Used cars for sale near Winchester, KY under $899,990

We recently bought a 2019 Jeep Grand Cherokee and Gauge was our salesperson. He helped us over two days looking at several vehicles including some that just got on the lot from trade-ins. I told him upfront we had outside financing and he worked very hard regardless. No pressure. Third vehicle purchased from Dan Cummins. Never any problems.

Power, beauty, and utility! Haul all week and drive to a cotillion on the weekend! I have received more compliments on this vehicle than any other I have owned, including a customized red and black striped ‘73 Mustang convertible and an ‘02 Z06. It can get up off the line or take me safely into work in a snow storm, all while looking great doing it. Only things it’s missing is a blower, a sun roof, and stereo amp. But then, if it had them, I’d never get out of it.

Ryan Blackburn was great to work with on our purchase of a 2012 Toyota Venza. I have always heard good things about this dealership, but now my wife and I got to experience it. From start to finish, Ryan answered all of our questions, negotiated well, and took care of the little things that concerned us. Also, the dealership put a new set of tires on the car after we had already agreed to purchase it and did a full inspection. That says a lot because most people would not care once you made your purchase. Top notch service and highly recommended.

This is a great truck. I owned one and I’m getting another one real soon. It’s a really good in the winter, especially with this kind of power. You could put a plow on these things and make some money.

Matt and Hunter at Carmax really made this the best experience for me. Matt worked with me through phone and email up until the day I went in. He was very informative and assisted me through the entire process. Hunter was the salesman I worked with when I went in. He was accommodating and polite. I didn't feel the "pressure" of a sales man at all. And he was very professional. I will recommend this dealer to anyone I know looking to buy a vehicle.

Absolutely a delightful to drive, superb quality interior and excellent drive! I am very pleased with my 2016 Mercedes Benz E350 4Matic! Great info center!

If I could give them a 6th star I would!! Great people! Great staff. Great environment and great options! Very pleased.

LOVE this car, maybe a little biased since this is my 5th Forester, my 2nd Wilderness. My first Wilderness was totaled in a head-on collision when a young driver spilled coffee and veered into my lane and struck me head-on. That was my 1st Subaru Forester Wilderness and IT SAVED MY LIFE. Full curtain all-around airbag deployment with a roll, the Wilderness coming to rest on it's right side, me still strapped into seatbelt, and the Subaru automatic crash notification with a live person on the speakers asking me if I was ok and needed 911! Smoke still coming from the airbag deployments, and there is a live person coming over the speakers asking me if I'm ok. It was surreal. SUBARU FORESTER WILDERNESS SAVED MY LIFE! TYVM Subaru! LOVE this car! Gets 25+ MPG with conservative driving, a great ride and suspension, superior traction in mud and snow, load-out practically anything/rack bikes (or whatever on the roof racks), sleep in the back with ample room, superior rear-gate lift mechanism with memory, seats super-comfortable and easily adjustable, solid rear-seat leg-room, easy rear-seat fold-downs for massive cargo area that takes my full HVAC tool load-out for servicing ice baths all over the NorthEast US. A great value, especially CPO with +10K mileage (vs. new) MONEY WELL SPENT! SUBARU FOR LIFE

I had a great experience! Jesse, was very helpful and knowledgeable about what I needed, and helped in every way she possibly could. I definitely recommend them to everyone in the market for a vehicle.

This is my third Subaru Forrester. I like the newer safety features and ease of handling. The size is perfect for me, not too small or too big! I would recommend if you’re looking for a midsize vehicle.

Outstanding is my opinion of the parts department at Gates Toyota in Richmond KY. They are very reliable, responsive, knowledgeable, and friendly folks who want to help. 5 stars and a big thumbs up as well!

My 2010 had 317,000 miles when I bought my 2021. I absolutely love the changes that toyota has made. My 2021 is a perfect truck for comfort and reliability.

