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Used
Jeep cars
for sale
near
Winter Park, FL
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
2020 Jeep Compass Limited






Used
2018 Jeep Compass Latitude






Used
2020 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
Great Facility, Great Customer Service
I was impressed with how easy and seamless it was to trade in old vehicle for a newer Lexus. The deal was fair and the customer service was outstanding. Thanks guys...
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
2010 Jeep Wrangler Sport
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Reviews
Rick at.
Rick at.Vehicle Clearing House is our GO-TO Guy when purchasing or selling Used Vehicles. We have been working with him for almost 10 years now and just completed our most recent purchase of a used Tesla 2024 Model X with only 5,000 miles. We were going to have him check out 2023 with 30,000 miles we found, but he scoured the country and found a 2024 with only 5,000 miles for just a few more dollars and had it shipped down from Massachusetts. His fee for service is very reasonable and he will accept your car either on consignment or a “Buy It Now” Price and has Always offered us Very Fair Price and Terms. We were referred to him by a neighbor. Working with Rick at Vehicle Clearing House is the only way to go ! Thanks again Rick. You and Your Company are Awesome !!!! 😎
Solid Car
Great experience. The people love it, and for good reason. It’s like having a toy car that you can actually use on a day to day basis






Used
2012 Jeep Wrangler Rubicon
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Reviews
This was a Great experience!
This was a Great experience! highly recommend this dealership! Thank you for all your help and easy process getting my new car and I didn?t have to wait all day to get it!
I love my Jeep Sahara!
This is my 3rd Jeep and everyday driver. My husband bought her for me because he knew I wanted another Wrangler again. We live in Colorado, and go off-roading in the mountains; she amazes me every time! She handles in-town and highway driving great, too. I have customized her (bulbar, angry eyes grille, lift kit, etc..), which is all part of the fun!






Used
2014 Jeep Grand Cherokee Laredo
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Reviews
Absolutely worth the drive — five stars!
Absolutely worth the drive — five stars! I can’t recommend this dealership enough. Joan and Raphael were fantastic from start to finish. I found my 2021 Ford Expedition online and started working with Joan via text which was super convenient and quick. I decided to make the two-hour drive, and it was 100% worth it! Joan had all my paperwork ready in the system, so after a smooth and friendly test drive with Raphael, we went straight into financing with no delays. I was back on the road and home before dinner in my beautiful new SUV. Great people, seamless process, and an all-around excellent experience!!!
We purchased our 2014 Grand Cherokee Overland new and
We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.






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Features
Reviews
Majeed and mariia had the best customer service really
Majeed and mariia had the best customer service really helped me get what I wanted at the best price possible. Really appreciate you guys. Thank you
Enjoying my keep
This is the first keep I have owned. So far I am not disappointed. Performance and comfort is good. Perfect for my pup and I.






Used
2017 Jeep Grand Cherokee Summit
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Reviews
Awesome help from the staff they got us approved for our
Awesome help from the staff they got us approved for our Honda Odyssey and assisted us with everything pretty easy process 1 hour and we were done.
2017 GC Limited 4WD.
2017 GC Limited 4WD. Bought it 3 years ago with 53k miles and now approaching 108k miles. When we bought it, we went to fill the tank for the first time and the gas pump kept shutting off. Turns out there was a known issue with the fuel filler neck assembly. The selling dealer replaced it under warranty and we literally didn't have another issue until 100k miles. At 100k miles took it in for new spark plugs, which is normal maintenance, and found the radiator leaking. The new radiator was not cheap. Have not had any other issues, just replaced the factory original brakes, they made it almost to 108k! We live in Minnesota and this vehicle is an absolute beast in the snow. Put it in snow mode and it is very stable and feels unstoppable. It is a comfortable long distance cruiser and gets decent mileage on the highway, between 24-27mpg. The UConnect system is very easy to use, and the nav is pretty good, but the whole system operates quite slowly. That's a minor complaint I think. Overall we are pretty happy with our WK2.






