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Used
Jeep cars
for sale
near
Windsor Mill, MD
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.
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Used
2018 Jeep Grand Cherokee Laredo E
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Used
2021 Jeep Grand Cherokee Limited X






Used
2024 Jeep Grand Cherokee Laredo
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Reviews
A Five-Star Experience at Heritage Chrysler Dodge Jeep
A Five-Star Experience at Heritage Chrysler Dodge Jeep Ram (MileOne)! Let me start by saying—WOW! My experience at Heritage Chrysler Dodge Jeep Ram (MileOne) was absolutely unforgettable. From the moment I walked in to the moment I drove away in my brand-new Jeep Wrangler, I was treated with the utmost care, professionalism, and efficiency. Unlike other dealerships where you’re stuck for hours negotiating back and forth, the team at Heritage made the process seamless and stress-free. They left no stone unturned, ensuring I got exactly what I wanted and making sure every detail was perfect. I traded in my previous Jeep Wrangler, which I had always serviced at Heritage, and they once again exceeded my expectations in every way! A special shoutout to Nina, my incredible salesperson, and Chris, the outstanding manager, who truly went above and beyond to make this deal happen. Their dedication, honesty, and kindness made me feel like family—not just another customer. There was no pressure, no gimmicks, just pure professionalism and genuine care. This was my third Jeep Wrangler, and thanks to Nina and Chris, I fell in love all over again! I left the dealership knowing I made the best decision, got the perfect deal, and was taken care of from start to finish. I cannot recommend Heritage Chrysler Dodge Jeep Ram enough. If you’re looking for an honest, professional, and truly exceptional car-buying experience, this is the place to go! Kudos to the entire team—especially Nina and Chris—for making this experience one I will never forget. THANK YOU for everything!
Have owned Jeeps for 35 years.
Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles






Used
2020 Jeep Grand Cherokee Laredo
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Reviews
Hello John, I'm so glad that you're back with Heritage
Hello John, I'm so glad that you're back with Heritage VW. Thanks for doing a GREAT job getting me into my 2024 Atlas yesterday. You really made my day. You've always worked with my family in getting us an payment that we can afford monthly. My sister is going to be seeing you soon. Please keep up the good work with your excellent customer service. *********
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
2022 Jeep Grand Cherokee Laredo
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Reviews
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.
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.






Used
2013 Jeep Grand Cherokee Laredo
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Reviews
I am glad I purchased my 2015 GMC Yukon SLT from Len
I am glad I purchased my 2015 GMC Yukon SLT from Len Stoler Chyrsler Dodge Jeep! I originally wanted a Chevy Tahoe, but just as I was able to sign her away, there she was, my dream truck! The family fell in love with her just like I did when I first saw her. Our salesman, Blair Ruckman was fantastic and a genuine professional throughout the entire buying experience. The communication between us and his team, ensured my needs were met, without any issues. I definitely will be back for all my service needs and to purchase my family's next vehicle. Thank you Blair and the rest of the Len Stoler team!
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
2024 Jeep Wrangler Rubicon
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My oil change experience was great.
My oil change experience was great. I met LeJuan Robinson who assisted me with the process. She is professional, knowledgeable and very kind. Thank you very much for making me feel home.
I purchased a special ordered Jeep Wrangler RubiconX with
I purchased a special ordered Jeep Wrangler RubiconX with the 3.6 engine from our local Dealership! When I first drove this this vehicle I knew it may be rough riding, but after having this for for over 6 months it now is our main vehicle for getting around town. I get 17.1-18.3mpg. It's a 4dr and we enjoy it every day for shopping and other chores. We had it on the main highway and do between 65 and 70mph. It handles great and the ride is actually pretty good. Has great passing power as it has 4:56 gearing! We just recently took our vehicle to Keene Dodge/Jeep to have the tires rotated and were very impressed with the service and the entire staff as they treated us very special.






