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Used
Jeep cars
for sale
near
Winter Garden, FL
under $40,000
- 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 Grand Cherokee Laredo E
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Reviews
These guys are amazing.
These guys are amazing. Without having to ask, these guys kept me updated, fed me, and made sure my car was better than it was when I bought it in. I appreciate everything and everyone there
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
2021 Jeep Grand Cherokee Laredo X
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Reviews
Gus and Edgar was amazing.
Gus and Edgar was amazing. They help me out with an issue and went above and beyond. Facility very accommodating and even provided lunch for guest who was waiting on their cars.
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
2025 Jeep Wrangler Sport S
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Reviews
Great place!
We Love our new 2021 Challenger! We Had the pleasure of working with Nicholas. He actually made it fun to shop for a new car!!!
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
2023 Jeep Wrangler Rubicon
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Reviews
Everything was done in timely matter Quick and easy in
Everything was done in timely matter Quick and easy in the service rider kept me up-to-date with everything that was going on with my car
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.






Used
2018 Jeep Grand Cherokee Altitude
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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.
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
2021 Jeep Wrangler Willys
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Reviews
Andy was so helpful and made sure I was taken care of he
Andy was so helpful and made sure I was taken care of he has the best customer service and really looks out for his customers.
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 Grand Cherokee Altitude
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Reviews
Excellent experience, I'm very happy with my purchase and
Excellent experience, I'm very happy with my purchase and was helped tremendously when considering my options. Thanks again!
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.






Used
2019 Jeep Grand Cherokee High Altitude
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Reviews
I visited the dielership for an oil changed and was
I visited the dielership for an oil changed and was assisted by Jeannie Seville. She was extremely professional courteous and informative throughout the entire process. Everything was handled efficiently and with great attention to detail. Excellent costumer service...thank you Jeannie
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
2022 Jeep Grand Cherokee Limited
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Reviews
One thing I could say , they are very responsive.
One thing I could say , they are very responsive. I wish I was able to make a deal if it wasn’t for my down payment amount I would taken that car so bad . I need it too .
My opinion of 2022 Jeep Grand Cherokee
This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.






Used
2024 Jeep Grand Cherokee Limited
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Reviews
BILL BRYAN KIA - INTEGRITY
Exceptional service and courteous staff. May I mention Alan Woodyard, Mario, Serhan, Pepper and RJ. I have been a customer since 2020 for servicing of my Kia Soul and recently I purchased a newer Kia Soul. The standards at this dealership are high and customer service exceptional. Thank you!!
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
A very good experience dealing with Greenway Dodge and
A very good experience dealing with Greenway Dodge and especially my salesman. Would recommend this car dealership to anyone looking for a new car. Highly recommend using my salesman for getting the best deal and good buying experience.
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
2023 Jeep Grand Cherokee Altitude
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Reviews
New and Used Car purchased at HQ Honda
Always great experiences shopping and going for service! Ruben G welcomed us in the door, got new plates and saved us money that way, even drove our old (car we didn’t trade in) home for us! Thanks Ruben and all at HQ Honda!
Great overall
bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.






Used
2018 Jeep Grand Cherokee Limited
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Features
Reviews
Darrin Grant was the most personable and easy going sales
Darrin Grant was the most personable and easy going sales person! He got us what we wanted for our trade and sat with us in the back seat of the car introducing us to the car, like connecting our phones and going over the options on the dashboard. He helped us for 15 or 20 minutes. He then told us to call him from home anytime we have a question about the car and he would talk us through it. 10 out of 10!
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!






Used
2023 Jeep Grand Cherokee Altitude
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Reviews
Great buying experience
Had a great experience with Jased. He was great with communications and they honored everything they said. I would recommend anyone to go check out Ford of Clermont.
‘23 Grand Cherokee Summit
New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.






Used
2014 Jeep Grand Cherokee Limited
Vehicle information
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Reviews
From sales to service it was an A1 experience Taleb in
From sales to service it was an A1 experience Taleb in sales and Omar in service were amazing they worked with me every step of the way from buying the car to using the warranty to fix items that came up after the sale
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.






Used
2020 Jeep Grand Cherokee Limited
Vehicle information
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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
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).






