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Used
Jeep cars
for sale
near
Winchester, MA
under $899,990
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
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Used
2023 Jeep Grand Cherokee Altitude
Used
2022 Jeep Grand Cherokee Overland
Used
2019 Jeep Grand Cherokee High Altitude
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Reviews
What a positive experience from beginning to end.
What a positive experience from beginning to end. I never did business with ActonToyota previously. I was in the market for a used vehicle and Ron a very talented and knowledgeable sales person reached out to me and helped me identify exactly what vehicle I needed and gave me great suggestions and options. He allowed me to test drive the vehicle that I identified and worked with me to get the best price possible. It was a used car and he introduced me to Jeff The manager overseeing that department. What an experience and a very genuine honest individual who educated me on the different vehicles mentioning not only the positive, but also some of the downsides of owning a particular vehicle, including high maintenance costs or gas mileage concerns. In addition to Ron and Jeff. I was very pleased with the finance department in terms of how easy the process was and allowing me to pick and choose which Service plans if any work best for me. Jo and Josiah were awesome to work with. I have owned and purchased a number of vehicles from other dealerships. Normally the finance people are very formal and can Sometimes make the consumer, uncomfortable and anxious. It was the complete opposite with these guys. One last shout out to Jimmy and his talented team over at Acton Toyota! Jimmy came up to me and introduced himself and was as down-to-earth and friendly as one could imagine. I really felt like I knew the guy for years. The whole process was awesome and the people there made it so comfortable and easy to purchase a vehicle that I would highly recommend anyone looking for a vehicle to at least give them a try. I’m sure that you will walk out with the same positive experience as I did.
The 2019 Grand Cherokee Limited was the Jeep I had my eye
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.
Used
2021 Jeep Grand Cherokee Laredo
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Reviews
Lease expiration options
Met with Anthony R. to discuss my upcoming lease expiration. He worked out all the options I had, and was very supportive. I also had to get my Jeep inspected at the same time. It was a very pleasant experience.
I just love everything about my 2021 80th anniversary
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.
Used
2020 Jeep Wrangler Rubicon
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I purchased a vehicle from Autobahn USA Dedham about a
I purchased a vehicle from Autobahn USA Dedham about a month ago and couldn't have been any happier. I worked with Peter and let me tell you he was great in all aspects. He took his time explaining everything regarding the vehicle and answered any questions my family and I had. He is extremely professional but also has a humorous side, which made the entire process even better. He was very understanding and helped us find the right car that worked with our budget. If you are considering buying a vehicle with them I recommend it, given to me in great condition. And if you want a greater/smoother experience then ask for Peter! :)
Lots of fun
Bought my used 2 door at about a year old, with 17,000 miles. Had a couple issues initially: passenger seat got stuck, and airbag light was on. But once I had those fixed, the car has been completely reliable. And I found out that the 2 problems were related. So really it was only 1 problem. The stuck seat has impacted the air bag sensor or something. Loads of fun driving this thing through the snow. 1 foot, 2 feet. Fluffy, or packed by the snow plow. It didn’t matter. Shift it into 4wd and point it where you want it to go. It just went over all of it, and without any drama. Nice and slow. No need for momentum. It just went right through the snow . Can’t wait to take it off road with some friends. As for everyday driving, I love it. You just have to know what you’re getting into. It’s not designed to be a comfortable or sporty car. It’s loud, rather uncomfortable on the bumps, the 2 liter engine sounds like a dish washer, etc. But, those are also all the quirks I love about it. It’s not pretending to be something it’s not. I would’ve gotten the manual roll down windows if I had the choice. It’s just the opposite of my other car, a Macan turbo. It’s just a good old fashioned, honest vehicle. The engine and transmission combo make for a pretty quick team. I’d say 0-60 in about 6 seconds. That’s pretty xxxx quick for a 4000 pound truck designed to go off road. Rarely do I push it that fast of course. I like to drive nice and slow in this car. This is my car to go slow and smell all the roses. I love it. I’m averaging just under 20 mpg driving mostly in NYC. Not bad. Best mpg I’ve had from all my suvs. The hardtop only takes 10 minutes to take off. But it’s still a pain in the xxx. It’s definitely a 2 person job. And then there the issue of where to store this big thing. It’s not like NYC houses have big garages. We’ll see how often I take it off once the summer comes around.
