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Buying a Commercial Building on Long Island: A Buyer’s Checklist

Writer: Jack Cutrone
Jack Cutrone
Oct 21
6 min read
Commercial building buyer’s checklist by Jack Cutrone, featuring an illustrative brick commercial property and clipboard.
Before buying commercial property on Long Island, review the use, financial records, building condition, and due diligence requirements.

By Jack Cutrone Licensed Real Estate Salesperson | Patriot Real Properties

Before buying a commercial building on Long Island, confirm that the property can support your intended use, review its financial records and leases, evaluate its condition, and arrange appropriate environmental, title, and financing reviews.

A commercial building can look promising during a walkthrough. The location works, the asking price gets your attention, and you can picture the opportunity.

But the details behind the property determine whether that opportunity makes sense.

An investor buying a leased retail building has different priorities from a business owner purchasing space for their own operation. Both need a clear plan for investigating the property before becoming committed beyond their comfort level.

This checklist provides a starting point for buyers considering commercial property in Suffolk or Nassau County.

Start With Your Purpose for the Property

Before evaluating a building, define what you need it to do.

Are you buying space for your business, purchasing rental income, or planning improvements and a future resale?

Write down your requirements:

  • Intended business or tenant use.

  • Required usable space.

  • Parking, deliveries, and customer access.

  • Utility and equipment needs.

  • Improvement budget.

  • Expected holding period.

  • Cash available beyond the purchase price.

A property can be attractive and still be unsuitable for your plan.

Confirm Zoning and Permitted Use

“Commercial” is a broad description. It does not establish that a particular business can operate at the address.

Confirm the zoning district, permitted uses, existing approvals, and any conditions affecting your intended operation with the municipality that has jurisdiction.

Ask whether your plans could require additional approvals for occupancy, alterations, signage, parking, outdoor storage, or a change of use.

For example, the Town of Brookhaven states that changing an existing permitted use to a new permitted use in an existing building requires a Change of Use Permit. Its guidance also identifies documentation requirements for tenant spaces in multi-tenant buildings.

That is a Brookhaven example—not a rule to apply automatically throughout Long Island.

Have your attorney and, where appropriate, an architect, engineer, or land-use professional evaluate unresolved questions.

Review Occupancy and Property Records

Request available certificates of occupancy or other applicable occupancy documents, approved plans, permits, surveys, and violation information.

Compare those records with the building’s current layout and operation.

Questions worth asking include:

  • Do the occupied spaces match the available approvals?

  • Have additions, mezzanines, or subdivisions been documented?

  • Are there unresolved permits or violations?

  • Is the advertised square footage supported, and how was it measured?

  • What approvals would your proposed alterations require?

A listing description or an existing business operation should not substitute for this review.

Examine the Leases Behind the Rent Roll

For an occupied property, request the complete leases, amendments, extensions, and other agreements affecting occupancy.

A rent roll summarizes information. The underlying documents explain the obligations.

Have your attorney review:

  • Lease expiration dates and renewal options.

  • Rent increases and concessions.

  • Security deposits.

  • Responsibility for taxes, insurance, maintenance, and repairs.

  • Assignment, termination, and purchase rights.

  • Guarantees and other relevant provisions.

Compare the stated rents with payment records. Ask about arrears, disputes, free-rent periods, and arrangements that may not appear in a marketing summary.

Discuss whether tenant estoppel certificates or other confirmations should be obtained as part of the transaction.

Verify Income and Operating Expenses

Request historical operating statements and supporting records.

Review property taxes, insurance, utilities paid by the owner, maintenance, management, service contracts, and other expenses relevant to the building.

Distinguish actual performance from projections.

A vacant space advertised at an expected rent is different from a signed lease producing collected income. Likewise, a seller’s insurance expense may differ from the quote available to a new owner.

Net operating income generally means property income less operating expenses, before debt service and income taxes. Make sure you understand how the advertised figure was calculated and which costs were excluded.

Model capital repairs, leasing costs, vacancy, and financing separately where appropriate. Have your accountant and lender review the assumptions relevant to your purchase.

Evaluate the Building’s Physical Condition

Arrange an appropriate commercial property condition review and specialist inspections based on the building and proposed use.

Areas to consider include:

  • Roof and evidence of water intrusion.

  • Structure and exterior.

  • Heating, cooling, plumbing, and electrical systems.

  • Fire and life-safety systems.

  • Parking surfaces and drainage.

  • Accessibility.

  • Elevators, loading areas, and specialized equipment where applicable.

Ask about remaining service life, immediate repairs, and likely future replacements.

Your business may also need electrical capacity, ventilation, water supply, or other infrastructure the existing building cannot readily provide.

