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
Middletown, VA
under $899,990
- 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
2015 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Great Dealership
Just bought my second used vehicle from Marlow and couldn’t be more pleased with the experience! Would recommend them highly for sales and service needs.
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 Laredo X
Vehicle information
Features
Reviews
Made an appointment earlier this week, great visit with
Made an appointment earlier this week, great visit with Chris got the price we wanted to sell out usedVW. Today I I tried to call and make an appointment to bring the car back and complete the deal. I found no way on line or getting through to a live person to set up an appointment. If I had you woud get an easy 5 star rating.
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
2007 Jeep Wrangler Sport
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.
Used
2011 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
I love going to Winchester Mitsubishi.
I love going to Winchester Mitsubishi. Its always a great time with the staff and a very friendly environment.
Bought one for my son for college.
Bought one for my son for college. Had 108K, now as 190K. Can't complaint. Safe, reliable and very comfortable. Did have to replace the oil cooler assembly, but that's a given on a 3.6. Other than that, tires, brake pads, the usual. It's been a winner.
Certified
2024 Jeep Grand Cherokee 4xe Base
Vehicle information
Features
Reviews
Ford Fi50 4WD differential grease change.
I was told the service would only take a day. I gave the service person a cell Ph number to use as I was staying in town until it was ready. The person taking the info left the cell ph # and the 4Wd off of the paper work. Apparantly this was a new hire due to the Pandemic.
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
Certified
2024 Jeep Grand Cherokee 4xe Base
Vehicle information
Features
Reviews
I wanted a vehicle with more leg move for the pe.
Mr.Reed showed me excellent customer service, He got me into the vehicle that i wanted with no money down and aproved.for financing,Thank you so much, great job well done.Everyone was great help.
Used
2022 Jeep Wrangler Sport
Vehicle information
Features
Reviews
Very satisfied with the vehicle Was all that was
Very satisfied with the vehicle Was all that was advertised And the dealership is very knowledgeable and courteous Very pleased Thanks
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
2024 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Straightforward pricing, great deals, and easy buying
Straightforward pricing, great deals, and easy buying process. Would recommend them. I drove 4 hours because the deal was so good.
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
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Excellent Experience
Dalton Hartle was exceptional from the beginning to the end! Highly recommend him. :) He treated my family and I like he knew us forever! Best car buying experience I've ever had.
MOST importantly it is a JEEP.
MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!
Used
2023 Jeep Grand Cherokee 4xe Base
Vehicle information
Features
Reviews
Katie
Oil change and tire rotation , no hassle and friendly service
Will I be a Jeep convert due to the 4xe? Maybe?!
Two weeks ownership impressions, this Jeep is quite impressive. I've never been a Jeep person. Long time Dodge Charger owner in the sports car world. Cross shopping the Mustang Mach-e, the Grand Cherokee 4xe really got my attention. It's got that "in town" all electric distance, but you have the turbo gas engine for range and flexibility. The interior is not quite oppulent luxury, but it is VERY nice inside. Levels above what typical Jeep interiors and technology have been. It's very well put together with nice materials, and even some nice plastics. The one huge strike is the choice of so much center piano black. This material has to die. UConnect 5 is my absolute favorite. It works extremely well. The TomTom Nav is kinda weak. It only works best when you input the exact address. Combined electric and gas performance is impressive! This big SUV launches off the line when asked to. Electric use is pretty good for a big vehicle, at about 26mi. Which has been perfect for local driving when I'm off the highway. My combined MPG with gas/electric has been 25mpg, on Regular fuel. Which is a huge step up from the old Charger, yet I have all this cargo room. In the recent snow storms, this GC has been a snow BEAST. Very stable, and the stock Bridgestone tires have been acceptable in their snow performance. A few negatives; the dealer helped fixed a squeaky front panel right away. And they updated my UConnect system, where the screen was flashing black. After those fixes, the GC 4xe has been flawless. The engine is a bit noisy at higher rpms, but I don't mind it too much getting to use its performance. I've been Level 1 charging overnight at home, which has been adequate, taking about 14-15hrs for a full charge. That usually gets 2-3 local errand/to highway trips before it runs out. Then I charge again for the next day. When the battery is "dead" there's enough reserve to operate like a Prius hybrid, to help keep fuel efficiency up while in gas mode. Overall very happy! It's a lease to hedge my bets on this new tech, hopefully it keeps going well! I might be a Jeep convert!
