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
cars
for sale
near
Winchester, IN
under $499,970
- 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
2020 GMC Sierra 1500 SLT
Vehicle information
Features
Reviews
2019 camaro convertible purchase
I purchased a 2019 camaro ss yesterday, Rodney was a great salesman, staff was top notch. They gave me very fair trade in for my 2015 camaro...don't care for the fact you can't see their inventory on line but they made up for it in service...Mr Roger's the finance guy was great to work with....highly recommended love my camaro HOT car !!
Great truck!
I bought my 2020 with 36k miles a couple of years ago and I now have 60k miles of trouble free very enjoyable driving. It was expensive, but worth every penny. The ride is so quiet and comfortable my wife and I prefer traveling in it instead of our 2018 Acura MDX which we also love. The 5.3 V8 has plenty of power and towing ability. The multi-function tail gate is genius, I hope to never be without one again. We so enjoy all the bells and whistles, especially the wireless phone charger. So glad I bought this truck!
Used
2023 Chrysler 300 Touring
Vehicle information
Features
Reviews
My experience
Very fast and pleasant experience when i went in i knew exactly what i wanted got it and was very pleased and impressed with the buying process and it was very professional atmosphere
I have be driving Chrysler products since 1968.
I have be driving Chrysler products since 1968. This is my second Chrysler 300 and I love it. It is big enough, comfortable, and gets good mileage. Couldn’t ask for more.
Used
2018 Ford F-150 XLT
Vehicle information
Features
Reviews
GMC Terrain
Very efficient. I was in and out in two hours. The salesman was very informative especially since the vehicle was completely different from what my old vehicle was.
I bought this truck used from Long-Lewis in Hoover,
I bought this truck used from Long-Lewis in Hoover, Alabama, in July 2025. I like the performance, gas mileage, and drive modes of the 3.5 Liter Twin Turbo with 10 Speed transmission. Lots of interior space, lots of interior and exterior lighting in the right places.
Used
2023 Lincoln Navigator Reserve
Vehicle information
Features
Reviews
I would like to give Taylor Rogers ATM on being a good
I would like to give Taylor Rogers ATM on being a good car salesman appreciate everything that you guys did for me appreciate the payments I appreciate and love my car
More power than a v8.
More power than a v8. Rides like a dream. Every luxury you could want. This car has never given us any problems and is absolutely the best for a long road trip.
Used
2023 GMC Yukon SLT
Vehicle information
Features
Reviews
Stoops had many cars to choose from.
Stoops had many cars to choose from. Salesman was very helpful in the process. We purchased a car we had been looking for a long time.
Used
2019 Chevrolet Silverado 1500 Custom
Vehicle information
Features
Reviews
Thumbs up
Since I've owned it, so far so good. I like my truck and I appreciate it everyday. A little bit of shaking in the steering at high speeds but I'm not concerned with it. Overall, pretty great.
Used
2025 Buick Enclave Sport Touring
Vehicle information
Features
Reviews
I have driven my 2025 Buick Enclave Sport Touring almost
I have driven my 2025 Buick Enclave Sport Touring almost 9k miles and I am beyond happy with the car. The car is very smooth, comfortable, beautiful and economical. I do both city and freeway driving and so far, my MPG average is over 29 miles, getting about 580+ miles to a tank of gas! My 2025 Enclave drives so much better than the SUV I used to drive that had a V-6 engine and gets over 10 miles more per gallon of gas, on average. I have more than enough room when transporting family members and/or my (3) dogs. Everyone enjoys being a passenger in my Enclave.
Used
2024 Nissan Altima 2.5 SV
Vehicle information
Features
Reviews
Great mileage and very nice interior.
Great mileage and very nice interior. Lotsa stuff but sadly only drivers window is auto. Wheels are terrible. They look great but very hard to clean. Good trunk space and nice seats. Having problems with backup camera it looks very foggy. Had it back to dealer twice, no luck. No CD player.. big downgrade.
Used
2021 Dodge Charger SXT
Vehicle information
Features
Reviews
Owned a Dodge Charger GT 2021 for 3 years now.
Owned a Dodge Charger GT 2021 for 3 years now. Grey with the nice 245 tires. The care is BEAUTIFUL. I love the style and Dodge give you soo many options to customize it. I added a rear winder louver and some racing stripes. Its a car that looks super fast eventhough its on a V6. But who am I racing in my daily driver? The drive is nice, excellent 305 HP, and massive caliphers along with rotors gives you excellent stopping power. All is stock. This is a strong rear wheel drive. I see why many people like doing donuts in this car. its fun, but at $400 a tire, not me. The comfort could be better. Plenty of space, as a man who is 6'2 300, very spacious, but the seats are not comfortable for long distance trips, The stereo system is average, nothing to boom or even brag about. I do like all of the electronic features, such as checking your 0-60, sports control, and Mopar app. that keeps you updated on your car needs. The value, I think its a bit over priced. At the time it was $42K, but I traded a 2018 Challenger that knocked off $20k and then Dodge had a special that knocked another $3k off and with 0% financing using Chrysler Capital...it was a deal. I know without these perks I have settled for the SXT. A huge negative about this car, it depreciate badly. Only 3 years and the car lost almost half its value. I support over time, since Dodge stop making these cars in 2023...they may increase in value...but I doubt it. Ask Pontiac.
