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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
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Used
cars
for sale
near
Windermere, FL
under $50,000
- 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
2016 Toyota 4Runner SR5 Premium
Vehicle information
Features
Reviews
So it all started when my daughter was driving my car to
So it all started when my daughter was driving my car to the airport to leave it for me to pick up the next day ? however, right before taking it to the airport to park it the brakes froze up and started smelling really really bad. Luckily her husband was following behind her, and they inched it to your dealership. She explained what she needed to have happen as they were getting ready to go on a weekend cruise to the Bahamas out of Cape Canaveral. So they left my car with you guys, and off they went on their cruise. Meanwhile, I am in San Diego wondering what?s going on with my car. Omar graciously explained the process to her that he would have it assessed to find out what was actually wrong with it and then get back with me in San Diego, which he did. Then he ordered the parts for my car and they were not to be in until Tuesday. So I changed my flight from Saturday until the following Wednesday and my car was incapable hands the entire time. Omar was very professional in keeping me informed of what was going on. Your service department helped me get the payment through and even made arrangements to have my car keys upfront at the sales department because my flight would not be in until after closing of your service department hours. It all went flawlessly because of you guys and I appreciate it very very much.
It's the very last body on frame bullet proof SUV.
It's the very last body on frame bullet proof SUV. It's built like a tank is great for all types of driving situations and here in Illinois where the roads are almost as terrible as it's governor it needs to be ready to drive over potholes the size of Pritzkers rear end and handle it. I've had no problems and plan on holding onto it especially now that Toyota has taken a turn for the worse with garbage 4 cylinder turbos.
Used
2023 GMC Sierra 1500 Denali
Vehicle information
Features
Reviews
Great Service
. Great Experience. I was able to get a next day appt with Angel who was super supportive, informative, and professional.
Awsome
Stong engine and smooth! Highly recommend for familys or someone who likes a smooth truck. Purchased new and have had zero issues since then. Love it!
Used
2022 Kia Telluride EX
Vehicle information
Features
Reviews
I purchased a nice used vehicle from this dealership and
I purchased a nice used vehicle from this dealership and had a good experience. It took a bit too long to wrap up the paperwork but I guess that’s to be expected. All in all I highly recommend this dealership!
If you want a comfortable, stylish, and affordable suv
If you want a comfortable, stylish, and affordable suv for your family this is the car for you. Makes me feel proud when driving it and holds its own compared to other luxury suvs that cost a lot more. My only complaints are that it’s a gas guzzler and at this price point all models should come with the digital speedometer dashboard and not just the highest trim levels.
Used
2022 Hyundai PALISADE Calligraphy
Vehicle information
Features
Reviews
Great customer service
Very good customer service.. smooth process would recommend to anyone drove from Orlando to purchase a car at Leesburg VW and it was worth it
Just be aware that if you buy a white one that Hyundai
Just be aware that if you buy a white one that Hyundai had a problem with the paint just flaking off. On the roof of my car which is white, I have big strands and strips of paint coming off and the car only has 20,000 miles. They covered it under warranty for 10 years but it's just a hassle.
Hyundai Certified
2022 Hyundai SANTA FE SEL 2.4
Vehicle information
Features
Reviews
Great service
I bought 2022 Hyundai palisade , and I tell you this all happened because of one exceptional salsa person name Darrin Diaz He went through every single detail about my car and I was thrilled. Darrin was very knowledgeable and kind sales person . I will recommend him for others
I've owned about 20 new vehicles and sold cars for 22
I've owned about 20 new vehicles and sold cars for 22 years, did a ton on research and ended up with the Caligraphy, it gives you so many features I wanted for a reasonable price. The engine is great and has plenty of power, great stereo, great highway cruiser as well. I have 32k miles, Hyundai has covered all my maintenance, and no warranty claims so far. Great Value! I have normally owned Toyota and Honda but wanted some features they either didn't have or I would have had to go to Lexus or Acura and pay way more for what I wanted.
