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Used
Toyota Highlander SUVs
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
2022 Toyota Highlander XLE
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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....
Exceptional JRCastillo
JR Castillo - Toyota North Austin got in the perfect vehicle. It fits my whole family. It has space for my soccer mom items. The quality and care provided to me by JR was exceptional! The whole experience was like a ride on the park, easy with JR.






Used
2022 Toyota Highlander Platinum






Used
2022 Toyota Highlander LE
Vehicle information
Features
Reviews
Always friendly, courteous, informational and punctual.
Always friendly, courteous, informational and punctual. Dave recently noticed a noise I had missed. They are true partners in my vehicle maintenance. (Never trying to sell me something that I don?t need. Always excellent service.)
Bass I dont want - 2022 platinum hybrid road noise
I bought a brand new Toyota Highlander platinum hybrid, 2022. I’ve owned Mercedes and a whole bunch of other cars but the noise from this literally hurts my ears. Really sucks because I wanted to keep this car forever but now I wanna get rid of it because the low bassy vibration is absolutely terrible. I have seen some people talking about a foot to radiator seal, hoping that might help. I want to fix this but its some serious xxxxxxxx. I like bass but this suckd toyota… 😢






Used
2016 Toyota Highlander XLE
Vehicle information
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Reviews
Used Car
Really satifisfied amazing service. The guy at the dealer was really approachable and friendly. People like that is the people you need for dealers great guy.
Excellent Value
We looked at several SUVs while shopping around and kept coming back to the Highlander. It is a Highlander Limited AWD Platinum Edition. We could not be more pleased with this vehicle






Used
2024 Toyota Highlander XLE
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Features
Reviews
Jorge in the body shop was fantastic
Jorge in the body shop was amazing. He was able to get my car in right away after an accident and he communicated proactively with my insurance company. He looped me in regularly to update me on what was happening and managed to facilitate my car being repaired in just over a week. I couldn’t have asked for better service. Thank you, Jorge—-5+ stars!!!






Used
2016 Toyota Highlander LE
Vehicle information
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Reviews
Ron Bouchard Honda is a no nonsense partner in the car
Ron Bouchard Honda is a no nonsense partner in the car buying process. They listened to what we wanted and were very fair with their trade in evaluation and discount offers. Communication was regular and clear.
Great purchase!
This car drives extremely smooth and I’m very impressed so far. The seats are comfortable and everything is easy to use. I highly recommend checking out a Highlander.






Used
2018 Toyota Highlander XLE
Vehicle information
Features
Reviews
The whole experience was very positive.
The whole experience was very positive. All the people were friendly and professional. Have had the car now over a week. It’s everything that I hoped it would be.
Large doors and front seats.
Large doors and front seats. Easy to get in and out. You have to pull past the protective bollard at the gas pump as to not ding the edge of the door. A lot of safety bells and whistles for an older car. Can tow with the best and high enough to take fishing and hunting. Good power. Feels safe in winter driving with in reason. If it gets icy or the snow gets over 5” I stay home. Operational noise is not annoying even when pulling into traffic or down shifting going up a steep hill. It gets almost 21 miles per gallon. I have no intention of spending thousands more on a vehicle to get better gas mileage. It’s paid off. I’m retired and put about 8000 miles a year on it. It still runs like new. I would love to keep it as long as I can. It also can haul pretty much everything I need.






Used
2018 Toyota Highlander Limited Platinum
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Reviews
I’ve now bought two cars at Salem Ford.
I’ve now bought two cars at Salem Ford. They are a class act. Both times the salesperson was top notch, most recently Mike “Salty” Saltman. The GM Armando Rodrigues was especially kind as well. I knew him as a youth playing baseball and basketball with my boys. What a fine and accomplished person he has become Will do business here forever
Best Car Ever!!!!!
This is my second Highlander. The first was a 2008 model and still in the family running great. This model has also served me well. I have 75,000 miles on it. I bought new tires at 60,000 and just had the battery replaced 3 weeks ago. The car runs great!






Used
2017 Toyota Highlander LE I4
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Reviews
Highlander-roomy, easy to drive and dependable!
I've always loved the look and feel of a Toyota Highlander. But I never thought I could afford one. I found my Highlander at Alton Toyota, Alton, Il. and fell in love. I asked about the price and I couldn't believe it was right in my price range. I test drove it and it was love at first drive. Everyone from the Sales-person, finance and even the Technicians. were friendly, helpful and answered all my questions. They even went above and beyond making sure I got the best loan that fit me. I love my highlander and just got back from Myrtle Beach SC, driving round trip. It is so fun to drive and all the room is unbelievable. I highly recommend both the highlander and Alton Toyota dealership!






