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Used
Jeep cars
for sale
near
Windsor, 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
2001 Jeep Grand Cherokee Laredo 4WD
Used
2024 Jeep Grand Cherokee L Limited
Jeep Certified
2022 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.
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
2021 Jeep Wrangler Willys
Vehicle information
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Reviews
Vehicle purchase
Cinna was a great help with clear communication and follow through. She was able to assist even over the weekend and even brought the vehicle to me.
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
Used
2025 Jeep Grand Cherokee Limited
Vehicle information
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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.
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
2017 Jeep Grand Cherokee Laredo
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Reviews
Very professional, they handled everything very well.
Very professional, they handled everything very well. Would use them again if I needed to.
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
2024 Jeep Wrangler Sahara
Vehicle information
Features
Reviews
Great service.
Great service. Keyshawn Brown was awesome. Thank you again for all your hard work. Thank u again.
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
2023 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
The new manager of the used car sales is off the chart
The new manager of the used car sales is off the chart awesome. Helped me out with all phases of my purchase. His personality will make us a long time customer.
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.
Certified
2020 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Used car purchase
Salespeople we?re courteous and friendly. I have several vehicles from this dealership in the past.
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 Altitude
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Reviews
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
2022 Jeep Wrangler Unlimited Rubicon
Vehicle information
Features
Reviews
Read the Owners Manual, Often.
Visibility and size are what I need. 4WD, clearance for snow. Rather tight interior, not suitable for more than two. Auto Park is very confusing. Not auto parallel Park. Car will stop while backing out of parking space, won't move if a somewhat complex procedure is not followed.
Used
2022 Jeep Grand Cherokee Laredo
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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.
2022 Grand Cherokee Overland. great car.
2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.
Used
2016 Jeep Wrangler Sahara
Vehicle information
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Reviews
Great dealership and smooth easy experience!
Great dealership and smooth easy experience! Would go back here again to purchase another car.
great with oil leak
Great vehicle. mine is a soft top and the noise was expected Have to be aware of oil leak at the oil cooler. Chrysler uses a plastic material that over time will warp and not seal. The after market ones are aluminum and since you have to remove to of intake, the coils and spark plugs are accessible as well on the drivers side. Other than that it is awesome
Used
2019 Jeep Grand Cherokee Limited X
Vehicle information
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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
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 E
Vehicle information
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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.
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
2021 Jeep Grand Cherokee Laredo E
Vehicle information
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Reviews
Everything was great.
Everything was great. They were very responsive, and easy to deal with. I'm very happy with my Purchase.
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 Altitude X
Vehicle information
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Reviews
Nice hellcat red eye jeep Chrysler ram good drive
Nice hellcat red eye jeep Chrysler ram good drive suspension engine and supercharger. Great exhaust 6 seconds on track and review 5 star safety rating
Used
2024 Jeep Grand Cherokee Summit
Vehicle information
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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
Certified
2021 Jeep Grand Cherokee LIMITED
Vehicle information
Reviews
Bought a new 2025 Ford Explorer from Cavalier Ford
Bought a new 2025 Ford Explorer from Cavalier Ford yesterday and hands down this was the smoothest experience buying a vehicle. Georgy’s attention to detail from beginning to end was phenomenal. I highly recommend you see him first if buying a vehicle is in your future!!
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 !
Certified
2018 Jeep Grand Cherokee LAREDO
Vehicle information
Reviews
Sales person
Randy Bailey was our salesperson. He was very knowledgeable and easy to work with. Buying a used car can be a difficult process. Randy was very helpful during the entire process.
Purchased brand new after totalling out my Santa Fe XL.
Purchased brand new after totalling out my Santa Fe XL. This has by far been one of the best vehicles I've owned. For as large as it is, its incredibly fuel efficient yet has plenty of power to tow my parents fish/ski boat. My only complaints are the factory Michelin's were trash in Minnesota and the interior "Cargo" area is significantly smaller than my previous Santa Fe's, but thats more of a personal opinion versus any design flaw. Ironically quite a few of my coworkers have JGC's as well and almost all of them have over 200k on them, I'm still at 65k. Not sure why they have a bad reputation in the auto world, but I'm certainly glad pleased with my choice, even 6 years later!
Used
2017 Jeep Wrangler Sport
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Reviews
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
2018 Jeep Grand Cherokee Trailhawk
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Reviews
Jeep Cheerokee
So I got a Jeep from The Chrysler,Dodge, Jeep dealership in Deland. Jean was my salesman and he was great! Got me the vehicle I wanted for a great price! I’m very satisfied with my overall experience. 👍🏾
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 $6,273.
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 4332 great deals out of 14805 listings starting at $1,000.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Carrollton, VA with 122 great deals out of 417 listings starting at $3,995.
*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
-
Jeep under $100,000 in Suffolk, VA
96 Great Deals out of 298 listings starting at $3,995
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Jeep under $100,000 in Camptown, VA
28 Great Deals out of 67 listings starting at $5,610
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Jeep under $100,000 in Benns Church, VA
118 Great Deals out of 409 listings starting at $3,995
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Jeep under $100,000 in Smithfield, VA
113 Great Deals out of 394 listings starting at $3,995
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Jeep under $100,000 in Franklin, VA
16 Great Deals out of 38 listings starting at $7,390
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Jeep under $100,000 in Carrollton, VA
122 Great Deals out of 417 listings starting at $3,995
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Jeep under $100,000 in Courtland, VA
16 Great Deals out of 41 listings starting at $7,390
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Jeep under $100,000 in Rushmere, VA
69 Great Deals out of 224 listings starting at $5,499
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Jeep under $100,000 in Portsmouth, VA
117 Great Deals out of 391 listings starting at $3,995
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Jeep under $100,000 in Newport News, VA
106 Great Deals out of 371 listings starting at $3,995
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Jeep under $100,000 in Waverly, VA
8 Great Deals out of 37 listings starting at $5,995
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Jeep under $100,000 in Chesapeake, VA
109 Great Deals out of 337 listings starting at $3,995
Jeep under $100,000 in Windsor, VA by model
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Jeep Grand Cherokee under $100,000 in Windsor, VA
18 Great Deals out of 75 listings starting at $6,000
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Jeep Wrangler Unlimited under $100,000 in Windsor, VA
15 Great Deals out of 49 listings starting at $10,995
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Jeep Compass under $100,000 in Windsor, VA
12 Great Deals out of 35 listings starting at $5,499
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Jeep Gladiator under $100,000 in Windsor, VA
3 Great Deals out of 31 listings starting at $26,900
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Jeep Grand Cherokee L under $100,000 in Windsor, VA
13 Great Deals out of 26 listings starting at $26,448
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Jeep Wrangler under $100,000 in Windsor, VA
6 Great Deals out of 26 listings starting at $6,999
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Jeep Cherokee under $100,000 in Windsor, VA
8 Great Deals out of 25 listings starting at $6,499
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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.
