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Used
Jeep cars
for sale
near
Winter Springs, FL
under $400,000
- 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 Compass Latitude




Used
2023 Jeep Wagoneer Series I 4x4






Used
2021 Jeep Grand Cherokee Laredo X
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Features
Reviews
Alex and Sasha were amazing.
Alex and Sasha were amazing. I will always recommend them!!! Thank you so much. Love the new car. I?ve already told a lot of my friends and family.
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.






Used
2018 Jeep Grand Cherokee Laredo E
Vehicle information
Features
Reviews
Pleasant interaction with associates.
Pleasant interaction with associates. The oil change fee was reasonable. My car is running great and I will be back per suggested date on sticker.
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
2019 Jeep Grand Cherokee Laredo
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Reviews
I had a great experience finding and buying the right
I had a great experience finding and buying the right truck to fit what I was looking for. Dyshon was an excellent sales rep and did everything asked of to help make a great truck buying experience. He encouraged the team to negotiate a quality value trade in to meet my expectations and seal the deal!
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
2020 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Clean dealership I?
Clean dealership I?ve been shopping at a lot of places and all though I bought at Sanford Reggie in sales and Hannah was very helpful
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 High Altitude
Vehicle information
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Reviews
Staff was friendly and very knowledgeable and was easy to
Staff was friendly and very knowledgeable and was easy to buy our new eclipse would recommend totally
Perfect New England Vehicle !
My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !






Used
2018 Jeep Grand Cherokee Trailhawk
Vehicle information
Features
Reviews
Great service on time and under estimate!
Great service on time and under estimate!! Every expectation was met . I only trust my Raptors service to them!
Bought the vehicle with 30,000 miles.
Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.






Used
2019 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
Just a really great group of folks
Their internet sales rep Luis replied to our inquiries quickly. Working with Jennifer C. was like chatting with an old friend while buying a car. John in finance made it easy to drive home an amazing vehicle at an amazing price. And ringing the gong was SO fun! Thanks Universal team!
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.






Used
2018 Jeep Grand Cherokee Altitude
Vehicle information
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Reviews
My experience was as what many would expect from a
My experience was as what many would expect from a reputable business, they stood by their product and in review of complaint or status, they worked to my satisfaction and assured my comfort, in waiting for repairs to be completed.
Purchased brand new after totalling out my Santa Fe XL.
Purchased brand new after totalling out my Santa Fe XL. This has by far been one of the best vehicles I've owned. For as large as it is, its incredibly fuel efficient yet has plenty of power to tow my parents fish/ski boat. My only complaints are the factory Michelin's were trash in Minnesota and the interior "Cargo" area is significantly smaller than my previous Santa Fe's, but thats more of a personal opinion versus any design flaw. Ironically quite a few of my coworkers have JGC's as well and almost all of them have over 200k on them, I'm still at 65k. Not sure why they have a bad reputation in the auto world, but I'm certainly glad pleased with my choice, even 6 years later!






Jeep Certified
2023 Jeep Wrangler Sport S
Vehicle information
Features
Reviews
Extremely profesional and knowledgeable!
Extremely profesional and knowledgeable! No xx dealership! I highly recommend them!! I visited the dealership and appraised (based on milage and real condition of the car), once I had the correct value for the car and interest rate for financing, I made my offer, and once they confirmed the numbers, we made the deal in less than 15 minutes! I did visit a few dealerships were I wasted my time! Some dealerships don’t take the time to look at garbage they are selling. They go by time on the lot, the make and models and average market sale price not really looking into the real condition of the car. All the information I needed is easily accessible, if you know where to look. I deal with facts not averages!
It is a great car, my uncle drove it in the west hamptons
It is a great car, my uncle drove it in the west hamptons in New York to the beach. Very fun when the roof is not there.






Certified
2022 Jeep Wrangler Sport
Vehicle information
Features
Reviews
Finally received my deposit refund.
Finally received my deposit refund. It Took awhile but they made mailed it to me
Read the Owners Manual, Often.
Visibility and size are what I need. 4WD, clearance for snow. Rather tight interior, not suitable for more than two. Auto Park is very confusing. Not auto parallel Park. Car will stop while backing out of parking space, won't move if a somewhat complex procedure is not followed.