Used
2025 Jeep Wrangler 4-Door Sahara 4x4
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Reviews
Responded very quickly and was always there when I needed
Responded very quickly and was always there when I needed to talk or have a question, gave me good deal
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
2019 Jeep Grand Cherokee Limited X
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Reviews
Jason was super professional and an excellent salesman.
Jason was super professional and an excellent salesman. I enjoyed my experience with him. Would definitely recommend going to this Dealership. And asking for Jason Schaffer.
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
2022 Jeep Grand Cherokee Limited X
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Reviews
Brian Perry and Jeff Bejna provided excellent service.
Brian Perry and Jeff Bejna provided excellent service. They were very honest, accommodating, and I felt at ease during the whole buying process. I highly recommend Heritage MileOne!
2022 Grand Cherokee Overland. great car.
2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.






Used
2022 Jeep Grand Cherokee Overland
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Reviews
Every time I go for my routine maintenance I always feel
Every time I go for my routine maintenance I always feel like a VIP. Fast courtesy service done in a timely manner. Car is washed. Feels like new again
2022 Summit Reserve Comfort m, Performace and Luxu
This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.






Used
2021 Jeep Grand Cherokee Limited X
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Reviews
As soon as I walked in I was greeted by Mo she is very
As soon as I walked in I was greeted by Mo she is very friendly and had the car all ready pulled up for me. She answered all my questions and was very patient with me. The process was very easy and I was happy thank you Mo for everything!
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
2021 Jeep Wrangler Willys
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Reviews
Was a very efficient process, everyone seemed nice and I
Was a very efficient process, everyone seemed nice and I felt I didn't have much to worry about. Had a concern with vehicle's battery - they replaced it and allowed me to get it inspected at their Honda dealership, just to make sure everything was in place. 2 months in so far and no car troubles - I'd recommend this dealership to anyone in the area.
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
2023 Jeep Grand Cherokee Laredo
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Reviews
Superb deal, swift service
Was in the market for a specific vehicle to fit our growing family. Great service from the online environment to the showroom. Would thoroughly recommend this dealership.
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
2023 Jeep Wrangler Sport
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Features
Reviews
Bryan DeCarlo service advisor in service was exceptional,
Bryan DeCarlo service advisor in service was exceptional, since the moment I left my car for service and with all my concerns with warranty issues. He explained to me every step of the way, he called me every day to give me updates. I am beyond thankful I went I and had him as my advisor he told me what was needed after and felt no pressure. I am 100% happy with the service I received and from the team also working with him. He was really professional and polite and really smart at what his job is. I could keep going in bragging of the service I received. Hopefully people think same as me. Trust me I have had enough ther advisors and not even close to this kind of service.
It is a great car, my uncle drove it in the west hamptons
It is a great car, my uncle drove it in the west hamptons in New York to the beach. Very fun when the roof is not there.






Used
2019 Jeep Grand Cherokee Limited X
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Reviews
thanks to Justin!
thanks to Justin! He was friendly, honest, and made the entire process smooth and stress-free. I never felt pressured, and he took the time to explain everything clearly.
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
2020 Jeep Grand Cherokee Limited X
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Reviews
The car was as described and the Sales person ( Kevin
The car was as described and the Sales person ( Kevin Soltwedel) was available on his day off to show me the car after communicating via email. I eneded up purchasing the car and there was little hassle in doing so. I had one small issue with the key fob missing the key blade ( $30) part and initially dealership wouldn't agree to replace it. After some back and forth with my salesman, they finally agreed to make it right. I did feel that my salesman had to work too hard to rectify the issue internally at Land rover Bethesda, for something that should have been a non brainer
Make the Two Hands on Wheel feature stand a lone.
I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).






Used
2023 Jeep Wrangler Rubicon
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Features
Reviews
After speaking with Charles Wicks and reviewing my
After speaking with Charles Wicks and reviewing my options online, I went to Heritage Volkswagen still not sure if I would make a purchase. Once I arrived and sat down with Melissa Cole, I knew I was purchasing a new car that day, which I did. I bought the 2024 Tiguan and she took the time to show me the features of the car and even set some things up while I was finishing my paperwork with Harrison Faecher, who made sure I understood all of the numbers before signing. Thank you Melissa, Charles and Harrison for the wonderful service!!!
She’s a beast!
Absolutely LOVE my 392 20th Yr edition!! She’s a stingray grey beast, that is just as powerful and fun to drive as my Ftype Jaguar! The detail and design is comfortable and I am addicted to the powerful exhaust rumble on her! Puts any previous year Wrangler in a different class- my opinion, after having other Rubicon’s. Well worth taking the leap and spending the +$100k on her! No regrets!






