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Used
Jeep cars
for sale
near
Chester, MD
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
2017 Jeep Grand Cherokee Limited
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We were very satisfied with the service received
We were very well satisfied with the service we received, and the work was performed in a timely manner! Our consultant, Phil was very professional, knowledgeable and kind!
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
2019 Jeep Grand Cherokee Limited
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I went in last week to check out a 2019 Honda Accord
I went in last week to check out a 2019 Honda Accord EX-L, only because it was close to another car I was scheduled to test down the road in Pasadena. May sales rep was Mark and he's awesome. He is extremely helpful and knowledgeable and even better, showed me with minimal research that the other car I was going to see had TWO previous accidents (shame on me for not seeing that) and they met me at the price I needed. So I ended up buying the Accord (very low mileage) at a great price. The best part was how easy Mark made the experience. My wife is on the loan but she didn't even have to be there. I drove the car off the lot about 2 hours after I arrived. They let me keep my old Honda in the lot until we were able to return that afternoon to pick it up. Overall the best car buying experience we've ever had. Thanks Mark and JBA Auto!
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 Grand Cherokee Overland
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FJ Cruiser
If you are shopping anywhere else for a quality pre owned vehicle, stop it!! Call or stop by Magothy! I bought my 07 Toyota FJ Cruiser from Magothy Motorcars sight unseen! Flew in from Ohio and drove it home! Josh is outstanding! Honest and straightforward! When I saw his inventory I wanted to by everything. Best customer service I have ever experienced. I would by another vehicle from Magothy but I don’t think I’ll have to because my FJ will run forever. Thanks again Josh.
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.
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Reviews
Great salesman.
Fast sale with no problems. Good selection even though most car lots are having problems getting cars. Have no problems with car so far. Car very clean.
tranny issues for manual 6 speeds
i have a 2017 wrangler unlimited sport with a 6 speed ..at 18 000 miles they had to drop the tranny ..now at 49 000 they will need to do it again and its pissing me off. Plastic parts in a tranny is stupid . And a reverse gear too pointy and too thin ..Seriously ? You know its an issue and still no recall?
Used
2016 Jeep Grand Cherokee Overland
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Reviews
Easy to work with.
Gene was accommodating and very easy to work with. He helped us find the best way to finance the purchase and addressed our questions. We love our new car and will definitely return to him the next time we want to buy a car.
My dream car since a teenager was a grand Cherokee and
My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.
Used
2019 Jeep Grand Cherokee Laredo
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Thank you to everyone 🩷 very professional and helpful.
Thank you to everyone 🩷 very professional and helpful. Definitely referring this place . Desmond Dowdy was the best !!
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.
Used
2017 Jeep Renegade Trailhawk
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Reviews
Good buying experience.
Good buying experience. Brandon was easy to work with. Would buy another Toyota from this dealership.
The Jeep Renegade proves that you don’t need a massive
The Jeep Renegade proves that you don’t need a massive SUV to enjoy real capability. It is great for everyday practicality, making it a great choice for drivers who want something different—something with personality, performance, and purpose. Whether you're commuting during the week or hitting the trails on the weekend, the Renegade is more than ready to go wherever life takes you.
Used
2017 Jeep New Compass Sport
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Thanks to MikeHooper and the body shop crew
I just received my car back from Antwerpen VW and it was a ling process,but thanks to Mike Hooper, the process was easier. I would check on my car on a regular basis and would keep me up to date on progress which really appreciated!! 🤔
Great vehicle
I leased a 2015 jeep compass, I loved it. My daughter is now driving it and she loves it as well. I'm now leasing a 2019 Jeep Trailhawk and couldn't be happier.
Used
2021 Jeep Renegade Limited
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Reviews
Justin Did a Amazing Job working With Me i appreciate all
Justin Did a Amazing Job working With Me i appreciate all you hard work thank you
ISSUE WITH SUNROOF CLOSING, NEW ONE PUT IN SAME PROBLEM.