Used
2023 Jeep Wrangler 4-Door Sahara 4x4
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Extremely helpful, no pressure experience.
Extremely helpful, no pressure experience. The sales rep, Kymanie Torres, was the best. Very satisfied with the overall experience, I would highly recommend this dealer.
It is a great car, my uncle drove it in the west hamptons
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.
Jeep Certified
2023 Jeep Wrangler Sport S
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Thay got right back to me with all the information I
Thay got right back to me with all the information I requested. Their price on the car was way above what these cars are trending.
She’s a beast!
Absolutely LOVE my 392 20th Yr edition!! She’s a stingray grey beast, that is just as powerful and fun to drive as my Ftype Jaguar! The detail and design is comfortable and I am addicted to the powerful exhaust rumble on her! Puts any previous year Wrangler in a different class- my opinion, after having other Rubicon’s. Well worth taking the leap and spending the +$100k on her! No regrets!
Used
2021 Jeep Grand Cherokee Overland
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Great all around I’d recommend this dealership to anyone
Great all around I’d recommend this dealership to anyone looking to buy a car
Perfect New England Vehicle !
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 !
Used
2022 Jeep Wrangler Rubicon
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It was a great experience!
It was a great experience!!! They were very helpful to me going through the whole process of buying my truck!!!!! I would recommend them to all my friends!!!!!
Read the Owners Manual, Often.
Visibility and size are what I need. 4WD, clearance for snow. Rather tight interior, not suitable for more than two. Auto Park is very confusing. Not auto parallel Park. Car will stop while backing out of parking space, won't move if a somewhat complex procedure is not followed.
Used
2021 Jeep Grand Cherokee High Altitude
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Reviews
Great experience at Canobie Lake Toyota always .
Great experience at Canobie Lake Toyota always . We have been doing business there for years . The team is great and we always appreciate Milad as our salesman, he treats us like family 🤩
GREAT SUV - GOES ANYWHERE
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.
Used
2013 Jeep Grand Cherokee Laredo
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Very happy. Fair & honorable.
Bought and traded. Great deal and great car. Much appreciated. Sales was an easy and proficient prosess. It was a pleasure doing business with Absolute.
Only a couple days, will update after a while
This car has met my needs and want's. Looking forward to comfort and reliability. Once again Lonnie there was no pressure in the buying process. Thank you all at Miller Motor's
Used
2020 Jeep Grand Cherokee Altitude
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Reviews
Two time customer
The staff are helpful and expedient. I was able to trade in my lease for another very easily. The sales and finance team are a pleasure to work with.
Snow commuter
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.
Used
2021 Jeep Wrangler Unlimited Sport Altitude
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Reviews
Happy customer
Recently bought truck here. One key fob did not function. Service department promptly diagnosed problem. Gave me new fob, plus showed where old one was broken. Staff was very professional, polite. Great experience.
I have a 2021, 2 door, Jeep Wrangler Rubicon.
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!!!
Used
2018 Jeep Grand Cherokee Altitude
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Jaycob was our sale representative was inviting,
Jaycob was our sale representative was inviting, knowledgeable about the cars, very accommodating and patient. Great to work with!!!
Because it a great car because the car has 118k miles on
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
Used
2020 Jeep Grand Cherokee Altitude
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Reviews
I found High Line to be very helpful and patient with my
I found High Line to be very helpful and patient with my car buying. They worked with me and answered all my questions. They got me a great rate with my credit union. Very Satisfied, would totally recommend.
Make the Two Hands on Wheel feature stand a lone.
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).
Used
2023 Jeep Grand Cherokee Limited
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Reviews
Came to Carfive in Plaistow, Alex and Kae were very
Came to Carfive in Plaistow, Alex and Kae were very friendly and knowledgeable. Would highly recommend.
Great overall
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.
Used
2021 Jeep Grand Cherokee Limited X
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Just bought another Jeep here.
Just bought another Jeep here. Friendly helpful and knowledgeable salesman. Sales manager was also friendly and helpful. The finance manager was helpful and worked with us to assure we were happy with the extended warranty. Service for my other Jeep has been quick an easy. It has been a great experience working with this dealership.
Frustrated but happy
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!