Used
2020 Jeep Grand Cherokee Limited X
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Reviews
Excellent service, I liked my new car.
Excellent service, I liked my new car. Very good experience, price, attention, follow-up and resolution of doubts.
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
2023 Jeep Grand Cherokee Limited X
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Reviews
I travel from Owings Mills to Jerry’s to get my truck
I travel from Owings Mills to Jerry’s to get my truck serviced. I’m always pleased with the level of service and professionalism that I receive.
Great overall
bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.






Used
2022 Jeep Grand Cherokee Laredo
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Features
Reviews
Very accommodating and informative even though I didn’t
Very accommodating and informative even though I didn’t purchase. Would consider them in the future.
Great,Redesign.
Great,sport utility so far plan too keep it for a very long time.It's,the trailhawk trim the off road performance is amazing and get's great mileage.






Used
2023 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
Very helpful.
Very helpful. Team communicated well to give us lots of information. Shah was very patient with us through this process.
‘23 Grand Cherokee Summit
New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.
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 $6,731.
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 3517 great deals out of 14500 listings starting at $5.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Columbia, MD with 303 great deals out of 1020 listings starting at $3,100.
*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 $100,000 by city
-
Jeep under $100,000 in Windsor Mill, MD
267 Great Deals out of 1007 listings starting at $4,000
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Jeep under $100,000 in Milford Mill, MD
266 Great Deals out of 1000 listings starting at $4,000
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Jeep under $100,000 in Lochearn, MD
266 Great Deals out of 996 listings starting at $4,000
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Jeep under $100,000 in Woodlawn, MD
280 Great Deals out of 1050 listings starting at $3,999
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Jeep under $100,000 in Randallstown, MD
250 Great Deals out of 939 listings starting at $4,000
-
Jeep under $100,000 in Catonsville, MD
279 Great Deals out of 1050 listings starting at $3,999
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Jeep under $100,000 in Garrison, MD
230 Great Deals out of 845 listings starting at $5,450
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Jeep under $100,000 in Pikesville, MD
225 Great Deals out of 867 listings starting at $5,450
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Jeep under $100,000 in Ellicott City, MD
274 Great Deals out of 1044 listings starting at $3,999
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Jeep under $100,000 in Owings Mills, MD
243 Great Deals out of 906 listings starting at $5,450
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Jeep under $100,000 in Arbutus, MD
277 Great Deals out of 1036 listings starting at $3,999
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Jeep under $100,000 in Ilchester, MD
283 Great Deals out of 1075 listings starting at $3,999
Jeep under $100,000 in Windsor Mill, MD by model
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Jeep Grand Cherokee under $100,000 in Windsor Mill, MD
61 Great Deals out of 260 listings starting at $5,900
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Jeep Wrangler Unlimited under $100,000 in Windsor Mill, MD
17 Great Deals out of 120 listings starting at $14,500
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Jeep Grand Cherokee L under $100,000 in Windsor Mill, MD
26 Great Deals out of 112 listings starting at $23,500
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Jeep Cherokee under $100,000 in Windsor Mill, MD
20 Great Deals out of 101 listings starting at $8,000
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Jeep Compass under $100,000 in Windsor Mill, MD
22 Great Deals out of 100 listings starting at $9,490
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Jeep Wrangler under $100,000 in Windsor Mill, MD
25 Great Deals out of 74 listings starting at $7,495
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Jeep Grand Cherokee 4xe under $100,000 in Windsor Mill, MD
25 Great Deals out of 52 listings starting at $26,500
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Jeep Gladiator under $100,000 in Windsor Mill, MD
16 Great Deals out of 49 listings starting at $25,000
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Jeep Wrangler Unlimited 4xe under $100,000 in Windsor Mill, MD
15 Great Deals out of 45 listings starting at $28,994
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Jeep Renegade under $100,000 in Windsor Mill, MD
8 Great Deals out of 41 listings starting at $10,995
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Jeep Wrangler 4xe under $100,000 in Windsor Mill, MD
18 Great Deals out of 31 listings starting at $28,000
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Jeep Wagoneer under $100,000 in Windsor Mill, MD
8 Great Deals out of 25 listings starting at $37,800
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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.