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Stephanie O'Grady Darien, CT Real Estate Agent Headshot

Meet Stephanie

With over two decades of experience in real estate—10 years in Darien, CT, and 10 years in New York City working with top developers—Stephanie brings unparalleled expertise to every transaction. Whether buying or selling, clients trust her for her deep local knowledge and background in high-end, luxury properties and developments across both competitive markets.
Rooted in a commitment to integrity, respect, and hard work, Stephanie is dedicated to delivering results while providing exceptional service and personalized attention. A tireless advocate for clients, she is known for her perseverance in navigating complex negotiations and ensuring every deal goes smoothly from start to finish.
By blending extensive experience with a focus on relationships built on trust, Stephanie ensures that each client is equipped with the knowledge and confidence to make informed decisions. In a market as dynamic and fast-paced as Darien, trust and professionalism matter—and Stephanie exemplifies these values every step of the way.
When she's not working, you can find Stephanie on a sideline cheering on her kids at their various sporting events, playing tennis, meeting friends for lunch or spending a summer afternoon boating with her family on Long Island Sound.

Success Stories

Buyer

Buyer

Stephanie is kind, honest, and excellent at navigating the market. She was patient with us for over 2 years as we searched for the home that checked all the boxes. We couldn't be happier! She was always timely and responsive as...
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Torchiana K.

Torchiana K.

We worked with Stephanie when our family moved from the Midwest to Darien. A cross-country move can be overwhelming, but Stephanie made the entire process so much more manageable and enjoyable! Not only did she help us find the...
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Lauren W.

Lauren W.

Stephanie is an incredible agent and I would highly recommend her to anyone. She is very engaged, well versed on market trends in the area, and I am confident that she got us top dollar for our home. She managed every detail fo...
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Buyer

Buyer

Three words Stephanie O'Grady delivers! Being a buyer in today's low inventory market can be frustrating, discouraging, and a challenge. With her expertise in the area and knowledge of the market, Stephanie was quick to get us ...
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Seller

Seller

Stephanie has been so great, we bought and sold 3 houses with her! She is so kind and caring. She is there every step of the way. Even on the day of our move, she brought us a platter of sandwiches and desserts, knowing it was ...
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Natalie H.

Natalie H.

We had the smoothest experience with Stephanie! She is very knowledgeable and was especially hands-on with us, given that we were first-time home buyers. She knows the area well and gave us great advice in a timely manner. She ...
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Buyer

Buyer

Stephanie was fantastic, and I could not recommend anyone better. If you are looking in the area, she is a must! Very knowledgeable, no pressure, and just all around pleasant to deal with.
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Sarah

Sarah

I can't say enough good things about Stephanie. She was a valuable resource and asset from the beginning to the end of our process, and beyond. She's knowledgable, trusting and a pleasure to work with.
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Seller

Seller

Steph helped us sell our home in a difficult market, and she went above and beyond during the entire process. We would definitely use her again in another transaction!
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Camille & Jason H.

Camille & Jason H.

We were very fortunate to find Stephanie O'Grady as we planned our relocation from Manhattan to Darien, CT. Stephanie is extremely knowledgeable about Darien and Rowayton and completely in tune with the Fairfield County real es...
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Let’s Find Your Dream Home

Whether working with buyers or sellers, Stephanie provides outstanding professionalism into making her client’s real estate dreams a reality. Contact Stephanie today so he can guide you through the buying and selling process.

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