New York Real Estate Journal

Greenport, Long Island BID retains Helmsley Spear to support retail leasing and economic development

June 9, 2026 - Owners Developers & Managers
Kent Swig

Southold, NY Helmsley Spear, LLC, America’s oldest continuously operating real estate firm founded in 1866, has been retained by the Greenport Business Improvement District (BID) to support strategic retail leasing, business attraction, and downtown economic development initiatives within the Village of Greenport.

The announcement was made by Kent Swig, president of Helmsley Spear, LLC.

“This partnership represents an exciting opportunity to support the continued evolution of one of the Northeast’s most distinctive waterfront business communities,” said Swig. “Greenport has successfully preserved its historic maritime character while continuing to grow as a premier destination for tourism, hospitality, dining, and experiential retail. We look forward to working closely with the BID, local stakeholders, and property owners to help strengthen the village’s long-term economic vitality in a thoughtful and strategic manner.”

Over the past decade, Greenport has emerged as one of Long Island’s most recognized waterfront destinations, attracting visitors and consumers from New York City, the Tri-State area, and throughout the Northeast. Its walkable downtown, waterfront amenities, ferry access, hospitality sector, wineries, restaurants, and independent businesses continue to support a vibrant and growing local economy.

The Village of Greenport has remained committed to preserving its authentic small-town character while encouraging responsible economic growth and supporting businesses that align with the community’s longstanding values and identity.

Under the engagement, Helmsley Spear will work alongside the Greenport BID, property owners, and local stakeholders to identify leasing opportunities, market available spaces, and attract businesses that complement the Village’s existing retail and commercial landscape. The initiative will focus on experiential retail, food and beverage, wellness, marine-oriented, and other complementary business uses designed to enhance year-round economic activity while maintaining the character of the downtown district.

“Greenport has become a model for how small business districts can successfully balance economic growth with authenticity and community identity,” said Rich Vanderburgh, president of the Greenport BID. “We believe Helmsley Spear’s experience in retail leasing, market strategy, and tenant representation will be a valuable asset as we continue strengthening the Village’s business environment and positioning Greenport for long-term success.”