From traveling the world as an Emerging Markets Investment Professional to navigating the winding country roads of Litchfield County, Diana Imperatore Bisselle truly embodies the phrase "local expertise, global connections".
As a resident of Lakeville, CT, Diana has deep roots in, and an unparalleled understanding of, the local real estate market. Born and raised in neighboring Sharon, CT, her parents Philip and Dobrila Waugh founded Waugh Real Estate, a well-known local brokerage covering the Tri-State area for over 30 years. This exposure has instilled in her the importance of superior client service and professional integrity - core values that define The Legacy Team recently launched by Diana and her husband Andrew.
Prior to and complementing her real estate career, Diana worked in New York City for several international investment banks and a hedge fund specializing in Russia, Eastern Europe, Turkey and the Middle East as both an Equity Salesperson and Emerging Markets Portfolio Manager. She has an undergraduate degree in International Relations and Soviet Studies from Boston University and an MA/MBA in Politics and Finance from NYU.
During her 20+ years in finance, she lived in both Old Greenwich and Darien allowing her to be well-versed in both Litchfield and Fairfield County. She is often found liaising between the two counties, leveraging the resources of the many Sotheby's offices from the coastline to the Litchfield Hills. This is further enhanced by a robust global network unique to Sotheby's.
Diana has been an involved parent at Pear Tree Point School in Darien, Indian Mountain School in Lakeville and Kent School in Kent, CT. She is on the Board of the Lakeville Community Conservancy.
Licensed in CT, NY and MA. Fluent in Russian.
From traveling the world as an Emerging Markets Investment Professional to navigating the winding country roads of Litchfield County, Diana Imperatore Bisselle truly embodies the phrase "local expertise, global connections".
As a resident of Lakeville, CT, Diana has deep roots in, and an unparalleled understanding of, the local real estate market. Born and raised in neighboring Sharon, CT, her parents Philip and Dobrila Waugh founded Waugh Real Estate, a well-known local brokerage covering the Tri-State area for over 30 years. This exposure has instilled in her the importance of superior client service and professional integrity - core values that define The Legacy Team recently launched by Diana and her husband Andrew.
Prior to and complementing her real estate career, Diana worked in New York City for several international investment banks and a hedge fund specializing in Russia, Eastern Europe, Turkey and the Middle East as both an Equity Salesperson and Emerging Markets Portfolio Manager. She has an undergraduate degree in International Relations and Soviet Studies from Boston University and an MA/MBA in Politics and Finance from NYU.
During her 20+ years in finance, she lived in both Old Greenwich and Darien allowing her to be well-versed in both Litchfield and Fairfield County. She is often found liaising between the two counties, leveraging the resources of the many Sotheby's offices from the coastline to the Litchfield Hills. This is further enhanced by a robust global network unique to Sotheby's.
Diana has been an involved parent at Pear Tree Point School in Darien, Indian Mountain School in Lakeville and Kent School in Kent, CT. She is on the Board of the Lakeville Community Conservancy.
Licensed in CT, NY and MA. Fluent in Russian.
From traveling the world as an Emerging Markets Investment Professional to navigating the winding country roads of Litchfield County, Diana Imperatore Bisselle truly embodies the phrase "local expertise, global connections".
As a resident of Lakeville, CT, Diana has deep roots in, and an unparalleled understanding of, the local real estate market. Born and raised in neighboring Sharon, CT, her parents Philip and Dobrila Waugh founded Waugh Real Estate, a well-known local brokerage covering the Tri-State area for over 30 years. This exposure has instilled in her the importance of superior client service and professional integrity - core values that define The Legacy Team recently launched by Diana and her husband Andrew.
Prior to and complementing her real estate career, Diana worked in New York City for several international investment banks and a hedge fund specializing in Russia, Eastern Europe, Turkey and the Middle East as both an Equity Salesperson and Emerging Markets Portfolio Manager. She has an undergraduate degree in International Relations and Soviet Studies from Boston University and an MA/MBA in Politics and Finance from NYU.
