Real Estate Tax Strategy
Entity Considerations for Real Estate Activity
Real estate has different entity considerations than operating businesses. The defaults that work for an active business often create problems for property — and vice versa.

Why LLCs are the default
Liability protection. Pass-through taxation. Operational flexibility. Easy to transfer interests. Easy to layer into holding company structures.
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Why S-corps are usually wrong
Distributing appreciated property out of an S-corp triggers gain at fair market value — you can't get the property out tax-free. Mortgages create basis problems S-corp shareholders rarely anticipate.
If property is already in an S-corp, get advice before doing anything else.
One LLC per property vs. one LLC for all
One LLC per property maximizes liability isolation but multiplies admin and financing complexity. One LLC for all is simpler but creates cross-property exposure. Most portfolios land somewhere between, often grouped by property type or risk profile.
Holding company structures at scale
Above 5–10 properties, a holding LLC owning property LLCs is usually the cleanest structure. Inter-company management agreements, consolidated reporting, and asset protection all work better.
Financing implications
Lenders treat LLC-held property differently than personally held property. Some require personal guarantees regardless. Some won't lend to LLCs. The entity decision interacts with the financing strategy.
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