We analyze top real estate agents in Pittsboro 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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“Matt was a great help selling my home in Durham, NC. I interviewed a number of brokers and he offered the most thoughtful and analytical perspective. He provided consistent updates and was a great negotiator once we received offers.”
“Bought our home and decided to move just about a year later. Kevin and Amanda were able to set realistic expectations and create a gameplan that would work best for our situation. Throughout the selling process we made adjustments based on their experience and recommendations. Having a team you trust was a huge part of the selling process for us. I would recommend them to any family/friend in need of an agent.”
“Rebecca was available and patient in answering all our questions and walking us through the homebuying process, from beginning to end. Her knowledge and experience were the keys to our success.”
“Pamela is an exceptional realtor who truly goes above and beyond for her clients. Whether you're buying or selling, she brings a rare combination of professionalism, market expertise, and genuine care to every interaction. Pamela takes the time to understand your goals and offers honest, realistic guidance based on current market conditions. What sets her apart is her hands-on approach—she’s not afraid to roll up her sleeves and help with whatever is needed to get your home sold. From staging advice to coordinating details, Pamela ensures your property is presented at its absolute best. Her meticulous attention to detail and commitment to excellence reflect how deeply she cares about the people she works with. Selling our home with Pamela was not just a transaction—it was a partnership built on trust, transparency, and results. We couldn’t have asked for a better advocate throughout the process.”
“Michele is the best real estate agent in the Triangle, with local knowledge, expertise and superior service. She has a way of making you feel like you are her only client, is easy to reach, dependable, and never rushes you or pressures you. She listens to your needs and will strive to exceed your expectations. I would highly recommend Michele Wilson.”
“Bill is super helpful and he found me two houses to buy this year. He is so wonderful to work and goes the extra mile to be sure you are happy with your home.”
“There is no other agent like Bre. She is down to earth, dedicated, and extremely knowledgeable. Would not have made it through the process without her.”
“Pj delivered an excellent job. Thank you again for all you did.”
“We absolutely loved working with Valerie Maat! She is the most knowledgeable, patient woman I have ever met. Old people purchasing from out of state, we had at least a million questions. She picked out the perfect home on the perfect location for us. She worked so hard late at night and early morning with helping us negotiate anything we needed her for. We will recommend her to anyone looking for a home!”
“My overall experience was great! Kelly was wonderful to work with and made the process go so easily. I could not be more satisfied.”
“The Overman Group is phenomenal!”
“No problems, no questions, everything done professionally and online. Thanks! ”
“Sandy was very professional and caring. She seemed to handle any problem that arose in a very professional manner. I always felt she had my interest at hand.”
Information and statistics on the latest trends in the Pittsboro real estate market, updated for September 2025. *
The typical home value in Pittsboro is projected to be $464,810 for the month of August. July’s finalized data reported the typical value of a home in the city to be $495,000—down 2.46% over the previous 12 months. For comparison, county-level data pegged home values at $676,570 in Chatham County for the most recent reporting period. That number is expected to float around $678,850 in August.
Pittsboro had 7 new listings and 9 listings that went under contract in July, decreasing the area’s total available inventory to 18—down 14.29% from the previous month. Inventory is projected to have further decreased in August.
Of those 18 active listings, 38.89% reduced their price in the month of July. The median listing price for homes in Pittsboro grew 6.37% from June to July, bringing the current median listing price to $534,500. Based on projected data for August, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract fell sharply year-over-year. In July 2025, the median time for a listed property to go pending was 73 days, compared to 120 days in July 2024. In recent months the median number of days from listed to pending appears to be decreasing. That trend is predicted to have carried through to this August.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Pittsboro offers residents a charming blend of community spirit, rich local history, and access to outdoor adventures amidst scenic natural beauty.
Pittsboro balances small-town ease with big ideas, serving as the seat of Chatham County and a convenient launch point to Chapel Hill and Raleigh. Stroll the historic courthouse circle, then sample local craft at The Plant, home to makers and tasting rooms, or spend a blue-sky afternoon paddling and birding at Jordan Lake State Recreation Area. Families love meeting rescued big cats at Carolina Tiger Rescue, and community events led by the Town of Pittsboro keep the calendar lively year-round.
Education shines through Chatham County Schools, with programs feeding into Northwood High, while adult learners and career-switchers tap hands-on training at the Central Carolina Community College – Chatham Main Campus. Growth is thoughtfully planned, with Chatham Park expanding trails, parks, and dining while preserving access to open space and the Haw River. Weekends bring farm-fresh finds at local markets, creative menus downtown, and easy commutes to university hubs and Research Triangle employers.
Whether you’re seeking a first home near schools or right-sizing close to trails and cafés, local insight is invaluable. Agent Pronto can connect buyers and sellers with proven real estate agents who know Pittsboro’s neighborhoods, pace of growth, and opportunities from offer to closing.
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 Pittsboro. 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.
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