Used
2018 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
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
2022 Hyundai PALISADE Calligraphy
Vehicle information
Features
Reviews
Just be aware that if you buy a white one that Hyundai
Just be aware that if you buy a white one that Hyundai had a problem with the paint just flaking off. On the roof of my car which is white, I have big strands and strips of paint coming off and the car only has 20,000 miles. They covered it under warranty for 10 years but it's just a hassle.
Used
2022 RAM 1500 Laramie
Vehicle information
Features
Reviews
Purchased in 2023, new.
Purchased in 2023, new. Had to go back one year to find one without e-torque. Test drove & didn't like it. Right now I have 30,000 trouble free miles on it. I just hope my luck with that last. I have been a GM owner all my life, with two Fords threw in which didn't impress mr at all. I was dissatisfied with my 2010 GMC so I decided to try Ram. I bought a 2017 Bighorn with the 3.6 V6 & was totally happy. 70,000 trouble free miles. I planned on keeping that truck much longer, but, at my age, decided to give it one more shot, so i bought the 2022 with the 5.7 V8. Didn't need the xtra power but decided I'd go for broke. I'm 82, so I'm planning this to be my last truck. I have owned pickups only since 1967, never had any use for a car.
Used
2024 RAM 2500 Tradesman Crew Cab 4x4 6'4' Box
Vehicle information
Features
Reviews
Bought my vehicle from Marc Casebolt. nice person.
Everyone at Greg Hubler was very pleasant and helpful. Marc Casebolt was most enjoyable person. Would recommend to friends and family. Cherish was a pleasant person also.
Patrick was an extremely professional, no pressure
Patrick was an extremely professional, no pressure salesman who works in an extremely comfortable environment who assisted was with the purchase of a RAM 2500. From arrival to completion he listened, acted and knew how to preform his duties in sales. Each employee were kind and willing to assist and professionally greeted.
Used
2024 Nissan Altima SR FWD
Vehicle information
Features
Reviews
Exceeded Expectations
My car buying experience with Dave Rhum was fantastic. I talked to a few different dealers, and he stood out clearly from the others. It wasn't really close. He offered the best price, but he also provided exceptional service in the process. I couldn't have been more satisfied with my experience. I will be calling him the next time I'm looking to purchase a car, and I've already passed his name along to family and friends.
Great mileage and very nice interior.
Great mileage and very nice interior. Lotsa stuff but sadly only drivers window is auto. Wheels are terrible. They look great but very hard to clean. Good trunk space and nice seats. Having problems with backup camera it looks very foggy. Had it back to dealer twice, no luck. No CD player.. big downgrade.
Used
2024 Buick Enclave Premium FWD
Vehicle information
Features
Reviews
Just bought my second car at Right Drive!
Just bought my second car at Right Drive!! I bought a car here back in January of 22 and was blown away by the service. So when my family expanded of cousrse I came back for my new car. They really listen to you and make you feel appreciated and not just another number.
Vehicle information
Features
Reviews
No expectation of buying a car.
No expectation of buying a car. I stopped in just to look. My wife and I had been discussing getting a newer car but had issues getting a loan. This was about the 6th dealership we had looked at in a week and only did so because a friend had recently bought his car there. I was so glad we did, everyone was so friendly and helpful. We were able to get a car that day with very little down. The payment was a little higher than I hoped but this was the first real offer we had. I was almost ready to give up and go to a buy here pay here but Im so glad we didnt. Thank you for helping my family we will be happy to tell others to check out Right Drive
As reliable as my Honda S2000, just not as fast
Three years of ownership and My Luso version is comfortable, fun to drive, A real keeper. Add a custon exhaust, with great sound. Not as loud as the Abarth but jst right.
Used
2023 Toyota Tacoma SR5
Vehicle information
Features
Reviews
The dealer was not willing to negotiate.
The dealer was not willing to negotiate. Wr received no call back after offer made.
Purchased this truck for it's reliablity.
Purchased this truck for it's reliablity.Opted for a SR5 trim because it's not lifted nor branded with stickers. Have 44-k miles now. No issues. Just scheduled factory maintenance. I plan to run this truck well over 300-k miles. Is it perfect? No. The engine is somewhat lack luster, the gas milesage is just okay and the interior is somewhat small compared to a full size truck. however,However, I trust this truck to serve me well into the future without any major issues.
Used
2020 RAM 1500 Big Horn/Lone Star
Vehicle information
Features
Reviews
Easiest purchase I have ever made.
