Used Jeep cars for sale near Montgomery, MA under $50,000

I am a returning customer who bought several Jeeps from Barry Pinto. Barry is not only a true professional but also very approachable, friendly, attends to requests promptly and always returns a call. Everyone at Bolles is helpful, providing a stress-free experience. Their service department over the years has been beyond reproach; the customer service is excellent. It is refreshing to know there is a caring car dealership that has kept car buying stress free with confidence. I shall never go anywhere else and hope Barry Pinto will be there as long as I'm buying cars.

It is a GOOD Jeep and I LOVE everything about it the color and EVERYTHING it have in it and the drive and the performance

Every person I dealt with were very professional and good communicators. This was a factor in my decision to purchase my car. It was a positive experience. Definitely recommend.

My Gladiator is 3 years old. Driving in Alaska and what a great vehicle. Starts every morning with no issues. Drives great in deep snow thanks to the ground clearance. The ride is stiff-it’s a Jeep.

Just purchased a car from them. Very professional sales people and service department. Even after we agreed on a price, the service department decided to put new tires on the car before giving it to me

I have had my 22 High Altitude for about 4 months now and the only issue(s) I find are the following: MPG is not as advertised, it's not that great. It's around 24 average, I am about 50/50 city/highway driving - It's fine. It DOES ride like a Jeep - so it's not as "luxurious" as your higher end cars, but YOU BOUGHT A JEEP - The last snow storm we had in Cleveland was about 10" in 2 hours - No problem, even with 235/45/19 tires - Would be way better with not so wide tires. It's slow. Who cares? Are you driving in the F1? Nah - It's plenty. Interior is baller. Infotainment is great, comfortable. Heated steering wheel is a plus. IDK - I read these reviews and everyone is so picky - It's a nice ride. If you find you like it, give it a shot.

I've used Hoffman Toyota and Honda for many years; both for sales and service. There is not a better dealership in all of CT. I think they are great. Just traded in my Honda purchased from Hoffman Honda for a used Genesis from Hoffman Toyota. Smooth purchase and great staff!!! I'll continue to be a dedicated customer for all my automotive needs. I highly recommend them!!

Bought my 2024 used with 13k miles on it. Maybe I'm old school due to prior life with a 97 TJ and and 01 XJ but this car is fantastic to drive and very luxurious. Perhaps not as tech heavy as other SUVs, but it does everything I could hope for, and has been fun for road driving and light off roading.

Purchased a Tacoma TRD in April. From start to finish the experience was positive! I certainly would purchase from Hoffman again!

I have a 2018 Cherokee latitude plus. More than 140k miles. Very nice SUV. I think most of this bad reviews are not fair. I will buy a new one in the near future.

Jim Ward my salesman was wonderful!! He took the time to make sure that I would be happy! I bought my 2018 Murano 2 weeks ago and I love it!! He was so knowledgeable and made it a great experience. Thank you again Jim! You are the best!!!

This has been an amazing vehicle! Super comfortable and will buy again. Loved all of the tech and comfort features to make each trip the best. I have owned a lot of cars and this one has the most intuitive features by far.

Lee Maloney was extremely helpful in getting us a new vehicle on a tight timeline.

My only complaint are the front seats do not have enough cushion and the seatbelt latch pushes into your hip on the drivers side. and standard lumbar support on all models added

very good . the pm's that werte compleated were checked off and not everey box was checked off like last time . it i see a box checked off and that service was not required or compleated i will go somplace other than your location. a good pm programhave has certain guidelines to fallow. the person compleating the pm's should not check of a pm that he did not comcomplete, and checked off after completion. i hav worked with vehicle pm programe in the U,S MARINES AND U.S Army and U.S Air Force . alos for the city of chicopee for 30 years. it was unacceptable and quite shocking when i picked up my truck to find all pm check boxed checked . this was not my last pm with you but the one befor. ,

MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!

Worked with Steve, didn't end up buying but he was super nice and upfront with us. A much better experience than some of the dealers we talked to on this journey.

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!

A very efficient service department for my 2019 vw Altrack. The advisor Ethan made sure the parts were on hand to get the repair done with just an hour turn around. Thanks to he and parts department i am a happy camper. Also always feel confident to recieve an honest evaluation with no upsales!