ISSUE WITH SUNROOF CLOSING, NEW ONE PUT IN SAME PROBLEM. IN COLD WEATHER SEVERAL DOORS WOULD NOT LOCK AT ALL. AT FIRST I THOUGHT THEY WERE FROZEN THE DEALERSHIP IS STILL NOT SURE WHY THIS HAPPENED. I WAS UNABLE TO DRIVE IT WHEN THIS OCCURRED. JUST HAD THE IGNITION REPLACED - CAR WOULD NOT SHUT OFF. I REALLY LOVED THIS CAR THE SUNROOF IS HUGE, MY FIRST NEW CAR, IT IS A LITTLE SMALL IN THE BACK SEAT FOR PASSENGERS BUT NICE, I LOVE HAVING A HATCH AND NO TRUNK TO MOVE THINGS IF I WANT. I HAVE ALWAYS WANTED A JEEP AND I ABSOLUTELY LOVE THE 4 WHEEL DRIVE AND OPEN FEEL OF THIS CAR. IT DOES VERY WELL ON THE HIGHWAY. THE REAL ISSUE I AM HAVING IS WITH CASTLE JEEP/ RAM IN NAPERVILLE,ILLINOIS COVRING THESE ISSUES WITH MY 100,000 MI WARRANTY.
Used
2021 Jeep Renegade Limited
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Reviews
Great people Great experience
We decided to purchase a couple of Jeeps. Ourisman was the only place that had the model we wanted so I decided to make the trip from NM. I thought is was a crazy idea but with the pandemic going on it seemed fitting to do something crazy. I had pleasant experience. So ended up buying 2 Jeeps and because the transport was 2 months out I flew there twice. The guys are fantastic. The price we agreed on is the price I paid. People should be able to understand the advertised price includes incentives they might not qualify for. It is the name of the game. But look at the bottom line and likely the price from Ourisman will be better than the rest. The sales person was great and Younes, the general manager, as well as Simo, the sales manager, make the buying experience pleasant.
I have a 2021 Jeep renegade that I bought in November
I have a 2021 Jeep renegade that I bought in November 2023 for $24,000 and change. It had 4400 miles on it. Of course, at first, I loved it. The auto four-wheel-drive, the big screen navigation /stereo system. the fact that the back seats lay down. If you take the headrests off, they lay flat. Then I drove it for awhile and here is the lists of ‘add ons’ it should have. 1)The door pockets up front are just to small. 2) The center arm rest console could be bigger. 3) The dash is too deep. Jeeps dash should be shorter, like a truck. 4) The seats should have seat warmers (even my old Nissan Juke had seat warmers) 5) The hatchback has no interior light so in the dark, you need a flashlight to look for things, remove groceries etc. 6) There is space for a spare tire but since this edition came with ‘flat free’ tires (idk the actual name for them) that space could have been made larger for storage. 7) When the back seats are up, the storage behind them is very small and limited. I realize this is a smaller SUV but I expected a larger space back there. 8) I have almost 14,000 Miles on it now as of 7/27/2024. I do feel the transmission either slip or shift sometimes. 9) It took me over a month to learn that if the car is cold, it will not start unless your seat belt is buckled. That’s a fact. 10) It handled the very very well in the devastating ice storm that payed a 1/2 inch layer all over the Pacific Northwest last winter. That auto 4 wheel drive truly works! 11) I had to buy seat belt extensions for the back seats as It was difficult to engage the seat belts into the locking belt.. It sits deep into the seat and I have grandchildren who like to lock thier own belts in. They can be found for sale at most Auto Stores for around $20 each. I recommend you get them. That’s about it. Overall, I love my Jeep Renegade. I think the price is very high considering the items missing but overall, I am going this will last me a good 10-20 yrs…
Used
2018 Jeep Cherokee Limited
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On Friday 8 December 2023 I took my car to Oursman Jeep
On Friday 8 December 2023 I took my car to Oursman Jeep in Bowie , Maryland. For whatever reason the computer would not recognize the key when trying to initiate ignition. At Ourisman Jeep the service advisor , Mr. David Valenzuela, listened to my concerns and, at no point, did he interrupt allowing me to to clearly present the problem. He asked me a handful of questions to narrow down the possible cause of the problem . A short time later he decided it was not the car itself but the fob battery. He replaced the battery in both of my fobs : problem solved! I certainly was impressed with how he deduced what the cause of the was. As impressive as the problem solving was , what was equally impressive was his command of "Customer Service 101". Eye contact, respect for me as a customer/ human being and not as "the guy with the malfunctioning Jeep". He was patient to a fault. Great example of "just getting the job done the right way". 5 stars, at least.
