Used Jeep cars for sale near Pound Ridge, NY under $899,990

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.

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.

Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well

Great service. They didn’t try to up sale me which I appreciate a lot the deal was done in 45 minutes and I didn’t even test drive the car

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!

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.

Oliver my sales person was very pleasant. Took his time to answer my questions and explain everything I needed to know about the car I was interested in, while Sandy the finance manager worked diligently to ensure I left with the car. I am forever grateful to this team!

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.

Sales employee John Downey was extremely attentive to my request in purchasing my 2025 Ram.

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.

The experience was good and the sales representative was very helpful. I would recommend Victory Mitsubishi to others looking for a vehicle to purchase.

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.

Each and every time I leave Central Avenue Chrysler, I leave with a smile. Customer service impeccable! Repairs & maintenance service impeccable! Service Advisor Marco Varentti is always professional, honest, and super friendly. Dealership Rating - A+

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 !

On November 11th, I purchased a 2022 jeep compass, thank you to Andrew Scott for making it a smooth purchase. His ability to answer all my questions and get everything together showed his dedication and professionalism to his job! Thank you Andrew. Keith O.

What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.

"Stamford Dealership is very professional from start to finish. When I first visited their website, I noticed their high star rating, and now I can confidently say they truly live up to it! From the moment I call in, Sergio was welcoming, knowledgeable, and attentive to my needs. Sergio in sales made the car-buying process smooth and stress-free, answering all my questions with patience and expertise. Parker in service was equally fantastic, ensuring everything was in top shape and addressing any concerns with great attention to detail. The selection of vehicles was impressive, and the overall quality of service exceeded my expectations. I highly recommend Stamford Dealership to anyone looking for a smooth and hassle-free car-buying experience!"

It is a GOOD Jeep and I LOVE everything about it the color and EVERYTHING it have in it and the drive and the performance

Beth Hicks service dept was amazing very sweet and helpful she is the best if you need service go see her. I traded in my honda for a Rav 4 Philip Hicks. What a. Smart young man and friendly got me in my Rav 4 fast.. And the main man. Ken Hicks wonderful to deal with this is the 5th time I bought from him and will always do so.. The whole staff is A++++++

I purchased recently a used 2020 Cherokee Limited and it has turned out excellent, I have no problems or issues. The only minor issue that I have is the location of the cup holderss.

Courtney is amazing. She is very professional and always makes sure her customers are taken well care of.

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.

Came in to purchase a new car after 12 years and the team at Jeep Chrysler Dodge City was very attentive, not pushy and very informed. Christina Granchelli provided a stress free car buying experience. She was especially helpful the day i picked up my Cherokee and was well informed on all the features. Would definitely recommend this dealership.

After 100,000 trouble free miles we bought a second Renegade this February. Good car, reasonable mileage, no complaints. Moved up to the Trailhawk trim package

Service rep Jennifer was very professional; courteous; knowledgeable. Easy to deal with. Repairs made in a timely fashion. So far, i am happy with Napoli experience.

Owning my 2020 Jeep Renegade Limited has been an absolute joy. This SUV strikes the perfect balance between style, comfort, and capability. From the moment I got behind the wheel, I was impressed by its smooth ride, responsive handling, and surprisingly spacious interior. The premium features—like the leather-trimmed seats, intuitive Uconnect infotainment system, and advanced safety technology—make every drive comfortable and convenient. Whether I’m commuting in the city or taking a weekend getaway, the Renegade Limited handles it all with ease. What really stands out is its versatility. The 4x4 capability gives me confidence in any weather condition, and the fuel efficiency is great for an SUV of its size. Plus, the unique design turns heads wherever I go—Jeep really nailed the balance between rugged and modern. If you're looking for a compact SUV that delivers reliability, technology, and a sense of adventure, the 2020 Jeep Renegade Limited is a fantastic choice. I couldn’t be happier with mine!

It was great experience buying car here today at key hyundai milford. We received the best customer service highly recommended!!!

This is the best Jeep Wrangler model ever made. The past YJ, TJ, JK models are great, but this Jeep JL 2018 Wrangler Sahara Automatic V6 is the best one yet. The comfort and modern amenities are top of the line. The 8” infotainment head unit and Alpine sound system is out of this world. The interior fits my family of four and has enough cargo space for a stroller, scooter, Onewheel XR and beach chairs. The exterior needs no introduction with its iconic round headlights and seven slot grill. Followed by a three piece removable top, which I managed to take off and put back on by myself. FYI, don’t try doing this by yourself. My final favorite thing about my Jeep JL is the ability to customize the Jeep with all of the amazing aftermarket parts and pieces. This allows you to take the best looking car on the road and make it your own.

VERY RESPECTFUL AND VERY CLEAR EXPLAINING ALL THE SERVICE WORK BEEN DONE ON THE VECHICLE.

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.

Our salesman, Ali, and other members of the staff were all knowledgeable, helpful and professional. We are very happy with our new Grand Cherokee Limited.

Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.

Very smooth experience. Not pushy, didn't try to sell us a different vehicle. We will definitely consider this dealership again for our next car.

Had a rear end collision with it a few days ago. Handled it well. Car that hit me, as I was standing still a traffic light must have been going 40-50 mph. My car took the brunt of the crash, sparing me I am sure. If totaled, will look at same manufacturer.

Glen great salesman very helpful highly recommend.5 stars good selection of vehicles .come down get yourself a whip

I've added aftermarket exhaust and a computer chip and the roar pedal also KNN air filter and bigger tires 35 so far it is a lot of fun to drive