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Used
Jeep cars
for sale
near
Holliston, MA
under $100,000
- 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
2021 Jeep Wrangler Unlimited Sport






Jeep Certified
2021 Jeep Wrangler Unlimited Islander 4x4






Used
2018 Jeep Grand Cherokee Upland
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Reviews
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 ❤️
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!






Jeep Certified
2017 Jeep Grand Cherokee Altitude
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Reviews
Excellent dealership.
Excellent dealership. All of the staff were very nice. Dylan was. Great salesperson. He wasn’t pushy. I knew what i was looking for and he found my vehicle in a day. He kept me well informed on every aspect of the sale. I have purchased from other dealerships but I have found my forever Jeep dealer.
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.






Used
2020 Jeep Grand Cherokee Limited X
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Features
Reviews
Was greeted with a smile and asked what I was there for.
Was greeted with a smile and asked what I was there for. Took my car in quickly and I waited not long at all for my oil change and when it was ready I paid for my service and went on my way.
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
2020 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
The process was very simple, seamless, and the vehicle
The process was very simple, seamless, and the vehicle was ready when they said it was going to be ready. The buying process was stress-free in dealing with Autumn was a real pleasure.
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
2021 Jeep Wrangler Willys
Vehicle information
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Reviews
I bought a used car and from start to finish Danger was
I bought a used car and from start to finish Danger was very helpful in completing the sale.
I love my jeep
I love my jeep Sahara I put a 2in lift in it and 20 in rims with 35 in wide tires , I took it on a 5000 mile road trip it did great on the highway and over the mountains of Colorado I hit a lot of snow and rain on the trip to the west coast and back to Oklahoma I loved the drive it does not drive like a sport car but better then my work truck does , for the whole trip I avg 20 miles to the gal even with the over size tires on it and the off road is just what you think a jeep would be , if you want a good on and off road then I say this is a good jeep for you






Used
2021 Jeep Grand Cherokee Limited
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Features
Reviews
Jake was a wonderful and knowledgeable salesman to work
Jake was a wonderful and knowledgeable salesman to work with! Central GMC was a great dealer to purchase from. Thanks again!
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 Grand Cherokee Limited X
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Features
Reviews
Excellent service - from searching for a new car to
Excellent service - from searching for a new car to paperwork to getting the vehicle - everything was done in a very smooth and efficient manner. Would recommend to everyone.
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
2017 Jeep Grand Cherokee Limited X
Vehicle information
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Reviews
I have been looking for a used car on a tight budget for
I have been looking for a used car on a tight budget for a few days. After much searching, I came across Car Lot Express. At first I thought they might not be able to provide it to me. But when I reached them, they welcomed me. Then they showed me the working parts of the car, which bear the hallmarks of a professional dealer. Then we had a long discussion. At some point we reached a final decision. The process was very easy and fast ⏩
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
2020 Jeep Wrangler Unlimited Rubicon
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Reviews
They are fantastic
I purchased a 2008 honda crv67,000 miles. I thought maybe I had no chance to get into this Honda because of bad credit. But they assured me if this is the car I want they would make it happen and sure enough it did. The next day I was in my car and very happy. They were understanding, caring, helpful. They made sure the car was in mint condition when they gave it to us. It is running beautiful. I am so glad I went there. I would buy another car there in a heartbeat. They were absolutely wonderful. Thank you car max for making are dreams come true.
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
2020 Jeep Grand Cherokee Altitude
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Reviews
Great service!
Great service i was helped by Miguel and couldnt be more happy with the car i got everyone was friendly and helpful would recommend buying here
Most advanced car I’ve owned
This car has everything we need and more. 4x4, looks, performance, can be towed behind an RV. Includes sun roof, rear camera, safety braking, more. Rides great.






Used
2021 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
I have purchased several vehicles from Paul Masse in the
I have purchased several vehicles from Paul Masse in the past so I already knew what service level to expect. I was not surprised when they exceeded my expectations this time. Our sales person, Josh, had done his homework prior to my arrival. There were a few trucks waiting for me when I arrived. Josh did a great job of explaining the differences between the two and I quickly decided on the one I wanted. I received a great offer on my old truck and we sealed the deal that day! I came to pick up my new Silverado a few days later and all of electronics were preset just the way I wanted. I really appreciate his knowledge of the vehicle. I left feeling 100% satisfied. I know where I will be going when I'm ready to trade in again! David Hoague
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
2015 Jeep Grand Cherokee Limited
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Reviews
Incredible Service
I bought a Volkswagen Jetta today- the man who was assigned to handling my purchase was incredible. Superior Customer Service skills. The process was painless- and again the service was fantastic!
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
2019 Jeep Grand Cherokee Laredo E
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Reviews
Devin a most personable helpful salesperson .
Devin a most personable helpful salesperson . Made the process goes much easier. Recommend Tasca Mazda
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
2015 Jeep Wrangler Unlimited Sport
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Reviews
Very friendly and informative place, staff approachable
Very friendly and informative place, staff approachable and knowledgeable. Good selection of vehicles. Prices competitive.
It’s a Jeep
The most American vehicular on the planet. I love my Jeep. It’s an acquired taste but I do so love my taste. Lift kit, 35’s, black and sexy as xxxx!!






