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Used
Jeep cars
for sale
near
Holliston, MA
under $20,000
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*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.
Used
2018 Jeep Cherokee Overland
Used
2019 Jeep Grand Cherokee Limited
Used
2018 Jeep Grand Cherokee Laredo E
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Reviews
SERVICE WITH A SMILE
Kayla Brazil was most helpful with my Jeep Wrangler, it had a leak and she was able to find the leak and fix it correctly the first time
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
2018 Jeep Grand Cherokee Limited
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The sales process was easy and stress free.
The sales process was easy and stress free. Raphael T. was pleasant to work with and very knowledgeable. I would highly recommend purchasing a vehicle from Woburn Toyota.
Bought the vehicle with 30,000 miles.
Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.
Used
2017 Jeep Grand Cherokee Limited
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Robert was great through the car buying process.
Robert was great through the car buying process. I bought an x5 and did an inspection . Robert made sure everyone from the inspection was fixed. So great to experience! Thanks
2017 GC Limited 4WD.
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.
Jeep Certified
2020 Jeep Grand Cherokee Altitude
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Always 5star respect.
Vinny Asermely and Richard Miranda .... 30 years of of buying Trucks and Cars from my two friends at Elmwood Dodge Has been an honor and a pleasure for me... With Thanks and Affection.... Ray Ruggieri.
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 Grand Cherokee Limited
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Reviews
I would like to especially recognize my Sales Rep,
I would like to especially recognize my Sales Rep, Jeffrey Jones. He was not sales aggressive, very down to Earth, and made me feel lease nervous. He was honest. Additional he worked with Peter and Sosa, who were also great, to get me into a new car. I left a 5 star rating on Google.
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
2018 Jeep Grand Cherokee Limited
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Reviews
I worked with John at Lexus of Watertown for the purchase
I worked with John at Lexus of Watertown for the purchase of a new SUV. John was very knowledgeable and helped me evaluate the choices I was considering. I never felt pressured in any way. He was very professional and responsive to the questions I had about the process.
Purchased brand new after totalling out my Santa Fe XL.
Purchased brand new after totalling out my Santa Fe XL. This has by far been one of the best vehicles I've owned. For as large as it is, its incredibly fuel efficient yet has plenty of power to tow my parents fish/ski boat. My only complaints are the factory Michelin's were trash in Minnesota and the interior "Cargo" area is significantly smaller than my previous Santa Fe's, but thats more of a personal opinion versus any design flaw. Ironically quite a few of my coworkers have JGC's as well and almost all of them have over 200k on them, I'm still at 65k. Not sure why they have a bad reputation in the auto world, but I'm certainly glad pleased with my choice, even 6 years later!
Used
2017 Jeep Grand Cherokee Altitude
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I wasn’t expecting much going in, but CarMart completely
I wasn’t expecting much going in, but CarMart completely exceeded my expectations. The whole process was smooth and hassle-free, and the car was exactly as listed—clean, reliable, and fairly priced. What impressed me most was how fast everything moved: the registration was completed the same day, and I picked up the car the very next day.
Still loving my Jeep
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.
Used
2018 Jeep Grand Cherokee Upland
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My experience with Ms Lisa was so great and prompt , very
My experience with Ms Lisa was so great and prompt , very honest woman, and I got a good deal, i’w recommend anyone to go to D’AGOSTINO MOTOR because they are very honest and friendly . Thank you Ms Lisa you’re the best ❤️
Jeep Cheerokee
So I got a Jeep from The Chrysler,Dodge, Jeep dealership in Deland. Jean was my salesman and he was great! Got me the vehicle I wanted for a great price! I’m very satisfied with my overall experience. 👍🏾
Used
2017 Jeep Grand Cherokee Limited
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My best car buying experience!
My best car buying experience! You can trust Derek. He and Lisa were so helpful and supportive throughout the process and their communication was outstanding. He and his crew make things happen…fast. Not your typical used car dealership. Highly recommend.
Jeep Guy
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.
Used
2014 Jeep Grand Cherokee Limited
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Anthony was very easy to deal with he also fixed and
Anthony was very easy to deal with he also fixed and replaced a lot of things on the car to make it right and his employee Marie was a sweetheart of a person he’s delivering the car to my home very pleasant experience
We purchased our 2014 Grand Cherokee Overland new and
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.
