About
National Affordable Housing Investment Sales Director | Northeast LIHTC & Regulated Housing Brokerage Specialist
Drew McWilliams is a New York–based Sales Director with Greysteel specializing in affordable housing investment sales and portfolio dispositions across New York, New Jersey, Connecticut, and the broader New England region. With several years of experience in commercial real estate, Drew advises institutional owners, developers, and investors on complex transactions involving regulated housing assets.
As a leading affordable housing advisor in the Northeast, Drew helps clients maximize sale price, accelerate time-to-close, and access both on-market and off-market buyers. His expertise spans LIHTC, Section 8/HCV, RAD, mixed-income, workforce housing, and HPD regulatory agreements—allowing him to guide clients through intricate program requirements while optimizing capital stack structures and execution strategies.
What Drew Does
- Affordable housing investment sales across NY, NJ, CT, and New England
- Portfolio dispositions for institutional owners and operators
- LIHTC, Section 8/HCV, RAD, and workforce housing transaction advisory
- Navigation of HPD regulatory agreements and compliance structures
- Capital stack optimization for regulated housing assets
- Off-market buyer sourcing and institutional investor outreach
- Value-add positioning within affordable housing frameworks
- Accelerated execution strategies to improve certainty of close
Who Drew Works With
Drew partners with:
- Institutional investors
- Affordable housing owners and operators
- Developers and sponsors
- Nonprofits and mission-driven housing groups
Key Expertise
- New York City and Northeast affordable housing market dynamics
- LIHTC and regulated housing transaction structuring
- Institutional buyer network across public and private capital
- Capital markets execution and financing alignment
- Submarket-level analysis across NY, NJ, CT, and New England
- Complex deal navigation involving regulatory and operational challenges
Why Clients Work with Drew
Drew’s approach combines deep institutional relationships, capital markets access, and local submarket intelligence to position assets effectively and drive competitive outcomes. He is known for navigating complex deal situations and delivering strong results even in challenging circumstances.
His approach is designed to:
- Maximize pricing while securing favorable transaction terms
- Navigate regulatory complexity across multiple affordable housing programs
- Access a broad network of institutional and mission-driven buyers
- Maintain execution certainty in challenging or distressed situations
Markets & Property Types
- Geographic Focus: New York, New Jersey, Connecticut, New England
- Primary Property Type: Affordable Housing
- Secondary Property Type: Multifamily
- Program Expertise: LIHTC, Section 8/HCV, RAD, Mixed-Income, Workforce Housing, HPD Regulatory Agreements
Transaction Experience and Track Record
- Total Transaction Volume: $80M+
- Total Units: 3,000+
Professional Background
Drew McWilliams has over a decade of experience in commercial real estate, with a focus on affordable housing investment sales and advisory. Prior to joining Greysteel, he served as an Associate Director at Ariel Property Advisors, where he specialized in investment sales and developed expertise in institutional client advisory.
Drew is actively involved in industry and community organizations, including the Real Estate Executive Council (REEC), the National Association of Real Estate Brokers (NAREB), and the New York Real Estate Chamber (NYREC). He is also committed to mentorship and outreach, regularly speaking with students through REEC to promote careers in commercial real estate among young people of color.
He holds a degree from Morgan State University and is licensed in New York.
Awards and Recognition
- Local Leadership Award recognizing dedication to community engagement and industry leadership
Looking to Work with a Northeast Affordable Housing Investment Sales Expert?
If you are an institutional owner, developer, or investor in affordable housing across the Northeast, connect with Drew McWilliams to discuss your portfolio strategy and explore tailored solutions designed to maximize value and execution certainty.
- 332.322.2087
Additional Information
Outside of work, Drew is a dedicated father of two daughters and remains actively engaged in both family life and community initiatives.
