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We are Maryland-based real estate professionals who bring local insight, clear communication, and a client-first approach to every home journey. Known for our dedication and attention to detail, we help buyers and sellers navigate the market with confidence, making the process straightforward, informed, and stress-free.

Ready to get started? Connect with us today and take the first step toward your next home.

Client Success Stories

Testimonials

Read what our clients have to say about working with us.

"Brian has worked for us relentlessly. A true professional who took the time to really understand what we were looking for in our new home. He is personable and top notch! Brian went above and beyond at every turn. Then once in the home made sure we were all set. We highly recommend Brian!"
"Brian has worked for us relentlessly. A true professional who took the time to really understand what we were looking for in our new home. He is personable and top notch! Brian went above and beyond at every turn. Then once in the home made sure we were all set. We highly recommend Brian!"
Buyer
"Kaitlyn is extremely friendly and knowledgeable of the areas we were looking to buy. She is very responsive to calls and texts. We enjoyed working with her so much and will be sending anyone that needs assistance buying or selling her way! We loved working with her and know that she’s the right realtor for you!"
"Kaitlyn is extremely friendly and knowledgeable of the areas we were looking to buy. She is very responsive to calls and texts. We enjoyed working with her so much and will be sending anyone that needs assistance buying or selling her way! We loved working with her and know that she’s the right realtor for you!"
Buyer
"Kaitlyn was very knowledgeable about the area. She always came prepared. She moved quickly and always responded, no matter the time of day! She worked with me for 6 months to find the right home! I have referred friends and family and they have all had the same pleasant experience!"
"Kaitlyn was very knowledgeable about the area. She always came prepared. She moved quickly and always responded, no matter the time of day! She worked with me for 6 months to find the right home! I have referred friends and family and they have all had the same pleasant experience!"
Sydnie H.
"Peter was my agent for three years (I required that much time) while I was in the midst of major life changes. He was patient, understanding, knowledgeable and I always had the sense that he understood my needs and was willing to go the extra mile for me. When I reached out to Peter, either text or a call, he responded promptly, if not immediately! He is a fine real estate agent, one of the best I have worked with. I highly recommend him. I ultimately bought a home in another state, did not use Peter's services."
"Peter was my agent for three years (I required that much time) while I was in the midst of major life changes. He was patient, understanding, knowledgeable and I always had the sense that he understood my needs and was willing to go the extra mile for me. When I reached out to Peter, either text or a call, he responded promptly, if not immediately! He is a fine real estate agent, one of the best I have worked with. I highly recommend him. I ultimately bought a home in another state, did not use Peter's services."
Buyer
"I would give Brian 10 stars if it were possible. Not only is he a top notch professional, he is easy to work with and has an extensive network of contractors and other service professionals that are second to none. Our deal took several months to put together and Brian and team were with us every step of the way. Their knowledge of the eastern shore is vast. If you are buying or selling in this area do yourself a favor and engage with Brian Gearhart. Best home buying experience we ever had!"
"I would give Brian 10 stars if it were possible. Not only is he a top notch professional, he is easy to work with and has an extensive network of contractors and other service professionals that are second to none. Our deal took several months to put together and Brian and team were with us every step of the way. Their knowledge of the eastern shore is vast. If you are buying or selling in this area do yourself a favor and engage with Brian Gearhart. Best home buying experience we ever had!"
Frank
"Our family’s work with Brian Gearhart and the Chesapeake Bay Properties team was a great experience from start to finish. From day one, Brian showed incredible dedication to getting our house sold. When I first called Brian, it was during a long holiday weekend. He immediately called me back and went to my home within two hours. That afternoon, he sent us comps, and we signed a contract to list as we were impressed by his responsiveness. In fact, out of all the people we interviewed to sell our home, Brian was the most responsive and optimistic, and he gave us the best listing price compared to the other local realtors. When we gave Brian a tight turnaround to get our house on the market, he didn't just meet the challenge, he exceeded our expectations. Within ten days of our first meeting, Brian had completed all the marketing, staged the house, listed it on multiple platforms, reached out to his contacts, arranged multiple showings, and secured a contract within four days. His ability to meet tight deadlines gave us the confidence that our house was in good hands. Brian worked tirelessly to make everything happen on schedule, keeping us informed and confident throughout the process. He went above and beyond to ensure every detail was handled, and in the end, Brian got the job done perfectly. If you are looking for someone who wants to get you the best deal and can easily handle a challenge, Brian Gearhart is the one."
