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Used
Jeep Grand Cherokee Overland
for sale
near
Madison, 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
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Reviews
Great dealer
Great sales and excellent service departments! Have leased two jeeps and have always been happy going here. I would recommend to go here to others!
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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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
2011 Jeep Grand Cherokee Overland
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Reviews
Great Service, Fair pricing
I recently purchased a 2011 Ford Escape. The car was in great shape and was true to it's description. Staff was friendly and all paperwork was done quickly.
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
2015 Jeep Grand Cherokee Overland
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Reviews
Good choice
I recently purchased a used vehicle from Action Automotive. Dave and Chris made the entire process stress free. They are honest, reliable and trustworthy. I would definitely recommend Action Automotive.
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
2023 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Great sales person Tyler used car sales manager never met
Great sales person Tyler used car sales manager never met could’ve came out and introduced himself, but could not say enough about the sales person Tyler thank you again
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
2014 Jeep Grand Cherokee Overland
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sales
i think car max got it right when they make you an offer they are serious.it is good for 7 days and the process is rather seamless
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
2014 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Victor was super nice and professional and patient.
Victor was super nice and professional and patient. Knew much about the vehicle and its history and had maintenance documents ready to give me along with carfax. He also have the vehicle washed before my visit. He was very prepared. I did not buy on that day but I’m hoping to return should they agree to be flexible on their pricing. Seems like a well run dealership.
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
2019 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Service is always tops Sales department the best Would
Service is always tops Sales department the best Would recommend to anyone looking for a new, used car or service. Blasius Chevrolet is, by far, the best dealership in Connecticut
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
2023 Jeep Grand Cherokee Overland
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Reviews
Warranty work
I would like to thank Andy Keleher and Trioano Auto Group for providing excellent warranty service on my '09 Challenger RT while 1000 miles from home. I brought the car in at 8:00 AM Monday morning with the transmission in "limp-in" mode. I did not have an appointment but they worked me in and diagnosed the problem as a failed speed sensor inside the transmission before 10:00 AM. They located the part in another town and sent a driver to pick it up. I had my car back by 3:00 PM. Troiano's fast service literally saved the rest of my vacation. I have put over 1000 miles on the car since with no problems. This is the way warranty service is supposed to work.
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
2022 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Milford Auto Group
This is simply the finest dealership anywhere. First of all it is family owned and every member of the family actually works there. One of the owners, Bob Fedor, personally oversaw the purchase of our new Ram. He was 100% available and was in the background throughout our entire experience making sure everything went perfectly. He is honest, caring, and completely forthright. By the time we picked up our new Ram we felt like we were a part of his family. Our salesman, Mark Setaro, couldn't have been more professional or helpful. Mark was knowledgeable about every aspect of our purchase and helped me from start to finish making himself available at all times even when he wasn't working. Buying a new vehicle can be extremely stressful, however, when you have a professional such as Mark guiding you through the process it is anything but. The purchase of our 2022 Ram Rebel was a surprise gift for my wife and Mark and Bob went to great lengths to make it all happen. I can not express how appreciative I am to them both or what a great experience this has been.
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
Excellent dealership… I enjoyed my expierence.
Excellent dealership… I enjoyed my expierence. Very kind, knowledgeable and informative… would purchase here again.
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
2021 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Wow!
Wow! What a great experience! Thank you to Kaden Culver and the whole Schaller Honda sales team. From the first meeting to the close of my brand new 2025 Honda Pilot Trail Sport. Well done Kaden
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
2017 Jeep Grand Cherokee Overland
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Reviews
Just bought a new Sonata!
I bought a new Sonata yesterday. Andy sold it to me and he was just wonderful! He was so helpful in giving me options and helping me to decide which car was best for me. I was nervous about all the technology the car had and he answered all my questions. I was also reassured by him telling me that I could come back anytime with questions and they would help me. This is the second car I bought from them. I highly recommend Shaker's!
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
2018 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Very transparent, very good help.
Very transparent, very good help. Adam is awesome and a great guy. Would highly reccomend.
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!






Jeep Certified
2021 Jeep Grand Cherokee Overland
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Reviews
Nicole Pace was very professional, pleasant, returned
Nicole Pace was very professional, pleasant, returned calls promptly and the overall experience was great. We felt valued and got a very fair deal.
GREAT SUV - GOES ANYWHERE
We are very happy with our '21 GC Limited. It is well appointed, with many options, drives nice, comfortable and still sits higher, unlike a lot of other "car" SUV's. We use this as our only vehicle, and flat tow behind our motorhome. Jeeps are the best vehicles made to flat tow!! We have climbed dirt trails in the West and cruised coastal waterways. Love it.






Used
2015 Jeep Grand Cherokee Overland
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Reviews
a place to go for bargains if you have patience
Alex excellent salesperson very patience and honest. The dealership is another story, if your looking for a reasonable price this is the dealership for you, they get cars from Auction so no idea about the history of the car, they get checked when you already signed for the As- is purchase, don't go there on a weekend, if you have patience, wants a bargain, (non negotiable deals)time, and good mechanic this is a place to go, got lucky with Alex very accommodating and great salesman
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
2024 Jeep Grand Cherokee Overland
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Alejandro is a great salesman
My experience was great! I could not have chosen a better salesman. Alejandro was very accommodating and respectful. He definitely went above and beyond. Thanks for a great experience
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
2020 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
True professional dealership I went to get a tire
True professional dealership I went to get a tire replace under warranty , and my experience was amazing. I walked in and talked to the service writer Stephen a total professional help me with no stress getting my tire replace. In a day! Great service and I will go there for everything with all my cars .
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.






Certified
2018 Jeep Grand Cherokee Overland
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Reviews
Bought the vehicle with 30,000 miles.
Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.
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Jeep Certified
2022 Jeep Grand Cherokee Overland
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Jeep Certified
2022 Jeep Grand Cherokee Overland
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2022 Jeep Grand Cherokee Overland
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Used
2022 Jeep Grand Cherokee Overland
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Used
2014 Jeep Grand Cherokee Overland
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Used
2022 Jeep Grand Cherokee Overland
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Used
2015 Jeep Grand Cherokee Overland
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Used
2019 Jeep Grand Cherokee Overland
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Used
2019 Jeep Grand Cherokee Overland
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Used
2019 Jeep Grand Cherokee Overland
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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 by trim
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Jeep Grand Cherokee Summit
2 Great Deals out of 21 listings starting at $12,500
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