I love my Cherokee overall. This is my 3rd one. Sadly I've noticed the quality slipping. Jeep no longer provides a spare tire - WHAT? The floor mats are now of lesser quality and no longer have the Jeep emblem embroidered on them. The transmission is still a little iffy but not as bad as my '15. The tail lights fill with condensation but the dealership tells me it is normal to do so - WHAT? Additionally you're never gonna be able to find a V6 anymore. I had to go down a year to a '22 in order to get one. They are pushing EVs and Hybrids. All this being said I'm still Jeep girl and still love my Cherokee.

Came to thrifty in a pickle and Mike helped me out tremendously! He went above and beyond to get me into the car I really wanted! The finance manager went above and beyond to help me with a payment as well! I definitely recommend thrifty to anyone!

I have never owned a Jeep before and barely even considered an SUV. I've always been a luxury sedan guy, but this Jeep Grand Cherokee L Overland 4x4 has completely changed my mind. The exterior and interior designs are on par with most SUVs and remind me of the luxury sedans I have previously driven. Tech options are better than I've ever had in any other car. The ride and comfort are better than anything I've ever experienced before. Very dependable so far but I'm still under 1000 miles. I'm very pleased with my purchase decision.

Very Professional and making it simple on the purchase of my new vehicle. I highly recommend Signature Series!!

I have had my 2022 Jeep Compass for 8 months now and no complaints. I can accelerate onto the fwy with no problems. I get the mileage they say. I do wish the storage was a tad bit larger and maybe more leg room in the back, but honestly I only travel with two dogs and rear air is good for them. Love the larger display screen and never a glare so I can’t see it as in some other cars I tried. My backup camera works fine at night. I have the 4X4, so I need to get more info on that. I know the 2023 has a turbo, but I don’t care about that.

Richard Thibodeau of the LIA Northampton, MA. JEEP Dealership Service Dept. had his mechanics thoroughly search all 4 new Wrangler tires on 18" Grand Ch. Ltd wheels for slow leaks. They added pressured air and conducted the soapy spray tests all around and cleaned the rims. Mr. Thibodeau found one worn Valve Stem, and replaced it immediately. I waited in Lia's comfortable customer waiting room, where he and crew members kept me informed of the one-hour safety check. He patiently explained how the Jeep wheel system worked, and answered my questions. I purchased this 2021 SUV in June 2024 with the new tires from this LIA dealership. I am pleased to say Mr. T saw that I was a good customer, and did not charge me for this repair.

I picked the Jeep Renegade in the Trailhawk model because it is the only car in the compact category that also has excellent off roading capabilities. It completely beats out the other "off road" vehicles in its class like the Crosstrek or trailblazer. It also works excellent as a daily driver and great on long highway drives, having way better gas mileage than a pickup or wrangler. No road noise like you get in a wrangler or a truck with big off road tires. I've had this car for a little over a year at this point, with about 7000 miles, and the only thing I can say was any kind of issue was I got warning lights on my dash for the lane sensors, but they were just dirty and a quick wash fixed that problem. I can't say much for reliability just because the car is still so new. I have the leather trim upgrade that you can get with the trailhawk, but even with that the quality of the interior is lacking compared to other vehicle brands at the same price range and category, like the Crosstrek, but looking at Jeep's other vehicles like the Gladiator or Wrangler, it fits right in. Everything does feel high quality. I'm very picky about road noises and rattling panels or vibrations while driving, and I haven't had anything at all yet with this vehicle even when driving on rough roads or hitting bumps. The only reason why I gave this car a lower interior rating is just because of the excessive use of plastic. The exterior is very unique. At first I absolutely hated the blocky look of the renegade, but with all the iconic Jeep stying mixed in and the upgraded look of the trailhawk front bumper, I have grown to really love the way this little SUV looks. The blocky shape gives it extremely good headroom and gives it extra cargo space in the rear. The trailhawk model has armor on the underside to prevent damage by anything you're climbing over when going off road. There are some gaps in the armor that you can fill with available aftermarket parts. I will say that I think the cardboard box aerodynamics are the main reason why the gas mileage is so poor even with such a small engine. With about 55/45 split between in-town and highway driving respectively, on roads with large elevation changes, I do still get 24 mpg combined which is decent. The road handling is also great, the Renegade is a very light car, and even with being a little top heavy it zooms around corners almost like a small sports car. The 1.3l engine is surprisingly torque-y, it took me a little while to get used to being gentle on the throttle, the first few gears are very deep and the tiny turboed engine makes 210 foot pounds of torque so it will launch very quickly until it gets to 3rd/4th gear. The absolute worst and best thing about this car is it's transmission and the way it's programmed. In regular driving, it seems like the transmission has to stop and think about what gear to go to, so swapping gears is a little slow and not as smooth as other cars. At the same time, the transmission is the main reason why this car does extremely, unexpectedly well off road and in poor driving conditions. It will always keep power to wheels that have traction, and so gives impressive control. I have driven this up a mountain trail in the middle of a Montana winter and it felt like a leisurely drive, even purposely drove into tall snow drifts to give myself a challenge and plowed over them without any issue. When I got to the peak in my stock renegade trailhawk the only other vehicle on the peak was a modified, lifted Tacoma with large off road tires that had chains wrapped around them. I'm extremely impressed with how well this compact SUV really does off road. Overall I'm extremely happy with my renegade, and hope to have it for the next decade as a light trail/off road adventure car and daily driver.

