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Used
Jeep cars
for sale
near
Mechanicsville, MD
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.
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Used
2022 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
My salesman, Eddie Gutierrez, was very patient and
My salesman, Eddie Gutierrez, was very patient and helpful! I came in pre-approved with a sure mindset of what I wanted to buy. Unfortunately, due to the timing, the car I wanted was not on-site, due to a big sale event. Eddie went above and beyond to search for the car I wanted and offered an additional route of financing. With a little persuasion, I decided to check the quote out for Toyota financing and I’m glad to say I did! They were able to get me an even lower rate AND the vehicle I wanted. The vehicle was shipped in and I was able to pick it up the next day! Eddie was superb in his knowledge about the vehicles, service and pricing. The process was quicker than normal and I’m a happy to say I’m a proud owner of a 2025 Toyota Camry, with the assistance of Eddie Guiterrez and the Waldorf Toyota family!
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
2019 Jeep Grand Cherokee Upland
Vehicle information
Features
Reviews
Excellent service finding 2025 new ford maverick they
Excellent service finding 2025 new ford maverick they answer all my questions and told me to come back anytime if I needed any help. Thanks Leonardtown Ford.
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
2023 Jeep Wrangler Sport
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Features
Reviews
CHEVROLET PURCHASE
STOPPED IN BAYSIDE DODGE STAURDAY TO LOOK AT A TRAVERSE AND EQUINOX WITH ZERO INTENTIONS TO PURCHASE. I MET JON AND HE HELPED ME FIND THE RIGHT VEHICLE AND BEFORE I KNEW IT I HAD PURCHASED THE PERFECT SUV. WE LOVE IT! JON'S MANAGER CHRIS WAS VERY PATIENT IN WORKING WITH US TO GET THE NUMBER IN LINE SO WE COULD GET THE VEHICLE. THEY ARE GREAT GUYS TO WORK WITH.
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
2015 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Justen T is your guy
Justen Thompson was my salesman and had an awesome experience was highly knowledgable and thorough with making sure i was happy. I was in and out from a dealership with a purchase in 2 and a half hours that was incredible. Furthernore justen has contacted me multiple times to make sure i am sastisfied and still happy with my purchase
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 Laredo
Vehicle information
Features
Reviews
Bought a new Jeep!
I bought a brand new Jeep today from this location! I chose this location over 4 different deletes, glad I did! Alex was our sales rep and did an amazing job of answering all of our questions and provided me with multiple options to chose from. The sales and finance managers were very informative as well! I highly recommend this location to anyone out there in need of a new vehicle!
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
2021 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
Ms. Tee
Karlito my salesman treated me like royalty he worked very hard to get a deal that I was happy with. Thank you for your hard work.
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
2021 Jeep Grand Cherokee Laredo
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Features
Reviews
The Very Best!
Mike S and Steve Raley were incredible to work with. I?ll recommend them to everyone!
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 Wrangler Unlimited Willys
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Features
Reviews
Review
They were very helpful and very professional the dealership was very clean and the dealership inventory was updated I would buy my car from the dealership if I could
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
2021 Jeep Wrangler Unlimited Rubicon
Vehicle information
Features
Reviews
Service advisor explained Maintenance service.
Service advisor explained Maintenance service. I was satisfied with the experience. I would go back there.
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
2022 Jeep Grand Cherokee L Overland
Vehicle information
Features
Reviews
Waldorf Ford service is outstanding!
Waldorf Ford service is outstanding! Those guys really know what they’re doing. I’m always satisfied with the work they do on my vehicle.
Good sturdy SUV
Great car so far. Still learning drivability. Tinted driver’s windows reflect light from dashboard which interferes with side mirror and external view, to the extent that window has to be rolled down to be able to see side mirror.






Used
2022 Jeep Grand Cherokee WK Limited
Vehicle information
Features
Reviews
Just bought a gently used `22 Jeep Grand Cherokee WK in
Just bought a gently used `22 Jeep Grand Cherokee WK in diamond black. I love it! It was a prior lease with just 18k miles on it. I have had it for a few weeks and I am thrilled! Stereo is amazing and it even has a nice factory sunroof and tow package!






