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Used
Jeep cars
for sale
near
Windsor, VA
- 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.






Jeep Certified
2023 Jeep Wrangler 4xe Rubicon 20th Anniversary






Used
2014 Jeep Wrangler Rubicon






Used
2023 Jeep Wrangler Sport
Vehicle information
Features
Reviews
Very professional, they handled everything very well.
Very professional, they handled everything very well. Would use them again if I needed to.
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
2023 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
Corey was great!
Corey was great! He clearly explained the issues and my options to ensure I made an informed decision...Thanks Corey!
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
2020 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
Dominic, Derrick and Alex made the car buying experience
Dominic, Derrick and Alex made the car buying experience a smooth one. They were very accommodating and a pleasure to work with. A couple days after I bought the car, Dominic and Derrick both reached out to me via text message to make sure I was loving the car and to contact them if I needed anything.
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 Limited
Vehicle information
Features
Reviews
This experience was excellent.
This experience was excellent. I can't speak highly enough about Southern Norfolk, Justin Cannady and Katie Rose. They were topnotch in understanding and making sure that I got the best car for me. They made me feel like family which alleviated all of my anxiety and tension when buying a car. After all of my, "I want this and not that" they were still nice and professional, compassionate, open and honest. They went above and beyond. Thank you all for you patience and time dealing with me.
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
2021 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Service Department
I called to make an appointment for a state inspection and an oil change with Hall Hyundai, where I purchased my vehicle. I was told the earliest appointment would be July 20, 2023. I stated that date would be a month after my state inspection would have expired. I asked if they could check with Hall Chevrolet, next door, for an earlier appointment. They checked and I got an appointment the same day for 11:00 AM. Amazing! Unbelievable. I dopped my vehicle off at 10:00 AM with Adam Jones. By 11:10 AM, I received a text message stating my vehicle had been inspected, along with a video of the inspection and a detail report with recommended services I should consider having done. I selected a service I wanted to be done all from my cell phone. It was quick and easy. Within less than two hours later, I received another text message stating that my vehicle was ready to be picked up. This was by far the best experience I have received from a service department in quite a while. Great communication through texting! Thank you, Hall Chevrolet and Adam for taking care of me today.
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
Vehicle information
Features
Reviews
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
2020 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
Make the Two Hands on Wheel feature stand a lone.
I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).






Used
2024 Jeep Grand Cherokee Summit
Vehicle information
Features
Reviews
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
2021 Jeep Grand Cherokee Limited
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Features
Reviews
Perfect New England Vehicle !
My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !






Used
2015 Jeep Grand Cherokee Summit
Vehicle information
Features
Reviews
I love my new car!
I love my new car! Matt the manager was great. The cars were nice. The price was good. I will be back
I purchased it used in 2022, it had 76k and now has 96 in
I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.






Used
2021 Jeep Grand Cherokee Limited X
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
GREAT SUV - GOES ANYWHERE
We are very happy with our '21 GC Limited. It is well appointed, with many options, drives nice, comfortable and still sits higher, unlike a lot of other "car" SUV's. We use this as our only vehicle, and flat tow behind our motorhome. Jeeps are the best vehicles made to flat tow!! We have climbed dirt trails in the West and cruised coastal waterways. Love it.






Used
2022 Jeep Grand Cherokee Limited X
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!!
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
2020 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
My Jeep saved me!
Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.






Vehicle information
Features
Reviews
You can't go wrong with 1 Stop Auto !
My wife and I drove down from Upstate New York to test drive our 2007 Jeep Wrangler . Ken sent me tons of pictures of the undercarriage and all around the Jeep before we traveled to Virginia . We found one minor issue during our test drive , which Ken made sure was corrected ,even though the service area was closing in ten minutes ! Who does that ? They made a customer for life ! Thanks for a pleasant experience
tranny issues for manual 6 speeds
i have a 2017 wrangler unlimited sport with a 6 speed ..at 18 000 miles they had to drop the tranny ..now at 49 000 they will need to do it again and its pissing me off. Plastic parts in a tranny is stupid . And a reverse gear too pointy and too thin ..Seriously ? You know its an issue and still no recall?






