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Used
Jeep cars
for sale
near
Plainfield, IN
under $499,990
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used
2019 Jeep Cherokee Overland
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Was a great experience!
Was a great experience! I’ve never bought a car from out of state before however, Spencer was knowledgeable and informative without high pressure. I’ve got a couple thousand miles on it now and everything is fine. All works good it’s exactly the car I wanted.
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 Grand Cherokee L Laredo
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I have bought multiple vehicles from Fishers Imports, and
I have bought multiple vehicles from Fishers Imports, and have traded in several as well. Each experience was professional and pleasant, and the prices were extremely competitive each time. The staff is knowledgeable and not pushy, and I will continue making them my go-to car dealer. I use Fishers as my go-to service center for my vehicles and have always received high quality work and very reasonable prices.
Good sturdy SUV
Great car so far. Still learning drivability. Tinted driver’s windows reflect light from dashboard which interferes with side mirror and external view, to the extent that window has to be rolled down to be able to see side mirror.
Used
2024 Jeep Wrangler 4xe Rubicon X
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Great selection of high end quality vehicles.
Great selection of high end quality vehicles. Would definitely recommend to anyone in need of a luxury vehicle
Bought my 2024 used with 13k miles on it.
Bought my 2024 used with 13k miles on it. Maybe I'm old school due to prior life with a 97 TJ and and 01 XJ but this car is fantastic to drive and very luxurious. Perhaps not as tech heavy as other SUVs, but it does everything I could hope for, and has been fun for road driving and light off roading.
Used
2022 Jeep Cherokee Limited
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CLASS ACT
This is my 4th purchase with Fletcher Chrysler. After all this time, it wouldn't feel right going and buying from anywhere else! Tom Thompson is a class act. He's always willing to go above and beyond to make the buying experience a great one. I can honestly say that he has never disappointed me in all these years. As a repeat buyer, Fletcher Chrysler is the only dealership I would recommend to anyone looking for a hassle free car buying experience. James Armstrong also made the financial part of the purchase extremely fast and easy. It's true, everybody gets a great deal here!
Still A Jeep Girl...BUT
I love my Cherokee overall. This is my 3rd one. Sadly I've noticed the quality slipping. Jeep no longer provides a spare tire - WHAT? The floor mats are now of lesser quality and no longer have the Jeep emblem embroidered on them. The transmission is still a little iffy but not as bad as my '15. The tail lights fill with condensation but the dealership tells me it is normal to do so - WHAT? Additionally you're never gonna be able to find a V6 anymore. I had to go down a year to a '22 in order to get one. They are pushing EVs and Hybrids. All this being said I'm still Jeep girl and still love my Cherokee.
Used
2021 Jeep Grand Cherokee L Overland
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Reviews
Val provided me with best service and I was inband out in
Val provided me with best service and I was inband out in a Jiffy. I am very exited about my new Jeep Grand Cherokee and the car is absolutely fabulous at the greatest deal possible.
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.
Certified
2023 Jeep Grand Cherokee L Summit
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Reviews
No Hassle Bargaining
I went to the dealership with a specific car in mind. Salesman was accommodating and worked a deal that for my wallet quickly. I had one issue with the car & they addressed it at no cost to me. Very grateful.
i recently had a 2023 for explorer it was a good truck
i recently had a 2023 for explorer it was a good truck never a problem but not a comfortable as the jeep grand Cherokee l front seating is amazing no issues at all i did my research and made sure i bought one with the German transmission its a good idea to check that only thing i can say on the down side seam to be a little under powered but i can live with it decent milage 20 around town.
Used
2022 Jeep Grand Cherokee L Summit
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We were traveling out of town Monday at 6:00, outside
We were traveling out of town Monday at 6:00, outside temp -3 when service engine light came on. Whet to greenwood with my x5 and the service department was closed. Landon Powers in the service department was still there. He added fluids needed and added pressure to tires outside in the cold. He did it cheerfully with no charge. Thank you Landon. Awesome service.
Great family car that also looks amazing!
