Upland Capital Corporation

Upland Capital Corporation is a Boston-based, privately held real estate investment and asset management firm founded and led by Bernard Chiu, a successful entrepreneur and business leader. Operating as a family office, Upland is built on the belief that real estate is not simply owned—it is cared for, cultivated, and passed forward, with each investment reflecting a long-term vision grounded in discipline and respect for place.

The firm is drawn to distinctive, irreplaceable properties—landmarks with history, character, and enduring significance. Its portfolio is anchored by the iconic Harbor View Hotel on Martha’s Vineyard and its flagship property at 745 Boylston Street in Boston’s Back Bay, just steps from the finish line of the Boston Marathon—an address woven into the fabric of the city. These are not simply assets, but living places with stories, thoughtfully stewarded over time. Upland remains selectively open to expanding its portfolio with similarly rare and meaningful properties.

This philosophy extends into daily operations. Through its vertically integrated platform and its subsidiary, Upland Property Management, the firm takes a hands-on, highly personalized approach—where details matter, relationships are valued, and service is delivered with intention. Tenants and partners experience a level of care and responsiveness that reflects a true sense of partnership.

At its core, Upland Capital is guided by a simple idea: enduring value is created over time, through stewardship, not speed—resulting in a portfolio defined not just by quality, but by legacy.