During her 20+ years in finance, she lived in both Old Greenwich and Darien allowing her to be well-versed in both Litchfield and Fairfield County. She is often found liaising between the two counties, leveraging the resources of the many Sotheby's offices from the coastline to the Litchfield Hills. This is further enhanced by a robust global network unique to Sotheby's.
Diana has been an involved parent at Pear Tree Point School in Darien, Indian Mountain School in Lakeville and Kent School in Kent, CT. She is on the Board of the Lakeville Community Conservancy.
Licensed in CT, NY and MA. Fluent in Russian.
Read LessDiana is a wonderful broker who was thorough in her attention to detail with all closing documents. She was also anticipatory with the buyer's needs. But most of all, she was available always and so thoughtful. I recommend Diana highly.
I recently had the pleasure of working with Diana Bisselle on the purchase of my second home—my first outside of the city—and I cannot recommend her highly enough. As a second-time home buyer venturing into new territory, I was incredibly grateful to have such a kind, knowledgeable, and steady adviser by my side throughout the process. From our very first conversation, Diana demonstrated a deep understanding of the entire Hudson Valley market and provided thoughtful, candid advice every step of the way. Her warmth and professionalism made what could have been a stressful experience feel manageable and even enjoyable. What really stood out to me was her support after the contract was signed. She connected me with a number of excellent local contacts, was always available for questions big or small, and truly went above and beyond to ensure a smooth path to closing—and even after that, she has continued to check in and offer help. That level of care is rare and deeply appreciated. Everything worked out wonderfully, and I wouldn’t hesitate to work with Diana again or recommend her to others (and candidly look forward to recommending her as much as possible!). She’s a true professional, and a pleasure to work with.
Diana was beyond wonderful in her professionalism, her grasp on the market, her strategic marketing skills and her supportive kindness.
Diana Bisselle was an absolute pleasure to work with. I've probably bought or sold at least eight different properties at this point, in addition renting commercial spaces for my business in New York City, and I have NEVER had such a positive experience with with a realtor. Diana Bisselle and her partner, Diane Stevens, are people you can trust during a sale or purchase, to not only give you the best advice, but also to go above and beyond in supporting you to the through ALL the stages of your real-estate transaction: from the very first decision on whether or not to put it on the market, all the way through the closing and the days after. Diana and Diane are the absolute best in the business. I can't recommend them enough!!!
Our home selling process with William Pitt Sotheby's International Realty and Diana Bisselle in particular was exceptional! We were kept apprised of all developments. Communication was excellent. Texts, emails, phone calls and any questions we had were answered almost immediately. We were treated with professionalism and respect throughout the entire process from start to finish. We highly recommend Diana Bisselle for all of your real estate dealings.
Diana was excellent, well prepared, great communicator and attentive to all of our requests and needs with the transition to Our new home. We are thrilled Nicole & Douglas Walla
Diana and Diane are a fantastic team with the upmost professionalism. We would use them again without hesitation - really a dream team.
Working with Sotheby's is a seamless and easy process. Communication and dedication to getting our property rented is beyond all expectations. Diana has been essential to us all along the way, and we sleep well at night knowing our property is in the best of hands. Ensuring high quality tenants and vetting of each prospect has made our lives so much less stressful. We will continue to work with Diana at Sotheby's for the foreseeable future and if we were to ever sell property we would work with her on that as well. We have continued and will continue to recommend both Diana and Sotheby's to all other potential renters or property sellers/buyers!
Diana is amazing and we adore her personal care and touch. She truly is an asset to the entire Sotheby’s operation!
Diana is fantastic - warm, responsive and very knowledgeable about the litchfield county market
Diana Bisselle did a great job listing our house and then helping us buy our next house. She was very responsive and patient with our questions. We strongly recommend her to others looking for real estate expertise.
From the moment I met Diana Bisselle, I knew I was in the most capable, professional hands possible. She listens, she understands, and pleasantly but honestly guides you away from possible pitfalls. I purchased my house from her, and when it was time to sell, there was no question who I was calling to be my agent.
