Chestnut Holdings is a family-owned real estate investment and property management firm operating as a vertically integrated multifamily owner in New York City. The company was established in 1997 when it purchased its first building in the Bronx, which remains under ownership today. The firm follows a buy-and-hold investment approach focused on acquiring, renovating, and managing multifamily properties primarily throughout the Bronx, Manhattan, and Brooklyn, with its portfolio concentrated in the Bronx. The company operates with in-house capabilities across acquisitions, property management, and capital improvements. In 2013, Chestnut acquired the Sholem Aleichem Houses for $22 million, consisting of 15 buildings across three properties totaling 235 residential units in Van Cortlandt Village. Recent acquisition activity includes purchasing 202 East 179 Street for $2.9 million in November 2024 and obtaining $7.8 million in financing from JPMorgan Chase for 214 East 21 Street in July 2025. The firm operates its Chestnut Commercial division for retail and office properties in the Bronx, Brooklyn, Manhattan, and Yonkers. The management team brings over 150 years of collective real estate experience. The company maintains relationships with New York Community Bank and engages in community initiatives including partnerships with The Bronx is Blooming and DreamYard Project.