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Used
trucks
for sale
near
Windsor, WI
under $40,000
- 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.
**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
2011 GMC Canyon SLE
Vehicle information
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Used
2020 Chevrolet Silverado 1500 RST






Used
2022 RAM 1500 Big Horn/Lone Star
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Reviews
Awesome buying experience
Awesome buying experience working with Robyn and TJ my finance guy. Great staff and dealership! I keep coming back car after car and will recommend East Madison Toyota to anyone!
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
2022 Ford F-150 XLT
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Reviews
2022 F150 PowerBoost 3.
2022 F150 PowerBoost 3.5 twin turbo absolutely hauls xxx with phenomenal gas mileage on a 30 gallon tank. I’ve gotten a true 600 and 700 miles out of a tank of gas when it’s in Eco mode it will run on battery alone if you’re on flat level ground and maintain your speed that’s how they obtain so many miles out of a tank full of gas probably one of the best F1 50s I’ve owned and I’ve had several of them. If you leave it in tow Haul mode it will disengage the auto stop start so the vehicle remains on. It’s been absolutely bullet proof with zero issues. If I’m not driving the Dually Diesel F350 I’m driving this..






Used
2017 Ford F-150 XLT
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Reviews
This truck is bulletproof.
This truck is bulletproof. Good ride, good handling more than adequate power, on the noisy side. A great vehicle for work or general driving. Thumbs up






Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
Excellent Service from Jimmy!
Excellent service from Jimmy worked very hard to find the car that was right for me. I can say this. If I happen to be on the market for another vehicle. Definitely I will work with Jimmy 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.






Used
2019 RAM 1500 Rebel
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Reviews
Super dependable.
Super dependable. I paid 26.4k cash 2 years ago for mine is as good as my old 1979 custom100 Ranger. Power is excellent too 5.7 495hp 8 speed automatic with selectable gears on the steering wheel. 190k miles still drives like new.






Chevrolet Certified
2021 Chevrolet Silverado 1500 LTZ
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Reviews
New car
I had a quick and easy car buying experience! Tyler was very professional
Beauty Truck
I drove a '99 Silverado Standard Cab 6 cyl for 24 years & decided it was time. I flirted with Ram & Tundra but when it came down to it, I've got Chevy in my blood & found what I think is a special vehicle. I'm still learning, lots of buttons, bells & whistles but think I'm gonna love this truck. It's big, real big, you have to plan for some driving/parking experiences ahead of time because it can't do what a single cab did. Would have preferred the 5.3 but ended up with a 6.2 but wow, power on demand, this baby moves. No need to worry about passing granny anymore.






Vehicle information
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Reviews
Best Dealer In Madison
Can't recommend this dealership enough. Everything from my salesperson (David) to paperwork was great. Very professional and understanding. If you're looking for a Toyota, look no further!
Great truck, I have no issues with this truck.
Great truck, I have no issues with this truck. Occasionally the Snyc screen freezes up. Acceleration is excellent. Highway MPG is 23 Local is around 12 mpg. Mixed City Highway is 15 mpg






Used
2019 Chevrolet Silverado 1500 RST
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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
2022 Ford F-150 XL
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Reviews
Dodge Journey
I have bought 4 vehicles from Russ Darrow, three from this dealership. You can’t beat them anywhere else! They are fair and truly listen to your needs.
Great ford dealership. Mall of ga ford
My 2022 STX 4x4 is totally awesome. Most importantly it’s 100% American. The 5.0 engine puts out plenty of power and pulls great . I put a 3 inch lift on the front and a 2 1/2 inch lift on the rear . I’m riding on 2022 35” inch tires and 18” raptor wheels . Also have an exhaust system with a large cold air intake system and passenger side oil catch can . All work was done at mall of ga ford . Now I have 15475 miles and just had my fourth oil change and service from mall of ga ford they completely take care of my truck .






Used
2019 Chevrolet Silverado 1500 RST
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Reviews
New 2500hd trucks
Great and easy to work with! Even with a fairly long distance from their dealership, the transaction went smooth.
Oil line failure
I recently found a oil leak earlier on the engine oil cooling lines. It took a couple of days to find the parts to fix it. It seems the there were 3 dealers in the area that had the part but they were already designated for other pickups with the same problem. This being said I believe GM is aware of the problem and should take responsibility for the cost encured for repairs.






