Used Jeep cars for sale near Ware, MA under $20,000

Purchased a used 2011 Santa Fe from Gary Jackson Motors and had a great experience. My salesman, Jordan was friendly, knowledgeable and easy to deal with. I saw the vehicle online, noted the good deal and drove over an hour to test drive. Any concerns with the vehicle mechanically were addressed prior to my returning to pick up the vehicle. Jordan made the sales paper work easy and the registration was processed by the staff as well. Super easy transaction.

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!

Recently completed a purchase with Jordan as my salesman. Hands down the best buying experience I've ever had with a dealer: straight-talking, low-pressure, transparent negotiations. My daughter is looking to replace her car soon and I recommended Gary-Jackson Motors without hesitation.

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 recently bought a car there and the experience was awesome!! The process was very fast and the salesman Matty is great!! Very good service i highly recommend them!!

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.

Hey Matty is him, I love the way he say Chiffon, and I give him all star...

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.

The process was amazing very quick and very dependable they didn’t waste time and got straight to the point I was very satisfied with my results and will be giving. 3 months and advance review thanks Jeff for a speedy process.

After my others I rank this one as my favorite. I like the looks, handling , power and size. Just right for me. Lots of cargo space.

I never thought I'd own a Jeep in my lifetime, then five years ago I bought a used 2014 Jeep Patriot and was amazed by its fuel economy and reliability for a mid-size SUV. Then three months ago my sister needed a car, and I passed the Patriot along to her, so I began doing research to buy another used car for myself and found the 2014 Jeep Compass. Now I'm the proud owner of not one but two Jeeps! I fell in love with it because of its looks as it is "less boxy" than the Patriot and the interior is basically a replica of a car I'm already used to driving. Find it a little bit roomier than the Patriot, love the top of the gate spoiler and the headlights design as well as the focused (foglights?). I can carry a ton of stuff in the back specially since I added the retractable cargo cover for privacy and safety. I definitely recommend this crossover SUV, it delivers a ton for its value. Definitely money well invested.

Great people very friendly staff was a pleasure doing business with them would reccomend too anyone in the market for a used was quality used car.

Car was perfect and price was under budget for what I was looking for love the feel of the ride and the seats are very comfortable for a woman, my husband is a big guy and he does not fit too good.

Great to work with and did everything on time and with a smile. Thanks, Jordan.

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.

Bob Jeffers provided excellent customer service and helped take the stress out of finding the right used car at a reasonable price, for me. He was very knowledgeable and up front. I would definitely recommend Enfield Street Auto Sales. Thanks again Bob, You Rock!

I bought my Jeep Grand Cherokee limited in 2018 I love jeeps this is my 3rd one it is now 2022 the only problems I have really encountered with the car are mostly run of the mill the water pump went out which is normal and I had a starter go out which is also a normal for a vehicle with a 100,000 plus miles The only problem I had that kind of sucked was the transmission speed sensor when out when me and my girlfriend were on vacation in Michigan The car will go into safe mode which only allows you to go about 27 miles an hour, I would caution anybody that would be buying one for Winter driving that these cars drive so nice in the Winter that you can get overconfident and drive too fast because they handle excellent in the snow My basic philosophy is drive it like it's only 2 wheel drive One other issue I have recently had is that I have a check engine light on I read the code on it and it says that a temperature in variance was detected I am thinking about getting a different car as the different car as this car has now 201,000 miles on it I may get another Jeep I'm not sure I'm looking the other sensor that has triggered is electronic throttle control the car is not behaving funny it's not overheating so I'm not really going to worry about it

Great customer service and great people working, Matty helped me out so if you have a problem or need help, ask for Matty!

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.

Super clean and friendly dealership paper work went smooth and fast got the car I been looking for for the best deal definitely would recommend to friends and family

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.

Bryce at BMW West Springfield is awesome. He was patient and got us into a great car at a great deal. Not once did I feel pressured or uncomfortable. He provided reasonable and sound solutions for all “issues” we had, and really made the leasing process incredibly simple.

Very friendly staff . Not bad prices Would recommend to friends to come here and check out the inventory Thank you again Moe for the great service

Just bought a car there yesterday and John was great ! Very helpful and explained everything in great detail! Very professional and caring about clients needs. Will definitely recommend!!

Mike at Bronco Motors Original made the car buying process simple and easy. Being a first time buyer not having much of an idea, Mike did a great job making sure everything I needed to do was clear and precise. I appreciate everything done by him and the experience was quick and simple. The jeep runs so well, it has plenty of space to transport everything I need and is overall an awesome first car. Great experience overall. Thanks again Mike!

Another fantastic. .stress free experience at bertera of Westfield. Austin was our salesman and was wonderful to deal with. Mark..the general manager was excellent. I fully recommend anyone to buy here..and at any bertera dealership. Their professionalism exceeds all others. Thankyou for another great experience! !!

Purchased brand new after totalling out my Santa Fe XL. This has by far been one of the best vehicles I've owned. For as large as it is, its incredibly fuel efficient yet has plenty of power to tow my parents fish/ski boat. My only complaints are the factory Michelin's were trash in Minnesota and the interior "Cargo" area is significantly smaller than my previous Santa Fe's, but thats more of a personal opinion versus any design flaw. Ironically quite a few of my coworkers have JGC's as well and almost all of them have over 200k on them, I'm still at 65k. Not sure why they have a bad reputation in the auto world, but I'm certainly glad pleased with my choice, even 6 years later!

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

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.

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.

So I got a Jeep from The Chrysler,Dodge, Jeep dealership in Deland. Jean was my salesman and he was great! Got me the vehicle I wanted for a great price! I’m very satisfied with my overall experience. 👍🏾

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.

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!

I was looking for a good newer car with higher miles and I saw that they have a wide variety of those vehicles. I went there and test drove 3 cars until I found one that was perfect. I paid 8500 cash and allowed them to change my brakes and oil. They also did my registration which was great because it saved me a lot of time. They called me when it was ready. I will definitely check these guys for my second vehicle!

Vehicle is beautiful, but has cracks on the rims and heated seat features do not work or the spotlights Oil change was not done, this is why I wanted to go through a dealer than a private party, for maintenance

I was looking for good reliable car and I found A forester for a really good price. The car was super clean and it drove great. My salesman Dave made my experience even better. He was very pleasant respectful and knowledgeable . They even saved me the hassle of going to the registry! I highly recommend them and I will return for my sons car! Thanks

The most American vehicular on the planet. I love my Jeep. It’s an acquired taste but I do so love my taste. Lift kit, 35’s, black and sexy as xxxx!!

Daniel Smith was courteous and efficient. I had a very good experience as a consumer.

Was at dealership shopping and this new Jeep Cherokee Lattitude came in on transport. Wanted it the minute I saw it. Jeep dealership had ordered it custom with every option I wanted. Blackout package, V6 a true dual exhaust, sport, power everthing, 4x4 etc. The 4x4 is excellent and never failed me! Its been flawless, aftermarket tuning has turned it into a screaming black speed machine. 112,000 miles so far. No issues with anything! Would buy another if they still made this Cherokee Latitude Special! One very satisfied customer!!!