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Used
Jeep cars
for sale
near
Osprey, 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
2021 Jeep Cherokee Altitude
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maint on my 2004 hyundai sonota-oldest car in line
best to the service advisor ms. gwen auxt for her help on my 2004 elec problem- and also to technician donald prieur- diagnosing and replacing my brake light switch,, took some time,, but it was worth the time,,really good employess working at trying times- staff, etc. yhank you for the service,,,
Jeep cherokee trailhawk
I have been looking at new Jeeps for awhile was needing a new vehicle was driving a 2005 dodge grand caravan sxt drove it everywhere kid's learned how to drive in it. But I'm a jeep guy have a 1979Jeepcj7 since brand new drive it daily. Seen the jeep cherokee trailhawk at my local dealership talked to them about it took it for a test drive and fell in love with it. Had to take it home. Very comfortable all the buttons are in the right places. Display screen is very simple to navigate easy-to-use app's phone linked right up no need to look at it. Mics are in right places above head everyone I call or calls me has no problem hearing me. Has alot of safety features to get use to but not hard. I have had other cherokee in the past but love this one. If you are interested in a Jeep check out the Cherokee line like I said I'am a Jeep guy test drive and you will see what I mean.






Used
2021 Jeep Gladiator Sport S
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Reviews
Carlos Munoz a Consummate Expert
I took my dream car to BMW of Sarasota for scheduled maintenance. Carlos was quick to receive my vehicle and reviewed the automated diagnosis. After satisfying all code requirements, Carlos educated me in great detail of the listed items required to restore my vehicle to mechanical perfection. Carlos is an amazing technician but he is also very personable, connected to and interested in the well being off customer he serves. Carlos represents BMW of Sarasota with integrity and a high degree of professionalism.
We special ordered a Jeep Galdiato Rubicon in 2021 and
We special ordered a Jeep Galdiato Rubicon in 2021 and loved it. Our only problem was it didn't leave much space in the garage. We decided to trade it for a special ordered Jeep Wrangle 4dr. RubiconX. This new vehicle left us with 34 more inches of space in our garage. We still have our 2021 Jeep GrandCherokee Trailhawk as our long trip vehicle. 2 never gave any problems accept with the Aux, battery after 3 years of own






Used
2024 Jeep Gladiator Willys
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Reviews
It's a great team, incredible, very friendly and
It's a great team, incredible, very friendly and extremely efficient. Congratulations to everyone. always a very professional job
It’s a Jeep, so people who buy this understand what it’s
It’s a Jeep, so people who buy this understand what it’s all about, great off road performance, reliable and fun to drive. The Gladiator is unique because it’s a pickup and gives you more flexibility on abilities to carry more, but doesn’t hamper performance in any way, also, priced well compared to similar vehicles.






Certified
2022 Jeep Wrangler Unlimited 4xe Sahara
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Reviews
I live in Minnesota but saw my ultimate truck listed on
I live in Minnesota but saw my ultimate truck listed on line at Sarasota Ford . Purchasing a vehicle 1,800 miles away is not easy. You can’t go see the vehicle and test drive it but my sales person, Mathew Smith, made it a smooth process. We communicated via phone and text numerous times. He was always quick to respond to my questions and very knowledgeable about the truck He even took numerous videos of the vehicle sitting and being driven so I could see the vehicle and watch it perform . The purchase and funds transfer process was smooth and professional. Mathew also arranged shipping to my home . The truck is a custom from the dealership’s 707 performance shop and I couldn’t be happier.
Best vehicle I’ve ever owned!
Best vehicle I’ve ever owned, fuel savings combined with functionality! Highly recommend for outdoor enthusiasts who want to decrease their dependency on gasoline! Get one!






