We analyze thousands of real estate agents in Taylors Island 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 Taylors Island real estate market. *
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).
Year-over-year, Taylors Island’s rolling three-month numbers show big price shifts. The typical home value is up sharply compared with last year, rising more than threefold, even as the median list price has fallen more than 20 percent. Homes are also taking longer to sell, with median days on market up about 74 percent over the past year.
Looking at the latest rolling three-month period through September 2026, prices and inventory paint a mixed picture. The median list price is around $420,000, yet the average sale-to-list ratio sits below 80 percent, suggesting buyers often negotiate significant discounts.
Only a few homes are trading hands, with just 2 sales and 1 new listing, and active listings down about a quarter from a year ago. Months of supply has edged up slightly year-over-year to 1.6, still signaling a seller’s market even as half of listings go off market within two weeks. With no recent sales closing above list price and properties spending a median of 121 days on the market, local conditions can be tricky to read without expert help. Buyers and sellers can both benefit from Agent Pronto’s help connecting them with a Taylors Island agent who understands these shifting dynamics.
Taylors Island offers residents a close-knit coastal lifestyle with serene waterways, rich opportunities for boating and fishing, and a welcoming community that balances peaceful living with essential amenities.
Taylors Island feels distinctly apart from nearby Cambridge and Dorchester County, offering a quiet, water-oriented lifestyle that still connects easily to regional jobs and services. Surrounded by coves and marshes along the Blackwater National Wildlife Refuge, it appeals to those who value wildlife, open skies, and a slower pace without losing touch with the broader Eastern Shore community.
Locals gather at spots like Taylors Island Volunteer Fire Company for oyster roasts and fundraisers, and the small island road network makes neighbors familiar faces. Waterfront access and boating are central here, from private docks to nearby Slaughter Creek Marina. Outdoor enthusiasts appreciate quick access to kayaking routes, birding areas, and the scenic drives that link the island with Hoopers Island and Church Creek.
For day-to-day needs, residents often head into East New Market or Cambridge for shopping, schools, and services, including regional history at the Dorchester County Historical Society and programs at the Dorchester County Public Library. Housing ranges from classic waterfront cottages to larger homes on generous lots, with limited supply and strong appeal for both primary and second-home buyers.
Because the Taylors Island market can move quickly and inventory is specialized, timing and preparation are crucial. Agent Pronto can connect both buyers and sellers with an experienced local real estate agent who understands this unique waterfront community and how to navigate it effectively.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Will is THE BEST. We worked with him in 2020 to buy our Salisbury, MD and then worked with him to sell our home in 2024. He is local to Maryland and is very knowledgeable about the area. He made our move from Virginia to Maryland really easy. After we closed on our Salisbury house he brought us an entire gift basket full of local goodies and made us feel welcome. If you are looking to buy or sell a house in Maryland then Will is the guy you want!”
“Diane is a wonderful agent. She is very professional, courteous and knowledgeable agent. Recommend her as a excellent agent that goes above and beyond to get the job done.”
“James did a wonderful job helping us to sell our home in difficult market. HIs negotiation skills are fantastic along with his demeanor. He was able to get us a deal that we were comfortable with. He has a good eye and provided great recommendations on things to address prior to pictures. Overall, I would highly recommend James to sell you home.”
“Karen was Great in every way, i am not to good with words i just would like to say, If i would buy another house i would go with Karen again 100%. Karen is professional, a great listener, We bought the house we wanted at the price we wanted .Thank you Karen again for all that you did for us.”
“Vinny and his team were outstanding helping me sell my house and buy my new house in 2023. Thank you for a smooth transaction from selling to purchasing to moving. Highly recommend Vinny and his team.”
“This is the second time I’ve partnered with Ed at the Slavis Group, and I can say with no hesitation you will not find a more dedicated, attentive, and knowledgable team to support your real estate project. With Ed’s help it took less than a month to go from looking at investment properties in the DMV to closing on a house in Alexandria VA. In that time Ed and his team provided all the information I could possibly need, helped me find financing solutions, and negotiated one of the best real estate deals I’ve been a part of. 13 out of 10, would highly recommend!”