"Our family’s work with Brian Gearhart and the Chesapeake Bay Properties team was a great experience from start to finish. From day one, Brian showed incredible dedication to getting our house sold. When I first called Brian, it was during a long holiday weekend. He immediately called me back and went to my home within two hours. That afternoon, he sent us comps, and we signed a contract to list as we were impressed by his responsiveness. In fact, out of all the people we interviewed to sell our home, Brian was the most responsive and optimistic, and he gave us the best listing price compared to the other local realtors. When we gave Brian a tight turnaround to get our house on the market, he didn't just meet the challenge, he exceeded our expectations. Within ten days of our first meeting, Brian had completed all the marketing, staged the house, listed it on multiple platforms, reached out to his contacts, arranged multiple showings, and secured a contract within four days. His ability to meet tight deadlines gave us the confidence that our house was in good hands. Brian worked tirelessly to make everything happen on schedule, keeping us informed and confident throughout the process. He went above and beyond to ensure every detail was handled, and in the end, Brian got the job done perfectly. If you are looking for someone who wants to get you the best deal and can easily handle a challenge, Brian Gearhart is the one."
Megan T.
"As a first home buyer, I had a lot of questions and Jason never hesitated with the answers. He was very knowledgeable and if he wasn’t sure of an answer he found out for us. The one thing that made the process so smooth was the clear communication and transparency. At no point did I feel pressured to make a decision or that Jason wanted to just close the sale. Buying a house can be nerve racking, stressful and overwhelming which is definitely was (haha) but Jason kept us updated on everything, sent reminders and was always a text away if we had a question or concern. Overall, it was a great experience working with Jason!"
"As a first home buyer, I had a lot of questions and Jason never hesitated with the answers. He was very knowledgeable and if he wasn’t sure of an answer he found out for us. The one thing that made the process so smooth was the clear communication and transparency. At no point did I feel pressured to make a decision or that Jason wanted to just close the sale. Buying a house can be nerve racking, stressful and overwhelming which is definitely was (haha) but Jason kept us updated on everything, sent reminders and was always a text away if we had a question or concern. Overall, it was a great experience working with Jason!"
Mackenzy P.
"We received an outstanding support from Kaitlyn. She was extremely responsive to our requests and always committed to help us finding the property we were looking for. We greatly appreciated her availability and friendly style. We strongly recommend her. She is the best."
"We received an outstanding support from Kaitlyn. She was extremely responsive to our requests and always committed to help us finding the property we were looking for. We greatly appreciated her availability and friendly style. We strongly recommend her. She is the best."
Sylvain R.
"We recently purchased in Bozman, MD and working with Brian was one of the best parts of the entire process. Brian was extremely knowledgeable and always ready to provide help or point us to additional resources. More than anything, Brian was always accessible. I cannot say enough how much we appreciated all the time and effort that Brian put in to help ensure our purchase went as smoothly as possible. We felt we had a true partner from beginning to end. We highly recommend working with Brian and his team."
"We recently purchased in Bozman, MD and working with Brian was one of the best parts of the entire process. Brian was extremely knowledgeable and always ready to provide help or point us to additional resources. More than anything, Brian was always accessible. I cannot say enough how much we appreciated all the time and effort that Brian put in to help ensure our purchase went as smoothly as possible. We felt we had a true partner from beginning to end. We highly recommend working with Brian and his team."
Buyer
"You couldn’t ask for a better real estate agent then Kaitlyn especially for a first time home buyer like myself. I didn’t really know much about the process of buying a home going in but Kaitlyn explained in detail every step of the way and was always available to answer any questions I had. And she stayed in constant communication always through settlement day. So yes I would highly recommend Kaitlyn to anyone looking to buy a home especially a first time home buyer."
"You couldn’t ask for a better real estate agent then Kaitlyn especially for a first time home buyer like myself. I didn’t really know much about the process of buying a home going in but Kaitlyn explained in detail every step of the way and was always available to answer any questions I had. And she stayed in constant communication always through settlement day. So yes I would highly recommend Kaitlyn to anyone looking to buy a home especially a first time home buyer."
Paul C.
"Kaitlyn was amazing! Helped us sell our house, got more than we originally discussed and helped us buy a house in the specific area we were looking for! Answered our millions of questions on both selling and buying process. Glad she reached out when we were on the fence of whether to sell or not. Highly recommend!"
"Kaitlyn was amazing! Helped us sell our house, got more than we originally discussed and helped us buy a house in the specific area we were looking for! Answered our millions of questions on both selling and buying process. Glad she reached out when we were on the fence of whether to sell or not. Highly recommend!"
Megan E.
"Working with Kaitlyn was incredibly seamless. Kaitlyn has extensive knowledge of the area and is an excellent communicator. We felt She was always on our side and worked very hard on our behalf in negotiations. I would recommend Kaitlyn to anyone and everyone."
