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Used
Jeep cars
for sale
near
Chester, VA
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
2023 Jeep Wrangler Rubicon
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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 Wrangler Sport S
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Bought a car
My second time buying a car at this dealership. Great experience
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
2015 Jeep Grand Cherokee Overland
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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
2019 Jeep Grand Cherokee Laredo
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Bought a car
Tony was an awesome sales person could answer all my questions
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
2018 Jeep Grand Cherokee Laredo
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A Great Job!
A very simple straight forward process. The entire team from start to finish was well organized, experienced and very cordial. They have refined the entire process from start to finish and kept it simple and streamlined. I couldn't be happier!
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
2018 Jeep Grand Cherokee Limited
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Reviews
Brandon was very helpful with our car buying experience.
Brandon was very helpful with our car buying experience. He was incredibly personable and answered all of our questions. We enjoyed working with him and making our purchase.
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
2023 Jeep Wrangler Unlimited Sahara
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Reviews
Great Experience!
We worked with Lloyd at this location, and he was knowledgeable, and extremely helpful with us in choosing and later purchasing our vehicle. He explained all of the other services (leather upgrade, warranty, gap coverage, etc), and we are please with our purchase. The facilities were in great shape, and I would highly recommend anyone looking to purchase their next car from this location!
Thank you, Imperial Jeep
Thank you, Imperial Jeep and Hany Arian, for the recent great car buying experience; I got a Jeep Wrangler which was very competitively priced, and I got a very fair price for my trade-in. Also, thanks to Sales Manager Bob Baillargeon for supporting and developing significant car-buying solutions. Hany went above and beyond to ensure we were satisfied with the car-buying experience and wrapped the paperwork seamlessly. I recommend this car dealership. A big thank you to Bob and Hany!
Used
2021 Jeep Grand Cherokee Laredo
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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 Grand Cherokee Limited
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Reason Why you should shop at Carmax
My experience at this dealership wasn’t too bad, if you have patience for the people there An the staff you should be good. I got there at 1:30pm an since I didn’t schedule I had to wait but it was only for like 15mins or so till I saw a sale rep. 1:50pm they called me to talk to a sales rep, got my 13 Honda Civic appraised, waited 25mins for them to approved it, then went to the lot picked out my car I wanted. 20mins went back we talked numbers An gave them my down payment An was out in like 45mins after signing an them washing n vacuuming your car, you have the keys An you out the door!! I definitely recommend Marlo if you ever go to this car max. It goes by pretty quick in my opinion, don’t let this other reviews discourage you.
What a great look.
What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.
Used
2023 Jeep Grand Cherokee Altitude
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Reviews
Best Place to go
I have bought new and used from this location, best people to interact with, service is great for oil changes and everything too. I cant say enough about how great they are.
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
2018 Jeep Wrangler Sport S
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Reviews
Jeep passing jobs have been corroding at welds & hinges
Jeep passing jobs have been corroding at welds & hinges due to 2 diff. Metals built together. Issue for 15+ years!, recalled opens need to be addressed, my 3 rd wrangler and loved it! Great freedom ride, sport driven, outdoorsy attitude, love Jeep Wrangler the makers need to fix this cheap paint job causing our jeeps to rust prematurely!
Used
2023 Jeep Grand Cherokee Limited
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Reviews
Professional and genuine
My husband and I saw the car we had spent weeks looking for in their online inventory, but we were over 10 hours away by car. We were concerned that someone else would grab it before we got there, as had already happened to us several times. They were courteous enough to hold it for us until we got there the next morning, and they gave us a fair deal for both our trade-in and our purchase without a bunch of haggling or pressure. After having communicated with lots of dealerships in the prior weeks, the staff at Safford Brown distinguished themselves from our first conversation. Hector and Eric were both courteous and professional without being stiff. We got the car we wanted with minimal fuss, and that's a big deal, considering how exhausting our search had been.
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.
Certified
2023 Jeep Wrangler SPORT
Vehicle information
Reviews
I would like to first thank Mr.
I would like to first thank Mr. Marlon Nichols who met me with professionalism and also answered everyone of my questions in reference to an electronic vehicle. I initially came there looking for a VW Tiguan. It wasn't available so I was introduced to 2025 Ford Mustang Mach E. I test drove it and was yet not convinced. I took a day after consultation with my wife prayer and sleep. I came back and Mr. Nichols came through on his promise for guaranteed financing at a low rate. I am very thankful for Marlon the Finance Mgr and GM. Very good job. Thank you.
