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Used
Jeep cars
for sale
near
Windsor, WI
under $899,990
- 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.
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Jeep Certified
2022 Jeep Grand Cherokee L Limited
Jeep Certified
2024 Jeep Compass Limited
Used
2023 Jeep Grand Cherokee L Altitude
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Reviews
Great place to shop for a car!
I can't say enough good things about this dealership! They were awsome and made the whole buying process easy. Amanda helped me. She was great! Great customer service and so friendly! I will definately be back and reccomend this to my friends.
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.
Certified
2019 Jeep Grand Cherokee Altitude
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Reviews
Remote purchase of a used 2019 F150 STX 4x4.
Armand did a bang-up job. Truck was delivered as viewed on-line. No surprises when signing paperwork remotely. There was a floor mat missing when delivered. I sent an email to Armand and I had the missing mat in days. 5 STAR approval!
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
2024 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
Great and helpful sales
Helpful staff, and they didn’t waste time or dilly dally. Gave a good and fair offer on trade in vehicle. Also we’re able to move a vehicle from one dealership to one closer to my location.
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
2024 Jeep Grand Cherokee Limited
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Reviews
Ram 1500 from Van Horn
Dennis was very knowledgeable and was a great help. I highly recommend shopping with him. There were a few hiccups outside of the sale, but everyone at Van Horn helped make sure things were resolved.
This is my 2nd Jeep Grand Cherokee (previous one was a
This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!
Used
2020 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
Okay but not for us right now
Starting the process for looking for a new to us van and CarMax was one of our stops. They had one we were really interested in, but between trade-in value and non-negotiable pricing (which we knew in advance) we realized it wouldn't fit our price range. Ryan was responsive, but not oppressive.
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
2021 Jeep Grand Cherokee 80th Anniversary 4X4
Vehicle information
Features
Reviews
Service Department Staff
They were able to get me an appointment very quickly. Their Service Department staff are very friendly and knowledgeable. Everything was explained to me very clearly and the billing was exactly what they said it would be.
I just love everything about my 2021 80th anniversary
I just love everything about my 2021 80th anniversary edition G/C! I purchased new but now has 81000km. So much enjoy all the style comfort with no issues. So much more reliable and better looking than the new body style that was released later in 2021.
Jeep Certified
2023 Jeep Grand Cherokee L Altitude
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Reviews
Great People.
I have been looking to buy a good used vehicle, and settled on Kayser Dodge in Sauk. Mike Bennet was my sales man, he was honest and very polite. And easy to work with. Thank You!
I love my vehicle.
I love my vehicle. It's a 2023 model year Jeep Grand Cherokee L in the Summit Reserve trim with the 5.7 liter HEMI V8 engine. Overall sleek exterior design of the vehicle is nice. As for the interior, it's great! Nice and comfortable interior. Palermo leather seats, massaging front seats and power folding rear seats. Heated/ventilated seats for both the first and second rows. Front passenger infotainment screen, interior camera, night vision camera, ambient lighting and a 19-speaker premium audio system. More importantly is the excellent performance. This V8 engine comes with 357 horsepower and 390 pound feet of torque. It'll go from 0-60 in 6.1 seconds. Very good acceleration for sure. A recommended vehicle for performance, enjoying features, hauling passengers and carrying big loads when seats are folded. 👍👍
Used
2023 Jeep Grand Cherokee L Limited
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Reviews
Buyer
Overall we are extremely happy with our experience with the dealership and our salesman, Steve. Steve did a very excellent job going over everything about our truck.
Love my 2023 Jeep Grand Cherokee L Overland Reserve for
Love my 2023 Jeep Grand Cherokee L Overland Reserve for hauling kids / traveling on vacation with dog included. All safety features work as expected and provide the extra level of comfort / safety we expect from a next generation vehicle.
Used
2025 Jeep Wrangler 4-Door Sahara 4x4
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Features
Reviews
Great Service
I found the vehicle I wanted on the internet. I emailed Metro Ford on a Friday night. David Burns replied early Saturday morning. I called to make sure the vehicle was still there because I live 1 1/2 hours away. He put the vehicle on hold for me. By Saturday afternoon I had my vehicle. Thank you David Burns.
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
2024 Jeep Wrangler Rubicon 392
Vehicle information
Features
Reviews
Prompt responses good communication salesperson was
Prompt responses good communication salesperson was knowledgeable and helpful. Would work with them again. Recommend
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.
Jeep Certified
2019 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Great experience
We had a terrific experience purchasing a vehicle from Kaysler Chrysler in Sauk City. I dealt with James over the phone and he was very courteous and not pushy at all. He was not going to be available the day we were going to the dealership to test drive the vehicle so he put me in touch with Dante who was just as pleasant and good to deal with. Steve in the financial department was just as good as the salesman. Overall great experience and would recommend this dealership to anyone looking to purchase a new vehicle!
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.
Jeep Certified
2022 Jeep Grand Cherokee L Limited
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Reviews
Great!
I worked with Keagen Strabley on a car purchase from out of state. He sent pictures/videos and talked/text to get the deal done. He even arranged delivery because I was traveling and couldn’t get to the store. Great communication and super excited about my car!
