We analyze thousands of real estate agents in Headland and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 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.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
Information and statistics on the latest trends in the Headland real estate market. *
Jul 1, 2026 - Sep 30, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
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 (Jul 2026 - Sep 2026).
Headland’s latest rolling three-month snapshot shows inventory has expanded while buyer activity is steady. Active listings are up more than 20 percent from a year ago, with 71 homes on the market and 5.1 months of supply, roughly double last year’s level. At the same time, pending sales have edged higher year over year, even as closed sales have dipped slightly.
Pricing is responding to this mix of more choices and solid demand. The typical home value over the past three months is up more than 11 percent compared with a year ago, reaching about $283,000, while the median list price is slightly lower than last year. Homes are spending less time on the market than a year ago, with the median days on market down to 69, and the share of properties selling above list price has risen to nearly 15 percent, suggesting well-priced homes still attract strong interest.
Conditions overall lean toward sellers but are less tight than in prior years, giving buyers more room to compare options. Negotiations are active, with an average sale-to-list price around 97 percent, so both sides benefit from realistic pricing and smart strategy. Agent Pronto can connect buyers and sellers in Headland with a local real estate agent who understands these trends and can guide them through each step of the transaction.
Headland offers residents a warm, close-knit community with quality schools, convenient amenities, and abundant outdoor opportunities, all contributing to a welcoming hometown feel.
Headland immediately feels distinct from nearby Dothan, with a slower pace, a compact historic core, and a strong sense of shared identity. Centered around the downtown square and its landmark gazebo, the city blends small town familiarity with quick access to regional employers, shopping, and healthcare in the Wiregrass.
Life here often revolves around local traditions. The annual harvest celebration at Headland’s Under the Oaks Park and youth sports at Douglas Park highlight how residents show up for one another. Families value Headland’s schools, with Headland High School and nearby Headland Elementary drawing people from across Henry County who want strong academics in a quieter setting.
Outdoor time is easy to find, from walking the neighborhood streets to day trips to Lake Eufaula or the trails at Chattahoochee State Park. Local favorites such as You Scream They Scream and gatherings at the Headland Family YMCA reinforce the friendly, everybody-knows-your-name feel.
With steady regional growth from Ozark to Enterprise, timing and preparation matter in Headland’s real estate market. Whether you are a longtime resident considering a sale or a newcomer weighing a move from a larger city, connecting early with a knowledgeable local agent through Agent Pronto can help you navigate inventory, pricing, and offers with confidence. Agent Pronto is ready to assist both buyers and sellers.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Irene was amazing! We have purchased and sold several homes in the past but this was our first time purchasing a home remotely. Irene took much of the stress out of the transaction. She is extremely professional and is great with communication. I would highly recommend her to anyone in need of real estate services.”
“Sherry was amazing from start to finish. She knew exactly what to do, and when to do it. Her communication was stellar as she kept us in the loop on EVERYTHING! Sherry is very personable and friendly to work with. You won't be disappointed working with Sherry Lindley.”
“Working with Sonya was an amazing experience. She guided us through every step of the home buying process and took the time to thoroughly explain everything so we always felt informed and confident. Her insight and dedication made a huge difference, and she even helped negotiate a deal that led to us gaining money at closing. We’re very grateful for all her help and would highly recommend Sonya to anyone looking to buy a home.”
“She did a great job helping us find a place in Alabama. There was no pressure. Just helpful. She was very quick and responsive to any of the many questions we had. She made the process easy.We would highly recommend her and would use her again.”
“Alex was there to answer every question with promptness and knowledge each step of the way. If you’re looking for a Realtor that’s gonna be there with you through the process, he’s your man.”
“Kelly did a great job and was very patient with our house selling and buying experience. She was able to sell ours in Florida and help us buy in Alabama”
“Bridgett was amazing to work with. She always responded so quickly and was unbelievably helpful. I really feel like she cared about getting us into a home we love.”
“Keisha was very diligent with helping me find a home. She helped me pick out fixtures for the house. She stayed in touch with me throughout the entire process.”
“She had already helped us find and buy our dream home and then helped us sell our old home. She took care of all the details and tried to make sure everything went as smooth as possible. She was always available whenever we needed her! She is very professional and knowledgeable. Please reach out to her if you are looking to buy or sell a home or land.”
“Danielle is an excellent realtor and very knowledgeable. She's very professional and does what she says. If you're looking to buy, I highly recommend Danielle. Darrell & Altheia Wilson”
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 Headland. 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 Headland Realtor® or real estate agent today.
We’ll match you with top-rated real estate agents in just about any city—wherever your next move takes you.