Issue 83 – What the Upper Manhattan Market Says About New York City’s Real Estate

Now that fall has started, it’s worth analyzing one of the most memorable summers ever in real estate. I’m personally capping the season with a deal that we just signed — a $27 million deal for a very large two-bed, two-bath condo on Billionaire’s Row in Midtown East.

It’s an incredible unit, and the most valuable two-bedroom to be sold this year. Now that it’s all signed, sealed and delivered, I’ve been thinking about what all this means for New York, and how the demand for Upper Manhattan has been surging compared to downtown.

First, some context. This summer is such a far cry from 2020, when the pandemic, riots, and business shutdowns all put the future of the city up in the air. From a real estate perspective, it was by no means certain that people would continue to want to live here. For now, though, the markets have calmed and buyers seem to like what they see. This August was one of the strongest ever, and compared to last year, all types of units across nearly every single price point saw a meaningful rise in signed contracts — with condos in particular moving at nearly twice the rate.

With all this demand, it’s important to understand why there has been so much interest in Upper Manhattan, and what’s driving it. Many clients have been spending time indoors more than their liking, and proximity to Central Park is more of a priority than ever. Much more of the existing inventory has also been renovated, compared to the market years ago. These are classic, pre-war buildings that will never be replicated, offering oversized, gracious layouts. They’re also close to great schools and cultural institutions like the Metropolitan Museum of Art, Lincoln Center, and the Guggenheim. Not only is this a major draw for families, or young upwardly-mobile couples looking to start one soon, it makes it an ideal location for international clientele who want a pied-à-terre in a central location.

Since we’re talking about New York real estate, value proposition is always a factor, and my clients are finding a great deal of relative value uptown. Broadly speaking, buyers prefer more recently constructed buildings. They tend to require no major capital improvements, are delivered in triple mint condition, and have unrivaled amenities and services beyond the standard fare. Downtown, despite having more inventory of newer units to absorb, still commands between $3,000 and $4,000 per square foot for a triple mint apartment. Compare that to the market above 59th Street and Billionaire’s row. New construction on the Upper East and West Sides have a blended average of $2,300 to $2,400 per square foot, though you’re likely to pay around $2,060. It’s a significant discount, but a narrowing one as buyers continue to look for quality and gauge long-term value.

Many of my clients are either upgrading or entering the market for the first time. The latter are often the ones with the least to spend and the most to lose, and they have been a driving force in the recent popularity for the Upper Manhattan neighborhoods. I’m hopeful that this is a sign of a durable recovery for New York City. While clients were at one point concerned about the surge of the Delta variant, they have since been satisfied with how the city has contained outbreaks so far. Since Eric Adams’ election as the next Mayor is all but certain, it seems the next administration will emphasize public safety and the concerns of the business community. Restaurants and bars are filled to the brim most nights of the week. People are returning to their offices. Subway ridership is increasing. This week, the city’s school system was fully open for the first time since last March!

The real estate market is reflecting so much of this optimism. Despite some outliers, much of what’s up for sale is priced fairly, and this is exactly why sales have been so consistently strong. People are realizing that much of the repricing has been in the luxury market, and coupled with historically low mortgage rates, they’re finding opportunities to not only upgrade their homes and get more space, but often at a cheaper monthly payment. Is there aspirational pricing? Of course. You see it in every market. But most prices don’t strike me as unreasonable considering the overall enthusiasm for New York. Should this rationality continue, I expect a very healthy market in the quarters to come.

Issue 125 – The $5 Million Question: What’s Actually Worth Owning in New York Right Now?

The New York real estate market is entering a period where the old rules of valuation are becoming less reliable. Price per square foot and comparable sales still matter, but buyers are weighing those factors differently — rewarding some attributes while quietly discounting others. The question is no longer simply, “What did the apartment downstairs sell for?” It’s “What are buyers willing to pay a premium for now — and what have they stopped paying for?”

I could identify at least seven factors being repriced in Manhattan right now: outdoor space, views/greenery, turnkey condition, monthly carrying costs, new development versus resale, second-home ownership, and the increasingly important distinction between a great apartment and a great building.

