Testimonials

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Welcome

Trey’s 18 years of real estate and finance experience has given him the valuable knowledge and insight to guide his customers through all types of real estate transactions. As a vice president at TTR Sotheby’s, Trey is adept at advising customers on their luxury home buying and selling needs. His high level of customer service, attention to detail and dedication have led to many Leaders Club awards—he’s been named The Face of Waterfront Real Estate by Washingtonian magazine, a Top Agent by DC Modern Luxury magazine, Affiliate of the Year by the Mid-Shore Board of Realtors, and a Top 1 Percent Producer in America.

A former partner at Meredith Fine Properties, Trey now leads the Eastern Shore group of TTR Sotheby’s International Realty, the leading luxury waterfront real estate company worldwide and in the Mid-Atlantic region. Outside of the office, he’s an active member of the Mid Shore Board of Realtors, the Talbot County Chamber of Commerce and Talbot County Young Professionals. He also works diligently with Toys for Tots, Habitat for Humanity, Hospice of the Chesapeake and Character Counts. He’s served on the Board of Directors for the Mid-Shore Board of Realtors, the Talbot Country Club and Talbot Lacrosse Association.

Lacrosse has always been a huge part of Trey’s life. From All-American to coach, he is dedicated to passing on his knowledge of the game to local youth—including his two sons Ivey and Nolan.

As an Eastern Shore native, Trey attended Easton High School and Washington College in Chestertown. He currently resides in Easton with his wife Kari and their two sons. Most of his free time is spent on the river—he holds his Captain’s license, is an avid boater and fisherman, and is a member of the Chesapeake Bay Yacht Club. He also enjoys golfing and traveling with his family.

Trey’s career goal is to help fulfill the dream of home ownership for everyone he crosses paths with across the beautiful Eastern Shore.

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  • “I highly recommend Trey. His local knowledge has been extremely helpful as we were new to the area. He helped us buy and has been helpful in every way we asked and beyond- a pleasure to work with.“ - brian gelfand
  • “It was such a pleasure working with Trey on the sale of our home in Bozman last October. Having lived in Talbot Co for over 20 years, we are familiar with most of the realtors and without question he ...“ - brandonmichael
  • “We had a wonderful experience working with Trey! His knowledge of the local market is outstanding! He helped us negotiate a good price for a great property! We would definitely work with him again!“ - suzjdinsmore
  • “Trey was superb in every respect. Tireless, honest, knowledgeable about the area, and very pleasant to be around. And he continued to be helpful after the sale was completed, which was truly going above ...“ - eriktarloff
  • “Trey was everything you could ask for as a buyers agent. He knows his market and his business well. I really appreciated how proactive Trey was in finding us a wonderful home. He gave us insights and ...“ - bill.hinman
  • “When we chose to sell our house last summer, Trey Rider was the only choice to make in order ensure our property got the attention and the value it deserved. As a native of the Eastern Shore, his knowledge ...“ - aubreypport
  • “Trey’s market knowledge and guidance was extraordinarily helpful. He took the time to take aerial photos, market the house properly, and provide the appropriate staging. Trey was able to anticipate ...“ - steinolavsrud
  • “Being from out of market, Trey was an invaluable resource in learning the ins and outs of the Easton area, especially on the waterfront side. I truly appreciated the insight from someone who has grown ...“ - Matthew Monahan
  • “Trey Rider was an excellent agent for us. Until Trey came along, we had been trying to sell our property at 4480 Bachelors Point Road for several years, and with three different agents. True, the ...“ - vaughan roger
  • “Trey is a great agent to work with. He helped us to find and buy a vacation property during the covid-19 time. Trey is very responsive and was always available to us, efficient and easy to communicate ...“ - yanakr2011

Trey’s 18 years of real estate and finance experience has given him the valuable knowledge and insight to guide his customers through all types of real estate transactions. As a vice president at TTR Sotheby’s, Trey is adept at advising customers on their luxury home buying and selling needs. His high level of customer service, attention to detail and dedication have led to many Leaders Club awards—he’s been named The Face of Waterfront Real Estate by Washingtonian magazine, a Top Agent by DC Modern Luxury magazine, Affiliate of the Year by the Mid-Shore Board of Realtors, and a Top 1 Percent Producer in America.

A former partner at Meredith Fine Properties, Trey now leads the Eastern Shore group of TTR Sotheby’s International Realty, the leading luxury waterfront real estate company worldwide and in the Mid-Atlantic region. Outside of the office, he’s an active member of the Mid Shore Board of Realtors, the Talbot County Chamber of Commerce and Talbot County Young Professionals. He also works diligently with Toys for Tots, Habitat for Humanity, Hospice of the Chesapeake and Character Counts. He’s served on the Board of Directors for the Mid-Shore Board of Realtors, the Talbot Country Club and Talbot Lacrosse Association.

Lacrosse has always been a huge part of Trey’s life. From All-American to coach, he is dedicated to passing on his knowledge of the game to local youth—including his two sons Ivey and Nolan.

As an Eastern Shore native, Trey attended Easton High School and Washington College in Chestertown. He currently resides in Easton with his wife Kari and their two sons. Most of his free time is spent on the river—he holds his Captain’s license, is an avid boater and fisherman, and is a member of the Chesapeake Bay Yacht Club. He also enjoys golfing and traveling with his family.

Trey’s career goal is to help fulfill the dream of home ownership for everyone he crosses paths with across the beautiful Eastern Shore.