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About Us

Gloria Dillard & Team are Real Estate professionals that are focused on the needs of Fairfield County Connecticut buyers, sellers and investors. One of our distinguishing factors from your every day Connecticut agent is that we focus on connecting Fairfield County sellers with New York City buyers. Connecting the dots through NYC private banks & real estate company platforms. We have actively invested in businesses and real estate since the early 1990’s. Co-Founders (Nathan & Gloria Dillard) own a portfolio of real estate ranging from historical properties to mixed use residential buildings and are licensed to practice residential and commercial real estate in the state of Connecticut & New York. Due to our vast knowledge of the real estate industry, Nathan’s Manhattan connection and our experience & knowledge of Fairfield County, you can rest assured that whether you are selling, buying or investing this team will find the right option for you. Nathan & Gloria Dillard have been Norwalk residents for over 20 years, are married and enjoy time with their cat named Sam.

Meet The Team

Connecticut state Real Estate Team Lead

Larry Nathan Dillard - Listing Partner

Nathan Dillard is Head of Banking/Attorney Relations for Nest Seekers International. He holds a real estate license in Connecticut and New York and has actively invested in businesses and real estate since the early 1990’s.


Real estate transactions demand a professional that knows how to pay attention to detail and has the real estate experience behind them to ensure clients are provided with 

the best guidance possible. 


Due to Nathan’s vast knowledge of the real estate industry and his experience with the many property types in Manhattan and Connecticut,you can rest assured your real estate goals will be reached as his service is unmatched.

Gloria Dillard, Connecticut Realtor with Keller Williams. Specializes in Luxury and Commercial

Gloria T. Dillard - Team Leader

In today’s market, winning in real estate takes more than just showing up—it takes strategy, timing, and experience.


Gloria works with buyers, sellers, and investors across Westport/Norwalk and Fairfield County, specializing in residential homes, luxury properties, and high-performing investment and Airbnb opportunities. Her approach is hands-on, highly strategic, and always tailored to the client and the  property.


Alongside her real estate career, She has spent over 20 years as a multi-family  property owner and landlord. That experience gives her clients an edge—especially when it comes to evaluating value, identifying income potential, and making smart, long-term 

real estate decisions.


She is known for navigating competitive, multiple-offer situations and positioning her clients to win—whether that means securing the right property or maximizing a sale with strong terms 

and top-dollar results.


 She also works closely with buyers relocating from New York City, helping them navigate the transition and secure the right property in Connecticut’s coastal and suburban markets. She understands the level of  discretion, service, and market insight expected across these markets  and deliver accordingly.


From primary residences to beach homes and investment properties, She helps her clients move with confidence and clarity.


If you’re thinking about buying, selling, or investing,

it's time to connect.

Yasna Kendall - Admin

Yasna or better known as “Yas” has lived in Fairfield County most of her  life. She has a professional background in graphic design, marketing and social media. Yas enjoys traveling, gardening, cooking, painting and  spending time with her family. 


Yas is our Team Administrative Assistant and organizes systems, processes listings & buyer paperwork, manages & coordinates social media  in addition to updating website channels. She handles additional administrative tasks as needed. Yas is also fluent in Spanish and is able to assist clients who

 may need a translator.

Ready to get started? Contact us, today!

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276 Post Road West, Westport, CT 06880 United States

Gloria Dillard RES.0802809 Keller Williams Realty | Luxury International Mobile: (203) 246-5936 Office: (203) 429-4020 gdillard@kw.com Website: GloriaDillardTeam.com

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