Confusing matters for buyers is that the NYC market is sending contradictory signals. Manhattan inventory is changing by price band, mortgage rates remain challenging nationally, and NYC’s new pied-à-terre tax is creating another potential dividing line in how buyers assess ownership costs.  

In the luxury zone, one way to test those shifting valuations is what I call “The $5-Million-Question.”

I can take $5 million and show clients what that buys today in six completely different versions of New York: Think:

  • $5M on Central Park West
  • $5M downtown
  • $5M in Brooklyn
  • $5M in a new development
  • $5M in a great prewar co-op
  • $5M for something compromised but spectacular

Same amount of money. Same city. Radically different value.

The questions to ponder are:

  • Which one would I buy?
  • Which one would I avoid?
  • Which one has the greatest upside?
  • And which one will be easiest to sell five years from now?

That comparison is more revealing than a market-wide statistic because it shows what the same $5 million actually buys — and what it might be worth to the next buyer.

On the surface, the questions are simple. In practice, answering them requires a sophisticated analysis — price per square foot, carrying costs, taxes, liquidity, buyer pool, neighborhood trajectory, architectural quality, and exit strategy. Buyers should seek out an expert broker not only for information but also for interpretation.

For a long time, value was assessed through familiar metrics: price per square foot, comparable sales, neighborhood, floor, light, views, condition, and building pedigree. Those factors still matter. But buyers are now weighing them differently. We are in a repricing phase — not necessarily of New York City as a whole, but of the individual components that define its value.

At Central Park West, $5 million typically trades square footage for permanence: park frontage, architectural significance, scarcity, and long-term stability.

Downtown, the same budget may secure a more contemporary product — larger windows, amenities, and outdoor space — but often at a higher price per square foot and with higher ongoing costs.

In a new development, $5 million buys condition, services, and immediacy. The question is how much of that price reflects a “new development premium,” and whether the resale market will recognize it when the time comes to exit.

In Brooklyn, the same capital can deliver scale, outdoor space, and architectural character that would be significantly more expensive in Manhattan.

None of these is inherently superior. The real questions are: What are you actually buying, and who will want it next? That second part is often underweighted: Which market is offering more rewards?

Based on buyer behavior, several attributes are becoming more defensible:

Light and views are not replicable. While layouts can be changed, exposure and outlook cannot be transformed.

Functional outdoor space is valuable. Usable terraces connected to living areas are materially more valuable than secondary or awkwardly accessed outdoor areas.

Strong floor plans are key. The pandemic reinforced that usability matters as much as size. Proportion, flow, and flexibility are now critical.

Condition has always mattered — now more than ever. High construction costs and uncertainty have increased demand for finished product. However, there is a ceiling — buyers will not indefinitely overpay for someone else’s design choices.

Low carrying friction is persuasive. Taxes, common charges, assessments, and long-term building health are now central to valuation. High monthly costs can materially impact resale liquidity.

Scarcity can be the tipping point. A strong apartment does not need to be perfect. It needs to be difficult to replicate.

So, where would I be most cautious today?

I would be disciplined about paying a premium purely for newness. New does not hold value on its own — architecture, location, and scarcity do. I would closely evaluate buildings where carrying costs are disconnected from underlying asset value. I would avoid trophy pricing unless there is a true trophy attribute. And I would be careful about pricing that is anchored primarily to renovation cost.

A $2 million renovation does not translate into a $2 million increase in value.

The market does not reimburse cost. It prices outcome.

If I were allocating funds at this level, the guiding principles should be: light over finishes, proportion over decoration, irreplaceable views over amenity packages, and ultimately, best-in-class units in proven buildings over average units in trending ones.

The strongest purchases do two things at once: they function as exceptional homes today and remain desirable assets tomorrow. That means thinking about the exit before the entry — and recognizing that New York isn’t one market, but a collection of micro-markets defined by neighborhood, block, building, floor, and orientation.

While real estate is inherently emotional, value is what remains when emotion fades.

Whether the budget is $1 million, $5 million, or $25 million, the question is ultimately the same: What is actually worth owning?

That is the question the next phase of the market will answer — and it will reward analysis over generalization.

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