Used
2021 Jeep Grand Cherokee Laredo
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Features
Reviews
I just purchased a car from DriversMart my salesman
I just purchased a car from DriversMart my salesman Cristhian Rojas was very helpful he welcomed me and helped me with all details that I needed to know I thank him very much. I recommend anyone to purchase a car at Driver’s Mart thank you.
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
2021 Jeep Grand Cherokee Laredo
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Reviews
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
2017 Jeep Grand Cherokee Limited
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Reviews
Still loving my Jeep
Bought my 2017 Overland 2WD preowned with 74k miles. It’s now Feb of 2024 my Jeep’s got 135k on the odometer and I’ve never once had an issue. I occasionally get car fever, start looking at cars online, but the second I jump behind the wheel of my Grand Cherokee I smile and decide to keep it for a little longer. I still love the look, it’s super comfortable, has plenty of power, all the bells and whistles I want (and beyond), and I love the fact not every single thing is touch screen as most modern vehicles. I love I can turn up the volume, operate the AC and many features with good ‘ole KNOBS without taking my eyes off the road.






Used
2013 Jeep Wrangler Sport
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Reviews
Bought my first JEEP at 56 years old with 123k on the
Bought my first JEEP at 56 years old with 123k on the clock the 3.6 is a great little 6banger has cold air intake , yellow top Optima battery 3 in. lift on MT 35s with Rough Country suspension, rock lights , Niilights out front and back on and in Rough Country bumpers and 10k lb winch up front with new Peddle Commander under the dash .






Used
2012 Jeep Grand Cherokee Overland
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Features
Reviews
Great experience!
Great experience! Hope to do business with them someday again. A+ professional and very thorough!
The 2012 Gran Cherokee Overland has been my car for over
The 2012 Gran Cherokee Overland has been my car for over 12 years. I’ve enjoyed every minute of driving it. Have made several road trips with it and never a complaint. It’s plush with features and luxury items. Love the looks, love the ride, love the comfort and love the low cost of ownership. Jeep lives up to its name and fame.






Used
2014 Jeep Grand Cherokee Limited
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Reviews
I have that car and I’m happy with it.
I have that car and I’m happy with it. Yes it have some problems, need some care, you can just go to speedway and fuel up it would be your last fuel up with diesel on speedway. To previous review: I bought the car with 185000 miles. After I fuel up at speedway 😁, I sen car to dealership. They replace entire emission system with brand new. No problems after that. Just fuel up at good stations, I prefer Sheetz or BP or shell. About $300 oil changes: I do my oil changes by my self: 2, 5 quart oil canisters and $25 filter and it’s don for $75. I change oil every 5k miles. About fuel filters: I do it by myself too. So 2 filters on Amazon for $17-25 and you have done it for $35-50. I change them every 20k miles.






Used
2016 Jeep Wrangler Sport
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Reviews
Great experience, friendly and professional, easy to work
Great experience, friendly and professional, easy to work with team. Worked with me. I highly recommend
great with oil leak
Great vehicle. mine is a soft top and the noise was expected Have to be aware of oil leak at the oil cooler. Chrysler uses a plastic material that over time will warp and not seal. The after market ones are aluminum and since you have to remove to of intake, the coils and spark plugs are accessible as well on the drivers side. Other than that it is awesome






Used
2014 Jeep Grand Cherokee Overland
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Reviews
Happy with purchase
Very friendly staff . Not bad prices Would recommend to friends to come here and check out the inventory Thank you again Moe for the great service






Used
2021 Jeep Grand Cherokee Laredo
Vehicle information
Features
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.






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Reviews
great selection of used vehicles
i bought a lexus gs300 from this dealer. the process was easy and did not feel pressured at any point. they let you take the vehicle to a local mechanic as well. i left a deposit on the car for 3 days so it did not sell while i was waiting to get there. the deposit went to the purchase price. Zac and ito were amazing and made the process painless for me.
Best little Jeep ever!
She's the best little Jeep ever. She spends a lot of time up in the mountains of Northern Utah and I have never had any problems. I drive her to work and back every day and she is as reliable as a brand new car. She's just a great vehicle to own






Used
2020 Jeep Grand Cherokee Limited
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Reviews
Great small dealership!!
I have nothing but good things to say about the guys at Winter Park Auto Mall. I purchased my car in February and I love it, I smile every-time I get into it and drive it. They went above and beyond to make sure that I was happy with my purchase. They are a very upfront and honest small dealership. I will definitely purchase from them again. Thank you guys keep up the good work.
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
2019 Jeep Grand Cherokee Limited
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Reviews
My wife and were looking for a vehicle and in process she
My wife and were looking for a vehicle and in process she found a couple. She worked with the salesman, Sunny who was beyond knowledgeable, and very helpful in the process of narrowing down exactly what we wanted. Originally we found a couple that we liked but there was one that my wife really wanted. Long story short Sunny went above and beyond, to help her get exactly what she wanted. Honestly what more can I say, at 54 yrs old this was by far the easiest vehicle purchase I have ever had. I do know when it comes times for me to trade my truck in, I know who will be the first person i call. Thank you Sunny, sincerely.
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
2017 Jeep Wrangler Willy Wheeler 4x4
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Reviews
Good, friendly, cordial, timely, excellent.
Good, friendly, cordial, timely, excellent. We just couldn’t agree on a value of the vehicle I was interested in.
tranny issues for manual 6 speeds
i have a 2017 wrangler unlimited sport with a 6 speed ..at 18 000 miles they had to drop the tranny ..now at 49 000 they will need to do it again and its pissing me off. Plastic parts in a tranny is stupid . And a reverse gear too pointy and too thin ..Seriously ? You know its an issue and still no recall?





