Used Jeep cars for sale near Ossining, NY under $4,000,000

Miguel was very nice and polite to people at magic auto sales. He helps my mother with his car

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.

Kind, honest people with no pressure at all, and they have quality vehicles on the lot. The reps worked patiently with me to find exactly the car I wanted and put together a deal that fit my situation perfectly. This is the place I'll send my boys to without a second thought when they’re ready for their first cars.

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.

Just bought my new car from Prestige Tayota and had a great experience! The process was easy and the staff were super helpful and friendly. Big thanks to Krystina Gronka for making everything go smoothly. I definitely recommend this place if you’re looking for a good car and great service!

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.

Thank you Travis for helping our son with his recent Jeep Compass lease. He loves his new Compass Jeep! We appreciate the time you took with us during the test drive and overall negotiations. I highly recommend Travis for your next purchase or lease for his professionalism.

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.

Seamus was a respectable and helped us to understand the car problems. He called to wait for the day the parts come.

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.

We are happy with the staff and clean environment. Lucas and Rob was really helpful with the purchase.

bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.

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.

Went into Bayside this weekend for my third Jeep from them. I got exactly what I wanted. Great sales team. Their service department needs some work but overall a great place.

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 didn’t have to worry at all while while purchasing a new vehicle here. I told them what I was looking for, and after viewing 2 cars I was sold. The team here helped me get financed at a great rate. Thx for everything.

2004 jeep wrangler sport s 2 door. So far it is wonderful. Bought it just as a fun beach jeep but it has turned into our daily driver. Only problem is my wife wants to drive it all the time. She has claimed it as HER car. Guess I will need to just buy MY jeep.

Well to start off I walked into the dealership with out notice and was welcomed in and asked if need help and stated that I was interested in a used vehicle and was directed to JR who was extremely helpful in locating the vehicle I was interested in seeing even though the car was in for service he still let me see the vehicle without any excuses. GREAT salesman I would strongly recommend getting in touch with JR for all car sales new and used .

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.

Kenneth is great. Very professional and helpful. Followed up with me and answered all my questions

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

Mike Grimaldi did a great job selling me my Jeep Grand Cherokee Limited. I purchased at the end of November and took advantage of some incentives the manufacturer made available at the last minute. Not only did I want a Grand Cherokee, but I wanted an option for automatic emergency braking. Mike knew this option and was able to describe it in detail -- in addition to all the other features of this vehicle. I remain pleasantly surprised by the features baked into my Jeep. I appreciate the confidence the Jeep brand has on the road. And I appreciate the time spent by Mike Grimaldi to ensure I was completely satisified. I would recommend Mike Grimaldi and East Hills if you seek a Jeep, Ram, Dodge or Chrysler vehicle.

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.

I wanted to buy a used crv ex from 2017, was in market for 3 months, I attended lot of Honda dealers. Most of them either quoted more or argued with me for unnecessary things!! I fiws in near to give up my car buying dream. Luckily I came across Tenfly Honda dealer !!! And ended up buying my own car. But people under this dealership are very kind and had sept t lot of time in explaining details on car future they event took self interest to check gas on my vehicle and made a tank full !! I am totally happy with my car and dealer. Special thanks to sales person Kirtan Patel and Bruno Lee.

I purchased a special ordered Jeep Wrangler RubiconX with the 3.6 engine from our local Dealership! When I first drove this this vehicle I knew it may be rough riding, but after having this for for over 6 months it now is our main vehicle for getting around town. I get 17.1-18.3mpg. It's a 4dr and we enjoy it every day for shopping and other chores. We had it on the main highway and do between 65 and 70mph. It handles great and the ride is actually pretty good. Has great passing power as it has 4:56 gearing! We just recently took our vehicle to Keene Dodge/Jeep to have the tires rotated and were very impressed with the service and the entire staff as they treated us very special.

Great service customer service is beautiful. They treat you like family. They explain to you about the service. Everything just great.

Nice hellcat red eye jeep Chrysler ram good drive suspension engine and supercharger. Great exhaust 6 seconds on track and review 5 star safety rating

Loved working with Samuel V. The process was easy and not stressful. He listened to my needs and matched me with a percent SUV. He is very knowledgeable and knew exactly what I was looking for a. I highly recommend this location and Sam.

New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.

This was first time buying a car at a dealership. I like Toyota and my mother recommended Greentree Toyota in Danbury because she had bought a Camry there ten years ago. My salesman was Mike Shakro and he was very good. I was buying a used car and I gave him a price range I wanted to stay within and I told him 2016 or newer. He showed me three cars but I liked the Nissan Sentra 2016 with 20k miles on it. Max Tananbaum, one of the managers, came out to visit us and gave us below the list price. We got a Rust Proof undercarriage protection that allows us to get an additional $500 dollars if I ever trade in the car in the future. Jose Cordero was very helpful with a three year warranty that included towing and car rentals in case the car ever needed to be fixed. I was thoroughly pleased with my experience. It didn't take that long considering how busy they were and Mike the salesman even help me return my rental car by suggesting they were only a quarter mile down the road from the dealer. They have made me a loyal customer from now on.

Besides the hefty amount of recalls in the first year, overall has been the best Jeep I’ve owned. Super comfortable, very reliable in weather conditions. Can sit in it for 6+ hours a day without my back hurting (I have a rod in my back). Traded a hellcat for more comfort. It was worth it. Probably best adult decision I’ve made. Does pretty well on gas. (3.6L) I get about 584 range, sometimes 598 depending on how traffic is. However the interior could have been constructed of better materials. (Steering wheel stitching came lose but covered under warranty). Had it since end of March 23 with 25k miles already. No huge issues, never had to worry about screen issues (like what I’ve heard about 21-22 models). I would recommend this vehicle to anyone who is looking for an upgrade from previous body style GC, bigger suv with legroom, and enjoyable drive. I test drove a RAV4, CR-V. Ended up buying a 23 Jeep. Most vehicles in the market don’t have the technology the Jeep has. Toyota is a few years behind (& the road noise is unbearable), CR-V doesn’t have enough pep in its step ( Also the interior gives off impoverished/ barely any enjoyable features and buttons. Jeep is perfect. I love how a lot of options are in the screen but also below the screen. Not too cluttered.

Experience was very nice. A girl helped me. Not sure of her name but she was extremely helpful. Diane Meyer

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.

Everything was great from beginning to end. Antonio was great. He was very Helpful, and nut pushy. Everyone I encountered at the dealership was friendly and helpful.

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

On 10/27/25, my wife and I set up a 3 years lease for an HRV EX-L AWD CVT. While going through the process, we were helped by your salesman Kevin Kouczor and managers Many and Parick (no last names known), as well as soon we arrived at your dealership, the rest of your reps offered to help on any needs we had.. We would like to express our satisfaction with the service , attention and politeness shown by your whole crew, something that makes your place one of the most outstanding places ever experienced. Thanks again and hope your employees will be made aware of the results of their dedication.

This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!

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.

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 !