Used Jeep cars for sale near Oakville, CT under $25,000

Very good car buying experience; no high pressure with competitive pricing. Anthony the salesperson was courteous and responsive to all our questions.

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.

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.

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.

Peter is a kind person and wonderful salesman. He is a credit to Ingersoll Auto Group! He helped make our lease go smoothly and efficiently. This is our second time we have worked with Peter to lease a new car, and he directs us to the perfect car for our needs.

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).

We didn't end up buying a vehicle due to unforeseen circumstances but will be returning soon. Very professional and no nonsense.

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!

Todd helped us buy our new car. After seeing other cars and dealerships coming to Highline was refreshing. He was so pleasant and very prompt during the testing of vehicles. Cars were pulled up right away back to back with zero down time. I love this. Considering they had a busy day with many customers in the office we still received great care. We closed on a 2022 Honda Accord and are in love. The manager closed the deal and experienced was everything as he too was great

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 !

I've bought 4 vehicles from this dealership as a return customer die the the (CPR) - Courtesy - Respect - Professionalism I live in Delaware and make the journey for these three requirements for me to purchase. Ask for Lou 😉

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 bought a car from this dealer (land Rover), everything went well , the staff were friendly and helpful. Special thanks to antoine wilson , he was very professional , helpful and kind. Thank you

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.

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!!

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.

Wafa was great !!!! She made the whole experience enjoyable . I would definitely recommend her to anyone looking for a vehicle.

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 arrived knowing the used car I wanted to buy. I had been following the posted ads for this car and was concerned about the pricing changes, first down and then up for a couple of times. There is no negotiating the price since I had no trade. The financing was done professionally. My salesperson was super nice and instrumental in the registration and changing insurance.

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.

Just bought a 2024 Ford Edge. Process was easy and staff friendly and professional. Provides and reviewed all relevant information and documentation. Would recommend this dealership to anyone.

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.

My experience at Northwest Hills Chevrolet was exceptional. I was treated with the utmost kindness and respect, and accommodations for my special needs were made willingly, and in some cases, without my even needing to ask. My salesman, Phil Musmacker, made everything incredibly easy for me throughout the entire process (honorable mention goes to Brendan Elrick, who followed up on my initial request for info on the Equinox EV, and connected me with Phil). In addition, I never found any reason to question the pricing on the purchase order; everything was straightforward and exactly as I had been told, which is incredible considering my previous experiences with dealerships, where I had to fight to keep extras from being added to my order. Truly remarkable! I've already recommended Northwest Hills Chevy to a couple of friends! Thank you for a most wonderful experience (and I also really love my car)!

Bought my 2017 Overland 2WD preowned with 74k miles. It’s now Feb of 2024 my Jeep’s got 135k on the odometer and I’ve never once had an issue. I occasionally get car fever, start looking at cars online, but the second I jump behind the wheel of my Grand Cherokee I smile and decide to keep it for a little longer. I still love the look, it’s super comfortable, has plenty of power, all the bells and whistles I want (and beyond), and I love the fact not every single thing is touch screen as most modern vehicles. I love I can turn up the volume, operate the AC and many features with good ‘ole KNOBS without taking my eyes off the road.

Easily one of the smoothest & most trustworthy transactions I’ve ever experienced with a car purchase! Will never go anywhere else moving forward. Dejon N. was kind, knowledgeable, and very patient as I asked a ton of questions. Financing staff equally as lovely & incredibly helpful. Highly recommend this location! Thank you!

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 am Very happy with the work they did and highly recommend them. Very professional.

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.

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??????

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!

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.

One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!

Melissa Fusco was friendly patient and more than helpful with the registration of my car. I highly recommend this dealership over the dmv any day!

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.

Did not purchase but had a very transparent and honest experience with the staff at Wallingford Auto Park

I've owned 3 Jeep products (2 Cherokees, and 1 Wrangler) and bought Cherokees 3 for my kids. Now they bought their own. Reliable, durable, and affordable. I love my 2017 Altitude. Looks great. The only thing I had to replace was a water pump at 80,000 miles.