Real Estate Planning for Business Owners: Separate, Protect, and Optimize
Strategic Property Ownership Structures
Business owners with real estate need strategies to protect assets, optimize taxes, and transfer wealth. Learn LLC structures, cost segregation, and 1031 exchanges.
- Separate real estate from operating company in a distinct LLC - protects property from business liabilities
- Charge fair market rent to create deductible expense for operating company and tax-advantaged income for real estate LLC
- Cost segregation can accelerate $400K+ in first-year depreciation deductions on $2M property purchases
- 1031 exchanges defer capital gains indefinitely - at death, heirs receive stepped-up basis eliminating the gain
- LLC ownership enables 25-35% valuation discounts for estate planning, transferring $5M property at $3.5M value
The Opportunity
Why Real Estate Planning Matters
Liability Separation: Protect Assets from Business Risk
Holding business real estate in a separate LLC protects it from operating company liabilities. If the operating company is sued, the real estate is owned by a different entity and cannot be reached by creditors. This simple structure can protect millions in property value from business lawsuits.
Rental Income Shifting: Create Tax-Advantaged Cash Flow
The operating company pays market-rate rent to the real estate LLC, creating a tax-deductible expense for the operating company. The real estate LLC receives rental income that can be offset by depreciation, interest, and property expenses - often resulting in tax-free cash flow to the owner.
Estate Planning Advantages: Transfer Value Efficiently
Holding real estate in LLCs facilitates estate planning through valuation discounts (lack of marketability and control), gradual ownership transfers to family members, and dynasty trust strategies. A $5M property in an LLC might transfer at $3.5M for gift tax purposes after discounts.
1031 Exchange Flexibility: Defer Capital Gains Indefinitely
Real estate held separately from the operating business can be sold and exchanged for other investment property under IRC Section 1031, deferring capital gains indefinitely. Upon death, heirs receive stepped-up basis, potentially eliminating the deferred gain entirely.
Implementation
Proven Strategies
Separate Real Estate Holding Company
Form a separate LLC to own business real estate. The operating company leases the property from the real estate LLC at fair market rent. This creates liability separation, rental income shifting, and estate planning flexibility. The real estate LLC is typically owned by the same individuals who own the operating company.
Manufacturing company worth $3M operates from $2M building. Building transferred to new LLC. Operating company pays $200K annual rent (market rate). Real estate LLC after depreciation shows minimal taxable income. Building protected from manufacturing liability claims.
Cost Segregation for Accelerated Depreciation
Cost segregation studies reclassify building components (electrical, plumbing, fixtures) from 39-year property to 5, 7, or 15-year property, accelerating depreciation deductions. Combined with bonus depreciation (60% in 2024), this can generate substantial year-one tax deductions for property purchases or improvements.
$2M commercial building purchase. Standard depreciation: $51K/year. Cost segregation identifies $600K as shorter-life property. First-year depreciation with bonus: $400K+ vs $51K. At 37% bracket: $130K additional tax savings in year one.
1031 Exchange into Higher-Value Property
Sell appreciated business real estate and exchange into higher-value investment property under IRC Section 1031. All capital gains are deferred indefinitely. Continue exchanging throughout lifetime, then heirs receive stepped-up basis at death - potentially eliminating all deferred gains. Consider Delaware Statutory Trusts (DSTs) for passive diversified ownership.
Sell $3M property (basis $1M, $2M gain). Instead of $476K capital gains tax, exchange into $5M property. Continue deferring. At death, heirs inherit at $5M stepped-up basis. $2M+ in gains never taxed.
Avoid These Pitfalls
Common Mistakes
Keeping Real Estate in Operating Company
Real estate owned directly by the operating company is exposed to all business liabilities. A lawsuit or bankruptcy could result in losing the property. The 30 minutes required to transfer real estate to a separate LLC can protect millions in property value from future claims.
Not Charging Market-Rate Rent
If the operating company pays below-market rent to a related real estate LLC, the IRS may recharacterize the arrangement. Always charge fair market rent supported by comparable analysis or appraisal. This also maximizes the legitimate tax deduction for the operating company.
Missing Cost Segregation Opportunities
Many property owners use standard 39-year depreciation when cost segregation could accelerate hundreds of thousands in deductions. The cost segregation study costs $5K-$15K but can generate 10x+ that amount in first-year tax savings. Consider for any property purchase over $750K.
Questions
Common Questions
Here are the most common questions we receive about this topic.
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