Used Jeep cars for sale near Winchester, MA under $30,000

Excellent was very helpful with all my questions. Had some problems and all solved by Jason.

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.

After finding a used car listed on cars.com I ran right over to the Littleton dealership to check it out. The car had just been received at the dealership and needed to go through the Toyota check. I met with two salesmen during the course of a week, Jon M and Richard G. Both went over and above when assisting me with the vehicle even at closing time. I would recommend them for your car purchasing needs.

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.

Met with Anthony R. to discuss my upcoming lease expiration. He worked out all the options I had, and was very supportive. I also had to get my Jeep inspected at the same time. It was a very pleasant experience.

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.

Amazing service done by kind people. After having my last car ownership experience go so poorly I’m happy my car is being serviced at Kelly VW! The dealership itself was clean and modern, making me feel very happy to be spending the waiting time in such a nice area. Overall couldn’t recommend Kelly VW enough!

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).

Bought my 2nd BMW from avon auto brokers, they got me a great finance rate/ and the staff was amazing. they alway have a great inventory of vehicles.

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.

Rodman ford was a pleasure to deal with. This is my 4th new ford between explorers and f150s. My first purchase with Rodman and couldn?t be happier with experience. Went there on a slow day due to bad weather, the team came together and made a very personable and great buying experience. Many hands on deck to make it a fast painless process. Thanks Rodman Team

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 first Cadillac purchase was a pleasure in 2020 with salesperson Dave Robinson. I have been having my oil changed a few times since then. Renata in the service dept was great and the waiting area is comfortable with workstations, water, coffee, and snacks. They even washed my car. I highly recommend this dealership.

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 !

Bought our 2022 Passport at Boch Honda West and felt no pressure from Mike or Rich during the process. Service over the past year has been seamless and stress free. Very accommodating when a timely recall was needed. Supplied a rental without issue.

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.

The process was so easy! Raphael even able to get my car ready that same day. Great dealershi

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.

Very positive experience I’m happy everyone was helpful and professional. I appreciated the no pressure type of space this dealership was.

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.

Felt welcomed the moment we walked through the door. Knowledgeable staff, great prices, spectacular inventory. We found the car we wanted. Frederick helped us with the car, he is everything you want in a salesman. Frederick listened to what we wanted in a car, worked with our price range, he wasn’t that typical car salesman you always hear about, he was great, truly caring. We will definitely return to Autobahn USA when we need another car.

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.

As usual Dan Swartz took care of me for my annual oil change and inspection.I can always count on Dan for his help and answering any questions I may have.

Bought my used 2 door at about a year old, with 17,000 miles. Had a couple issues initially: passenger seat got stuck, and airbag light was on. But once I had those fixed, the car has been completely reliable. And I found out that the 2 problems were related. So really it was only 1 problem. The stuck seat has impacted the air bag sensor or something. Loads of fun driving this thing through the snow. 1 foot, 2 feet. Fluffy, or packed by the snow plow. It didn’t matter. Shift it into 4wd and point it where you want it to go. It just went over all of it, and without any drama. Nice and slow. No need for momentum. It just went right through the snow . Can’t wait to take it off road with some friends. As for everyday driving, I love it. You just have to know what you’re getting into. It’s not designed to be a comfortable or sporty car. It’s loud, rather uncomfortable on the bumps, the 2 liter engine sounds like a dish washer, etc. But, those are also all the quirks I love about it. It’s not pretending to be something it’s not. I would’ve gotten the manual roll down windows if I had the choice. It’s just the opposite of my other car, a Macan turbo. It’s just a good old fashioned, honest vehicle. The engine and transmission combo make for a pretty quick team. I’d say 0-60 in about 6 seconds. That’s pretty xxxx quick for a 4000 pound truck designed to go off road. Rarely do I push it that fast of course. I like to drive nice and slow in this car. This is my car to go slow and smell all the roses. I love it. I’m averaging just under 20 mpg driving mostly in NYC. Not bad. Best mpg I’ve had from all my suvs. The hardtop only takes 10 minutes to take off. But it’s still a pain in the xxx. It’s definitely a 2 person job. And then there the issue of where to store this big thing. It’s not like NYC houses have big garages. We’ll see how often I take it off once the summer comes around.

Always excellent customer service. Second car purchase at Lexus of Watertown. Thanks John - you helped me find the best car for me.

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.

They were excellent. They got me right to the car I was looking for and They did not attempt to add any illegitimate fees to increase the price. They got the car ready for me so I could pick it up the next day ready to go. The experience of getting a car from this place went as well as it could have gone. I highly recommend them. The person who helped me was Frank Santino and he was easy to work with.

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!

Upon our arrival at Braintree Toyota, we were in the "browsing stage", unsure if we wanted to buy a new vehicle to us. Gerry Gorman, Sales Representative Toyota Braintree, approached us after a few minutes, greeted us, we told him we were interested in the Toyota Tacoma's, we asked a lot of questions about the Toyota Tacoma, new and used. Gerry is very knowledgeable and articulate about the Toyota line. His experience and training makes Gerry able to "translate" the mumbo-jumbo so the non-knowledgeable consumer can understand and make a formative car buying decision. Gerry & the Staff that we met along the way during the car buying experience worked so passionately to make this the best experience. In the future this will be a #1 Dealership to buy from. We will recommend this to all our Friends/Family. Keep up the great work.

This car has everything we need and more. 4x4, looks, performance, can be towed behind an RV. Includes sun roof, rear camera, safety braking, more. Rides great.

Nothing big, just having regular maintenance. This has been a great car. I leased then purchased it from Colonial and have been happy that I did. All set now.

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!!

My wife and I came in just to talk, when we left we drove away in a brand 2023 Nissan Rogue.thanks to stellar salesman ,Billy Barboza,no pressure show us a couple of Rogues, none of this ,you need this and you need that, We would recommend him to anybody we know that is looking for a new car, very pleasant to work with, he is an asset to your Dealership,And the reason we did go there is one Toyota of Braintree ,couldn't acomindate us,kept trying to sell what we didn't want, so my Daughter who bought from you suggested we go see Billy,and also my son-law works for you.

Love my GC 80th Anniversary Edition. A little over 15K miles and she’s been in the shop 2 times now with a squeaking coming from the engine. Tensioner rod and idle sensor were replaced first, they had it for almost a month. alternator was just replaced, they had it for a week. Picked her up last night, drove her this morning and it’s still squeaking! Very frustrated but hoping to get her fixed!

Bill was awesome to work with! I would definitely recommend checking out auto factory if you’re in the area!

I’ve owned many Jeeps over the years and this year and model has by far been the best in quality and performance The vehicles interior is exceptional in comfort and wear.

The staff are helpful and expedient. I was able to trade in my lease for another very easily. The sales and finance team are a pleasure to work with.

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.

Gene Robbins is the best Service manager around. He will do anything he can to take care of you car issue. I had a non warranty covered issue and he worked out a very reasonable way to address the problem. Great job Gene!!

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.