Used
2014 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
Chris was great.
Chris was great. Honest and accommodating. He stayed late to help get paperwork done and was easy, not pushy at all. Although, the check wngine light did come on during the drive home, it was expected and discussed ahead of time as they were able to work on the price with me a little. Would do business with Supreme Auto again.
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
2024 Jeep Wrangler Sport S
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Features
Reviews
Great experience.
Great experience. Price was exactly as advertised on top of the documentation fee ( which is expected) and taxes. Car was clean, great miles, and great deal. Would buy again when the right price and time comes around.
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.






Used
2015 Jeep Grand Cherokee Limited X
Vehicle information
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Reviews
Long lasting Jeep
One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!






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






Used
2023 Jeep Wrangler Sport S
Vehicle information
Features
Reviews
great service, very happy
Jim Bowman, retired US Marine, sold us a 2007 Chevy Silverado. He was a nice, no-pressure salesman. Great sense of humor, very friendly guy, will definitely see him again if we ever need another car.
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
2007 Jeep Wrangler Sahara
Vehicle information
Features
Reviews
It been a family car for 11 years before me
Hey, I got a 2007 jk wrangler with 380000km still running perfectly, off course I did some refreshing. But still reasonable and good car even daily use.
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 $6,631.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Grand Cherokee 4xe can reach up to 23 combined MPG. The Jeep Compass with traditional internal combustion engine offers up to 24 MPG city and 32 MPG highway for a combined rating of 27 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which Jeep vehicle has the longest range?
The electric Jeep Wagoneer S can travel up to 300 miles on a single charge depending on electric motor and battery options. The plug-in hybrid Jeep Grand Cherokee 4xe can travel up to 26 electric-only miles before the gas engine kicks on.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which Jeep vehicle has the most deals?
The Jeep Grand Cherokee has the most available deals on Cars.com with 3616 great deals out of 14515 listings starting at $800.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Benns Church, VA with 92 great deals out of 377 listings starting at $3,499.
*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 for sale under $9,000 in Windsor, VA
- Jeep for sale under $10,000 in Windsor, VA
- Jeep for sale under $15,000 in Windsor, VA
- Jeep for sale under $20,000 in Windsor, VA
- Jeep for sale under $25,000 in Windsor, VA
- Jeep for sale under $30,000 in Windsor, VA
- Jeep for sale under $40,000 in Windsor, VA
- Jeep for sale under $50,000 in Windsor, VA
- Jeep for sale under $100,000 in Windsor, VA
Used Jeep by city
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Used Jeep in Suffolk, VA
70 Great Deals out of 270 listings starting at $3,499
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Used Jeep in Camptown, VA
19 Great Deals out of 49 listings starting at $6,276
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Used Jeep in Benns Church, VA
92 Great Deals out of 377 listings starting at $3,499
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Used Jeep in Smithfield, VA
87 Great Deals out of 361 listings starting at $3,499
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Used Jeep in Franklin, VA
8 Great Deals out of 25 listings starting at $10,110
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Used Jeep in Carrollton, VA
90 Great Deals out of 376 listings starting at $3,499
-
Used Jeep in Courtland, VA
9 Great Deals out of 28 listings starting at $10,110
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Used Jeep in Rushmere, VA
51 Great Deals out of 200 listings starting at $3,499
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Used Jeep in Portsmouth, VA
86 Great Deals out of 366 listings starting at $3,499
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Used Jeep in Newport News, VA
82 Great Deals out of 347 listings starting at $3,499
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Used Jeep in Waverly, VA
6 Great Deals out of 27 listings starting at $5,995
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Used Jeep in Chesapeake, VA
77 Great Deals out of 312 listings starting at $3,499
Used Jeep in Windsor, VA by model
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Jeep Grand Cherokee in Windsor, VA
17 Great Deals out of 69 listings starting at $6,875
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Jeep Wrangler Unlimited in Windsor, VA
14 Great Deals out of 51 listings starting at $11,586
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Jeep Compass in Windsor, VA
4 Great Deals out of 34 listings starting at $5,499
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Jeep Gladiator in Windsor, VA
6 Great Deals out of 26 listings starting at $28,500
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Jeep Wrangler in Windsor, VA
6 Great Deals out of 25 listings starting at $7,599
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Jeep Cherokee in Windsor, VA
2 Great Deals out of 24 listings starting at $5,995
Used Jeep by body style
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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.