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About Me About Me

In recent years, technology has disrupted almost every industry, and Real Estate is no exception. As such, choosing an agent who is at the forefront of technology gives you a definitive advantage. No one understands that better than Lindsey. Prior to launching her real estate career, Lindsey was a digital ad executive for almost 2 decades, starting her career working with tech clients such as HP and Microsoft, and moving on to work with iconic brands such as National Geographic, The North Face, and Cartier.

In an ever changing market hiring a full-time professional is even more critical to making your home sale or purchase as smooth as possible. As a full-time REALTOR, Lindsey combines her tech expertise with her desire to help people. Her integrity, attention to detail, and compassionate nature allow her to provide each client with the personalized attention they deserve. Whether they are buying, selling, or renting, Lindsey cares deeply about what is best for her clients and will guide them through the process, making it as straightforward and stress-free as possible.

Having lived on both coasts, Lindsey has built real estate relationships within some of the country's premier vacation destinations such as San Francisco, Lake Tahoe, Utah, New York, and Connecticut. She currently resides in Fairfield with her fabulous rescue dog Opie. 

Awards and Designations:

- Member of the National Association of Realtors (NAR)

- Member of the Connecticut Association of Realtors (CAR)

- Member of the Fairfield Board of Realtors (GFBOR)

- Serving on the Board of Directors for the Greater Fairfield Board of Realtors as Director 2023


Top Producer:

- Bronze Star award winner Southport Brokerage 2020

- Silver Star Award Winner Southport Brokerage 2021 

- Gold Star Award Winner Southport Brokerage 2022

- #1 in Units Southport Brokerage 2022


  • Born In Westchester, NY
  • Lives In Fairfield, CT
  • Interests Paddle boarding, Yoga, Reading, Animal Rescue, Cooking, Traveling
  • Can't Live Without Books and Dogs!

Agent Designations

  • Certified Relocation Specialist
  • Seller Representative Specialist
  • Certified Buyer Representative
  • Waterfront Property Specialist

My Awards

  • Bronze Star award winner Southport Brokerage 2020
  • Silver Star Award Winner Southport Brokerage 2021
  • Gold Star Award Winner Southport Brokerage 2022
  • #1 in Units Southport Brokerage 2022

My Specialties

  • Corporate Relocation
  • Off Market Sales
  • Investment Properties
  • First Time Home Buying
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My Listings and Sales

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Testimonials (12)

We first met Lindsey when she was our buyers agent in 2021. We could not have asked for a better experience with Lindsey, as she helped us land the exact house we wanted in a competitive market! Throughout the entire process she was patient and open with us. Fast forward two years, and we found ourselves relocating to a different state. We used Lindsey again, this time to help us sell our home. From day one, Lindsey had a gameplan for how to market the house - photos, decor, listing price, everything. And after only one weekend on the market, we had an accepted offer for well over what we listed at! Buying or selling, you will be in great hands with Lindsey! John A
I had an excellent experience with Lindsey in buying and selling my home. Lindsey was very patient in helping me find a new home. And when my job moved and I had to sell my home, I contacted Lindsey for help. Lindsey sold my home in about a month's time at a good price. I highly recommend her. Kathleen Zelno
Lindsey is the best. She is exactly the type of real estate agent you want to work with: diligent, organized, responsive and above all helped make a stressful process fun! She was flexible with her time and more than willing to go above and beyond. She has a great understanding of the local market dynamics and was a great sounding board though out the process. We couldn't recommend her highly enough. Stephen A.
Lindsey Rosen of William Pitt Sotheby’s International Realty is a very professional, knowledgeable and innovative realtor, who was referred to me after about six months of unsuccessful searching by agents from other Real Estate companies. She staged and advertised my two bedroom apartment in numerous venues, negotiated fine points of the lease agreement, reviewed applications, showed the property, and found an appropriate tenant in about 5 weeks. I recommend her whole heartedly. 1327 Bronson Road LLC
Lindsey was very helpful in the process of selling our home. Got things up and running quick, helped in the staging and hired an excellent photographer. Helped us through the process and sold quickly.  Emmanuel G
We entered our home search as first time buyers in a very unique market. From the first initial phone call with Lindsey, her warmth, sincerity, and care for our needs immediately put us at ease. Lindsey truly listens to her clients and works tirelessly on every detail throughout the process. It was such a relief to work with someone who is so professional, trustworthy, and knowledgeable in her field. We cannot recommend Lindsey enough! Lauren and Josh
Lindsey R. was beyond amazing through this process. She was patient, and encouraging, and just so helpful in answer any questions or concerns. She stayed with me through the beginning of the process right through the very end at closing. My family and i are so thankful for everything she’s done to make this process go so smoothly. Tiara Dawkins
I loved working with Lindsay Rosen to find my home in Westport! She goes the extra mile to make sure everything goes smoothly for her clients from finding a house that meets their wishlist to helping with local referrals. She genuinely feels less like an agent and more like a good friend helping you move to a new town. Do not hesitate to call her if you are looking to move! Jessica Lubarsky
Lindsey is an amazing agent!! She is knowledgeable, responsive, and supported our family throughout our relocation. We highly recommend her!!! Brian and Takeema Nicholls
I couldn’t have asked for a better realtor! Lindsey is professional, driven, responsive, organized, and on top of everything. I greatly appreciated her advice, candor, and attention to detail throughout the entire process, but it was her professionalism and business savvy that helped me land my dream home over multiple bids and in an incredibly competitive market. And to top it off, she was fun to work with! I would absolutely recommend enlisting Lindsey as your real estate agent. Rachel Repko
Lindsey did a great job in helping me purchase my first home. She was very knowledgeable about the market and gave great suggestions. She was also very good at preventing potential issues. Lindsey was very professional and diligent making sure everything was on track with my closing. I would definitely work with her again. Christina Phillips
My requirements were to lease an apartment in Fairfield not the largest of needs but was made to feel I was most important. Found the ideal space and I couldn’t be happier. Thank you for the excellent service. Michael Siegel

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Lindsey Rosen in the News

The New York Times

What’s Selling Now: Homes That Sold for Around $600,000 – Connecticut…

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  • Lindsey Rosen

    Lindsey Rosen

    Licensed Real Estate Salesperson
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