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
trucks
for sale
near
Winchester, MA
- 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
2021 Chevrolet Silverado 1500 RST
Vehicle information
Features
Used
2020 Jeep Gladiator Overland
Used
2019 Chevrolet Silverado 1500 LT
Vehicle information
Features
Reviews
This is my second Impreza from Wakefield Subaru.
This is my second Impreza from Wakefield Subaru. Love the car and impressed by the salesperson, Christian Finch. Knowledgeable and not pushy, which I really appreciate. Definitely recommend.
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
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Great RAV4 buying experience from Westboro Toyota
My wife and I have had wonderful experience buying the new RAV4 XLE 2022 from Westboro Toyota. Ricky was the first salesperson with whom we discussed the need for a new car. He is very professional, knowledgeable, and respectful and explained everything that we need to know about the new car buying process very patiently. We had to wait for more than 2 months to get the car with the color of our choice. Whenever I called him or texted him, we have received responses which encouraged us to wait patiently. 3 days ago, we have received a call from BB, a genuinely nice, knowledgeable, and respectful salesperson or manager who explained to us the availability of the Car with the color of our choice. We have had friendly conversation with BB and the Finance Manager, and we got the car in 2 days after completing all works related to Car buying. It has been a wonderful experience. Also, we would like to let you know that we have been getting excellent service from the Service team for other Toyota vehicles for 11 years. We would highly recommend Westboro Toyota for great buying and service experience.
I have a 2020 Chevy Silverado 1500 and simply love my
I have a 2020 Chevy Silverado 1500 and simply love my truck. It now has 110,000 miles and the only repairs I needed were a water pump under warranty at 99,000 miles and brake system that needed to be upgraded. It's comfortable and drives like a car. This is my 6th Silverado truck. You can't go wrong.
Used
2022 Chevrolet Silverado 1500 LT
Vehicle information
Features
Reviews
No stress
Great service very friendly and professional. No stress with test driving or even "talking numbers" it was a great experience and will go back there again.
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
2019 GMC Sierra 1500 SLT
Vehicle information
Features
Reviews
This is my second interaction with this dealership and I
This is my second interaction with this dealership and I work with the same guy every time. Freddy, he is absolutely amazing. Above and beyond not once but twice. Delivered my new purchase to me an hour away. Always a pleasant atmosphere, the service department guy’s are awesome too!
2019 Sierra SLT X31
I purchased a new 2019 SLT with the X1 package. It has the Red Quartz Tintcoat paint. I usually never leave reviews, but honestly this is the most comfortable, nicest loking truck I've owned , and I've ownwd alot of them. The only issues I've had was the brake software was flawed, took it to the dealer on recall and they installed a new software patch, Other then that I love the styling, performance and the interior is very nice. No regrets
Used
2021 Chevrolet Silverado 1500 LT
Vehicle information
Features
Reviews
Most of my dealings were with Chan.
Most of my dealings were with Chan. He kept me updated throughout the process without putting any pressure on me to buy or not to buy. I finally did purchase a2020 Fiat 124 spider Abarth. The car is everything Chan said it was. Couldn’t be more pleased.
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.
Used
2023 Ford F-150 Lariat
Vehicle information
Features
Reviews
Nissan Rogue com o Thyago Novais
Comprei meu carro com o Thyago Novais e super indico, muito atencioso e ta sempre disponivel pra responder suas duvidas. Aprovado, vem falar com ele que a garantia e certa!
2023 F150 Lariat.
2023 F150 Lariat. Just bought this used so these are my first impressions. So far very happy with the truck. Comfortable and handles nicely. V-6 seems very responsive. My issues at this point are related to my ability to setup this truck the way I want it. I am lucky that it came with the feature for automatic shutoff every time you stop for a red light already permanently removed. I would hate that feature if it had it. There is a lot of other features I would just as soon not have that I have had varying levels of success in turning off. Automatic lane keeping is one. While I was able to turn it off in the settings, it still interferes with setting cruise control. When I try to turn cruise control on it sets lane keeping anyway and I have to turn it off with another button press, while showing a stupid truck icon on the dash instead of my speed. I have to press an OK button to turn lane keeping off, then it will set the cruise control. All these button presses and having to look at the dash while doing this are very distracting and increases the time I'm not looking at the road, actually making the truck less safe. You really have to pick your time for setting cruise control. The automatic braking is another dangerous feature in my view. Thankfully I was able to turn that one off. The truck will beep 2 times if the engine is running and you get out, like to check your mailbox. It is irritating at best, not just for me, but for my neighbors, especially early in the morning or late at night. There is no mute button on the steering wheel for the radio, that I can find at least. I had this feature on other trucks and found it very helpful. Reverse brake assist makes no sense to me at all. I turned it off, but it is another one that puts a warning message on the dash to tell me that. I find the warning messages for the features I have turned off distracting and useless. These are my first impressions, there will probably be more later.
