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Used
Jeep cars
for sale
near
Town of Pines, IN
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
2018 Jeep Cherokee Latitude
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Reviews
This is the fourth Subaru we have bought from Castle
This is the fourth Subaru we have bought from Castle Subaru. Dave set us up with Cheyene who helped us get exactly what we wanted. This will primarily be my wife’s car and they did everything to make her happy. Then we got to work with Stephanie who worked with us so we could creatively pay for the car without a loan. We are extremely happy with this team effort. There is a reason our family has bought all of their Subarus from Castle!
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
2017 Jeep Renegade Altitude
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Reviews
Easy and quick process
The process was very easy and quick. Kenny really helped out a lot and got us exactly what we were looking for. Definitely will be coming back in the future and recommending to others.
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
2019 Jeep Cherokee Latitude Plus
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I was looking at a used Toyota Tacoma they had.
I was looking at a used Toyota Tacoma they had. Unfortunately, it sold while I was driving to the dealership, but Codey texted me when he found out that someone had scheduled an appointment before me (I live 1.5 hours away) to allow me to decide if I still wanted to come or wait to see if it sold. I appreciated the consideration and the regular checking on the deal as it progressed through another salesperson.
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
2019 Jeep Cherokee Latitude
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Reviews
I had a very good experience with caleb alvardo with
I had a very good experience with caleb alvardo with purchasing my 2024 honda rideline
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
2020 Jeep Compass Latitude
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Reviews
Cheyenne Fontanez is the best!
Cheyenne Fontanez is the best! This process started back in March of 2025 when I was gone for the winter and she stayed in contact with me until we got a deal done on 10/8! It was a seamless process and I couldn’t be happier!
I love my little JEEP compass!
I love my little JEEP compass! It’s runs well and is perfect for me and my needs! Holds all the baseball gear and more in the trunk!






Used
2017 Jeep Patriot Sport
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Reviews
MY third Jeep
After my others I rank this one as my favorite. I like the looks, handling , power and size. Just right for me. Lots of cargo space.






Used
2015 Jeep Patriot Sport
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Reviews
Great customer service by Charles Brakebill and the
Great customer service by Charles Brakebill and the entire Zeigler team. It sounds like they all work together very well and I was happy to see that. I bought a used Chevy but I'm happy to be part of the Subaru family.
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
2017 Jeep Cherokee Sport
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Reviews
I have the Trailhawk trim, the serious off-road
I have the Trailhawk trim, the serious off-road version. Finally, a car that I can confidently drive in and out of rough construction sites, and not be afraid that I'll break it or get it stuck. It is possessed by a powerful spirit of wanderlust, and frequently demands that I take it on drives just to see places it hasn't yet been, preferably places that normal cars cannot go. If Don Quixote de La Mancha lived in our time, he would surely drive a vehicle like this one; a vehicle truly fit for a modern Knight Errant. I didn't know until a few days after I bought it, and I don't think the dealership knew either, but this one has about a 2" aftermarket lift, and slightly larger tires than stock.






Used
2021 Jeep Renegade Latitude
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Reviews
Had a great experience working with Dave W.
Had a great experience working with Dave W. to bring home my new Golf GTI 380 Autobachn
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 Latitude
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Reviews
I want to thank Joe Collins for the wonderful service I
I want to thank Joe Collins for the wonderful service I received today. From the time I arrived I was welcomed with a smile and knowledgeable service. Joe and the technicians that serviced my Caravan today I want to say Thank you. Someone asked me why I bring my vehicle here for service this is why! I would recommend Castle Chrysler Dodge Ram of Chesterton. I have been a customer now for over 5yrs. and they have always been top notch. You have earned a 5star from me. That's why I'll always return. Happy Holidays to the entire staff and especially to Joe Collins for all your kindness 🥰
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
2015 Jeep Renegade Latitude
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Andrew was great!
Andrew was great!!! Very friendly with great customer service. We are very very happy with our new car!!
Love Everything About It
Interior is wonderful, love everything about this vehicle. Drives great, looks great, and was very affordable. I just feel very safe in this vehicle and I love it.






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Reviews
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
2018 Jeep Wrangler JK Sport
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From 74 CJ5, 87 CJ7, 94 WRANGLER TO 2018 SAHARA JK
Just bought used. Interior and exterior awesome. Engine strong. Nice ride, quiet inside. One common issue, water leak driver side door. Which will be fixed.






