A client from Brooklyn called me last week. His parents, now in their eighties, could no longer manage the upkeep on the brownstone they’d owned for 50 years. They wanted to stay, and he wanted to help. “Can I just buy the house from them,” he asked, “and let them live there, rent-free?”
The answer is yes. But the difference between this act of stewardship succeeding or creating a cascade of financial problems lies entirely in how it is structured. A simple handshake deal, born from love and good intentions, can inadvertently jeopardize your parents’ eligibility for long-term care and create significant tax issues. This isn’t just a real estate transaction—it’s a critical component of your family’s generational plan.
The Hidden Risks of an Informal Arrangement
The most common impulse is to buy the home for less than its market value, or to have the parents “gift” the equity. While it feels like keeping money in the family, the state of New York sees it differently. If your parents need Medicaid to cover long-term care costs within five years of this transfer, the transaction will be scrutinized.
Under New York Social Services Law § 366, there is a five-year “look-back” period for Medicaid applications. Any assets transferred for less than fair market value during this period trigger a penalty, making your parents ineligible for benefits for a calculated period. A sale price substantially below a formal appraisal is classified as a gift, and that “gifted” amount is what Medicaid uses to calculate the penalty period. Suddenly, a gesture of support becomes a major obstacle to getting essential care.
Beyond Medicaid, there are capital gains tax implications. If you buy the home for a price far below its market value, your cost basis in the property is low. When you eventually sell it, the taxable gain will be much larger. A correctly structured sale can mitigate this, but it requires deliberate planning, not just a quick signature on a deed.
Structuring the Transfer: Two Prudent Paths
At my firm, we view the family home as more than an asset; it’s a vessel of memory and a cornerstone of legacy. Protecting it requires a formal structure. In cases like this, we typically consider two primary approaches.
1. Fair Market Sale with a Formal Lease
The cleanest method is often the most straightforward. You purchase the home from your parents at its appraised fair market value. This avoids any gift tax or Medicaid transfer penalty issues. The funds from the sale then become part of your parents’ liquid assets, which can be used for their care or managed within their broader estate plan.
After the sale, you execute a formal lease agreement with them. This document clarifies everything: who pays for property taxes, insurance, and major repairs. It establishes them as tenants with clear rights. While the idea of your parents being “tenants” may feel strange, this legal formality protects everyone. It defines responsibilities and prevents future misunderstandings, especially if other siblings are involved.
2. A Sale with a Retained Life Estate
Another path is the life estate. In this arrangement, your parents sell or gift the property to you but legally retain the right to live in it for the rest of their lives. They are the “life tenants,” and you are the “remainderman.”
A deed with a retained life estate is a powerful instrument. It ensures your parents’ right to occupy the home is legally protected and cannot be revoked. Upon their passing, the property automatically transfers to you without needing to go through probate in Surrogate’s Court. This can be an elegant way to handle the transfer, but it also has complexities. For instance, as life tenants, your parents typically remain responsible for property taxes and upkeep. And if the property needs to be sold while they are still alive, both you and your parents must agree to the sale.
Beyond the Deed: The Family Conversation
No legal document can replace the need for an open family conversation. If you have siblings, their understanding and buy-in are crucial. How will this transaction be viewed in the context of their inheritance? Will the money from the sale be considered the parents’ entire estate, or will it be set aside for their care? Putting the plan in writing, as part of your parents’ updated will or trust, prevents ambiguity and preserves family harmony.
Stewardship. That is the word I come back to. Taking over a family home is an act of care for both your parents and the generations that will follow. It requires careful thought and a deliberate, prudent plan.
Before you make an offer or sign a contract, the first step is to get a clear appraisal of the property’s value. The next is to sit down with your parents and an estate planning attorney to map the consequences of each path—for Medicaid, for taxes, and for the family’s future. It is a conversation that protects both your parents and the legacy they built.



