Used Jeep cars for sale near Winthrop, MA under $899,990

I had an excellent experience at Padula Auto Sales, thanks in large part to the salesman, Joe Padula, who helped me. He had an old-school, no-pressure approach that made the whole process feel more personal and less like a sales pitch. He took the time to listen to what I was looking for and was flexible on both price and even some car modifications I wanted to make. It was refreshing to work with someone who genuinely cared about making sure I was happy with my purchase. Thanks to Joe, I ended up with a car that was perfect for my daughter, at a price I felt good about. It was a genuinely positive experience from start to finish!

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.

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.

Anthony was very easy to deal with he also fixed and replaced a lot of things on the car to make it right and his employee Marie was a sweetheart of a person he’s delivering the car to my home very pleasant experience

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!

I just puchased a pristine vehicle from Richards' Motorcars. Tom and Joe made the entire process seamless, a rareity, since I have only dealt with larger dealerships. Their communication, one on one time, and overall car selection was top notch. I cannot be happier with my purchase and experience and will not hesitate recommending to friends/family. Thank you, Tom!

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.

They were very easy to deal with and had a wide selection of vehicles at a good price

They care overall is great. Fred is fixing any of the little things that we knew about it prior to me taking it!!! Fred added on so much and is putting new tires on and fixing any of the little things!!!!!

The whole process went very smooth because of the professionalism of the agent…. I highly recommend the place to get new car.

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.

Hi I just wanted to say that this dealership Did a very great job taking care of me and went beyond to get the best deal all around for me I am super satisfied. This would be the second car I purchased through AutoHouse they have lots of reliable Cars a very good amount of cars you can choose from, From low budget to high budget anything you need help with, they’ll definitely take care of you just be honest on what you can afford and they’ll point you to the right direction. Best part is that all you have to do is put a deposite down depending on your credit or no credit and they’ll will do the rest for you in 2-3 days all you have to do is pick the car up yess the excitement part of the day. On my behalf I went their with 0 credit with the first car and went back pushing almost 700 in credit thanks AutoHouse and the bank and me paying on time lol of course this is not a AI message I am a real customer telling everyone that AutoHouse is a place to shop. Thanks Mike and Ali….. By Ed….

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.

Was in search for a reliable used SUV for my daughter’s first car. I searched for months and did my homework and went to a lot of dealerships. I almost ready to give up, but then I found Boston Auto Cars. Anthony went above and beyond to help us. The car was exactly what we were looking for at a great price. My daughter has been driving it for two months now and loves it. It has proven to be a very reliable car. I will be back in a few years for daughter #2’s first car.

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 the best experience buying my car with Done Deal! The dealership was very easy to work with, the entire process was very smooth. They have a high quality vehicles and excellent service;no price changing, no hidden fees or costs. Oliver was so nice and helpful, she answered all my questions and I really appreciate that. Truly Five star business and people!

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.

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.

Just looked online didn't go there yet I will try to make it there ok

Even though throughout the 18 years that I've owned her, I have put quite a bit of money into her, I feel that she's a dream!!

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 !

Great experience. There was absolutely ZERO pressure. The car was actually nicer than I had expected. 2014 MB convertible. Price was fair. Car needed an accessory and Mike was happy to get it and ship it to me. I highly recommend 110 Auto in Dracut.

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

Super easy, straightforward experience - the price is the price, no annoying haggling etc and the car came in beautiful condition. Great experience!

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).

Had a great experience,all staff were professional and helpful. I am very happy with my new car.

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.

Thay got right back to me with all the information I requested. Their price on the car was way above what these cars are trending.

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.

A Sincere Thank You to Thiago Sousa I want to express my genuine appreciation for Thiago Sousa, who truly made a difference in my experience at Woburn Toyota while purchasing my 2026 Corolla. Thiago isn’t even a salesperson, yet he treated me with the kind of care, attention, and respect that you hope for when making an important purchase. From our first phone call, he was welcoming and reassuring. I had initially chosen a deal elsewhere, but Thiago confidently told me he would find me the best option, and he did. He was absolutely right. When I arrived at the dealership, he greeted me as if he had known me for years. He walked me through the facility, explained every step with patience and kindness, and made sure I felt comfortable throughout the entire process. What impressed me most was how much he went out of his way to help. (I’m someone who is usually not a fan of car buying experiences because of the pressure and dishonesty that can come with it), but this was completely different. Thiago chose to go above and beyond, even though none of it was required of him. That speaks volumes about his character. The entire process was seamless, honest, and genuinely positive because of him. I would also like to extend a sincere thank-you to Viviani Floes from the Finance Department, who was extremely professional, polite, knowledgeable, and helpful. She made the final steps of the purchase effortless. This car was for my wife, and shortly I will be purchasing one for myself, and I will not go anywhere but Woburn Toyota, specifically to see Thiago first. People like Thiago make a dealership stand out. He is polite, dedicated, and has a natural gift for helping others. I am truly grateful for everything he did. Thank you, Thiago. Your effort made a real impact. Iury Braga

Vehicle handles well easy to park and maneuver I don’t like the fuel tank capacity very small also I don’t like the fact it has no spare tire unless you purchase it for three hundred plus you offer a air compressor which is great for a slow leak but don’t get a blow out in the boondocks you’ll be screwed. I don’t think a space saver spare will break the bank.

They are efficient at getting you in and registered. They've remodeled the service reception area for the better. I thinking that making an appointment doesn't matter. It always takes at least 2 hours before they have a chance to look my truck over and text their findings. There's always something other than what I came in for that is recommended to be addressed. My main gripe is that they don't wash my truck. I've asked for it to washed when i checking in and when I receive my vehicle it isn't washed. It's a small thing overall but it gets me every time.

Owning my 2020 Jeep Renegade Limited has been an absolute joy. This SUV strikes the perfect balance between style, comfort, and capability. From the moment I got behind the wheel, I was impressed by its smooth ride, responsive handling, and surprisingly spacious interior. The premium features—like the leather-trimmed seats, intuitive Uconnect infotainment system, and advanced safety technology—make every drive comfortable and convenient. Whether I’m commuting in the city or taking a weekend getaway, the Renegade Limited handles it all with ease. What really stands out is its versatility. The 4x4 capability gives me confidence in any weather condition, and the fuel efficiency is great for an SUV of its size. Plus, the unique design turns heads wherever I go—Jeep really nailed the balance between rugged and modern. If you're looking for a compact SUV that delivers reliability, technology, and a sense of adventure, the 2020 Jeep Renegade Limited is a fantastic choice. I couldn’t be happier with mine!

Great experience with recent purchase of Toyota Land Cruiser at McGhee in Hanover. Thanks Greg

We purchased a 2024 Jeep Compass Limited Elite. This vehicle has far surpassed our expectations for comfort, handling, road noise and quality. There is very little road noise we hear inside the vehicle, and this allows us to keep the radio turned down to a comfortable level. Handling is exceptional and very responsive. The driver safety features of lane guidance, adaptive cruise control (my favorite) and 360-degree backup camera are now features we will not go without after experiencing first hand performance. Thank you Jeep and Jeff Belzer CDJR of New Prague, MN

Car was serviced for a recall and completed within the time frame posted on the notice. Thanks

Owning a Jeep is more than just having a car — it’s a lifestyle. The rugged capability, the open-road freedom, and that unmistakable Jeep spirit make every drive an adventure. Whether it’s tackling trails or cruising through town, my Jeep delivers power, comfort, and pure fun every time. Once a Jeeper, always a Jeeper!