Strategic Capital Markets Advisory for the Canadian Real Estate Sector
Windsor Drake provides institutional-grade capital markets advisory to real estate owners, developers, and operating companies across Canada. We advise on strategic asset dispositions, equity and debt capital raises, recapitalizations, and mergers & acquisitions. Our mission is to deliver precision execution, premium outcomes, and long-term strategic value for stakeholders in the real estate sector.
With deep expertise across private markets, investment banking, and real estate operations, Windsor Drake is positioned as a premier advisor at the intersection of capital and real assets.
Core Services
Investment Sales & Strategic Dispositions
We advise on the sale of income-producing assets, land portfolios, and operating platforms, positioning each opportunity to maximize value through targeted, confidential outreach to qualified institutional and private capital sources.
Equity & Joint Venture Capital Advisory
We structure and raise equity for ground-up development, asset acquisitions, recapitalizations, and platform expansion. Our process is tailored to align investor mandates with the operator’s strategic objectives.
Debt Placement & Structuring
We arrange senior, mezzanine, and bridge financing through our network of private lenders, credit funds, pension-backed lenders, and alternative financing institutions. Our mandate is to secure optimal capital structures that support long-term growth and downside protection.
Real Estate Mergers & Acquisitions
We advise on the acquisition or divestiture of real estate-operating companies, including brokerages, property managers, construction firms, and vertically integrated platforms. Our M&A team executes with full discretion, investor-grade materials, and institutional discipline.
Sectors We Serve
Commercial and residential development firms
Property management companies
Construction and land development groups
Private REITs and real estate investment firms
Real estate-backed operating platforms with $5M–$500M in enterprise value
Our Advantage
Sector Expertise
Our professionals combine backgrounds in investment banking, private equity, and real estate operations. We speak the language of capital, risk, and development strategy.
Global Capital Network
We maintain access to an extensive network of institutional capital—private equity, REITs, credit funds, family offices, and sovereign investors—both domestic and international.
Confidential, Principal-Led Execution
All mandates are executed directly by senior advisors. We do not delegate core work. We operate with strict confidentiality protocols and maintain institutional standards at every stage of the process.
Canada-Focused, Globally Connected
Our team is based in Canada, with a focus on regional capital markets, cross-border investment, and institutional placement strategies.
Recent Transactions
Structured a $40 million equity joint venture for the development of an industrial logistics park in Ontario.
Executed the sale of a national brokerage and leasing platform to a private equity-backed acquirer.
Arranged $22 million in bridge financing for a multi-phase multifamily project in Atlantic Canada.
Advised on the partial sale and recapitalization of a vertically integrated real estate operator with over $150 million in managed assets.
Our Process
1. Strategic Review
We begin with a confidential strategic review of your capital structure, business objectives, and market positioning.
2. Valuation & Structuring
We conduct a full market-based valuation and develop a tailored capital or transaction strategy based on current market conditions and institutional appetite.
3. Investor Materials
We produce a professional-grade investment memorandum, teaser, and financial model. These are prepared to meet institutional standards and withstand third-party diligence.
4. Discreet Market Engagement
We execute a targeted outreach campaign under NDA to pre-qualified capital sources, ensuring maximum confidentiality and competitive tension.
5. Deal Execution
We lead all negotiations, manage due diligence, and oversee closing procedures with a disciplined, timeline-driven approach.
Contact Us
To confidentially explore a capital markets transaction, sale, or capital raise, contact Windsor Drake. All inquiries are reviewed and executed by senior leadership under strict confidentiality protocols.