Used
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Always go to Pilson auto, we always use the same
Always go to Pilson auto, we always use the same salesman. Always have a good experience! The salesman always answers calls and texts even if he is not at work! Everyone there has always been extremely friendly and helpful!
Used
2022 Jeep Cherokee Trailhawk
Vehicle information
Features
Reviews
Malloy Chevrolet Service
Great people did oil change and tire rotation, and brake fluid change. Comfortable waiting area. Good turn around on service. My favorite place for auto maintenance.
Still A Jeep Girl...BUT
I love my Cherokee overall. This is my 3rd one. Sadly I've noticed the quality slipping. Jeep no longer provides a spare tire - WHAT? The floor mats are now of lesser quality and no longer have the Jeep emblem embroidered on them. The transmission is still a little iffy but not as bad as my '15. The tail lights fill with condensation but the dealership tells me it is normal to do so - WHAT? Additionally you're never gonna be able to find a V6 anymore. I had to go down a year to a '22 in order to get one. They are pushing EVs and Hybrids. All this being said I'm still Jeep girl and still love my Cherokee.
Used
2025 Jeep Grand Cherokee L Limited
Vehicle information
Features
Reviews
Was a bit nervous that this vehicle would not be big
Was a bit nervous that this vehicle would not be big enough for our family, but it has worked perfectly…plenty of room for all of us and our dog!
Used
2016 Jeep Renegade Limited
Vehicle information
Features
Reviews
Oreo was great amazing service he was very descriptive
Oreo was great amazing service he was very descriptive didn’t rush anything and helped smooth everything over.
‘15 latitude and wife’s ‘16 75th year edition!!
I’ve had my ‘15 latitude, for a year. T-bones a car, last week, and they crumple like a beer can… In other words: had my wife get a ‘16 75th edition TODAY!! Yes, ramen diet, for a few years, + her “special edition” doesn’t have heated seats, or a heated wheel 😖 My latitude does!! I wouldn’t look at different 💯
Vehicle information
Features
Reviews
Wow!
Wow! This was the best experience in purchasing a vehicle my husband and I have ever had! I bought my first new car in 1977 if that tells you how long I have been buying cars! Matt was so fantastic! He never pressured us, he listened to us, he had all the answers to our questions, he was a master at quality customer service! The whole team at Honey Cars in Winchester were so kind and considerate! They know what they are doing, and Matt gave us such confidence. We have never had anyone treat us so wonderfully! I am recommending Matt and Honey Cars to EVERYONE! There are three of us at work that have Honey Cars! I just cannot find all the words that will express how pleased we are with Matt! People like this do not come along that often.
Lots of fun
Bought my used 2 door at about a year old, with 17,000 miles. Had a couple issues initially: passenger seat got stuck, and airbag light was on. But once I had those fixed, the car has been completely reliable. And I found out that the 2 problems were related. So really it was only 1 problem. The stuck seat has impacted the air bag sensor or something. Loads of fun driving this thing through the snow. 1 foot, 2 feet. Fluffy, or packed by the snow plow. It didn’t matter. Shift it into 4wd and point it where you want it to go. It just went over all of it, and without any drama. Nice and slow. No need for momentum. It just went right through the snow . Can’t wait to take it off road with some friends. As for everyday driving, I love it. You just have to know what you’re getting into. It’s not designed to be a comfortable or sporty car. It’s loud, rather uncomfortable on the bumps, the 2 liter engine sounds like a dish washer, etc. But, those are also all the quirks I love about it. It’s not pretending to be something it’s not. I would’ve gotten the manual roll down windows if I had the choice. It’s just the opposite of my other car, a Macan turbo. It’s just a good old fashioned, honest vehicle. The engine and transmission combo make for a pretty quick team. I’d say 0-60 in about 6 seconds. That’s pretty xxxx quick for a 4000 pound truck designed to go off road. Rarely do I push it that fast of course. I like to drive nice and slow in this car. This is my car to go slow and smell all the roses. I love it. I’m averaging just under 20 mpg driving mostly in NYC. Not bad. Best mpg I’ve had from all my suvs. The hardtop only takes 10 minutes to take off. But it’s still a pain in the xxx. It’s definitely a 2 person job. And then there the issue of where to store this big thing. It’s not like NYC houses have big garages. We’ll see how often I take it off once the summer comes around.
