Used Toyota Highlander for sale near Milford, CT under $899,990

On Saturday, June 7, my daughter and I had an outstanding experience at XXX Chevrolet. While my initial intent was simply to support her in purchasing her first vehicle, I ended up trading in my own car and driving away in a brand-new 2026 Equinox — while she purchased a 2025 Colorado. Both vehicles impressed us during the test drive. The safety features, interior design, storage space, and overall aesthetics sealed the deal for both of us. While comfort and safety were top priorities, what truly set this experience apart was the exceptional service we received. Steven connected us with Brian, an outstanding sales specialist who was both highly knowledgeable and incredibly personable. He built immediate rapport, listened carefully to our needs, and guided us to the right vehicles without any pressure. The process was smooth and efficient — we were both driving off the lot the same day! The dealership itself was clean, welcoming, and even treated us to a delicious lunch during our visit — a thoughtful touch that made the day feel even more special. I’ve purchased several vehicles over the years, but nothing compares to the level of service we received from Steven and Brian. I highly recommend them to anyone looking for a car-buying experience that’s professional, honest, and genuinely enjoyable. Judi and Jackie T.

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.

I just bought a 2023 Highlander! Everything about the process was direct, easy and quick. Trish got me the car I wanted and went over in full detail everything about it. She made herself available to me for any questions and concerns. Diego handled the financing and explained everything. I was hesitant because my last experience at another dealer was overwhelming, this was the exact opposite. The whole process made the car buying process so much better. Everyone went out of their way to make me feel welcomed into the Toyota Family!

Always reliable and outstanding customer service. Waiting area well stocked and comfortable. Staff friendly and informative, attentive to details and future needs. Service department used modern diagnostic equipment that can be reviewed while waiting

can't complain I love it, already I told Andres by next years, I coming for the same model but 2022, ot is my best vehicle I have done for a while

i think car max got it right when they make you an offer they are serious.it is good for 7 days and the process is rather seamless

Great 3-row hybrid. Very reliable. Very comfortable. Lots of cargo space, especially with the third row seat down. Put down the second row and cargo space is enormous. Good gas mileage for a 6-cylinder. Nice pick-up for an SUV. Would definitely buy another Highlander

I had THE best experience at Carmax...the salespeople were non-pressuring, helpful and just amazing (especially Daniel!). They went out of their way to make every step comfortable and unpainful. I will most definitely go there when I need to buy my daughter a car and when I need to upgrade in a few years!

Overall very good and reliable vehicle for the money. Not the most comfortable, stylish, or best on fuel but for the price i dont think you can find better

I visited on the second day being opened and had a great experience in buying a 2022 Explorer and trading in a 2016. It was seamless. Had an issue with the new car that turned out to be a factory defect that they had Ford correct. All good. I’ll be back.

We switched from 4Runner to Highlander! Many years of Toyota loyalty in our family. Camrys to Tacoma’s we have had them all. I stole my wife’s 4Runner away from her and replaced it with a 2021 Highlander XSE. It’s been awesome. Bought it brand new. We just hit 65k. We drive from northern Idaho to Scottsdale Az all year and at anytime. Yes, anytime. AWD Snowmobile. It’s awesome in the snow! 22-28 MPG on the Hwy. For those worried about driving a wagon looking vessel around that does not have the great looks of the 4Runner? Don’t worry about it. The XSE has a great looking front end. The XSE Model handles great and boogies. Yes, it’s quick and drives like a sports car. Well, it handles well not quite a sports car. Don’t get the regular Highlander. XSE looks different, has the JBL stereo and drives great. AWD with a Snow Mode. Oh, and it had a third row for little ones. Reliability - been amazing. Zero issues.

We were selling a vehicle. Staff contacted us to give us a link to provide all info for the car we wanted to sell. They gave us an excellent price. ( as evidenced. By kelly blue book ) When bringing car to dealership in East Haven - staff had gloves and masks on. They came outside for paperwork. They were organized. Social distancing followed. We are very please with our experience.

Luxurious is how I would describe this car! Smooth ride, efficient and a great looking vehicle! It has plenty of room and pretty cool features as well. I live this car and highly recommend it!

Thank You Norbit and Thank Steve for crunching those numbers for making it happen. Nor you wanted me in that Cadillac Escalade and I am. Once again thank you J&M Automotive for looking for me.

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.

Well I came 31/2 hours to see a car and it’s gone yesterday I wanted it I was buying it because i recked mine i wanted the same thing

I have had this car since 2013. I have a feeling it is going to last me a long time. The only thing I don't like about it is the spare being underneath the car where I cannot get to it to check the air or put air in it. I would rather have the spare inside somewhere.

What a pleasure to deal with salesman manager number one Would definitely buy another car from them in the future

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!