Edwin Guzman of Lia Honda was exceptionally kind and patient with me. I had left another dealer when the salesperson did not acknowledge me in any way and when I asked for help to buy a new gently used car he said “ I have nothing to offer you.” I found Ed to be the opposite. Helpful , polite and courteous, he had three cars to choose from and he made my experience easy and rewarding . Three days later I had my new car , all paperwork completed and I was one happy customer.

Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.

I bring my fleet vehicle here for repairs/maintenance. Other dealerships have treated me like a second class customer because the fleet company pays for everything. I have never once felt that way at Sullivan's. They are always kind and have gone above and beyond for me at times. My husband became a loyal customer here because of their great customer service.

2022 Jeep Compass Limited ♥️ when I bought my Jeep I loved it at first sight❗️just being very specific. Love the cooling/heating for seats upfront and also in the back. and the heating steering wheel. Love the outlets super great option for outdoors. Love having 4x4 I also love the options for different off road travels sand,mud,snow glad we don't get snow in Florida ♥️ my Compass is not sluggish at all. Trust me when I want it to get up and go it does. But I didn't buy my Jeep to tear it up either. Lots of room and storage. Plugs everywhere for everyone's phones. And mine I just put on the charger no need to plug it in. LOVE the back up camera. If you are having problems with that go to your dealership they will fix that for you right away. Full extended sunroof from front to back. I love finding all the little Easter eggs hidden on my Jeep. Love the remote options on my phone that can lock, unlock, start, horn, basically I can do everything on my phone. Love the SOS button incase of emergency. You can drive for 6hr and 37min before getting gas. Also other feature I love it will stop byself if iam coming up on something and iam not stopping. So many more features that I love ❤️ Money well spent. Eventually I will be getting a lift kit on it. And trailer hitch. I would most definitely recommend. Best vehicle I have ever owned. Honestly I have nothing bad to say. I LOVE MY 2022 JEEP COMPASS LIMITED. ❗️🤘

Kareem was the best sales guy!! He kept me up to date on everything and did everything he promised. He went above and beyond. He was honest and very knowledgeable.

Great car so far. Still learning drivability. Tinted driver’s windows reflect light from dashboard which interferes with side mirror and external view, to the extent that window has to be rolled down to be able to see side mirror.

Vinny at Sullivan's Northwest Hills was great to work with and to buy a car from. It was truly a good experience. He was very knowledgeable and let you lead the conversation. I will buy my next vehicle from Vinny the next time I need one.

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!

Thank you to Victor for helping me get into my dream car ! Highly recommend him the process was so easy and smooth! Everyone was super kind and helpful I had a great experience. Thank you for the great service!

After 100,000 trouble free miles we bought a second Renegade this February. Good car, reasonable mileage, no complaints. Moved up to the Trailhawk trim package

Amazing service from all employees. Was quick and easy without a doubt, will refer to others

The Sahara high altitude with the sky one touch roof is awesome. The one touch opens or closed in 15 seconds. This is a game changer as we do not hesitate to open the roof in all different weather conditions. Reason is if bad weather or hot weather gets us we can have the roof closed in little time. The ride is very smooth. Noise is low at highway speeds. Overall, we really all the accessories and sound system. Definitely, recommend.

Dealership is small in size but BIG in baking you feel welcome, valued and appreciated. From my salesman Stan, to Carmino the GM and Josh in finance, I felt right at home. And the vehicle I bought was meticulously shown to me by Stan, who is one of the most knowledgeable and sincere salesmen I have ever met. I would not only consider them again for a vehicle purchase but I would recommend that EVERYONE check them out!

I’ve owned a Sahara unlimited for 2 years then purchased a 2019 sport unlimited, hands down the two best cars I ever drove, they don’t exceed in any one category besides getting you where you need to be in style!! I’ve loved every minute of my jeep wrangler!!