Real Estate Tax Strategy
Recordkeeping Basics for Real Estate Investors
Real estate tax positions are only as strong as the records behind them. Most investors keep enough records to file a return, not enough to win an audit. Here's the difference.

Per-property files
Each property needs its own folder: closing statement (HUD-1 / settlement statement), title work, loan documents, improvement records, depreciation schedule, rental agreements, insurance policies.
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Basis schedule maintained yearly
Original basis plus capital improvements minus depreciation taken. Update annually. Without it, gain on sale becomes a reconstruction project years later.
Improvement vs. repair distinction
Improvements are capitalized and depreciated; repairs are expensed. Document the nature of each significant project — invoices, scope, photos — so the classification holds up.
Mileage and travel logs
Property visits, contractor meetings, supply runs — log them contemporaneously. Mileage between properties is deductible if records support it.
REPS hour logs if applicable
Daily log of activities and hours. Calendar evidence. Third-party corroboration (texts with contractors, calendar invites). Reconstructed at year-end doesn't survive audit.
Personal-use day tracking for short-term rentals
Days the property is used personally (or by family at below-market rent) change tax treatment. A simple calendar log avoids losing deductions later.
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