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The 5 Questions That Expose Bad Listing Agents (And Bad Houses): Your Town-by-Town Interrogation Guide

Under 1 min read
November 13, 2025
THE BOTTOM LINE

Generic questions get generic answers. Ask five hyper-specific, town-aware questions tailored to local regulations and known issues, and listing agents either reveal truth or expose themselves as unprepared.

WHO NEEDS THIS

First-time buyers and anyone making an offer in the next 30 days in Greater Boston.

KEY INSIGHTS
  • Failed septic systems: Ask about Title V inspection dates before negotiating
  • Historical commissions block renovations in 23+ towns—ask upfront
  • School district boundaries vary wildly within towns, affecting $200K+ in value
  • Lead paint (pre-1978) and radon issues require specific documentation questions
  • Good agents answer confidently; bad agents get defensive or vague
DO THIS NEXT

Print your target town's 5-question cheat sheet before your next showing this weekend.

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