Used
2019 Hyundai SANTA FE Limited 2.4
Vehicle information
Features
Reviews
All went as expected and I was on my way.
All went as expected and I was on my way. Nice show room and good coffee provided. The service lane personnel were there to assist me along with my service provider.
We’ve put 85,000 miles on our Santa Fe, including a trip
We’ve put 85,000 miles on our Santa Fe, including a trip from Maryland to Idaho and Utah, and have consistently been happy happy with it. It’s needed no work/repairs, other than routine maintenance.
Used
2025 Hyundai SANTA FE SEL 2.4
Vehicle information
Features
Reviews
Dejuan was very knowledgeable and professional when he
Dejuan was very knowledgeable and professional when he sold me my new car. I'm very satisfied.
Been driving my new Santa Fe XRT for 40 days now.
Been driving my new Santa Fe XRT for 40 days now. The vehicle is great and has been useful for me. The financing process with Hyundai Motor Finance has been positive too. No complaints. Love my new family SUV. My dog loves it too.
Used
2024 INFINITI QX80 Luxe
Vehicle information
Features
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!
After spending time with the 2024 QX80 Sensory, I’m
After spending time with the 2024 QX80 Sensory, I’m comfortable giving it a five‑star rating—not because it’s perfect, but because of how well it delivers on the things that actually matter in this segment, especially at the cheaper real‑world transaction prices these typically sell for. The build quality stands out immediately. Material quality, fit, and finish are all genuinely impressive, and even after 30,000 miles the cabin remains tight with very few creaks or rattles. That’s something I can’t say about several other luxury brands I’ve owned, including BMW, Mercedes, and Cadillac, which tend to develop interior noises far earlier. On the road, the QX80 excels at what it’s built for. The ride is extremely comfortable, highway noise is well controlled, and the 400‑hp V8 provides smooth, effortless power. It’s a relaxed, confident cruiser that makes long family trips easy. The interior is spacious, the leather is high‑quality, and both the interior and exterior design have a clean, upscale look. Fuel economy is average for a large V8 SUV—nothing surprising there. The real drawbacks come from the dated technology. The infotainment system feels behind the times, and features like a head‑up display or massaging seats simply aren’t available. The front seats could also use more side bolstering for better support. Even with those shortcomings, the overall package is strong. When you factor in the typical selling price—often well below MSRP—the value becomes even clearer. You’re getting a large, comfortable, powerful, and well‑built luxury SUV that prioritizes reliability and long‑term durability over chasing trends. It’s not perfect, but nothing in this class is. What the QX80 does, it does exceptionally well, and that’s why it earns a full five stars from me.
Used
2018 BMW X5 xDrive35i
Vehicle information
Features
Reviews
Ernesto Sosa and Carlos was amazing and got me a trade on
Ernesto Sosa and Carlos was amazing and got me a trade on my 2023 Chevrolet Equinox to a brand new 2026 Chevrolet Equinox. They gave me such a good deal on my purchase with a good price go to them for your purchase they’re awesome to work with. This is the second purchase here in two years and I can’t say enough good things.
Thanks to Shawn, Salma and everyone at Offlease Orlando
Thanks to Shawn, Salma and everyone at Offlease Orlando for getting my family into our dream car. You all were very helpful, effective, and so nice to us! We couldn’t be happier.
Vehicle information
Features
Reviews
David and Denali were great in the whole process I would
David and Denali were great in the whole process I would very much recommend tgem
Awesome Truck
This is a great truck. Good acceleration, towing, and four-wheel drive. I am definitely a Ford lover now. Can't go wrong with this truck. Mine is a 5.0L and can't find a fault with it after four years of ownership.
Used
2014 Mercedes-Benz E-Class E 350
Vehicle information
Features
Reviews
Everyone at the Dealership were very nice and helpful.
Everyone at the Dealership were very nice and helpful. Our Salesman, Chris, was very patient and not pushy at all.
