Welcome To The Family
We’re Hilton Head Island’s local real estate experts, professionals in every sense of the word, but most of all, we’re family. Our clients are like family, and the bonds we’ve built over the years prove it. With a streamlined approach to real estate and unmatched local expertise, we’re here to help you get moving.
You Get The Best
Our team is made up of real estate experts and honest locals. Buoyed by James Wedgeworth’s decades in the business, our specialty is excellence.
550+ 5-Star Reviews on Zillow
More than any other agent in the Lowcountry
$184 Million
Total Sales in 2024 Alone
40+ Years
In The Business & On Hilton Head
24/7
Access To Our Team
#1 Team on Hilton Head
By 2024 Sales Volume
#1 Team in South Carolina
REAL Trends America's Best 2024

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From the first minute we met James Wedgeworth, we knew we had the right agent. With over 40-years experience in Hilton Head Island, James’ knowledge of the local real... READ MORE estate market is unmatched. As buyers coming from another state, we relied on James’ competence, real-time communications, and professionalism. We trusted James Wedgeworth — and trust delivered the perfect home for us!
April 16, 2025James has been a trusted advisor for years for many of my building customers and always helps in explaining the proper process of selling a property from the beginning. The... READ MORE coordination by Mary was outstanding.
April 9, 2025James made the search and buying experience very pleasurable. We found our house and closed the negotiated deal within 48 hours. He kept my wife and informed through the process... READ MORE and stayed in touch up to and following closing. We are doing updates to the house and James welcomed the opportunity to guide us to contractors and service providers in HHI. If you are looking for a painless real-estate experience, Jame and Shelby are the ones you should choose. Thanks James for all of your help and look forward to becoming your neighbor in HHI soon@
April 8, 2025 -
James is the best realtor we have ever worked with. His knowledge of the market, his experience listing and closing properties is invaluable. He maintains his relationships better than anyone... READ MORE I have ever met. 5 Stars all the way!
April 8, 2025Five Stars! David is the BEST Realtor on Hilton Head Island! "If you're looking for a realtor who goes above and beyond, look no further than David! We recently had the... READ MORE pleasure of working with him to sell our Hilton Head Island condo, and we couldn't be happier with the experience. As non-local sellers, we were initially concerned about managing the process remotely, but David put us at ease from the very beginning. He was incredibly communicative, proactive, and truly made us feel like we were in trusted hands every step of the way. David's expertise in the Hilton Head market is undeniable. He not only helped us navigate the complexities of the sale with ease, but he also achieved a selling price that outperformed the market! We were thrilled to realize a higher return than comparable villas, a testament to David's strategic approach and keen understanding of the local real estate landscape. What truly sets David apart is his unwavering dedication and calm demeanor. He handled every "curveball" with grace and professionalism, never losing his cool. He's patient, kind, and possesses that rare ability to remain unflappable under pressure. In fact, he even went above and beyond by cleaning out our owner's closet after putting his children to bed at 9 pm! the night before closing, because we were unable to be there in person. That's true dedication! Beyond his dedication, David has a remarkable knack for being a calming presence. He skillfully diffused any potential conflict between us and the buyers, ensuring a smooth and stress-free transaction for everyone involved. It's clear that David genuinely cares about his clients and works tirelessly to ensure their satisfaction. Beyond his professional skills, David embodies the true spirit of Hilton Head. As a born-and-raised local, he lives and breathes the Lowcountry lifestyle. His deep connection to the area, combined with his business acumen developed at the College of Charleston, makes him an invaluable asset to anyone looking to buy or sell on the island. Working with David is like having a knowledgeable friend and trusted advisor by your side. He seems like a great family man and his appreciation for the island is evident in all he does. We are so grateful to have had David as our realtor, and we recommend him to anyone seeking a truly exceptional real estate experience. He is a true advocate, and you will not be disappointed!"
March 6, 2025 -
Chip was amazing in our home buying process. He is incredibly knowlegable and helpful every step of the way. We began purchasing out of the area and kept us... READ MORE in the loop with inspection, apraisal and any issues along the way Highly reccomend him to anyone.