Used
2018 Toyota Highlander Limited
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Reviews
My wife and I just recently purchased aka lease a 2025
My wife and I just recently purchased aka lease a 2025 sorento our salesman, tommy as well as keith.And everybody in the finance department that helped us purchase this vehicle we thank them dearly i would definitely recommend anybody named a new vehicle to go see them, they will do everything in their power to get you into something you would want. We'll definitely be getting our next vehicle from them.When the time comes
The 2018 Highlander is awesome
Smooth ride with tons of safety features Great gas mileage Roomy Only dislike is no Apple car play. Will buy another in future 5 stars






Used
2018 Toyota Highlander XLE
Vehicle information
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Reviews
Great experience with Nucar Woburn , from sales (Austin)
Great experience with Nucar Woburn , from sales (Austin) to finance and registration. Good people and no pressure attitude. Would buy from them again. Greg PD
very reliable.it is my second .
the car meets all my needs except the rear seat room is very difficult to get to plenty of storage room. great safety features. good gas mileage.






Used
2016 Toyota Highlander LE
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Reviews
My experience was excellent from the test drive.
My experience was excellent from the test drive. to the financing/purchase, right to the point of delivery. Pricing was reasonable too, and I felt like a valued customer every step of the way.
Hoping this vehicle lasts me a long time!
This car has met (most) of my expectations. I love all of the features, but I wish the speedometer was digital to see what speed I am going, and I wish I could see how many miles I have left to an empty tank. A couple other things I would have loved to have is a blind spot monitor, and remote start but these are all just luxuries and do not affect the cars driving abilities. Just my personal preferences! Overall very happy with my purchase and I hope this vehicle lasts me a long time!






Used
2019 Toyota Highlander SE
Vehicle information
Features
Reviews
Great place to buy a vehicle.
Great place to buy a vehicle. Stan went above and beyond for us. Would highly recommend it was definitely worth the 177 mile drive.
A great riding SUV and very reliable.
I traded in my 2016 RAV4 Limited for the Highlander XLE. Primarily for the ride. We had to give up some features such as seat positioning and closeness sensors available on the Rav4. The 2019 Highlander has a V6 that is well reported on and gives us the performance we need. Our ride has definitely improved on the Highlander.






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Reviews
I worked with Frank McKanobb when I stopped by to look at
I worked with Frank McKanobb when I stopped by to look at the GV80 a week or so ago. It was the day after the last big snow we had and he was in a great mood the whole time. Didn't seem bothered or annoyed that he had to scrape ice off a car for me for 15 minutes before I could drive it. I apologized a few times, but he seemed genuinely glad to help me. I would recommend Frank to anyone who is looking at a Genesis or Hyundai in Nashua area. Your professionalism throughout the process was appreciated.
The 2022 Toyota Highlander is great and roomy
My 2022 Highlander is a great car. It is very roomy and comfortable with a lot of safety features. The back seat is very comfortable






Vehicle information
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Reviews
Very good customer service.
Very good customer service. Thankful for the attention and distinction. I love where to buy my car here.
Secure Toyota Owner
So far I love the vehicle! It is a luxury, quiet, smooth driving experience. A huge reason for choosing the Highlander was because of the Toyota reputation for quality, safety and reliability.






Used
2015 Toyota Highlander LE
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Reviews
I just brought a 2016 Kia Optima and Lisa gave me the
I just brought a 2016 Kia Optima and Lisa gave me the best service i could ever ask for, no pressure just helpfulness and very informative, such a pleasure working with her.
Love my new highlander
Big shout to Jacob Sanchez to help me make smooth purchase on 2-21-24. I love new ride can’t wait for family road trips and loving how spacious it is.. thank you Jacob and Hendrick for making this possible for me :)






Used
2015 Toyota Highlander XLE
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Reviews
Very positive experience.
Very positive experience. Sales rep Nina was terrific A pleasure to work with, knowledgeable, patient. Best car purchase I’ve had. Love my new Mazda3 Hatchback. Paul in Finance explained everything clearly and took great care of the details. Terrific!
200k worry free miles.
We bought this car new in March 2015. It currently has over 205,000 miles, and I am selling it to buy a Grand Highlander next week. I still drive it back and forth from Iowa to Florida 3 times a year, and never worry about it making it. It handles great in any snow Iowa gave me, and last trip to Florida I averaged over 25 mpg traveling about 75. I have done all my scheduled maintenance at Cedar Rapids Toyota, changing the oil every 10,000 miles, and 1 tune up with spark plugs at 120k. Total repairs, (not maintenance), was under $450. 1 rubber seal for sunroof, 4 tire pressure monitors, and 4 sets of lug nuts, as they were rusting on. Truly the best and most reliable car I have ever owned. One reason I am trading up to a Grand Highlander is to get all the new safety features. My oldest daughter is buying this, because they know it surely has another 100k + of life left in it.






Used
2010 Toyota Highlander SE
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Reviews
Michael has been super helpful and is with you every step
Michael has been super helpful and is with you every step of the way. Made buying a car the easiest process ever. Would recommend 👌.
I purchased my 2010 Highlander in March 2011 with 5K
I purchased my 2010 Highlander in March 2011 with 5K miles. I now have 177,377 miles and never had a major repair required. Just replaced spark plugs for second time and should be good for another 75-80K miles. Thinking of trading in-not sure what to do. Oh btw: I’ve never missed a scheduled oil change in 13 years or ownership. Anyone have an opinion??????






