Used Jeep cars for sale near Winchendon, MA under $99,994

Jake Newcomb took care of me again. Got me into a new 2022 Jeep Compass Trail Hawk. No hassle. Lower payment too. Great sales and service department.

My wife and I bought a 23' Jeep Compass Limited with 15K miles. We were looking for something small but also a vehicle that could offer 4x4. My initial impression of it at the dealership was that it has an awesome exterior paint color (granite crystal) and black wheels to compliment it. The car drives great on the highway and city. It's a very comfortable ride and the car can turn on a dime! I am currently averaging 30 mpg while commuting to work each day. I have noticed the car will sometimes have difficulty up shifting. As long as I apply more gas it eventually gets over it. Not a big deal for me as my last vehicle would do the same thing. The rear view camera is nice on the Compass, however it is completely useless at night. Overall we are very happy with our purchase.

Fantastic experience. By far the fastest, most relaxed vehicles purchase of my life. I will definitely be going back to Harr for my next vehicles

I purchased a special ordered Jeep Wrangler RubiconX with the 3.6 engine from our local Dealership! When I first drove this this vehicle I knew it may be rough riding, but after having this for for over 6 months it now is our main vehicle for getting around town. I get 17.1-18.3mpg. It's a 4dr and we enjoy it every day for shopping and other chores. We had it on the main highway and do between 65 and 70mph. It handles great and the ride is actually pretty good. Has great passing power as it has 4:56 gearing! We just recently took our vehicle to Keene Dodge/Jeep to have the tires rotated and were very impressed with the service and the entire staff as they treated us very special.

I have been in touch with salesman Tim for over a year or two. He didn't pressure me, and was very helpful when I committed, to purchase a vehicle. He was honest with my trade and I had different options. After thinking it over, and talking with family, I made a decision what choice I wanted , and Tim was very helpful. I was not looking forward to going into the store and purchase, because of past experience at other dealers. I was pleasantly surprised and would recommend this dealer and will go back when I need to purchase again!

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.

Excellent service delivered on time. Very happy with experience here. Service mgr( Ron) very easy to work with

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.

My experience with the salesman was very good. He was patient (even with speaking with my husband via phone). The vehicle itself is very nice and has replaced an Audi (which isn't easy to do). However, I was not pleased with how the rear plate was attached. (the screw was pushed completely though to vehicle) and whomever did the detailing needs a lesson in detailing. The worst part is whatever they used to clean the inside windows left an oily/hazy residue behind that took my detailer well over an hour to remove. He'd never seen anything like it. All that being said, the dealership itself was a pleasure to deal with as was the finance man. I would consider this dealership again for future purchases.

It’s currently summer 2025, I’ve owned my 2020 Wrangler Sahara since spring 2021. I LOVE my jeep and have had ZERO issues with it. This is my 2 nd Wrangler, first one was 2915 New. No issues with it at either. Mine is a 4 cl turbo. I didn’t want that I wanted a 6 cl. My husband convinced me to buy it and I’m glad I did. I have 59,000. Miles currently and I haven’t had to replace anything besides general maintenance.

Bought my new 2023 challenger here and they did anything I asked mainly being keeping it wrapped up for me. But otherwise while waiting who can't say no to the free Chick-fil-A they have to offer.

It’s a Jeep, so people who buy this understand what it’s all about, great off road performance, reliable and fun to drive. The Gladiator is unique because it’s a pickup and gives you more flexibility on abilities to carry more, but doesn’t hamper performance in any way, also, priced well compared to similar vehicles.

I bought my 7th new truck from Harr and again the sale went smooth. Danielle and Adrian make it very easy to purchase a new vehicle.

I love my 2019 Jeep Wrangler. It looks and drives great and is a good value for the money. Try it…You might like it!! The Jeep Wrangler Sport S is like no other…with the exception of another style of Jeep Wrangler!!

Bought 2 vehicles last Month the service was professional and the negotiations without any problems. When we did not buy the first car we negotiated on they were professional, and we ended up buying another car when it arrived a few days later

Bought this 2022 Compass Trail Hawk new for my wife. Earlier this year (2025) we landed a sweetheart deal on a new 2024 Wrangler Sport S. Guess who inherited the Compass ? I stepped down from a Grand Cherokee but I have no regrets. It has had a few electrical teething issues but all have been resolved and have not come back. The handling and fuel economy are much better than the Grand Cherokee. There are only 2 downsides..........the size of the gas tank (13.5 gal vs 24.5) and the cargo space behind the 2nd row seats. I have easily adapted to both ! I want to give a shout-out to our local dealership, Tri-City CDJR. Start to finish, an excellent place to purchase and maintain our Jeeps. BRAVO ZULU !