February 22, 2025We are so fortunate to have had David recommended to us for our home search in Hilton Head. David is a true local, born and bred, and knows the... READ MORE island from top to bottom. He took the time to help us figure out the location and property type that would suit our needs, and we ended up with a home that exceeded our expectations. In addition to his expertise, David and his assistant are warm, friendly and responsive - truly a pleasure to work with.
February 2, 2025Being a first time home buyers in this market is daunting thought. But David held our hands through the entire process and made it seamless and easy. He was always... READ MORE just a phone call away with any questions we had giving us great peace of mind. Him having grown up on the island gives him great local knowledge that was so helpful. Could not recommend him more!
January 29, 2025 -
Chip and his assistant Sydney did an outstanding job. My wife and I came in with properties we thought would be the ones we would buy and Chip was... READ MORE able to show us different areas of the Island that we hadn't seen before. We saw 11 properties around the Island from Condos to Townhouses to Single Family homes since we weren't sure exactly what type of property we wanted. He was extremely professional, personable, and patient with us. Overall outstanding experience. I would highly recommend Chip and Sydney to anyone who asks.
January 27, 2025David was an awesome resource for us in finding and acquiring our home here in Shipyard. We lived out of the area and totally depended on his local knowledge.... READ MORE With the home we ultimately bought we wanted to do significant renovation. David helped us find a builder who could do the work we wanted at a very reasonable price. We decided to do more work than we originally thought, he helped us find a mortgage broker. And as we weren’t here for much of the construction he several times drove over to bring in package deliveries for us. David and his team are truly a full service realtor. We would and do recommend to anyone.
December 29, 2024Chip was extremely professional and responsive to our needs. He had to adapt several times, as our home search requirements evolved, and always appeared happy to help us. We especially... READ MORE liked his style - quiet, humorous, not ‘in your face’ at all, but knowledgeable, and direct about concerns affecting our situation, only. Both of my adult sons will plan to utilize Chip in their future S.C. home search.
December 29, 2024 -
Chip was extremely patient and knowledgable through out the home buying process. He made sure that we were taken care of. I can’t recommend him enough to anyone looking for... READ MORE a realtor! Thank you Chip!!
December 22, 2024Chip was very helpful and professional. His knowledge of the local real estate market is unparalleled. He set the price right. We had a contract within a week. He... READ MORE grew up in the business and learned from a master, his father, James. Sydney, his intern, was also extremely helpful.
December 21, 2024Our experience with Chip in selling our home was superior in every way. He was respectful of our time and scheduled the appointments in a stress reducing way. He is... READ MORE a very kind person and we like him a lot. We will highly recommend him.
December 9, 2024
It's Perfect In...
Long Cove
The epitome of club living on Hilton Head Island. Long Cove is filled with plenty of live oaks, magnolia trees, palmetto palms, and a serene environment that is just perfect to call home. Most of all, have you had the chance to see the golf course?
Buying On The Island
We know all about life here on Hilton Head, the incredible communities, as well as the available properties. We’d love to help you find and acquire the perfect place to call home – come see for yourself!
Don’t Just Take Our Word For It
James was a breath of fresh air. He was extremely skillful and professional in working through issues to ensure a successful closing. Quite simply the best REALTOR® I have ever worked within the five states I have lived.
Without a doubt, Chip Wedgeworth and his team are the Island’s experts when you want to sell! Chip took care of getting my property ready to list with skillful insights on the market and pricing it to sell. Truly you will not be sorry for selecting Chip Wedgeworth as your real estate professional.
There is a reason James has been the number one REALTOR® for the past 20 years with nobody even close. James will never try to push a sale on a customer – he is patient and will work with his customers for as long as it takes to find their dream house with no pressure.
Selling Made Simple
You need an agent you can trust, and someone who will be there whenever you call. At The Wedgeworth Team, you’re one of us. We’ll treat you like family, make sure your property is in tip-top shape, and being no stranger to the market, we’ll get you the highest price possible. Let us show you!