Used
2011 Jeep Grand Cherokee Laredo
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Bought one for my son for college.
Bought one for my son for college. Had 108K, now as 190K. Can't complaint. Safe, reliable and very comfortable. Did have to replace the oil cooler assembly, but that's a given on a 3.6. Other than that, tires, brake pads, the usual. It's been a winner.
Used
2017 Jeep Grand Cherokee Limited
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Reviews
Great Dealership
What a great experience we had with Lou, Ahmad, and even John stepped in to help out! We could have had a better expertise! Thanks so much guys!
My Baby's Baby
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
Used
2019 Jeep Grand Cherokee Limited X
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Reviews
I only write reviews for truly exceptional businesses.
I only write reviews for truly exceptional businesses. Truly great buying and post-purchase experience. My wife fell in love with this Jeep, and Dan let us take it for a test drive “as long as you want”. We didn’t abuse the offer, but went for a healthy drive. Loved the manual, but you always have to wonder if the prior owner wore out the clutch, but no problem as Dan had already installed a new clutch as well as a couple new tires and a couple other things. We returned it and said we wanted to sleep on it. There was no hard sell at all. I called the next day to see if I could bring it to my regular mechanic. “No problem”, said Dan. I took it to my regular guy half expecting to get a report back about a half dozen things that were either worn out, broken, or just missing. As it turned out, my mechanic came back saying, “we couldn’t find a single thing wrong!” He seemed disappointed, so I know he tried to find anything. Even with that, I was a little nervous about the purchase - you know what I’m talking about, that “Am I just buying someone else’s problem?” feeling. We needed a car, my wife loved the car, it came back with a clean inspection, and the price was very reasonable compared to other options I reviewed online. So we went for it. Dan made sure the car was detailed and handled all the registry stuff. Not two days after we got delivery, the engine light comes on. I’m thinking, “Here we go….this is going to cost me”:( We called, and Dan was genuinely horrified, “Bring it in, I’ll take care of it.” Full stop right there. Awesome! We had already paid for the car, and I was not expecting that response. Dan provided a loaner and took what I would call exceptional care of the car not only fixing the what-ended-up-being-a-minor-issue, but also doing a full check, again, post-purchase, just to make sure it was perfect. I waited a month to write this review just to make sure nothing else happened, and it hasn’t. The car is great; my wife is happy. As I reflect back on the whole buying and post-purchase experience, I am in awe. How many companies these days not only ‘do what they say they will do’ but also add in a few ‘surprises and delights’? If you are a serious buyer, go here and buy from DRIVE and sleep well at night based on your good decision made.
We love our new Jeep
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.
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Bought my first JEEP at 56 years old with 123k on the
Bought my first JEEP at 56 years old with 123k on the clock the 3.6 is a great little 6banger has cold air intake , yellow top Optima battery 3 in. lift on MT 35s with Rough Country suspension, rock lights , Niilights out front and back on and in Rough Country bumpers and 10k lb winch up front with new Peddle Commander under the dash .
Used
2014 Jeep Grand Cherokee Limited
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Great experience
Have had great experiences here.bought a 2009 Jeep Grand Cherokee 3 years ago that I’ve had no problems with. we just passed it down to my Daughter.A couple months ago we went and bought a 2014 Jeep Grand Cherokee. When we test drove it we mentioned that the rotors looked a little beat up when we went and picked up the jeep it had brand new Pads and rotors on all 4 tires. We only mentioned the front. They go above and beyond to make sure there customers are happy. Defiantly will be going back for a third vehicle next year when my other daughter gets her license
I have that car and I’m happy with it.
I have that car and I’m happy with it. Yes it have some problems, need some care, you can just go to speedway and fuel up it would be your last fuel up with diesel on speedway. To previous review: I bought the car with 185000 miles. After I fuel up at speedway 😁, I sen car to dealership. They replace entire emission system with brand new. No problems after that. Just fuel up at good stations, I prefer Sheetz or BP or shell. About $300 oil changes: I do my oil changes by my self: 2, 5 quart oil canisters and $25 filter and it’s don for $75. I change oil every 5k miles. About fuel filters: I do it by myself too. So 2 filters on Amazon for $17-25 and you have done it for $35-50. I change them every 20k miles.
Used
2018 Jeep Grand Cherokee Overland
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Absolutely love it.
