Keyser Blog | Commercial Real Estate Advocates

7 Costly Mistakes to Avoid When Buying Commercial Real Estate

Written by The Keyser Editorial Team | 5:29 PM on November 25, 2025

7 Costly Mistakes to Avoid When Buying Commercial Real Estate

Buying commercial real estate (CRE) is a significant undertaking for many organizations. When outcomes fall short of expectations, the cause is often traceable to a handful of recurring themes. The sections below outline seven areas where mistakes buying commercial property most frequently occur and why they matter.

1. Total Cost Visibility

Purchase price represents only one component of ownership. Taxes, insurance, utilities, maintenance, reserves for capital items, property management, and financing costs can materially influence the all-in cost profile over time. In many transactions, variance stems from items that adjust annually (e.g., reassessments or insurance markets).

 

2. Strategic Fit Over the Hold Period

A property can align with today’s needs yet create constraints later. Drivers include headcount changes, operational shifts, adjacency to talent/customers, transportation access, and potential disposition timelines. Clarity on the intended hold period and possible scenarios often shapes suitability.

 

3. Due Diligence Scope and Findings

Typical review areas include title and survey, zoning/entitlements, environmental (Phase I/II as applicable), structural/MEP condition, code/ADA considerations, and life-safety systems. Findings in these categories can affect timing, use, remediation requirements, and long-term capital planning.

 

4. Capital & Financing Structure

Loan mechanics—rate type, amortization, covenants, reserves, recourse/guarantees, and prepayment provisions—directly influence flexibility and risk. Over a multi-year horizon, these elements can be as consequential as the acquisition price in determining overall economics.

 

5. Market & Asset Positioning

Relying on narrow or non-comparable sales/lease comps can obscure submarket dynamics. Supply pipelines, absorption, rent growth assumptions, operating expense trends, and capitalization rates all inform both near-term pricing and long-term value position.

 

6. Operating & Regulatory Exposure

Post-closing realities such as CAM reconciliations, tax appeals/reassessments, insurance availability, capital replacements (e.g., roof/HVAC), and evolving regulatory frameworks (permitting, code updates, accessibility) can affect budgeting and operations throughout the hold period.

 

7. Team Coordination & Process Governance

CRE acquisitions typically involve multiple disciplines (legal, technical, financial, environmental, design/construction, and property operations). Clear scopes, timelines, and documentation protocols help reduce execution risk and information gaps during diligence and closing.

 

Context for Decision-Making

Understanding these seven themes can help stakeholders evaluate whether an asset’s characteristics align with organizational objectives, risk tolerance, and time horizon. The relevance and weight of each factor vary by property type and market conditions.

 

 

Disclaimer
This article is for informational purposes only. It does not provide legal, financial, or investment advice. 

Written by the Keyser Editorial Team

 

 

Frequently Asked Questions 

Q: What is the most common mistake buyers make in CRE transactions?
A: The most common mistake is underestimating total ownership costs, including taxes, insurance, and maintenance, which often make a property more expensive than expected.
Q: Why is due diligence so important when buying commercial property?
A: Due diligence helps uncover hidden risks such as zoning restrictions, environmental liabilities, or deferred maintenance that could undermine the property’s value.
Q: How can I make sure a CRE purchase aligns with my business strategy?
A: Start by defining long-term business goals—growth, location strategy, and operational needs—and evaluate properties through that lens with the help of advisors.
Q: What role does market knowledge play in CRE buying decisions?
A: Market expertise ensures you understand supply, demand, and rental trends, helping you avoid overpaying and ensuring the property retains long-term value.