Issue 100 – The Evolving Cycle of Sales

Just like the seasons change, so do sales cycles. This year, we are seeing a vast diversion from the standard norm in certain areas.

In the past, there were usually very distinct cycles for sales. One could expect a natural slowdown during the summer (from Memorial Day — or at least the end of June — to Labor Day) because that is when folks tend to travel, focus on family, and generally relax and unwind.

After Labor Day and the start of the school season, people would resume their searches and get serious about buying and selling property again. We would see an uptick and frenzy of activity, with listing inventory increasing and serious buyers seeking to snatch up a property, whether to live in themselves or for investment purposes.

Then, once the winter holiday season commenced with Thanksgiving, Hanukkah, Christmas, and New Year’s celebrations, the sales cycle would likely dip again, only to become frenzied once more right after the new year.

As during summer, this end-of-year holiday period was traditionally a time for family, travel, social activity, or just plain relaxation, with many putting off buying and selling property for those few weeks.

The post-holiday return to work was when many people learned what their bonuses would — or would not — be. This was also when they might receive a portion of the vested stock, which would determine what they would look to buy and invest in. 

Lately, however, we can throw those scenarios right out the window. There no longer seems to be any standard sales cycle at all; lines have blurred. We are seeing far busier summers in terms of buying and selling, and even during the winter holidays, deals are being pushed through. Still, it is nuanced and specific to different price and size segments.

This is neither good nor bad, but those in the sales market need to be aware that what may have been the norm years ago has now changed. We can no longer expect a complete flatline from Memorial Day to Labor Day. These once-slower turndown times are now times of opportunity.

While it is possible to time sales in the summer “off season” to capture buyers who are looking to snatch up “bargains” by racing in while others are away at play, I am instead telling many sellers to take their listings off the market and bring them back on right after summer — depending of course on their location, price segment, and market type. My rationale is that certain types of buyers will not be in the city during these hot summer months. For that market segment, fall will be far more robust.

Sometimes you can even time sales so that summer is surprisingly positive, but given the continuing high mortgage interest rates, that scenario isn’t playing out for the most part this season. Sure, there are some buyers — anomalies — who need to find a place quickly and prefer to buy instead of rent, especially since they might be able to negotiate a good price based on the seller’s anxiety about the market.

My overall takeaway is that there is no one-size-fits-all way to buy and sell right now. Some sellers may initially feel they want to push on during summer, not wanting to miss a prime opportunity to get eager buyers to their doors, while others will sit out from looking during the summer or winter holiday seasons.

Real Estate timing seems to becoming a customized approach — one that can yield well if time correctly.

Issue 123 – The NYC Pied-à-Terre Tax and its Implications on the Real Estate Market

Lately, we have been hearing the slogan “Tax the Rich” frequently. This is often espoused in reference to the newly implemented pied-à-terre tax in NYC.

It implies the rich aren’t paying taxes. The reality is quite different. Yes, there are some very wealthy people who pay far less in taxes than others earning the same or similar amounts. But New York City taxpayers pay the most local taxes in all of the U.S. The laws that need to be addressed are federal ones, not local. The loopholes touted are affecting just a select few, when in reality most high-net-worth folks are indeed paying a lot of taxes — especially New Yorkers, who pay $21 billion more to the state every year than the state spends on NYC.

The latest controversy stems from New York City’s enactment of a pied-à-terre tax—an annual surcharge on high-value homes that are not used as a primary residence. If you own a luxury second home in the city, you may now have a recurring tax exposure on top of other friction costs. The tax is also an annual recurring fee, not a one-time hit like the mansion or transfer tax, which makes it more pervasive.

According to a recent report by the NYC Comptroller, the legislation is expected to phase in from July 1, 2026, through June 30, 2028 (fiscal years 2026—2028), with the first phase focused on city “market value” thresholds. Early reporting indicates that the tax applies broadly to high-end second homes and provides different treatment for single-family homes versus co-ops and condos. For houses valued at roughly $5 million or more, the surcharge has been reported at 0.8%–1.3%. For co-ops and condos, the initial phase appears tied to Department of Finance values starting around $1 million, which can translate into a much higher market sale price.