Great SUV with 3rd row seats and captains chairs in the middle. It drives so smooth for being a larger SUV. Surprisingly it has been great on gas for me. The exterior is so sleek and looks incredibly high end. The interior is true comfort and the Jeep brand has definitely thought of everything. This has been my favorite Jeep by far.
Used
2022 Jeep Grand Cherokee L Overland
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Reviews
Got back to me in a timely manner and communication was
Got back to me in a timely manner and communication was very helpful and good
Big improvement on previous model year!
Great improvement on previous model. Third row seat is terrific. Off road capable with luxury throughout. Big tech improvement over previous model with upgraded infotainment and digital display. Impressed with V6 given its capabilities & minimal noise in the cabin.
Used
2021 Jeep Wrangler Unlimited Rubicon
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Reviews
My experience was awesome.
My experience was awesome. Unlimited Motors was very easy to deal with. The people there were so friendly and laid back I felt no pressure. I can recommend them without hesitation.
Jeep did a great job on the JL
I special ordered my 2021 4 dr Sahara in Feb of 2022 and received it 4/1. I have previously owned 4 JK models over the yrs. The 2021 I just love. the interior appts, the dash layout with the nav. I got the upgraded leather seats and paint color white with One Touch Skyview top. Got the 3.6 with E torque for powerplant. They improved on the brakes vs JK. Much stronger!
Used
2020 Jeep Wrangler Unlimited Rubicon
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Reviews
was hesitant about buying a new car, but Aiden made the
was hesitant about buying a new car, but Aiden made the experience easy and enjoyable. He was patient, knowledgeable, and never pushy, answering all my questions and helping me feel confident in my decision. I’m so happy with my new car and highly recommend Aiden to anyone looking to buy! @ Fishers Imports 126th
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 Grand Cherokee L Summit
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Lauren Hyatt contacted me right away the next morning to
Lauren Hyatt contacted me right away the next morning to arrange a test drive for the bmw 7 series i was interested in. she assured me we could do everything remotely.
Took Brunt of Crash
Had a rear end collision with it a few days ago. Handled it well. Car that hit me, as I was standing still a traffic light must have been going 40-50 mph. My car took the brunt of the crash, sparing me I am sure. If totaled, will look at same manufacturer.
Used
2021 Jeep Wrangler Unlimited Rubicon
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Done right the first time
Lockhart Cadillac of Greenwood, has taken care of my car since I bought it from them used. They are timely, courteous and thorough. I'm glad I found them
great performance vehicle
i drive a Cadillac SRX luxury and i had this jeep rented for four months and i found it difficult to get back in my car after having the 2.0 turbocharged model unlimited 4 door hard top!
Used
2020 Jeep Wrangler Unlimited Rubicon
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We had a fantastic experience with Dreyer & Reinbold Mini
We had a fantastic experience with Dreyer & Reinbold Mini in July 2025! The car is terrific - obviously. But we were also extremely pleased with the people. Presley Stewart did a fantastic job taking care of us as EV newbies and answering all our questions. And when there was additional follow-up paperwork, Todd Bourff went above and beyond to get the tedious work finished. We're very satisfied! Oh, they also graciously offered me a very face-saving value for my trade-in, which probably was only worth the gas in its tank.