Used
2021 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
Fantastic people, great honest salesman in Jason!
Fantastic people, great honest salesman in Jason! Great deal, not afraid to let me see Carfax. They take care of their cars. They really care about their customers. Jason was the best.
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
2021 Jeep Grand Cherokee Limited X
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!
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
2024 Jeep Compass Limited
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
Quality car at affordable price.
We purchased a 2024 Jeep Compass Limited Elite. This vehicle has far surpassed our expectations for comfort, handling, road noise and quality. There is very little road noise we hear inside the vehicle, and this allows us to keep the radio turned down to a comfortable level. Handling is exceptional and very responsive. The driver safety features of lane guidance, adaptive cruise control (my favorite) and 360-degree backup camera are now features we will not go without after experiencing first hand performance. Thank you Jeep and Jeff Belzer CDJR of New Prague, MN
Certified
2023 Jeep Compass Trailhawk
Vehicle information
Features
Reviews
Mrs Heather E. Willingham
Service Department Staffing could be a lot better , very hectic , and busy & loud , we?ve always been happy having our cars serviced here , but there really needs to be someone available to go out to the car , so I can show them exactly what the issue is ( not to receive a phone call later that day to say they can?t duplicate the problem that I brought it in for , ) other than that , they do a fine job of performing the work correctly the first time, ( and again it depends on part availability) but other than that everything else is good
My wife and I bought a 23' Jeep Compass Limited with 15K
My wife and I bought a 23' Jeep Compass Limited with 15K miles. We were looking for something small but also a vehicle that could offer 4x4. My initial impression of it at the dealership was that it has an awesome exterior paint color (granite crystal) and black wheels to compliment it. The car drives great on the highway and city. It's a very comfortable ride and the car can turn on a dime! I am currently averaging 30 mpg while commuting to work each day. I have noticed the car will sometimes have difficulty up shifting. As long as I apply more gas it eventually gets over it. Not a big deal for me as my last vehicle would do the same thing. The rear view camera is nice on the Compass, however it is completely useless at night. Overall we are very happy with our purchase.
Used
2022 Jeep Wrangler Unlimited Sahara
Vehicle information
Features
Reviews
Review Chevrolet
Terry & Brandon were great to work with!!! Will buy all my cars from Chevrolet
The Sahara high altitude with the sky one touch roof is
The Sahara high altitude with the sky one touch roof is awesome. The one touch opens or closed in 15 seconds. This is a game changer as we do not hesitate to open the roof in all different weather conditions. Reason is if bad weather or hot weather gets us we can have the roof closed in little time. The ride is very smooth. Noise is low at highway speeds. Overall, we really all the accessories and sound system. Definitely, recommend.
*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 $899,990 by city
-
Jeep under $899,990 in Middletown, VA
33 Great Deals out of 114 listings starting at $3,995
-
Jeep under $899,990 in Strasburg, VA
32 Great Deals out of 113 listings starting at $3,995
-
Jeep under $899,990 in Stephens City, VA
38 Great Deals out of 124 listings starting at $3,995
-
Jeep under $899,990 in Shenandoah Shores, VA
42 Great Deals out of 146 listings starting at $2,000
-
Jeep under $899,990 in Front Royal, VA
42 Great Deals out of 149 listings starting at $2,000
-
Jeep under $899,990 in Winchester, VA
40 Great Deals out of 136 listings starting at $3,995
-
Jeep under $899,990 in Apple Mountain Lake, VA
44 Great Deals out of 153 listings starting at $2,000
-
Jeep under $899,990 in Maurertown, VA
34 Great Deals out of 124 listings starting at $3,995
-
Jeep under $899,990 in Shawneeland, VA
40 Great Deals out of 134 listings starting at $3,995
-
Jeep under $899,990 in Skyland Estates, VA
44 Great Deals out of 153 listings starting at $2,000
-
Jeep under $899,990 in Boyce, VA
64 Great Deals out of 216 listings starting at $2,000
-
Jeep under $899,990 in Shenandoah Farms, VA
68 Great Deals out of 223 listings starting at $2,000
Jeep under $899,990 in Middletown, VA by model
-
Jeep Compass under $899,990 in Middletown, VA
3 Great Deals out of 20 listings starting at $6,990
- ${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.