Certified
2023 Jeep Wrangler Sport
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Reviews
I had an excellent experience buying my car with Nestor.
I had an excellent experience buying my car with Nestor. From the first moment he was very attentive, patient and professional. He explained all the details of the vehicle and solved all my doubts without pressuring me at any time. The purchase process was fast, transparent and uncomplicated. It shows that he really cares about the customer and seeks to be satisfied. I recommend 100% working with him if you are thinking of buying a car. Thank you for all your help!
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
2022 Jeep Wrangler Sport S
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Reviews
We first contacted Phillips Toyota by email to see if
We first contacted Phillips Toyota by email to see if they still had a Grand Highlander Hybrid in stock that we could test drive. We were contacted within a half hour & set up a time to make the 90 minute drive to test drive a vehicle. And after making the trip and test driving the vehicle, they were able to find an incoming vehicle (30-45 days) that matched our requirements. We are excitedly awaiting its arrival!!
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
2021 Jeep Wrangler Unlimited Willys
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Reviews
You found the best place to buy a used car.
You found the best place to buy a used car. Shortly after purchasing the car, it developed a problem. The dealership did not say sorry it's a used car purchased as is but they "stepped up to the plate" to take care of the problem. The service advisor Sebastian, service manager, Eddie, sales manager, Bryan and Claudio , our salesman all provided excellent customer service. I am so glad I went to Napleton's Volkswagen to purchase a used care for my daughter.
2021 Islander
Purchased as a retirement gift. Met or exceeded all my expectations. The 2021 Islander has the 4cylinder turbo engine and is smooth at all applications.






Used
2024 Jeep Wrangler Sport S
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Reviews
The truck was as advertised.
The truck was as advertised. We purchased it and had a very nice drive north to Michigan. The salesman was professional and gave us space to make our decision.
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.
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 $6,329.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Wrangler can reach up to 22 MPG city and 24 MPG highway for a combined rating of 23 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 4203 great deals out of 14814 listings starting at $1.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Clarcona, FL with 214 great deals out of 724 listings starting at $2,890.
*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 $20,000
- Used Jeep for sale under $25,000
- Used Jeep for sale under $30,000
- Used Jeep for sale under $50,000
- Used Jeep for sale under $100,000
Jeep under $40,000 by city
-
Jeep under $40,000 in Oakland, FL
200 Great Deals out of 670 listings starting at $2,890
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Jeep under $40,000 in Windermere, FL
189 Great Deals out of 642 listings starting at $2,890
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Jeep under $40,000 in Ocoee, FL
203 Great Deals out of 672 listings starting at $2,890
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Jeep under $40,000 in Gotha, FL
189 Great Deals out of 642 listings starting at $2,890
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Jeep under $40,000 in Lake Butler, FL
189 Great Deals out of 641 listings starting at $2,890
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Jeep under $40,000 in Montverde, FL
200 Great Deals out of 674 listings starting at $2,890
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Jeep under $40,000 in Paradise Heights, FL
214 Great Deals out of 726 listings starting at $2,890
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Jeep under $40,000 in Horizon West, FL
179 Great Deals out of 620 listings starting at $2,890
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Jeep under $40,000 in Clermont, FL
182 Great Deals out of 632 listings starting at $2,890
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Jeep under $40,000 in Bay Hill, FL
183 Great Deals out of 627 listings starting at $2,890
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Jeep under $40,000 in Clarcona, FL
214 Great Deals out of 724 listings starting at $2,890
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Jeep under $40,000 in Orlovista, FL
191 Great Deals out of 643 listings starting at $2,890
Jeep under $40,000 in Winter Garden, FL by model
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Jeep Grand Cherokee under $40,000 in Winter Garden, FL
42 Great Deals out of 129 listings starting at $3,500
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Jeep Wrangler Unlimited under $40,000 in Winter Garden, FL
21 Great Deals out of 109 listings starting at $8,175
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Jeep Compass under $40,000 in Winter Garden, FL
20 Great Deals out of 83 listings starting at $4,500
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Jeep Cherokee under $40,000 in Winter Garden, FL
18 Great Deals out of 70 listings starting at $2,890
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Jeep Gladiator under $40,000 in Winter Garden, FL
19 Great Deals out of 67 listings starting at $21,500
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Jeep Wrangler under $40,000 in Winter Garden, FL
25 Great Deals out of 67 listings starting at $7,750
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Jeep Grand Cherokee L under $40,000 in Winter Garden, FL
22 Great Deals out of 53 listings starting at $22,917
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Jeep Renegade under $40,000 in Winter Garden, FL
8 Great Deals out of 27 listings starting at $7,998
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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.