Vehicle information
Features
Reviews
feels like family
I purchased my car here and only bring it here for service. Its become a second family. You can really tell they care about their employees as everyone you encounter is very pleasant. I will always recommend this dealer to anyone who asks
Awsome
Stong engine and smooth! Highly recommend for familys or someone who likes a smooth truck. Purchased new and have had zero issues since then. Love it!
Used
2020 RAM 1500 Longhorn
Vehicle information
Features
Reviews
John was fantastic to work with — super knowledgeable,
John was fantastic to work with — super knowledgeable, transparent, and helped me get a great deal on my new Lexus TX350. The whole process was smooth and stress-free.
Beautiful, reliable, one of the best looking trucks on
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.
Used
2025 Ford F-150 STX
Vehicle information
Features
Reviews
Service
Very friendly and service was awesome the service my truck needed was done a day earlier than expected which was great less time I needed a rental.
Bought this truck new.
Bought this truck new. I’ve put 3500 miles on it and it rides really comfortably. I went from an AT4 with dead lifters to this. I love this truck and I have not towed with it but the max I’m towing is 6,000 so that should not be an issue.
Used
2023 GMC Sierra 1500 Elevation
Vehicle information
Features
Reviews
Very good location
Excellent reception in Special the sale Joao Felix let you feel very comfortable and very helpful to help you find your new car make you feel so special
Like the truck but also disappointed
Got the duramax diesel and getting 24 city and 32 highway is very good. Truck drives nice and is very comfortable. My 2 issues with this truck is the backup camera at night is useless (very dark) and interior lighting is not very good. You would have thought a 78k truck would have footwell lights, but it doesn’t.
Used
2021 Toyota Tacoma TRD Sport
Vehicle information
Features
Reviews
I would like to thank the Toyota team in Milford for the
I would like to thank the Toyota team in Milford for the excellent service. From the moment of purchase to the after-sales support, I was very well taken care of. The team was attentive, professional, and always willing to help, making the entire experience smooth and satisfying. I am very happy with the car and the service provided. I definitely recommend the dealership!
My 2010 had 317,000 miles when I bought my 2021.
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.
Used
2023 Chevrolet Silverado 1500 LT
Vehicle information
Features
Reviews
Sharon Munoz helped me to get my car all ready to go.
Sharon Munoz helped me to get my car all ready to go. She made sure everything was perfect and there were no issues. I would recommend people to come buy a car from her.
good trk
been buying dhevy trucks since 1976 was my 1st truck, now i got a 2022 silverado with a 6.2 last Feb. of 2023,kicked up the computer kicking out 454 horse power to the wheels, still waiting on my tow mirrors dont make the wiring harrness for my modle is the only problem im having with this truck, will never buy any other truck.
Used
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
Excellent customer service experience!
Excellent customer service experience! Mon Sept 11 called Sarah Hersee to schedule LOF, Tire rotation & State Inspection. Sarah scheduled me for 10:15 am Wed Sept 12. Joie Mullen, our trusted service adviser, informed me the State Multipoint Inspection revealed front brakes/pads/rotors needed to be replaced which was completed that day! Joie found the front tire had a leak coming from the rim and resealed the tire to the rim. The right front tire needing to be resealed shows the attention to detail Joie?s team shows. Years when I was on the road flying out Sunday night and returning Friday night Herb Connolly Chevrolet always help my wife care for our two cars in a way that made her safe and secure. Trusted service advisors, e.g. Joie Mullen, is the major reason for our dealership selection and continued patronage. Joie is our current service contact with at this dealership and has been extremely helpful. Always feel when I leave the dealership that the service was performed correctly and Service Advisors, e.g. Joie Mullen pay personnel attention to every service detail. Joie is truly a credit to the Herb Connolly dealership. Jason Martin, Service Manager, is exceptional! After the sale service is the key!
1st truck in 20 years.
My Silverado runs and drives perfectly. My only complaint is the paint job. Every week when I clean the truck I find new nicks in the paint. Almost like there's no primer. I'm concerned about resale value because no matter how careful I am and I'm an older driver, paint is getting worse every day.
