Used Jeep cars for sale near Bridgeport, CT under $28,000

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.

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!!

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 called the service department on October 15, 2025. Because I thought that the front collision avoidance system on my new 2025 Telluride was not operating. I Spoke with Giana. And asked if I stopped by could one of the techs look at it and ascertain if it was just shut off, or if it was something else, and I would have to make an appointment for service. She was very accommodating and advised me to stop down. When I arrived I spoke with Erin. Who came out to see if there was a reason for the system to be off. But it looked fine. Then Rubio. One of the service technicians came over to look at it. And he took it for a test drive. When he came back he advised me that all of the systems were working as they should be. He also explained to me how and under what conditions the front collision avoidance system works. I want to thank Giana and Erin for helping me and especially Rubio for taking the time to test drive the car and for explaining the system to me. Thanks to all at the Smithtown KIA service department. BOB W

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 love my jeep Sahara I put a 2in lift in it and 20 in rims with 35 in wide tires , I took it on a 5000 mile road trip it did great on the highway and over the mountains of Colorado I hit a lot of snow and rain on the trip to the west coast and back to Oklahoma I loved the drive it does not drive like a sport car but better then my work truck does , for the whole trip I avg 20 miles to the gal even with the over size tires on it and the off road is just what you think a jeep would be , if you want a good on and off road then I say this is a good jeep for you

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

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'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 😉

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.

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.

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.

Rob and Joe were amazing and the car was in perfect condition. I drive 3.5 hours and they were very courteous and professional.

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).

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

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 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

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!

I was completely satisfied with the recent repairs to my vehicle by Luis at Napoli Motors. Fast, thorough and professional. Great job!

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.

Took my 2015 SL400 in to correct a faulty trouble signal. Vehicle was taken right in and was promptly hooked up with a loaner. The issue was resolved by the end of the day and I picked it up next day. It all went smoothly.

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.

Bought my Bronco Raptor from Brewster Ford (and I live in Mass) and Michael Rose, the sales manager, made the whole experience a real delight! From straightforward, honest pricing, to answering all my questions promptly at any time of the day, keeping me updated, and accommodating all my add-on requests, I can't recommend Michael and this dealership enough. He's honest, friendly, and attentive - a real gentleman. I should also mention Brian in financing who got me a fantastic loan deal, Bonnie who processed the registration paperwork and delivered my car in Mass, and finally Robert (supervisor/manager) who was also extremely friendly and helpful and started the whole process on a great footing. I only wish they were closer to where I live so I could do all my maintenance, repair, etc. work with them.

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 service. Picked up my car for service and left me a loaner. I had left something in my car and they made a special trip to return it. They went above and beyond.

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!

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.

Luis was a prepared, kind, and cordial associate who I had the pleasure of working with. After some honest negotiation and a little bit of elbow grease, he got me to my number. My Dodge Hornet has been great! He made buying this car a breeze and was very responsive over email as a pre-vetting process.

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.

Just purchased a 2025 KIA Sportage. Everything went really well and smooth thanks to the help of Lila Bubier. ⭐️⭐️⭐️⭐️⭐️ 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.

Second time around was just as good as the first. It felt like visiting friends, not a transaction. I wouldn't hesitate to recommend Hamden for either a purchase or service. I'll drive further to get to this location since I know the time will be well spent.

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!

Thanks to Mark, Hector and Tony for making my first Porsche purchase an excellent experience. It was a pleasure working with you guys. Let’s do it again someday.

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 !

Kevin was wonderfully helpful without being pushy. It was a positive experience. He offered everything over and above.

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.