Used Jeep cars for sale near Wellesley, MA under $100,000

The service department at Kelly Volkswagen is outstanding! None more so than Rachel DaSilva… She is exceptionally efficient, professional, and friendly. There is never any guessing or surprises. Highly recommended!

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.

Kelsey and Ahmad were a pleasure to deal with purchasing my pre-owned Ram 1500. The buying process was efficient smooth and straightforward. Follow up minor warranty work within the first 30 days was also addressed without issue free car wash after a visit is a nice touch.

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.

Mike was an ease of working with he was honest, transparent and this was the best experience we ever had buying a car

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.

I had a very pleasant experience working with Marcus at Wellesley Mazda. He took the time to understand exactly what I was looking for, shared his knowledge of the vehicle options and features and patiently answered all of my questions. I highly recommend Marcus at Wellesley Mazda to anyone looking for a no-hassle, enjoyable car-shopping experience!

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.

Great all around I’d recommend this dealership to anyone looking to buy a car

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).

Evy hit me up and said steve I can get you into something better wasnt really interested in getting another vehicle but what she was saying made sense she introduced me to Carlos and he took it to the next level now driving a 2026 crv from a 2018 Carlos had the vehicle in the front of the dealership waiting took the plates off and I was all set definitely recommended Honda north even the service crew and awesome shout out to Kimberly too sweet heart 💯💯

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.

This is my second Impreza from Wakefield Subaru. Love the car and impressed by the salesperson, Christian Finch. Knowledgeable and not pushy, which I really appreciate. Definitely recommend.

Visibility and size are what I need. 4WD, clearance for snow. Rather tight interior, not suitable for more than two. Auto Park is very confusing. Not auto parallel Park. Car will stop while backing out of parking space, won't move if a somewhat complex procedure is not followed.

Robert was great through the car buying process. I bought an x5 and did an inspection . Robert made sure everyone from the inspection was fixed. So great to experience! Thanks

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.

Worked with Brian Villuannueva on a recent purchase of a Jeep Wrangler 2021 Rubicon. Brian was a pleasure to work with. He was straight forward, addressed any questions I ad in a timely manner, followed up and made the whole experience a pleasant one. I would highly recommend recommend seeking out Brian when looking for a car at Kelly.

bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.

I would like to especially recognize my Sales Rep, Jeffrey Jones. He was not sales aggressive, very down to Earth, and made me feel lease nervous. He was honest. Additional he worked with Peter and Sosa, who were also great, to get me into a new car. I left a 5 star rating on Google.

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.

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.

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.

Great dealership. High quality used cars surpassed only by their high quality employees. Salesperson (Alex) and General Manager (Taylor) were great. Taylor is absolutely the best person to deal with. Honest, straightforward and he truly wants to get you a vehicle you love. He's not just trying to sell you a car. He is trying to make you love your purchase.

Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles

Car taken on time and finished on time, four new tires for the price of three, discount on mounting and balancing, complementary cleaning was perfect.

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 !

Sharon helped and was amazing! Very smooth process and was very good with communication. Would refer her and Bourne’s to others

Just purchased the Wrangler JL with the 2.0 turbo engine. Very comfortable car with lots of new safety features. We got the one touch slide roof. It feels like we have a convertible but we can close it in 10 seconds which is a great feature in FL with our famous pop up showers and thunderstorms.

I had an excellent experience at McGovern GMC Westborough. Ben, my salesman, was fantastic—he was helpful, never pushy, and kept great communication throughout the process. He really listened to what I wanted, respected my budget, and even took the time to get to know me while sharing a bit about himself, which made the experience feel personal and comfortable. Omar in finance was just as great—super friendly, honest, and transparent about everything. The dealership itself was clean, well-maintained, and in a very convenient location. Overall, the entire process was stress-free and enjoyable. I’d highly recommend them!

2024 refresh Willy’s edition 2 door soft top , love the refresh, most notably the radio 12.3” upgrade, I’ve owned 5 wranglers in the past starting with the 1988 model , prior to the 2024 I had a 2 door 2011 . Well built , great driving on an off road , amazed at the little turbo motor, smooth, great acceleration and gas mileage, around 20/21 in winter and 23/24 in summer , which I think is great considering the size , shape and 33” tires etc. overall super happy with my jeep , for me the refreshed Willy’s edition is the sweet spot in the line up

Eu estou muito agradecida e muito feliz e mais feliz com o atendimento deSharon ela é uma muito atenciosa eu amei conhecer ela ela e maravilhosa 💕

This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.

Quick 46 min oil change - great coffee, clean facilities, great selection of cars to peruse . My 5th car from this dealership- always attentive to my needs.

New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.

What a positive experience from beginning to end. I never did business with ActonToyota previously. I was in the market for a used vehicle and Ron a very talented and knowledgeable sales person reached out to me and helped me identify exactly what vehicle I needed and gave me great suggestions and options. He allowed me to test drive the vehicle that I identified and worked with me to get the best price possible. It was a used car and he introduced me to Jeff The manager overseeing that department. What an experience and a very genuine honest individual who educated me on the different vehicles mentioning not only the positive, but also some of the downsides of owning a particular vehicle, including high maintenance costs or gas mileage concerns. In addition to Ron and Jeff. I was very pleased with the finance department in terms of how easy the process was and allowing me to pick and choose which Service plans if any work best for me. Jo and Josiah were awesome to work with. I have owned and purchased a number of vehicles from other dealerships. Normally the finance people are very formal and can Sometimes make the consumer, uncomfortable and anxious. It was the complete opposite with these guys. One last shout out to Jimmy and his talented team over at Acton Toyota! Jimmy came up to me and introduced himself and was as down-to-earth and friendly as one could imagine. I really felt like I knew the guy for years. The whole process was awesome and the people there made it so comfortable and easy to purchase a vehicle that I would highly recommend anyone looking for a vehicle to at least give them a try. I’m sure that you will walk out with the same positive experience as I did.

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.

I have always been pleased with the service I receive at Imperial Toyota. I promptly get an appointment and work is completed in a timely manner. I have dealt with Jarrett Viens and he is very accomodating.

Great,sport utility so far plan too keep it for a very long time.It's,the trailhawk trim the off road performance is amazing and get's great mileage.

I worked with John at Lexus of Watertown for the purchase of a new SUV. John was very knowledgeable and helped me evaluate the choices I was considering. I never felt pressured in any way. He was very professional and responsive to the questions I had about the process.

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.