Used
2022 Ford F-150 Raptor
Vehicle information
Features
Reviews
Awesome Sales person, listened to what I wanted and did
Awesome Sales person, listened to what I wanted and did not pressure me into anything Maria Malave is awesome
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
2019 RAM 1500 Limited
Vehicle information
Features
Reviews
1/12/26.
1/12/26. Just helped my son with a car at Autobhan and had a great experience. Freddy was my salesman and he couldn’t of made the car buying process any easier . Freddy was easy to work with and made it a great experience. Freddy also interacted with my son and my son gained some knowledge as this is his first time. It’s a relaxing atmosphere inside autobahn and I will go back and highly recommend them if you need a vehicle and definitely seek out Freddy!
Oil cooler leaks bad when tempatures drop below 32
Oil cooler leaks bad when tempatures drop below 32 degrees. This happens on yhe 3.6 l engines. Lots of rams leak due to oil cooler being plastic having to replace it with s metal oil cooler..$1300 to repair at shop
Used
2022 Toyota Tacoma SR5
Vehicle information
Features
Reviews
I requested information on a vehicle at Westborough
I requested information on a vehicle at Westborough Toyota and they were very responsive in an appropriate manner. While I did not end up visiting their location, I found them to be attentive and kind when I said I purchased a vehicle elsewhere. Very good customer service.
Love my Taco!
Love this truck's features and look! Only criticism is leg room in backseat! Other than that, it is a great truck that will hold its value and build equity well! 9.5/10
Used
2019 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
They contacted me immediately for an appointment for a
They contacted me immediately for an appointment for a test drive. Very polite and professional. I had to cancel due to a snowstorm but rescheduled easily and politely. Two days later I received a call that the car sold. So my experience was strictly with phone calls but Was a very positive impression.
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
2023 GMC Sierra 1500 Pro
Vehicle information
Features
Reviews
Great Experience
We bought an Audi Q7 from Marcella. She was friendly and upfront. The dreaded finance office even was pleasant. Car prices are what they are. I’d buy another here. Was disappointed with the 1/4 tank of gas lol I left more in my trade. And no inspection sticker. But overall great and those 2 things would not deter me.
"THE" GMC Truck!
I have a 2023 GMC Sierra 1500 Denali with the 3.0 Diesel engine. I have 20,000 miles on it at the time of writing this. Never owned a diesel before and now i don't think i will own another one without it. I LOVE the engine in this truck. Only complaint would be that it likes DEF fluid while towing so pick up some extra DEF before you head out to tow something. Put about 8K miles on it this summer without adding any DEF fluid. seems to use a little more in the winter or when towing. Very quiet for a deisel and the fuel economy is awesome. Driving 70 mph down the freeway this truck gets about 30mpg, Drive 55mph on regular highways and this truck gets almost 40mpg. All around driving for me is about 26mpg. I used to fill up twice a week with my gas motor and now only once a week. Wireless Apple Carplay works great and the voice texting and mapping is a big plus. I also have the new SuperCruise feature which is awesome. Get on the freeway and set the supercruise on and the truck drives itself until i get to my exit (about 28 miles from home to work). Bose stereo is out of this world and all the storage is great to. I have a swingout bed toolbox, aluminum roll up tonneau cover, Lighted black GMC front emblem, Gloss Black 22" wheels, All Black decals and my dual exhaust bezels are black as well. I rotate the tires and change the oil every 5,000 miles. Couldn't ask for a better truck. Might get the ultimate next time as that has the messaging seats which i kinda wish I had.
Ford Certified
2024 Ford F-150 Raptor
Vehicle information
Features
Reviews
Shawn helped my father and I with the process of
Shawn helped my father and I with the process of purchasing a 2021 Ford F-150. It was really easy, and everyone was super helpful. If I ever decide to need a new truck in the future, I will come back to Walls Ford.
Overall, I love my 2024 STX 4x4 Supercrew.
Overall, I love my 2024 STX 4x4 Supercrew. It's comfortable, reliable, and gets great gas mileage with the 2.7 ecoboost. I had one small repair done under warranty that took less than 3 hours and I have over 13k miles on it. My only mild complaints are that the ride could be more forgiving over bumpy pavement and that the turning radius was better.