Used
2020 Jeep Wrangler Rubicon
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Reviews
Johnathan provided excellent service and I will return to
Johnathan provided excellent service and I will return to him for my next car purchase
Lots of fun
Bought my used 2 door at about a year old, with 17,000 miles. Had a couple issues initially: passenger seat got stuck, and airbag light was on. But once I had those fixed, the car has been completely reliable. And I found out that the 2 problems were related. So really it was only 1 problem. The stuck seat has impacted the air bag sensor or something. Loads of fun driving this thing through the snow. 1 foot, 2 feet. Fluffy, or packed by the snow plow. It didn’t matter. Shift it into 4wd and point it where you want it to go. It just went over all of it, and without any drama. Nice and slow. No need for momentum. It just went right through the snow . Can’t wait to take it off road with some friends. As for everyday driving, I love it. You just have to know what you’re getting into. It’s not designed to be a comfortable or sporty car. It’s loud, rather uncomfortable on the bumps, the 2 liter engine sounds like a dish washer, etc. But, those are also all the quirks I love about it. It’s not pretending to be something it’s not. I would’ve gotten the manual roll down windows if I had the choice. It’s just the opposite of my other car, a Macan turbo. It’s just a good old fashioned, honest vehicle. The engine and transmission combo make for a pretty quick team. I’d say 0-60 in about 6 seconds. That’s pretty xxxx quick for a 4000 pound truck designed to go off road. Rarely do I push it that fast of course. I like to drive nice and slow in this car. This is my car to go slow and smell all the roses. I love it. I’m averaging just under 20 mpg driving mostly in NYC. Not bad. Best mpg I’ve had from all my suvs. The hardtop only takes 10 minutes to take off. But it’s still a pain in the xxx. It’s definitely a 2 person job. And then there the issue of where to store this big thing. It’s not like NYC houses have big garages. We’ll see how often I take it off once the summer comes around.






Used
2025 Jeep Grand Cherokee Limited
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Reviews
Great experience with Ramone Watson in sales and Brianna
Great experience with Ramone Watson in sales and Brianna Bates in the finance department at Seminole County CDJR! They helped me get my Jeep Compass last month and it was a fantastic experience! I have been going to this dealership for all my auto needs for so many years, and always have the most pleasant experience with my Jeeps! Give them a try if you are in the need for a new automobile! They have new and used Jeeps! I love my Jeep Compass!!! Thanks to Ramone and Brianna for assisting me in the most professional way! - From Wanda C.
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
2020 Jeep Wrangler Rubicon
Vehicle information
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Reviews
Great customer service with Jose izquierdo and mo in
Great customer service with Jose izquierdo and mo in sales 100 percent customer. Satisfaction simply the best
Very fun car
Very fun car We can’t wait to go have fun with it driving in the mud in the woods and trail riding it will be a fun vehicle to make many memories






Used
2021 Jeep Wrangler Willys
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Reviews
Go to VW North for a chance to work with the best!
Thank you VW North! Angelo you work miracles!!! My son is in the military and had been struggling to find a vehicle … when I was in purchasing my new VW… Angelo explained their internet sales, and even though my son was not interested in a VW maybe there was a pre-owned vehicle he may like…. Perfect! My son found a vehicle, Angelo worked with us to get the most personalized deal! So quickly! Most patient / professional / out of the box thinker with attention to every detail of the buying experience including a referral for transport to get the vehicle to him! Thank you so much for all of your hard work! Completing all the paperwork as a co-signer was a smooth process with Danny Jacobs! Super fast and kind! … both staying late to make sure everything was complete! Appreciated working with both of you! My VW family! Be back soon for my routine service! Go to VW north for a chance to work with the best in the business!!!
I love my jeep
I love my jeep Sahara I put a 2in lift in it and 20 in rims with 35 in wide tires , I took it on a 5000 mile road trip it did great on the highway and over the mountains of Colorado I hit a lot of snow and rain on the trip to the west coast and back to Oklahoma I loved the drive it does not drive like a sport car but better then my work truck does , for the whole trip I avg 20 miles to the gal even with the over size tires on it and the off road is just what you think a jeep would be , if you want a good on and off road then I say this is a good jeep for you






Used
2023 Jeep Wrangler Sport S
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Reviews
She’s a beast!
Absolutely LOVE my 392 20th Yr edition!! She’s a stingray grey beast, that is just as powerful and fun to drive as my Ftype Jaguar! The detail and design is comfortable and I am addicted to the powerful exhaust rumble on her! Puts any previous year Wrangler in a different class- my opinion, after having other Rubicon’s. Well worth taking the leap and spending the +$100k on her! No regrets!






