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Used
Jeep Grand Cherokee Overland
for sale
near
Glenville, 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
2015 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Service rep was very attentive as I described the issue
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.
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
George and the whole staff were amazing!
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.
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
2014 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Appreciate your time and service!
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
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
2019 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
If you’re looking for a group of honest guys and a clean
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.
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
2015 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Omar is a real one got me right in a AMG Asap!
Omar is a real one got me right in a AMG Asap! Good looking Omar
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
2014 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
I recently had the pleasure of working with Mike
I recently had the pleasure of working with Mike Cortigino, and I can't express enough how fantastic my experience was! From the moment I walked into the dealership, Mike made me feel completely at ease, and his upbeat personality instantly brightened my day. I had never considered leasing a car before, but Mike patiently walked me through the entire process, explaining everything in a way that made sense. He took the time to understand my needs and preferences and found the perfect fit for me?a 2026 Chevrolet Equinox! His expertise and honest approach made it clear that he truly has his customers' best interests at heart. What I appreciated most about Mike is that he wasn?t just focused on making a sale; he genuinely wanted to ensure that I got the best deal possible. He went above and beyond to help me navigate the options, which turned what can often be an overwhelming experience into a breezy process. Plus, Mike's sense of humor made the conversations enjoyable?I actually laughed while discussing financing! I've always been hesitant about dealerships, but this one, combined with Mike's outstanding service, has changed my perspective entirely. The drive to this dealership was absolutely worth it, and I will definitely be recommending Mike to friends and family. He even took my phone number to offer ongoing support for any questions I might have regarding my new car, which speaks volumes about his commitment to customer satisfaction. 5/5 ??????????
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
I will forever go here, the service is amazing and staff
I will forever go here, the service is amazing and staff treat me and my car so well! Highly recommend!
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
2011 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Great experience overall!
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.
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
2023 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Bayside is the best for sales
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.
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
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!
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
2020 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Found the exact truck I was looking for called Security
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!
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
2013 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Best service hands down.
Best service hands down. Got my moms approved, finally hitting the road with the car I wanted. They cool people too. Salute!
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
Very good people no problem i buy 2 car good service.
Very good people no problem i buy 2 car good service. Rodrigo help me with finance and insurance
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
2017 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Have had consistently good and friendly service from the
Have had consistently good and friendly service from the service center. they promptly call to remind me of needed service, have appointments available and do their best to get you out expeditiously. most recently, for an oil change, Guerro was extra nice and professional and provided great service! He was thorough, got the job done within the scheduled time and answered all of my questions.
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.



Jeep Certified
2023 Jeep Grand Cherokee Overland 4x4
Vehicle information
Features
Reviews
Best customer service - no pressure experience
From start to finish (which was AMAZING and very quick) this was hands down the best car purchasing experience I have ever had. CJ and Kazi were fantastic. They were so efficient and answering all my questions and got me into the exact car of my dreams in less than a week. I would STRONGLY recommend this dealership!
‘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
Team enough for their excellent service
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.
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
2015 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!
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
2017 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%.
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
2014 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
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
2022 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
I’ve been shopping for cars all my life, but , for sure I
I’ve been shopping for cars all my life, but , for sure I have had the best experience at fast track motors. I just took delivery of my 2023 Mercedes S63 Amg, and I could not be happier, it was a seamless experience , and I left at ease with no buyers remorse. My experience with ceasar as a finance professional was top notch. Will recommend all my friends and family here. Rme
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.
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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
-
Jeep Grand Cherokee Overland in Pemberwick, CT
7 Great Deals out of 34 listings starting at $7,500
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Jeep Grand Cherokee Overland in Rye Brook, NY
7 Great Deals out of 35 listings starting at $7,500
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Jeep Grand Cherokee Overland in Port Chester, NY
7 Great Deals out of 36 listings starting at $7,500
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Jeep Grand Cherokee Overland in Rye, NY
7 Great Deals out of 35 listings starting at $7,500
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Jeep Grand Cherokee Overland in Byram, CT
7 Great Deals out of 33 listings starting at $7,500
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Jeep Grand Cherokee Overland in Greenwich, CT
6 Great Deals out of 33 listings starting at $7,500
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Jeep Grand Cherokee Overland in Harrison, NY
8 Great Deals out of 36 listings starting at $7,500
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Jeep Grand Cherokee Overland in Cos Cob, CT
6 Great Deals out of 34 listings starting at $7,500
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Jeep Grand Cherokee Overland in Riverside, CT
6 Great Deals out of 35 listings starting at $7,500
-
Jeep Grand Cherokee Overland in White Plains, NY
9 Great Deals out of 36 listings starting at $7,500
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Jeep Grand Cherokee Overland in Old Greenwich, CT
6 Great Deals out of 32 listings starting at $7,500
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Jeep Grand Cherokee Overland in Valhalla, NY
6 Great Deals out of 32 listings starting at $7,500
Jeep Grand Cherokee by trim
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Jeep Grand Cherokee Limited
73 Great Deals out of 238 listings starting at $4,995
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Jeep Grand Cherokee Laredo
32 Great Deals out of 101 listings starting at $3,680
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Jeep Grand Cherokee Altitude
22 Great Deals out of 63 listings starting at $8,499
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Jeep Grand Cherokee Limited X
9 Great Deals out of 34 listings starting at $16,980
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Jeep Grand Cherokee Summit
5 Great Deals out of 20 listings starting at $11,989
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