“We had an amazing experience working with Stephanie Woodall. She was professional, knowledgeable, and supportive throughout the entire home-buying process. She was always available to answer our questions, kept us informed every step of the way, and made what could have been a stressful experience feel smooth and easy. Stephanie truly cared about helping us find the right home and went above and beyond to make everything happen. We are so grateful for her dedication, patience, and hard work. We highly recommend Stephanie Woodall to anyone looking to buy or sell a home. Thank you for helping us purchase our dream home! :)”
- Agent Pronto
- West Virginia
- Shepherdstown
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We analyze thousands of real estate agents in Shepherdstown and nationwide to find you proven local professionals, for free.
Compare top Shepherdstown real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for June 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.
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Shepherdstown real estate Market Report.
Information and statistics on the latest trends in the Shepherdstown real estate market. *
Latest Rolling 3-Month Snapshot
Mar 1, 2026 - May 31, 2026
Quarterly Pricing Trends for Shepherdstown
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Shepherdstown
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Shepherdstown
Rolling three-month data ending on quarter boundaries when available.
Quarterly Inventory and Sales Activity for Shepherdstown
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Shepherdstown
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Shepherdstown
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 and contract activity in Shepherdstown are moving at a measured pace in this rolling three-month view. Active listings are holding at six, while new listings and pending sales are each up more than 30 percent year over year, suggesting more owners are testing the market and more buyers are writing offers.
Prices are reacting to this mix of supply and demand. The typical home value is up sharply, rising over 80 percent year over year, while the median list price is roughly flat compared with a year ago, indicating sellers are not pushing asking prices as aggressively as recent sales might suggest.
Speed and balance are shifting at the same time. Homes now go under contract in a median of 15 days, down dramatically from a year ago, even as months of supply has climbed to about 6.4 months, pointing to a more balanced but still seller-leaning environment. Whether you are a buyer facing fast-moving opportunities or a seller trying to price correctly in these evolving conditions, Agent Pronto can connect you with a local agent who understands this data and can guide your next move.
Learn more about what Shepherdstown has to offer.
Shepherdstown offers residents a close-knit community, rich history, thriving arts and culture, plentiful outdoor recreation, and a walkable, welcoming town center that makes everyday life engaging and convenient.
Shepherdstown is a small riverfront community with a historic core, walkable streets, and quick access to larger hubs like Hagerstown and Frederick. Many residents commute to nearby employment centers while enjoying a quieter pace at home, which makes everyday livability and accessibility a central part of the town’s appeal.
The compact downtown places daily needs close at hand. Local spots such as Blue Moon Cafe and Shepherdstown Sweet Shop Bakery are within easy walking distance of many homes, and the Shepherdstown Public Library offers programs for all ages. Proximity to Shepherd University adds cultural events, performances, and educational opportunities year round.
Outdoor access is a major asset. The C&O Canal Towpath runs along the Potomac River and supports cycling, jogging, and scenic walks, while nearby Antietam National Battlefield provides open space and historical context. Families appreciate practical amenities such as local schools and straightforward routes to broader shopping options in Martinsburg and Charles Town.
Because housing styles range from historic properties near downtown to newer homes at the edges of town, it helps to work with someone who truly understands neighborhood character, commute patterns, and local regulations. Agent Pronto connects you with a knowledgeable real estate professional who can streamline decisions, anticipate hurdles, and reduce stress for both buyers and sellers in Shepherdstown.
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“Can't say enough good things about Todd ,not only is he my friend I believe he is the best broker out there,we went through alot of hurdles and came out on the good side of it ,was with my wife and I all the way,nothing was ever too much trouble and then we were finally able to build our dream house.We would highly advise anyone looking for a home to do yourself a favor and look him up. Thanks Steve and Karen D'Agostino”
“Charlie is the epitome of professional, extremely thorough, extremely knowledgeable and very friendly. Buying a house with Charlie is like buying a house with a friend or family, it is a true pleasure working with him. If I know anyone looking for a home Charlie is the first name that comes to mind.”
“Barb has sold many homes and knows St Pete, FL well. We found her knowledge of the area to be very helpful. She's thoughtful, punctual, and thorough. We loved working with her.”
“Amy Mosley, was an amazing experience from start to finish. She made what could have been a stressful home-buying process feel so much easier by guiding us every step of the way. As first-time homeowners, she took the time to explain all the home-buying basics, answered every question we had, and made sure we felt informed and confident throughout the process of buying our home in Lake Forest, CA. She was incredibly quick to respond whenever we reached out and always kept us updated, which gave us so much peace of mind. When our escrow became unexpectedly long and challenging, she was a strong advocate for us, consistently looking out for our best interests, getting us the best terms and helping us navigate every obstacle. We truly couldn't have asked for a better agent. Her professionalism, knowledge, dedication, and genuine care made all the difference. We are so grateful for everything she did to help us get into our new home and would highly recommend her.”
