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Used
Jeep cars
for sale
near
Winona, MN
under $99,956
- 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
2025 Jeep Wagoneer L Series III 4x4
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Reviews
Great Experiance
Great straight forward experience. No pressure, easy to deal with. Excellent correspondence and no surprises. Kind of like the dealerships you used to be able to work with. Will be back
Used
2024 Jeep Wagoneer Series III 4x4
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Reviews
Quick, friendly, and easy
Just bought a vehicle from Derek- best experience I’ve ever had! He was so friendly, the process was quick and easy and the vehicle was made perfect for me. Would buy here again!
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.
Used
2023 Jeep Wagoneer L Series II 4x4
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best experience ever buying a car
Jesse Brown and Monica Lewis are amazing. My new (used) car is a big step up in technology from my old car. Jesse was so good about explaining everything, sometimes more than once till i got it!! Monica took care of all the financing. She explained everything and got me a great rate!! These two people are beyond wonderful at their jobs. Would go there again in heartbeat when i need another car. i was very nervous when i first walked in the door, but that disappeared as i worked with these two amazing individuals!!! Thank you Jesse and Monica. Still loving my car!!
One of the best SUVs out there
I love my Wagoneer L. It cost just over 70k, so it’s not super cheap. As soon as i pulled out of the dealership lot, that car was awesome. It felt like riding on a cloud. One thing I will say is the brakes are very high, so I initially thought the parking brake was on but it was not. When you tap against the brakes it slams kind of (not violently but noticeably) but you have to really push down to actually make it stop because it is such a heavy vehicle. The outside of the car is so nice. We got the Series II in black and it was very nice looking. But the inside was even nicer. There’s a huge touchscreen with tons of entertainment options and heated and ventilated seats and black leather. It may even be more comfortable than other cars I have been in like Mercedes and Range Rovers. There was chargers at every seat, lots of space in the back for luggage and other cargo, and power seats that folded down into the floor with the push of a button. Long story short, it’s amazing for the price.
Used
2024 Jeep Grand Cherokee L Overland
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2011 Dodge Journey
I dealt with Randy Martin and he was very friendly and helpful he made you feel rite at home. Everyone at Pischke were very helpful and they explained everything. I would buy another vehicle from Pischke Motors
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
2023 Jeep Grand Wagoneer 4x4
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Reviews
Dealt with a few members of their staff.
Dealt with a few members of their staff. All very professional and responded very quickly. I ended up finding my truck at a local dealer, but would highly recommend Winona Chrysler to anyone in the market.
Used
2022 Jeep Grand Cherokee 4xe Summit Reserve
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Reviews
We bought a jeep Cherokee a few years ago and bring it
We bought a jeep Cherokee a few years ago and bring it in for regular maintenance. Nice people excellent service!
A legitimately high-end vehicle supported low-end
I have had several hybrid SUVs, Lexus and Mercedes, and this is at the top of the list for me. The hybrid drive is seamless, smooth, and responsive at all speeds. This is the largest hybrid SUV I have owned and yet, it is the most fuel efficient. Amazing mileage around town (50+ mpg) and highway cruising with the little 4-cylinder is very efficient. At highway speeds the transmission keeps the small internal combustion engine from working too hard but when power is needed for passing the combination of torque from the electric power plant along with the turbocharger provides instant responsiveness. Inside, the SUV is roomy and luxurious. The finishes benefit from the Italian roots of the owners to provide a beautiful harmony of design with soft supple leather and rich hardwood trim. The electronics work extremely well from the MacIntosh sound system to the driver assist and lane-keeping features that virtually drive the vehicle for you. The seat air conditioning and built-in massagers make even long driving trips relaxing. Yes, there have been some recalls, expected in an early edition of a new model. The only negative has been in servicing the recalls. Jeep dealers are still basically just old Chrysler/Plymouth/Dodge operations that are not prepared to handle high-end vehicles and the customers they attract. Too few technicians, and poor scheduling between the service writers and the shop. The service waiting areas are designed for truck drivers not owners of luxury automobiles. Stellantis may have upgraded the vehicles to a much higher level but their achilles heel is the dealer service network.
Used
2024 Jeep Grand Cherokee L Altitude
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Reviews
Very nice vehicle with many hi-tech & comfort features.
Very nice vehicle with many hi-tech & comfort features. V-6 engine performs well for a 6 cyl. engine but would prefer a V-8, which is no longer an option. Very happy with over all performance.
Used
2019 Jeep Grand Cherokee Summit
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Reviews
Good place to do business!
Taylor was a terrific salesperson! Knowledgeable, patient, listened to concerns, answered questions and helped with negotiations. Absolutely first rate. Result was the purchase of a vehicle that is right for me, and fair prices on that vehicle and the trade in. Thanks Taylor!
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 L Limited
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Reviews
A must for family
Love it, It has power and class! Could not ask for a better car, dealer or car salesman. My whole family love the car. I have been a Jeep girl a while now but I think this the best Jeep I have owned so far. Thank you Mike.
Used
2024 Jeep Compass Limited
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Reviews
Excellent Customer Service
Just purchased our second jeep from Pischke's and the customer service was excellent. They were so nice in helping us choose the exact right vehicle for us and they took the time to answer all of our questions.