Used
2018 Jeep Grand Cherokee Altitude
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Features
Reviews
Excellent customer service
Hello Andrea and Jason was great I loved there customer service it was amazing I would recommend them to a customer they where really patient and they answered all questions so you understand. If I have to do it all over again I would really want to deal with them.
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!
About Jeep
What is the cheapest Jeep vehicle available?
The Jeep Liberty is the cheapest available vehicle by average Cars.com listing price in Jeep's lineup, with an average listing price of $6,427.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Grand Cherokee 4xe can reach up to 23 combined MPG. The Jeep Compass with traditional internal combustion engine offers up to 24 MPG city and 32 MPG highway for a combined rating of 27 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which Jeep vehicle has the longest range?
The electric Jeep Wagoneer S can travel up to 300 miles on a single charge depending on electric motor and battery options. The plug-in hybrid Jeep Grand Cherokee 4xe can travel up to 26 electric-only miles before the gas engine kicks on.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which Jeep vehicle has the most deals?
The Jeep Grand Cherokee has the most available deals on Cars.com with 3985 great deals out of 14910 listings starting at $800.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Altamonte Springs, FL with 81 great deals out of 265 listings starting at $2,900.
*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
- Used Jeep for sale under $6,000
- Used Jeep for sale under $7,000
- Used Jeep for sale under $8,000
- Used Jeep for sale under $9,000
- Used Jeep for sale under $10,000
- Used Jeep for sale under $15,000
- Used Jeep for sale under $25,000
- Used Jeep for sale under $30,000
- Used Jeep for sale under $40,000
- Used Jeep for sale under $50,000
- Used Jeep for sale under $100,000
Jeep under $20,000 by city
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Jeep under $20,000 in Maitland, FL
79 Great Deals out of 261 listings starting at $2,900
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Jeep under $20,000 in Eatonville, FL
79 Great Deals out of 261 listings starting at $2,900
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Jeep under $20,000 in Fairview Shores, FL
79 Great Deals out of 261 listings starting at $2,900
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Jeep under $20,000 in Goldenrod, FL
80 Great Deals out of 264 listings starting at $2,900
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Jeep under $20,000 in Fern Park, FL
80 Great Deals out of 263 listings starting at $2,900
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Jeep under $20,000 in Azalea Park, FL
77 Great Deals out of 253 listings starting at $2,900
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Jeep under $20,000 in Casselberry, FL
80 Great Deals out of 263 listings starting at $2,900
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Jeep under $20,000 in Altamonte Springs, FL
81 Great Deals out of 265 listings starting at $2,900
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Jeep under $20,000 in Lockhart, FL
80 Great Deals out of 264 listings starting at $2,900
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Jeep under $20,000 in Rio Pinar, FL
75 Great Deals out of 252 listings starting at $2,900
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Jeep under $20,000 in Union Park, FL
76 Great Deals out of 260 listings starting at $2,900
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Jeep under $20,000 in Conway, FL
75 Great Deals out of 251 listings starting at $2,900
Jeep under $20,000 in Winter Park, FL by model
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Jeep Grand Cherokee under $20,000 in Winter Park, FL
24 Great Deals out of 65 listings starting at $2,900
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Jeep Cherokee under $20,000 in Winter Park, FL
14 Great Deals out of 57 listings starting at $4,190
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Jeep Compass under $20,000 in Winter Park, FL
12 Great Deals out of 44 listings starting at $4,900
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Jeep Wrangler Unlimited under $20,000 in Winter Park, FL
9 Great Deals out of 39 listings starting at $8,175
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Jeep Renegade under $20,000 in Winter Park, FL
7 Great Deals out of 21 listings starting at $8,968
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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.