Used
2024 Jeep Wrangler Rubicon 392 Final Edition
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My experience at Mercedes Westwood was exactly what I was
My experience at Mercedes Westwood was exactly what I was looking for. Matt Waugh was attentive, responsive and answered any and all questions I had with thoughtful responses. Very down to earth sales person who helped me make informed decisions, got me the best deal he could and never pushed me to purchase anything. He helped me find the exact vehicle I wanted, which was located at another dealership and would need to be shipped, and I had planned to go to the dealership to sign paperwork for a new 2026 GLC300 Coupe. When I arrived, Matt let me know there was a new vehicle that had arrived the day prior that he thought I may be interested in based on our prior conversations. This was the vehicle I ended up purchasing, and I am very happy Matt had this in mind. If you are shopping at Mercedes Westwood, request to speak with Matt as he will ensure you have a positive buying experience without feeling any pressure to purchase something you aren?t in love with.
I purchased a special ordered Jeep Wrangler RubiconX with
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.
Used
2020 Jeep Grand Cherokee Limited
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I haven?
I haven?t received my car back yet from being serviced but everyone I gave dealt with have been so helpful, professional and nice. I are very pleased.
My Jeep saved me!
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.
Used
2020 Jeep Wrangler Sport
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Grieco is an easy-going no pressure dealer.
Grieco is an easy-going no pressure dealer. Justice are sales rep is a really nice and friend guy and was a big help purchasing a BMW my son wanted. Thanks for all your help Justice.
Very fun car
Very fun car We can’t wait to go have fun with it driving in the mud in the woods and trail riding it will be a fun vehicle to make many memories
Used
2018 Jeep Grand Cherokee Limited
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Reviews
Like most people the thought of car shopping is just an
Like most people the thought of car shopping is just an anxiety ridden process. I can not say enough about the attention and focus they put on their customer buying experience. The communication was excellent as well as trying to meet my needs by asking the right questions and finding the right car. I scheduled with Jessica Aubin and the cars were ready and waiting. She knew the cars inside and out and was able to answer all of my questions and if she did not know, she went to ask- she didn't try to xx stuff by me. Stacie the GM was fantastic and Chris in finance was so patient with my, no less than a million questions on warranties etc. I never once felt pressured or treated like a bother. Not every dealership can say this. I had some bad experiences recently during this buying processes with other dealers and I wondered where the days went when the sales person not only wanted to sell you a car, but sell themselves and all the reasons to create a relationship with this dealer. Well I found it and I think you will too! I can't see my family going anywhere else in the future. Thanks again for showing that customer service still exists!
I initially leased my Grand Cherokee Limited but ended up
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!
Used
2017 Jeep Wrangler Sahara
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Low to no pressure sales.
Low to no pressure sales. Good prices and inventory. I enjoyed the buying process (as much as one can). Thanks George!
So beautiful and so comfy and so cute and so speedy and
So beautiful and so comfy and so cute and so speedy and so tough and so perfectly green like kermit the frog or nice fresh lettuce.
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
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Jeep under $899,990 in Winchester, MA
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314 Great Deals out of 943 listings starting at $2,500
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345 Great Deals out of 977 listings starting at $2,500
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347 Great Deals out of 980 listings starting at $2,500
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Jeep under $899,990 in Winchester, MA by model
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Jeep Grand Cherokee under $899,990 in Winchester, MA
77 Great Deals out of 228 listings starting at $2,500
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Jeep Wrangler Unlimited under $899,990 in Winchester, MA
49 Great Deals out of 172 listings starting at $10,989
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43 Great Deals out of 136 listings starting at $5,664
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Jeep Cherokee under $899,990 in Winchester, MA
31 Great Deals out of 96 listings starting at $4,997
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Jeep Grand Cherokee L under $899,990 in Winchester, MA
32 Great Deals out of 81 listings starting at $21,220
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Jeep Wrangler under $899,990 in Winchester, MA
29 Great Deals out of 70 listings starting at $5,500
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Jeep Gladiator under $899,990 in Winchester, MA
10 Great Deals out of 50 listings starting at $24,303
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26 Great Deals out of 36 listings starting at $26,566
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Jeep Renegade under $899,990 in Winchester, MA
5 Great Deals out of 25 listings starting at $9,500
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Jeep Wrangler Unlimited 4xe under $899,990 in Winchester, MA
12 Great Deals out of 22 listings starting at $26,990
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This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.