"Working with Kaitlyn was incredibly seamless. Kaitlyn has extensive knowledge of the area and is an excellent communicator. We felt She was always on our side and worked very hard on our behalf in negotiations. I would recommend Kaitlyn to anyone and everyone."
Buyer | Seller
"My wife and I used Brian Gearhart to purchase a house in the Eastern Shore and he was outstanding! Before choosing a real estate agent, I conducted a lot of research and met countless realtors to see who would be the best choice and none of them were as phenomenal as Brian! When making such a huge decision, I wanted to work with someone that I could trust. Brian has been there every step of the way. He has always answered every call or email no matter what time of day or night it was. His professionalism, mentorship, knowledge, honesty, and hard work ethic are much respected and appreciated. I never felt that he was just trying to find me a house, but that he was a mentor to answer my questions and help me to make the best decision for my family. On the plus side, he has been so good to my kids and they loved him! I now consider Brian a friend and would highly recommend him to anyone that is searching for a new home."
"My wife and I used Brian Gearhart to purchase a house in the Eastern Shore and he was outstanding! Before choosing a real estate agent, I conducted a lot of research and met countless realtors to see who would be the best choice and none of them were as phenomenal as Brian! When making such a huge decision, I wanted to work with someone that I could trust. Brian has been there every step of the way. He has always answered every call or email no matter what time of day or night it was. His professionalism, mentorship, knowledge, honesty, and hard work ethic are much respected and appreciated. I never felt that he was just trying to find me a house, but that he was a mentor to answer my questions and help me to make the best decision for my family. On the plus side, he has been so good to my kids and they loved him! I now consider Brian a friend and would highly recommend him to anyone that is searching for a new home."
Buyer
"Kaitlyn did an amazing job helping my husband and I navigate the housing market and helping us secure our first home! Kaitlyn had great contacts that she connected us with to get us the best rates and superior services. Our homebuying experience was so smooth thanks to her expertise and professionalism."
"Kaitlyn did an amazing job helping my husband and I navigate the housing market and helping us secure our first home! Kaitlyn had great contacts that she connected us with to get us the best rates and superior services. Our homebuying experience was so smooth thanks to her expertise and professionalism."
Fiona K.
"If you are looking for a home on the eastern shore of Maryland, we highly recommend Brian Gearhart at Benson and Mangold. Brian and his team were our realtors, and we were impressed with their knowledge of the region, the local housing market and regulations, and the process from making an offer to closing and thereafter. He earned our trust, and we felt very comfortable working with him and his colleagues during our house hunt. Brian and his team were very patient and listened to our wants, needs and desires. Since we lived out-of-town, they always accommodated our schedule of our trips to the eastern shore. Brian was very candid and honest about the house which we were visiting. He provided fair assessments -both positives and negatives- and his thoughts on the price range. When we did find a house, we wanted to purchase, he guided us carefully through the offering process. He further assisted in helping us get various inspectors to evaluate the home and through negotiations. Even after the closing, Brian supported us with contacts for vendors and others."
"If you are looking for a home on the eastern shore of Maryland, we highly recommend Brian Gearhart at Benson and Mangold. Brian and his team were our realtors, and we were impressed with their knowledge of the region, the local housing market and regulations, and the process from making an offer to closing and thereafter. He earned our trust, and we felt very comfortable working with him and his colleagues during our house hunt. Brian and his team were very patient and listened to our wants, needs and desires. Since we lived out-of-town, they always accommodated our schedule of our trips to the eastern shore. Brian was very candid and honest about the house which we were visiting. He provided fair assessments -both positives and negatives- and his thoughts on the price range. When we did find a house, we wanted to purchase, he guided us carefully through the offering process. He further assisted in helping us get various inspectors to evaluate the home and through negotiations. Even after the closing, Brian supported us with contacts for vendors and others."
Emrich
"Lizzy was very proactive in notifying me of new listings coming on the market. She was very professional and available to show me properties on short notice. She is very knowledgeable about the local markets on the Eastern Shore. Her kindness was appreciated. I would highly recommend her as a realtor."
"Lizzy was very proactive in notifying me of new listings coming on the market. She was very professional and available to show me properties on short notice. She is very knowledgeable about the local markets on the Eastern Shore. Her kindness was appreciated. I would highly recommend her as a realtor."
Mary B.
"Brian Gearhart persevered and successfully acquired our dream home in St. Michael’s, Maryland. His demeanor, ability to listen to and materialize his client’s desires and professionalism are second to none. We feel so fortunate to have Brian as our exclusive agent."
"Brian Gearhart persevered and successfully acquired our dream home in St. Michael’s, Maryland. His demeanor, ability to listen to and materialize his client’s desires and professionalism are second to none. We feel so fortunate to have Brian as our exclusive agent."
Buyer
