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Used
Toyota Highlander
for sale
near
Greenwich, CT
under $899,990
- 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 Limited
Vehicle information
Features
Reviews
Dallah was very helpful with finding me the perfect car.
Dallah was very helpful with finding me the perfect car. He took the time to answer every question, explain all the features, and never once made me feel pressured. He honest, knowledgeable, and made the entire process smooth and stress-free.
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
Used
2015 Toyota Highlander XLE
Vehicle information
Features
Reviews
Great deal and service
Very fast and prompt response. Great customer service. Professional sales representative. Helpful in getting me approved despite my previous bankruptcy. Thanks a lot Benjamin. You are the best. Really appreciate your help. Highly recommended.
2015 highlander limited.
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)
Used
2013 Toyota Highlander Base Plus
Vehicle information
Features
Reviews
Abdullah was great!
Abdullah was great! Highly recommended. Stop by and talk to him. I was able to get the car I wanter. Autospot is great!’
I have had this car since 2013.
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.
Used
2013 Toyota Highlander Limited
Vehicle information
Features
Reviews
Great customer service.
Great customer service. Adrian and his colleagues were very attentive and polite to my wife and I.
Please help me what can I do to solve this problem
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
Certified
2023 Toyota Highlander XLE
Vehicle information
Features
Reviews
Great place to purchase a vehicle
Very smooth and nice people to work with at Toyota. Chris did a superb service. First time here and wont be my last. Thanks Chris and very happy with My nNew Highlander
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.
Certified
2021 Toyota Highlander LE
Vehicle information
Features
Reviews
I brought my car in last Saturday for an inspection
I brought my car in last Saturday for an inspection sticker and oil change. My advisor Kit Was friendly, patient and very knowledgeable.
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
2025 Toyota Highlander LE
Vehicle information
Features
Reviews
We greatly appreciated Jeff Canlas' straightforwardness.
We greatly appreciated Jeff Canlas' straightforwardness. We do a great deal of research before purchasing a car and knew what we wanted and the price range we would consider. He was one of very few salespeople who provided us with a detailed breakdown of pricing and who didn't waste our time by promising things he couldn't actually deliver. We have no patience for bait and switch dealers. Jeff stayed in touch, let us know when a particular car in which we had an interest was actually on the lot and even stayed open on New Year's Day to enable us to see the vehicle in person. We asked for some consideration on one small add-on and he made that happen as well. The pricing was right, the trade-in offer was fair and it was a pleasure to work with a person who didn't "play games" but just delivered what was promised. We would recommend Jeff and his dealership.
Certified
2025 Toyota Highlander XLE
Vehicle information
Features
Reviews
Got help from Abraham to buy a used car and had an
Got help from Abraham to buy a used car and had an overall very enjoyable experience. He helped me find exactly what I was looking for and I got an excellent deal. I had tried several other dealerships before I found this place and this was by far the most professional and smooth experience. Would absolutely recommend!
Used
2024 Toyota Highlander LE
Vehicle information
Features
Reviews
Staff was very knowledgeable and helpful.
Staff was very knowledgeable and helpful. A smooth transition from start to finish. Five Plus Stars!!!!!
Used
2024 Toyota Highlander LE
Vehicle information
Features
Used
2006 Toyota Highlander Base
Vehicle information
Features
Reviews
Wonderful car for families, senior citizens, campers
Wonderful car for families, senior citizens, campers just ever one. Easy to get. in and out off, lots of leg room, ample cup holders, and storage compartments everywhere. Seats fold flat for cargo and large luggage rack. No blind spots.
Certified
2025 Toyota Highlander XLE
Vehicle information
Features
Reviews
Friendly and knowledgeable.
Friendly and knowledgeable. They work with you to get a deal done in creative ways.
Used
2008 Toyota Highlander Limited
Vehicle information
Features
Reviews
Exceptional Service and Dedication at DARCARS Lexus of
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.
Terrible job paint from factory!!!!!
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!
Certified
2019 Toyota Highlander XLE
Vehicle information
Features
Reviews
Very happy with our new car purchase at Smithtown
Very happy with our new car purchase at Smithtown Toyota. Our salesperson was Trisha and she managed us through the smoothest transaction we've ever experienced. We had a question or two after the purchase, and Trisha got back to us right away. Thank you Trisha and to the entire team at Smithtown Toyota!
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
2024 Toyota Highlander XLE
Vehicle information
Features
Reviews
Costumer service representative was great. Always
Exceptional service. Service representative Jair Whittaker always gives great recommendations great costumer service person. Gives everything in detail that gives you peace of mind. Great for the company.
