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Used
Jeep cars
for sale
near
Windsor, VA
under $899,990
- 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
2024 Jeep Wagoneer Series I 4x4
Used
2022 Jeep Wrangler Unlimited Sport
Used
2022 Jeep Compass Limited
Vehicle information
Features
Reviews
It's not an F1 car, nor is it a $100K
I have had my 22 High Altitude for about 4 months now and the only issue(s) I find are the following: MPG is not as advertised, it's not that great. It's around 24 average, I am about 50/50 city/highway driving - It's fine. It DOES ride like a Jeep - so it's not as "luxurious" as your higher end cars, but YOU BOUGHT A JEEP - The last snow storm we had in Cleveland was about 10" in 2 hours - No problem, even with 235/45/19 tires - Would be way better with not so wide tires. It's slow. Who cares? Are you driving in the F1? Nah - It's plenty. Interior is baller. Infotainment is great, comfortable. Heated steering wheel is a plus. IDK - I read these reviews and everyone is so picky - It's a nice ride. If you find you like it, give it a shot.
Used
2017 Jeep Compass High Altitude
Vehicle information
Features
Reviews
Best car buy experience
Martin Gross was awesome very friendly and helped me get a car with no money down definitely will recommend to my people. Thanks martin your great
Still like it after 6 years
Now in my 6th year with my 2017 and still like it. My complaints are simple. Needs larger fuel tank, better gas mileage considering its size and engine, would prefer manual transmission, and get rid of the xxxx engine shut off function. Love the size, comfortable, still seems solid. My only repair was replacement of the satnav unit that crapped out.
Used
2023 Jeep Wrangler 4xe Sahara
Vehicle information
Features
Reviews
Jason helped me find a vehicle in my price range and
Jason helped me find a vehicle in my price range and Chuck was able to quickly find a loan with a low interest rate. I highly recommend.
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
2020 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
5 star
Myron couldn’t have been more helpful. Had a great experience with my recent purchase and look forward to buying from here again. Thanks for the help
my grandmother sadly traded in this gladiator i wish she
my grandmother sadly traded in this gladiator i wish she would have kept it . It is very comfortable,reliable,it look great on the outside,it has enough power,and its value is very good.
Used
2015 Jeep Wrangler Unlimited Rubicon
Vehicle information
Features
Reviews
Great people.
Great people. Great service. If you want the best deal this is where you want to go. Whether you are buying a vehicle or just need your current one serviced, this is the place to go.
This Jeep is very good I've added some extras
I've added aftermarket exhaust and a computer chip and the roar pedal also KNN air filter and bigger tires 35 so far it is a lot of fun to drive
Used
2019 Jeep Cherokee Trailhawk
Vehicle information
Features
Reviews
Winners Circle Selection!
This dealership has an amazing selection of inventory and great prices. If you are looking for a new or used vehicle they will satisfy your needs. The staff is amazing and they treat you with care.
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
2019 Jeep Cherokee Limited
Vehicle information
Features
Reviews
So I cannot express the amazing experience I had at
So I cannot express the amazing experience I had at Courtesy Auto Sales, Jason and Justin were both truly amazing and made my car buying experience smooth and easy. They listened to my needs, and applied the pressure.
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.
Used
2021 Jeep Wrangler Unlimited Sahara
Vehicle information
Features
Reviews
Had a very good experience working with John and staff at
Had a very good experience working with John and staff at Courtesy Auto Sales. People are very laid back with no real pressure to buy, although they make that process very easy. Walked away with a nice vehicle at a fair price, with a good interest rate and a fair value for my trade-in. I'd recommend giving them a visit when interested in purchasing another vehicle.
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!
Used
2023 Jeep Compass Trailhawk
Vehicle information
Features
Reviews
I recently purchased a Subaru Forester a commuter car.
I recently purchased a Subaru Forester a commuter car. The car was exceptionally clean and the lowest mileage unit within 20m miles. The purchase was seamless from the test ride to the closing. I did however have an issue with the AC, which was covered immediately. My wife also purchased her 3rd vehicle for them, a 2021 Toyota Rav4. She traded a RC350 getting above book because of mileage and condition. I wouldn't buy a used vehicle from anyone other than Sullivan Auto Trading in the Mid Atlantic area.
