Used Jeep cars for sale near Head of the Harbor, NY under $899,990

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.

I love my 2019 Jeep Wrangler. It looks and drives great and is a good value for the money. Try it…You might like it!! The Jeep Wrangler Sport S is like no other…with the exception of another style of Jeep Wrangler!!

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

I bought 2 cars in late December, 2015. There was also a trade-in on one of the purchases. In both instances, and on all accounts, including maintenance service since then, I would highly recommend D&P. Phil is an excellent individual to interact with, as well as all the staff. Nothing is complete unless Phil agrees, and his method and mode of business are excellent. His philosophy of selling cars in based on total satisfaction. Everything is performed on a car for sale with the idea that the buyer will not have unexpected necessities for at least a year, or more on very low mileage cars. I recommend D&P without qualification.

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.

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 have a 2021, 2 door, Jeep Wrangler Rubicon. Is it a decent vehicle - yes. Is it for everyone? Probably not. But if you like to drive with the roof off, don't mind bouncing around on the road a little bit....and it is bouncing around, ok with the wind noise, then this is the vehicle for you. The V6 engine is decent. Do the maintenance and it will be fine long term. I have the manual transmission. Works fine and makes it more enjoyable to drive. It is a very nimble vehicle, no problem on the highway, comfortable, and the noise is not that bad when travelling. Is it a vehicle I would drive in bitterly cold winters and icy roads - I am in Canada where winter is winter and -40 is real....nope I would not. However there are thousands of people around here that do. This vehicle is an acquired taste with a variety of uses, applications, and lots of strengths. Does it have many weaknesses - no not really. But you need to be sure why you have it, accept its nuances - which are not that bad, and enjoy it!! It is a fun vehicle to have especially in the summer when the sun is blazing!!!

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.

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.

Great dealership. Anthony, my salesman was awesome to deal with and made sure everything went smoothly.

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.

I currently live in Queens and attempted to buy local. I called my local dealers and managed to work up deals that's worked within my budget. The problem came when I arrived to pick my vehicle up. The pricing changed, the payment changed, what a waste of my time! This happened multiple times. I finally decided to reach out a little further and called Riverhead Dodge. A nice young lady worked up a lease for me and the pricing was actually better than others I received. It sounded to good to be true but I decided to take a trip anyway. After previous experiences, I prepare myself for disappointment. Fast forward... Upon arrival, I found my Jeep Grand Cherokee cleaned to perfection and ready to go. I was greeted by my sales person (Bonnie) with a smile, management was very welcoming as well. Bonnie went over my Jeep top to bottom, and explained every option. It was after that, I spoke to the finanacial person (Joe) who explained everything regarding my loan in great detail. At that point, I braced myself for disappointment but, to my elation,dissapointment never came! Nothing changed! The price agreed over the phone was the price I received . They even found an extra rebate for me, so the price was even better! Upon completion, the owner came out to thank me for my business! I've never been more impressed in my life. I am so glad I decided to keep faith and take the trip out to Riverhead! I highly recommend this dealership! This is a lovely place with an old world feel that I found was family owned and operated and it shows! Once again, thank you for a great deal and keeping your promises! I love my truck!

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 had a great experience getting a truck from this dealer a wonderful group of people working hard They make you feel like family I highly recommend them

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).

Best used car purchase experience I have ever dealt with. They were patient, helpful and did everything to make sure I was comfortable with my purchase! Highly recommend Dan and team

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.

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.

I purchased a Pontiac through this dealer five years ago and have next to zero problems with the car. I highly recommend purchasing a car from this dealer.

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.

This is the best car we've ever had! Before my wife passed away, we bought this car (pre-owned), she fell in love with it and insisted on driving everywhere! Since she passed in Sept, 2021, I've been driving it and I LOVE IT TOO! I have some issues with programming/memory, but the dealer assures me they can fix this problem

Excellent service, no hassle, no games, straight up good deal, great staff and atmosphere. Extensive inventory of cars/trucks. We are a repeat customer. Rob, Nico and Tommy were the best. They understood our situation, time schedule and budget and were very accommodating and determined and we got it done. Very satisfied. Our new goto dealership

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.

Excellent! Everybody here was honest helpful and transparent. I definitely recommend buying a used vehicle from them.

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.

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

Love my 2022 Jeep Grand Cherokee L. Has plenty of room and lots of technology. Plenty of power and is doing great on gas mileage based on its size. Definitely recommend the vehicle!

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

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.

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.

We purchased a 2024 Jeep Compass Limited Elite. This vehicle has far surpassed our expectations for comfort, handling, road noise and quality. There is very little road noise we hear inside the vehicle, and this allows us to keep the radio turned down to a comfortable level. Handling is exceptional and very responsive. The driver safety features of lane guidance, adaptive cruise control (my favorite) and 360-degree backup camera are now features we will not go without after experiencing first hand performance. Thank you Jeep and Jeff Belzer CDJR of New Prague, MN

I have been viewing used vehicles and somehow requested information from Security Dodge. They reached out promptly to help. I notified them I wasn’t ready to purchase and they promptly removed me from their contact list and offered assistance when I was ready. I will definitely contact when I’m ready.

I have a 2018 Cherokee latitude plus. More than 140k miles. Very nice SUV. I think most of this bad reviews are not fair. I will buy a new one in the near future.