“He’s excellent at everything and very friendly! My husband and I like him and would definitely use him again!!! Thank you Matt, God bless you!!! 🙏🏼✝️😇👏🏼”
Century 21 Triangle Group
- Agent Pronto
- North Carolina
- Pittsboro
The best way to find top real estate agents in Pittsboro, NC
Skip the search. We analyze thousands of real estate agents in Pittsboro and nationwide to find you proven local pros, for free.
Compare top Pittsboro real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for December 2025. *
Johnathan Stroud
The Real Estate Company
20 recent sales
$273K-$1.35M price range
$380K median price
* 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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“It was a long and winding road for us to find our new home. We looked all over the Raleigh for months while we got a feel for the area. Pamela was there for us the whole way. She was very knowledgeable and accessible and made the whole process smooth. Thanks Pamela!”
Century 21 Triangle Group
“Michele was great! Not only was she extremely helpful with our search and purchase, but her experience and knowledge of the local housing market, inspections, fixtures, and comps made her assistance invaluable!”
The Virtual Realty Group
“Working with the Sold By Starkey team was an incredible experience! They worked tirelessly from the moment we began our search to the day we closed on our new home. Kevin truly understood what we were looking for and consistently guided us in that direction until the Sold By Starkey team found the perfect fit for us. Their deep passion for what they do and the clients they serve is evident in every interaction. I’m so thankful to have had the opportunity to work with such a trustworthy, patient, and compassionate team, and I would recommend them to any friend or family member looking to make a move!”
Sold By Starkey - Powered by Compass
“Kelly Bossman was wonderful to work with. She made herself available for any and all questions and very supportive even when I was 'clueless' about the whole process. Very thankful to have had her at my side!”
Bossman Real Estate LLC
“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.”
RW Realty of NC
“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.”
Century 21 Triangle Group
“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.”
Transition Realty Group, LLC
“Pj delivered an excellent job. Thank you again for all you did.”
Coldwell Banker Advantage, Marlowe Group
“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!”
1st Class Real Estate Legacy Partners
“The Overman Group is phenomenal!”
Allen Tate
“No problems, no questions, everything done professionally and online. Thanks! ”
Hepler Realty INC.
“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.”
Carolina One Realty
Pittsboro real estate Market Report.
Information and statistics on the latest trends in the Pittsboro real estate market, updated for December 2025. *
The typical home value in Pittsboro is projected to be $556,360 for the month of December. November’s finalized data reported the typical value of a home in the city to be $562,170—up 11.32% over the previous 12 months. For comparison, county-level data pegged home values at $618,000 in Chatham County for the most recent reporting period. That number is expected to float around $602,000 in December.
Pittsboro had 17 new listings and 14 listings that went under contract in November, decreasing the area’s total available inventory to 56—down 9.68% from the previous month. Inventory is projected to have further decreased in December.
Of those 56 active listings, 16.07% reduced their price in the month of November. The median listing price for homes in Pittsboro grew 0.32% from October to November, bringing the current median listing price to $511,570. Based on projected data for December, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract rose year-over-year. In November 2025, the median time for a listed property to go pending was 55 days, compared to 42 days in November 2024. In recent months the median number of days from listed to pending appears to be increasing. That trend is predicted to have carried through to this December.
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Seller’s Market
Seller’s Market
Buyer’s Market
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Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Pittsboro has to offer.
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.
Frequently Asked Questions
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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.
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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.
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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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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 Pittsboro Realtor® or real estate agent today.
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