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Used
Toyota Highlander
for sale
near
Greenwich, CT
- 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
2014 Toyota Highlander XLE
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Dealer
Nice inventory nice experience Ask for Dolores very patient and kind service. Many cars for choose. They help me a lot and made easy all the process
I love it
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






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Reviews
Great prices at PennToyota ask for Jerico
I have been looking for a rav4 for almost 6 months and I called PennToyota and Jerico answered the phone and helped me out purchasing my rav4 xle they mention a wait time of 4-6 months but the manager Eric got it in 2 months thank you PennToyota
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
2021 Toyota Highlander XLE
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Reviews
Always had a great experience
Never had a bad experience with this place. Must be the competitors leaving the bad reviews, shaking in their boots to the company whose cars and reputation are superior above others. Also, look at other website reviews of this dealership and you'll see they are rated highly. I would advise to do your own due diligence for the vehicle your looking for and your experience will be fun and productive.
We switched from 4Runner to Highlander!
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.






Used
2023 Toyota Highlander Platinum
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Reviews
Outstanding Service
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.
Have had our 2023 Highlander XLE AWD since April 2023.
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.

Used
2023 Toyota Highlander XLE
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I had an outstanding experience at Toyota City!
I had an outstanding experience at Toyota City! From the moment I started browsing online to walking through the dealership doors, everything was seamless. I was greeted warmly upon arrival and had the pleasure of working with Afzal Siraj, who was an excellent sales professional—knowledgeable, patient, and truly invested in helping me find the right vehicle. A special shout-out to Joseph Croce, who took the time to walk me through every detail of my pre-owned 4Runner. His thorough explanation and attention to detail made me feel even more confident in my purchase. Also, a big thank you to David Pena, who went over all the documents with a clear and thorough explanation before signing, ensuring everything was transparent and easy to understand. The entire process was smooth, professional, and enjoyable. If you’re looking for a dealership that values customer service and provides a hassle-free experience, Toyota City is the place to go! Highly recommend!
It has a lot of road noise and the low profile tires
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!
Certified
2022 Toyota Highlander XLE
Vehicle information
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Reviews
Good experience
Picked my car, negotiated the terms, closed the deal. Very simple process, no problems .I will go back in the future to make another purchase, toyota
You can"t go wrong with Toyota!
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.
Used
2021 Toyota Highlander XLE
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Reviews
Very positive experience with Nicole from Westchester
Very positive experience with Nicole from Westchester Toyota, she assisted with transition from a lease to buying out the lease Nicole was very professional and pleasant throughout the entire process!
Luxurious
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!
Used
2023 Toyota Highlander XLE
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Reviews
I had a great experience.
I had a great experience. Armando is an excellent salesman and he was very knowledgeable and helpful in assisting to get a vehicle. He also has a terrific personality and is easy to work with.
I waited months, purposely, before writing this review.
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.






Certified
2022 Toyota Highlander XLE
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Reviews
I purchased a used RAV4 from the dealership.
I purchased a used RAV4 from the dealership. Travis was very helpful on guiding and assisting though the purchasing process & explaining all the details needed to buy the car. The New Rochelle Toyota is highly recommended.
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… 😢

Certified
2022 Toyota Highlander XLE
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Reviews
The hood of my Toyota Camry wouldn't close properly but
The hood of my Toyota Camry wouldn't close properly but Irvin "Will" Paneto took a look and an interest. He let me know what I needed to purchase a new lock at my local Toyota dealer and temporarily secured the hood of my car, enabling me to continue my road trip. Grateful for his kindness!
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
Used
2022 Toyota Highlander XSE
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Thank you Jimmy Johnson
This is my 3rd vehicle with Jimmy Johnson, he has always being very helpful along with the manager Robert, Thank you Jimmy and Robert for your help and guidance in purchasing my vehicle. i recommend Jimmy Johnson to everyone looking to get a vehicle thank you city world Toyota, and thanks Jimmy Johnson.
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
2022 Toyota Highlander XLE
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Thank you Jimmy Johnson
I bought my vehicle at city world Toyota and Jimmy Johnson was my salesman, he is the best ever, i saw the Lexus online called the dealership and was put to Jimmy, He help me secure the car. Thank you, Jimmy.
Used
2019 Toyota Highlander XLE
Vehicle information
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Reviews
I PURCHASED A BRAND NEW RAV4 WITH SIDIBE.
I PURCHASED A BRAND NEW RAV4 WITH SIDIBE. I WAS REFERED BY A GOOD FRIEND. MY EXPERIENCE WAS VERY GOOD. THANK YOU TEAM CITY WORLD
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.
Used
2021 Toyota Highlander XLE
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Jimmy Johnson is a great sales person thank you for my
Jimmy Johnson is a great sales person thank you for my Rav4 Prime i love my New car
Toyota Highlander 2021
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
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Glory Nwaeze of cityworld Toyota is an exceptional sales
Glory Nwaeze of cityworld Toyota is an exceptional sales lady. You can't go wrong with her.