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
2022 Jeep Grand Cherokee L Laredo
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2022 Jeep Grand Cherokee Overland
Purchased a 2022 Jeep Grand Cherokee L Overland model. Has every option but the 5.8L engine, tow package and second row displays (entertainment, etc). There is so much I like about this Jeep and only one thing that is niggling (well maybe two). Fit,Finish,Quality is hard to surpass! Especially for the price ($69K). My son and daughter in-law drive Audi and BMW SUVs and they don't have all the options I have and they paid more. The Overland is a good value as you get standard some almost all the options. I LOVE the air suspension and how it will lift the body up depending on what mode you are in (and you can set manually the height) and then lowers to enable you to enter/exit the Jeep. I LOVE the "thermo vision". You can see up to 238 feet (according to the Jeep) and anything giving off heat will display on your driver console. Heavy rain, night driving, driving in fog, etc is no issue as you can see what is ahead of you if you can't see it through the windshield. All cars should have this. I LOVE the Heads Up display (again something that should be standard on all cars). I LOVE the front passenger display that is above the glove box. I especially love the NAV option where my wife can be looking at the same NAV I am seeing on the driver console and/or 10.5" center display. She can look for places (gas stations, places to eat, etc) and then send it to my NAV display with the routing. COOL! What I am not enamored with is the MPG. Averaging 23 MPG (town/highway/freeway traveling), BUT knew this going into getting the "L" with the V6 engine. THIS IS A LARGE Jeep! But, if I could not afford the gas prices (even now) I wouldn't bought it to begin with so....the other thing (which will be covered by warranty when I take it in for the first oil change) is that a couple of "buttons" on the center console display act "wonky" sometimes...like hit the Media button and nothing, hit is again and it says "Media button selected" and then hit it again to bring up the Media display (finally). It is the on "button" on the center console 10.5" display that acts up like this....oh, the Assist button in the overhead is not working right. Push it, center console display brings up the Roadside Assistant, Vehicle Check and another one I forget right now...you are suppose to select one of them and it calls a person up (sort of like ONSTAR but Jeep calls it Jeep Assist). Doesn't work (the SOS button does...don't ask me how I know.....). HOWEVER, you can select the Jeep Assist button on your 10.5" display and it brings up the Jeep Assist buttons and they work (will dial). Jeep Technical Service doesn't know why so will be a dealer resolution. There is so much more I can talk about on this Jeep. I love the ride! Can't say how much better than our 2016 Jeep Cherokee we had (traded it in). Jeep could get away with calling it a Jeep Gran Comfort vice Grand Cherokee. You have to go see one before you go look at BMW, AUDI, CADILLAC, TOYOTO, etc. Might change. your mind about what a Jeep can be (plus you get excellent off road mud/sand/snow/rock options with the 4x4.
Used
2017 Jeep Wrangler Unlimited Sahara
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Out of state purchaser.
Out of state purchaser. The team there was friendly and easy to deal with when I bought my new F-150. They had everything there and waiting for me and they got me in and out quick! Great car buying experience!
nashville 2
driving now 1 1/2 years. still love it. 59,000 mi. rec. chang rear end oil. mine had broken bits of gear. much better now. leaks from windsheld area, gotta work on that. overall still jeep'n--- please stop putting ducks on my jeep
Used
2019 Jeep Cherokee Trailhawk
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Reviews
Lisa G.
Lisa G. was a pleasure to work with. Fast and efficient process. Thank you for your help!
Great car!
Overall, pretty decent car. As professional reviews will note, the transmission is a little finicky, but nothing over the top. Learn to work with it, it works with you. Bought this car used last year with 68k and I drive a lot, so I've already put 30k on it. Handling wise, this works great, even in the snow (FWD, not 4x4). Good cargo room, and room for the kiddo's carseat. Now, this is a Jeep, and hasn't been without issue. The front struts have been replaced, probably as part of my driving style and the rough roads in my area. Part of the bumper got pulled off a while back, not a big deal. Mechanically, decently sound, the car has thrown a few check engine lights but for non-issues. It had an issue a while back where it would turn off or restart on its own when stopping (not to be confused with the auto-stop, which is annoying but can be turned off, this car would just flat out turn off), but that fixed itself. Developed an engine tick that does appear in Jeeps, but that has also righted itself. As such, no major maintenance has needed to be done besides my struts. So all in all, it works. If you're in a situation like mine, yeah, buy the 2019.
Used
2021 Jeep Renegade Limited
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Reviews
Josh, the Sales Manager, and Steve, the Sales Advisor,
Josh, the Sales Manager, and Steve, the Sales Advisor, made this the most pleasant car-buying experience ive ever had.
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
2023 Jeep Grand Wagoneer Series III
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Reviews
Great service !
Great service ! And very professional always enjoy my experience buying a car from these team !
