Tim Gupton Realty One Agent

Tim Gupton


Realtor®, Zillow 5-Star Agent


True happiness is hard to come by and I have been blessed with a wonderful family and a wonderful career. Working as a real estate agent is my true passion and being able to go to work each day knowing that I have a chance to meet new people and assist them with buying or selling a home is a very rewarding feeling. Home ownership can be stressful at times especially in a market that has had its unpredictability in the past few years. Seeing people realize they can accomplish their dreams of owning a home puts a smile on my face each and every time. I’m passionate about my family and enjoying every waking minute the good Lord gives me on this earth. Working for Realty One has allowed me to work hard and still spend time with my family and friends. It is an honor to have such a great opportunity in life and I try to make the best of each opportunity I have in my career.

I can say with great joy that I am now your favorite neighborhood Realtor. I am a Realtor with Realty One and I am very excited to help people buy and sell homes.

I have lived in Winston-Salem for 30 years. During those years I have been fortunate to become very familiar with just about every nook and cranny in the Triad area. I have a Bachelor’s Degree in Business which gives me an edge in dealing with large financial decisions such as buying and selling homes. I am blessed with the love of selling and I am excited for the opportunity to use my talents; but most of all I care about people. I have been that first-time home buyer. I have been that experienced buyer looking for a good investment. I understand well built homes and have a good eye for what is right. My desire is to help you find that right house to call home or to help you sell your asset and make that investment you made years ago pay off.

Please consider me if you are looking to buy or sell a home or if you know someone who is. I promise to do everything in my power to make it a wonderful experience.

Counties Served: Davidson, Davie, Forsyth, Guilford, Stokes, Surry, and Yadkin

Market Specialties: Buyer’s Agent, Listing Agent, Relocation, and Consulting

Tim’s Reviews

“Tim did a great job helping me sell a house from long distance. He is very professional and always responded quickly. Seems to know the Winston Salem area quite well. Highly recommended!”
Steven H.

“Tim Gupton eased us through our home selling and buying experience. Every step of the way, he patiently answered our questions and was very knowledgable and a great negotiator. We were confident in our decisions thanks to Tim. The process was quick and easy with him as our representative. We would highly recommend him. Sold our home in 1 week and found our dream home (within budget) in less than a month – what more could we say!”
Carol P.

“We were blessed to have Tim on our side throughout the process of buying our home. Tim is exceptionally knowledgeable, experienced, resourceful, honest, trustworthy, responsive and very costumer service oriented. He guided us day by day every step of the way through what we had thought would be a very stressful and anxiety producing process, but it turned out far smoother than we could have imagined thanks to Tim’s hard work on our behalf. He’s incredibly thorough and encouraged us to think of things we would not have thought of on our own. We strongly recommend Tim for all of your real estate needs, he won’t disappoint you.”
Juan B.

“My wife and I highly recommend Tim. This was our first home buying experience so we were pretty nervous going into it. However, Tim always responded quickly to our questions and worked very well with all parties involved to keep the process running smoothly. We contacted Tim to look at a list of homes and he scheduled all the showings that same week. We were very impressed at how quickly he lined up the showings and organized them. While visiting each of the homes, Tim provided his expertise and brought up ideas that we would not have thought of if not for him. My wife and I are very pleased with our new home purchase and are very appreciative of Tim calling weeks after close to check how everything was going. Tim did a great job of displaying his honesty and knowledge throughout the process.”
Jaret B.

“I had a great experience with Tim. I knew the area I wanted to be in and he stayed on top of new properties coming to market. I was often one of the first people to view new listings in my desired area. Tim was very supportive and patient during my search. When I found the home I wanted to purchase, he moved quickly to get an offer submitted and go under contract. Tim is easy to reach when you need him, but not pushy when you want to take time to consider a potential home. Tim also had great recommendations on local mortgage agencys (who got me a better rate than the bank I was initially going with) and inspectors. He has also continued to follow up me with after my purchase to make sure I’m happy with my home and provide contractor recommendations for a renovation project. Tim also sold our previous home. After 2 other realtors and not ever receiving offers, Tim was able to get us a great offer on our house (due to a lot of traffic viewing the home and some potentially competing offers). I would highly recommend Tim to anyone looking to sell their home or purchase a new one.”
Megan R.