Used
2018 Jeep Compass Limited
Vehicle information
Features
Reviews
Overall good 5 star experience.
Overall good 5 star experience. Lauren , Jim James Amy all five a good job. I will buy again from this dealership. This is my 5th ford purchase.
I,ve had several Jeeps and Subarus and Chevys and my
I,ve had several Jeeps and Subarus and Chevys and my Compass Latitude 4x4 is as good as any for around the city and my freeway trips. Better than the Subaru for the highway and offroad. I feel safe. posted this as i feel some people are harsh and wrong about Jeeps. Do the required oil and transmission services as requested.






Used
2023 Jeep Grand Cherokee 4xe Base
Vehicle information
Features
Reviews
The alternator on my explorer went out.
The alternator on my explorer went out. Sam got me in immediately the same day. I barely made it to the dealership before the car cut off. The service team had it fixed by the next morning and called me the right after I dropped it off to let me know what the issue was. Luckily my salesman Will let me know my car was still under warranty, so I just had to pay a low deductible. Leonardtown Ford is amazing and Sam rocks for getting me in so quickly. If not for him, I would've had to have it towed. Thank you so much to the team who fixed my car!
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
2022 Jeep Wagoneer Series III
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Reviews
Best car buying experience
My salesman, DeVonte Mitchell, was amazing. Very hospitable, patient, helpful and genuinely nice. He made the experience stress free and easier than any other car shopping experience I’ve had. I would highly recommend shopping at bay side, especially buying from DeVonte.
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
2019 Jeep Cherokee Limited
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Features
Reviews
True 5-Star Service
My Ford Focus had to go in for service for a warrantied transmission fix. Due to the non-availability of parts, it will take 7 months or more for parts to come in. Ford Motor Co is not offering loaners for customers left indefinitely without their vehicles. While it wasn't necessarily Bayside's fault, my initial impression of Bayside was not positive as there seemed to be no help for my family left indefinitely without a car. My impression of Bayside has totally changed. The General Manager and the Service Department went to great lengths to find us a temporary solution. They worked with me to get our 21-year-old Durango to pass inspection, and they did it at cost. THAT is five-star service. If you're looking for an upstanding company that cares about your satisfaction and strives to be fair to their customers, this is the place for you.
Like the look and has plenty of power we have the v6
Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.






Used
2021 Jeep Grand Cherokee L Laredo
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Features
Reviews
Inspection
They were able to get me in for an inspection last minute. Quick, easy, and professional. Thanks Tony! I will definitely be making bayside my go to.
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.






Used
2023 Jeep Gladiator Sport
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Reviews
Ford Explorer Purchase
Chris and Dennis took great care of us again. We just purchased our second pre-owned vehicle this year from them. They always are straight forward and willing ton go the extra mile. I'm sure we will be back again
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!
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 $6,701.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Grand Cherokee 4xe can reach up to 23 combined MPG. The Jeep Renegade with traditional internal combustion engine offers up to 24 MPG city and 31 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 3552 great deals out of 14408 listings starting at $5.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Pomfret, MD with 179 great deals out of 694 listings starting at $1,450.
*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 $50,000 by city
-
Jeep under $50,000 in Charlotte Hall, MD
57 Great Deals out of 219 listings starting at $1,450
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Jeep under $50,000 in Golden Beach, MD
21 Great Deals out of 102 listings starting at $3,100
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Jeep under $50,000 in Hughesville, MD
78 Great Deals out of 299 listings starting at $1,450
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Jeep under $50,000 in Bryantown, MD
93 Great Deals out of 346 listings starting at $1,450
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Jeep under $50,000 in Leonardtown, MD
8 Great Deals out of 49 listings starting at $9,899
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Jeep under $50,000 in Aquasco, MD
73 Great Deals out of 288 listings starting at $1,450
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Jeep under $50,000 in Prince Frederick, MD
31 Great Deals out of 136 listings starting at $3,100
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Jeep under $50,000 in Cobb Island, MD
20 Great Deals out of 85 listings starting at $5,499
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Jeep under $50,000 in Huntingtown, MD
44 Great Deals out of 206 listings starting at $3,100
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Jeep under $50,000 in Calvert Beach, MD
10 Great Deals out of 49 listings starting at $9,899
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Jeep under $50,000 in La Plata, MD
111 Great Deals out of 411 listings starting at $1,450
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Jeep under $50,000 in Long Beach, MD
10 Great Deals out of 49 listings starting at $9,899
Jeep under $50,000 in Mechanicsville, MD by model
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Jeep Grand Cherokee under $50,000 in Mechanicsville, MD
3 Great Deals out of 23 listings starting at $3,100
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