We analyze top real estate agents in Charleston’s South Windermire neighborhood and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for September 2025. *
* 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.
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“The entire experience was totally focused on making sure our needs were met. Gregg, his staff, and recommendations allowed us to handle the entire process from start to finish in a very positive manner. His ability to provide what we needed to close made the entire process professional. Thank you Greg and your team and providing an excellent legal resource who also were great. Would recommend Greg o anyone who would ask.”
“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!”
“Demetria Jant, provide confidence from day one. I explain expertation with time frame of getting the sale done. Demetria is very knowledge of the process. I am very happy of her work and she will be on my list of contact and referred for future real states needs.”
“As a first-time homebuyer, Kent was incredibly helpful, patient, and attentive with all my questions, concerns, and uncertainties. When we encountered issues with a difficult seller, he managed to both keep me informed at every stage and assure me he would have things taken care of.”
“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.”
“Brenden was most efficient responding to my property needs as it was on the market”
“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!!”
“Sonja was the best agent I have ever worked with. She was there from start to finish. I highly recommend her and her associates.”
“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!”
Information and statistics on the latest trends in the South Windermire real estate market, updated for September 2025. *
The typical home value in South Windemere is projected to be $799,250 for the month of September. August’s finalized data reported the typical value of a home in the neighborhood to be $812,500—down 42.48% over the previous 12 months. For comparison, city-level data pegged home values at $635,000 in Charleston for the most recent reporting period. That number is expected to float around $660,000 in September.
South Windemere had 4 new listings and 5 listings that went under contract in August, decreasing the area’s total available inventory to 4—down 0.0% from the previous month. Inventory is projected to have further decreased in September.
The median listing price for homes in South Windemere grew 42.55% from July to August, bringing the current median listing price to $2,127,500. Based on projected data for September, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract has been fairly steady year-over-year. In August 2025, the median time for a listed property to go pending was 67.5 days, compared to 71 days in August 2024. However, in recent months the median number of days from listed to pending appears to be falling. That trend is predicted to have carried through to this September.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
South Windermire offers residents a welcoming, walkable community with tree-lined streets, inviting parks, locally owned shops and eateries, and a strong sense of neighborly connection.
South Windermire is a well-established neighborhood in Charleston where tree-lined streets and a friendly, walkable atmosphere have been drawing residents for generations. Located just minutes from the historic downtown area, South Windermire blends suburban comfort with urban convenience. Delight in scenic strolls along the West Ashley Greenway, which meanders at the neighborhood’s edge, creating a recreational lifeline for joggers and cyclists alike.
Education is a focal point here, with well-regarded schools like St. Andrew's School of Math and Science offering strong academic programs within easy reach. Locals also appreciate the proximity to local shops, restaurants, and services clustered in the South Windermere Center, a charming retail hub featuring cafes, boutiques, and essential stops, making errands and leisure outings effortless.
Families enjoy access to green spaces such as Avondale Park, just a short drive away, and residents frequently take part in community events and farmers' markets that underscore the neighborly spirit of the area. The neighborhood’s location also places it near dynamic communities like West Ashley, expanding options for dining, outdoor activities, and cultural attractions.
For anyone seeking a place with deep roots and contemporary appeal, South Windermire offers an ideal environment to call home. Whether you’re hoping to buy or sell a property here, Agent Pronto can connect you with a knowledgeable local real estate expert to guide you through every step of the process.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in South Windermire to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Charleston. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Tips and market insights to make your Charleston real estate journey a success.
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 South Windermire. 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 South Windermire Realtor® or real estate agent today.
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