“Tim is an absolutely great guy! He is friendly, helpful, and available–everything you want in an agent. He patiently helped us find the right home in the right area at a fair price. We highly recommend Tim Gupton to anyone interested in buying or selling a home!”
Maegan H, Lewisville, NC

“Tim was awesome! He was truly on our team! As first time home buyers we were very nervous but Tim expertly guided us through the process from beginning to end. He made himself available to us anytime and answered all of our calls and emails very promptly. He was very flexible and scheduled showings very quickly and was always there on time. He has incredible knowledge about Forsyth County towns and neighborhoods and helped us find exactly what we wanted. He has great knowledge of home repair and maintenance contractors as well. When issues arose during our closing, Tim really stepped up to the plate for us and worked diligently to protect our interest while also moving the process along as efficiently as possible. Tim is a true professional and I will recommend him to all of my friends and family in the area.”
Seth Y, Winston-Salem

“Tim Gupton is great to work with – he is personable and always engaged with clients. Tim is always available, responsive and diligent. Working with Tim on financing home for clients has been a joy. Our clients are delighted with the process and his great attention to detail.”
Mindy E, Winston-Salem

“Tim is very professional and I would highly recommend him to anyone needing to buy or sell a home. He is very easy to contact when I need questions answered or help with something.”
Nat Birdsong, Winston-Salem, NC

“Tim was excellent! As first time home-buyers, my husband and I were nervous about purchasing our new home but Tim expertly guided us through the process. He was immediately responsive to us and always had our best interest in mind. When the negotiation got sticky, Tim worked hard to ensure we were getting a fair deal. I would use him as my agent again and I recommend him to friends and family.”
Megan Youngblood, Winston-Salem, NC

“Tim was very helpful to us when we were looking for a new home. We appreciated Tim and all the help he gave us making our purchase on Collingswood Drive.”
Jerry T, Winston-Salem, NC

“Tim did a great job for us on our purchase. He was very responsive and knowledgeable. Our purchase requires a lot of visits to the property (in fact the neighbors may have thought we already moved in we were there so much) and Tim was always prompt. I would recommend him for your real estate needs.”
Brian K, Winston-Salem, NC

“My experience with Tim has been positive. His professionalism and care for his clients show through in his work ethic and responsiveness. I would highly recommend him to anyone looking to buy or sell a home!”
Eric M., Lewisville, NC

“We moved from IL to NC and needed a realtor we could trust. Tim is the most honest, trustworthy and caring man you will find. He truly cared about our family and wanted us to be in the right home. He answered every question and made sure we moved in with no hassles. He made our first experience as homebuyers the best experience we could have ever dreamed of. I will be recommending him to anyone who is looking.”
Keith Steele

“Tim was amazing to work with. He is extremely knowledgeable about the market. His advice was spot on for us. He located our new home, and sold two of our previous homes (one in less than 24 hours!). He was in constant contact with us during the whole period of selling/buying a new home. I never once felt out of the loop with how things were going. In addition to helping us get our new homes, he also helped us find contractors/HVAC/radon professionals to help us fix/update things in our homes. I would recommend him to anyone. He is very easy going and extremely easy to get along with. If you want a stress free home buying/selling experience you should go with Tim!”
Sean Hommel

“As a first time home buyer, Tim was very helpful in walking me through the entire process making it much smoother than I had anticipated. I’d definitely recommend him to other buyers.”

“I highly recommend Tim Gupton! He recently helped my fiance and I buy a home. This was our first time buying a home, and his expertise and advice was invaluable. He was very patient and helpful, and maintained great communication throughout the entire process.”
Krystle Woodbury

If Tim has helped you buy or sell a home, please leave a review on his Zillow and/or Realtor profile.

Contact This Agent

Preferred Vendors


Fairway Mortgage

Wes and Chris Jenkins




State Farm

Kristen Martin




J&K Builders

Kevin Reeves


Home Inspector

Hilton Home Inspections

Andy Hilton



Pest Company

Brown Pest

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** The vendors listed above are recommended based on personal experience and client feedback. Realty One and referring agents are NOT responsible for the performance of any third party entity. For a full list of recommended vendors, please check the “Downloadables” section of this page.