“We have moved and purchased several homes in the past 3 years. For our home in Delaware, we were very luck to find Dale. As we all know, the stress of finding a home and then moving can be overwhelming. This is where the professionalism, knowledge, and practical experiences of Dale took over. If he didn't have an answer (very rare) he would research and present the best solution. Without a doubt, Dale is the best Real Estate Partner that we have ever worked with in our home search. You and your Family will benefit working with Dale.”
“We had an exceptional experience working with Laura Anderson during a very difficult time for our family. After losing our father, we needed to sell our mom’s home in Maryland while living in Virginia, and Laura was truly a lifesaver. We first connected with her about six months before listing, and she immediately provided clear, practical advice on how to prepare the home for sale. She went above and beyond by coordinating with vendors on our behalf, which saved us countless trips back and forth. Laura was responsive, compassionate, and always had our family’s best interests in mind. Thanks to her expertise, she was able to secure a great outcome for our mom. We’re incredibly grateful for her support and highly recommend Laura to anyone looking for a knowledgeable, trustworthy realtor.”
“Jenn did amazing from start to finish as my partner and I searched for our new home. She was always so quick to provide any needed info, thorough in searching, and quickly grew an understanding of the subtle aspects of our dream home. An incredible support system even after the sale!!”
“Buying a house can be stressful, but working with Brajesh made the process incredibly smooth and easy. From the start, he was professional, knowledgeable, and attentive to what I was looking for. He guided me through every step, answered all my questions, and made sure I felt confident in my decisions. Everything—from viewings to closing—was handled efficiently and without hassle. I highly recommend Brajesh to anyone looking for a seamless and stress-free home buying experience.”
“Jim was recommended to me by one of my friends after moving to the area for work. He was very knowledgeable about the area and kept my priorities in mind when going through viewings. Everyone at the company was very helpful and answered any and all questions you had. They overall made the whole process very easy and understandable.”
“As a first-time home buyer in Maryland, working with Dylan and the Sergey Team made the process much easier than I expected. Dylan was very communicative, quick to answer questions, and did a great job explaining each step so I understood what was going on. I always felt well informed throughout the process. I’d recommend Dylan and the Sergey Team to anyone looking to buy a home.”
“We had a great experience working with Joe. He was quick to respond, explained everything clearly, and kept the process moving. When we chose to withdraw our application, he handled the refund promptly and transparently. Professional, honest, and easy to work with - highly recommend.”
“Bob's professionalism, knowledge, and patience exceeded my expectations. I highly recommend Bob for your next move.”
“We couldn’t be more grateful for the incredible experience we had with Amy during the purchase of our first home. From day one, she was patient, knowledgeable, and truly invested in helping us find the perfect place. She guided us through every step of the process with clear communication and genuine care, making what could have been a stressful experience feel exciting and manageable. Highly recommend to anyone looking for a smooth, supportive home-buying journey.”
“Brooks was very professional and patient during our home search. We started out looking at homes before we were ready to buy but Brooks was okay to show us homes and he also mentioned to us that he was willing to look at homes for us due to us being far away. We started out looking at older homes and then changed to purchase a new home and he was 100 % behind us.”
“She’s helped me to sell and purchase at the same time. Always with my best interest in mind, as to helping me with my wants and needs in the home. Attentive as pointing out certain things in the home that may be an issue or that I don’t want. Ready to work as in actively communicating with me to let me know which homes are eye catching. Couldn’t be anymore happy working with Tashea. Thank you!”
“Bob Faith is an outstanding choice in handling Real Estate needs. Bob is extremely responsive, professional, personable and honest. He knows the market, he knows the reputable professionals in the area, and he knows how to efficiently handle the unexpected! I highly recommend Bob Faith, he was incredible in handling the sale of our property!”
“If you call anyone besides Dallas Watson you're wrong. Point blank. Made buying my first home such a stress free, comfortable experience. Top notch knowledge. Top notch professionalism, and communication with Dallas makes you think you're talking to a friend you've known your whole life. On a scale of 1-10 on every category I'd give him infinity! Thank you Dallas! I love the house and loved working with you man! Keep being #1!!!”
“Mike, (Bennett Sales Group) treat you like one of the family. This has been the best homebuying experience that we have ever had. They take the stress out of the process. We can’t thank them enough for walking through this process alongside us. They don’t hesitate to answer all of our questions and work tirelessly to get what’s best for their clients.”
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 Taylors Island. 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 Taylors Island Realtor® or real estate agent today.