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Used
Jeep cars
for sale
near
Highland Springs, 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
2017 Jeep Grand Cherokee Limited
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Reviews
Had the pleasure of working with Mikey this past weekend
Had the pleasure of working with Mikey this past weekend as we explored different vehicles models for sale. He was responsive, both on and off the clock via text, and made the transaction smooth and seamless. Would highly recommend both Sheehy Ashland as well as Mikey to work with for your vehicle purchasing needs.
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
2019 Jeep Grand Cherokee Overland
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Reviews
Great service!
Great service!! Never had a problem with the whole experience…they make you feel like you’re family!!! That’s very important..,never a rush…they explain everything in detail which is important
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
2021 Jeep Grand Cherokee Limited
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Bought a car
My second time buying a car at this dealership. Great experience
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
2023 Jeep Wrangler 4-Door Sahara
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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 Grand Cherokee Limited
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Reviews
Pre-owned Silverados
The salesman Josh was most helpful and showed us everything they had. I thought their prices were reasonable and they had some very low mileage 2019s. We later decided we needed to change what we were looking for from extended cabs to crew cabs so we did not end up buying from Whitten but were impressed with their salesman who was laid back, very informative and not high pressure.
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 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.
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
2025 Jeep Wrangler 4-Door Sahara 4x4
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Awesome buying experience
Easy process; plenty of clean late model vehicles to choose from. The no haggle price is spot on, better deal than possible at carmax. Highly recommend if in the market for a good modern car at a very decent price.
Incredible vehicle.
Incredible vehicle. Especially if you put a manufacturer 3 inch lift on it and aftermarket wheels and tires and running boards. A total beast if you can’t afford the Renegade or if you are too upside down on your trade. If you don’t know the Jeep go get one. It’s life-changing.
Used
2020 Jeep Wrangler Unlimited Sport S
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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!
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
2019 Jeep Grand Cherokee Laredo
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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
2023 Jeep Grand Cherokee Overland
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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.
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
2021 Jeep Grand Cherokee Laredo X
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Reviews
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!
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
2023 Jeep Grand Cherokee Limited
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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.
‘23 Grand Cherokee Summit
New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.
Used
2015 Jeep Wrangler Unlimited Sport
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It’s a Jeep
The most American vehicular on the planet. I love my Jeep. It’s an acquired taste but I do so love my taste. Lift kit, 35’s, black and sexy as xxxx!!
Used
2021 Jeep Grand Cherokee L 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.
This has been an amazing vehicle!
This has been an amazing vehicle! Super comfortable and will buy again. Loved all of the tech and comfort features to make each trip the best. I have owned a lot of cars and this one has the most intuitive features by far.
Certified
2022 Jeep Grand Cherokee SUMMIT
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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.
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.
Certified
2023 Jeep Wrangler SPORT
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Reviews
The 2025 Expedition is the 5th vehicle we've purchased
The 2025 Expedition is the 5th vehicle we've purchased from Crossroads Ford. They always go out of their way to make you feel like family, and give you the very best deal they can offer. We would not go to any other dealer
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
2008 Jeep Wrangler Unlimited Rubicon
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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
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
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
2023 Jeep Grand Cherokee Altitude
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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.
23 Grand Cherokee 25k miles! Rav= Bad CRV=Worse
Besides the hefty amount of recalls in the first year, overall has been the best Jeep I’ve owned. Super comfortable, very reliable in weather conditions. Can sit in it for 6+ hours a day without my back hurting (I have a rod in my back). Traded a hellcat for more comfort. It was worth it. Probably best adult decision I’ve made. Does pretty well on gas. (3.6L) I get about 584 range, sometimes 598 depending on how traffic is. However the interior could have been constructed of better materials. (Steering wheel stitching came lose but covered under warranty). Had it since end of March 23 with 25k miles already. No huge issues, never had to worry about screen issues (like what I’ve heard about 21-22 models). I would recommend this vehicle to anyone who is looking for an upgrade from previous body style GC, bigger suv with legroom, and enjoyable drive. I test drove a RAV4, CR-V. Ended up buying a 23 Jeep. Most vehicles in the market don’t have the technology the Jeep has. Toyota is a few years behind (& the road noise is unbearable), CR-V doesn’t have enough pep in its step ( Also the interior gives off impoverished/ barely any enjoyable features and buttons. Jeep is perfect. I love how a lot of options are in the screen but also below the screen. Not too cluttered.
Used
2019 Jeep Grand Cherokee Limited
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❤️ LOVE MY JEEP
Love my jeep. They have come a long way baby!! I am now a Jeep girl for life and recommend them highly. No matter the weather my Grand Cherokee gets me there in comfort and safety.
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 $6,283.
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 4339 great deals out of 14821 listings starting at $700.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Ashland, VA with 62 great deals out of 227 listings starting at $2,999.
*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
-
Jeep under $40,000 in Sandston, VA
59 Great Deals out of 222 listings starting at $3,299
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Jeep under $40,000 in Montrose, VA
59 Great Deals out of 221 listings starting at $3,299
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Jeep under $40,000 in East Highland Park, VA
59 Great Deals out of 221 listings starting at $3,299
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Jeep under $40,000 in Mechanicsville, VA
59 Great Deals out of 222 listings starting at $3,299
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Jeep under $40,000 in Chamberlayne, VA
59 Great Deals out of 221 listings starting at $3,299
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Jeep under $40,000 in Richmond, VA
59 Great Deals out of 221 listings starting at $3,299
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Jeep under $40,000 in Lakeside, VA
59 Great Deals out of 221 listings starting at $3,299
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Jeep under $40,000 in Bensley, VA
59 Great Deals out of 221 listings starting at $3,299
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Jeep under $40,000 in Dumbarton, VA
59 Great Deals out of 221 listings starting at $3,299
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Jeep under $40,000 in Laurel, VA
59 Great Deals out of 221 listings starting at $3,299
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Jeep under $40,000 in Meadowbrook, VA
59 Great Deals out of 221 listings starting at $3,299
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Jeep under $40,000 in Glen Allen, VA
59 Great Deals out of 221 listings starting at $3,299
Jeep under $40,000 in Highland Springs, VA by model
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Jeep Grand Cherokee under $40,000 in Highland Springs, VA
9 Great Deals out of 40 listings starting at $10,995
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Jeep Wrangler under $40,000 in Highland Springs, VA
6 Great Deals out of 32 listings starting at $9,900
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Jeep Cherokee under $40,000 in Highland Springs, VA
6 Great Deals out of 24 listings starting at $9,775
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Jeep Compass under $40,000 in Highland Springs, VA
3 Great Deals out of 23 listings starting at $6,999
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Jeep Grand Cherokee L under $40,000 in Highland Springs, VA
4 Great Deals out of 22 listings starting at $21,995
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Jeep Gladiator under $40,000 in Highland Springs, VA
3 Great Deals out of 20 listings starting at $25,000
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Jeep Wrangler Unlimited under $40,000 in Highland Springs, VA
6 Great Deals out of 20 listings starting at $19,000
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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.