Used
2014 Jeep Grand Cherokee Laredo
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I bought a truck from them and the sale went smoothly.
I bought a truck from them and the sale went smoothly. I had issues with a persistent check engine light that required multiple trips back to the dealer but they always took me right away and never made me feel like I was a bother. Very happy with my purchase. Truck runs like a champ and pulls my 9k camper like a dream. Thank you to Rob and his team!
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
2023 Jeep Grand Cherokee Limited
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Reviews
Great experience.
Great experience. Salesman and finance department honest and top rate. I highly recommend you purchase from Infinity of Norwood.
Natural upgrade choice
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.






Used
2015 Jeep Wrangler Sport
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Reviews
?????????? 5/5 ? Outstanding Experience from Start to
?????????? 5/5 ? Outstanding Experience from Start to Finish! I recently purchased a Hummer from GMC and had the absolute best experience I've ever had at a car dealership. Jacob M. was incredible to work with?professional, friendly, and genuinely dedicated to making the process smooth and enjoyable. From the moment I arrived, Jacob made me feel welcome and informed. He answered all of my questions, took the time to explain everything about the vehicle, and never once made me feel pressured. His knowledge and honesty were a breath of fresh air. I also want to give a huge shout-out to the entire team?from sales to financing. Everyone I worked with was courteous, efficient, and made me feel like a valued customer. They helped me pick out the perfect vehicle and made the financing process simple and transparent. If you?re looking for a top-notch dealership experience, I highly recommend stopping by and asking for Jacob M. and his team. They made this Hummer purchase one to remember!
My granddaughter loves it,so it has too be excelle
It meets everything we were wanting!! Comfort, relaxing, reliable and very nice looking!! Great fuel mileage, great tires and it's just perfect and my granddaughter is loving the Jeep






Used
2020 Jeep Grand Cherokee Limited X
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Reviews
Very good dealership !
Very good dealership ! Professional, quick follow ups, communicated everything I needed on this vehicle. Will purchase from them again.
Best Jeep I’ve ever owned
I’ve owned many Jeeps over the years and this year and model has by far been the best in quality and performance The vehicles interior is exceptional in comfort and wear.






Used
2014 Jeep Grand Cherokee Limited
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Reviews
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
2014 Jeep Grand Cherokee Limited X
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Reviews
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
Happy with purchase
Very friendly staff . Not bad prices Would recommend to friends to come here and check out the inventory Thank you again Moe for the great service
*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 $100,000 in Holliston, MA
231 Great Deals out of 1115 listings starting at $4,799
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211 Great Deals out of 1036 listings starting at $4,799
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202 Great Deals out of 986 listings starting at $4,799
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Jeep under $100,000 in Hopedale, MA
231 Great Deals out of 1124 listings starting at $4,799
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Jeep under $100,000 in Medfield, MA
282 Great Deals out of 1215 listings starting at $4,799
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Jeep under $100,000 in Framingham, MA
271 Great Deals out of 1186 listings starting at $4,799
Jeep under $100,000 in Holliston, MA by model
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Jeep Grand Cherokee under $100,000 in Holliston, MA
61 Great Deals out of 285 listings starting at $4,995
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Jeep Compass under $100,000 in Holliston, MA
20 Great Deals out of 148 listings starting at $6,999
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Jeep Wrangler Unlimited under $100,000 in Holliston, MA
27 Great Deals out of 145 listings starting at $10,950
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Jeep Grand Cherokee L under $100,000 in Holliston, MA
31 Great Deals out of 133 listings starting at $24,647
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Jeep Cherokee under $100,000 in Holliston, MA
17 Great Deals out of 108 listings starting at $6,950
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Jeep Wrangler under $100,000 in Holliston, MA
15 Great Deals out of 76 listings starting at $5,000
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Jeep Gladiator under $100,000 in Holliston, MA
6 Great Deals out of 55 listings starting at $22,999
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Jeep Renegade under $100,000 in Holliston, MA
4 Great Deals out of 40 listings starting at $6,900
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Jeep Wrangler 4xe under $100,000 in Holliston, MA
18 Great Deals out of 35 listings starting at $26,867
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Jeep Wrangler Unlimited 4xe under $100,000 in Holliston, MA
3 Great Deals out of 25 listings starting at $28,490
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
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.