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AI Prompt: Generate a Comprehensive Real Estate Due Diligence Checklist

Generate a 40-60 item due diligence checklist organized by category, with red flags and post-2024 regulatory items like CTA beneficial ownership reporting.

The Prompt

model-agnostic prompt
#3: Comprehensive Due Diligence Checklist

Generate a comprehensive due diligence checklist for a [PROPERTY TYPE] acquisition in [STATE].

PROPERTY DETAILS:
- Size: [SF/ACRES]
- Built: [YEAR]
- Tenants: [NUMBER] with leases expiring [DATES]
- Environmental history: [KNOWN ISSUES OR "NONE KNOWN"]
- Zoning: [CURRENT DESIGNATION]

CHECKLIST REQUIREMENTS:
1. Organize into categories: Title & Survey, Environmental, Zoning & Land Use, Structural/Physical, Financial/Leases, Legal/Compliance, Insurance, Tax
2. For each item, specify: (a) document to request, (b) who provides it, (c) standard review timeline, (d) red flags to watch for
3. Flag items that are jurisdiction-specific to [STATE]
4. Include post-2024 regulatory requirements (e.g., energy efficiency mandates, beneficial ownership reporting under CTA)
5. ANTI-HALLUCINATION: If a specific [STATE] requirement is uncertain, flag it as "[VERIFY WITH LOCAL COUNSEL]" rather than assuming.

  The output from this prompt typically generates a 40–60 item checklist organized into 8 categories. The key advantage over static templates is that AI checklists adapt to property type — a multifamily due diligence checklist includes rent roll verification and habitability compliance that wouldn't appear in an industrial property checklist. For more on how AI handles complex legal document analysis, see our guide on AI contract review tools and how they work.

  Pro tip: Feed the AI your firm's existing due diligence template and ask it to identify gaps. Most firms discover 5–10 missing items when they benchmark their templates against AI-generated checklists, particularly in environmental compliance and beneficial ownership verification categories that have expanded since 2024.

Variables (6)

VariableDescriptionExample
{{property_type}}Property TypeMultifamily
{{state}}StateTexas
{{year}}Year Built1998
{{number}}Number of Tenants12
{{dates}}Lease Expiration Dates2026-2031
{{current_designation}}Current Zoning DesignationC-2 General Commercial

Expected Output

An 8-category due diligence checklist (typically 40-60 items) with documents to request, responsible parties, review timelines, red flags, and CTA/energy compliance items.

Originally featured in: AI for Real Estate Lawyers: Contracts, Due Diligence & Closing Checklists (2026)

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