Used Toyota Highlander for sale near Wilton, CT under $40,000

I recently had my complimentary maintenance performed on my GX at Greenwich LEXUS where I purchased it. Edwin, assistant service manager, from beginning to end was very accommodating, helpful and informative. He worked with me in scheduling a date and time that worked perfectly for me knowing I travelled from Brooklyn! Even after the car was washed, he saw some water spots on the vehicle and went in and came out with a rag to wipe down the vehicle. Great service and with a genuine smile!!!

I bought this car new in 2008. I have nothing bad to say except the paint start flaking after about 5 years. I should have taken to dealer over paint issue. My car only has 65,000 miles and paint is completely gone. I am in the process of a new paint job. Seems my issue was the clear coat in the paint. I have owned 6 other Toyotas, all bought new. This is only 1 with this issue!

Dave was super excellent in assisting us to buy our auto. Thank you very much always.

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.

STAFF IS CURTEOUS AND PROFESSIONAL, PERFORMED WORK WAS EXPEDITIOUSLY DONE CUSTOMER WAITING AREA ON PREMISES WAS BRIGHT, COMFORTABLE AND CLEAN

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.

It was my best experience. Now, i can say that the money is well spent.

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.

I can't thank the team enough for their excellent service. The low finance rates were the cherry on top, making my purchase even more delightful.

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.

Great customer service straight forward. Joni was the best, understood what I wanted. Love the car!

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… 😢

Our salesman, Ali, and other members of the staff were all knowledgeable, helpful and professional. We are very happy with our new Grand Cherokee Limited.

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.

Amazing service team, tech kept vehicle clean and service Consultant kept me up to date on my needed services and repair, pricing is affordable and fair

It has a lot of road noise and the low profile tires makes feel like you're running on flats you feel everything I'm not happy at all it's nothing like my 2015 highlander no compassion at all!

I want to start off by saying wow , what Ana amazing experience I had & received, I would like to personally thank Kamoy, Mike, Ben & Craig !!! You guys worked super hard even on your day off from work !!! I walked out with a purchase & very satisfied with what I got !! Super nice super patient , very informative on every step of the way .. I’ll definitely will return going forward & make sure to bring more potential customers . I can’t thank you guys enough ❤️

I waited months, purposely, before writing this review. When I initially bought the car, I was scared because the reviews made it seem as if I made the worst mistake of my life. 6 months, 7000 miles later, the car running great. In the beginning, there was the weird shifting and lag but as time went on, around 5000 miles it had mostly smoothed out. After I took it for the TSB/Recall for a software update, it has been running perfectly since, no lag or strange shifting at all. I haven’t had any trouble otherwise. It’s roomy and comfortable for long trips. The third row is really for short trips(no more than 1hr 1/2) and for people 5’8 and under. The MPG excels on the highway especially on ECO mode with cruise control. I’ve gotten it as high as 33/34 mpg at 70mph on relatively flat land. In the city, it does terrible. I average around 17-19 even with slowly accelerations. My DTE is 290-310miles, 95% City driving. I’m sure those who use it on the highway will reach much higher. Despite the new 4 Cylinder Turbo, it has quite a bit of power and was able to take off very fast with a car loaded with adults (even in the third row). As of right now, the engine has been nothing but reliable. If anything changes, I’ll surely come back and edit this review. But for now, this 23 Highlander Limited Non-Hybrid, is a fantastic mid-size SUV and I recommend it now with the software update taking care of the shifting problem.

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

I don’t know why my car is rusted under the car what can I do it only used for family trips I love this Highlander it’s only have 50000 mile I enjoy this beautiful car

My wife and l have purchased five automobiles from Toyota City over twenty years...in that time frame the sales and especially the service(Matthew)and parts department (Joe) has been superb, informative, knowledgeable and kind.The service department gets you in and out in a timely and mechanically satisfying manner.

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!