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 Grand Cherokee Limited
Vehicle information
Features
Reviews
Amazing customer service from these used car deale
Amazing customer service from this dealer. Highly recommend. The dealer showed a high expertise and helped a lot with all the paper work and bureaucracy
My husband and I love our Grand Jeep Cherokee we
My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.
Used
2020 Jeep Grand Cherokee North Edition 4X4
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Reviews
Great experience
Dealt with Charlee and the experience was first class. He didn't hesitate answering any and all questions/concerns and would definitely buy again. Nice clean dealership
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 Grand Cherokee Limited
Vehicle information
Features
Reviews
Robert delivered great service and I appreciated that
Robert delivered great service and I appreciated that they were able to transfer the vehicle to the Stoughton location for easier pick up.
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.
Jeep Certified
2024 Jeep Grand Cherokee Altitude X 4x4
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Reviews
Fantastic Experience, Honest People
I went to Kalscheur to look at a Certified Pre-Owned JEEP. Jeff Koenig was very helpful from the start to the end of the process. From appraising my trade-in to getting me in to my new car, Jeff was honest and straightforward from the start. Kalscheur made buying a car, which for me can be stressful, as straightforward and simple as it can be. If you are looking for a new or used vehicle, I highly recommend Kalscheur.
all new 4x4 Grand Cherokee
Second lease on a Grand Cherokee. Different than my 2021 in many ways. The all wheel drive makes the steering more sensitive. Tricky parking brake and much smaller layout of gauges in dash. No Sirius satilitte radio. Seats are harder. Overall better than the 2021.
Used
2021 Jeep Cherokee Latitude Lux
Vehicle information
Features
Reviews
service customer
The service was very good and everyone did their best to accommodate the process. For my job, I failed to get a written estimate and the verbal that I recalled was $880. When the work was finished the bill was $1000. I will return, but the next time, have an itemized estimate in writing. Dave Richmond
We bought it in 2023 just off lease as a CPO.
We bought it in 2023 just off lease as a CPO. It’s been a great vehicle. We love it would buy another one in a minute.
Jeep Certified
2015 Jeep Grand Cherokee SRT
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Mike Glowacki
Sought out our salesman from a previous purchase, Mike Glowacki. Appreciate is non pressure attitude and is trustworthy. Both visits were great experiences. Would reccomend Russ Darrow to anyone.
I purchased it used in 2022, it had 76k and now has 96 in
I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.
Used
2024 Jeep Wrangler Rubicon
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Reviews
Dante Lewis was very helpful.
Dante Lewis was very helpful. I may still buy the 74 El Camino. As I explained to Dante, I must fix my HVAC before I can buy another car.
2024 refresh Willy’s edition 2 door soft top , love the
2024 refresh Willy’s edition 2 door soft top , love the refresh, most notably the radio 12.3” upgrade, I’ve owned 5 wranglers in the past starting with the 1988 model , prior to the 2024 I had a 2 door 2011 . Well built , great driving on an off road , amazed at the little turbo motor, smooth, great acceleration and gas mileage, around 20/21 in winter and 23/24 in summer , which I think is great considering the size , shape and 33” tires etc. overall super happy with my jeep , for me the refreshed Willy’s edition is the sweet spot in the line up
Vehicle information
Features
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.
*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 $899,990 by city
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Jeep under $899,990 in Windsor, WI
101 Great Deals out of 269 listings starting at $6,258
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Jeep under $899,990 in DeForest, WI
94 Great Deals out of 252 listings starting at $6,498
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Jeep under $899,990 in Sun Prairie, WI
111 Great Deals out of 293 listings starting at $6,258
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Jeep under $899,990 in Arlington, WI
94 Great Deals out of 246 listings starting at $6,498
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Jeep under $899,990 in Waunakee, WI
94 Great Deals out of 254 listings starting at $6,498
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Jeep under $899,990 in Maple Bluff, WI
92 Great Deals out of 243 listings starting at $8,444
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Jeep under $899,990 in Dane, WI
94 Great Deals out of 251 listings starting at $6,498
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Jeep under $899,990 in Cottage Grove, WI
121 Great Deals out of 326 listings starting at $6,258
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Jeep under $899,990 in Poynette, WI
67 Great Deals out of 176 listings starting at $6,498
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Jeep under $899,990 in Madison, WI
88 Great Deals out of 236 listings starting at $8,444
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Jeep under $899,990 in Marshall, WI
106 Great Deals out of 285 listings starting at $6,258
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Jeep under $899,990 in Monona, WI
109 Great Deals out of 299 listings starting at $8,444
Jeep under $899,990 in Windsor, WI by model
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Jeep Grand Cherokee under $899,990 in Windsor, WI
27 Great Deals out of 66 listings starting at $8,790
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Jeep Grand Cherokee L under $899,990 in Windsor, WI
14 Great Deals out of 35 listings starting at $23,995
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Jeep Compass under $899,990 in Windsor, WI
18 Great Deals out of 33 listings starting at $10,900
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Jeep Cherokee under $899,990 in Windsor, WI
8 Great Deals out of 26 listings starting at $6,498
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Jeep Wrangler Unlimited under $899,990 in Windsor, WI
6 Great Deals out of 22 listings starting at $15,990
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Jeep Wrangler under $899,990 in Windsor, WI
6 Great Deals out of 20 listings starting at $13,295
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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.