Used
2021 RAM 1500 Big Horn
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Reviews
Symdon Motors, Inc. is excellent all around.
Excellent all around. Everyone is friendly and knowledgeable and more than willing to answer any concerns I have. I am totally satisfied with Symdon Motors, INC,
3.6 motor experience cold wether limp mode Several
3.6 motor experience cold wether limp mode Several times. Dealer claims no update for carburetor freeze up. Stranded on extreme cold days. Very concerned and disappointing






Used
2013 RAM 2500 Big Horn
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Reviews
Absolute Dream Truck
Very roomy on the interior with great interior and exterior design. Lots of power, handles all terrain well and excellent on mpg for its size.






Vehicle information
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Reviews
Okay but not for us right now
Starting the process for looking for a new to us van and CarMax was one of our stops. They had one we were really interested in, but between trade-in value and non-negotiable pricing (which we knew in advance) we realized it wouldn't fit our price range. Ryan was responsive, but not oppressive.
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
2018 Chevrolet Silverado 1500 LT
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Reviews
Looking for a Jeep Grand Cherokee for my son.
They just got a Jeep in on trade and were able to deliver it the same day we looked at it. Terry is a great salesman and a pleasure to work with. I recommend him and Don Miller Chrysler for a great buying experience.
I had a base 2018 LT for just over 4 years.
I had a base 2018 LT for just over 4 years. I bought it used off a lease buy back. I loved the truck, and if I didn’t end up needing a bigger back seat, for car seats, I’d probably still have it. I thought the ride was bouncy, almost too bouncy. I had no issues mechanically. The antenna was stuck and I marred it up trying to replace it. And the sunglasses holder started falling. The tpms sensors failed. But no big issues. That’s why I give it 4 of 5.






Used
2023 Toyota Tacoma TRD Sport
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Reviews
Jean, was very helpful and pleasant with our purchase
Jean, was very helpful and pleasant with our purchase yesterday. We had been looking for a Grand highlander and he had it ready for us when we arrived. The vehicle was also discounted after only 11 days on the lot which was also great. Had just the right features and we like it very much so far! The purchase did take 2 hours, but we were not sitting around much the attendant who told us about our car features, was also great although I cannot quite remember his name at the moment. We are a satisfied customer. All the employees we interacted with were great!
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
2023 Ford F-150 XLT
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Reviews
Trevor, great sales experience at Middleton Ford!
After seeing the car I was interested in online and posting an inquiry, Trevor Alfson quickly contacted me. He ultimately honored my request not to call but to text. He was so gracious to honor my timeline. He gave me first refusal until I saw the car in person. The sale was low-pressure with Trevor as he did not push. He just allowed us to decide on our own time. We closed a nice deal and Middleton Ford was extremely helpful in finalizing everything and getting us on our way. A follow-up with a defective seat handle was also quickly remedied with Trevor's help. Such a wonderful, rare buying experience!
A little choppy on dirt roads, feel the uneven paved
A little choppy on dirt roads, feel the uneven paved road surfaces. I attribute this to the 4X4 suspension. Excellent payload , 1865 lbs.for the non-turbo 3.3 liter which has been stellar performer in 35K miles. I average 24mpg all weather. Very good drive modes, sport kicks it up to V8 feel, shift on the fly seamless. Handles great with loads 1000 lbs. plus. Hot riding vinyl seats are sport like hugging you, difficult to turn around to look out the back window. I don't rely solely on back up camera because it does hide the corners where pedestrians are. Confining driving position barely allows for my 6 foot frame. Seats belong in a sports car, not a truck! I should have got the cloth seats! The cab lacks much space behind seats for a small cooler of water or duffel bag. The transmission was clunky in the first 4 months. I think it was the computer adjusting for driving habits. The 12" touch screen has many features and can be turned off. Integrated phone is easy set up, Personal music can be played or built in music apps. The maps are great showing satellite view and North South configuration based on direction view. Service often freezes when you get in valleys. The worst feature is vehicle manual on computer, takes 10x longer to find what you are looking for. Ask Ford to order a printed booklet! The instrument panel is well laid out however the steering wheel sometimes obstructs information. The tilt, telescope wheel is perfect for shorter drivers. There are many cluster views to choose from and two trip odometers, a big plus. I choose one layout for all driving. Took a long time to get used to where radio controls are as I was always turning down the blower motor switch. Blower motor has 8 speeds and whisper quiet up to 5. Also has an ac booster for quick cab cooling, heat, nice! The stereo has equalizer, 4 speakers and will blow out your ear drums unless you have deafness. I find the adjustments for instrument brightness, headlights, fog, and bed lights to be very awkward, An afterthought by Ford engineers? Placed at lower left below segregated instrument layout. Needs to be easily visible, not hidden from view and adjustment. The high beams light up the next county and 50 feet up the treeline. Not sure I need to see owls in the trees, but I can. The flash to pass feature needs to be more blinks, changing lanes that fast is dangerous. The windshield is large and raked offering a full road view and pillars don't obstruct the roadway. The rear view camera can be used while driving and shows tailgaters. The rear window has defrost, tint. The tint is great but defrost is imo a dumb idea. Window easily defrosts with heat or defogs with ac. This isn't a car! I chose Ford over competition because my last F150 gave me 400K, never left me stranded, had a great V6, super good tranny and decent fuel mileage. I like the payload, handling, maps and my music from my apps. I like the aluminum clad where my last steel truck started rusting everywhere. The weight is nimble feel while driving, almost sporty on twisty roadways with very good acceleration and quicker stopping. The cost of ownership is less than foreign and many domestic. I have no recalls in 2 years. I drive in snow often, the handling and my confidence level are excellent but I still have weight in the bed for traction since this is 700 lbs. lighter than my 2013. Overall, I like this vehicle very much and look forward to a new one, better designed or upgraded 2028.