My wife and I bought a 23' Jeep Compass Limited with 15K
My wife and I bought a 23' Jeep Compass Limited with 15K miles. We were looking for something small but also a vehicle that could offer 4x4. My initial impression of it at the dealership was that it has an awesome exterior paint color (granite crystal) and black wheels to compliment it. The car drives great on the highway and city. It's a very comfortable ride and the car can turn on a dime! I am currently averaging 30 mpg while commuting to work each day. I have noticed the car will sometimes have difficulty up shifting. As long as I apply more gas it eventually gets over it. Not a big deal for me as my last vehicle would do the same thing. The rear view camera is nice on the Compass, however it is completely useless at night. Overall we are very happy with our purchase.
Used
2016 Jeep Compass High Altitude
Vehicle information
Features
Reviews
Good Vehicle
Car was perfect and price was under budget for what I was looking for love the feel of the ride and the seats are very comfortable for a woman, my husband is a big guy and he does not fit too good.
Used
2020 Jeep Cherokee Limited
Vehicle information
Features
Reviews
Outstanding dealership!
Julian, Jasmin and the rest of the staff have been nothing but excellent! Best competitive prices in the Hampton Roads area….definitely recommend! Will be back.
2020 Jeep Cherokee Limited
I purchased recently a used 2020 Cherokee Limited and it has turned out excellent, I have no problems or issues. The only minor issue that I have is the location of the cup holderss.
Vehicle information
Features
Reviews
Best dealership I have ever been to.
First off our experience was awesome, very knowledgeable about the business, If your looking for Professionals go see TIM MOORE and staff you will not be disappointed I promise. Honesty pays off thanks Tim and Auto Ciry🎉🎉🎉🎉
Now have 110,000 miles on vehicle and had to pay out 1800
Now have 110,000 miles on vehicle and had to pay out 1800 on some mechanical parts. For the most part my 2014 Jeep Patriot has been pretty good. Great in snow.
Used
2017 Jeep Cherokee Sport
Vehicle information
Features
Reviews
I just want to recommend going to this establishment to
I just want to recommend going to this establishment to look for a good vehicle and good deal. Bought my truck from Joe Daversa, GM. He was great to work with, up front about everything. I've had my truck for over 2 years now and no issues. Thank y'all for taking care of my needs.
I have the Trailhawk trim, the serious off-road
I have the Trailhawk trim, the serious off-road version. Finally, a car that I can confidently drive in and out of rough construction sites, and not be afraid that I'll break it or get it stuck. It is possessed by a powerful spirit of wanderlust, and frequently demands that I take it on drives just to see places it hasn't yet been, preferably places that normal cars cannot go. If Don Quixote de La Mancha lived in our time, he would surely drive a vehicle like this one; a vehicle truly fit for a modern Knight Errant. I didn't know until a few days after I bought it, and I don't think the dealership knew either, but this one has about a 2" aftermarket lift, and slightly larger tires than stock.
Used
2019 Jeep Cherokee Limited
Vehicle information
Features
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 Grand Cherokee L Limited
Vehicle information
Features
Reviews
I was honestly in need of a vehicle today I went in to
I was honestly in need of a vehicle today I went in to Winners Circle Chrysler dealer today. I just knew I won’t going to get a vehicle due to my credit score. Eric and Julian was upfront & honest with me ! I am walking out with a 2020 Nissan Altima baby !!!!! Thank you so much!! My new family !!!!!!!! Ps! If you looking for honesty & someone who going to work with your credit they are the best in Hampton roads !!!! You guys are the best !!! Thank you two brothers Eric and Julian!!
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
2012 Jeep Wrangler Unlimited Freedom Edition
Vehicle information
Features
Reviews
I want to thank you guys for the excellent customer
I want to thank you guys for the excellent customer service and support to buy the vehicle a it was quick and easy ,thank you again
Third Jeep In Our Family
We were looking for a moderately priced Jeep Wrangler Unlimited for a teenage son and this one fit the bill. For a roughly 8 year old vehicle it was well taken care of by previous owners. Although the Jeep Wrangler Unlimited won’t be confused with a luxury car for its ride and comfort, they are adequately appointed and fun to drive. That’s where the saying, “it’s a Jeep thing “ comes from. All I know is that in our area they are very popular and our teenage son will thoroughly enjoy it if he can ever get it away from his Mom.
