“To be honest with you, the Greg Harrelson-Century 21 Group did an Excellent job, ONLY when I switched agents from Joseph Barrientos to Jake Ross. Joseph really wasn't focused on the task at hand to sell my properties with my best interests. Also, Joseph wasn't a people person, more interested in his own personal interests and NO Communication at all, Not Acccessible at all. I would Not recommend him to anyone. I am Extremely Pleased and Satisfied with the performance and communication with Jake Ross and would Highly Recommend him to everyone !!!!”
The best way to find top real estate agents in Oakland, Charleston, SC
We analyze thousands of real estate agents in Charleston’s Oakland neighborhood and nationwide to find you proven local professionals, for free.
Compare top Oakland real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for July 2026. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
The easiest way to find a top agent you can trust.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
- Tell us what you need.
- Answer a few quick questions about your real estate goals.
- Get matched.
- We’ll find you top local agents based on performance, expertise, and customer reviews.
- Connect and compare.
- Review your personalized recommendations and choose who’s right for you.
- Move forward with confidence.
- Whether you’re buying, selling, or both, you’ll have a proven expert on your side.
Oakland real estate Market Report.
Information and statistics on the latest trends in the Oakland real estate market. *
Latest Rolling 3-Month Snapshot
Mar 1, 2026 - May 31, 2026
Quarterly Pricing Trends for Oak Land
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Oak Land
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Oak Land
Rolling three-month data ending on quarter boundaries when available.
Quarterly Inventory and Sales Activity for Oak Land
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Oak Land
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Oak Land
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Mar 2026 - May 2026).
Inventory in Oakland looks tight in this rolling three-month view, with just 13 active listings and months of supply at 3.7, below Charleston’s 4 months. Even with limited choices, contract activity is holding up, as pending sales are slightly higher than a year ago while homes sold are only modestly lower year over year.
Pricing has cooled compared with last year, with the typical home value down about 7% and median list prices falling even more sharply year over year. At the same time, buyers are not seeing deep discounts, as the average sale-to-list ratio is near 99% and the share of homes selling above list has risen compared with a year ago.
Time on market has stretched significantly, with the median days on market now close to two months and up strongly from last year’s pace. Even so, roughly one in four homes goes off market within two weeks, showing that well-priced properties still move quickly for both buyers and sellers who connect with the right local agent through Agent Pronto.
Learn more about what Oakland has to offer.
Oakland offers residents a friendly, walkable community with historic charm, green spaces, convenient access to shops and dining, and a lively calendar of neighborhood events.
Oakland in Charleston offers a practical blend of suburban comfort and city access, with proximity to downtown Charleston and North Charleston via I‑26 and Rivers Avenue. Single family homes on established streets give the neighborhood a settled feel, while everyday needs are covered by nearby shopping centers, services, and schools.
Residents enjoy quick trips to area parks and recreation. It is a short drive to Northbridge Park for fishing and scenic views, and families often head to West Ashley Park for ballfields, walking paths, and playgrounds. Nearby Charles Towne Landing State Historic Site adds a mix of history, gardens, and trails that many Oakland residents visit regularly.
Daily life is straightforward. Grocery options, medical offices, and local eateries along Rivers Avenue help keep errands efficient. Students typically attend schools in the Charleston County School District, and access to central Charleston opens additional educational, cultural, and employment opportunities. Weekend dining in areas like Park Circle or outings to James Island County Park are common for Oakland households looking for more variety.
Navigating these choices is easier with a real estate agent who knows Oakland block by block, understands local traffic patterns, school options, and upcoming development, and can streamline inspections, pricing, and negotiations. Agent Pronto connects both buyers and sellers with the right local expert so the move in or out of Oakland feels more informed and far less stressful.
Trusted by over 500,000 buyers and sellers.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Dee Dee was a pleasure to work with. She was professional, responsive, and guided me through every step of selling my property. Her knowledge of the market and attention to detail made the process smooth from start to finish. I highly recommend her services.”
“Kent had extreme professionalism when I met him, he provided detailed information about the area in which I was looking to buy. His transparency and guidance throughout this process made it as easy as possible, considering it was my first home buying experience. Any questions I had were answered punctually and well explained. I would whole-heartedly recommend Kent to anyone who may be in need of assistance to buy in the future. I've been extremely grateful for his dedicated support throughout this purchase, and will seek his guidance in the future.”
“Sonja did an excellent job marketing our home. We had multiple offers in just a few days. She made sure we were well informed, and help us make the best decisions. We would definitely using her again!”
“Absolutely passion and she's very reliable to provide options that work for her customer. She's is very dedicated.”
“Aaron is a wonderful, Christian-centered person! He was able to accommodate my family's showing and house tour times! His experience in the real estate industry was crucial in helping me find a great deal. I'll recommend his services again and again! Aaron is your trusted realtor, and he will prioritize your needs over any monetary fee.”
“Jessica was fantastic! She helped us find the perfect home to suit our needs. We would recommend working with her 1000%!”
“I had an amazing experience working with Sherry. From start to finish, she made the home-buying process smooth, stress-free, and even enjoyable. Sherry was knowledgeable, patient, and always quick to answer my questions. Their guidance helped me find the perfect home, and I couldn’t be happier with my purchase. I highly recommend Sherry Pitman to anyone looking to buy or sell a home!”
“I just want to give a big thank you to my realtor, Stuart Liron, for the amazing job he did selling our home at 122 Guildford Drive. His knowledge of the local market helped us price the house just right, and thanks to his expertise, we received multiple offers and sold in a very reasonable amount of time. If you're looking for a professional, knowledgeable, and trustworthy real estate agent in the Lowcountry area of South Carolina, I highly recommend giving Stuart Liron at AgentOwned Realty a call.”
“I was very pleased with the services provided by Nancy Walsh.”
“He was always responsive and went the extra mile to answer questions, inquired and found answers about anything we needed. He was informed and knowledgeable at every step! He was extremely respectful, considerate and on top of each issue. I have never been so pleased with a Real Estate Professional as I am with his professionalism. Need a Realtor? He is the very BEST!”
“I was treated with the utmost respect from day one. My expectations were handled and Mr. Scott walked with me every step of the way. Thank you for all you have done to make this transition successful.”
“I had been through 2 different real estate agents trying to find the right home in my relocation. Agent Pronto put me in touch with Jeff Cooke Realty - the agent that reached out was a FANTASTIC agent!!!! Spent time with me each time I came to the area, got a true idea of what I was looking for - and found my home!!!!”
“Cindy Sweeney is a professional with excellent problem-solving skills and a "let's get it done" attitude! We did not have an easy time before she took our sale and when she took over, the whole momentum changed. She provided resources for us to fix complex issues while showing the house and giving us notifications all the way through. Recommend her with high regards!”
“Very smooth process. Alan Donald and his team were amazing!! Highly recommend!!”
“Stephanie Davis was instrumental in marketing our home and was always professional, courteous, well-informed, and did what she felt was in our best interest. She was professional in her personal presentation and has a warm and friendly personality. We enjoyed our experience with Stephanie as an absolute JOY!!! We appreciate her!”
Frequently Asked Questions
-
There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Oakland. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
-
Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
-
We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
-
No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Oakland Realtor® or real estate agent today.
Looking for an agent in a different Charleston neighborhood?
We’ll match you with top-rated real estate agents in just about any city—wherever your next move takes you.