“Kevin and Amanda were the BEST Realtors I have ever worked with. First and foremost their communication, professionalism, and follow through were impeccable! They worked with my schedule and went above and beyond to assist me with finalizing the finishing touches on my property to prepare it for the next owner. They even followed up after the sale to ensure all identified items by the buyer were completed to the new owners satisfaction. I would HIGHLY recommend Kevin and Amanda and the Starkey Agency if you want the BEST Realty agency in the Triangle area to represent you through the buying or selling process to ensure an EXCELLENT and SMOOTH experience and return on your investment.”
“Justin did a great job in showing us various places and explaining the processes involved. He was working tirelessly and kept us informed the entire time of the process of procuring a home. The entire process was made possible and conveniently easy in the negotiations and documents prepped by Justin. Great job Justin! Highly recommended! Give Justin a raise at C&C realty! 😉”
“As a disabled combat veteran and first time home buyer there are certain benefits you receive and not every realtor knows about them or can give you insight on how they work. However Peggy knew it all! Peggy was there whatever hour of the day to answer any questions and guide me through this whole process. Working with Peggy made the whole process smooth, engaging, and uplifting. She knew everything there was to know about benefits, the area, the market, and the property itself she truly was very easy and amazing to work with! Peggy treated me as family throughout the whole process giving me advice and guiding me in the right direction to find the perfect home and I couldn't be happier with my purchase. I would recommend Peggy to anyone who is trying to take the leap in home buying!”
“Shawn is the best! Both him and Dee are great to deal with. They go above and beyond! Would recommend them to anyone looking to buy or sell!”
“Absolutely love working with Lauren! She protects you as the buyer and ensures that you feel protected and safe and knowledgeable at all times. She will also do her best to get you the information that you need, she is extremely resourceful and highly professional at her job. Thanks again, Lauren for helping me find my home!”
“Laura helped me find a suitable lot to build a house on. Viewing multiple properties along with sending me potential options. When we found a lot we liked but had some needed contingencies included in the purchase contract, Laura helped draft the language necessary to feel comfortable moving forward with the offer. We were able to navigate these contingencies with Laura's help and able to close on the property successfully.”
“We have known Judy for several years and always knew we would select her as our realtor when it came time to sell our house. She did an amazing job and we couldn't be happier! As people who believe in planning, we especially appreciated Judy's support as we got ready to put the house on the market. Our conversations regarding the sale of our home took place over many months ensuring that when listing day came we were more than ready. Judy is exceptionally knowledgeable on the northern Virginia market and all of her recommendations were on point. Our house sold in one weekend with multiple competitive offers and we give Judy the credit. She priced the house appropriately and marketed it exceptionally well. While selling a house is never easy, Judy made the process as painless as possible and was there to support us throughout the process. We would highly recommend Judy.”
“Amanda was great! She has great local knowledge and sent us listings that had the cirteria we asked for. Great communication, she answered all of our questions in a timley manner. I would recommend Amanda to anyone.”
“Michele has been amazing to work with. She responds to questions very quickly, even late at night. Many times, she would watch my child for short periods of time so I could fully focus on the houses. She was also very punctual with any appointments and showings. Being a first time home buyer, it was really good to have someone that could "hold my hand" and help ease any anxieties. She helped us get our home which I hope we will love for many years. When we do decide to upgrade, we will be reaching out to Michele again. She's a wonderful person to work with.”
“Thank you so much. Being able to view houses within hours being listed made all the difference.”
“Working with William Mallory was a real pleasure. From our very first meeting, his professionalism and dedication were front and center. He took the time to truly understand our needs, navigated every step of the process . William is communicative, and a true expert in his field. I would strongly recommend working with William”
“Ava from Century 21 was absolutely fantastic to work with. She went above and beyond to help us find the right home and secure a great deal. For over two months, she patiently guided us through the process and never hesitated to travel up to an hour from her office so we could explore homes across the area. Her dedication, professionalism, and genuine care made all the difference. We’re truly grateful for her hard work and highly recommend her to anyone looking for a top‑tier realtor.”
“Laurie and Jen were excellant to work with. Kept us informed all thru the sales process. Extremely professional and a great asset to Century 21 and a real pleasure to work with . Plus made the sales process real easy as we were selling a stepmothers house and live in Michigan and Atlantic side of Florida.”
“Lee Hurst made selling my Mom's Sand Springs home an absolute breeze. From the very beginning, He provided a clear, data-backed strategy that helped us get top dollar. His communication was excellent. We always knew what was happening with showings and feedback. If you want a stress-free, professional sale, Call Lee Hurst!”
“Shannon is excellent at her job and we have total faith in her. She is very easy to get along with and listened to any concerns we may have had. We were looking to find a house and she made the process as quick and easy as possible. We would definitely recommend her services to anyone in the market for a house.”
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 Shepherdstown. 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 Shepherdstown Realtor® or real estate agent today.
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