Middleburg Communities Executive and Leadership Team

October, 2026

Leadership Overview

Middleburg Communities has 4 executives leading key functions including strategy, technology, and organizational culture.

Driven by a commitment to community impact, Middleburg Communities delivers high-value multifamily developments across the southeastern and mid-Atlantic United States while fostering long-term partnerships and sustainable neighborhood growth.

Leadership Roles at Middleburg Communities

  • Founder & Chief Executive Officer - Pete Hayes
  • Founder & Chief Executive Officer - Christopher Finlay
  • Chief Technology Officer - Heath Flowers
  • Chief of Staff & Senior VP, People & Culture - Alison Edelstein
  • Pete Hayes - Founder & Chief Executive Officer

    Pete Hayes, the Founder & Chief Executive Officer at Middleburg Communities, directs the overarching investment strategy and capital allocation for the firm. Hayes architects the long-term vision for multifamily development, ensuring that every project aligns with the company's mission of creating value through community impact. By overseeing the acquisition of over 22,000 apartment units, the Chief Executive Officer maintains a focus on maximizing real returns for partners across the southeastern and mid-Atlantic United States. This leadership role involves constant collaboration with the Board to refine the firm's market position and operational scale. Pete Hayes drives the execution of complex transactions, ensuring that the company remains a leader in the multifamily sector. Through rigorous oversight of development pipelines, the Founder ensures that every property contributes positively to the surrounding neighborhoods while maintaining financial excellence and operational integrity.

    Christopher Finlay - Founder & Chief Executive Officer

    Christopher Finlay, the Founder & Chief Executive Officer at Middleburg Communities, manages the construction and operational integration of the firm's diverse portfolio. Finlay focuses on the holistic development of apartment units, ensuring that construction standards meet the company's commitment to quality and community enhancement. By directing the operational teams, the Chief Executive Officer ensures that property management functions align with the firm's broader goals of service and neighborhood contribution. This leadership role involves navigating the complexities of the mid-Atlantic and southeastern markets to secure sustainable growth. Christopher Finlay drives the implementation of efficient construction processes, which directly impacts the firm's ability to deliver high-quality housing solutions. Through constant engagement with project stakeholders, the Founder ensures that every development phase reflects the company's core values of people, property, and partnerships, ultimately securing the firm's reputation for excellence.

    Heath Flowers - Chief Technology Officer

    Heath Flowers, the Chief Technology Officer at Middleburg Communities, directs the digital transformation and infrastructure strategy for the entire organization. Flowers architects scalable technology solutions that support the firm's multifamily development, investment, and management operations across the southeastern and mid-Atlantic United States. By overseeing the integration of data analytics and property management software, the Chief Technology Officer ensures that the company maintains a competitive edge in real estate transactions. This leadership role involves collaborating with other C-suite members to align technological capabilities with the firm's growth objectives. Heath Flowers drives the adoption of innovative tools that enhance operational efficiency and improve the lives of residents within the company's portfolio. Through the implementation of robust cybersecurity and data management protocols, the Chief Technology Officer secures the firm's digital assets while supporting the overarching mission of creating value through thoughtful, technology-enabled community impact.

    Alison Edelstein - Chief of Staff & Senior VP, People & Culture

    Alison Edelstein, the Chief of Staff & Senior VP, People & Culture at Middleburg Communities, directs the human capital strategy and organizational development initiatives. Edelstein architects programs that foster a culture of service, ensuring that the firm's internal values align with the mission of enhancing the lives of others through community impact. By overseeing talent acquisition, employee engagement, and professional development, the Chief of Staff & Senior VP, People & Culture ensures that the company attracts and retains top-tier professionals across the southeastern and mid-Atlantic United States. This leadership role involves coordinating cross-functional initiatives that support the firm's operational goals and long-term growth. Alison Edelstein drives the implementation of inclusive workplace policies that reflect the company's commitment to people and partnerships. Through the management of internal communications and organizational alignment, the Senior VP ensures that every team member contributes positively to the firm's success and overall market impact.

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    Frequently Asked Questions Regarding Middleburg Communities Top Executives and Leadership Team

    Who leads Middleburg Communities?
    Middleburg Communities is led by Pete Hayes (Founder & Chief Executive Officer), along with executives such as Christopher Finlay (Founder & Chief Executive Officer) and Heath Flowers (Chief Technology Officer).
    Who is part of Middleburg Communities’s executive team?
    The executive team of Middleburg Communities includes leaders such as Pete Hayes (Founder & Chief Executive Officer), Christopher Finlay (Founder & Chief Executive Officer), Heath Flowers (Chief Technology Officer) and other senior executives.
    How many executives does Middleburg Communities have?
    Middleburg Communities has 4 executives leading key business areas.
    What roles are included in Middleburg Communities’s leadership team?
    The leadership team of Middleburg Communities includes roles such as Founder & Chief Executive Officer, Founder & Chief Executive Officer, Chief Technology Officer, Chief of Staff & Senior VP, People & Culture.