I am seeing a lot of confusion about how this will be implemented. Essentially, people believe that any sales price over $5 million will be affected, when in fact Phase 1 will be based on land value, not the transactional equivalent sale price. For example, a property valued at $844,000 may not be captured by the pied-à-terre tax. It’s less than $1 million and nowhere near $5 million.

However, Phase 2 (for fiscal years 2028–2031, beginning July 1, 2028) becomes a much more speculative concern. Early indications suggest that the tax will be based on the more transactional side of things. It may even work on factoring a five-year average; we simply don’t know yet.

Some savvy buyers are trying to close before Phase 1 starts. Others are trying to keep their price below $5 million and then essentially work any credits as a side agreement to avoid the potential second-phase hit.

As Business Insider reported, “In its first two years, the tax will rely on Department of Finance ‘assessed values’ to determine which homes will face a new charge, while the city and state work out a new valuation system.”

Likewise, a recent CNBC segment details: “Billionaire and Citadel CEO Ken Griffin became the face of the tax after New York City Mayor Zohran Mamdani posted a video in front of Griffin’s penthouse apartment announcing the tax.”

I believe the pied-à-terre tax punishes people who use our services less than full-time residents. They also pay massive transfer and mansion taxes and typically don’t use our schools — a huge portion of real estate tax revenues.

My view is that this will not destroy the New York market, but it will absolutely change behavior at the margins. Buyers are already more sensitive to carrying costs, monthly common charges, assessments, the mansion tax, financing costs, and now an additional annual second-home tax. The psychological impact may be just as important as the financial one.

The highest end of the market will feel this first. For discretionary buyers, especially those comparing NYC to Palm Beach, Miami, Aspen, London, or other global luxury markets, this becomes another line item in the decision-making process. It may not stop a true New York buyer, but it may slow them down, sharpen their negotiations, or push them toward renting instead of buying.

As a result, I expect high-end rentals to benefit. A buyer who wants a New York City presence but does not want the tax complexity may choose to rent a trophy apartment instead. That could strengthen demand for luxury rentals, especially furnished, turnkey, white-glove inventory.

For co-ops, the impact may be more nuanced. Co-ops already have a smaller buyer pool because of board scrutiny, financing restrictions, and liquidity requirements. If the tax makes second-home buyers more cautious, certain high-end co-ops may feel additional pressure, especially those with significant monthly maintenance or less flexible sublet policies. That said, as I always point out, the very best buildings with scarcity, provenance, service, and location will still hold value.

I have not yet seen a wave of people selling solely because of this tax, but I have absolutely seen buyers pause, ask sharper questions, and reconsider the total cost of ownership. The conversation has shifted from “What is the purchase price?” to “What is my all-in annual exposure?”

Other markets have tried versions of second-home or vacancy-style taxes, with mixed results. In some places, they created revenue and pushed underused housing back into circulation. In others, they caused buyers to become more cautious or redirected capital elsewhere. New York is different because it remains New York — but the city cannot assume that capital is captive.

Again, citing Business Insider, “Hochul and Mamdani estimated the tax could raise $500 million.”

So, are there any benefits? Potentially. If the revenue is used responsibly, it could support city services and housing priorities. It may also create a clearer distinction between end-user demand and purely discretionary ownership. But from a market perspective, the risk is that it adds friction at a time when the luxury buyer is already highly selective.

My advice to second-home buyers is simple: do not overreact, but underwrite carefully. Understand whether the property will be classified as a primary residence or pied-à-terre. Review the building’s carrying costs, taxes, assessments, liquidity requirements, and resale profile. Buy quality, buy scarcity, and buy something you would be comfortable owning through a softer market.

It’s important to keep all in perspective: Mayors come and go, and when you start impacting the very hands that feed you in one of the most capitalistic cities that ripple through the nation, I think we stand the test of time on how we are going to navigate this.

The New York City buyer is not disappearing. But the casual, optional buyer now has one more reason to pause — and in this market, that matters.

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