"If I could give Brian 10 stars, I would. My husband and I went to Brian to buy our vacation home on the Eastern Shore. We really wanted to be in St. Michael's because that's all we knew. Brian's knowledge of the area helped us broaden our search-there's so much more to the Eastern Shore than one area. With Brian's guidance, we found our dream home and the perfect neighbors. He helped us negotiate a great deal that both buyer and seller walked away feeling like they "won". If you want to work with an expert who knows the area, will work tirelessly for you and will find that special home that speaks to you-go with Brian Gearhart!"
"If I could give Brian 10 stars, I would. My husband and I went to Brian to buy our vacation home on the Eastern Shore. We really wanted to be in St. Michael's because that's all we knew. Brian's knowledge of the area helped us broaden our search-there's so much more to the Eastern Shore than one area. With Brian's guidance, we found our dream home and the perfect neighbors. He helped us negotiate a great deal that both buyer and seller walked away feeling like they "won". If you want to work with an expert who knows the area, will work tirelessly for you and will find that special home that speaks to you-go with Brian Gearhart!"
Buyer
"Brian is amazing - this is the second time we have worked with him. He is a seasoned professional who knows the area and works well with people! He not only helped us sell our house by making suggestions - but also helped in the negotiations for the new house, ensuring that the prior owner did some much needed repairs. He even went so far as to get his son to help us move boxes in a timely manner! Brian returns every text for phone call within minutes - even when he is on vacation! His assistant (Lizzie) is also great to work with! If you're buying or selling on the Eastern Shore - he's your guy!"
"Brian is amazing - this is the second time we have worked with him. He is a seasoned professional who knows the area and works well with people! He not only helped us sell our house by making suggestions - but also helped in the negotiations for the new house, ensuring that the prior owner did some much needed repairs. He even went so far as to get his son to help us move boxes in a timely manner! Brian returns every text for phone call within minutes - even when he is on vacation! His assistant (Lizzie) is also great to work with! If you're buying or selling on the Eastern Shore - he's your guy!"
Nancy & Robert
"Kaitlyn was an absolute treat to work with on my first deal! She had the extensive knowledge that made purchasing my first home a breeze. Kaitlyn was there every step of the way during closing and followed up with me in a very timely manner. Ensuring that all documents and appropriate actions were conducted in order to swiftly move on my now home. I would recommend her to anyone. I look forward to working with her in the future! Thank you, Kaitlyn!"
"Kaitlyn was an absolute treat to work with on my first deal! She had the extensive knowledge that made purchasing my first home a breeze. Kaitlyn was there every step of the way during closing and followed up with me in a very timely manner. Ensuring that all documents and appropriate actions were conducted in order to swiftly move on my now home. I would recommend her to anyone. I look forward to working with her in the future! Thank you, Kaitlyn!"
Cameron K.
"We had an excellent experience with Brian in buying a house in Queen Anne's County. He is the hardest working professional I have ever seen in the real estate business and his responsiveness was amazing. We were new to the area and unfamiliar with what was available and the unique aspects of living on the Bay. From the beginning he was only interested in helping us figure out what we wanted and finding that house. He was not out to just get us to buy something. He knows the area well and helped us not only with the purchase but everything related - inspections, settlement, repairs, etc. We had a very challenging purchase with many bumps in the road and Brian guided us through it helping every step of the way. His expertise was very much needed and his assistance was invaluable. Anyone looking at making a real estate transaction on the eastern shore would be making a great choice by using Brian as your Real Estate Professional."
"We had an excellent experience with Brian in buying a house in Queen Anne's County. He is the hardest working professional I have ever seen in the real estate business and his responsiveness was amazing. We were new to the area and unfamiliar with what was available and the unique aspects of living on the Bay. From the beginning he was only interested in helping us figure out what we wanted and finding that house. He was not out to just get us to buy something. He knows the area well and helped us not only with the purchase but everything related - inspections, settlement, repairs, etc. We had a very challenging purchase with many bumps in the road and Brian guided us through it helping every step of the way. His expertise was very much needed and his assistance was invaluable. Anyone looking at making a real estate transaction on the eastern shore would be making a great choice by using Brian as your Real Estate Professional."
Buyer
"Kaitlyn has been absolutely amazing! She was my realtor for my first home. She broke down and explained the process in a way that was easy for me to understand. She helped me find an unbelievably nice and affordable home and negotiated with the listing agent to get me everything I wanted in my price range. She is extremely knowledgeable and very kind! I will 1000% be using her for any future needs!"
"Kaitlyn has been absolutely amazing! She was my realtor for my first home. She broke down and explained the process in a way that was easy for me to understand. She helped me find an unbelievably nice and affordable home and negotiated with the listing agent to get me everything I wanted in my price range. She is extremely knowledgeable and very kind! I will 1000% be using her for any future needs!"
Austin B.

