Diana Imperatore Bisselle, Global Real Estate Advisor

Diana Imperatore Bisselle, Global Real Estate Advisor This transition from Wall Street to Main Street is a testament to her belief in the power of "local expertise, global connections." The depth of Ms.

Global Real Estate Advisor with 11 years of experience serving Sharon, Salisbury, Lakeville, Kent & Washington, CT, and Millbrook, Washington & Ancram, NY ~ and much more. Diana Bisselle
Global Real Estate Advisor

Diana Imperatore Bisselle's career is defined by the sophisticated convergence of financial acuity in the realm of luxury real estate. Having successfully navigated the complexities of global finance as an Emerging Markets Investment Professional, she has brought that same commanding expertise to the Tri-State area's beautiful and unique real estate landscape across CT, NY, and MA. As a third-generation Connecticut resident, Diana's understanding of the Litchfield County (CT), Dutchess and Columbia Counties (NY), and Berkshire County (MA) milieu is both intrinsic and encyclopedic. Her roots are deeply anchored in the regional brokerage community, tracing back to her family's ownership of the eminent Waugh Real Estate. This generational inheritance instilled the importance of professional integrity and superior client service—the philosophy that drives The Legacy Team, which she co-founded with her husband, Andrew. Bisselle's real estate counsel is informed by her two-decade tenure in International Finance. Operating from New York City, her roles as an Emerging Markets Portfolio Manager and Equity Salesperson spanned elite international investment banks and a specialized hedge fund. Her specialization in the geopolitical and economic dynamics of Russia, Eastern Europe, Turkey, and the Middle East has provided her with a strong analytical framework and deep intellectual capital. This financial prowess is rigorously validated by her academic credentials, including a dual MA/MBA in Politics and Finance from NYU. This background offers her clients a distinct, high-value advantage: a real estate advisor whose market insight is not merely local, but stress-tested by the demands of global capital markets. While she currently resides in Lakeville, CT, Diana's prior twenty years living in Old Greenwich and Darien have positioned her as a pivotal liaison between Fairfield and Litchfield Counties. She expertly orchestrates transactions across these vital corridors, leveraging the full institutional capacity of the Sotheby’s International Realty network, connecting the Connecticut coastline to the Litchfield Hills. This extensive domestic reach is powerfully augmented by the robust global network unique to Sotheby's. Licensed across CT, NY, and MA, and fluent in Russian, Diana provides a comprehensive, high-level mandate, further complemented by her commitment to civic stewardship as a Board Member of the Lakeville Community Conservancy. AWARDS:
#1 in Dollar Volume, Salisbury Brokerage - 2024
#1 Team (The Legacy Team at WPSIR) - 1H24
2023 RealTrends America's Best Real Estate Professionals
#1 in Dollar Volume, Salisbury Brokerage - 2022
Platinum Award - 2021, 2022, 2024
Diamond Award - 2020

DESIGNATIONS:
Resort and Second Home Property Specialist
Waterfront Property Specialist

SERVICE AREAS:
Sharon, CT
Salisbury, CT
Lakeville, CT
Kent, CT
Washington, CT
Millbrook, NY
Washington, NY
Ancram, NY

CONTACT INFO:
Phone: +1 917 519 5021
Email: [email protected]
Address: 19 Main Street PO Box 667, Salisbury, CT 06068

09/23/2026

The beautiful sights and sounds of Dutchess County, NY and Litchfield County, CT. The Legacy Team at William Pitt Sotheby’s welcomes you to explore the Tri-State area and find your country escape . Real local experts, real local knowledge. Walking the preserves and land trust properties provides added perspective. Let us show you the way.

09/19/2026

A masterful blend of country and island living in Sharon, CT. This light-filled Nantucket shingle-style home is simply captivating. From the moment you arrive, you are greeted by scented flowers and pollinator gardens. A gracious entryway leads to a kitchen and great room with soaring cathedral ceilings, a primary on the main and spacious screened porch completing the first level. The second floor boast another bedroom, flex room with access to a lovely deck and work area. A crescent shaped pool beckons all summer long while a freshly mowed path leads to a modern cabin past wildflower fields. A real country paradise. Your country home awaits! $1,950,000.

** Weekly Market Update. Interested in learning more about current market conditions in Litchfield County? Reach out - w...
08/24/2026

** Weekly Market Update. Interested in learning more about current market conditions in Litchfield County? Reach out - we're here to help!

Diana Imperatore Bisselle
The Legacy Team at William Pitt Sotheby's International Realty
917.519.5021

08/23/2026

It’s a new chapter.
It’s where you’ll celebrate birthdays, holidays, and quiet mornings with coffee.
Our job is to make sure you love where your story unfolds.



Diana Imperatore Bisselle
The Legacy Team at William Pitt Sotheby's International Realty
917.519.5021

08/10/2026

The dreamscape of Dutchess County. Miles of perfectly planted rows of corn provide an incredible visual along the roads. If you are looking for land with views, this is the place to be. DM me for more information about available parcels.

08/08/2026

SOLD - 58 Main Street, Salisbury, CT. Set in the heart of the charming town of Salisbury, this 1834 colonial is ready for its new owners! How wonderful it will be to walk to the Scoville Library Scoville Memorial Library, the White Hart The White Hart Inn, Sweet William's and the Salisbury General Store Salisbury General Store - not to mention a longer but beautiful stroll to the village of Lakeville. But when the back yard is a magical collection of evergreens, maples and flowers that frame the saltwater pool, there is no need to leave town for vacation. So excited for my wonderful buyers who I know will be enjoying this special spot for years to come

📍 Reduced Price 📍 This recently reduced home at 617 Bean River Road in Pine Plains won't last long, so, don't wait to se...
08/03/2026

📍 Reduced Price 📍 This recently reduced home at 617 Bean River Road in Pine Plains won't last long, so, don't wait to set up a showing! Reach out here or at (917) 519-5021 for more information!

Diana Imperatore Bisselle
The Legacy Team at William Pitt Sotheby's International Realty
917.519.5021

Experience this stunning sanctuary where rustic charm meets modern luxury on over 19 meticulously manicured acres of pure magic! This elevated 3-bedroom, 3-bath masterpiece captures your heart the moment you arrive, drawing you toward an expansive wood deck and a stunning screened-in gazebo with ...

08/03/2026

Imagine morning coffee with ocean views, sunsets from your private balcony, and the soothing sound of waves as your daily soundtrack. 🌊✨

Coastal living offers more than a beautiful home — it delivers a lifestyle of ease, elegance, and escape. Whether you're dreaming of a vacation home or ready to plant roots by the sea, let’s talk about your next move.

📩 Ready to make your coastal dreams a reality? I’m here when you are.



Diana Imperatore Bisselle
The Legacy Team at William Pitt Sotheby's International Realty
917.519.5021

Captivating country vistas. Escape to the land of fields, forests and lakes. Just 2 hours north of NYC. Cornwall, CT is ...
08/02/2026

Captivating country vistas. Escape to the land of fields, forests and lakes. Just 2 hours north of NYC. Cornwall, CT is waiting. You can enjoy the views of the Litchfield Hills from this incredible primary ensuite bedroom with private balcony. DM me for more information on 37 Woodruff Lane. $1.295m.

Address

19 Main Street
Salisbury, CT

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