Used
2024 RAM 1500 Big Horn/Lone Star
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Reviews
Manny is AMAZING!
Manny is AMAZING! Zero pressure, very informative and knowledgeable. Told him what I was looking for and he said, just a minute - we got one in yesterday that hasn't been inspected or detailed. He brought the car around to the front. Hooked! Bought last October, 2,300 mile on this 2024 Grand Cherokee Summit. They decided the vehicle was too big. Their loss my gain!! More bells and whistles than I'm used to but drives like a dream, ride is so smooth and quiet. Manny I will refer anyone seeking a new or used car your way! Jacob was awesome with the paperwork. Overall the experience was the best I've had. 5 stars is the most I can give but I'd like to give him a 10! Thanks again Manny! Keep being you!
This is the second Ram I have owned.
This is the second Ram I have owned. My first was a limited 19 model. My second one is a Laramie. I used to be a GM. man till I bought my first Ram. Will never own nothing else. Comfort and quality.






Used
2020 Chevrolet Silverado 1500 LT Trail Boss
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Reviews
Aaron is a great person to work with.
Aaron is a great person to work with. Made a tough situation much easier for us in a very difficult buying market. The people, service and selection are unmatched. It was a fantastic overall experience.
Purchased new a 2020 Chevrolet custom Trail Boss in Satin
Purchased new a 2020 Chevrolet custom Trail Boss in Satin Steel metallic, it has been great. I just turned 80,000 miles with no issues, it’s been a pleasure to drive, just replaced brakes and tires for the first time at 75,000 miles . I have also purchased new a 86 F-250 and a 01 GMC 1500 which also were great trucks and sold with 190,000 miles on them. Maintenance is key Chevrolet did a great job on the exterior of this truck, love the look and color. Nothing bad to say only a positive experience.






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Reviews
Great buying experience had plenty of cars in price range
Great buying experience had plenty of cars in price range we were looking for with low miles. Aaron A was great
2016 is a good yr since there is limited electronic
2016 is a good yr since there is limited electronic safety features. Truck has excellent ride, is quiet and gets great gas mileage with the 2.7 liter V6. My F150 has a 36 gallon tank and I've gotten over 1000 miles per fill up.