Get qualified input before treating a conversion as simple or inexpensive.

Arrange Environmental Due Diligence Early

A clean-looking building does not answer questions about historical uses or environmental conditions.

Discuss a Phase I Environmental Site Assessment and any further investigation with a qualified environmental professional, your attorney, and your lender.

The EPA recognizes certain Phase I assessment standards as a way to satisfy federal All Appropriate Inquiries requirements. Those requirements can be relevant to eligibility for certain environmental liability protections.

An assessment is not a blanket guarantee that the property is free of contamination or that a buyer has satisfied every legal obligation.

The scope, timing, findings, and any recommended follow-up need professional review before closing.

Confirm Financing and Cash Requirements

Speak with a commercial lender early about the property, your intended use, and the proposed ownership structure.

Ask about:

  • Equity requirements and closing costs.

  • Loan term, amortization, and any balloon payment.

  • Interest-rate structure.

  • Guarantees and prepayment provisions.

  • Appraisal and environmental requirements.

  • Reserves and property-income requirements.

  • Funding for improvements.

Owner-occupied business property and rental investment property may have different financing options.

For example, SBA 504 financing can support eligible business real estate purchases, but the SBA lists speculation or investment in rental real estate among prohibited uses. Have an appropriate lender determine whether your particular project qualifies.

Do not assume a loan program applies simply because the building is commercial.

Review Title, Access, Insurance, and Site Constraints

Have your attorney and title professionals review ownership, liens, easements, restrictions, and other matters affecting the property.

Confirm the access and parking rights your plan depends on. If parking or a driveway is shared, understand the governing agreements.

Obtain insurance quotes for the intended occupancy. Discuss flood exposure and other relevant risks with qualified professionals.

Depending on the property, drainage, wastewater capacity, utility availability, and other site conditions may also need investigation.

Put the Due Diligence Process in the Contract

Before signing, work with your attorney on the investigation period, access rights, document delivery, financing terms, and procedures for addressing findings.

Understand the deadlines and what happens if reports are delayed or an issue remains unresolved.

The contract should address the transaction you are pursuing. Do not assume you can investigate indefinitely or cancel simply because something unexpected appears.

Documents to Request Early

Use this as an initial request list, adjusted for the property:

  • Leases, amendments, rent roll, and payment history.

  • Historical operating statements and supporting expenses.

  • Tax bills and available assessment information.

  • Service contracts and maintenance records.

  • Occupancy documents, permits, plans, and violation records.

  • Survey and available title information.

  • Existing environmental and condition reports.

  • Records of major repairs and improvements.

Receiving a document is the beginning of the review—not confirmation that its contents are complete or current.

Frequently Asked Questions

Can I operate any business in a commercially zoned building?

No. Confirm that your specific use is permitted and determine what approvals it requires. Zoning, occupancy, and other requirements depend on the property and jurisdiction.

Is a rent roll enough to evaluate an occupied building?

No. Review the underlying leases, amendments, payment records, expenses, and relevant tenant obligations.

Do all commercial purchases require a Phase I environmental assessment?

Requirements vary by transaction, lender, and the legal protections being considered. Discuss the appropriate review with your lender, attorney, and environmental professional before purchasing.

Can SBA financing be used for any commercial investment property?

No. Program eligibility and use restrictions apply. SBA 504 financing is not a general-purpose rental investment loan.

Should all investigations be complete before making an offer?

Detailed investigations often occur during a negotiated due diligence period. Before making an offer, identify major feasibility questions and have your attorney address the protections and deadlines you need.

Build the Purchase Around Verified Information

A useful commercial checklist helps you identify what is known, what remains uncertain, and who is responsible for getting the answer.

Whether you are purchasing for your own business or evaluating an investment, begin with the intended use and work through the property’s records, financial performance, condition, and financing.

If you are considering commercial property in Suffolk or Nassau County, contact me to discuss your search, priorities, and next steps.

Jack Cutrone Licensed Real Estate Salesperson | Patriot Real Properties Military Relocation Professional (MRP) | Pricing Strategy Advisor (PSA) 631-926-9592 jack@patriotrealproperties.com https://www.jackcutrone.com/

This checklist provides general information. Property-specific legal, tax, financing, engineering, and environmental questions should be addressed by the appropriate professionals.

Sources

Town of Brookhaven — Change of Use https://www.brookhavenny.gov/1393/Change-of-Use

U.S. Environmental Protection Agency — All Appropriate Inquiries https://www.epa.gov/brownfields/brownfields-all-appropriate-inquiries

U.S. Small Business Administration — 504 Loans https://www.sba.gov/loans/504-loans/

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