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Used
Jeep cars
for sale
near
Windsor, VA
under $99,962
- 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
2024 Jeep Wrangler 4xe Willys
Used
2024 Jeep Wagoneer Series III 4x4
Used
2018 Jeep Grand Cherokee Summit
Vehicle information
Features
Reviews
Great service every time I’m there.
Great service every time I’m there. Courteous fast reasonable price would recommend to everyone I know
Because it a great car because the car has 118k miles on
Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well
Used
2024 Jeep Wrangler Willys
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Reviews
Starr is the only place I get my service done.
Starr is the only place I get my service done. Fair prices in a reasonable time frame. The service workers are honest and very knowledgeable. I have been going there for 12 years now.
2004 jeep wrangler sport s 2 door.
2004 jeep wrangler sport s 2 door. So far it is wonderful. Bought it just as a fun beach jeep but it has turned into our daily driver. Only problem is my wife wants to drive it all the time. She has claimed it as HER car. Guess I will need to just buy MY jeep.
Used
2022 Jeep Compass Latitude
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Reviews
Outstanding service and friendly staff.
Outstanding service and friendly staff. Everyone was knowledgeable and helpful, they got me in and out quickly
Bought this 2022 Compass Trail Hawk new for my wife.
Bought this 2022 Compass Trail Hawk new for my wife. Earlier this year (2025) we landed a sweetheart deal on a new 2024 Wrangler Sport S. Guess who inherited the Compass ? I stepped down from a Grand Cherokee but I have no regrets. It has had a few electrical teething issues but all have been resolved and have not come back. The handling and fuel economy are much better than the Grand Cherokee. There are only 2 downsides..........the size of the gas tank (13.5 gal vs 24.5) and the cargo space behind the 2nd row seats. I have easily adapted to both ! I want to give a shout-out to our local dealership, Tri-City CDJR. Start to finish, an excellent place to purchase and maintain our Jeeps. BRAVO ZULU !
Used
2018 Jeep Wrangler Unlimited Sahara
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Reviews
Starr Motors truly feels like more than a dealership—it
Starr Motors truly feels like more than a dealership—it feels like family. From the moment you walk in, you’re treated with respect, honesty, and genuine care. The team takes the time to listen, answer questions, and make sure you feel confident in your decision, never rushed or pressured. Knowing they’ve been family-owned for over 60 years and deeply involved in the community makes the experience even better. We wouldn’t go anywhere else for our vehicles and happily recommend Starr Motors to friends and family.
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
2022 Jeep Wrangler Willys
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Reviews
A car buying experience like no other.
The salesman Ricky "Happy Feet" Griffin made it an awesome sales experience. Dealing with car salesmen is an experience I NEVER look forward to. It's probably why I keep my vehicles for so long. That.. and the idea of "no car payment". But this guy had me laughing and enjoying the conversation as I was marching towards reacquainting myself with car payments. No pressure. All questions answered. I left feeling very good about the deal that was made. I even found myself doing a line dance in the middle of the show room to finalize the deal. He mentioned this tradition of his, prior to starting our negotiations, but I didn't take him seriously. But afterwards, he was happy and my wife and I were happy. So why begrudge the man a line dance? How many times has THAT happened in the car buying experience? After inking the deal and before I left, he was sure I felt comfortable with the vehicle's operation and took the time to show me a few more bells and whistles I was totally unaware of, and invited me to call anytime if I had future questions. It was just an awesome experience.
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
2020 Jeep Gladiator Rubicon
Used
2024 Jeep Wrangler Rubicon
Vehicle information
Features
Reviews
Awesome Experience
Best car buying experience I have had in the last 10 years. Not pushy, didn't waste my time with a bunch of back and forth, and were able to help me without a huge down payment like the other 3 dealerships I had spoken with had demanded.
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
2024 Jeep Wrangler Rubicon
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Reviews
Great Experience Buying My New Car!
Lowen Johnson was an awesome salesman. He added no pressure, and kept me informed and involved during the ordering and shipping process of my new vehicle. I highly recommend you seek him out for your next vehicle purchase.
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
2020 Jeep Grand Cherokee Limited
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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.
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
2020 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.
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).
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Reviews
Best Kia dealership on the penisula
Amazing service department with world class service! Bought 2 vehicles here in the last year and am delighted to service both here and have had zero problems. From Buying the cars, to now oil changes and other maintenance, Casey Kia has been one of the best places to get my vehicle worked on and I have owned cars around the world, from the middle east to Japan and many spots stateside and I've never been help and cared for more than the people at Casey Kia
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 4xe Trailhawk
Used
2024 Jeep Wrangler Rubicon
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Reviews
Replacing my tire pressure sensor
They were helpful and prompt with my repairs. They gave me the estimate and a video of the service to be preformed.
I had 2 (2018 and 2022) Jeep Grand Cherokee Trailhawks
I had 2 (2018 and 2022) Jeep Grand Cherokee Trailhawks and I liked them both. They were loaded with technology, safety and off road features. Very off road capable. I just bought my first Wrangler X and I love it. So far the best car I've ever owned. I was worried about the mpd with the 3.6l engine but I'm getting 16.3 mpg in the city driving only which is pretty good. I still have to test it on a highway. Comfortable on the road and off road. It's surprisingly quiet.
Used
2020 Jeep Grand Cherokee Altitude
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Reviews
Great people.
Great people. Great service. If you want the best deal this is where you want to go. Whether you are buying a vehicle or just need your current one serviced, this is the place to go.