I recently had the pleasure of working with Alex
I recently had the pleasure of working with Alex Hernandez during my car-buying process, and I couldn’t be happier with the experience. From the moment I walked in, Alex was friendly, professional, and genuinely interested in helping me find the right vehicle without any pressure or pushy sales tactics.
Used
2020 Subaru Forester Limited
Vehicle information
Features
Reviews
Honest brokers
Worked on a used car deal remotely with them and it was refreshing to work with people who didn't play games with numbers or lure you in the door with artificially low prices then tack on a bunch of made-up fees. When i arrived to do the deal, I found the vehicle to be super-clean and well-prepared for delivery and they were set to honor the trade-in value we'd discussed. I only didn't purchase because I got cold feet (trading in a low-mileage Lexus for used BMW worried me). Too bad, they were good to deal with.
This car is so comfortable!
This car is so comfortable! The driver sits up high, with great sight lines in all directions. The seats are comfortable. The features are very intuitive. My car has automatic door locks so when I walk up to the car with my key fob, put my hand on the door handle the doors unlock. It has automatic headlight dimmer which works great. It has plenty of power for freeway acceleration. All wheel drives makes it great in snow. I’m very happy with this car.
Used
2018 Mercedes-Benz E-Class E 300
Vehicle information
Features
Reviews
I highly recommend that location.
I highly recommend that location. They are very friendly and easy to work with for a good deal. They are professional as well and would get u what u want.
Mercedes E 400 Convertible
This car has so many safety features it’s a comfortable ride with a stylish look and gets lots of looks. I’m thrilled with it. The ambient lighting is so cool. I would highly recommend this car to anyone who wants to be safe. Cynthia H
Used
2022 Subaru Forester Touring
Vehicle information
Features
Reviews
Great Experience
My wife and I purchased a Palisade yesterday and Jose, our sales person, was friendly, knowledgeable, and able to make the deal we wanted. I have purchased many cars in my lifetime, and this experience was by far one of the best.
Beyond Satisfied!
This is my third Subaru Forrester. I like the newer safety features and ease of handling. The size is perfect for me, not too small or too big! I would recommend if you’re looking for a midsize vehicle.
Vehicle information
Features
Reviews
The staff was very friendly and helpful.
The staff was very friendly and helpful. Joe Andrade did an outstanding job helping us find a car and keeping up with everything needed.
This vehicle was very fun to drive, it is comfortable and
This vehicle was very fun to drive, it is comfortable and sporty, and the handling was excellent. Barely any issues, just overall a great driving experience.
Used
2020 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
Excellent service.
Excellent service. Paul was really good explaining everything happening with the car. I like the recommendation of care that I have to have done to the car.
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
2022 Tesla Model Y Performance
Vehicle information
Features
Reviews
Jacob has been an outstanding service advisor for our
Jacob has been an outstanding service advisor for our fleet of 40 vehicles with Seminole Public Transportation. His communication, professionalism, and attention to detail consistently make every service visit smooth and efficient. He always keeps us updated, helps us prioritize repairs, and makes sure our vehicles get back on the road as quickly as possible. We truly appreciate his support and look forward to continuing our partnership. Highly recommended!
The is the FUTURE of automobile transportation!
The is the FUTURE of automobile transportation! Absolutely FABULOUS car! No more gasoline, no more scheduled maintenance. If you hit the accelerator hard, you'd better have your head against the headrest or you may be injured. Zero to 60 mph in 3.5 seconds for my 2022 Model Y Performance. Fast charging Tesla Superchargers are always available across the country making long, cross country road trips a pleasure. At home I can charge 300 miles of range over night for $8 of electricity. Yes $8! Super Chargers cost more, but the speed and convenience is well worth the costs on road trips and it's still a fraction of the price of gasoline. I honestly look forward to getting into this car and driving it. I've owned a Mustang, BMW M3 and 5 Series, a Porche, Jaguar, Mercedes SL550, and many more cars. None were as fun to drive as the Tesla Model Y Performance. This is the future of automobile transportation and getting better every day.
