Save your search and get notified when new inventory arrives.
Contact seller
Customize your budget
*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.
About your privacy: Cars.com is asking for your ZIP and credit rating because it helps us to make an educated guess at your sales tax and loan interest. These two factors can greatly change your monthly payment.
Used
Jeep cars
for sale
near
Hamilton, VA
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 Jeep Grand Cherokee High Altitude
Vehicle information
Features
Reviews
I had a wonderful experience with Caleb Polen, both
I had a wonderful experience with Caleb Polen, both trading in my vehicle and purchasing the new one. I would highly recommend Leesburg Buick GMC and Caleb.
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.






Vehicle information
Features
Reviews
I have owned our Jeep from Day 1!
I have owned our Jeep from Day 1! Only had 1 issue the Jeep, had to replace the cross arm! Utter than that, change the oil, keep up with the maintenance, replacing wore out parts, as need. Our Little Green Jeep has been our work horse. We drive it every day, for shopping needs & what nots, because it is easier to park, zip thru traffic & we don`t worry about wee little door dings from the idiot parked next to me!!!! Our Jeep has over 135,000 miles on Her. Her mileage per/gallon has gone down from ah constant 18mpg to ah 13 to 15mpg as the miles started piling On! Absolutely No Regrets in buying our little Green Jeep...






Used
2017 Jeep Grand Cherokee Limited
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
2008 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
The best in the area and good prices.
The best in the area and good prices... a happy customer, I recommend them. Excellent service from Sergio and Michael.
Enjoying my keep
This is the first keep I have owned. So far I am not disappointed. Performance and comfort is good. Perfect for my pup and I.






Used
2012 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
The 2012 Gran Cherokee Overland has been my car for over
The 2012 Gran Cherokee Overland has been my car for over 12 years. I’ve enjoyed every minute of driving it. Have made several road trips with it and never a complaint. It’s plush with features and luxury items. Love the looks, love the ride, love the comfort and love the low cost of ownership. Jeep lives up to its name and fame.






Used
2020 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Jimmy at Carmart.
Jimmy at Carmart. was absolutely terrific. Out of the dozens of times I have bought a car from anyone this was the most smoothest ever one that I felt no unease about. Jimmy took care of a problem after the sale with no hassles even picked up and delivered my wife while his crew worked on the car. By far the best dealership I have ever worked with. If you’re looking for an honest dealership that you don’t feel will cheat you this is the one.
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
2018 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
Great Customer Service-Integrity minded!
We bought a car with Julio 2 weeks ago and couldn’t be happier. Sales staff was friendly, knowledgeable and professional. We happened to buy a car that they had just received and had not been looked at yet by their mechanic. On our way home from buying the car, a warning light came on so we called Julio. Without any hesitation he told us to bring the car straight back the dealership . The following Monday the mechanic inspected the car and found it was simply due for its regular maintenance. He performed the maintenance and the car runs superbly. We couldn't be happier with our choice to purchase from MotorWorld.... they truly stand behind their cars and their promises!
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
2008 Jeep Wrangler Unlimited X
Vehicle information
Features
Reviews
Best vehicle we’ve owned
None better, our wrangler has been the most reliable, dependable, and durable vehicle we’ve possessed in nearly 25 years. Beep, beep...we love JEEP Cherokee, Patriot and Wrangler






Used
2021 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
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
2019 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Very happy with the staff.
Very happy with the staff. They were straightforward, honest, and my car buying experience was hassle free. My sales rep quoted me an upfront price and communicated all additional fees as well. I was given a fair amount for my trade.
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
2019 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
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
2015 Jeep Grand Cherokee SRT
Vehicle information
Features
Reviews
Great service
employees are very professional. they dose great service and very fast processing. i rely enjoy shopping from them.
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
2020 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
Nelson is the most wonderful salesman’s great work great
Nelson is the most wonderful salesman’s great work great dealership everyone so nice this is our 5th car with them !!
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
2021 Jeep Wrangler Willys
Vehicle information
Features
Reviews
Excellent service and communication by advisor Scott
Excellent service and communication by advisor Scott Swihart. He took the time to answer my questions in detail.
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