Top Homes in the Market

Featured Properties

Learn more about our exclusive property offerings and schedule a showing for more information.

  • 601 COVE ROAD Pending

    $3,250,000

    601 COVE ROAD, SAINT MICHAELS, MD 21663

    • 4 Beds
    • 5 Baths
    • 3,289 Sq.Ft.
  • 6906 TRAVELERS REST CIRCLE For Sale

    $2,995,000

    6906 TRAVELERS REST CIRCLE, EASTON, MD 21601

    • 3 Beds
    • 5 Baths
    • 4,305 Sq.Ft.
  • 377 HEMSLEY DRIVE Coming Soon

    $2,395,000

    377 HEMSLEY DRIVE, QUEENSTOWN, MD 21658

    • 4 Beds
    • 4 Baths
    • 4,504 Sq.Ft.
  • ST MICHAELS ROAD For Sale

    $1,795,000

    ST MICHAELS ROAD, NEWCOMB, MD 21653

  • 602 LANDING For Sale

    $1,725,000

    602 LANDING ROAD, SAINT MICHAELS, MD 21663

    • 3 Beds
    • 3 Baths
    • 2,636 Sq.Ft.
  • 503 CYNWOOD DRIVE 1 For Sale

    $1,595,000

    503 CYNWOOD DRIVE 1, EASTON, MD 21601

    • 5,508 Sq.Ft.
  • 208 TOWER DRIVE For Sale

    $1,397,500

    208 TOWER DRIVE, STEVENSVILLE, MD 21666

    • 5 Beds
    • 5 Baths
    • 4,529 Sq.Ft.
  • 40123 SEASIDE DRIVE 18 For Sale

    $1,395,000

    40123 SEASIDE DRIVE 18, FENWICK ISLAND, DE 19944

    • 3 Beds
    • 3 Baths
    • 1,226 Sq.Ft.
  • 2613 CECIL DRIVE Active Under Contract