My Jeep saved me!
Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.
Used
2020 Jeep Grand Cherokee Limited
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Reviews
5 star
Myron couldn’t have been more helpful. Had a great experience with my recent purchase and look forward to buying from here again. Thanks for the help
Most advanced car I’ve owned
This car has everything we need and more. 4x4, looks, performance, can be towed behind an RV. Includes sun roof, rear camera, safety braking, more. Rides great.
Used
2021 Jeep Grand Cherokee Laredo
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Reviews
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
2020 Jeep Wrangler Sport S
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Reviews
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 Laredo E
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Reviews
I came to Car Time and left with a new car!
I came to Car Time and left with a new car! Emily was great and very professional service was incredible
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
2015 Jeep Grand Cherokee Overland
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I was a Jeep Grand Cherokee for about 10 years.
I was a Jeep Grand Cherokee for about 10 years.It was not a two thousand fifteen , it was older and it was a V8, not this V6 or those I4 4 cylinders. I actually got the vehicle from my brother, same color black leather interior sunroof I took over his payments and ended up paying it off. That was the strongest 4 wheel drive I'd ever owned, let alone driven up to that point that car was a Beast. I never got stuck one time in the snow here in Iowa.. The only thing I've noticed that has changed over the years is the emphasis on eliminating the V8 engine, which is totally wrong. Because I want something with power, those 4 cylinder SUVs, they ought to fire every single one of them engineers who decided to put a 4 cylinder engine in a heavy vehicle like that, and naturally, it's gonna burn oil, a 4 cylinder S. U. V. Is about like dancing with your sister. It screams, it wants to be like its Big Brother, the v6, and v8. I'm just glad we're not hearing more about these electric vehicles cause that was the biggest joke I've ever heard of they never have enough batteries to service them. If the industry went all electric bad, a joke, there'd be a lot of stranded vehicles on the interstates bring back the VA engine, take the crossover. I4. And drive him into the river , they're xxxx , they're junk
Used
2018 Jeep Grand Cherokee Limited
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Reviews
I love my new car!
I love my new car! Matt the manager was great. The cars were nice. The price was good. I will be back
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
2020 Jeep Wrangler Rubicon
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Reviews
I recently purchased a Subaru Forester a commuter car.
I recently purchased a Subaru Forester a commuter car. The car was exceptionally clean and the lowest mileage unit within 20m miles. The purchase was seamless from the test ride to the closing. I did however have an issue with the AC, which was covered immediately. My wife also purchased her 3rd vehicle for them, a 2021 Toyota Rav4. She traded a RC350 getting above book because of mileage and condition. I wouldn't buy a used vehicle from anyone other than Sullivan Auto Trading in the Mid Atlantic area.
Very fun car
Very fun car We can’t wait to go have fun with it driving in the mud in the woods and trail riding it will be a fun vehicle to make many memories
Used
2018 Jeep Grand Cherokee Overland
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Reviews
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.
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 $6,232.
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 3879 great deals out of 13499 listings starting at $1.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Carrollton, VA with 101 great deals out of 389 listings starting at $3,500.
*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
- Used Jeep for sale under $8,000
- Used Jeep for sale under $9,000
- Used Jeep for sale under $10,000
- Used Jeep for sale under $15,000
- Used Jeep for sale under $20,000
- Used Jeep for sale under $25,000
- Used Jeep for sale under $30,000
- Used Jeep for sale under $40,000
- Used Jeep for sale under $50,000
- Used Jeep for sale under $100,000
Jeep under $99,962 by city
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Jeep under $99,962 in Suffolk, VA
84 Great Deals out of 307 listings starting at $3,500
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Jeep under $99,962 in Camptown, VA
14 Great Deals out of 70 listings starting at $5,609
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Jeep under $99,962 in Benns Church, VA
100 Great Deals out of 376 listings starting at $3,500
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Jeep under $99,962 in Smithfield, VA
101 Great Deals out of 373 listings starting at $3,500
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Jeep under $99,962 in Franklin, VA
7 Great Deals out of 40 listings starting at $6,500
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Jeep under $99,962 in Carrollton, VA
101 Great Deals out of 389 listings starting at $3,500
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Jeep under $99,962 in Courtland, VA
7 Great Deals out of 40 listings starting at $6,500
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Jeep under $99,962 in Rushmere, VA
48 Great Deals out of 194 listings starting at $3,999
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Jeep under $99,962 in Portsmouth, VA
97 Great Deals out of 373 listings starting at $3,500
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Jeep under $99,962 in Newport News, VA
95 Great Deals out of 352 listings starting at $3,500
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Jeep under $99,962 in Waverly, VA
14 Great Deals out of 35 listings starting at $3,000
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Jeep under $99,962 in Chesapeake, VA
88 Great Deals out of 343 listings starting at $3,500
Jeep under $99,962 in Windsor, VA by model
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Jeep Wrangler Unlimited under $99,962 in Windsor, VA
16 Great Deals out of 69 listings starting at $9,500
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Jeep Grand Cherokee under $99,962 in Windsor, VA
17 Great Deals out of 62 listings starting at $3,999
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Jeep Compass under $99,962 in Windsor, VA
14 Great Deals out of 45 listings starting at $4,800
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Jeep Cherokee under $99,962 in Windsor, VA
6 Great Deals out of 29 listings starting at $6,995
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Jeep Wrangler under $99,962 in Windsor, VA
7 Great Deals out of 29 listings starting at $5,999
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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.