Used
2021 Ford F-150 Lariat
Vehicle information
Features
Reviews
NATTY IS CURRNTLY RESEARCHING A 2020 TOYOTA SIENNA WITH
NATTY IS CURRNTLY RESEARCHING A 2020 TOYOTA SIENNA WITH LOW MILEAGE THAT I AM VERY INTERSTED IN BUYING AND HAVING IT DELIVERY TO ME IN WELLSBURG, WV ZP 26070 -AND AS A SERIOUSLY DISABLED RETIRED MARINE CORPS COMBAT INFANTRY OFFICER OF 23 YEARS OF ACTIVE DUTY WITH OVER 25 MONTHS EXPOSURE TO AGENT ORANGE IN VIETNAM AND OVER 4 YEARS EXPOSURE TO THE CONTAMINATED WATER AT MARINE CORPS BASE CAMP LEJEUNE, NC! AND, NATTY KNOWS THAT, WITH MY DEATH PERHAPS IMMINENT, I MUST NOT TAKE A CHANCE BUYING AN UNRELIABLE USED CAR OR ONE WITH ANY NEGATIVE ASPECTS, BECAUSE I WANT TO BE SURE THAT MY WIFE OF 47 YEARS CANNOT BE LEFT BEHIND WHEN I DIE WITH AN UNAFFORDABLE PROBLEMATIC USED CAR! LET'S SEE WHETHER NATTY CAN CARINGLY AND PATRIOTICLY BLESS ME, A RETIRED MINISTER AND HEALTHCARE CHAPLAIN, BY ALLOWINGLY ME TO DIE IN PEACE RATHER THAN TROUBLED OVER MY WIFE MARGARET WHEN I GO AND CAN NO LONGER FINACIALLY TAKE CARE OF HER. RON RICE, 82 YEAR OLD LTCOL U.S.MARINE CORPS RETIRED AND SERVANT OF GOD, WHO HAS ENABLED HUDREDS OF HURTING EOPLE TO DIE IN PEACE - AS I WANT FOR ME MORE THAN ANYTHING....
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
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 $8,367.
Which truck has the best MPG?
The Ford Maverick has the best MPG among traditional internal combustion trucks and offers up to 42 MPG city and 33 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 9719 great deals out of 53245 listings starting at $1.
Where can I find the most truck deals?
The most truck deals can be found near Watertown, MA with 337 great deals out of 2350 listings starting at $4,995.
*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 Trucks by city
-
Trucks for sale in Arlington, MA
302 Great Deals out of 2012 listings starting at $4,995
-
Trucks for sale in Woburn, MA
276 Great Deals out of 1903 listings starting at $4,995
-
Trucks for sale in Medford, MA
301 Great Deals out of 1999 listings starting at $4,995
-
Trucks for sale in Stoneham, MA
278 Great Deals out of 1910 listings starting at $4,995
-
Trucks for sale in Belmont, MA
329 Great Deals out of 2274 listings starting at $4,995
-
Trucks for sale in Lexington, MA
331 Great Deals out of 2328 listings starting at $4,995
-
Trucks for sale in Melrose, MA
269 Great Deals out of 1834 listings starting at $4,995
-
Trucks for sale in Burlington, MA
266 Great Deals out of 1882 listings starting at $4,995
-
Trucks for sale in Malden, MA
280 Great Deals out of 1937 listings starting at $4,995
-
Trucks for sale in Somerville, MA
296 Great Deals out of 1971 listings starting at $4,995
-
Trucks for sale in Cambridge, MA
326 Great Deals out of 2261 listings starting at $4,995
-
Trucks for sale in Wakefield, MA
231 Great Deals out of 1654 listings starting at $4,995
Trucks in Winchester, MA by make
-
Ford Trucks in Winchester, MA
76 Great Deals out of 503 listings starting at $5,500
-
Chevrolet Trucks in Winchester, MA
68 Great Deals out of 469 listings starting at $4,995
-
GMC Trucks in Winchester, MA
51 Great Deals out of 355 listings starting at $8,995
-
Toyota Trucks in Winchester, MA
37 Great Deals out of 300 listings starting at $7,795
-
RAM Trucks in Winchester, MA
39 Great Deals out of 213 listings starting at $6,975
-
Honda Trucks in Winchester, MA
9 Great Deals out of 60 listings starting at $7,995
-
Nissan Trucks in Winchester, MA
5 Great Deals out of 56 listings starting at $8,995
-
Jeep Trucks in Winchester, MA
11 Great Deals out of 52 listings starting at $22,529
-
Hyundai Trucks in Winchester, MA
2 Great Deals out of 20 listings starting at $21,727
Find great prices on used Trucks in Winchester, MA
- ${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.