    $949,900

    2613 CECIL DRIVE, CHESTER, MD 21619

    • 5 Beds
    • 3 Baths
    • 2,496 Sq.Ft.
  • 28715 JACKS FIELD ROAD For Sale

    $949,000

    28715 JACKS FIELD ROAD, WYE MILLS, MD 21679

    • 5 Beds
    • 3 Baths
    • 2,981 Sq.Ft.
  • 102 GOLF COURT For Sale

    $719,000

    102 GOLF COURT, STEVENSVILLE, MD 21666

    • 3 Beds
    • 2 Baths
    • 1,538 Sq.Ft.
  • 24204 DRAYTON LANDING DRIVE For Sale

    $699,900

    24204 DRAYTON LANDING DRIVE, WORTON, MD 21678

    • 3 Beds
    • 2 Baths
    • 2,176 Sq.Ft.
  • 118 LITTLE HARBOR WAY 202 For Sale

    $675,000

    118 LITTLE HARBOR WAY 202, CHESTERTOWN, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,600 Sq.Ft.
  • 113 ASLAN COURT Pending

    $619,900

    113 ASLAN COURT, GRASONVILLE, MD 21638

    • 4 Beds
    • 3 Baths
    • 2,657 Sq.Ft.
  • 29511 CANVASBACK DRIVE Pending

    $600,000

    29511 CANVASBACK DRIVE, EASTON, MD 21601

    • 2 Baths
    • 4,070 Sq.Ft.
  • 10490 LONGWOODS ROAD For Sale

    $574,900

    10490 LONGWOODS ROAD, EASTON, MD 21601

    • 4 Beds
    • 3 Baths
    • 2,252 Sq.Ft.
  • 113 GLORIA For Sale

    $539,500

    113 GLORIA, SAINT MICHAELS, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,456 Sq.Ft.
  • 4904 RAVENWOOD ROAD For Sale

    $449,900

    4904 RAVENWOOD ROAD, VIENNA, MD 21869

    • 3 Beds
    • 2 Baths
    • 2,098 Sq.Ft.
  • 206 SOUTH STREET For Sale

    $439,900

    206 SOUTH STREET, EASTON, MD 21601

    • 3 Beds
    • 3 Baths
    • 1,780 Sq.Ft.
  • 8388 COLONY CIRCLE Active Under Contract

    $439,000

    8388 COLONY CIRCLE, EASTON, MD 21601

    • 4 Beds
    • 3 Baths
    • 2,277 Sq.Ft.
  • 1709 CATTAIL COMMONS WAY For Sale

    $430,000

    1709 CATTAIL COMMONS WAY, DENTON, MD 21629

    • 4 Beds
    • 3 Baths
    • 2,492 Sq.Ft.
  • 1 COMMERCE For Sale

    $399,000

    1 COMMERCE, RIDGELY, MD 21660

    • 1 Bath
    • 2,304 Sq.Ft.
  • 5658 GATES STREET For Sale

    $395,000

    5658 GATES STREET, ROYAL OAK, MD 21662

    • 3 Beds
    • 2 Baths
    • 1,480 Sq.Ft.
  • 23168 DEER RUN COURT Active Under Contract

    $369,900

    23168 DEER RUN COURT, DENTON, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,380 Sq.Ft.
  • 1 OAKVIEW COURT For Sale

    $299,000

    1 OAKVIEW COURT, RIDGELY, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,104 Sq.Ft.
  • 618 ACADEMY AVENUE Active Under Contract

    $280,000

    618 ACADEMY AVENUE, FEDERALSBURG, MD 21632

    • 3 Beds
    • 1 Bath
    • 1,344 Sq.Ft.
  • 705 S 2ND STREET For Sale

    $250,000

    705 S 2ND STREET, DENTON, MD 21629

    • 2 Beds
    • 2 Baths
    • 2,024 Sq.Ft.
View All Properties

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