Used
2021 Toyota Highlander XSE
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It's NOT TOO GOOD TO BE TRUE at Rockland Nissan!!
Pushing 60, and this time around wasn't my first car-buying rodeo by any means. Our family has bought/leased over 8 vehicles from Rockland Nissan (after always shopping around) in the pas 17 years. EVERY TIME we rolled out of there we thought we got the deal of the CENTURY...... but this time was different. My hopes were not high. I'm now a Disabled Vet, and while everyone is appreciative, you don't take home much of a paycheck. I had a 10 year old 125,000 mile trade in and NO CASH in my pocket, so I didn't expect to get much better than a upgraded used car on my budget. Then....... Tim O'Keefe to the rescue, Seal Team 6 Style....... BRAND NEW NISSAN SENTRA SV with all the gadgets WITH TWO YEAR MAINTENANCE... LESS THAN $219 a month, NO CASH DOWN!!!! Just when you think it can't be done, ROCKLAND NISSAN CAN. Just tell them what you want and what you can do a month, and they will work with you till they get it done!! EXCEPTIONAL!!! Still pinching myself........ :-)
Rented this car for a week and loved it!
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.






Used
2009 Toyota Highlander Sport
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Reviews
I was recently in a car accident and my car was beyond
I was recently in a car accident and my car was beyond repair. Andre from Duran Auto to the rescue! Andre was amazing! He arranged everything from the tow to finding me a new car and everything in between. Staff member Dominic was extremely helpful in dealing with the paperwork and kept me up to date on the process. This is the second car I bought from Andre, and he has been servicing my vehicles for over 15 years. I would highly recommend Duran Auto to anyone who is looking for an honest deal, reliable vehicle, and friendly knowledgeable staff. Todd delivered the car to my driveway at the agreed time. You cannot ask for better service than that! Thanks again, Andre, Dominic, and Todd.
Perfect Vehicle!
I have 212k miles and it still drives great and looks good. Only needed all the regular maintenance. Size is perfect. Love the back up camera and Bluetooth.

Used
2023 Toyota Highlander XLE
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Unbeatable service, unbeatable deals
First time I buy a car and feel happy with the process and the deal. Marcos Peña was friendly, professional and went out of his way to help us in the process. Don’t waste your time going anywhere else. I shopped around before getting to know them and I’m certain I will continue working with them.
We own a 2.
We own a 2.4 Turbo XSE, has plenty of power to get you in and out of traffic. Just took a 10 hour road trip from NC through the mountains of VA & WV, performed like a champ up steep inclines and ride was very comfortable. We really like the captain chairs, easy to get passengers (inlaws) in and out. Had plenty of room for a wheelchair with 3rd row folded down. Really like the sporty look of Highlander. The 20" black rims compliment the look for me. I wish Toyota would've designed with dual exhaust to better enhance the design.

Used
2023 Toyota Highlander XLE
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the most pleasant car buying experience !
Superb service: listened to my needs and gave me the info so I could make an educated decision. I wouldn’t shop anywhere else. Francisco and Henry are Simply an awesome team!!
Great vehicle!
Have had 2 Toyota Rav Limiteds and they were great. Decided to go with something a little bigger this time so got a preowned 2023 Highlander Limited. Love the ride, quieter than the Rav 4 and definitely more room. It’s only 3 inches wider, but 10 inches longer. Seems like the front area is quite a bit bigger than the Rav. Great purchase!

Used
2022 Toyota Highlander XLE
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As good as it gets!
I had the smoothest and most pleasant first car buying buying experience ever. Thank you Francisco Nolasco and Jenry Castillo. you are simply the best team ever!
Toyota Highlander prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Toyota Highlander | $42,282 | 2 Good deals |
2024 Toyota Highlander | $29,488 | 4 Good deals |
2023 Toyota Highlander | $26,456 | 22 Good deals |
2022 Toyota Highlander | $25,000 | 6 Great deals |
2021 Toyota Highlander | $22,785 | 17 Good deals |
2019 Toyota Highlander | $18,499 | 8 Great 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.
Used Toyota Highlander by price
- Toyota Highlander for sale under $15,000 in Greenwich, CT
- Toyota Highlander for sale under $20,000 in Greenwich, CT
- Toyota Highlander for sale under $25,000 in Greenwich, CT
- Toyota Highlander for sale under $30,000 in Greenwich, CT
- Toyota Highlander for sale under $40,000 in Greenwich, CT
- Toyota Highlander for sale under $50,000 in Greenwich, CT
- Toyota Highlander for sale under $100,000 in Greenwich, CT
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Used Toyota Highlander by city
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Toyota Highlander in Greenwich, CT
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30 Great Deals out of 313 listings starting at $3,000
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34 Great Deals out of 347 listings starting at $3,000
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Toyota Highlander in Riverside, CT
30 Great Deals out of 313 listings starting at $3,000
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Toyota Highlander in Old Greenwich, CT
30 Great Deals out of 308 listings starting at $3,000
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33 Great Deals out of 345 listings starting at $3,000
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Toyota Highlander in Stamford, CT
14 Great Deals out of 216 listings starting at $4,900
-
Toyota Highlander in Rye, NY
34 Great Deals out of 358 listings starting at $3,000
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Toyota Highlander in Harrison, NY
36 Great Deals out of 340 listings starting at $3,000
Toyota Highlander by trim
-
Toyota Highlander XLE
12 Great Deals out of 176 listings starting at $11,495
-
Toyota Highlander LE
5 Great Deals out of 45 listings starting at $9,988
-
Toyota Highlander XSE
2 Great Deals out of 24 listings starting at $29,385
-
Toyota Highlander Limited
2 Great Deals out of 21 listings starting at $8,985
Used Toyota Highlander by body style
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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.