Used
2023 Jeep Renegade Latitude
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Reviews
Dealership staff were extremely persuasive to encourage
Dealership staff were extremely persuasive to encourage the prospective buyer to stop by for test drive.
Double dipping
After 100,000 trouble free miles we bought a second Renegade this February. Good car, reasonable mileage, no complaints. Moved up to the Trailhawk trim package






Used
2019 Jeep Cherokee Limited
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Features
Reviews
The staff at Cox Chevrolet were fantastic, friendly and
The staff at Cox Chevrolet were fantastic, friendly and helpful! The inventory of vehicle selections were good with color and options to choose from. The showroom and waiting rooms were clean with code and snacks. Our salesman, Eddie Conti, was great! If he didn?t have the answers, he got them for us right away. I?ve never seen a salesman hustle as he did. He?s even followed up with me after the sale a few times to make sure everything was good! This type of customer service and experience keeps me coming back!
Like the look and has plenty of power we have the v6
Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.






Used
2020 Jeep Renegade Altitude
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Reviews
Great experience
I had the pleasure of purchasing a MDX from Jeff and Carla at Gettel Acura. I found them to be very professional, informative and kind. I would highly recommend them if you're looking to purchase your next vehicle. Wonderful experience. Thank you!!
Owning my 2020 Jeep Renegade Limited has been an absolute
Owning my 2020 Jeep Renegade Limited has been an absolute joy. This SUV strikes the perfect balance between style, comfort, and capability. From the moment I got behind the wheel, I was impressed by its smooth ride, responsive handling, and surprisingly spacious interior. The premium features—like the leather-trimmed seats, intuitive Uconnect infotainment system, and advanced safety technology—make every drive comfortable and convenient. Whether I’m commuting in the city or taking a weekend getaway, the Renegade Limited handles it all with ease. What really stands out is its versatility. The 4x4 capability gives me confidence in any weather condition, and the fuel efficiency is great for an SUV of its size. Plus, the unique design turns heads wherever I go—Jeep really nailed the balance between rugged and modern. If you're looking for a compact SUV that delivers reliability, technology, and a sense of adventure, the 2020 Jeep Renegade Limited is a fantastic choice. I couldn’t be happier with mine!






Used
2019 Jeep Cherokee Limited
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Reviews
Jacob our salesperson was knowledgeable and easy going.
Jacob our salesperson was knowledgeable and easy going. No pressure sales and was able to find us the Outback we were looking for. Chris in finance was also great to deal with making the financing portion a breeze with no drama. Best car buying experience I have ever had. All in all would highly recommend these two and Conley for your Subaru needs
Great car!
Overall, pretty decent car. As professional reviews will note, the transmission is a little finicky, but nothing over the top. Learn to work with it, it works with you. Bought this car used last year with 68k and I drive a lot, so I've already put 30k on it. Handling wise, this works great, even in the snow (FWD, not 4x4). Good cargo room, and room for the kiddo's carseat. Now, this is a Jeep, and hasn't been without issue. The front struts have been replaced, probably as part of my driving style and the rough roads in my area. Part of the bumper got pulled off a while back, not a big deal. Mechanically, decently sound, the car has thrown a few check engine lights but for non-issues. It had an issue a while back where it would turn off or restart on its own when stopping (not to be confused with the auto-stop, which is annoying but can be turned off, this car would just flat out turn off), but that fixed itself. Developed an engine tick that does appear in Jeeps, but that has also righted itself. As such, no major maintenance has needed to be done besides my struts. So all in all, it works. If you're in a situation like mine, yeah, buy the 2019.






Certified
2023 Jeep Grand Cherokee L Altitude
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Andy Maleszka from Sarasota Ford made my Mustang buying
Andy Maleszka from Sarasota Ford made my Mustang buying experience great. He made sure I understood all of the features that are in my new car.
i recently had a 2023 for explorer it was a good truck
i recently had a 2023 for explorer it was a good truck never a problem but not a comfortable as the jeep grand Cherokee l front seating is amazing no issues at all i did my research and made sure i bought one with the German transmission its a good idea to check that only thing i can say on the down side seam to be a little under powered but i can live with it decent milage 20 around town.