Used
2018 Jeep Wrangler JK Sport
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Fantastic experience all around!
After searching for a car from over 300 miles away, and looking for a relatively rare Audi, I stumbled upon the exact car that I was looking for! The only hitch was that I was far out of state, with a child due any day, and frustrated by financial institutions being hesitant for an out of state purchase. John, thank god for him, helped me through each step of the way. After I had finally found financing that would do what was needed, my child comes! Needless to say, I was unable to immediately go get the car, but we worked out a way to take care of that issue as well! The car is immaculate, and is everything my growing family needed! Thank you John for working so well with us in this crazy time, and for being so straightforward and honest. It was refreshing and truly appreciated more than you know.
Amazing Jeep
Jeep runs great and the lift and tires put on are awesome the lift,new rims and new tires look amazing on the Jeep thank you






Used
2012 Jeep Wrangler Unlimited Sport
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Reviews
Real curtious and knowledgeable staff I would tell my
Real curtious and knowledgeable staff I would tell my friends and family about this car lot
Third Jeep In Our Family
We were looking for a moderately priced Jeep Wrangler Unlimited for a teenage son and this one fit the bill. For a roughly 8 year old vehicle it was well taken care of by previous owners. Although the Jeep Wrangler Unlimited won’t be confused with a luxury car for its ride and comfort, they are adequately appointed and fun to drive. That’s where the saying, “it’s a Jeep thing “ comes from. All I know is that in our area they are very popular and our teenage son will thoroughly enjoy it if he can ever get it away from his Mom.






Used
2016 Jeep Wrangler Unlimited Sport
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Reviews
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
2019 Jeep Cherokee Limited
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Main Street best used car dealership in Valparaiso
Amazing people, Main Street Motors is the hands down best used dealership I have ever purchased from. My car has 50,000 miles and they had brand new tires and brakes put on the vehicle with a fresh oil change. Can't say enough about the people here.
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
2016 Jeep Wrangler Unlimited Sahara
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Reviews
I want to leave a review about the manager, Richie.
I want to leave a review about the manager, Richie. He was very professional and offered me a great deal on a truck. He walked me through each trade in value, as I was trading in 2 motorcycles. The interest rate was a great number and my payment was going to be lower than expected. However, I fell in love with a different truck at another dealership so I respectfully declined the offer. I would definitely come to Great Deals on Wheels first next time im in the market for a great used vehicle.
Not a sports car. It's a Jeep.
Very comfortable seating & leg room for me (6'4"), but my wife has a hard time climbing in with its lift and 35's. My only problem is the shifter is, as described in all reviews, rubbery. It takes a determined shift to get "reverse" to go without grinding. And, it doesn't like shifting too soon. You have to tach out every gear when accelerating to highway speed, or it will dog down. While complaining, the back is difficult to access with my zippered rag-top. Otherwise, I love it. It's beautiful, quiet (for a Jeep), drives smooth at high speeds, and will climb a tree (almost). My JKU gets 18+ mpg and the seats are very comfortable on a long drive.






Used
2020 Jeep Compass Sport
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Reviews
Very Nice Small SUV
Great little SUV, nice options as good as a more expensive luxury car. Smooth ride and very comfortable. I'd recommend this Jeep to anyone wanting a smaller SUV






Used
2018 Jeep Cherokee Latitude
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Reviews
Good Reliable Vehicle.
I like this car a lot. I gave up a lot of interior space when I traded in my Journey for the Cherokee and the ride is not quite as smooth along with less gas milage but every other way it is far superior. Love the 4x4 and how it handles in snow. The interior design is very nice as is the exterior design. More sleek. It is still a nice comfortable ride, especially on the highway. It is much more reliable than my last car. The seat and steering wheel warmers are an extremely nice touch. Yea, I like the Jeep Cherokee very much.
*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 Town of Pines, IN
33 Great Deals out of 118 listings starting at $3,900
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Jeep under $20,000 in Beverly Shores, IN
35 Great Deals out of 123 listings starting at $3,900
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Jeep under $20,000 in Michigan City, IN
27 Great Deals out of 84 listings starting at $5,995
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Jeep under $20,000 in Trail Creek, IN
27 Great Deals out of 84 listings starting at $5,995
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Jeep under $20,000 in Long Beach, IN
23 Great Deals out of 70 listings starting at $5,995
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Jeep under $20,000 in Porter, IN
55 Great Deals out of 174 listings starting at $2,100
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Jeep under $20,000 in Chesterton, IN
56 Great Deals out of 170 listings starting at $2,970
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Jeep under $20,000 in Burns Harbor, IN
56 Great Deals out of 181 listings starting at $2,100
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Jeep under $20,000 in Westville, IN
36 Great Deals out of 127 listings starting at $3,900
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Jeep under $20,000 in New Buffalo, MI
29 Great Deals out of 74 listings starting at $4,999
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Jeep under $20,000 in Ogden Dunes, IN
92 Great Deals out of 293 listings starting at $2,100
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Jeep under $20,000 in La Porte, IN
36 Great Deals out of 106 listings starting at $4,995
Jeep under $20,000 in Town of Pines, IN by model
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Jeep Grand Cherokee under $20,000 in Town of Pines, IN
13 Great Deals out of 29 listings starting at $5,799
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Jeep Cherokee under $20,000 in Town of Pines, IN
7 Great Deals out of 28 listings starting at $8,977
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Jeep Compass under $20,000 in Town of Pines, IN
4 Great Deals out of 20 listings starting at $4,500
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