Certified
2022 Jeep Compass LATITUDE
Vehicle information
Reviews
Excellent experience in buying a Lightening F150.
Excellent experience in buying a Lightening F150. Jayson was awesome and extremely patient and answered all our questions. We have used Cavalier Ford to service our Ford trucks for many years and have always been impressed with the honesty and timely communication. This is the only place to go to buy or service a Ford vehicle in southeastern Virginia.
Comfort
My only complaint are the front seats do not have enough cushion and the seatbelt latch pushes into your hip on the drivers side. and standard lumbar support on all models added
Used
2017 Jeep Patriot Sport
Vehicle information
Features
Reviews
THIS PLACE IS GREAT.
THIS PLACE IS GREAT. IT WAS EASY TO PURCHASE MY VEHICLE. I WENT IN AND LOOKED AT THE VEHICLES, THEY SHOWED ME EVERY VEHICLE I WANTED TO SEE. WALKED OUT WITH THE CAR I WANTED AND I WAS VERY HAPPY WITH THE WHOLE EXPERIENCE. WOULD HIGHLY RECOMEMEND THEM.
MY third Jeep
After my others I rank this one as my favorite. I like the looks, handling , power and size. Just right for me. Lots of cargo space.
Used
2023 Jeep Grand Cherokee L Summit Reserve
Vehicle information
Features
Reviews
Great experience, wonderful working with Jason and
Great experience, wonderful working with Jason and everyone at the dealership,very friendly. Love the 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
2017 Jeep Renegade Latitude
Vehicle information
Features
Reviews
Only buy from winners circle
My buying process was quick the price was reasonable the facility was clean and I didn’t feel pressured into buying. I referred two more family members who will be buying this year!!!!!!
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.
*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
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Jeep under $899,990 by city
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Jeep under $899,990 in Windsor, VA
112 Great Deals out of 348 listings starting at $3,750
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Jeep under $899,990 in Suffolk, VA
112 Great Deals out of 331 listings starting at $3,750
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Jeep under $899,990 in Camptown, VA
27 Great Deals out of 74 listings starting at $5,738
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Jeep under $899,990 in Benns Church, VA
140 Great Deals out of 449 listings starting at $3,750
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Jeep under $899,990 in Smithfield, VA
137 Great Deals out of 431 listings starting at $3,750
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Jeep under $899,990 in Franklin, VA
14 Great Deals out of 36 listings starting at $9,930
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Jeep under $899,990 in Carrollton, VA
148 Great Deals out of 458 listings starting at $3,750
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Jeep under $899,990 in Courtland, VA
14 Great Deals out of 39 listings starting at $9,930
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Jeep under $899,990 in Rushmere, VA
87 Great Deals out of 253 listings starting at $4,500
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Jeep under $899,990 in Portsmouth, VA
140 Great Deals out of 432 listings starting at $3,750
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Jeep under $899,990 in Newport News, VA
131 Great Deals out of 409 listings starting at $3,750
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Jeep under $899,990 in Waverly, VA
7 Great Deals out of 33 listings starting at $9,930
Jeep under $899,990 in Windsor, VA by model
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Jeep Grand Cherokee under $899,990 in Windsor, VA
25 Great Deals out of 82 listings starting at $4,950
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Jeep Wrangler Unlimited under $899,990 in Windsor, VA
18 Great Deals out of 59 listings starting at $8,999
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Jeep Compass under $899,990 in Windsor, VA
12 Great Deals out of 38 listings starting at $4,800
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Jeep Wrangler under $899,990 in Windsor, VA
12 Great Deals out of 37 listings starting at $5,999
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Jeep Gladiator under $899,990 in Windsor, VA
3 Great Deals out of 31 listings starting at $26,400
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Jeep Cherokee under $899,990 in Windsor, VA
10 Great Deals out of 29 listings starting at $6,999
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Jeep Grand Cherokee L under $899,990 in Windsor, VA
16 Great Deals out of 28 listings starting at $24,795
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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.
