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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.
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Used
Jeep cars
for sale
near
Middlebury, IN
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
2020 Jeep Wrangler Unlimited Sahara Altitude
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Reviews
BEST OF THE BEST!
If you’re thinking about going to R&B car company RUN don’t walk! The greatest, easiest car buying experience of my life. Eddie & Aaron were the best to ever do it! Literally. I told Eddie what I was looking for and price range of what I wanted and he listened and got me into a great car in my price range. In and out of the dealership within an hour & a half! Aaron worked quickly on my loan approval and was super helpful throughout the process! I will never go anywhere else again! Found my permanent car spot! Thank you guys again! My family & I are so in LOVE with our new GMC Acadia! 😍
It’s currently summer 2025, I’ve owned my 2020 Wrangler
It’s currently summer 2025, I’ve owned my 2020 Wrangler Sahara since spring 2021. I LOVE my jeep and have had ZERO issues with it. This is my 2 nd Wrangler, first one was 2915 New. No issues with it at either. Mine is a 4 cl turbo. I didn’t want that I wanted a 6 cl. My husband convinced me to buy it and I’m glad I did. I have 59,000. Miles currently and I haven’t had to replace anything besides general maintenance.






Used
2021 Jeep Wrangler Unlimited 4xe Sahara
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Reviews
Thank you Brandon at R&B Car Company
I hate car shopping but Brandon at R&B Car Company made it a good experience! I would recommend them to anyone looking for a car!
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
2024 Jeep Grand Cherokee L Altitude
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Features
Reviews
Warranty heater core replacement on 2020 Colorado
JB helped me through this warranty repair. His customer service skills are excellent his knowledge of the vehicle and repair process was thorough. He arranged a rental for me due to the multiple days required for the repair. He kept me up to date with phone calls.
I have never owned a Jeep before and barely even
I have never owned a Jeep before and barely even considered an SUV. I've always been a luxury sedan guy, but this Jeep Grand Cherokee L Overland 4x4 has completely changed my mind. The exterior and interior designs are on par with most SUVs and remind me of the luxury sedans I have previously driven. Tech options are better than I've ever had in any other car. The ride and comfort are better than anything I've ever experienced before. Very dependable so far but I'm still under 1000 miles. I'm very pleased with my purchase decision.






Used
2020 Jeep Wrangler Unlimited Sahara
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Features
Reviews
I totaled my car and then immediately started searching
I totaled my car and then immediately started searching for a new vehicle on the R and B website. Found a few that I liked and went to the lot to look around. Was greeted by Collan while on the lot. He immediately helped us find something in our price range and credit history. We are so pleased with the 2 vehicles that we ended up purchasing with Collan's help. We are repeat customers with R and B. We have had several vehicles that we purchased through them. We will be back again.
Sahara Unlimited - She is such a Jeep!
I love my 2020 Sahara Unlimited. She is beautiful but still drives and handles like a jeep, which is why I wanted her. The stock tires for the unlimited are bigger than regular tires, and makes her fierce! I have almost 30K on mine and have had no problems (knock on wood) whatsoever. It is a joy to ride with or without the top off. Easy to remove the driver and passenger top for a quick fun ride. Easy but a little heavy to remove the entire top, but totally worth it. I've even had it on the beach and it handles like a dream!






Used
2023 Jeep Gladiator Overland
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Features
Reviews
Excellent customer service by Aaron Smith, I highly
Excellent customer service by Aaron Smith, I highly recommend and appreciate Mr. Smith! Love it when a person keeps their word.
MOST importantly it is a JEEP.
MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!






