sale
near
Head of the Harbor, NY
- 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
2016 Jeep Grand Cherokee Overland
Vehicle information
Features
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 ⭐️
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.






Used
2021 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Everyone at the dealership was wonderful.
Everyone at the dealership was wonderful. Rich the sales representative, the finance manager, John the general manager and T, the electronics guru did everything to make this purchase quick, smooth and easy
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
2017 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
A Second Choice
Over a year ago I purchased a Nissan Altima from capital motors and still enjoy driving it every day. Because of the nature of my job It is necessary to have a back up vehicle. I had a Town&Country since 2004 which recently died and I needed to replace it. My first thought was to look at the inventory at Capital Motors and they had Ford Escape which looked good and affordable price. ERIN and Nick were very friendly and helped me with my second purchase. This car is also a joy to drive. Thank you again to Erin and to Nick. - Joseph Raffaele
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
2020 Jeep Grand Cherokee Overland
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Reviews
Excellent Dealership
Buying a used car from Jayware cars was the easiest and best experience I ever had buying a used car. I bought a few cars from them and they’ve always given me the best price and the best service. I recommend highly.
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
2022 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Great Place!
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
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
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
2020 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Nick, John, Giuseppe, Tom, Raji, Cathie.
Nick, John, Giuseppe, Tom, Raji, Cathie. There is no better team on Long Island. From start to finish, process was simple, transparent, and easy. Very stress free. The process and team were so good, that after picking up my car on Friday evening, I went back with the wife the following Friday to pick up hers as well! DO NOT waste your time going anywhere else! Thanks again for my Jeep Grand Cherokee 4xe Trailhawk and my wife’s Jeep Grand Cherokee 4xe Summit Reserve!
Make the Two Hands on Wheel feature stand a lone.
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).






Used
2014 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
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
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
2022 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Pleasant transaction
I was pleased with my purchase. I was pleased with the salesman knowledge while showing the instructions on the various things about the car.
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.






Used
2023 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
I love the team at Eagle Chevy of Riverhead.
I love the team at Eagle Chevy of Riverhead. I have to say Mahima went above and beyond for me, and ensured my truck was well taken care of. We ran into some issues - but they did a really good job assisting with those (items were on back-order, etc). Mahima's customer service is top notch! Derrick was a huge help as well and runs a great department! Thank you for all your help in driving me places when needed Brandon! I was even lucky enough to work with Justin more than once while my vehicle was being repaired and he's super kind with a good sense of humor too. Thank you all.
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
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.
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
2024 Jeep Grand Cherokee Overland
Vehicle information
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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




Used
2017 Jeep Grand Cherokee Overland
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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!
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.






Used
2008 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Good guy and place to buy second hand car from
First I must apologize to Andy for the first review second I must say he is standing behind the vehicle he sold me yes it does have an antifreeze leak and he will take care of it .I didn't realize that a review was put up on my behalf so yes I would recommend his dealship and I spoke to him yesterday and the car will be on its way to his shop for repair
Enjoying my keep
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.






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 .
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!






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
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
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!



Jeep Certified
2022 Jeep Grand Cherokee Overland 4x4
Vehicle information
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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!
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.



Jeep Certified
2022 Jeep Grand Cherokee Overland 4x4
Vehicle information
Features
Reviews
Excellent Work
Wonderful time working with their staff! They were friendly, kind, and outgoing! Purchased me new Jeep Gladiator with them and I can't wait to work with them again!
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.
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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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5 Great Deals out of 22 listings starting at $4,995
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