Used Toyota Highlander for Sale in Chesapeake, VA

I've owned cars since the 70's. I've toured VW, Honda, Chevy, Nissan, Ford, Carmax and Toyota Dealerships, been to car shows, used car lots, junk yards - have kept a Chevy S-10 alive for 22 years - rented cars for the last 9 years of its life and in 2013 hunted for a used car. In short, I've been around and know what I like. I've had good and bad experiences. My visit to Checker Flag Toyota dealership was by far the best experience to date. Carmax was the lowest key, low stress, but not as friendly. Jaclyn has been my next door neighbor since last year. This was my first professional interaction with her and she was super. Easy to make an appointment, flexible when I arrived late, I was asked by almost all the staff that saw me waiting if I needed assistance. I got a full tour of all the options - new and certified pre-owned - sales and lease options. We drove a certified pre-owned Highlander XLE, 2015 model with lots of extras, some regrettably unique to that model year. I learned all about what made that SUV special, what makes Toyota great, what makes Checkerflag Toyota best of all. I gained a new respect for my neighbor too. The only things that kept me from buying the car right then were my personal circumstances and the ridiculously low value of my Chevy Colorado - I've lot $10k in 4 years after I bought it used. (lesson here - buy a Toyota if you want a car to hold value - painful lesson learned). I know my next car with be a Toyota and my only dealership will be Checker Flag in Norfolk. How's that for a productive day? Thanks Jaclyn for giving me a great introduction!!!

Very disappointed bought top of line in model Platinum chrome but did not include automatic start or individual tire psi or specific low tire designation or automatic interior lighting when doors are open including rear hatch which at night is rediculous. Also the PCS I’m sure doesn’t work had a close call on rte 95 in South Carlolina and not so much as a waning tested it many times myself to see if I would at least get a Warning no such luck. Complained to the dealer and he said he tested it in Cruise control and since it wired in this mode the PCS IS OK . Didn’t convince me since I think there has to better way to check out the PCS especially when I had a bad experience with it but fortunately turned out fine because of my evasive action which still should have given me at least a warning because it was so close

A few weeks ago we took a day trip, from the Raleigh NC area to buy a 2015 certified pre-owned Civic from Checkered Flag Honda, 197 miles away. Why? The day before, we drove a 2014 Civic at a local Carmax. We loved the car but we weren't sure about the deal we would be getting. We came home and did a 200 mile search on the internet to see what else was available. We found a 2015 at Checkered Flag that had 12,000 fewer miles, was $900 less, AND it was a certified pre-owned! We read all the great reviews and Larry Brown's name kept getting mentioned, over and over. The next day, I called as soon as the dealership opened to check to see if the car was still available before making the trip, and Larry Brown answered the phone. He said he was scheduled to be off, but come in to work a few hours. It felt like it was meant to be! I have good credit, but life circumstances have resulted in a high debt-to-income ratio, so I mentioned that I wasn't sure I would be able to get a loan. Larry took basic information from me and called back very quickly saying we could work it out. We jumped in our car and headed to Va. From start to finish we had a good experience in regards to everything that was under the Checkered Flag's staff's control. Carl Dyson greeted us as soon as we entered the showroom. We told him we were there to see Larry and he assisted by letting Larry know we were there and telling us where we could wait. Larry was genuine and accommodating through the entire process, start to finish, as was Chad Frick who spent time with us as well. We were there on an unusually busy Sunday, and a couple of customers were ahead of us waiting to work with Financial Manager Samuel Custodio even by 6:00, when the dealership closed. Larry and Chad stayed with us and maintained the best attitudes, in spite of the circumstances. We finally met with Samuel, who also still was smiling, personable and took the time to fully explain our various options in spite of it being three hours past closing by the time he was working with us. I also felt Samuel was honest about the various service/maintenance options available to us and which ones would be most suited to us/our needs. In summary, the "Fast" part was not so applicable for us but, again, this was outside of the staff's control. The "Simple" and "Smart" definitely applied! I am a single woman who was buying this car with my teen aged daughter. I never felt like I was being misled or taken advantage of during any part of the process, start to finish. I would definitely recommend this dealership based on their better value and customer service. I would not hesitate to make another 3 hour road trip to buy another Honda from Checkered Flag!

Really thought Toyota Highlander would be an excellent replacement for our 2011 Subaru Outback. Other than styling and 3rd row seating it fails on all levels. Not confidence inspiring in snow and ice. Annoying radar cruise. Odd unintuitive controls. Weak engine. If I'd have known Subaru was coming out with an SUV with a 3rd row we'd be happy still.

