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Used
Jeep cars
for sale
near
Gloucester, VA
under $100,000
- 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
2018 Jeep Wrangler Unlimited Rubicon
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Features
Reviews
My experience
I took my 2012 Impreza for a diagnostic service and ended up buying a 2023 Crosstrek. Lonnie is an excellent salesperson, perfect for this job: He is courteous, knowledgeable, and very patient. I strongly recommend him. I was impressed with Michaela's service. She answered all my questions about the vehicle and provided information about its functions and features, which helps me optimize my driving experience. Everybody at the dealership is friendly and helpful.
The Dream Jeep
This is the best Jeep Wrangler model ever made. The past YJ, TJ, JK models are great, but this Jeep JL 2018 Wrangler Sahara Automatic V6 is the best one yet. The comfort and modern amenities are top of the line. The 8” infotainment head unit and Alpine sound system is out of this world. The interior fits my family of four and has enough cargo space for a stroller, scooter, Onewheel XR and beach chairs. The exterior needs no introduction with its iconic round headlights and seven slot grill. Followed by a three piece removable top, which I managed to take off and put back on by myself. FYI, don’t try doing this by yourself. My final favorite thing about my Jeep JL is the ability to customize the Jeep with all of the amazing aftermarket parts and pieces. This allows you to take the best looking car on the road and make it your own.






Used
2023 Jeep Grand Cherokee L Limited
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Features
Reviews
Excellent customer service!!!
John was excellent he made buying my Rav 4 as close to painless as you could get! He worked around my busy schedule and got me the best deal possible. I could not be more pleased and would definitely purchase another vehicle from him! You can’t go wrong working with John! Highly recommended!
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.






Vehicle information
Features
Reviews
Great Service
I bought my 2016 Ford Escape in Feb 2019 from Wynne Ford and have had it in for routine maintenance. From the buying process to maintenance, the experience has been very positive. They also repaired the vehicle after I was in an accident. It came back to me looking and running like brand new. Wynn is excellent in repairs and maintenance, and has superb customer service.
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.






Used
2014 Jeep Wrangler Rubicon
Vehicle information
Features
Reviews
Tire pressure monitors .
My BMW 128i had a tire pressure system monitor system give a "system inactive" message. Had all the sensors replaced by the third party tire shop. The problem didn't go away , even though the new sensors radiated the signal just fine. Casey spent a lot of time trying to diagnose why the problem was still there - they didn't charge me anything !! I had tor original BMW sensors installed and the problem was resolved.I thought it was very good of Casey to help me at no charge.
Awesome vehicle
They care overall is great. Fred is fixing any of the little things that we knew about it prior to me taking it!!! Fred added on so much and is putting new tires on and fixing any of the little things!!!!!






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
2019 Jeep Grand Cherokee Limited X
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Features
Reviews
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
2020 Jeep Gladiator Sport S
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Features
Reviews
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
2021 Jeep Wrangler Unlimited 80th Anniversary 4x4
Vehicle information
Features
Reviews
Wonderful Service!
Anne was our internet specialist who followed up with us to set up a test drive. Gene helped us when we got there. Everything was great. The car was exactly what we wanted. They worked with us incredibly.
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
2017 Jeep Cherokee Latitude
Vehicle information
Features
Reviews
I have a red 2017 Jeep Cherokee that I bought used, and I
I have a red 2017 Jeep Cherokee that I bought used, and I love it. I live in the blue ridge mountains of Virginia and this car has been able to deal with everything i've thrown at it. Deep snow, muddy trails, icy roads... You name it. I have the V6 and I can hook up a heavy uHaul trailer and go up and down all the mountains with it. My wife even hit a deer in this car... It obviously had to go to the repair shop, but my wife was safe. The only thing that bothers me a little is that you can't slam on the brakes and throw it in reverse... You need to stop completely, take two seconds and then put it in reverse.






Used
2021 Jeep Wrangler Unlimited Sport
Vehicle information
Features
Reviews
Easiest and best deal ever
Neal and his staff were all great. The car was ready when I got there, quick test drive, sign some papers and out the door in under an hour. Price was really good too. Super clear on what I was paying and made good on everything he said. Seriously, this was the easiest car buying experience of my life.
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!