Ford Certified
2022 Ford F-150 XLT
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Reviews
Purchased A 2023 Ford F150
A shout out to Trevor Alfson the Sales Consultant. He was very helpful and knowledgeable. He made this transaction go smoothly and Quickly. Also A big thank you to Stacy who started the paperwork, and Baily who finished it with us. Overall it was another great experience. This was my second purchase with Middleton Ford.
Trucker with a Purpose- F150 HEV, Best Truck Yet
On July 26, 2022 I picked up my fourth F150. This one was different. It was the first one I ordered (waited 10 mths.), the most costly and a hybrid. Now, almost a year later, I find I am greatly enjoying the truck. It tows 7000# with ease, is quiet, and the feature set is fantastic. Each rendition of the F150 has been better. I started with the 2009. Nice but heavy. The 2015 was the first aluminum one and I did have some trouble with the brake controller failing and catching fire. The 2017 was great but in its last year it developed a dripping leak when raining in the sunroof that thankfully I was able to fix. It was the best up until this one. The recalls-windshield motor and flickering taillights (LED flash). My motor was fine and the taillights were reprogrammed. I would say that is minor compared to my friend's Red Silverado who in 2015 got a notice that they were catching fire on rear defroster wiring! I haven't had any issues and I am just amazed at the technology. It drove me 200 miles to Tallahassee. I cannot wait for the BlueCruise update supposedly this year. I get about 3mpg better than my 2017 10spd, Ecoboost in town and about 1mpg better on the highway. It varies but that is about the average. Ecoboosts can be thirsty if you want power. They like to cruise so I have learned to get to speed, not crawl up and keep a light foot. I own a truck because I need one to tow my camper and I need one to serve dual purpose as a daily driver too. I find that the Ford F150 fits that bill. I have shopped all the choices on full size pickups. The only other truck, to me, that met my needs with positive factors was the GMC Denali diesel half ton. I was not impressed with the overall package of the Tundra, RAM or Titan. They did not check all the boxes for me. I look for comfort, MPG, engine/power/torque RPM power curve for towing, tow features, style, etc. The hybrid eco and the diesel blow the others away for low RPMs while towing which is torque and that makes for a more enjoyable tow. Less noise , stress, etc. My two finalists also got the best MPG. I leaned toward the hybrid more too because of the current stance on diesels and the DEF and the cost of the fuel compared to regular gas. As a long time sports sedan owner turned trucker, I would tell you to shop. Read and research but some facts, well, aren't facts. I remember my legacy of sports sedans and buying recommended models- LOL. The Lexus- bad radios- all of them on the lot, cyclops brake light bulb not replaceable when blown, BMW 328is coupe- bad electrical battery blew up 2yrs., Infiniti G38 jerking and slamming 8spd. auto transmission on Interstates on quick braking- these were all top rated/reviewed cars and not cheap. I had more trouble with those three than any other vehicles I ever have owned. If you are looking for a truck, a vehicle meant for hauling and towing, then I highly recommend an F150. There is a reason they have such high sales in spite of what some reviews say.
About trucks
What is the cheapest truck available?
The Dodge Dakota is the cheapest available truck by average Cars.com listing price, with an average listing price of $8,617.
Which truck has the best MPG?
The Ford Maverick has the best MPG among traditional internal combustion trucks and offers up to 40 MPG city and 34 MPG highway for a combined rating of 37 MPG. The Ford Maverick has the best MPG amongst trucks with hybrid powertrains, reaching 40 MPG city and 34 MPG highway for a combined rating of 37 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 truck has the longest range?
The Chevrolet Silverado EV has the longest range among trucks and can travel up to 492 miles on a single charge depending on electric motor and battery options.
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 automaker has the most truck deals?
Ford has the most available truck deals on Cars.com with 10123 great deals out of 46816 listings starting at $339.
Where can I find the most truck deals?
The most truck deals can be found near Cottage Grove, WI with 87 great deals out of 495 listings starting at $7,200.
*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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Find great prices by city
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Trucks under $40,000 in Windsor, WI
85 Great Deals out of 472 listings starting at $7,200
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Trucks under $40,000 in DeForest, WI
74 Great Deals out of 399 listings starting at $7,200
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Trucks under $40,000 in Sun Prairie, WI
85 Great Deals out of 482 listings starting at $7,200
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Trucks under $40,000 in Arlington, WI
73 Great Deals out of 390 listings starting at $7,200
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Trucks under $40,000 in Waunakee, WI
74 Great Deals out of 409 listings starting at $7,200
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Trucks under $40,000 in Maple Bluff, WI
69 Great Deals out of 362 listings starting at $7,200
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Trucks under $40,000 in Dane, WI
73 Great Deals out of 379 listings starting at $7,200
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Trucks under $40,000 in Cottage Grove, WI
87 Great Deals out of 495 listings starting at $7,200
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Trucks under $40,000 in Poynette, WI
64 Great Deals out of 322 listings starting at $7,200
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Trucks under $40,000 in Madison, WI
64 Great Deals out of 340 listings starting at $7,200
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Trucks under $40,000 in Marshall, WI
82 Great Deals out of 478 listings starting at $7,200
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Trucks under $40,000 in Monona, WI
74 Great Deals out of 453 listings starting at $7,200
Find great prices on used Trucks in Windsor, WI
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