Used
2022 Jeep Wagoneer Series III 4x4
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Reviews
I don’t normally write reviews but this is one time I
I don’t normally write reviews but this is one time I feel it’s important. I met with Michael Malmsbury searching for a car for my daughter, and he immediately made me feel comfortable when he demonstrated his wealth of knowledge on the models I was interested in. Once we got down to the nitty gritty of putting the deal together he was on my side and worked tirelessly to help me!! I can’t thank him enough for his patience and personal support in making what is usually a difficult purchase a satisfying experience! If you like honesty, and quality customer care joined by a wealth of knowledge then when you are looking to purchase a Honda, ask for Michael, you won’t regret it!!
Our 22 Wagoneer Series II is awesome.
Our 22 Wagoneer Series II is awesome. So quiet and the ride quality is like there's a layer of cream cheese between the road and the tires. Totally reliable, nothing but oil/filter changes. Super roomy and comfy interior.






Used
2021 Jeep Grand Cherokee L Limited
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Reviews
Brody my salesman was the best.
Brody my salesman was the best. Englewood Ford has them self a keeper. Brody is the man.
This has been an amazing vehicle!
This has been an amazing vehicle! Super comfortable and will buy again. Loved all of the tech and comfort features to make each trip the best. I have owned a lot of cars and this one has the most intuitive features by far.






Used
2018 Jeep Renegade Latitude
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Features
Reviews
Buena experiencia y buen servicio excelente atención
Buena experiencia y buen servicio excelente atención buena marca en autos muchas gracias. Saludos
My love affair with my Jeep
This is my second renagade, I wanted a 2021 limited and that’s what I have now. I have a long history with many models of jeeps, but I have to say this one is my all time favorite . I love everything about it. It’s a tank in the snow and mud . We have climbed to the top of a mountain with it. I feel safe and secure that I will never get stranded in the snow. It’s comfortable, and just the right size . I love the Easter eggs they hid in the car ! We were able to fit all our camping gear in it and bikes and kayaks too. I love the look of it and it’s fun ! I will never get rid of this car , it’s a keeper.






Used
2025 Jeep Grand Cherokee L Altitude
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Reviews
I had a terrific experience with Infiniti of Sarasota.
I had a terrific experience with Infiniti of Sarasota. Working with Dave Hartzell and the team was an absolute pleasure from start to finish. Their professionalism, attention to detail, and commitment to customer satisfaction really stood out. I highly recommend Infiniti of Sarasota to anyone looking for a seamless and enjoyable car-buying experience.
Was a bit nervous that this vehicle would not be big
Was a bit nervous that this vehicle would not be big enough for our family, but it has worked perfectly…plenty of room for all of us and our dog!






Used
2023 Jeep Wrangler 4xe Base
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I purchased a used 2023 Tucson from Gettel Nissan.
I purchased a used 2023 Tucson from Gettel Nissan. Salesman Valentino Naeder made the purchase easy. The only drawback was the time spent (4hrs) at the dealership to actually drive home. Received a temporary registration plate good for 30 days and was informed that a permanent plate was in the mail. Near the 30 day mark I contacted salesman Pete who quickly had a permanent plate sent within 2 days. Thank You
Approaching 25,000 miles and we haven’t had any issues.
Approaching 25,000 miles and we haven’t had any issues. I actually enjoy choosing whether to run on electric or gas based on what my journey is. If you just put it in hybrid mode, you’re not utilizing the efficiency of the engine. My advice, think about your journey. If I’m jumping on the highway to then head into the city, I run it on gas on the highway then switch to all electric in the city -no point wasting the electric with highway driving! Then I use up the last of my electric when google tells me I’m X miles from home when I still have X miles of electric remaining to use it all up. When we just do local drives less than 25 miles (grocery, day care pick up etc.) we can literally run off electric only for days, even weeks. It just takes thinking about what your journey involves. Crawling traffic for a 5 mile slow down ahead, I’m on gas until I hit that traffic, then switch to electric. We’ve taken this Jeep (Willys) through plenty of winter storms with feet of snow and ice, never needed to use chains with its AWD or 4WD to choose from. Hopefully the great reliability continues.