Used
2022 Jeep Wagoneer Series II 4x4
Vehicle information
Features
Reviews
Customer
Casey Honda Newport News gave me the best car buying experience I have ever had. Joe Bolton in Sales and Darrell in Management were wonderful to work with. This business is honest and gave me a great car deal. Thanks guys, it was a pleasure doing business with you.
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
2024 Jeep Wrangler Sport S
Vehicle information
Features
Reviews
2024 refresh Willy’s edition 2 door soft top , love the
2024 refresh Willy’s edition 2 door soft top , love the refresh, most notably the radio 12.3” upgrade, I’ve owned 5 wranglers in the past starting with the 1988 model , prior to the 2024 I had a 2 door 2011 . Well built , great driving on an off road , amazed at the little turbo motor, smooth, great acceleration and gas mileage, around 20/21 in winter and 23/24 in summer , which I think is great considering the size , shape and 33” tires etc. overall super happy with my jeep , for me the refreshed Willy’s edition is the sweet spot in the line up






Used
2023 Jeep Grand Cherokee L Limited
Vehicle information
Features
Reviews
Yanira
I thank you from the bottom of my heart for the service you provided me and I hope that everyone who comes to the same place with the purpose of buying a new car will help you just like they did to me so that they never change and always continue to be the best of all. Dealer that I have known and we will always recommend them to more people who want to buy a new one, especially family and friends, do not doubt that we will reach you in that same place.
I love my vehicle.
I love my vehicle. It's a 2023 model year Jeep Grand Cherokee L in the Summit Reserve trim with the 5.7 liter HEMI V8 engine. Overall sleek exterior design of the vehicle is nice. As for the interior, it's great! Nice and comfortable interior. Palermo leather seats, massaging front seats and power folding rear seats. Heated/ventilated seats for both the first and second rows. Front passenger infotainment screen, interior camera, night vision camera, ambient lighting and a 19-speaker premium audio system. More importantly is the excellent performance. This V8 engine comes with 357 horsepower and 390 pound feet of torque. It'll go from 0-60 in 6.1 seconds. Very good acceleration for sure. A recommended vehicle for performance, enjoying features, hauling passengers and carrying big loads when seats are folded. 👍👍






Used
2024 Jeep Grand Cherokee 4xe Base
Vehicle information
Features
Reviews
It is a GOOD Jeep and I LOVE everything about it the
It is a GOOD Jeep and I LOVE everything about it the color and EVERYTHING it have in it and the drive and the performance






Used
2025 Jeep Grand Cherokee Laredo
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Features
Reviews
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
Vehicle information
Features
Reviews
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
2017 Jeep Compass Sport
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Features
Reviews
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 Grand Cherokee Laredo
Vehicle information
Features
Reviews
The best car buying experience ever.
The best car buying experience ever. Most high praises to Jalen and Malcom For all of their help. I traded in my 2018 Kia forte and walked away literally with a 2024 Nissan Sentra. This experience Was so relaxing it wasn’t chaotic. Everything was explained in detail. Shout out to Adam as well. The business manager, who is also wonderful at explaining everything. CaseyChevrolet will always have my business
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
2020 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Gave A Veteran/Single Mother Back Her Dignity
I had a bad couple of years. 2018 being the worst. I filed bankruptcy, lost my home, was in a job so stressful that it was killing me literally. In 2019 I decided to take control of my life and try to get out of my hole. Anyway, I needed a vehicle and threw my info out there to dealerships who handle people in my case. Hall was the only company consistent but not in an annoying way. They made an appointment for me and I met with Mr. Henry Bly. At first I was apprehensive about meeting with a salesman because I don’t like the “show” they put on to sell you something. But once I sat down with him, he made me feel human. He was real and let me know that I’m doing good and we will get my situation better within a year. He got me into a car that wasn’t the base model to give me some dignity. He made me feel like I once felt before and that’s a person who had great credit and was in a great place in her life. He then handed me over to the finance guy, Mr Chris Sherrod who was also amazing. I’m thankful for this experience and no longer fear dealerships and being suckered. I’m able to hold my head high and feel good again.
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
2019 Jeep Grand Cherokee Limited X
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.
*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 $100,000 by city
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Jeep under $100,000 in Gloucester, VA
12 Great Deals out of 91 listings starting at $5,499
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Jeep under $100,000 in Gloucester Courthouse, VA
12 Great Deals out of 91 listings starting at $5,499
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Jeep under $100,000 in Gloucester Point, VA
22 Great Deals out of 129 listings starting at $4,999
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Jeep under $100,000 in Mathews, VA
12 Great Deals out of 91 listings starting at $5,499
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Jeep under $100,000 in Saluda, VA
7 Great Deals out of 32 listings starting at $5,995
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Jeep under $100,000 in Williamsburg, VA
12 Great Deals out of 94 listings starting at $5,499
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Jeep under $100,000 in Deltaville, VA
6 Great Deals out of 25 listings starting at $6,875
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Jeep under $100,000 in West Point, VA
10 Great Deals out of 38 listings starting at $5,995
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Jeep under $100,000 in Newport News, VA
49 Great Deals out of 304 listings starting at $3,499
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Jeep under $100,000 in Poquoson, VA
55 Great Deals out of 332 listings starting at $2,999
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Jeep under $100,000 in Bethel Manor, VA
55 Great Deals out of 332 listings starting at $2,999
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Jeep under $100,000 in Rushmere, VA
31 Great Deals out of 177 listings starting at $3,499
Jeep under $100,000 in Gloucester, VA by model
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Jeep Grand Cherokee under $100,000 in Gloucester, VA
3 Great Deals out of 22 listings starting at $6,875
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