Used
2022 Jeep Wagoneer Series II
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Reviews
This is my second time coming to this dealership for the
This is my second time coming to this dealership for the express lane oil change and services. Paul has always been there and this man is the shining example of customer service. Polite, professional, communicates effectively, and goes out of his way to make sure you're taken care of! I highly recommend Tom O'Brien from ALL my experiences.
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
2024 Jeep Wagoneer Series II
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Reviews
Mr Hayes was very professional and courtesy and very
Mr Hayes was very professional and courtesy and very helpful.Mr Hayes was helpful with the full vehicle buying process and gave me the information needed to purchase my vehicle.
I love my new Wagoneer Series II in white with sea salt
I love my new Wagoneer Series II in white with sea salt interior. It has a big punch from the twin turbos, the ride is like my Cadillac Deville. It raises and lowers it's own height based on speed and road conditions. My only complaint is that the seams on the trim at the two back windows don't seem to be sealed properly so the water after washing it continues to drip down leaving a calcium line down the vehicle. I'd would also love it if you could add more apps to the infotainment center. Overall I'd buy it again. I've had two Gukon XL Denalis and the amenities on the Wagoneer at a lower price point far surpasses the GM vehicles.
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
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Jeep under $499,990 by city
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Jeep under $499,990 in Plainfield, IN
274 Great Deals out of 950 listings starting at $3,750
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Jeep under $499,990 in Avon, IN
283 Great Deals out of 983 listings starting at $3,499
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Jeep under $499,990 in Mooresville, IN
206 Great Deals out of 763 listings starting at $3,750
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Jeep under $499,990 in Clayton, IN
200 Great Deals out of 744 listings starting at $3,750
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Jeep under $499,990 in Danville, IN
226 Great Deals out of 823 listings starting at $3,750
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Jeep under $499,990 in Clermont, IN
301 Great Deals out of 1025 listings starting at $3,499
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Jeep under $499,990 in Speedway, IN
298 Great Deals out of 1020 listings starting at $3,499
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Jeep under $499,990 in Brownsburg, IN
282 Great Deals out of 981 listings starting at $3,499
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Jeep under $499,990 in Monrovia, IN
150 Great Deals out of 553 listings starting at $3,750
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Jeep under $499,990 in Brooklyn, IN
172 Great Deals out of 620 listings starting at $3,750
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Jeep under $499,990 in Homecroft, IN
303 Great Deals out of 1040 listings starting at $3,499
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Jeep under $499,990 in Pittsboro, IN
272 Great Deals out of 942 listings starting at $3,499
Jeep under $499,990 in Plainfield, IN by model
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Jeep Grand Cherokee under $499,990 in Plainfield, IN
59 Great Deals out of 179 listings starting at $4,500
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Jeep Wrangler Unlimited under $499,990 in Plainfield, IN
40 Great Deals out of 161 listings starting at $10,500
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Jeep Compass under $499,990 in Plainfield, IN
25 Great Deals out of 112 listings starting at $4,995
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Jeep Grand Cherokee L under $499,990 in Plainfield, IN
25 Great Deals out of 79 listings starting at $16,700
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Jeep Cherokee under $499,990 in Plainfield, IN
21 Great Deals out of 67 listings starting at $4,889
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Jeep Wrangler under $499,990 in Plainfield, IN
11 Great Deals out of 66 listings starting at $5,995
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Jeep Gladiator under $499,990 in Plainfield, IN
11 Great Deals out of 63 listings starting at $20,995
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Jeep Renegade under $499,990 in Plainfield, IN
15 Great Deals out of 44 listings starting at $5,999
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Jeep Wrangler Unlimited 4xe under $499,990 in Plainfield, IN
13 Great Deals out of 43 listings starting at $27,994
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Jeep Wrangler 4xe under $499,990 in Plainfield, IN
8 Great Deals out of 28 listings starting at $29,223
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Jeep Grand Cherokee 4xe under $499,990 in Plainfield, IN
13 Great Deals out of 24 listings starting at $25,799
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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.