I have a 2018 Cherokee latitude plus.
I have a 2018 Cherokee latitude plus. More than 140k miles. Very nice SUV. I think most of this bad reviews are not fair. I will buy a new one in the near future.
Used
2019 Jeep Cherokee Limited
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Reviews
Easy and trustworthy.
Easy and trustworthy. We bought both cars there and would do it again. Highly recommend
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
2020 Jeep Cherokee Latitude Plus
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Perfect car buying experience!!
I have been searching for a car for roughly a week or little more. A few other dealerships were misleading with their inventory and general information about the vehicles they did have. THAT IS NOT THE ISSUE HERE!!! They were completely transparent and honestly a pleasure to do business with. I was in and out so quickly with my new vehicle as well as laughs throughout the interaction. I would recommend them over and over again!!
2020 Jeep Cherokee Limited
I purchased recently a used 2020 Cherokee Limited and it has turned out excellent, I have no problems or issues. The only minor issue that I have is the location of the cup holderss.
Used
2019 Jeep Cherokee Limited
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Jason Schaffer was a great salesman and very
Jason Schaffer was a great salesman and very knowledgeable about the various models and trim packages found on all of the Silverado's we test drove and had a chance to look at. He was also easy to talk to and honest without any of the typical games most others play. Financing was great as well to find the option and warranties that worked best for my situation. I never felt pressured at any step of the way and enjoyed my experience.
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
2019 Jeep Cherokee Latitude Plus
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I love my new car!!
I absolutely love dealing with Annapolis Hyundai. I've been getting my car serviced there for years and yesterday I bought a new one from this location. Most of the process was completed before I even got there which made for a smooth purchase and the price is exactly what I asked for. I appreciate everything they did to get me in and out in a reasonable amount of time.
Great Crossover
I bought my 2019 Cherokee new in July 2019. I have had it for 4 and a half years now and I have had no problems at all. I have over 61k miles on it. I do worry about the warranty being up that something might happen but it has not given me any issues so I shouldn't really be letting it bother me. This is the longest I have had a vehicle. I usually keep a car and trade it in around 3 years but I have loved driving this car so much that I have no desire in letting it go. I hate that Jeep is no longer producing more of these.
Used
2017 Jeep Renegade Sport
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Outstanding Customer Service
I had a phenomenal experience at this location Starting with my phone call 3 weeks prior with GM Yancy. Yancy listened to all my concerns answered each question and provided great feedback. I was assigned to the BEST sales rep Ahmer. He gave exceptional service! I can’t say enough about these two gentlemen. They took great care of me from beginning to end and have gained a customer for life♥️
Well balanced designed to take you on rough drives
Well balanced designed to take you on rough drives without confort sacrifice. Excellent driving position that makes a pleasure to drive. Giving you full control and a sense of security when driving on slippery roads. I drove It over the Rockies and the Sierras enjoin the beauty of those places.
Used
2021 Jeep Cherokee Latitude Lux
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Top notch service.
Top notch service. Excellent customer service. Definitely my ?go to? for future service needs and perhaps future purchase. Best experience in a car dealer in my adult life!
