Ben Wilson Headshot

Benjamin W. Wilson

Senior Managing Director

Phone: 202.499.4077

About

Washington, DC Multifamily Investment Sales Senior Managing Director | Mid-Atlantic Multifamily Brokerage Specialist 

Benjamin W. Wilson is a Washington, DC–based Senior Managing Director at Greysteel, where he specializes in the acquisition and disposition of multifamily assets across the Mid-Atlantic region. He advises private capital and institutional clients on investment sales strategies, with a primary focus on value-add, core, and core-plus apartment communities throughout Washington, D.C., Maryland, and Northern Virginia. 

Benjamin has over 12 years of experience as a commercial real estate broker and is recognized for executing deals with a high degree of precision and market insight, closing over $20 million in transactions in one year alone. He provides full-cycle deal execution, including underwriting, financial analysis, marketing strategy, and negotiation, ensuring alignment between asset positioning and investor demand. His approach emphasizes data-driven decision-making and disciplined transaction management to maximize pricing and execution certainty. 

 

What Benjamin Does 

  • Advises on acquisitions and dispositions of multifamily assets across the Mid-Atlantic, Northern Virginia, and Maryland.  
  • Advises clients on 1031 Exchanges, market timing, sale-leasebacks, refinancing, and sensitive tenant interactions 
  • Executes start-to-finish investment sales transactions 
  • Conducts underwriting, valuation, and financial analysis 
  • Develops marketing strategies to position assets for competitive bidding 
  • Negotiates transactions to achieve optimal client outcomes 

 

Who Benjamin Works With 

Benjamin partners with: 

  • Private real estate investors 
  • Institutional investors and capital groups 
  • Multifamily owners and operators 
  • Developers and sponsors 
  • Owners of infill property types (mixed-use, retail, office, industrial, land, and proposed development sites) 

 

Key Expertise 

  • Multifamily investment sales 
  • Mid-Atlantic market analysis 
  • Financial underwriting and valuation 
  • Transaction execution and negotiation 
  • Asset positioning and marketing strategy 

 

Why Clients Work with Benjamin 

Benjamin combines analytical rigor with deep regional market knowledge to deliver consistent, high-quality transaction outcomes. 

His approach includes: 

  • Data-driven pricing strategy 
  • Strategic asset positioning to attract qualified investors 
  • Hands-on management throughout the transaction lifecycle 
  • Alignment of buyer demand with seller objectives 
  • Focus on maximizing value and execution certainty 

 

Markets & Property Types 

  • Geographic Focus: Washington, DC, Maryland, and Northern Virginia (Mid-Atlantic U.S.) 
  • Property Types: Multifamily (core, core-plus, and value-add) 

 

Professional Background 

Throughout his 12 years in commercial real estate, Benjamin W. Wilson has represented a range of clients from National Retail Banks to private investors. Before joining Greysteel, he gained experience at multiple national and regional commercial real estate firms where he advised clients on the acquisition and disposition of retail, land, and commercial infill properties 

Benjamin holds a B.S. in Business Administration with a focus on Finance and Accounting from American University and is part of the Membership Committee for the District of Columbia Building Industry Association. He is a licensed sales agent in the District of Columbia (SP98372489), Maryland (649631), and Virginia (0225 208497). 

 

Awards and Recognition  

  • Greysteel President's Club Member ( 2018, 2019, 2020, 2021, 2022) 
  • Mid-Atlantic Real Estate Journal Most Unique Industrial Sale (2019) 

 

Have a Multifamily Deal in Washington DC, Maryland or Northern Virginia? 

Connect with Benjamin W. Wilson to discuss your investment objectives and explore tailored multifamily solutions across the Mid-Atlantic region. 

  • 202.280.2733 

 

Additional Information 

Outside of the office, Benjamin enjoys spending time outdoors and with family. He volunteers to help rehabilitate and home retired racing greyhounds. 

Featured Closings

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Washington, DC

Commercial Redevelopment

Washington, DC

14123 Baltimore Avenue

Laurel, MD

14123 Baltimore Avenue

Retail Strip

Washington, DC

Commercial/Mixed-Use/Retail/Office/Multifamily

3213 Mount Pleasant Street NW

Washington, DC

3213 Mount Pleasant Street NW

Retail/Mixed-Use

Dix Street NE Redevelopment

Washington, DC

Dix Street NE Redevelopment

Development - Multifamily*

Alexandria, VA

Office

Fells Point Development Site

Baltimore, MD

Fells Point Development Site

Multifamily - Development

Subway

Manassas, VA

Subway

Commercial/Mixed-Use/Office/Retail

2406-2410 18th Street NW

Washington, DC

2406-2410 18th Street NW

Mixed-Use/Development

Washington, DC

Commercial/Mixed-Use/Retail/Development

3249 Mount Pleasant

Washington, DC

3249 Mount Pleasant

Commercial/Mixed-Use/Multifamily/Retail

Washington, DC

Commercial/Mixed-Use/Retail/Development

Washington, DC

Commercial/Mixed-Use/Office/Retail

Station Plaza Shopping Center

Woodbridge, VA

Station Plaza Shopping Center

Shopping Center

Washington, DC

Landover, MD

Commercial/Industrial

Washington, DC

Commercial/Mixed-Use/Office/Retail/Condo Conversion

Washington, DC

Commercial/Mixed-Use/Office/Retail

Frankford Plaza Shopping Center

Baltimore, MD

Frankford Plaza Shopping Center

Retail - Strip Center

Washington, DC

Commercial/Mixed-Use/Office/Retail

644 H Street NE

Washington, DC

644 H Street NE

Commercial/Mixed-Use/Office/Retail

607 Pennsylvania Avenue SE

Washington, DC

607 Pennsylvania Avenue SE

Commercial/Mixed-Use/Retail/Office/Multifamily

Washington, DC

Commercial/Mixed-Use/Office/Retail

1411 H Street NE

Washington, DC

1411 H Street NE

Commercial/Mixed-Use/Retail/Office

Washington, DC

Commercial/Mixed-Use/Retail/Development

Washington, DC

Commercial - Development

Washington, DC

Commercial/Mixed-Use/Retail/Office

Washington, DC

Washington, DC