Mary Black Flaherty

Mary Black Flaherty

Agent

Mary Black Flaherty
  • M
Rye
49 Purchase Street
Rye, NY 10580

About Me About Me

Originally from the suburbs of Philadelphia, Mary has proudly called Westchester home for more than 15 years. Before launching her real estate career, she spent about a decade as an elementary school teacher and educational evaluator.  She taught locally in Westchester ( in the White Plains and Rye City School Districts). That background gave her a deep understanding of local schools, neighborhoods, and the importance of finding not just the right house, but the right community.

As both an advisor and a parent, Mary knows that buying and selling a home is one of life's biggest decisions. She combines her passion for real estate with extensive knowledge of the Westchester market to help buyers and sellers confidently navigate every stage of the process. Known for her responsiveness, thoughtful guidance, and strong negotiation skills, Mary is committed to making every transaction as seamless and successful as possible.

Mary's firsthand experience building her own custom home alongside her husband, a Westchester contractor and business owner, provides her clients with valuable insight into construction, renovations, and home systems. Whether advising buyers evaluating a property's potential or helping sellers prepare their homes for market, she offers practical knowledge that extends beyond the traditional real estate experience.

Deeply rooted in the Rye and Sound Shore communities, Mary has dedicated years to volunteering and supporting local organizations. She has served in leadership roles within school associations, chaired fundraising events benefiting her children's schools, and volunteered with with fundraising events in the communinity.  Her commitment to the community reflects the same care and dedication she brings to every client relationship.

Mary lives in Rye with her husband and their four children. Outside of real estate, she enjoys exploring Westchester's vibrant restaurant scene, biking along the waterfront with her family, spending time at the beach, and discovering new places to travel together. 

Whether you're relocating, purchasing your first home, searching for your forever home, or preparing to sell, Mary is dedicated to providing exceptional service, trusted advice, and a personalized experience from start to finish.

READ MORELESS
  • Born In Philadelphia Suburbs
  • Lives In Rye, New York
  • Favorite Movie Forrest Gump, The Notebook, The Devil Wears Prada, Sixteen Candles
  • Passion Spending time with family, educational advocacy
READ MORELESS

My Awards

  • Rising Star 2025
  • Rising Star 2026
  • Top 100 - JBF (2026)
Mary Black Flaherty photo 1
Mary Black Flaherty photo 2
Mary Black Flaherty photo 3

My Listings and Sales

Loading listings...

Testimonials (10)

Mary is incredible! So lucky to have found her Hans Reuter
Working with Mary was an exceptional experience. She helped us navigate the Rye market for over two years and was incredibly patient, knowledgeable, and supportive throughout the entire process. She was with us every step of the way, always providing honest guidance, answering our questions, and advocating for us. Thanks to her expertise and dedication, we found our home. We couldn’t recommend her more highly! Mario and Ixel Montanini
Besides finding our dream home, working with Mary was the best parts of our home-buying journey. She really listened to what we wanted—even when we weren’t totally sure ourselves—and somehow showed us exactly what we needed without ever pushing us beyond our limits. She came to every showing fully prepared, thoughtful, and with an eye for things we would’ve completely missed. More than anything, she brought care, honesty, and a calm confidence that made the whole process feel possible, up until the final walkthrough. She helped us go from not knowing where in Westchester we wanted to be, to finding a home we truly love—one we didn’t even think we could have. Mary became a trusted voice—and a friend— and we’re so grateful for her. We couldn’t recommend her more, she made what could’ve been a stressful search feel exciting, supported, and deeply personal. Sara, Testimonial Request
Mary did a wonderful job for us. Thank you for all your assistance with our purchase. Lawrence S. and Elizabeth T. Mazzeo
Mary is an incredible realtor and a true gem. She has been by our side throughout the entire process of selling our home and navigating the journey of buying a new one, making what could have been overwhelming feel seamless and even enjoyable. When it came to selling, Mary’s expertise and strategy were unmatched. She helped us stage the house, coordinate two open houses, and navigate multiple bids, ultimately selling our home in just two days for the price we wanted. She also has an extensive network of trusted professionals—contractors, photographer, and handymen—who helped us make key improvements to get the house market-ready. Her deep knowledge of the Rye real estate market was invaluable—she knows this area inside and out and guided us every step of the way. As we continue our journey of buying a new home, Mary has been just as amazing. She has helped us navigate a challenging and competitive market, always coming prepared with solutions and a thoughtful approach. She is incredibly patient, kind, and proactive, ensuring we stay informed and confident in our decisions. Beyond her professionalism, Mary’s positive attitude has made all the difference. She remains optimistic and encouraging no matter the challenge, always focused on finding the best outcome for us. Above all, Mary has become a friend, and we couldn’t recommend her more highly. If you’re looking for someone who is knowledgeable, strategic, well-connected, positive, and truly invested in her clients’ success, Mary is everything you could ask for in a realtor! Ixel and Mario Montanini
Mary was always there to support us and offer guidance from start to finish. We felt that she understood our wants and needs which enabled us make a house purchase decision after years of looking with someone else. She took the stress away from us, because we knew she was double checking. Lastly, she had good vendor recommendations and was easy to be around. All things needed in this easily stressful process! Jon and Rachel Spice
She was lovely. Hope to work with her again! -Karl Karl Smarsch , Buyer!
Mary quickly found me an exceptional apartment that met all of my search criteria. I’m so happy with my new home. Julia
Mary was positively incredible. Not only was she an amazing broker but she truly became a friend. She thought of everything and ensured that we were taken care of throughout the entire process. I always felt as if Mary was looking out for our family. She connected us with local experts and was always available for any question or concern that we had. We cannot recommend her enough. She is an expert in the market. I will be sure to refer all of our family / friends to Mary. We would love to work with Mary again! Colin and Ali Winrow
Mary was fabulous in every way!! She is thoughtful, responsive, honest and a pleasure to work with. My son and I worked with Mary on finding a rental in Westchester and, although we ended up choosing another location, she was gracious and always helpful. I would definitely call upon Mary again if we have any real estate needs. Nancy Neff

Additional Communities

COMMUNITIES
LISTINGS
Mamaroneck
129
COMMUNITIES
LISTINGS
Larchmont
113

Contact Me

  • Mary Black Flaherty

    Mary Black Flaherty

    Agent
    M
  • This field is for validation purposes and should be left unchanged.

  • Contact