Quality car at affordable price.
We purchased a 2024 Jeep Compass Limited Elite. This vehicle has far surpassed our expectations for comfort, handling, road noise and quality. There is very little road noise we hear inside the vehicle, and this allows us to keep the radio turned down to a comfortable level. Handling is exceptional and very responsive. The driver safety features of lane guidance, adaptive cruise control (my favorite) and 360-degree backup camera are now features we will not go without after experiencing first hand performance. Thank you Jeep and Jeff Belzer CDJR of New Prague, MN
Used
2024 Jeep Compass Trailhawk
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Reviews
Pischke motors
Oil change was done in a timely manner. Will need additional work. Made aware and the cost for labor.
Used
2024 Jeep Grand Cherokee Altitude
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Features
Reviews
PM services
Honest, willing to help, friendly, always done great work for all vehicles in the family. Great customer service.
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
2022 Jeep Compass Limited
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Reviews
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
2025 Jeep Grand Cherokee Altitude
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Features
Reviews
excellent experience with sales person John, Service
excellent experience with sales person John, Service manager and finance person Jeff. (we paid cash)
What a great look.
What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.
Used
2018 Jeep Grand Cherokee Limited
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Reviews
I initially leased my Grand Cherokee Limited but ended up
I initially leased my Grand Cherokee Limited but ended up buying it outright at lease end. It has been an awesome vehicle for the 6 years I've had it. I have only had two minor things that have needed work, one was AC needed more coolant and leaking rear strut which must be a fairly common issue as my mom's Durango has had the same problem. Super comfortable ride and plenty of room. My only beef is the halogen factory lights are horrendous but swapping the bulbs out for LED made a big difference for under $200. I normally don't keep a vehicle for longer than 2 years, but after 6 I love this vehicle just as much today as did the day I ordered it!
Used
2024 Jeep Compass Latitude
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Your service department is outstanding.
Your service department is outstanding. Mike Dahl is fantastic and takes great care of us every time we visit. I strongly recommend this service department. If you ask for Mike, you can't go wrong.
Used
2022 Jeep Compass Limited
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Reviews
My sales person Jon is one of the nicest people I've ever
My sales person Jon is one of the nicest people I've ever met he really takes his time to find and meet the needs of the customer it's a third vehicle he has sold me and I will continue to go back to him each and every few years for a newer
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
2022 Jeep Compass Altitude
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Reviews
I bought a used Jeep Cherokee from Pischke.
I bought a used Jeep Cherokee from Pischke. Mike Baumbach was my sales person. He is very personable and answered all of my questions. It was a very good experience. Tyrone, the "finance guy" was equally as pleasant. I would recommend.
Love my 2022 Compass
I have had my 2022 Jeep Compass for 8 months now and no complaints. I can accelerate onto the fwy with no problems. I get the mileage they say. I do wish the storage was a tad bit larger and maybe more leg room in the back, but honestly I only travel with two dogs and rear air is good for them. Love the larger display screen and never a glare so I can’t see it as in some other cars I tried. My backup camera works fine at night. I have the 4X4, so I need to get more info on that. I know the 2023 has a turbo, but I don’t care about that.
Used
2024 Jeep Compass Limited
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Reviews
From Sioux Falls, SD.
From Sioux Falls, SD. Mike B was my salesman. Unbelievable experience from beginning to end! Mike took pictures and video's to send and the Finance Dept made the deal easy. I would recommend buying a vehicle here. No pressure, just alway's asked if they could do anymore to earn my business. Driving 4.5 hours there, everything was ready besides for the test drive. 5 Stars!
Used
2020 Jeep Grand Cherokee North Edition 4X4
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Reviews
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.
*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 $99,956 by city
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Jeep under $99,956 in Winona, MN
32 Great Deals out of 99 listings starting at $6,000
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Jeep under $99,956 in Goodview, MN
32 Great Deals out of 99 listings starting at $6,000
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Jeep under $99,956 in Fountain City, WI
16 Great Deals out of 44 listings starting at $12,500
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Jeep under $99,956 in Stockton, MN
16 Great Deals out of 44 listings starting at $12,500
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Jeep under $99,956 in Rollingstone, MN
15 Great Deals out of 41 listings starting at $12,500
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Jeep under $99,956 in Lewiston, MN
18 Great Deals out of 52 listings starting at $10,000
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Jeep under $99,956 in Trempealeau, WI
38 Great Deals out of 118 listings starting at $6,000
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Jeep under $99,956 in Buffalo City, WI
15 Great Deals out of 40 listings starting at $12,500
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Jeep under $99,956 in Galesville, WI
39 Great Deals out of 124 listings starting at $6,000
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Jeep under $99,956 in Arcadia, WI
17 Great Deals out of 39 listings starting at $6,000
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Jeep under $99,956 in Rushford, MN
30 Great Deals out of 95 listings starting at $6,000
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Jeep under $99,956 in Rushford Village, MN
27 Great Deals out of 85 listings starting at $10,000
Jeep under $99,956 in Winona, MN by model
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Jeep Grand Cherokee under $99,956 in Winona, MN
4 Great Deals out of 26 listings starting at $9,400
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