My wife and I went in to look at a car for her. We were originally going in to see a different gentleman we knew by name. He was already working with a couple but didn't want us to have to wait so he asked Garrett to help us out. We were a little nervous and skeptical at first, but Garrett more than earned our respect, our business, and our appreciation. We put that guy through the wringer. He must have let us drive 5 or 6 different vehicles, answered hundreds of questions peppered at him from two overly-stressed people, and forced him to endure my extremely dry sense of humor along with my annoyed wife. (Annoyed at my humor not at Garrett) In addition he stayed until 11pm with us, just to ensure we got everything we wanted and the deal when through with no problems. I gotta say, this guy is awesome. He was patient, he double checked his facts when he didn't know an answer, and he was the deciding factor that kept us from buying two cars somewhere else. He wasn't at all pushy, in fact he was understanding and patient. He truly made this experience great for us. I got a 2017 Tacoma, and the wife got a 2017 Rav-4. Garrett and Checkered Flag, Job Well Done!!! THANK YOU!!!

It is a 7 seater which I need with a large family. We have grown children and they will fit in the third row. I love the dynamic cruise control and other safety features.

We purchased a 2016 Civic from Checkered Flag Honda back in April of last year. Although my wife's 2003 Pilot had treated her well for almost fourteen years, it was time for a new Honda. I showed her the new 2017 CR-V on the Honda website, and as she remembered the great buying experience we had less than a year ago, she asked me one question- what time does Checkered Flag Honda close? This was a Saturday just after 5:00 p.m. We checked out the inventory on their website, contacted the dealership, and was quite fortunate to have Brendan Powell as our product specialist. He was very helpful and knowledgeable. We managed to get a good trade-in appraisal, take a test drive, do the paperwork, and thanks to Brendan, drive away with a new 2017 CR-V that evening around 8:15. Considering the fact the dealership actually closed at 7:00, the color my wife picked (Gunmetal Metallic) happened to be the one in the showroom, and we still had to come back with the check on Monday, my wife and I are grateful for Brendan's help and satisfied with the great buying experience at Checkered Flag Honda.

Love the room in this suv perfect for my family and it’s been great on gas and maintenance compared to my 2006 Jeep commander I previously owned.

The nightmarish " high pressure" sales tactics employed in the past made me a totally hesitant partner in ever stepping foot in ANY car lot ever again. On Sat May 6 I reluctantly accompanied my husband Dan to confirm the "true " color of the Toyota Tacoma we were building online. Our 06 was wonderful but his dream was to have a larger one that could more easily transport our 2 dogs for traveling. We were greeted by Jaclyn Campbell who, to my total amazement, was able to break down every preconceived notion of what a car buying experience should be. We did not just "glance", we were able to fully relax, be ourselves, and explain to her what we needed not only in that Tacoma, but we also found a Corolla right there on the show room floor that was several thousand dollars less than a Honda my husband was going to buy for long work commutes. I was able to see every color Tacoma on the lot only to settle on the Tacoma that sat right beside the Corolla! Through the entire process Jaclyn was the epitome of grace. She handled all of our questions and concerns not like the typical salesperson of long ago,--but more like should I say a like GREAT friend; someone who WANTS you to be TRULY HAPPY and ENJOY LIFE. Jaclyn is a BLESSING ! :) P.S. Even her coworkers were great. I saw amazing teamwork displayed.My heartfelt thanks go out to Michael and the many others,-including her amazing Boss, Sandra! What else can I say ,--JUST GO. VISIT. You will be amazed at their '''no hassle", "no haggle ", and "no pressure" approach to selling vehicles. We stopped by to look at at paint colors. That was it. We ended up buying two side by side showroom vehicles that ended up costing a whole lot less than we could ever imagine. Go. You just may be just as amazed as us at what they can do for you! P.P.S. Jaclyn, Sandra,-- I am NOT a writer. It takes TIME for me to write. I have to tell both of you strong, smart, and encouraging women that in my eyes I see you as "SUPER WOMEN". I wish you a heart felt "Happy Mother's Day!!! You, Jacklyn, for being such a wonderful mom to your beautiful children and to you Sandra for being such a an amazing mom to your beautiful little dog and for giving your kitty the gift of life!!!! ;)

I had a 2017 model that was totaled, however my wife who was driving it did not have a scratch except the pains from the accident.All air bags opened instantly and the seat belt tightened immediately preventing her head hitting the steering or windshield. The other car was also totaled , however the other driver had several broken bones.Therefore we decided to buy the same car and same model but the 2019.

