Used Jeep Grand Cherokee for sale near Rhinebeck, NY

Excellent service, friendly and helped make the process simple.

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.

Salesman Ian was so respectful and professional. Super helpful with teaching me all the special features of the car. The sales mgr was great as well as the finance guy, Joe. Overall a good experience.

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.

We were looking for a Ford SUV and went to a number of dealerships in the area and found the best deal and the best service at Healey Ford. Client advisor, Galo Quinonez, was really great: he was patient, friendly, helpful and listened to what we needed. He wasn't pushy and didn't try to oversell the vehicles or pressure us into a buy right away, as other dealerships did. He was also responsive and helpful, along with all of the other personnel we engaged with at Healey Ford. Overall it was a great buying experience!

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.

Was looking for a used car. Didn't buy yet but they were great so far.

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.

Service was great and attention to detail was phenomenal. Definitely recommend them if you are looking for a car.

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.

This was hands down the best all around buying experience, from sales, to finance, to management, that I have ever had at a car dealership. If I could give them 6 stars I would.

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 recently purchased a 2025 RAM 1500 and had the absolute pleasure of working with Shannon throughout the process. From the moment I walked in, Shannon was friendly, welcoming, and genuinely interested in helping me find the right vehicle. What stood out the most was Shannon’s knowledge — she answered all of my questions with confidence and clarity, making sure I understood every feature and option available. Even when I took my time to consider different choices, she remained incredibly patient and never made me feel rushed. Thanks to Shannon, the entire buying experience was smooth, stress-free, and even enjoyable. If you’re in the market for a new vehicle, I highly recommend asking for Shannon — you won’t be disappointed!

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.

Life changing! That pretty much sums it up with my experience at the Healey Brothers Ford in Beacon Hill. My anxiety left when I met Lance Aiello, sales mgr recommended. Lance was professional, kind and calmly answered all my questions without rushing me. He earned my trust. I traded my leased SUV to purchase a truck and was more than happy with the outcome. Both transactions were seamless and completed in a timely manner. Lance handled all the paperwork from the trade-in, getting my loan approved and finally signing on the dotted line—without ever leaving my chair. It’s also refreshing to see how well the sales team at Beacon Hill work together. Thank you Lance Aiello, Melanie Valentin and Eric MacDonald!

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.

Such an amazing deal! Went in because our 2 Toyota leases were ending and a few hours later we walked out with 2 new Toyota's..SO HAPPY WITH EVERYTHING!!!!

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.

Hillary Nauta was great at explaining everything during my appointment for service. Extremely quick service Thank you TASCA.

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.

Timely service. Nice people to deal with.Everything completed per my request. I would recommend this dealership to anyone needing maintenance or service. Anyway even though the dealership is 60 miles from home they are worth the trip.

Love my GC 80th Anniversary Edition. A little over 15K miles and she’s been in the shop 2 times now with a squeaking coming from the engine. Tensioner rod and idle sensor were replaced first, they had it for almost a month. alternator was just replaced, they had it for a week. Picked her up last night, drove her this morning and it’s still squeaking! Very frustrated but hoping to get her fixed!

We just purchased a new car - our salesperson was Jason Hayes. He was amazing. He was patient, knowledgable and not pushy. He worked with us to get exactly the car we were comfortable with and made the car buying experience a pleasure. I highly recommend this dealer and specifically Jason.

We special ordered the 2021 Jeep Grand Cherokee Trailhawk. The vehicle is all black inside and out. The paint is a Diamond Gloss Black Metalic. The day after delivery we had the entire finish done with Ceramic Coating. We've had this vehicle for a year and the fit and finish is like new. The Ride is tight and still handles great. Fuel mileage is now 21 City. We're sorry to see they will no longer produce this vehicle!!

Had a 2 o’clock appointment for an oil change and tire rotation, Hillary was our consultant and did a great job. Didn’t take long to get the work done nice people good 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.

This is a very professional dealership, yet very inviting and friendly. This was my first visit for service, and I will be back. Duane was a real pleasure to work with, and my Subaru never had such a comprehensive checkup. Thank you!

Great,sport utility so far plan too keep it for a very long time.It's,the trailhawk trim the off road performance is amazing and get's great mileage.

Incredible team . Extremely professional . No pressure easy going and cam through with a great deal.

Great dealership! I Got my car traded in and a new car in one day!

From the moment I walked in I was taken care of and felt respected and listened to. The sales team was outstanding and I felt very comfortable & confident buying there.

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.

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.

The customer service in this dealership is top tier! If I could add more stars I would! Galo is simply the best! This was our second purchase with him, and the experience was amazing. Quick, efficient, and he got us exactly what we wanted within a day. The finance manager was excellent as well, very informative and made us feel like we’ve known him for years. Very very pleased with our new purchase, and I will be recommending as many people as I can to them!