The Most Expensive Home Sales in New York City in May 2025

Synonymous with grit and towering ambition, New York is one of a kind. It’s no wonder millionaires flock to the area to snag some of the most expensive and exclusive properties in the world. Some purchase NYC homes as an investment or pied à terre, while others look for a place to call home. 

Ultraluxury home sales have actually increased in New York, even as luxury sales drop nationwide. Those with abundant resources are seemingly riding out this wave of economic uncertainty. 

However, this affluence comes as New York deals with an affordability crisis and a wave of outmigration. As of 2024, one in five households spent more than 50% of their income on housing, while over half of renters spent more than 30%. A lack of new construction, paired with stagnant wages, continue to be the primary culprits. 

Here were the most expensive home sales in New York City in May, according to data from Redfin. 

The most expensive home sales in New York City: May 2025

1. 25 Bond St. Unit PHW, New York City, NY 10012

• Sale price: $34,500,000
• List price: $39,500,000

Penthouse West at 25 Bond Street is a 6,350-square-foot NoHo duplex with 4 bedrooms, 5 baths, and 2,450 square feet of private terraces. Features include 11-foot ceilings, a Bulthaup kitchen, and sweeping views over Manhattan.

2. 370 W 11th St, New York, NY 10014

• Sale price: $19,999,000
• List price: Unavailable

This 4,334-square-foot West Village townhouse offers 5 bedrooms, 4 bathrooms, an elevator, garage, garden, and rooftop terrace with river views. Originally built in 1905, it’s been fully renovated with a blend of history and modernity.

3. 111 W 57th St. #69, New York, NY 10019

• Sale price: $18,500,000
• List price: $20,500,000

Penthouse 69 at 111 W 57th Street is a full-floor residence with 4 bedrooms, 4 full and 2 half baths, and private elevator access. The 3,873-square-foot space offers sweeping Midtown views and high-end finishes throughout.

4. 111 W 57th St. #67, New York City, NY 10019

• Sale price: $18,000,000
• List price: $20,000,000

Another condo in the same building, Residence 67 at 111 W 57th St. is a full-floor condo spanning 3,873 sq ft, with 3 bedrooms, 3.5 baths, and a private elevator entry.

5. 443 Greenwich St. Unit 5C, New York, NY 10013

• Sale price: $16,500,000
• List price: Unavailable

Penthouse 5C at 443 Greenwich Street is a spacious 3,227 sq ft SoHo condo featuring 4 bedrooms and 5 bathrooms in a stunning 1905 converted building.

6. 495 West St. Unit B, New York, NY 10014

• Sale price: $16,500,000
• List price: Unavailable

This 4,676-square-foot full-floor condo in the West Village features private elevator access, steel-frame windows, and open loft-style living with city and river views.

7. 215 Chrystie St. Ph 2, New York, NY 10002

• Sale price: $15,650,000
• List price: $17,995,000

Penthouse 2 at 215 Chrystie Street is a full-floor duplex spanning 4,236 square feet with 4 bedrooms and 4.5 baths, all accessible via a private keyed elevator.

8. 18 Gramercy Park S #3, New York, NY 10003

• Sale price: $15,150,000
• List price: Unavailable

Occupying a full floor at 18 Gramercy Park South, this 4,207-square-foot residence features private keyed elevator access. The home is finished with refined, luxury details throughout.

9. 500 W 18th St. Unit W22D, New York, NY 10011

• Sale price: $13,925,000
• List price: $14,695,000

West 22D at One High Line is a corner residence offering 4,063 sq ft with 4 bedrooms, 4.5 baths. It features a custom Bulthaup kitchen, radiant‑heat primary bath, abundant natural light, and Hudson River and city views.

10. 737 Park Ave Unit 15E, New York, NY 10021

• Sale price: $13,750,000
• List price: $14,250,000

Located in one of Manhattan’s most prestigious pre‑war buildings, Unit 15E at 737 Park Avenue is a corner residence spanning 4,382 sq ft with 5 bedrooms, 7.5 baths, and private keyed-elevator access.

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