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

06/16/2026

Don’t just dream of the view, own the foundation. What’s your #1 non-negotiable in a new property?

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

06/14/2026

Every neighborhood has that one house. In 2026, those unicorns will stay on the market for exactly 14 days. Don’t get stuck with the leftovers.

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

06/08/2026

If your listing doesn't have a video, you're losing the sale before it starts.

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

06/06/2026
Sotheby’s International Realty continues to make headlines across the globe. Swipe to see our top press highlights from ...
06/05/2026

Sotheby’s International Realty continues to make headlines across the globe. Swipe to see our top press highlights from May.

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

According to the Realtor.com® 2026 Generational Wealth & Housing Report, the timing of homeownership can have a meaningf...
05/29/2026

According to the Realtor.com® 2026 Generational Wealth & Housing Report, the timing of homeownership can have a meaningful impact on long-term financial stability and wealth building.

Whether you’re exploring the market now or planning for the future, the Sotheby’s International Realty network is here to help guide you through your options and support your property goals at every stage.

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

A beautifully designed dressing room goes beyond organization. It becomes a private extension of the home — a space wher...
05/27/2026

A beautifully designed dressing room goes beyond organization. It becomes a private extension of the home — a space where personal style is reflected and everyday routines feel a bit more elevated.

Swipe through to explore the elements that define the ultimate luxury dressing room.

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

05/22/2026

19 Seherr Thoss Drive … a place where you can catch your breath and enjoy life to the fullest. This luxurious country estate on 36 acres in the heart of Litchfield is waiting for the next owner to enjoy the 13,000+ square foot residence, pool, tennis court, walking trails, and natural beauty. Stately, timeless country perfection. Listed for $7.9m. DM me for more information.

** Weekly Market Update. Interested in learning more about current market conditions in Litchfield County? Reach out - w...
05/18/2026

** 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

05/17/2026

When a house feels like a “Yes,” you will know.

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

Address

19 Main Street
Salisbury, CT

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