This place is amazing! They didn’t have the Jeep I saw online, but they have an arsenal of Jeeps each one better than the next. Went there for a Jeep (WJ) Limited, drove home with a (WJ) Overland! Rarest of the rare. Highly recommend, staff are straight shooters and very accommodating. Excellent service!

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!

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.

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.

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.

Exceptional Service and Dedication at DARCARS Lexus of Greenwich! I recently purchased a car from DARCARS Lexus of Greenwich, and I can’t speak highly enough about the exceptional service I received. From the moment I arrived, the team made me feel valued and ensured every detail was handled with care. A special thank you to Brooke Jessup-Labonte, who truly went the extra mile—literally. When I decided to sell my old car through CarMax, Brooke offered to drive it back to my home, spending over several hours in unexpected heavy traffic. When an issue arose with the payoff information, he handled it seamlessly, contacting the dealership and Toyota to resolve everything on the spot. His kindness, patience, and professionalism left a lasting impression. I also want to recognize the incredible teamwork of Dave Miller (Manager), Andreas Tsirikos (GM), and Michael Tuzzio (Manager). Together, they made what is often a stressful process feel smooth, efficient, and even enjoyable. I’m absolutely thrilled with my new car—a Lexus that I instantly fell in love with during my visit. It’s a perfect fit for my needs, and I’m grateful to the team for helping make it happen. If you’re looking for a dealership that values its customers, provides impeccable service, and goes above and beyond, I highly recommend DARCARS Lexus of Greenwich. Their dedication and care made this an unforgettable experience, and I wouldn’t hesitate to recommend them to friends and family.

2015 highlander limited. Its very smooth , the seat/mirror memory buttons are great , the auto high beams are awesome. Its easy to maintain, all the fluids and breaks etc are very easy to service right in the driveway. It has the 6 speed transmission that is known to be very reliable (unlike the 8spd trans that toyota came out with in 2017)

I was looking for a used caravan, been looking for about 6 months and had one problem after another with other dealerships. Advertised price and then another $3,000 in fees!! I called Rivera Toyota and spoke with Joe, very friendly and helpful. I asked him what the price was on the car advertised, and he said the price show IS the price. No other fees, unless you want some of the additional services we offer. I told him if I am wasting my time I will throw you out of the window, JK. Next day took it out for a test drive, has two issues, nothing crazy, and was about to get off a few dollars. The price was the price and I did not have to hassle or get upset. Joseph was very helpful as well as his manager Bob. I was able to drive my new/used car that day home. I would definitely recommend coming here, for a used or new car. Thank you Joseph for making this happen.

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

Tommy the lot attendant greeted me in a friendly manner, and helped me with a minor problem. We had a chuckle as well. Michelle greeted me warmly, addressed my concerns about a tire issue, escorted me to the lounge area, and said she would text me with updates. Lori and I had a nice chat before I settled into the lounge. Michelle came to get me to talk to the tech Adrien who reassured me about my tire concern. Everyone was professional, helpful, respectful of my concerns. I cannot imagine better service anywhere.

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.

Beth Hicks service dept was amazing very sweet and helpful she is the best if you need service go see her. I traded in my honda for a Rav 4 Philip Hicks. What a. Smart young man and friendly got me in my Rav 4 fast.. And the main man. Ken Hicks wonderful to deal with this is the 5th time I bought from him and will always do so.. The whole staff is A++++++

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 can't tell you how happy I am with the service you provided, the great price you offered, and I just love my "used" Prius. Even though you are over four hours away from where I live and three states away, I would definitely come back again to Penn Toyota to purchase another vehicle! Your service is impeccable, your attention to detail and the overall great experience I had with your dealership was fantastic. Luis, my, salesman, was wonderful, kind and considerate. Thank You for being wonderful and honest dealership!!!

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

After driving and using it drives like brand new for a used ride. My wife and I are very happy. Even if it’s old feels brand new.