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Used
Jeep cars
for sale
near
Winthrop, MA
- 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
2019 Jeep Cherokee Limited
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This was the best car buying experience we have ever had.
This was the best car buying experience we have ever had. Jose Molina could not have been more helpful. He made the whole process so easy. We will telling anyone we know who is looking to buy a car that this is the place to go.
Like the look and has plenty of power we have the v6
Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.






Used
2024 Jeep Grand Cherokee 4xe Base
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Sharon helped and was amazing!
Sharon helped and was amazing! Very smooth process and was very good with communication. Would refer her and Bourne’s to others
It is a GOOD Jeep and I LOVE everything about it the
It is a GOOD Jeep and I LOVE everything about it the color and EVERYTHING it have in it and the drive and the performance






Vehicle information
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Reviews
I had a great experience there.
I had a great experience there. I am looking for a car and the sales man Nick R. was so helpful. I think I will go back for a second look.
Still A Jeep Girl...BUT
I love my Cherokee overall. This is my 3rd one. Sadly I've noticed the quality slipping. Jeep no longer provides a spare tire - WHAT? The floor mats are now of lesser quality and no longer have the Jeep emblem embroidered on them. The transmission is still a little iffy but not as bad as my '15. The tail lights fill with condensation but the dealership tells me it is normal to do so - WHAT? Additionally you're never gonna be able to find a V6 anymore. I had to go down a year to a '22 in order to get one. They are pushing EVs and Hybrids. All this being said I'm still Jeep girl and still love my Cherokee.
Used
2014 Jeep Cherokee Limited
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Reviews
Tafari, was excellent, he treated us with respect and was
Tafari, was excellent, he treated us with respect and was very knowledgeable on the CRV we were interested in. our trade -in and new car price was agreed on, and fair for both. follow-up and communication were excellent. and management and finance rep' were excellent to work with. very good experience . Steve
Great vehicle
I drive a lot my car is a 2014 and it has currently 277,400 miles and still ticking. I’ve had very few maintenance issues overall the basic wear and tear as expected! I didn’t expect it would last as long as it has but I am being pleasantly surprised. It is great on gas compared to most SUVs and overall a comfortable car !

Used
2015 Jeep Cherokee Latitude
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Purchased new in 2015.
Purchased new in 2015. Have only done 1 repair in 129k, which was fixing oil leak at oil filter housing. Solid car, great in rain and snow. Thoroughly enjoy this car
Certified
2022 Jeep Grand Cherokee LAREDO
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Reviews
Best customer service.
Best place to bring your car. They have great customer service, affortable price. They took good care of my car. They are excellent.
My opinion of 2022 Jeep Grand Cherokee
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.
Certified
2021 Jeep Compass LIMITED
Vehicle information
Reviews
Good quality service department!
Went in for routine service, was greeted immediately. They brought my car in, I was in and out in under 45 mins which is very rare now a days. Was very pleased and will be back in the future for all my service needs.
Positive reviews, good vehicle choice.
Positive reviews, good vehicle choice. Awd suspension and a drive mode change selector. (Styling Vehicle) Good performance, fuel mileage is efficient. Comfortable seats heated, cargo area is spacious. Very nice quality interior design and the leather. Touchscreen stereo with navigation and other apps. Reliability, Good vehicle value!!
Used
2021 Jeep Gladiator Sport
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Perfect as always.
Perfect as always. Courteous, professional. My truck was taken in immediately for service. I was kept aware of the service and offered advanced service if I chose to accept.
We special ordered a Jeep Galdiato Rubicon in 2021 and
We special ordered a Jeep Galdiato Rubicon in 2021 and loved it. Our only problem was it didn't leave much space in the garage. We decided to trade it for a special ordered Jeep Wrangle 4dr. RubiconX. This new vehicle left us with 34 more inches of space in our garage. We still have our 2021 Jeep GrandCherokee Trailhawk as our long trip vehicle. 2 never gave any problems accept with the Aux, battery after 3 years of own
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2018 Tiguan SEL R-Line
Gervais VW had the car I was looking for in stock.
Dino 2015
Off the lot, amazing! I call it Dino.. because it’s eco green and it has an antenna! I have purchased a few vehicles off the lot. Dino is cool. Well I did like my Chevy S10- bench seat, was the best I ever bought off the lot! Jeep Patriot 2015 an amazing vehicle as well!






Used
2022 Jeep Compass High Altitude
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Reviews
One of the Best Buying Experiences!
I recently purchased a pre-owned vehicle at the AutoMax in Framingham. I have bought many cars in my lifetime but I can honestly say, this was one of the best car buying experiences I've had in a long time. This was my first time at AutoMax of Framingham and I was able to find the right vehicle, with the right options and at a fair price (compared to your competitors). However, what really made the experience worthwhile and very appreciable was the salesperson Matheus. "Matt" is really a great salesperson. Much different from others I have met and dealt with. Matt is extremely Knowledgeable and professional - Great Hire and Asset! I will continue to do future business with AutoMax and will refer my family and friends as well. Mark
It's not an F1 car, nor is it a $100K
I have had my 22 High Altitude for about 4 months now and the only issue(s) I find are the following: MPG is not as advertised, it's not that great. It's around 24 average, I am about 50/50 city/highway driving - It's fine. It DOES ride like a Jeep - so it's not as "luxurious" as your higher end cars, but YOU BOUGHT A JEEP - The last snow storm we had in Cleveland was about 10" in 2 hours - No problem, even with 235/45/19 tires - Would be way better with not so wide tires. It's slow. Who cares? Are you driving in the F1? Nah - It's plenty. Interior is baller. Infotainment is great, comfortable. Heated steering wheel is a plus. IDK - I read these reviews and everyone is so picky - It's a nice ride. If you find you like it, give it a shot.