Used
2018 Jeep Wrangler JK Unlimited Sport
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Reviews
The employees at GROTE Automotive are very professional,
The employees at GROTE Automotive are very professional, knowledgeable and friendly. They went over and above to help us buy our dream car. Thank you so much GROTE Automotive for our help. You’re the best.
Oil startup pressure
Needs oil filter conversion so oil doesn't drain back, Google it..good power, goes anywhere , better than the 2 door for smoother ride,, I would buy again






Used
2014 Jeep Patriot Latitude
Vehicle information
Features
Reviews
Collan was very helpful and efficient.
Collan was very helpful and efficient. He took the time to make sure we were comfortable with the vehicle decision. He even called the banj to negotiate interest rates for us.
Now have 110,000 miles on vehicle and had to pay out 1800
Now have 110,000 miles on vehicle and had to pay out 1800 on some mechanical parts. For the most part my 2014 Jeep Patriot has been pretty good. Great in snow.






Used
2020 Jeep Cherokee Trailhawk
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Reviews
They worked on making my payment be done what affortable,
They worked on making my payment be done what affortable, they could probably lower the price of the car a little but overall was good
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
2021 Jeep Wrangler Unlimited 4xe Rubicon
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Reviews
They replied quickly even though the car had already been
They replied quickly even though the car had already been sold. The people I spoke with were very courteous.
I’ve owned this for 2.
I’ve owned this for 2.5 years, I bought it because it was as jeep and allowed me to drive it in electric mode. Few problems. I drive it almost exclusively in electric mode. Yes, there are times when electric is unavailable but that is due to not putting gas in for a long time. Once I even put in 2-3 gals. good to go.






Used
2019 Jeep Cherokee Trailhawk
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Features
Reviews
I had an amazing experience with this Dealership and Mike
I had an amazing experience with this Dealership and Mike the sales representative was AWESOME!!!! Thank you for getting me into Black Beauty 2.0💕😁
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
2022 Jeep Wagoneer Series I 4x4
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Reviews
Jordan Ford has always been a solid dealership and
Jordan Ford has always been a solid dealership and provide excellent service every time I have been there. I can not recommend them enough. I need to add more words.
Our 22 Wagoneer Series II is awesome.
Our 22 Wagoneer Series II is awesome. So quiet and the ride quality is like there's a layer of cream cheese between the road and the tires. Totally reliable, nothing but oil/filter changes. Super roomy and comfy interior.






Used
2023 Jeep Renegade Altitude
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Features
Reviews
I would not go anywhere else!
Great attentive service! Bill Alter went out of his way to make the whole process as easy as possible. Thank you so much. We love our car!
Double dipping
After 100,000 trouble free miles we bought a second Renegade this February. Good car, reasonable mileage, no complaints. Moved up to the Trailhawk trim package






Used
2018 Jeep Compass Latitude
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Features
Reviews
Just bought a 2021 blazer, The dealership was awesome.
Just bought a 2021 blazer, The dealership was awesome. The salesman silver was Excellent Very helpful answered all questions was willing to work With me., Looking to do business with you all in the Future. especially with silver great salesman.
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
2019 Jeep Cherokee Latitude Plus
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Reviews
We’ve been to a lot of dealers… Automax had the nicest
We’ve been to a lot of dealers… Automax had the nicest inventory by far. Ended up with an Audi A6 that’s super clean. Process was smooth. I Had a small issue with the battery after I bought it but they swapped it out free. Customer service was on point!!
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
2022 Jeep Compass Limited
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Reviews
This was absolutely the best truck buying experience
This was absolutely the best truck buying experience we've ever had. Our salesman Brandon was very professional and made my wife and I very comfortable A very pleasant experience. Will definitely refer anyone to your dealership. Thanks again
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
2021 Jeep Renegade Limited
Vehicle information
Features
Reviews
I want to scream a huge shout out to Collins for the
I want to scream a huge shout out to Collins for the outstanding effort he put in to get us going on a car! He went the extra mile to talk the bank I to 0 down for us and to top it off he drove a little o er half an hour to pick me and my other half up in the car we were approved for.. we never thought we'd be coming on in a 17 ford fusion!!! And at an awesome and affordable price! You are the true definition of A SALES LEADER!!! Just knowing a little info on our situation you took it upon yourself to make this happen for us!! I will now and as long as we can refer you to as many people as possible 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
2022 Jeep Compass Limited
Vehicle information
Features
Reviews
Kasey Ham is the Best!!!
Kasey Ham should get a raise he was extremely professional and knowledgeable. He went way above and beyond to accommodate us!! I would recommend him to all my family & Friends.
Comfort
My only complaint are the front seats do not have enough cushion and the seatbelt latch pushes into your hip on the drivers side. and standard lumbar support on all models added