This is for CARLOS BAEZ great job helping me get what i needed 2019 dodge ram.

It is a great car, my uncle drove it in the west hamptons in New York to the beach. Very fun when the roof is not there.

The team was very kind and helpful to locate the car we were seeking. The sale was very comfortable and we were never rushed. Overall a pleasant experience

I special ordered my 2021 4 dr Sahara in Feb of 2022 and received it 4/1. I have previously owned 4 JK models over the yrs. The 2021 I just love. the interior appts, the dash layout with the nav. I got the upgraded leather seats and paint color white with One Touch Skyview top. Got the 3.6 with E torque for powerplant. They improved on the brakes vs JK. Much stronger!

Absolutely best dealership around! Jacob and Gene outstanding service! Both went above and beyond to enable us to buy a vehicle. Highly recommend dealing with these two men!

I bought a 2023 Jeep compass Latitude Lux. Wish they come with all the other specs in driver assists like wireless charging, power tailgate, dual zone AC control, adaptive cruise control etc.

I just brought home my new-to-me 2017 Volvo from Ron Bouchard Chrysler Dodge Ram, and I love it! What made this car-buying experience so positive was the time and care salesperson Derek Torres and Manager Bill demonstrated toward me. They were respectful, listened to what I was looking for, and explained the buying process in such a way that I felt confident in my purchase. Thanks so much, Derek and Bill!

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.

Derek was very friendly, knowledgeable and super humble throughout my whole experience. The whole team there made sure I was very satisfied with the purchase.

i recently had a 2023 for explorer it was a good truck never a problem but not a comfortable as the jeep grand Cherokee l front seating is amazing no issues at all i did my research and made sure i bought one with the German transmission its a good idea to check that only thing i can say on the down side seam to be a little under powered but i can live with it decent milage 20 around town.

This is not my first time buying from Ron Bouchard. They are always excellent! This time Derek Torres was our salesman and he was awesome! Such a pleasure doing bussiness with him! The finance man was great as well as the sales manager. My experience was fantastic! They all made it seem less! I so appreciate all of you!!

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.

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

Great experience buying my car here, Nick and the team were very helpful and made my experience easy and enjoyable. Highly recommend.

The best vehicle that I've ever owned! It's never needed to go back to the dealer for any work or new vehicle adjustments. I will get another Gladiator after this one!

My experience was great from the time I walked into the dealership and met with Sean Parent to driving my new car home! Sean explained all the bells & whistles to me and set up all the technology and linked it to my phone. During the test drive Sean also pointed out all the options for driver assistance. Overall I would highly recommend Sean for his expertise and ease in the sales process. Thank you, Sean!

ISSUE WITH SUNROOF CLOSING, NEW ONE PUT IN SAME PROBLEM. IN COLD WEATHER SEVERAL DOORS WOULD NOT LOCK AT ALL. AT FIRST I THOUGHT THEY WERE FROZEN THE DEALERSHIP IS STILL NOT SURE WHY THIS HAPPENED. I WAS UNABLE TO DRIVE IT WHEN THIS OCCURRED. JUST HAD THE IGNITION REPLACED - CAR WOULD NOT SHUT OFF. I REALLY LOVED THIS CAR THE SUNROOF IS HUGE, MY FIRST NEW CAR, IT IS A LITTLE SMALL IN THE BACK SEAT FOR PASSENGERS BUT NICE, I LOVE HAVING A HATCH AND NO TRUNK TO MOVE THINGS IF I WANT. I HAVE ALWAYS WANTED A JEEP AND I ABSOLUTELY LOVE THE 4 WHEEL DRIVE AND OPEN FEEL OF THIS CAR. IT DOES VERY WELL ON THE HIGHWAY. THE REAL ISSUE I AM HAVING IS WITH CASTLE JEEP/ RAM IN NAPERVILLE,ILLINOIS COVRING THESE ISSUES WITH MY 100,000 MI WARRANTY.