Used
2016 Jeep Wrangler Unlimited Sahara
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Very good location
Excellent reception in Special the sale Joao Felix let you feel very comfortable and very helpful to help you find your new car make you feel so special
The dealer and sales people everyone was amazing.
The dealer and sales people everyone was amazing. G was awesome! He stayed late and worked with me through everything! I could not have asked for a better experience with everything that happened this day.






Used
2023 Jeep Compass Latitude
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NATTY IS CURRNTLY RESEARCHING A 2020 TOYOTA SIENNA WITH
NATTY IS CURRNTLY RESEARCHING A 2020 TOYOTA SIENNA WITH LOW MILEAGE THAT I AM VERY INTERSTED IN BUYING AND HAVING IT DELIVERY TO ME IN WELLSBURG, WV ZP 26070 -AND AS A SERIOUSLY DISABLED RETIRED MARINE CORPS COMBAT INFANTRY OFFICER OF 23 YEARS OF ACTIVE DUTY WITH OVER 25 MONTHS EXPOSURE TO AGENT ORANGE IN VIETNAM AND OVER 4 YEARS EXPOSURE TO THE CONTAMINATED WATER AT MARINE CORPS BASE CAMP LEJEUNE, NC! AND, NATTY KNOWS THAT, WITH MY DEATH PERHAPS IMMINENT, I MUST NOT TAKE A CHANCE BUYING AN UNRELIABLE USED CAR OR ONE WITH ANY NEGATIVE ASPECTS, BECAUSE I WANT TO BE SURE THAT MY WIFE OF 47 YEARS CANNOT BE LEFT BEHIND WHEN I DIE WITH AN UNAFFORDABLE PROBLEMATIC USED CAR! LET'S SEE WHETHER NATTY CAN CARINGLY AND PATRIOTICLY BLESS ME, A RETIRED MINISTER AND HEALTHCARE CHAPLAIN, BY ALLOWINGLY ME TO DIE IN PEACE RATHER THAN TROUBLED OVER MY WIFE MARGARET WHEN I GO AND CAN NO LONGER FINACIALLY TAKE CARE OF HER. RON RICE, 82 YEAR OLD LTCOL U.S.MARINE CORPS RETIRED AND SERVANT OF GOD, WHO HAS ENABLED HUDREDS OF HURTING EOPLE TO DIE IN PEACE - AS I WANT FOR ME MORE THAN ANYTHING....
My wife and I bought a 23' Jeep Compass Limited with 15K
My wife and I bought a 23' Jeep Compass Limited with 15K miles. We were looking for something small but also a vehicle that could offer 4x4. My initial impression of it at the dealership was that it has an awesome exterior paint color (granite crystal) and black wheels to compliment it. The car drives great on the highway and city. It's a very comfortable ride and the car can turn on a dime! I am currently averaging 30 mpg while commuting to work each day. I have noticed the car will sometimes have difficulty up shifting. As long as I apply more gas it eventually gets over it. Not a big deal for me as my last vehicle would do the same thing. The rear view camera is nice on the Compass, however it is completely useless at night. Overall we are very happy with our purchase.






Used
2018 Jeep Compass Latitude
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I,ve had several Jeeps and Subarus and Chevys and my
I,ve had several Jeeps and Subarus and Chevys and my Compass Latitude 4x4 is as good as any for around the city and my freeway trips. Better than the Subaru for the highway and offroad. I feel safe. posted this as i feel some people are harsh and wrong about Jeeps. Do the required oil and transmission services as requested.






Used
2025 Jeep Wrangler Sport
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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!!!
Incredible vehicle.
Incredible vehicle. Especially if you put a manufacturer 3 inch lift on it and aftermarket wheels and tires and running boards. A total beast if you can’t afford the Renegade or if you are too upside down on your trade. If you don’t know the Jeep go get one. It’s life-changing.






Used
2025 Jeep Grand Cherokee L Limited
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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.
Was a bit nervous that this vehicle would not be big
Was a bit nervous that this vehicle would not be big enough for our family, but it has worked perfectly…plenty of room for all of us and our dog!

Used
2021 Jeep Wrangler Unlimited 4xe High Altitude
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Owning a Jeep is more than just having a car — it’s a
Owning a Jeep is more than just having a car — it’s a lifestyle. The rugged capability, the open-road freedom, and that unmistakable Jeep spirit make every drive an adventure. Whether it’s tackling trails or cruising through town, my Jeep delivers power, comfort, and pure fun every time. Once a Jeeper, always a Jeeper!

