Used Jeep cars for sale near Chester Center, CT under $899,990

I had THE best experience at Carmax...the salespeople were non-pressuring, helpful and just amazing (especially Daniel!). They went out of their way to make every step comfortable and unpainful. I will most definitely go there when I need to buy my daughter a car and when I need to upgrade in a few years!

I have a 2021, 2 door, Jeep Wrangler Rubicon. Is it a decent vehicle - yes. Is it for everyone? Probably not. But if you like to drive with the roof off, don't mind bouncing around on the road a little bit....and it is bouncing around, ok with the wind noise, then this is the vehicle for you. The V6 engine is decent. Do the maintenance and it will be fine long term. I have the manual transmission. Works fine and makes it more enjoyable to drive. It is a very nimble vehicle, no problem on the highway, comfortable, and the noise is not that bad when travelling. Is it a vehicle I would drive in bitterly cold winters and icy roads - I am in Canada where winter is winter and -40 is real....nope I would not. However there are thousands of people around here that do. This vehicle is an acquired taste with a variety of uses, applications, and lots of strengths. Does it have many weaknesses - no not really. But you need to be sure why you have it, accept its nuances - which are not that bad, and enjoy it!! It is a fun vehicle to have especially in the summer when the sun is blazing!!!

Alex excellent salesperson very patience and honest. The dealership is another story, if your looking for a reasonable price this is the dealership for you, they get cars from Auction so no idea about the history of the car, they get checked when you already signed for the As- is purchase, don't go there on a weekend, if you have patience, wants a bargain, (non negotiable deals)time, and good mechanic this is a place to go, got lucky with Alex very accommodating and great salesman

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.

This was my first Jeep Wrangler purchase and it was very pleasant and my salesman Henry went above and beyond! I was astonished with how much Henry really cared about me and how much he actively assisted me with purchasing my vehicle.

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.

Second car with in a year from Brandon, this time for my 23 year old daughter!! Everyone there made the car buying experience a pleasure,I think they have a customer for life!! Lawrence was great also!!

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.

Flawless process very easy and friendly to work with. Very knowledgeable and accommodating. Highly recommend to family and friends. It’s nice to deal with a family owned business that cares.

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!!

We were selling a vehicle. Staff contacted us to give us a link to provide all info for the car we wanted to sell. They gave us an excellent price. ( as evidenced. By kelly blue book ) When bringing car to dealership in East Haven - staff had gloves and masks on. They came outside for paperwork. They were organized. Social distancing followed. We are very please with our experience.

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!!

Dave and his team are a joy to work with. They were very attentive to the needs of my family when looking for a car. Dave was super friendly, and patient when dealing with our circus. Although we did not reach a decision on the car we wanted today, I will ultimately be buying my car from Dave. Great staff. Keep up the good work.

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.

This is my second car from Troiano I just bought an AMAZING new Dart, Dave is super.

We purchased a 2024 Jeep Compass Limited Elite. This vehicle has far surpassed our expectations for comfort, handling, road noise and quality. There is very little road noise we hear inside the vehicle, and this allows us to keep the radio turned down to a comfortable level. Handling is exceptional and very responsive. The driver safety features of lane guidance, adaptive cruise control (my favorite) and 360-degree backup camera are now features we will not go without after experiencing first hand performance. Thank you Jeep and Jeff Belzer CDJR of New Prague, MN

Motorcar west was great! Got back to me right away and answered my questions. I’m super excited to be driving my new 2004 Corvette just in time for Spring!

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.

I would like to thank Andy Keleher and Trioano Auto Group for providing excellent warranty service on my '09 Challenger RT while 1000 miles from home. I brought the car in at 8:00 AM Monday morning with the transmission in "limp-in" mode. I did not have an appointment but they worked me in and diagnosed the problem as a failed speed sensor inside the transmission before 10:00 AM. They located the part in another town and sent a driver to pick it up. I had my car back by 3:00 PM. Troiano's fast service literally saved the rest of my vacation. I have put over 1000 miles on the car since with no problems. This is the way warranty service is supposed to work.

