Used Toyota Highlander for sale near Bridgeport, CT under $50,000

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 😉

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.

Lily was amazing. Knowledge of the vehicle. Helpful with any questions Very professional. Thank you Lily!!!

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.

They did the most possible deal and more for me. Kevin and manager are so nice and want the best for me. I love the delealership.

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 have a 2016 KIA Sorento with 77.000 miles. And for a about 2 weeks, it seems to have a issue with the AC and for some reason i had coolant on a regular basis. Turns out to be an head gasket crack. Apparently the 2016 KIA Sorento have an history of that problem. When to Napoli KIA in Milford CT. My service advisor was Jennifer. She explained that KIA had an extended warranty for this exact issue, but they had to make sure that was the correct problem in order for the warranty to work. She followed up the next day and told me that KIA will replace the entire engine at no cost to me because KIA honored the warranty. So, Napoli KIA ordered a new engine and the car was done. That’s $14.000 job that I paid nothing. Thank you very much to Jennifer and her associates. Jennifer went above and beyond, she kept me informed on everything, got me a ride to and from Napoli KIA . She was very pleasant to work with. She treated me with kindness and respect. I have to say, that all the service advisors are really nice and helpful and very knowledgeable and professional. Previously, a few years ago that was different. But this new team is incredible. Thank you very much to Jennifer for her outstanding service.

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.

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 arrived knowing the used car I wanted to buy. I had been following the posted ads for this car and was concerned about the pricing changes, first down and then up for a couple of times. There is no negotiating the price since I had no trade. The financing was done professionally. My salesperson was super nice and instrumental in the registration and changing insurance.

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 recently leased a Lexus NX from George Thomas at DARCARS Lexus of Greenwich, and the experience was excellent from start to finish. George was professional, patient, and transparent throughout the process. He made sure I understood every detail and helped me find a deal that made sense without any pressure. George is also a veteran, and it’s clear he brings that same level of integrity and dedication to his work. We should all be supporting our veterans—and George is a great example of why. I highly recommend working with him if you’re in the market for a Lexus.

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!

Pete P. was great! Pete helped us purchase certified preowned Toyota Highlander! Great customer service from start to finish. Casey handled the sale paperwork, seamless. It was a pleasure to do business with Greentree Toyota. The entire staff receptionist to sales exceptional! Be sure you ask for Pete.

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.

We are happy with the staff and clean environment. Lucas and Rob was really helpful with the purchase.

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.

Nice place to do business. Professional and courteous salesman. This car was exactly what I was looking for.

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… 😢

If your thinking about a car, Rivera Toyota in Mt Kisco should be your first stop. The friendliest and the most professional people. My salesman John Rossi bent over backwards to get me the best deal. I love my RAV4 hybrid. Thank you Rivera Toyota.

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

I recently purchased my second Lexus from this dealership. I want to thank isabella and Frankie they were both great and very professional to work with.

Overall a good reliable 3-row SUV, with a comfortable ride, decent trip mileage, and good acceleration (good power train. Negatives are a poorly designed A/C condensor (Rocks kicked up will punture it releasing all the coolant) and very high wind noise at freeway speeds (hard to talk, radio has to be turned up very high).

The service I received was excellent. The staff was friendly, and the work was completed timely.

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.

Bought a 2015 Dodge Challenger with 5800 miles - great price compared with what the same car is going for today with 40K / 50K more miles. Process was easy. All my friends love the cards and strangers give me compliments. My only complaint was these cars go through an inspection where all problems are fixed. I bought the car in February and by the Summer when I finally turned on the A/C, it did not work. When I went to the repaair shop I was told it would cost me 41000.00 dollars as the hose was broken dehind the instrument panel. In my opinion this should have been caught by CARMAX and fixed before I picked up the car. Otherwise very happy - no problems other than that to date. CARMAX - please fix my A/C??????

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.

The service was excellent! The workers really worked with my situation to make sure I went home with exactly what I was looking for. Would recommend 10 out of 10!

I have a platinum model and I could not be happier. Love the body style and the interior is absolutely gorgeous. Rides smooth as glass, has great pickup(V6) and great mpg!

Been going to same auto mechanic here Steve and this guy is outstanding, he always tries his best and super friendly work is superior and top notch. I wouldnt go anywhere else. Thanks Steve for all your wonderful work.

Go see Luis at Blasius South. He was attentive and very easy to work with. The whole process was perfect start to finish. Everyone there was helpful and very knowledgeable!!

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!

I am so happy with them. they make me feel safe and they are very caring. i am very pleased with the receptionist and advisor tony she is the best.

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!

Just purchased a 2025 KIA Sportage. Everything went really well and smooth thanks to the help of Lila Bubier. ⭐️⭐️⭐️⭐️⭐️ service!

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

The sales staff and the management with above and beyond their duties to make sure that my new vehicle purchase went very smooth. Will definitely come back.