Used
2024 Jeep Gladiator Sport S
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Reliable and great looking truck!
Reliable and great looking truck! Love the way it rides and how many options they have to customize this great mid size vehicle. Love the color options






Used
2017 Jeep Renegade Trailhawk
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Reviews
The Jeep Renegade proves that you don’t need a massive
The Jeep Renegade proves that you don’t need a massive SUV to enjoy real capability. It is great for everyday practicality, making it a great choice for drivers who want something different—something with personality, performance, and purpose. Whether you're commuting during the week or hitting the trails on the weekend, the Renegade is more than ready to go wherever life takes you.






Used
2022 Jeep Gladiator Rubicon
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Easy, straightforward process.
Easy, straightforward process. Got the truck I wanted at a fair and honest price. Will be a repeat customer
My Gladiator is 3 years old.
My Gladiator is 3 years old. Driving in Alaska and what a great vehicle. Starts every morning with no issues. Drives great in deep snow thanks to the ground clearance. The ride is stiff-it’s a Jeep.






Used
2019 Jeep Cherokee Limited
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Reviews
Great Crossover
I bought my 2019 Cherokee new in July 2019. I have had it for 4 and a half years now and I have had no problems at all. I have over 61k miles on it. I do worry about the warranty being up that something might happen but it has not given me any issues so I shouldn't really be letting it bother me. This is the longest I have had a vehicle. I usually keep a car and trade it in around 3 years but I have loved driving this car so much that I have no desire in letting it go. I hate that Jeep is no longer producing more of these.






Used
2021 Jeep Wrangler Unlimited Sahara
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Jeep did a great job on the JL
I special ordered my 2021 4 dr Sahara in Feb of 2022 and received it 4/1. I have previously owned 4 JK models over the yrs. The 2021 I just love. the interior appts, the dash layout with the nav. I got the upgraded leather seats and paint color white with One Touch Skyview top. Got the 3.6 with E torque for powerplant. They improved on the brakes vs JK. Much stronger!






Certified
2021 Jeep Wrangler Unlimited Sport Altitude
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Reviews
Best dealership I’ve been to in a long time.
Best dealership I’ve been to in a long time. From price of vehicle to the finance department, best deals by far!
great performance vehicle
i drive a Cadillac SRX luxury and i had this jeep rented for four months and i found it difficult to get back in my car after having the 2.0 turbocharged model unlimited 4 door hard top!
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used Jeep by price
Jeep under $40,000 by city
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Jeep under $40,000 in Osprey, FL
50 Great Deals out of 168 listings starting at $6,999
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Jeep under $40,000 in Vamo, FL
50 Great Deals out of 167 listings starting at $6,999
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Jeep under $40,000 in Laurel, FL
54 Great Deals out of 189 listings starting at $5,984
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61 Great Deals out of 217 listings starting at $5,984
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50 Great Deals out of 167 listings starting at $6,999
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50 Great Deals out of 167 listings starting at $6,999
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61 Great Deals out of 217 listings starting at $5,984
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Jeep under $40,000 in Ridge Wood Heights, FL
50 Great Deals out of 167 listings starting at $6,999
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Jeep under $40,000 in South Sarasota, FL
50 Great Deals out of 167 listings starting at $6,999
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Jeep under $40,000 in Lake Sarasota, FL
50 Great Deals out of 167 listings starting at $6,999
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Jeep under $40,000 in Siesta Key, FL
50 Great Deals out of 167 listings starting at $6,999
Jeep under $40,000 in Osprey, FL by model
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Jeep Grand Cherokee under $40,000 in Osprey, FL
13 Great Deals out of 36 listings starting at $6,999
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Jeep Wrangler Unlimited under $40,000 in Osprey, FL
5 Great Deals out of 32 listings starting at $9,995
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Jeep Gladiator under $40,000 in Osprey, FL
8 Great Deals out of 25 listings starting at $22,491
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Jeep Wrangler under $40,000 in Osprey, FL
8 Great Deals out of 20 listings starting at $7,999
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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.