Easiest purchase I have ever made. Worked with Joey and would recommend all my family and friends to see him
No question, RAM has the other brands beat!
I've now had 3 2015 or newer Ram 1500's. I tend to out between 30k to 35k per year on my trucks, and I have had almost no issues with any of my Ram 1500 pickups. The first one and the one I am currently driving both had 5.7 liter Hemis, and the middle one had the 3liter turbo Eco Diesel. The last 2 have been Laramie editions with the first being a Big Horn edition. I have nothing but high marks to give these trucks across the board. Power-great Exterior styling- great Interior (especially the Laramies) - Stellar Reliability - great I think they are easily the best value and best looking trucks on the market.
Used
2025 RAM 1500 Laramie
Vehicle information
Features
Reviews
Ask for MIKE!!!!
I bought my Charger R/T from Mike McIntosh at Goodwin's. Best car shopping experience I've had in my many years of haggling over prices. This was the first non-mom/sports car I've bought, and Mike made it so easy for me to understand how everything worked. I got a great deal, I love my car, and I say "hi" every time I see Mike around town. Definitely worth the drive if you're not in New Castle already.
I have the 2025 Ram 3.
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.
Vehicle information
Features
Reviews
Great experience, especially in today's world!
Found a car for my son that fit his budget. Matt Haver was a joy to do business with. Was not pushy or fake nice, just a genuine guy helping us out. Friendly and nice, and the whole process was fantastic! Great car for a great price and wonderful experience.
Love it.
Love it. Car is comfy, quick and the wonderful B58 Twin-Scroll Turbo I6 makes all the right noises! Awesome daily driver. Period! Interior has all of the amenities you could ever ask for. Ride is luxury-oriented but also can grip & RIP through the corners, almost as well as any sports sedan out there pretty much.
*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.
Cars under $499,970 in Winchester, IN by make
-
Chevrolet under $499,970 in Winchester, IN
44 Great Deals out of 173 listings starting at $3,000
-
Ford under $499,970 in Winchester, IN
33 Great Deals out of 143 listings starting at $3,950
-
Jeep under $499,970 in Winchester, IN
35 Great Deals out of 129 listings starting at $8,875
-
Honda under $499,970 in Winchester, IN
9 Great Deals out of 100 listings starting at $3,588
-
Toyota under $499,970 in Winchester, IN
8 Great Deals out of 91 listings starting at $3,500
-
RAM under $499,970 in Winchester, IN
13 Great Deals out of 58 listings starting at $5,888
-
Hyundai under $499,970 in Winchester, IN
13 Great Deals out of 54 listings starting at $5,990
-
GMC under $499,970 in Winchester, IN
12 Great Deals out of 51 listings starting at $5,887
-
Kia under $499,970 in Winchester, IN
9 Great Deals out of 50 listings starting at $5,599
-
Dodge under $499,970 in Winchester, IN
10 Great Deals out of 34 listings starting at $2,887
-
Nissan under $499,970 in Winchester, IN
5 Great Deals out of 32 listings starting at $4,900
-
Buick under $499,970 in Winchester, IN
10 Great Deals out of 27 listings starting at $3,988
Find great prices by city
-
Cars under $499,970 in Farmland, IN
403 Great Deals out of 1733 listings starting at $2,450
-
Cars under $499,970 in Union City, IN
125 Great Deals out of 700 listings starting at $3,450
-
Cars under $499,970 in Lynn, IN
157 Great Deals out of 745 listings starting at $2,450
-
Cars under $499,970 in Ridgeville, IN
256 Great Deals out of 1247 listings starting at $2,887
-
Cars under $499,970 in Union City, OH
140 Great Deals out of 678 listings starting at $3,450
-
Cars under $499,970 in Parker City, IN
400 Great Deals out of 1676 listings starting at $2,450
-
Cars under $499,970 in Fountain City, IN
113 Great Deals out of 591 listings starting at $2,450
-
Cars under $499,970 in Redkey, IN
162 Great Deals out of 874 listings starting at $2,887
-
Cars under $499,970 in Selma, IN
400 Great Deals out of 1676 listings starting at $2,450
-
Cars under $499,970 in Albany, IN
367 Great Deals out of 1589 listings starting at $2,450
-
Cars under $499,970 in Ansonia, OH
347 Great Deals out of 1641 listings starting at $2,500
-
Cars under $499,970 in Portland, IN
260 Great Deals out of 1273 listings starting at $2,887
Find great prices on used cars in Winchester, IN
- Used cars for sale under $6,000
- Used cars for sale under $7,000
- Used cars for sale under $8,000
- Used cars for sale under $9,000
- Used cars for sale under $10,000
- Used cars for sale under $15,000
- Used cars for sale under $20,000
- Used cars for sale under $25,000
- Used cars for sale under $30,000
- Used cars for sale under $40,000
- Used cars for sale under $50,000
- Used cars for sale under $100,000
Used cars by body style and price
- ${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.