Diana was an absolutely perfect agent for us as first time home buyers. From our first interaction on the phone she was warm, friendly and interested in learning more about us to help us find the perfect home. She offered great advice/direction and was always responsive and timely. She was always early for appointments/showings and always new the right questions to ask the sellers agents about things that we often overlooked or just didn't know to ask. Once it came time to makeing offers she was so helpful getting us to a competitive offer that we felt good about. After that she was exceptional and extremely timely at explaining the steps and guiding us from inspections all the way to closing. We will recommend Diana to anyone looking for a property her territory.
Diana Bisselle is a wonderful agent and a lovely person. She was patient and helpful throughout our house search. We really came to like her very much. We have already recommended her to two of our friends. Thank you
We love Diana. She is great.
Hiring Diana to help with my house hunt was the best decision. She is professional and responsive (a breath of fresh air!), and her calm demeanor and sharp wit and kept the stresses of buying my home light and manageable. Everyone should have the pleasure of working with Diana!
I would recommend Diana Bisselle to anyone! She was a pleasure to work with and helped us through buying our first home.
Diana Bisselle is the absolutely most knowledgeable, responsive, kind, personable, and patient agent we have worked with in over 40 years of purchasing real estate. It was truly a pleasure to work with her. William Pitt/Julia B. Fee Sotheby’s is extraordinarily fortunate to have Diana as part of their team.
Outstanding! Our Agent Diana Bisselle supported and mentored us with professional perfection and compassion through a complex sale. If the bar is set at a 10, this team was a 20! I honestly don’t think I could have traveled the “sell journey” without Diana’s exceptional partnership. Thank you! Thank you!
If first impressions are anything, Diana is a best-case win for your company. From our first phone call to the moment she escorted me to the lawyer's office, I was always met with a pleasant, calming, smile; exacting knowledge of the area (used mainly to gently guide me away from seeing properties she knew would not be a good fit for me); professionalism; accessibility; and the constant feeling that I could trust her guidance every step of the way. I know whom I'll be calling in the future. Thank you.
Diana is brilliant. She has a lovely, engaging personality that matches her professionalism and clear expertise in the CT real estate market. We were so pleased and fortunate to work with her.
Diana was a godsend! She took a difficult situation in hand, with competence and foresight at every turn. Her advice was always on target. Her capacity for diplomacy is extraordinary. She is a consummate professional. I am grateful.
Diana Bisselle was wonderful. When we first showed her the house, she saw it's special qualities exactly as we did. We were amazed at the work she did for us, & the house was sold much quicker than we had anticipated. We credit Diana for this. She made the entire process painless for us, from start to finish. We will highly recommend her in the future. Clark & Claire Smith
Diana Bisselle was amazing for us, from start to finish. She saw the special qualities of our house, the property, & its location exactly as we did, before we even told her what we found special about it. We will highly recommend Diana to anyone we know that may sell their house in the future.
Diana Bissell, our Sotheby's agent, was fantastic throughout the entire process. Always there to answer every question regardless of the nature of the inquiry. In that regard, I would like to change your question to "How likely is it that you would recommend Diana Bissell to a friend or colleague?" Extremely likely and without reservation. Having bought or sold 6 houses in our lifetime, Diana is by far the best agent we have ever had. Sincerely, Eric and Elise Cieplik
Diana is an excellent and thoughtful agent.
Working with Diana was an absolute pleasure throughout the entire process, from initial viewing to closing. Dealing with a Foreclosure property was complicated and daunting, but Diana was extremely dedicated to our vision of preserving an 1860's farmhouse. Diana aggressively pursued potential problems to find solutions, whether it was researching town hall records, site visits, or local guidance. As a Sharon resident, Diana really cares about the community as well as her clients and it genuinely shows. I would highly recommend working with Diana Bisselle on any project. Sincerely, Tom & Lizzie
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