Used
2024 Toyota Highlander LE
Vehicle information
Features
Used
2005 Toyota Highlander Base
Vehicle information
Features
Reviews
We were looking for a used car for our daughter and went
We were looking for a used car for our daughter and went through the tedious process of calling every lead we saw and driving to numerous dealers. Dealer after dealer told us stories of how perfect the cars were until we took them to a mechanic to find serious issues that were never disclosed. Frustrating to say the least. Then my husband came across a vehicle at Faraj and spoke with Mark. He had a great feeling about the car and the place....and literally sent me a text "I think we found our car" (before I even saw the car!) I went to see the car in personal immediately and was so impressed with everything I saw and heard from Mark and his co-worker Zee. Both were so professional, honest and trustworthy which was so refreshing based on what we had recently experienced. And to top things off...the car was pretty awesome too! It was exactly what we were looking for. There were a few things that need fixing and Mark did everything to make us happy and satisfied...within the time frame he promised. The attention to detail and follow up was so appreciated. Once the paperwork was signed, we left feeling like we had a safe car for our daughter at a fair price from a very reliable dealer. I personally would not go to any other place to purchase a used car in the future. Thank you again Mark and Zee!
I have buy this 2005 Toyota highlander in October 2017
I have buy this 2005 Toyota highlander in October 2017 after 8 years it has 199 thousand mileage I take this car to Indiana Michigan and Chicago and I buy this car in Columbus ohio
Used
2017 Toyota Highlander Limited
Vehicle information
Features
Reviews
2003 Wrangler
We drove almost two hours to this dealership to look at a 2003 Wrangler that they had. The trip was well worth it. Mark and his team were pleasant and accommodating, and made what can sometimes be a grueling process very quick, easy, and hassle-free. The next time we are in the market for a pre-owned car, I will not hesitate to check out their inventory and make the trip again.
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
2021 Toyota Highlander XSE
Vehicle information
Features
Reviews
I Had such a great experience at universal autos.
I Had such a great experience at universal autos. from when i walked in the staff was welcoming and professional, really took the time to listen to what i was looking for. they made the whole process smooth and stress-free no pushy sales tactics. just honest and helpful guidance.
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!
Certified
2022 Toyota Highlander LE
Vehicle information
Features
Reviews
best car buying experience ive had, will return
our best car buying experience ive ever had. made the process hassle free and were very helpful and friendly.....will be a return customer for sure!
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.
Toyota Highlander prices by year
| Model year | Average price | Deals |
|---|---|---|
| 2026 Toyota Highlander | $49,087 | |
| 2025 Toyota Highlander | $44,882 | 15 Good deals |
| 2024 Toyota Highlander | $38,589 | 6 Great deals |
| 2023 Toyota Highlander | $36,071 | 35 Good deals |
| 2022 Toyota Highlander | $33,506 | 7 Great deals |
| 2021 Toyota Highlander | $29,220 | 17 Good deals |
| 2019 Toyota Highlander | $23,687 | 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
Compare the Toyota Highlander
Toyota Highlander under $899,990 by city
-
Toyota Highlander under $899,990 in Greenwich, CT
64 Great Deals out of 317 listings starting at $6,495
-
Toyota Highlander under $899,990 in Cos Cob, CT
57 Great Deals out of 302 listings starting at $6,495
-
Toyota Highlander under $899,990 in Glenville, CT
67 Great Deals out of 335 listings starting at $3,999
-
Toyota Highlander under $899,990 in Pemberwick, CT
67 Great Deals out of 336 listings starting at $3,999
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Toyota Highlander under $899,990 in Rye Brook, NY
73 Great Deals out of 357 listings starting at $3,999
-
Toyota Highlander under $899,990 in Riverside, CT
56 Great Deals out of 306 listings starting at $6,495
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Toyota Highlander under $899,990 in Old Greenwich, CT
55 Great Deals out of 300 listings starting at $6,495
-
Toyota Highlander under $899,990 in Port Chester, NY
72 Great Deals out of 357 listings starting at $3,999
-
Toyota Highlander under $899,990 in Byram, CT
66 Great Deals out of 334 listings starting at $3,999
-
Toyota Highlander under $899,990 in Stamford, CT
24 Great Deals out of 203 listings starting at $7,999
-
Toyota Highlander under $899,990 in Rye, NY
74 Great Deals out of 382 listings starting at $3,999
-
Toyota Highlander under $899,990 in Harrison, NY
76 Great Deals out of 366 listings starting at $3,999
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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.
