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Updated 6 days ago on . Most recent reply

User Stats

31
Posts
34
Votes
Mike Schelske
  • San Francisco, CA
34
Votes |
31
Posts

What I learned using AI to analyze multifamily properties

Mike Schelske
  • San Francisco, CA
Posted

I used ChatGPT and Zillow to practice and learn basic property analysis. I asked GPT for a prompt that would cover my areas of interest. The prompt I used is at the bottom. I picked Portland, OR and Phoenix, AZ. First thing I noticed is property tax. Next is Zillow, there was more SFH posted on the Phoenix Recent Search page compared to Portland despite being listed as SFH on the Home Details page. Last GPT, is not always consistent it will drift no matter the length of the prompt. By drift I mean it would bring up a different address then the one inputted, output would also vary after 4-5 properties. That said, GPT is a good tool that made it very easy for me to get a better understanding of basic analytics, comparing contrasting states and property types (duplex, triplex, fourplex) and property taxes.

Beginner Investor Property Analysis Prompt (Stacked Layout)

Analyze this property listing for me as a beginner investor:

Link: [PASTE PROPERTY URL HERE]

1. Property Basics

  • What type of property is it? (single-family, duplex, triplex, etc.)
  • How big is it (square footage and lot size)?
  • How many bedrooms and bathrooms?
  • Any nice features or amenities? (garage, ADU, upgrades, yard, etc.)

2. Neighborhood Safety & Appeal

  • Is it in a safe or decent area?
  • Are there parks, schools, transit, or shops nearby that make it attractive for tenants?

3. Rental Potential (Simple)

  • Does it look like it can rent easily?
  • Provide the monthly money picture in a stacked layout:

Estimated Rent (all units): $____/month

Mortgage (ballpark): $____/month

Property Taxes: $____/month

Insurance: $____/month

Upkeep/Maintenance: $____/month

-------------------------------------------------

Estimated Monthly Cash Flow: $____/month

  • Based on this stacked breakdown, say if it would likely have positive cash flow, break even, or lose money under a typical loan.
  • If one unit is vacant and I live there (owner-occupied), show the new breakdown subtracting that unit’s rent.

4. Good for a Beginner?

  • Is this the kind of property a new investor could handle?
  • Is it relatively low-maintenance and in an area where tenants want to live?
  • Does it allow house-hacking (living in one unit and renting the rest)?

5. Red Flags in Plain English

  • Any obvious downsides like:
    • Unsafe area or low-demand neighborhood
    • Very old property needing major repairs
    • High fees (HOA, insurance)
    • Tricky local rules like rent control or relocation fees

6. Loan Scenario Comparison (VA Loan vs. Conventional Loan)

Provide two side-by-side stacked estimates for monthly costs, using the same rent and expense assumptions:

VA Loan (0% down, typical VA rate):

Estimated Rent (all units): $____/month

Mortgage (VA 0% down): $____/month

Property Taxes: $____/month

Insurance: $____/month

Upkeep/Maintenance: $____/month

VA Funding Fee (if financed): $____/month (if applicable)

-------------------------------------------------

Estimated Monthly Cash Flow: $____/month

Conventional Loan (e.g. 20% down, typical rate):

Estimated Rent (all units): $____/month

Mortgage (Conventional 20%): $____/month

Property Taxes: $____/month

Insurance: $____/month

Upkeep/Maintenance: $____/month

-------------------------------------------------

Estimated Monthly Cash Flow: $____/month

  • Clearly state which scenario produces better cash flow and how owner-occupying one unit affects both loan types.
  • Flag if VA has funding fee rolled in or waived (for service-connected veterans).

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