Buying a vehicle online can be a bit nerve-wracking, but Dan Cummins made the entire process smooth, transparent, and surprisingly personal. I purchased my Jeep entirely over the internet, and from start to finish, the team was fantastic. They were honest, responsive, and incredibly kind throughout the entire experience. Every question I had was answered quickly and clearly, and they never made me feel like just another transaction. What really impressed me was how much care and attention they put into every detail—photos, descriptions, paperwork, and delivery were all handled with professionalism and integrity. Even from hundreds of miles away, I felt completely confident that I was in good hands. It's rare to find a dealership that combines online convenience with genuine human connection, but Dan Cummins nailed it. They went above and beyond to make sure I was comfortable and happy with my purchase—and I absolutely am. If you're considering buying a car online, you won't find a more honest and caring team than the folks at Dan Cummins. Highly recommended. Wayne.

They are in Kentucky and we are in Oregon and a car on their cars.com list was exactly what we had looked for for a long time because there are so few of them. All our questions were answered in a timely way and they did not sell it to others while we negotiated for it. They helped us find a shipper and took pictures of it before it left. It arrived here in perfect condtion and was everything that we asked for. They even overnighted the temporary license that the car needed to be driven here. They were an outstanding dealership to deal with and we are so happy with this "new" car all the way from KY to OR!

I have owned this 2023 Tiguan SEL R line for almost a year. I have been absolutely satisfied with the quality, the ride, the fuel mileage and everything else about it. IMO it’s the best bang for the buck on the market. It is loaded with options and is still very affordable. I love this VW and , of course, I highly recommend it.

Dre is awesome, I am still in process of buying but so far so good. Just waiting on some stuff to finish my deal. Love the 2023 Nissan Rogue.

Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles

Went there today with my wife to buy our daughter a good reliable car. Justin Furnish was very professional and took the time to answer all of our many questions. Got us in a great car. Will definitely be going back for future purchases.

Purchased a 2020 Acura MDX in August 2024. Very reliable, luxury, decent on gas that has a nice V6 engine. I like the 2 screen display, the on and off button for the radio is fairly cheap. Love the LED front lights! So far so good!

My salesman Isaiah was great. Him and Josh got me in the truck I wanted. Sale was great and professional.

Beautiful, reliable, one of the best looking trucks on the road today. 5 years of ownership. Had no mechanical or any other issues, just your regular oil changes. RAM had a couple of recalls, but those always have bee taken care of by RAM. I do recommend this truck.

EVERYONE WAS VERY HELPFULL AND WILLING TO HELP WITH ANTHING THAT WE NEEDED TO GET DONE .

I have a 2019 Atlas. This car is amazing and mind you I can't kill it. My car has 188,000 miles on it. The drive is smooth and very reliable. It has the room to fit all 5 of my kiddos perfectly and enough room in the trunk to even fit a wonderfold wagon with all the seats up. I highly recommend if you want a good SUV with a lot of room in it

Excellent repaired that day ,computer read the problem they replaced thermostat ,that fixed the problem. I did not have an appointment . Valerie always makes it easy to get the job done.

I have a 2022 2500 diesel Longhorn, that has had numerous problems with the DEF SOFTWARE. After 3 to 4 trips (50,000 miles) to the Dealership, they replaced the DEF tank and it seemed to fix the problem. I currently have 56,000+ miles with no further problems. Other than that I am extremely pleased with my 2500 Longhorn.

Just purchased a new 2026 Ram 2500 Laramie from Nick Brady at Dan Cummins. It is my second Ram I’ve purchased from them and my 4th Ram truck I’ve owned. Fantastic experience from start to finish. I won’t shop anywhere else for a Ram truck

The Subaru Outback is one of the best cars on the road. This car is definitely worth every penny that it costs. Performance at reliability cannot be underestimated. The company stands behind its warranty in every way. It’s like having a more expensive car without the hassle and expense!

Chris Young was our salesperson and he was absolutely the best by far that we've ever had. So helpful and knowledgeable. He knew the differences in the models of the CRVs like the back of his hand. He treated us so well and made our car buying experience very pleasurable.

Heather was an amazing sales woman, I truly appreciate her hard work for making today happen! I purchased my first car by myself. I can’t wait to love my new Honda Civic

My name is james phelps and for Brody and all the staff at Georgetown auto I would like to say, thanks for the great service and good people. Great vehicles. Can't go wrong with georgetown auto.