I went in looking to great a great suv or truck at a great price. Thats when I met Jessica Jones And John Moll I ended up getting a 2015 chevy equinox. I went in about 730 pm. I left about 11pm cause the computer was acting up and I had my 8 year old son with me. They stayed with me til everything was done and never once asked to finish the next day even though they closed at 9. They were so nice never once got bothered by a restless tried 8 year old. They Both ended up helping me not just one time but two cause not only did I get the chevy on 4/10/18 I ended up going back on 4/20/18 and getting a 2018 Toyota Tacoma. Getting the 2018 I traded in a 2014 santa fe. They made both times really easy and were never pushy or anything. When I go to get another car or truck I will be going back to see them.

This car is just what we wanted, after test driving the other Brands this one just felt better all the way around and gets better mpg's than I had expected, we Love it.

Everything was great from the door to the salesman... I loved it

I owned this vehicle for 3 years, it had computer problems, terrible voice controlled GPS, radio would crash. Engine and drive train were great, comfort was also good but not as spacious as my new VW Atlas. The service charges were too high, and it was recommended at 5k with synthetic oil, way too often.

Before checking out Checkered Flag Toyota, I had visited another Toyota dealership. His competitor wore me out...I was there several hours just to look at their inventory and to test drive a Sequoia. We were trying to hammer out a deal, but I was getting nowhere. I've purchased 2 automobiles there in the past, why the dilemma now? I left disappointed. After that experience, I knew exactly what I wanted. On my next day off and after I dropped off my son at school, I figured I'd drop by to see Checkered Flag's inventory. I had a limited window just to see what they had and I was going to pick up my son in a couple hours. I was greeted by Chas Engle immediately after stepping through the door. He welcomed me and asked how he could help me. I'm sure he could see on my face that I wasn't trying to get my hopes up. He seemed confident and engaged. "I'm looking for a Sequoia SR5", I asked. I knew that the Limited and Platinum trims were just to upscale for me. He was honest with me. The only Sequoia there was a Platinum trim (I didn't want to go through that again). Truthfully he told me that they didn't have any SR5's, but he asked me if he could talk with his GM to see if they could track one down. Sure, why not. He came back in a few minutes with a info sheet. I looked at it. Searched through the list and liked what I saw. I tried to keep calm and see what his next move was. Surprisingly, he explained to me that his dealership doesn't haggle...his job is to get the auto you want, he is motivated to make the numbers, he told me honestly. He said he could get this particular Sequoia at the dealership in 5-7 days. He would hold it for me until I could see it for myself for a deposit and refunded immediately if I changed my mind. It was good for me because I was working for the next couple of days. Later that night, I have been on the internet reviewing comments about the Sequoia. I was getting pumped up. I couldn't wait to see it. Boom! The Sequoia arrived in 3 days. The rest of the experience was relatively effort free. I already new how I was going to pay for this SUV. I had already got a car loan but Chas found me a better interest rate. I was very satisfied. I am convinced, I got the best deal I could find, and pleased with my experience with Chas and Checkered Flag Toyota.

Poor audio quality. I could not believe that I purchased this vehicle. Audio is something that can make you feel relaxed on your drive home from work. This part I lost. I have the 2019 Platinum Hybrid.

Purchased a 2015 Prius from Christina Woodward and let me tell you - she couldn't have been more pleasant or more helpful! Car buying is a pain, but Checkered Flag's policy of stating the price eliminates a lot of those headaches; either you want the car for that price or you don't. That's the way to do business. The business office was friendly and as fast and helpful as possible as well. All in all, we'll be going back there for our next Toyota (this is our 3rd one).

I love my Highlander. It seats up to 7 passengers or I can lay 2nd and 3rd row seats and transport larger items as big as a couch. Very versatile.

My old car was my third minivan in 15 years. Now that my kids are older and leaving for college, I wanted something that could carry 6 or 7 passengers but was ... well... NOT a minivan. I did some research on late model used three-row SUVs, and found the 2017 Nissan Pathfinder. (My favorite of my three vans was a 2005 Nissan Quest, so choosing Nissan was easy for me.) Before I started browsing for cars, I applied for credit through Carvana, and was approved. Next, I entered in all of the information about the van I was trading for the Pathfinder. (Beware -- the trade-in amount is only good for 7 days, and it can change wildly in that time!) I was pleased with the trade amount, and it was great that I could shop for my new car and see my down payment and monthly payment for every car I viewed! My specifications were pretty clear -- AWD, less than 10,000 miles, and never a rental car. I found my dream car a few days later, and started the purchase process. It was quite smooth and the directions were very clear about what documents need to be uploaded. When I went to click on "finalize purchase" (or something like that), a red flag popped up...my trade-in value expired WHILE I WAS IN THE PROCESS OF CHECKING OUT! I got on chat with Carvana staff right away, and they were able to return the trade in value to NEARLY what it was before the expiration. This is something that needs to be addressed by Carvana -- once a customer is to a certain point in the process, those numbers need to be frozen. So we set a delivery time, and the Carvana rep was pretty much on time considering he was traveling 70 miles or so from the Chicago office. Everything was smooth -- signed a couple more papers, took my Pathfinder for a spin, Eric inspected my trade, and I left within 30 minutes with my new car. I would also like to add that I drove directly to my mechanic, so he could inspect the car and make sure I wasn't buying something with hidden damage. Mechanic said to me, "This car is perfect, like new." Just what I wanted to hear. Thanks Carvana! I am telling everyone I know about you guys. Good to work with you! Janet - 2017 Nissan Pathfinder