Vehicle information
Features
Reviews
I bought my Ridgeline from out of town with Tim O’Barr
I bought my Ridgeline from out of town with Tim O’Barr out of Winchester office and the experience was exceptional. From the first call back after contact online, to the trust I gave to complete the transaction to delivery of my Honda exactly as described was first rate. I can’t say enough good things about Tim and the team!
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
2024 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
Dayana help with getting my car .
Dayana help with getting my car . Great place to buy a car. Thank you for the help
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
2022 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
Great job
Steve was great with my Tacoma definitely go see him for you new car, he’s very knowledgeable.and helpful the whole staff and financial group was great
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
2014 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
We were looking for a car for our grandson and I
We were looking for a car for our grandson and I remembered that a guy tgat I used to work with worked at the Winchester location. I called Philip Cook and ask when we could come by to see what they had. He told me for us to check out their inventory and let him know when we were stopping by. Philip Cook and AJ McDaniel both were absolutely amazing with making sure we were happy. Philip called the next day as a follow up to make sure that we loved the car! Thanks to Philip our grandson is very happy with his purchase and we will be sending all of our friends to see Philip at Honeycar!! Thanks so much and Merry Christmas
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 Grand Cherokee Limited X
Vehicle information
Features
Reviews
This is my 2nd Jeep Grand Cherokee (previous one was a
This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!






Used
2024 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Very professional and welcoming sales staff, especially
Very professional and welcoming sales staff, especially Maren, which is who I worked with. Not at all pushy, and was respectful of my wishes in a car and didn't try to sell me something I wasn't interested in. Finance department was very helpful and personable. The entire experience from start to finish was warm and welcoming. I felt appreciated and respected.
My husband and I love our Grand Jeep Cherokee we
My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.
*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
- Used Jeep for sale under $7,000
- Used Jeep for sale under $8,000
- Used Jeep for sale under $9,000
- Used Jeep for sale under $10,000
- Used Jeep for sale under $15,000
- Used Jeep for sale under $20,000
- Used Jeep for sale under $25,000
- Used Jeep for sale under $30,000
- Used Jeep for sale under $40,000
- Used Jeep for sale under $50,000
- Used Jeep for sale under $100,000
Jeep under $50,000 by city
-
Jeep under $50,000 in Hamilton, VA
188 Great Deals out of 735 listings starting at $3,650
-
Jeep under $50,000 in Purcellville, VA
175 Great Deals out of 683 listings starting at $3,650
-
Jeep under $50,000 in Round Hill, VA
126 Great Deals out of 501 listings starting at $3,650
-
Jeep under $50,000 in Leesburg, VA
185 Great Deals out of 743 listings starting at $3,650
-
Jeep under $50,000 in Shannondale, WV
113 Great Deals out of 419 listings starting at $3,999
-
Jeep under $50,000 in Lovettsville, VA
107 Great Deals out of 428 listings starting at $3,999
-
Jeep under $50,000 in Belmont, VA
220 Great Deals out of 856 listings starting at $3,650
-
Jeep under $50,000 in Lansdowne, VA
218 Great Deals out of 854 listings starting at $3,650
-
Jeep under $50,000 in Shenandoah Retreat, VA
93 Great Deals out of 352 listings starting at $3,650
-
Jeep under $50,000 in Broadlands, VA
226 Great Deals out of 876 listings starting at $1,450
-
Jeep under $50,000 in Middleburg, VA
159 Great Deals out of 590 listings starting at $3,650
-
Jeep under $50,000 in Point of Rocks, MD
141 Great Deals out of 535 listings starting at $3,650
Jeep under $50,000 in Hamilton, VA by model
-
Jeep Grand Cherokee under $50,000 in Hamilton, VA
40 Great Deals out of 155 listings starting at $5,790
-
Jeep Wrangler Unlimited under $50,000 in Hamilton, VA
22 Great Deals out of 139 listings starting at $9,995
-
Jeep Wrangler under $50,000 in Hamilton, VA
20 Great Deals out of 82 listings starting at $3,650
-
Jeep Compass under $50,000 in Hamilton, VA
18 Great Deals out of 77 listings starting at $5,300
-
Jeep Grand Cherokee L under $50,000 in Hamilton, VA
24 Great Deals out of 71 listings starting at $23,790
-
Jeep Cherokee under $50,000 in Hamilton, VA
9 Great Deals out of 58 listings starting at $4,995
-
Jeep Gladiator under $50,000 in Hamilton, VA
10 Great Deals out of 47 listings starting at $20,481
-
Jeep Renegade under $50,000 in Hamilton, VA
10 Great Deals out of 29 listings starting at $7,500
- ${price_badge()}
- ${ami_badge()}
- ${battery_badge()}${ev_report_link()}
- ${hot_car_badge()}
- ${award_badge()}
- ${cpo_badge()}
${price_badge_description}
${ami_badge_description}
The EV Battery Rating is based on this vehicle's current expected range relative to the vehicles expected range when new. ${battery_badge_text}
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.
${award_blurb}
${award_two_blurb}