Used Jeep Grand Cherokee for sale near Windham, NH under $899,990

Matt at Tim's truck capital was awesome to work with. He answered all my questions and was willing to work with me being an out of state purchase. I found a truck in state instead, but I'd definitely work with Matt again if I need another work truck. Great business with a great selection of trucks

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.

Ike was wonderful to work with! Very easy to talk to and made the process of purchasing a car super easy! I would highly recommend him to anyone looking to get a new vehicle

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.

5 star! Best car buying experience! All the models I wanted to test drive were ready for me, my salesperson was knowledgeable and helpful. Transparent, fair pricing.

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.

The whole experience was very positive. All the people were friendly and professional. Have had the car now over a week. It’s everything that I hoped it would be.

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.

My service advisor was great to work with. The only thing is that I see him way more often than I like.

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!

Jp was very accommodating, professional, and friendly!!! I will be coming back to CarFive if I need another vehicle!!!

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.

Excellent service and friendly staff! My husband and I were treated like family. We had an issue during the process, but the team supported us every step of the way, and everything worked out perfectly in the end. The entire staff was very professional, and I’d like to especially thank André, Paulo, and Karen, who kept us informed and truly dedicated themselves to achieving a successful outcome — which we did!

Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well

Best experience and service..Don't even think guys...Best place to buy a car...Honest people you don't be disappointed...They try hard they fight for you to leave with a car...Trust them as I did...Love Carfive salem...

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.

Grieco is an easy-going no pressure dealer. Justice are sales rep is a really nice and friend guy and was a big help purchasing a BMW my son wanted. Thanks for all your help Justice.

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!

One of the absolute best buying experiences I have ever had! The team is awesome and Bill was fantastic and engaged from the moment we met until we drove off wi the our new truck! I will be back for next vehicle!❤️🚙🛻

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.

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.

Chris Etheridge was exceptional, professional, listened, and made our sale smooth in little time. Those days of sitting in a dealership are over. Thank you Chris we look forward to working with you in the future and will give out referrals for sure.

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 !

very casual and easy-going experience working with our salesman Brian, Kayla, Josh and Tim

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.

Ali was good. I had the financing secured online as well as a couple others to choose from that Ali provided.. Made sure the car was in tip top shape before delivery and handled everything at the RMV. Extremely satisfied with the process.

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.

I had an exceptional experience purchasing a vehicle from Highline Group. Upon expressing interest in a test drive, Sales Manager Ted promptly contacted me to arrange the appointment. During the test drive, Salesperson Robert exhibited remarkable enthusiasm and provided a comprehensive overview of the vehicle’s features, addressing all of my questions and concerns. The vehicle was in impeccable condition, as Robert explained that Highline Group maintains an in-house service facility to ensure rigorous quality control. The dealership’s showroom was impressively stocked with a diverse collection of Ferrari, Ducati, and other high-performance vehicles. I promptly finalized the purchase, secured by Highline Group’s competitive loan rate that surpassed offerings from other institutions. I collected the vehicle within one week and have been thoroughly satisfied with the experience. I look forward to returning for future purchases and will confidently recommend this dealership to my associates.

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).

Great inventory selection, Knowledgeable staff, Easy to work with. some follow through, eager to earn business

Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.

Johely, and staff at the service area always deliver when promised. They get you in and out just at the right time, that’s why I keep on coming back…🫶

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.

Amazing experience,very kindly and professional service ,everything was perfect on time !people also very friendly and helpful,I really recommend for all friends,I never had wich others shop same experience!

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.

Great service and good communication with customers thank you very much. Had a good experience

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.

Best car buying experience I’ve ever had. Great price on my new Suburban RST. Very clean truck with no prior damage. Gave me a fair trade-in on my Tahoe. Thanks again!

The 2012 Gran Cherokee Overland has been my car for over 12 years. I’ve enjoyed every minute of driving it. Have made several road trips with it and never a complaint. It’s plush with features and luxury items. Love the looks, love the ride, love the comfort and love the low cost of ownership. Jeep lives up to its name and fame.