Used
2018 Subaru Forester 2.5i Premium
Vehicle information
Features
Reviews
Washed my car, got me out real fast, the waiting room was
Washed my car, got me out real fast, the waiting room was clean. Explained any additional charges. I will be returning to the dealership for my next service
Great value considering the superior safety features, low
Great value considering the superior safety features, low maintenance and reliability. Rear wheel bearings have been replaced twice and just had the AC compressor and serpentine belt replaced. Albeit expensive repairs, all cars need something after the first 3 years. It's been 8 years and the car still run and drives like new.
Used
2021 Tesla Model Y Performance Dual Motor All-Wheel Drive
Vehicle information
Features
Reviews
Overall good experience, no pressure and very
Overall good experience, no pressure and very accommodating. I felt comfortable throughout the whole process. I would definitely buy from this dealership in the future again.
The moment I got the demo car onto the highway, I thought
The moment I got the demo car onto the highway, I thought to myself, “I LOVE this car!” Which rarely happens. I test drove both the Model 3 and Model Y in snowy conditions, and had not a single bout of fear that I may lose control. A few weeks ago, when we were getting a winter blizzard, I was driving my Mother home from Boulder. It was snowing about 2” -3” per hour, people were spinning out all over the place. I was confidently holding the pace car position in the left lane passing 4x4 trucks, with ease. It was incredible. Get upto $1000 off your next Tesla by mentioning me at https://ts.la/jolene547482
Used
2018 Alfa Romeo Stelvio Sport
Vehicle information
Features
Reviews
Wished they could update the inventory to reflect more
Wished they could update the inventory to reflect more accurately. The car was not available.
great comfort and luxury for the price
Bought a used 2018 loaded Lusso Ti for a good price coming off a lease, in late 2021, for all the luxury and performance, it was a great deal, have had no issues, car looks great, is comfortable, and I just use Apple car play, and prefer knobs to touch screens ( it was funny to watch my son try to use it as a touch screen) can get 30 MPG on the hwy easy, but it's easy to go faster and get less. the DNA is Dynamic, Normal and Anemic, you do have to get used to the car not taking off instantly, D is OK, A not good for folks taking lefts on flashing yellows. Great ride and comfort for longer trips. and the backup warning works great!
*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.
Cars under $50,000 in Windermere, FL by make
-
Ford under $50,000 in Windermere, FL
397 Great Deals out of 1669 listings starting at $2,750
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Toyota under $50,000 in Windermere, FL
255 Great Deals out of 1665 listings starting at $2,200
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Chevrolet under $50,000 in Windermere, FL
279 Great Deals out of 1192 listings starting at $1,800
-
Nissan under $50,000 in Windermere, FL
300 Great Deals out of 1181 listings starting at $2,250
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Hyundai under $50,000 in Windermere, FL
295 Great Deals out of 1076 listings starting at $2,900
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Jeep under $50,000 in Windermere, FL
234 Great Deals out of 825 listings starting at $1,000
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Kia under $50,000 in Windermere, FL
204 Great Deals out of 786 listings starting at $2,990
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Honda under $50,000 in Windermere, FL
136 Great Deals out of 777 listings starting at $2,900
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Volkswagen under $50,000 in Windermere, FL
132 Great Deals out of 531 listings starting at $1,990
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Mercedes-Benz under $50,000 in Windermere, FL
119 Great Deals out of 527 listings starting at $2,400
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BMW under $50,000 in Windermere, FL
94 Great Deals out of 490 listings starting at $1,995
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Mazda under $50,000 in Windermere, FL
71 Great Deals out of 424 listings starting at $2,790
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RAM under $50,000 in Windermere, FL
111 Great Deals out of 403 listings starting at $6,995
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Audi under $50,000 in Windermere, FL
96 Great Deals out of 344 listings starting at $2,900
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Subaru under $50,000 in Windermere, FL
52 Great Deals out of 327 listings starting at $2,800
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GMC under $50,000 in Windermere, FL
83 Great Deals out of 290 listings starting at $2,990