No chance to rate properly as I was injured in accident that totaled my previous car so I'm not able to drive at this point but seems like a well made car

I was looking for a SUV, and my salesperson Caleb Lyons was a great help. The process was very simple very happy about my new vehicle (2014 Ford Escape S). Thank you so much.

We keep our cars for a long time so I looked long & hard and decided one the Highlander. I test drive it and thought it was the most comfortable & I loved all of the safety features!

I test drove and compared the 2018 Honda Pilot, Nissan Murano, and Toyota Highlander. I chose the Highlander for reliability and all around better car for our needs and taste. I got the AWD XLE as it seemed to be the best version for the money. I liked the looks of the captain chairs in the second row, but opted for the full bench instead for friendlier seating for three adults instead of having to put one in the third row which is more for kids than adults. So far I love the car and the MPG has been very respectful.

Getting used to it . Will have to play with drivers seat a little to hit my comfort zone and why are the cup holders so huge up front. ??EVERYTHING else seems great . !!

Looking for used car, set up appointment on-line. Was unable to do test drive based on used vehicle . Looking forward to next step in the process

This car has met are needs so far.good leg room front and back.good gas mileage.rides like a car very smooth.running boards help with getting into car

Good looking, easy to get in and out of. I love the easy opening back door for groceries and other items. Also gets great gas millage.

Purchased my 2001 Highlander in 2004 from a dealer. Was really impressed how it drove and i become the family car for years to come. Mostly just maintenance like brakes and oil. Had only one issue and it was AC controls which would in winter blew cold air. So I did a research and repair a wire that comes loose from control unit. Fixed almost for nothing (solder wire back ) Dealer want like $600 to replace unit. Otherwise it was solid vehicle with great ride plenty room in 2 nd row seats and decent trunk. Even pulled a utility trailer without any issues. Unfortunately I have sold the vehicle in 2011 with still low mileage for something '' better". What a bummer I have realized over time.

Very smooth ride and holds my family of 6 nicely. The model is basic, but the standard features are nice. My whole family enjoys the leg room.

We chose this car over the Santa Fe and VW Atlas. Definitely better quality than the Santa Fe and better engine performance than the VW Atlas. The tech features are nice, but not better than the Hyundai tech package. The biggest surprise is how much we underestimated the impact of the HORRIBLE navigation system in Toyotas. Trying to use it is an exercise in insanity. Truly a masochistic dream. The best part of the navigation system is when it is not on. Toyota should be ashamed of it and people should be fired. I have been a Toyota supporter for years, and the Highlander is a great all around car, but the frustration of using the navigation system is killing my desire to buy another Toyota. Either build one that works or use Android Auto.

this Big Suv makes me feel safer and I love all the safety features. I love the comfort of the Suv . This Highlander rates very high in Consumer Reports as a reliable, safe and a great SuV to buy and helped me consider it a potential buy which I did end up buying. Who could ask better than that.????

Tuesday 10/4/16 driving down the road and heard a noise, thinking it was a vehicle around me, then the car was no longer around me and my car was still "singing". Thank goodness I was on Jefferson Ave in front of Casey Chevrolet! This is where I also purchased my vehicle! I pulled straight into the service bay and Jeff was there (my regular man Richard was having lunch) as I got out of the car Jeff said "don't look so stressed". I said that it didn't sound good and he said no it doesn't but we will take care of it for you! Signed my car in picked up a loaner and I was back on the road in 15 minutes!!! Yes 15 minutes!! I received a call the next day with the results (thank goodness for warranty). I picked my vehicle up no cost (warranty, warranty). Dropped off the loaner and out the door I went. Thank goodness for caring folks to look out for their customers. I will recommend them if asked for a reliable service team for a vehicle. THANK YOU JEFF and service techs for taking care of my baby.