Absoutely love the Jeep Grand Cherokee 4X4, but especially the added equipment on the Sterling edition . I wish they had not made any changes to the 2022. This is my favorite vehicle ever.
Used
2015 Jeep Grand Cherokee Overland
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I purchased it used in 2022, it had 76k and now has 96 in
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.
Used
2011 Jeep Grand Cherokee Laredo
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I LOVE the HEMI !
We just bought a 2023 JGC Limited for my wife. I had to decide whether to trade in my 2015 Caravan with 50K miles, or her 2011 JGC Limited with 93K miles. Which would you decide to do? I chose to keep the Jeep and I think I made the right choice. The Jeep has the Hemi and fully loaded. We bought it new in 2011 and she treated it with much love. She had a few minor problems and it looks like new. My plan is to keep her to 200K+ miles. I love the 2011 style even better than her new '23. And there is the HEMI. I would not hesitate to buy a used JGC with the Hemi engine, BUT it would have to be a one owner with service records.
Used
2013 Jeep Grand Cherokee Laredo
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Thank you
Top notch dealership. Made buying our son his first car a very simple process. Friendly, helpful staff. If you're looking for a quality used car this is your place.
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
2018 Jeep Grand Cherokee Laredo E
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Excellent experience.
Bought a corolla from them last week, the car was in excellent condition and the price was lower than I'd have expected. Gary the owner, and Walter were both helpful and laid back. No pressure for the sale, and both friendly and professional.
About Jeep
What is the cheapest Jeep vehicle available?
The Jeep Liberty is the cheapest available vehicle by average Cars.com listing price in Jeep's lineup, with an average listing price of $6,241.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Grand Cherokee 4xe can reach up to 23 combined MPG. The Jeep Compass with traditional internal combustion engine offers up to 24 MPG city and 32 MPG highway for a combined rating of 27 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which Jeep vehicle has the longest range?
The electric Jeep Wagoneer S can travel up to 300 miles on a single charge depending on electric motor and battery options. The plug-in hybrid Jeep Grand Cherokee 4xe can travel up to 26 electric-only miles before the gas engine kicks on.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which Jeep vehicle has the most deals?
The Jeep Grand Cherokee has the most available deals on Cars.com with 4282 great deals out of 14681 listings starting at $700.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Cochituate, MA with 135 great deals out of 394 listings starting at $2,800.
*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.
Used Jeep by price
Jeep under $20,000 by city
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Jeep under $20,000 in Medway, MA
106 Great Deals out of 340 listings starting at $2,800
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Jeep under $20,000 in Ashland, MA
107 Great Deals out of 333 listings starting at $2,800
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Jeep under $20,000 in Sherborn, MA
123 Great Deals out of 387 listings starting at $2,800
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Jeep under $20,000 in Millis, MA
107 Great Deals out of 344 listings starting at $2,800
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Jeep under $20,000 in Milford, MA
103 Great Deals out of 323 listings starting at $2,800
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Jeep under $20,000 in Hopkinton, MA
85 Great Deals out of 276 listings starting at $2,800
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Jeep under $20,000 in Millis-Clicquot, MA
106 Great Deals out of 337 listings starting at $2,800
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Jeep under $20,000 in Cordaville, MA
88 Great Deals out of 276 listings starting at $2,800
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Jeep under $20,000 in Hopedale, MA
99 Great Deals out of 323 listings starting at $2,800
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Jeep under $20,000 in Medfield, MA
118 Great Deals out of 368 listings starting at $2,800
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Jeep under $20,000 in Framingham, MA
129 Great Deals out of 381 listings starting at $2,800
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Jeep under $20,000 in Natick, MA
132 Great Deals out of 390 listings starting at $2,800
Jeep under $20,000 in Holliston, MA by model
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Jeep Grand Cherokee under $20,000 in Holliston, MA
32 Great Deals out of 85 listings starting at $2,800
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Jeep Compass under $20,000 in Holliston, MA
16 Great Deals out of 69 listings starting at $4,391
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Jeep Cherokee under $20,000 in Holliston, MA
17 Great Deals out of 64 listings starting at $5,995
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Jeep Wrangler Unlimited under $20,000 in Holliston, MA
15 Great Deals out of 42 listings starting at $12,495
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Jeep Renegade under $20,000 in Holliston, MA
7 Great Deals out of 27 listings starting at $8,950
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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.