Lou was my salesperson and he was super communicative, explaining and re-explaining when he seemed to feel it was needed. No surprises along the way, I was able to test drive the van as much or as long as I wanted, have a mechanic come by to inspect it and they washed it and added a full tank of gas on pickup day. They had done some quality servicing to the vehicle as well before pickup day. Lou mentioned early on that he wasn't paid on a commission basis, which was a good detail for me to know. In the end, all the numbers were the same from the beginning to end, no "uh oh" moments and it was a super fast experience on pickup day - probably the fastest ever for me to get the keys and drive a new (to me) vehicle home. I will look to use them again if possible in the next year or so. Highly recommend.

This car is like no other car I have driven. It is so smooth, very quiet, and very comfortable. Plenty of room sitting or cargo room

I've bought 4 vehicles from this dealership as a return customer die the the (CPR) - Courtesy - Respect - Professionalism I live in Delaware and make the journey for these three requirements for me to purchase. Ask for Lou 😉

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!

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.

Great dealer. No hassle. In my new vehicle the same day. Smooth transaction. Very happy with whole experience.

Best reliable car around Toyota Highlander 2019. Great all road trips. Spaces and plenty of room for everyone. Bars inside seat for car seats to connect to keep baby safe. I have bought 3 Highlanders and loved everyone.

I don't believe that I would be able to put my experience with this dealership into words. Everyone was simply amazing! I have been shopping around for a vehicle and the level of comfort I felt stepping foot into this place of business was absolutely remarkable. The moment Ann called me I knew I would be purchasing the vehicle I inquired about and I was right to think so; we clicked instantly and she guided me every step of the way. There was no obstacle this amazing team wasn't prepared, capable or willing to take on in order to help me purchase my first vehicle and I will be forever grateful for that. Thank you so much and continue to provide great service over at VW of Stamford. :)

Have had our 2023 Highlander XLE AWD since April 2023. Live in Chicago area and have driven to Arizona and Maine. Zero problems with the car. We put a large Thule box on the roof, multiple mountain bikes on a bike carrier and a kayak. Lots of luggage, got 27 miles per gallon on both trips. Plenty of power in the Rocky Mountains. Would recommend the car to others. We have a great Toyota dealership but all we have needed is schedule maintenance.

my experience purchasing the tacoma was extremely excellent my salesperson was the best informative and made the experience fun a great time the dealer and the truck are the best

All-round is a very comfortable and reliable car which is good for commute, transportation and having fun with ur family with space for cargo and people

They made sure the car that we wanted was road ready and safe for my family. Even after purchase they still are wonderful to interact with. I highly recommend them especially George, he goes above and beyond. We will definitely be return customers 😀

We have the 2022 Limited edition. Love the heated and cooled leather seats, very comfortable. Overall vehicle is very quiet, except on concrete roadway surfaces. The rain sensing wipers don't function as well as the ones we had on our 2019 Rav4. I will say, the 3rd row seats are for young kids or very small flexible adults. Also, front doors need more of an arm rest higher up on the doors. The tri zone heat and cooling is great. I like how the adaptive cruise will even slow you down some when entering curves. The 11 speaker JBL sound system is very good. Overall, the negatives listed are fairly minor issues, because we really enjoy this vehicle and the features. I am disappointed that Toyota will not be offering the v-6 in 2023. I much prefer the smoothness and power and torque curve of the 6 versus the turbo 4. The 8 speed transmission is butter smooth, although the kickdown response could be improved. This is our 4th Toyota and will keep coming back because of the higher quality standards and overall reliability. Also, Toyota seems to listen to customers better and making adjustments or corrections better than a lot of the other auto makers.

Best experience ever purchasing car;James worked double hard to get the transaction settled painlessly. Wiz Auto has a first rate professional staff & the largest inventory of top rated vehicles in Connecticut.

Bought the '12 used with 30k miles on it 9 years ago. It now has 187k and is running great. Regular oil changes and typical maintenance, brakes, tires, etc. The AC did go last year and was fixed. Car is plenty cargo spacious and has been used to move many items, furniture, building materials etc. The only thing I'd like better from it is brighter headlights. If a HIghlander has been maintained I'd not hesitate to pick up a higher mileage used one and expect many more miles.

Carmen was GREAT! Celine got us up on the road quick and we drove a loooong way. Thanks guys, love our Jeep! The facility is amazing!

My mother recently rented this car for a family vacation to West Virginia and it was amazing! Excellent mileage for an SUV its size. Great performance. Tons of safety features (which is a VERY GOOD thing). Beautiful acceleration. The only problem we had was with the fact that the car will adjust the speed depending on the cars around it (or something like that), but it only happened when cruise control was on. It was overall a very nice car and we are actually planning on purchasing one soon.

Great car! Just what I was looking for. Lila was so awesome. She was very helpful & patient. So glad to have gotten to work with her. I highly recommend her!!!

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… 😢