Used
2019 Jeep Grand Cherokee Upland
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Reviews
❤️ LOVE MY JEEP
Love my jeep. They have come a long way baby!! I am now a Jeep girl for life and recommend them highly. No matter the weather my Grand Cherokee gets me there in comfort and safety.






Used
2024 Jeep Grand Cherokee Laredo
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Reviews
Found the car I?
Found the car I?ve been looking for at their Winter Park Location. From the moment I connected by email with the dealership to the moment I drove off with the car, everything was smooth! Christian and Gerald were courteous, professional and kind, a pleasure to do business with! Absolutely recommendable.
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
2020 Jeep Grand Cherokee Laredo
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Reviews
They had a Tesla that was the exact color and miles I
They had a Tesla that was the exact color and miles I wanted They gave me videos, pictures even a FaceTime with someone driving since I was buying out of state. Easy process E signed and they transported the vehicle to my driveway can't say enough about this place!
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
2021 Jeep Grand Cherokee Laredo
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Reviews
GREAT SUV - GOES ANYWHERE
We are very happy with our '21 GC Limited. It is well appointed, with many options, drives nice, comfortable and still sits higher, unlike a lot of other "car" SUV's. We use this as our only vehicle, and flat tow behind our motorhome. Jeeps are the best vehicles made to flat tow!! We have climbed dirt trails in the West and cruised coastal waterways. Love it.






Used
2020 Jeep Grand Cherokee Altitude
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Reviews
Don Juan fue muy amable con nosotros y tiene mucho de
Don Juan fue muy amable con nosotros y tiene mucho de vehículos, lo recomiendo muchísimo
My Jeep saved me!
Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.
*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 $400,000 by city
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Jeep under $400,000 in Winter Springs, FL
205 Great Deals out of 742 listings starting at $2,890
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Jeep under $400,000 in Casselberry, FL
195 Great Deals out of 711 listings starting at $2,890
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Jeep under $400,000 in Longwood, FL
200 Great Deals out of 721 listings starting at $2,890
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Jeep under $400,000 in Fern Park, FL
195 Great Deals out of 711 listings starting at $2,890
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Jeep under $400,000 in Oviedo, FL
190 Great Deals out of 723 listings starting at $2,890
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Jeep under $400,000 in Goldenrod, FL
197 Great Deals out of 721 listings starting at $2,890
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Jeep under $400,000 in Black Hammock, FL
189 Great Deals out of 710 listings starting at $2,890
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Jeep under $400,000 in Lake Mary, FL
204 Great Deals out of 733 listings starting at $2,890
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Jeep under $400,000 in Sanford, FL
185 Great Deals out of 659 listings starting at $2,890
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Jeep under $400,000 in Maitland, FL
198 Great Deals out of 717 listings starting at $2,890
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Jeep under $400,000 in Winter Park, FL
194 Great Deals out of 709 listings starting at $2,890
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Jeep under $400,000 in Altamonte Springs, FL
203 Great Deals out of 730 listings starting at $2,890
Jeep under $400,000 in Winter Springs, FL by model
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Jeep Grand Cherokee under $400,000 in Winter Springs, FL
32 Great Deals out of 124 listings starting at $3,500
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Jeep Wrangler Unlimited under $400,000 in Winter Springs, FL
20 Great Deals out of 116 listings starting at $8,175
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Jeep Gladiator under $400,000 in Winter Springs, FL
17 Great Deals out of 85 listings starting at $21,500
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Jeep Compass under $400,000 in Winter Springs, FL
22 Great Deals out of 82 listings starting at $4,500
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Jeep Wrangler under $400,000 in Winter Springs, FL
30 Great Deals out of 82 listings starting at $7,750
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Jeep Cherokee under $400,000 in Winter Springs, FL
21 Great Deals out of 72 listings starting at $2,890
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Jeep Grand Cherokee L under $400,000 in Winter Springs, FL
23 Great Deals out of 59 listings starting at $19,998
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Jeep Renegade under $400,000 in Winter Springs, FL
9 Great Deals out of 29 listings starting at $7,998
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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.