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Dodge under $50,000 in Windermere, FL
84 Great Deals out of 283 listings starting at $2,900
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Lexus under $50,000 in Windermere, FL
24 Great Deals out of 239 listings starting at $1,900
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INFINITI under $50,000 in Windermere, FL
49 Great Deals out of 215 listings starting at $3,900
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Cadillac under $50,000 in Windermere, FL
41 Great Deals out of 212 listings starting at $3,490
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Tesla under $50,000 in Windermere, FL
47 Great Deals out of 166 listings starting at $8,998
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Acura under $50,000 in Windermere, FL
15 Great Deals out of 156 listings starting at $2,900
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Buick under $50,000 in Windermere, FL
24 Great Deals out of 156 listings starting at $3,500
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Chrysler under $50,000 in Windermere, FL
31 Great Deals out of 147 listings starting at $2,999
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Lincoln under $50,000 in Windermere, FL
20 Great Deals out of 133 listings starting at $3,900
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Genesis under $50,000 in Windermere, FL
18 Great Deals out of 112 listings starting at $14,289
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Mitsubishi under $50,000 in Windermere, FL
21 Great Deals out of 86 listings starting at $3,000
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Porsche under $50,000 in Windermere, FL
16 Great Deals out of 63 listings starting at $3,800
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Volvo under $50,000 in Windermere, FL
10 Great Deals out of 55 listings starting at $2,990
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Land Rover under $50,000 in Windermere, FL
18 Great Deals out of 53 listings starting at $2,299
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MINI under $50,000 in Windermere, FL
11 Great Deals out of 42 listings starting at $4,688
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Maserati under $50,000 in Windermere, FL
8 Great Deals out of 32 listings starting at $10,400
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Jaguar under $50,000 in Windermere, FL
9 Great Deals out of 30 listings starting at $2,995
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Alfa Romeo under $50,000 in Windermere, FL
4 Great Deals out of 20 listings starting at $10,900
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FIAT under $50,000 in Windermere, FL
4 Great Deals out of 20 listings starting at $2,500
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Scion under $50,000 in Windermere, FL
4 Great Deals out of 20 listings starting at $3,195
Find great prices by city
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Cars under $50,000 in Lake Butler, FL
3306 Great Deals out of 14731 listings starting at $1,000
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Cars under $50,000 in Gotha, FL
3338 Great Deals out of 14800 listings starting at $1,000
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Cars under $50,000 in Bay Hill, FL
3200 Great Deals out of 14090 listings starting at $1,000
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Cars under $50,000 in Winter Garden, FL
3367 Great Deals out of 14923 listings starting at $1,000
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Cars under $50,000 in Doctor Phillips, FL
3200 Great Deals out of 14090 listings starting at $1,000
-
Cars under $50,000 in Ocoee, FL
3378 Great Deals out of 14964 listings starting at $1,000
-
Cars under $50,000 in Orlovista, FL
3308 Great Deals out of 14730 listings starting at $1,000
-
Cars under $50,000 in Horizon West, FL
3216 Great Deals out of 14301 listings starting at $1,000
-
Cars under $50,000 in Tangelo Park, FL
3200 Great Deals out of 14090 listings starting at $1,000
-
Cars under $50,000 in Oakland, FL
3346 Great Deals out of 14920 listings starting at $1,000
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Cars under $50,000 in Pine Hills, FL
3374 Great Deals out of 15122 listings starting at $1,000
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Cars under $50,000 in Oak Ridge, FL
3200 Great Deals out of 14091 listings starting at $1,000
Find great prices on used cars in Windermere, FL
- Used cars for sale under $3,000
- Used cars for sale under $4,000
- Used cars for sale under $5,000
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- Used cars for sale under $10,000
- Used cars for sale under $15,000
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Used cars by body style and price
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