Happy
Bought a ‘23 Wrangler 4 cylinder with High Altitude package, upsized my tires to 275/70-17. Rides great, and getting 23 mpg Highway. Very happy with my purchase.
Used
2021 Jeep Grand Cherokee Laredo
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Kareem was excellent help!
Kareem was excellent help! Would recommend this place to anyone, was very happy with the Honda Odyssey I purchased!
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 Laredo
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Our family had a wonderful experience.
Our family had a wonderful experience. We were contacted by the dealership after we had shown interest in a car. We negotiated the price online. We came in, purchased the vehicle without any drama, problems or surprises. They honored their price quote. Will do business with them again
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
2020 Jeep Grand Cherokee Trailhawk
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The George Bailey's of It's a Wonderful Life
GQ and Denise made experience awesome, never felt overwhelmed or put in an awkward position. From initial contact to the finalization of what I thought could only be a dream purchase, I received answers to all questions and felt like I had not only purchased a vehicle but made great friends. They were welcoming, knowledgable, friendly and have adapted and project true customer service. If you want the "REAL DEAL" this is the place to go. Again, GQ and Denise were absolutely the best. Many years ago there was a movie called It's a Wonderful Life with the infamous character "George Bailey", for those of us who know of the movie I must say that if you are afforded the opportunity to purchase anew or used vehicle and you have any worries or concerns go to Hyman because they represent the "Its a wonderful Life" and GQ is definitely the George Bailey. Just a great 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
2015 Jeep Grand Cherokee Limited
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Top Notch Service
I would love to thank the crew here at five star car & truck. They went up and beyond to help me get into one of their top notch vehicles on the lot. I really felt like family here and I would recommend anyone looking for a vehicle to contact them and see what they can do to help you like they did with me.
very dependable
I already owned this vehicle when I took it in for service. But. I love the vehicle. I haven't had any major problems with my Jeep Summit
Used
2016 Jeep Grand Cherokee Laredo
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Go see Shane!
Go see Shane!!! He was extremely helpful and professional 👏 👌 😀 . He was super nice everytime i was there even after the purchase of my vehicle. Very knowledgeable and nice guy!
My dream car since a teenager was a grand Cherokee and
My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.
Used
2019 Jeep Grand Cherokee Limited
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We love our new Jeep
This is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.
Used
2021 Jeep Wrangler Willys
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Reviews
Customer service
Always great customer service. Prompt and friendly. Jordan and Jenny. Mike the service manager us always a pleasure to work with. Very knowledgeable and willing to help.
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
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 $6,271.
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 4273 great deals out of 14836 listings starting at $204.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Highland Springs, VA with 62 great deals out of 203 listings starting at $3,299.
*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 Chester, VA
61 Great Deals out of 202 listings starting at $3,299
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Jeep under $40,000 in Bellwood, VA
61 Great Deals out of 202 listings starting at $3,299
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Jeep under $40,000 in Meadowbrook, VA
61 Great Deals out of 202 listings starting at $3,299
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Jeep under $40,000 in Colonial Heights, VA
52 Great Deals out of 179 listings starting at $3,299
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Jeep under $40,000 in Bensley, VA
61 Great Deals out of 202 listings starting at $3,299
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Jeep under $40,000 in Enon, VA
61 Great Deals out of 202 listings starting at $3,299
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Jeep under $40,000 in Ettrick, VA
52 Great Deals out of 179 listings starting at $3,299
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Jeep under $40,000 in Hopewell, VA
51 Great Deals out of 174 listings starting at $3,299
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Jeep under $40,000 in Matoaca, VA
51 Great Deals out of 174 listings starting at $3,299
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Jeep under $40,000 in Fort Lee, VA
47 Great Deals out of 145 listings starting at $3,299
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Jeep under $40,000 in Petersburg, VA
43 Great Deals out of 135 listings starting at $3,299
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Jeep under $40,000 in Rockwood, VA
61 Great Deals out of 202 listings starting at $3,299
Jeep under $40,000 in Chester, VA by model
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Jeep Grand Cherokee under $40,000 in Chester, VA
8 Great Deals out of 41 listings starting at $7,795
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Jeep Compass under $40,000 in Chester, VA
8 Great Deals out of 24 listings starting at $6,999
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Jeep Wrangler under $40,000 in Chester, VA
1 Great Deal out of 23 listings starting at $9,900
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Jeep Grand Cherokee L under $40,000 in Chester, VA
8 Great Deals out of 20 listings starting at $26,450
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