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*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
Chevrolet trucks
for sale
near
Holmes Beach, FL
- 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
1995 Chevrolet 1500 Silverado
Vehicle information
Reviews
The guys at Skyway were great.
The guys at Skyway were great. I had a lot of questions on the 1970 FJ they had and they were very responsive. They took their time to help me make sure I was getting the car I wanted. I really appreciated that since most places don't even respond
Take the Chevy challenge, buy an OBS! l
I have my 95 W/T model I purchased from a doctor. TODAY the mileage just rolled over 118k. For that time, that was and still is 2nd best gen if chevy trucks, following the 67-72 models. Which I have a 67 short bed factory ac cab truck also! I didn't care the way the bench seat felt so I purchased used bucket seats and console from the 88- 94 era (same as the SS model) and I drive this truck over my 08 and my 67. It's a great "1st truck" for a beginner driver because it's dependable, safe, relatively cheap, looks tough with minimal money, and parts are everywhere if in case an accident does occur! You just can't beat the "OBS " chevy truck models! Buy one, try it out, just buy a set of wheels/tires and maybe 2 inch lowering shackles for the rear to set level and see how you feel just riding in town it it! I guarantee if you don't like it for some reason, you'll have-nots problem selling it!






Used
1987 Chevrolet V10 Base
Vehicle information
Features
Reviews
I worked with Ryan Tanski trading my 46 Ford Coupe for 70
I worked with Ryan Tanski trading my 46 Ford Coupe for 70 Cutlass Convertible. I was giving what I felt was a fair price for my car. Overall the deal went down without a problem. Ryan was very good to work with. I got my Cutlass today and all is okay, no surprises at all. I would do the whole thing all over again. If your in the market for a classic definitely check them out.






Used
2006 Chevrolet SSR Base
Vehicle information
Features
Reviews
I tried to sell my C2 Corvette myself.
I tried to sell my C2 Corvette myself. After 6 months with no success, I decided to consign it with Skyway Classics. I’m so glad I did! Al and Ryan had in sold at a great price in less that 30 days. And, it was painless. They picked up my car and handled everything, and wired the agreed upon amount straight into my bank account. These guys are great!
Eye-catching, sporty with lots of get-up-and-go.
This vehicle keeps everyone looking. It is amazing how many people have no idea of what it is. a convertible is what causes them to look on bewildered.
Vehicle information
Features
Reviews
Communication was great.
Communication was great. Always returned my calls in a timely manner. Knowledgable and very concerned about customer satisfaction. After purchasing my car I used their mechanics to make adjustments and replace parts. The work was well done. Attention to detail. Over the years, this will be my fourth early model car. If a fifth would be in my future, I’d again purchase from Skyway Classics.
Very nice car to drive.
This car is wonderful and fun. If u like to go fast then this is the car for you. This is a great collectors car as well. Enjoy!






Used
1994 Chevrolet 1500 Sport
Vehicle information
Features
Reviews
I had a great experience there everyone was very helpful
I had a great experience there everyone was very helpful and answered all my questions. I am still interested in the 65GTO. I will be back 😁
Last carbureted 350 efi ever after that vortech the last
Last carbureted 350 efi ever after that vortech the last true truck. All steel all galvanized body, get you the 4x4 Z71! Not one of these newfangled plastic and aluminuminum car/trucks. SilverAdO






Used
1987 Chevrolet R10 Base
Vehicle information






Used
1990 Chevrolet Pickup Truck Base
Vehicle information






Used
1965 Chevrolet Pickup Truck Base
Vehicle information






Used
1995 Chevrolet 1500 Cheyenne
Vehicle information
Reviews
Great truck.
I bought my 95 2wd ext cab short bed, 350,5.7 for 1500 dollars back in 08. it had 170,000 mi and now has 308.***. No leaks, no smoke, no knocks. basic maint & upkeep, still runs great. starting complete resto on it this year just to freshen everything up and bring it into the new age. . i love this truck and wouldnt sell it for anything. side note... if your gonna do anything to these trucks at all, do a 3-4 drop and run 275 /60/15 all the way around with a nice cowl hood and thats all you need. and ofcorse a stout rebuild of the engine and trans.