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 in to Robert’s Chrysler Dodge, after the fiasco of another local dodge dealer. Met with Josh, who made the selection process very easy, and understood my issue with finishing off my old lease, and the issue with the other dealer. When the time came to buy, it was one of the easiest processes I ever had. Josh went out of his way to find all the incentives, and give me the best deal, and finance. I have my new dream car, I am overly ecstatic by the experience. I will never go anywhere else, than Robert’s Chrysler Dodge! They make you feel like family.

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

Thanks to CarMax services Team I can now relax and drive my car. They were so helpful and I trust them will never ever ever go to any dealer for my car repair. Special thanks to Carolyn for being so nice and understandable.

We bought it in 2023 just off lease as a CPO. It’s been a great vehicle. We love it would buy another one in a minute.

Anthony Wilson was my sale person he made everything go smoothly, kept in contact,made sure the truck was ready. He was awesome . If I need another vehicle he would be the only one I would deal with. The dealership is lucky to have him. And the truck is great too

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.

Bought remotely from a couple states away. Opted to arrange my own financing. Ken & Joe were very patient, holding the vehicle (with minimal deposit) while lender rqmts. for availability of funds were met. They made it EZ. An all around awesome experience! When I went to get the vehicle I purchased, the only distraction was their impressive inventory!

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.

I had an outstanding experience purchasing my Cadillac Lyriq from Blasius Cadillac. Despite having researched the vehicle extensively through YouTube videos, sales representative Rich Noble took the time to thoroughly explain every detail during my test drive, ensuring I fully understood all the features. When I arrived late due to travel delays from Boston and a previous dealership appointment, the team was incredibly accommodating and flexible with my schedule. The pricing process was refreshingly transparent—we negotiated the complete out-the-door price entirely through email with no hidden fees or last-minute surprises. Most impressively, they coordinated with the Massachusetts RMV and delivered my vehicle directly to my home with plates and registration paperwork already completed, saving me an additional trip back to the dealership. Blasius Cadillac demonstrated professionalism, transparency, and genuine customer care throughout the entire process. 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.

Was contacted by Zach from Waterbury dealership. Right off the bat I felt like he understood my needs and wanted to work a fair deal for the sale of my truck. We got it done and myself into new Colorado. Staff was very helpful and patient. I would recommend this dealership team to anyone. Thanks!!

In my many years of car driving and ownership, I have rarely had a better vehicle than my 2019 Jeep Compass Latitude. It has been reliable, comfortable, fun to drive and, for its' size and type, very good on gas. In April, I will have been driving "Lattie"for 5 years. My upkeep has been minimal. She is pretty and still looks new. This vehicle is such a pleasure to drive. Handling and response are excellent. Controls are super easy to manage and absolutely love the heated seat and steering wheel. On a long trip, it is very comfortable (yes, I have ridden in the back seat, too) and fuel economy was just great...fully loaded with air-conditioner on and travelling at highway speeds gave me 30+ mpg. Really can't complain. My Neon didn't do any better. This is a great vehicle. Oh, and I had leased it new, and purchased it when the lease was up..that's how good this car is!

Been buying vehicles there since 1990 Likely 5 or 6 Always the best deals Always the best service Don't think I'll ever go anywhere else Purchased both new and preowned

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.

Bought a 2015 Dodge Challenger with 5800 miles - great price compared with what the same car is going for today with 40K / 50K more miles. Process was easy. All my friends love the cards and strangers give me compliments. My only complaint was these cars go through an inspection where all problems are fixed. I bought the car in February and by the Summer when I finally turned on the A/C, it did not work. When I went to the repaair shop I was told it would cost me 41000.00 dollars as the hose was broken dehind the instrument panel. In my opinion this should have been caught by CARMAX and fixed before I picked up the car. Otherwise very happy - no problems other than that to date. CARMAX - please fix my A/C??????

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.

I really love my new Compass, I enjoy driving it. It handles very nice and for a 4 cylinder engine it moves. The interior is very beautiful and comfortable.

I bought a brand new Ram 1500 Warlock from a different dealership 3 weeks ago and the check engine light came on. After being shooed away and essentially given a “not our problem” response, Robert’s welcomed me with open arms. I cannot remember her name, but the service woman was fantastic. She told me they could do a quick diagnostic test even though they didn’t have any service openings. The problem was identified as a simple EVAP leak and She told me that it was a quick 15 minute fix and they’ll take care of it. This is ALL I wanted from my other dealership. Robert’s just gained a new customer in the future for this superb service.

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.