Used
2022 Toyota Highlander LE
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Features
Reviews
I found a vehicle for my daughter that fit all the
I found a vehicle for my daughter that fit all the parameters that we were looking for at Copeland Chevrolet, which I have never visited or dealt with previously and it turned out to be one of the best buying experiences I?ve ever had in the past 35 years of buying vehicles. I worked on the floor directly with Kevin, who worked with me from start to finish and during this time I met Mr. Buchanan, who answered a ton of my questions about this used vehicle since I?ve never even purchased this brand before, Mr.Matta with car warranty questions and had an opportunity to speak with Mr. Reed, who was also exceptional to deal with, was positive and super informative. It?s people like these that make consumers like myself come back over and over again. Thank you all for making this experience such a great one and I look forward to returning in the near future to get something from my wife.
Love it so far
I bought my 2022 Highlander SE in November 2021 when selections were limited. It was not my first pick after researching and not my preferred color. I financed outside of Toyota and received a much better interest rate and my credit union said I was paying more than a reasonable price. But I was desperate and needed to new vehicle. I will see if the resale value keeps up with current value. So far it has performed well with a slight exception for the all wheel disk brakes. Sometimes I hear noises from the rear when backing out of my driveway when applying brake pressure. Also braking while driving seems a little soft and squirrelly. Just doesn’t feel quite right. The technology options are too numerous to mention and still learning but love the blind spot notification features. Fuel mileage is good compared to my V8 but performance is lacking even with sport drive feature selected. And in reference to one of the other reviews, the console storage is deep but too narrow. Overall I am enjoying my Highlander very much. I haven’t made a road trip in it yet so we will see. I can say it is a great family vehicle for short trips around town where a lot of start stops occur.






Used
2015 Toyota Highlander Limited Platinum
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Reviews
If I could give 10 stars I would!
If I could give 10 stars I would!!! I recently had the pleasure of purchasing a used Porsche, and the entire experience has exceeded every expectation I had. From the moment I began inquiring about the car, the dealership was responsive, professional, and incredibly thorough. Despite the car being located in Boston, I was initially hesitant about the logistics of having it delivered all the way to Indiana. But the dealership went above and beyond to make the entire process seamless. Timothy Klingenberger specifically was a DREAM to work with and someone I now call a true friend. He had my best interest in mind from start to finish. I can’t usually say that about any car dealership. Tim provided detailed photos and videos of the car, ensuring I could make an informed decision from a distance. The condition of the Porsche was exactly as described, and when it arrived, it was even better than expected—immaculate, with every feature working flawlessly. It was clear that the car had been meticulously cared for, and the quality of the vehicle far surpassed anything I’ve ever experienced in a used car. Not to mention and without my asking Tim included a second key fob at no additional ask or charge to ensure I had two as it would have come with when purchased new. The delivery process itself was smooth and efficient. The car arrived on time, in pristine condition, and with a full inspection report included. It was evident that the team cared about customer satisfaction and that they were willing to put in the extra effort to ensure I was thrilled with my purchase. What really stood out to me was the attention to detail and customer care Tim gave me from start to finish. I’ve owned several high-end cars, but this was by far the most seamless and satisfying purchase I’ve ever made and I can be picky. If you’re considering buying a car, I would highly recommend this dealership. They truly went the extra mile, and I couldn’t be happier with my decision.
Reliable and great looking
It’s been a very reliable car the past 7 years. No issues mechanically speaking. Body style is great Mine has no safety warning features. My dislikes are the huge side mirrors and window frame. I’m 5’1” and they are a huge blind spot issue for me. Even my 5’10” son has issues. You cannot see the curb on a curve and you have to be extra careful to watch for pedestrians at thr crosswalks. And the nav screen/system and back up camera are USELESS during a sunny afternoon. The angle they installed it and without something to shade it makes it impossible to use. Actually dangerous at times. The only other thing is the road noise. It’s not terrible but next car I’m going for will be a quiet ride.






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Reviews
At Audi Norwell received excellent service.
At Audi Norwell received excellent service. My sales person Jimmy Liberidis was very knowledgeable and extremely helpful in all matters concerning the purchasing of my car. I He is an excellent salesman and a gentleman. Frank Giasullo
Best vehicle I've ever owned
Zero problems in 8 years ownership. Very comfortable. Still looks brand new. My next car will definitely be another Highlander, perhaps a 2025 Highlander Hybrid.
Toyota Highlander prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Toyota Highlander | $43,052 | |
2023 Toyota Highlander | $28,995 | 9 Good deals |
2022 Toyota Highlander | $30,308 | 38 Good deals |
2021 Toyota Highlander | $28,839 | 12 Good deals |
*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.
Compare the Toyota Highlander
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Toyota Highlander SUVs in Winchester, MA
14 Great Deals out of 193 listings starting at $6,500
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14 Great Deals out of 168 listings starting at $6,500
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14 Great Deals out of 185 listings starting at $6,500
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14 Great Deals out of 186 listings starting at $6,500
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