Used
1987 Chevrolet C10/K10 Base
Vehicle information






Used
1966 Chevrolet C10/K10 Base
Vehicle information
Features






Used
1964 Chevrolet El Camino Base
Vehicle information
Features






Used
2020 Chevrolet Silverado 1500 LT
Vehicle information
Features
Reviews
Rick P
I went in just to test drive the MDX with no intention of buying one. After meeting Malcolm and working out a deal we left with a new car. Malcolm and his manager made it very easy.
I have a 2020 1500 RST with the 5.
I have a 2020 1500 RST with the 5.3 engine and 8 speed transmission. My truck now has 67,000 miles. The acceleration is outstanding and smooth from gears 3-8. Probably could use more torque for gears 1-2, but not weak by any means. I have had no mechanical problems outside of the clunking rear suspension which was fixed by retorqueing the rear leaf spring suspension bolts. Other than that minor issue, it has been very reliable. I have heard these transmissions have had issues, but nothing that has caused issues for me. It has the 60-70 MPH shutter that is common to these transmissions, but I have learned how to drive to avoid the shutter, as I did with my 2011 1500. Overall pretty satisfied at this point. Comfort and amenities could be better for the front seats for the price, but I bought it knowing that. FYI my front brakes at this point are still 50%, and I have invested very little outside of a few fluid exchanges and routine maintenance. Excellent fuel mileage: 20 mpg with 50% highway vs city driving.






Used
1967 Chevrolet El Camino Base
Vehicle information






Used
1957 Chevrolet 3100 Base
Vehicle information
Features






Used
2004 Chevrolet SSR LS
Vehicle information
Features
Reviews
This must be the most under rated vehicle in history.
This must be the most under rated vehicle in history. Exceptionally well designed and made. Nothing but quality all around. I am actually buying a second one soon. Fun to drive.






Certified
2022 Chevrolet Silverado 1500 Custom
Vehicle information
Features
Reviews
⭐️⭐️⭐️⭐️⭐️ This is our fourth vehicle from Sarasota
⭐️⭐️⭐️⭐️⭐️ This is our fourth vehicle from Sarasota Ford, and every experience just keeps getting better. Mike Bolton made the entire process smooth, professional, and enjoyable. He truly listens to what we need, provides honest guidance, and goes the extra mile to make sure we drive away happy. His knowledge, patience, and excellent customer service are the reason we keep coming back. If you’re looking for someone you can trust and who treats you like family, ask for Mike Bolton—you won’t be disappointed!
very good truck it is the best car i jave bought since my
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






Used
2022 Chevrolet Silverado 1500 RST
Vehicle information
Features
Reviews
Great job Richard and Selena thanks for helping me with
Great job Richard and Selena thanks for helping me with checkout and helping me with the survey! Awesome
Cab noise
Love my 22 Chevy LTZ truck, I have the cat back mufflers on it which are not that loud. The inside cab noise is really loud from the road noise and pipes. Don't feel the cab is insulated very well.






Chevrolet Certified
2025 Chevrolet Silverado 1500 Custom
Vehicle information
Features
Reviews
Seth was great and helpful.
Seth was great and helpful. He was able to provide options and easy to work with. Their financial advisor was also knowledgeable and provided great service.
Love this car.
Love this car. I wish there was more to the interior though, as it is pretty plain and nothing extraordinary. If they had the bigger infotainment screen for the front bench seat it would have a gotten that one. This car over all is great bang for the buck.






Used
2021 Chevrolet Silverado 1500 High Country
Vehicle information
Features
Reviews
Good job thanks Chevy for helping with my car everyone is
Good job thanks Chevy for helping with my car everyone is nice a personable . Thanks again
2021 LT Trail Boss has great styling, powerful engines,
2021 LT Trail Boss has great styling, powerful engines, and tons of technology in a great package. A commanding view of the road, a nice comfortable interior, amazing Bose Stereo system, tons of storage and tons of space for adults in the crew cab. But there are issues, side mirrors are too small, harsher ride (which I expected), and DFM, GDI engines, and questions on the 10 speed transmissions. I recommend disabling DFM ASAP or using the L9 trick to overide the system, to help prolong the life of the engines from lifter failure. Mine is under warranty for another 18K miles, if it acts up at all its into the dealership for warranty service.
*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.
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