Jeep cherokee trailhawk
I have been looking at new Jeeps for awhile was needing a new vehicle was driving a 2005 dodge grand caravan sxt drove it everywhere kid's learned how to drive in it. But I'm a jeep guy have a 1979Jeepcj7 since brand new drive it daily. Seen the jeep cherokee trailhawk at my local dealership talked to them about it took it for a test drive and fell in love with it. Had to take it home. Very comfortable all the buttons are in the right places. Display screen is very simple to navigate easy-to-use app's phone linked right up no need to look at it. Mics are in right places above head everyone I call or calls me has no problem hearing me. Has alot of safety features to get use to but not hard. I have had other cherokee in the past but love this one. If you are interested in a Jeep check out the Cherokee line like I said I'am a Jeep guy test drive and you will see what I mean.
Used
2021 Jeep Compass Latitude
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Great body shop
Stupid accident brought me to see Mike in the body shop. Second time the garage door gouged the hatch. Mike took the car right away fixed it and cleaned it up better than when I dropped it off. Thanks Mike, great job.
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 Renegade Latitude
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Good purchase on a 2023 Pacifica Hybrid
I told my sales rep, Gerard "Cowboy" King I was going to send an email to his manager saying what a good job he did and how professional and friendly he was. But I think it would be better to post a review so everyone could see. My wife and I bought a Chrysler Pacifica PHEV this week. During the sale, we had a bit of a wait because another customer was in the finance office. Cowboy just talked to us like we were old friends. It was nice to meet someone in sales that actually likes their job and seems to enjoy working with the public. Overall I would say this was a positive experience, even after we got a flat tire on our brand new never driven van and had to take a loaner home for a day! After the purchase, we were unsure about how to claim the federal tax credit. Cowboy was instantly messaging us back, connecting us to the right people, emailing us forms, it was great to get such outstanding customer service. He sure knows a lot about these hybrid vans! I am very happy with the van and with the tax credit I think I got a great deal.
The three years I had this car, I didn’t run into any
The three years I had this car, I didn’t run into any major issues. The Uconnect radio that Chrysler uses could be better but other than that it was a C great suv to me!
Used
2014 Jeep Cherokee Latitude
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Reviews
Great Experience
Terri Anistead was a warm, professional and wonderful salesman. I was impressed with the no mess no fuss flow of the overall process. I was able to say what I want to put down, what price range I want to stay in. Terri followed my ques and not the other way around. What a pleasure. I had a family member go through drive time and I was not sure if it was a good choice. I can see why they picked Drive Time. Thumbs up!
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 !
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 $6,223.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Wrangler can reach up to 22 MPG city and 24 MPG highway for a combined rating of 23 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 4316 great deals out of 14583 listings starting at $700.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Riva, MD with 64 great deals out of 196 listings starting at $3,000.
*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 Stevensville, MD
33 Great Deals out of 97 listings starting at $3,000
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Jeep under $20,000 in Kent Narrows, MD
27 Great Deals out of 79 listings starting at $3,000
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Jeep under $20,000 in Grasonville, MD
25 Great Deals out of 75 listings starting at $3,000
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Jeep under $20,000 in Queenstown, MD
24 Great Deals out of 73 listings starting at $3,000
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Jeep under $20,000 in Cape St. Claire, MD
44 Great Deals out of 158 listings starting at $3,000
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Jeep under $20,000 in Cape Saint Claire, MD
44 Great Deals out of 158 listings starting at $3,000
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Jeep under $20,000 in Naval Academy, MD
46 Great Deals out of 152 listings starting at $3,000
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Jeep under $20,000 in Annapolis Neck, MD
47 Great Deals out of 148 listings starting at $3,000
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Jeep under $20,000 in Annapolis, MD
47 Great Deals out of 155 listings starting at $3,000
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Jeep under $20,000 in Rock Hall, MD
31 Great Deals out of 129 listings starting at $3,000
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Jeep under $20,000 in Arnold, MD
47 Great Deals out of 165 listings starting at $3,000
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Jeep under $20,000 in Saint Michaels, MD
9 Great Deals out of 37 listings starting at $3,250
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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.