Used
2022 Jeep Gladiator Willys 4x4
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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.
My Gladiator is 3 years old.
My Gladiator is 3 years old. Driving in Alaska and what a great vehicle. Starts every morning with no issues. Drives great in deep snow thanks to the ground clearance. The ride is stiff-it’s a Jeep.

Used
2019 Jeep Cherokee Limited
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Great car!
Overall, pretty decent car. As professional reviews will note, the transmission is a little finicky, but nothing over the top. Learn to work with it, it works with you. Bought this car used last year with 68k and I drive a lot, so I've already put 30k on it. Handling wise, this works great, even in the snow (FWD, not 4x4). Good cargo room, and room for the kiddo's carseat. Now, this is a Jeep, and hasn't been without issue. The front struts have been replaced, probably as part of my driving style and the rough roads in my area. Part of the bumper got pulled off a while back, not a big deal. Mechanically, decently sound, the car has thrown a few check engine lights but for non-issues. It had an issue a while back where it would turn off or restart on its own when stopping (not to be confused with the auto-stop, which is annoying but can be turned off, this car would just flat out turn off), but that fixed itself. Developed an engine tick that does appear in Jeeps, but that has also righted itself. As such, no major maintenance has needed to be done besides my struts. So all in all, it works. If you're in a situation like mine, yeah, buy the 2019.
Used
2021 Jeep Gladiator Willys 4x4
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Great used car dealer
I spent a lot of time searching for a specific color, make, and model. From start to finish Chris Trombley and everyone else I dealt with at automax to push this deal through were great. There were never any surprises. Communication was excellent and the transaction was as easy as it could be for buying a car out of state.
Have driven Jeeps in the military and loved the
Have driven Jeeps in the military and loved the performance and easy maintenance. Have 2 Jeeps now and looking to replace one of my Jeep with another one. Love Jeeps!!
Used
2024 Jeep Compass Trailhawk
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Nissan Rogue com o Thyago Novais
Comprei meu carro com o Thyago Novais e super indico, muito atencioso e ta sempre disponivel pra responder suas duvidas. Aprovado, vem falar com ele que a garantia e certa!
Quality car at affordable price.
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
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Used
2023 Jeep Grand Cherokee Altitude
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Used
2023 Jeep Grand Cherokee Overland
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Used
2022 Jeep Grand Cherokee Laredo
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Used
2022 Jeep Wrangler Sport
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Jeep Certified
2025 Jeep Grand Cherokee Limited
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Jeep Certified
2024 Jeep Wrangler Sport
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Used
2017 Jeep Grand Cherokee Altitude
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Used
2025 Jeep Grand Cherokee Altitude
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Used
2025 Jeep Wrangler Sport
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Used
2021 Jeep Grand Cherokee Limited
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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.
**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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Used Jeep in Winthrop, MA
231 Great Deals out of 824 listings starting at $3,500
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Used Jeep in Chelsea, MA
253 Great Deals out of 939 listings starting at $3,500
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Used Jeep in Revere, MA
243 Great Deals out of 892 listings starting at $3,500
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259 Great Deals out of 971 listings starting at $3,500
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225 Great Deals out of 810 listings starting at $3,500
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261 Great Deals out of 980 listings starting at $3,500
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267 Great Deals out of 983 listings starting at $3,500
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Used Jeep in Boston, MA
306 Great Deals out of 1115 listings starting at $3,500
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Used Jeep in Saugus, MA
238 Great Deals out of 886 listings starting at $3,500
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Used Jeep in Melrose, MA
249 Great Deals out of 946 listings starting at $3,500
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Used Jeep in Cambridge, MA
297 Great Deals out of 1095 listings starting at $3,500
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Used Jeep in Medford, MA
269 Great Deals out of 995 listings starting at $3,500
Used Jeep in Winthrop, MA by model
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Jeep Grand Cherokee in Winthrop, MA
50 Great Deals out of 184 listings starting at $3,500
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Jeep Wrangler Unlimited in Winthrop, MA
27 Great Deals out of 123 listings starting at $9,950
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Jeep Compass in Winthrop, MA
23 Great Deals out of 113 listings starting at $4,391
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Jeep Cherokee in Winthrop, MA
26 Great Deals out of 93 listings starting at $6,000
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Jeep Grand Cherokee L in Winthrop, MA
23 Great Deals out of 72 listings starting at $23,987
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Jeep Wrangler in Winthrop, MA
13 Great Deals out of 47 listings starting at $10,000
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Jeep Grand Cherokee 4xe in Winthrop, MA
18 Great Deals out of 28 listings starting at $25,990
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Jeep Renegade in Winthrop, MA
6 Great Deals out of 28 listings starting at $8,950
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Jeep Wrangler 4xe in Winthrop, MA
14 Great Deals out of 28 listings starting at $26,990
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Jeep Gladiator in Winthrop, MA
5 Great Deals out of 25 listings starting at $22,995
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Jeep Wrangler Unlimited 4xe in Winthrop, MA
9 Great Deals out of 25 listings starting at $28,500
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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.