Used Jeep cars for sale near Woodbury Center, CT under $40,000

Consultant lily was excellent she was helpful and friendly, made the experience easy and much better than what I experienced before at another dealership. Recieved the car within a decent time frame and it was as promised. Thank you Lily

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.

Lee, Richard, and Steve are top notch as well as the service team!! I travel over an hour to get my car serviced here. Quality through and through!

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!!!

Good experience easy purchase happy with Francisco

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!

I have been leasing Nissan?s my last few vehicles and my current Sentra was coming off of lease. I wanted to get into something with all wheel drive or 4 wheel drive. Stephanie suggested the Rogue Sport as it has the capabilities I wanted and it?s not overly big. I love my new vehicle and was super happy with the experience executive provided

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.

I?m over the moon excited about my new Jeep!! I never thought I would be able to afford a brand new Jeep and Stephanie made it possible!!! She?s the best go see her if you?re looking for a new or used vehicle! She does it all!

Bought my 2024 used with 13k miles on it. Maybe I'm old school due to prior life with a 97 TJ and and 01 XJ but this car is fantastic to drive and very luxurious. Perhaps not as tech heavy as other SUVs, but it does everything I could hope for, and has been fun for road driving and light off roading.

buying a car there was a very smooth process. My sales rep was very knowledgeable and professional. i was absolutely impressed with the service i received. will recommend them for sure

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.

An Amazing Man...I went to Executive Nissan feeling extreeeeemly ANXIOUS, not knowing who, and what to expect Then, I met John Hosking. His approach was very sincere, I was able to sense that he was not self seeking, and made this whole experience about me. John was relatable, gentle, and made me very comfortable. I went in there wondering if I would be taking advantage of, and to my suprise, he helped to dispel that notion. I will forever be grateful, and cherish The warm, and professional welcoming experience with John Hoskins at Executive Nissan, North Haven, CT.

The Sahara high altitude with the sky one touch roof is awesome. The one touch opens or closed in 15 seconds. This is a game changer as we do not hesitate to open the roof in all different weather conditions. Reason is if bad weather or hot weather gets us we can have the roof closed in little time. The ride is very smooth. Noise is low at highway speeds. Overall, we really all the accessories and sound system. Definitely, recommend.

The JL exceeded my expectations. In the past Wranglers were clunky and didn't really feel like they were put together too well. My son had a JK and it was a huge advance forward. So I decided to buy the JL and I think it was another huge leap forward. I have fully loaded Ram 2500 but I find myself taking the Jeep most of the time. Okay part of that is trying to park a long bed crew cab, But I do enjoy driving the Jeep and have taken it across country a couple of times. After a 122,000 miles I still love it.

Highly recommend Brewster Ford. I walked in and customer service introduced me to my sales rep Tim. He was funny, knowledgeable, just a really relatable guy. He walked me through their inventory, and we began test drives. He worked with me on the price to meet my budget. We submitted the paperwork and within 48 hrs I received a call from Brian in the finance department. Another great employee, he was knowledgeable and patient. He explained every option and choice I had to make very well. I felt no pressure and picked the options that worked best for me. From the time I walked in to the day I drove away in my car was 3 days. They did everything, got me the best financing, handled my insurance, they even detailed a car I already thought was perfect. When I went to pick it up it somehow looked even better. Great group of people working at this location, if you are looking for excellent quality cars and a friendly environment you should really check out Brester Ford.

This has been an amazing vehicle! Super comfortable and will buy again. Loved all of the tech and comfort features to make each trip the best. I have owned a lot of cars and this one has the most intuitive features by far.

Brewster Ford made buying my new explorer enjoyable! They are patient, professional and experts in their field. They were also available to answer my questions and made my car buying experience stress-free! I look forward to servicing my vehicle there in the years to come! Special shout out to Hazel and Rob for their assistance- they’re awesome!

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.

When you walk in its like seeing friends you haven't seen in years! Very friendly and they have patience which most places do not have. They made it easy picking a car and getting it!

11,000 miles never a issue still drives like brand new . Awesome off roading and really not bad on the freeway at speeds up to 90mph

Se los recomiendo! Me dieron excelente servicio. Me encanta mi carro. Regresaré por otro pronto.

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.

I was pleased with my purchase. I was pleased with the salesman knowledge while showing the instructions on the various things about the car.

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.

I was looking for a change for a lease and choose to go with a Jeep Renegade. The first dealership I visited was Milford Auto Group and they took excellent care of me, exceeding my expectations. My salesman, Mark Setaro went above and beyond to get me an extraordinary deal on a loaded Renegade, even though my intention was to go with a base model, they made a great deal possible for my means and for that I am very grateful. I look forward to building a relationship with this dealership. very good feeling all around. Thank you again! ~mike

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.

This is simply the finest dealership anywhere. First of all it is family owned and every member of the family actually works there. One of the owners, Bob Fedor, personally oversaw the purchase of our new Ram. He was 100% available and was in the background throughout our entire experience making sure everything went perfectly. He is honest, caring, and completely forthright. By the time we picked up our new Ram we felt like we were a part of his family. Our salesman, Mark Setaro, couldn't have been more professional or helpful. Mark was knowledgeable about every aspect of our purchase and helped me from start to finish making himself available at all times even when he wasn't working. Buying a new vehicle can be extremely stressful, however, when you have a professional such as Mark guiding you through the process it is anything but. The purchase of our 2022 Ram Rebel was a surprise gift for my wife and Mark and Bob went to great lengths to make it all happen. I can not express how appreciative I am to them both or what a great experience this has been.

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.

I just purchase a Jeep Compass Gregory was my sale representative. Gregory went above & beyond to help me. He went over the entire car from top to bottom! AWESOME!!!***** One other thing I came in when the shop was about to close and he still help me.

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.

Love my Charger! Henri Michaud was my salesperson. Very attentive and good natured. In fact, everyone there had a great attitude from reception to finance. Plus a cool showroom. Thank you Papa’s Dodge!

We were looking for a moderately priced Jeep Wrangler Unlimited for a teenage son and this one fit the bill. For a roughly 8 year old vehicle it was well taken care of by previous owners. Although the Jeep Wrangler Unlimited won’t be confused with a luxury car for its ride and comfort, they are adequately appointed and fun to drive. That’s where the saying, “it’s a Jeep thing “ comes from. All I know is that in our area they are very popular and our teenage son will thoroughly enjoy it if he can ever get it away from his Mom.

driving now 1 1/2 years. still love it. 59,000 mi. rec. chang rear end oil. mine had broken bits of gear. much better now. leaks from windsheld area, gotta work on that. overall still jeep'n--- please stop putting ducks on my jeep

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.

Great experience the whole process start to finish was mad easy by my salesperson Julie Hoag set up the Toyota app on my Iphone for my new 2025 Rav4 Limited Hybrid

  I have the Trailhawk trim, the serious off-road version.  Finally, a car that I can confidently drive in and out of rough construction sites, and not be afraid that I'll break it or get it stuck.   It is possessed by a powerful spirit of wanderlust, and frequently demands that I take it on drives just to see places it hasn't yet been, preferably places that normal cars cannot go.   If Don Quixote de La Mancha lived in our time, he would surely drive a vehicle like this one; a vehicle truly fit for a modern Knight Errant.   I didn't know until a few days after I bought it, and I don't think the dealership knew either, but this one has about a 2" aftermarket lift, and slightly larger tires than stock.