So I bought a ‘21 Outback premium with 30k miles and have already put 6K more on it. Here is my honest review: if you want a fast car don’t get the 2.5 non turbo- that being said it is adequate for myself and get great gas mileage. The interior is good- I have the spec with cloth heated seats and they are comfortable and the cabin feels nice- has some cheap parts but I knew what I was buying. The infotainment is frustrating at times- auto start stop is a pain in the butt- but the infotainment itself isn’t bad with good sound and good responsiveness. The apple CarPlay will lag and be finicky at times but nothing terrible. As for drive quality it is a smooth ride and I don’t have any real complaints yet. Like I had mentioned if you want a car that is going to be fast- this engine and transmission will not do that for you. Overall I am happy so far with my purchase and feel as though I made a sensible decision when choosing this over some of its competition (I was looking at the VW Tiguan and and Mazda cx5)

Everyone is always so helpful and they are prepared when I get there for service.

I have the 2025 Ram 3.6 Crew Cab. I paid $45,000 for it in 2024 August. I traded my 2018 Tundra in that I only had a for a year. Major difference in power is noticable right off the bat. This Ram takes off very strange at times. Sometimes it feels like it has the power other times it doesnt want to move. I have the e-torque 3.6. The 5.7 Tundra had the power but I got rid of it because no dealer would fix it because the Tundra was spewing gas out the tank. The Tundra would only hold 12 gallons at most with a 38 gallon tank but I later found out the ECM was replaced and if I had known that I wouldnt of purchased the Tundra. You are now getring much less for you money with any vehicle. Any half ton with a v8 will cost you around $65,000 at the lowest price. This was 1 ton vehicle pricing pre-covid. These Ram crew cabs with a v6 should not cost any more than $40,000 at most. Its a very slow truck and doesnt feel like 305 HP but 280 HP realistically. The truck is too heavy for a 3.6 so that means more engine strain. The longevity of the engine will be questionable. The Ram definitely gets decent gas mileage but going uphill in this Ram you can feel the engine having to hit high rpm just to up an incline. The ride is smooth no doubt about it but these crew cabs need at least a 4.0 or 4.3 v6 to really get the job done.

Tina sold me a challenger and by far best saleswomen helped so much and was very patient highly recommend soon as I seen the car they were there to help the whole way through

I truly can not say enough good things about my new 2022 Volvo XC90 T6. I have admired the Volvo SUVs from afar as a minivan mom for 15 years and this was my year to make the move. No turning back; it is sporty, classy, comfortable, safe, I could go on forever. Classic black and dark brown interior. The info center takes a bit to get used to and it seems like there are features everywhere so definitely just hop on you tube to figure them all out at your own pace because the sales person will tell you, but no way you can get them all down. One of my ultimate favorites are the rotating fog lights. As you turn the lights turn with your vehicle. Lane assist is not for me; I've been driving too long to have it as it seems overbearing. 360 camera and all of the warnings are great though because you never know who is barreling down through the parking lot. Narrowed it to the 2023 Honda Pilot and 2022 MDX Technology; got tired of waiting on the Pilot and frankly it was a bit too big and the MDX just didn't have the sporty look I wanted. I feel like with the Volvo I got it all!

Timothy, Tanner, and Lawrence who helped us where exceptional. The dealership offers transparent pricing, the absolute BEST deals and the guys are courteous, efficient and made the entire process painless and easy. This was the best car buying experience of our lives and we have bought nearly a dozen cars over the years. There was no pressure and it was like working with a friend to get you the car you want at a great price.

very good truck it is the best car i jave bought since my opd one was broken this help me alot and thanks for seeing this

Great staff and service. My buying experience could not have gone better. Had everything ready when I arrived and went over my car and answered any questions I had.

I purchased many different trucks over the years and landed recently on my new to me 2017 Ram Laramie 4x4. It does everything well and tows like a semi 5.7 Hemi with 3.92 rear gear and the 8-speed transmission.