Used
2021 Jeep Grand Cherokee L Limited
Vehicle information
Features
Reviews
Bill did an AMAZING job!
Bill did an AMAZING job!!!!! He was so helpful and friendly and made me and my husband feel comfortable. I hate buying a new caregiver because of how long the process takes and how the sales people always just seem like sharks and want to up charge for everything. Bill was so helpful and made this process very smooth and easy for us. He seemed to truly care about what we wanted and did everything he could to get us the best deal possible!!! Thank you so much!!!!
This has been an amazing vehicle!
This has been an amazing vehicle! Super comfortable and will buy again. Loved all of the tech and comfort features to make each trip the best. I have owned a lot of cars and this one has the most intuitive features by far.






Used
2018 Jeep Compass Limited
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Features
Reviews
Very good experience, easy going experience in purchasing
Very good experience, easy going experience in purchasing a car. Definitely recommend buying from here.
Europe
I own a 2018 Compass with 1.4 l gas engine, 125 kw, 170 HP. This is not mentionned in the article. And this engine is quite more powerful than the American atmospheric one. Still, the Jeep is not quick :) The gas pedal still 'creates more sound than speed' :) Giedrius, Europe






Used
2023 Jeep Cherokee Altitude
Vehicle information
Features
Reviews
Overall great experience from negotiating to signing
Overall great experience from negotiating to signing giving a big thanks to our salesman Troy
Jeep Cherokee
A great looking car. We will probably never learn all of the features the car has. Dealer was excellent and no problems working with them. Only one thing not to like was the location of the Emergency Brake lever. Things seem to get set there, and locking the lever.
*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
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Jeep under $100,000 in Middlebury, IN
47 Great Deals out of 235 listings starting at $4,950
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Jeep under $100,000 in Shipshewana, IN
14 Great Deals out of 74 listings starting at $4,950
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Jeep under $100,000 in Bristol, IN
42 Great Deals out of 202 listings starting at $4,950
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Jeep under $100,000 in Goshen, IN
57 Great Deals out of 264 listings starting at $4,950
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Jeep under $100,000 in White Pigeon, MI
43 Great Deals out of 203 listings starting at $4,950
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Jeep under $100,000 in Millersburg, IN
45 Great Deals out of 229 listings starting at $4,950
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Jeep under $100,000 in Dunlap, IN
56 Great Deals out of 267 listings starting at $4,950
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Jeep under $100,000 in Constantine, MI
51 Great Deals out of 231 listings starting at $4,950
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Jeep under $100,000 in Topeka, IN
26 Great Deals out of 149 listings starting at $7,000
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Jeep under $100,000 in New Paris, IN
55 Great Deals out of 263 listings starting at $4,950
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Jeep under $100,000 in Elkhart, IN
52 Great Deals out of 251 listings starting at $4,950
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Jeep under $100,000 in Simonton Lake, IN
42 Great Deals out of 202 listings starting at $4,950
Jeep under $100,000 in Middlebury, IN by model
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Jeep Compass under $100,000 in Middlebury, IN
8 Great Deals out of 35 listings starting at $7,973
-
Jeep Grand Cherokee under $100,000 in Middlebury, IN
6 Great Deals out of 35 listings starting at $8,998
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Jeep Wrangler Unlimited under $100,000 in Middlebury, IN
4 Great Deals out of 35 listings starting at $14,497
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Jeep Cherokee under $100,000 in Middlebury, IN
4 Great Deals out of 26 listings starting at $9,757
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Jeep Grand Cherokee L under $100,000 in Middlebury, IN
7 Great Deals out of 24 listings starting at $26,500
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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.