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In honor of the Grammy Awards, see NYC homes linked to Billy Joel, Bob Dylan, and Barbra Streisand

By CityRealty Staff | From Great Listings Today, January 31, 2026

265 West 139th Street, #TH (Sotheby's International Realty)

On Sunday, February 1, the Grammy Awards will celebrate excellence in music over the past year. Comedian Trevor Noah will host the show, and performers will include Lady Gaga, Sabrina Carpenter, Justin Bieber, Clipse, and Pharrell Williams. All of this year's Best New Artist nominees will perform in a special segment, and this year's In Memoriam segment will include tributes to D'Angelo, Roberta Flack, and Ozzy Osborne.

The Grammys will take place at the Crypto.com Arena in Los Angeles with options to watch on CBS and Paramount+. However, many Grammy-nominated musicians, not to mention acclaimed actors, artists, and fashion designers, have New York City residences to their names, whether as pied-a-terres while working in the city or home bases. A celebrity's name attached to a listing can add a touch of glamour and definitely extra attention. Below, we look at New York City listings with star-studded connections.

Billy Joel

The Hawthorne, #15D (ALTA Real Estate); Billy Joel (By Raph_PH - BillyJoelHydeP070723 (57 of 112), CC BY 2.0, https://commons.wikimedia.org/w/index.php?curid=147005447)

During his marriage to "uptown girl" Christie Brinkley, Grammy Award-winning musician Billy Joel lived in a penthouse on Central Park South and kept a separate one-bedroom unit as a studio and office (h/t New York Post). The one-bedroom was considered an extension of the penthouse at the time, but is now being offered as an individual listing.

The Hawthorne, #15D
$1,020,000

Midtown West | Cooperative | 1 Bedroom, 1 Bath | 900 ft²

The Hawthorne, #15D (ALTA Real Estate)

From the Listing: Live luxuriously in this 3.5-room Midtown residence at 128 Central Park South, boasting sunny southern exposure and open city views. This elegant prewar co-op offers an eat-in kitchen, in-unit laundry, and a tranquil primary suite with en-suite bath. See floor plan and full details here.

2 Available Listings for Sale from $1,020,000

Bob Dylan

265 West 139th Street, #TH (Sotheby's International Realty)

Bob Dylan's ties to Greenwich Village and the Chelsea Hotel are well known, but the prolific singer also owned a McKim Mead & White-designed townhouse in Harlem for 14 years. He sold it for $560K in 2000; about 25 years later, it is back on the market for nearly five times that amount (h/t 6sqft).

265 West 139th Street, #TH
$2,750,000 (-8.3%)

Harlem | Townhouse | 5 Bedrooms, 2.5 Baths

265 West 139th Street, #TH (Sothebys International Realty)

From the Listing: 265 West 139th Street is a rare architectural offering—designed by Stanford White in 1893 and remarkably preserved, restored, and future-proofed over its 13 decades. This five-bedroom townhouse blends 19th-century craftsmanship with 21st-century upgrades: zoned central HVAC, radiant-heated bathrooms, CitiQuiet windows, and a private gated carport with a second parking space accessed via Strivers’ Row’s famed residents-only alley. See floor plan and full details here.

Michiel Huisman

The MacIntyre, #701 (Brown Harris Stevens); Michiel Huisman (By Sebahed at English Wikipedia - Transferred from en.wikipedia to Commons., CC BY-SA 3.0, https://commons.wikimedia.org/w/index.php?curid=39431990)

In 2016, around the time he shot to prominence for his role on Game of Thrones, actor Michiel Huisman and his wife bought a loft apartment in the Flatiron District. The New York Post announced the listing and notes that if it sells for this ask, they could make a profit of over $1 million.

The MacIntyre, #701
$3,250,000

Flatiron/Union Square | Cooperative | 2 Bedrooms, 2 Baths

The MacIntyre, #701 (Brown Harris Stevens Residential Sales LLC)

From the Listing: Highly refined, and deeply serene, this light-filled, architecturally significant loft is a rare opportunity to live with great beauty while overlooking the Flatiron, one of Manhattan’s most desired and storied neighborhoods. Thoughtfully renovated with impeccable skill by renowned architect Elizabeth Roberts, this graceful city flat blends classic New York character with an elevated sense of style to inspired effect. See floor plan and full details here.

3 Available Listings for Sale from $1,299,000

George Plimpton

The Black & Whites, #23 (Douglas Elliman); George Plimpton (By Gotfryd, Bernard, photographer - George Plimpton, Public Domain, https://commons.wikimedia.org/w/index.php?curid=114193325)

Many New York City listings tout their potential for entertaining, but that is truly the case for this Upper East Side duplex: It was the home of The Paris Review co-founder/editor George Plimpton, and he hosted parties with guests like Truman Capote, Jacqueline Kennedy Onassis, and Sir Paul McCartney in the living room. It stayed in the family for years after his death in 2003 and was briefly listed as a rental before his estate put it on the sales market.

The Black & Whites, #23
$4,995,000 (-4.9%)

Lenox Hill | Cooperative | 5 Bedrooms, 6+ Baths | 4,700 ft²

The Black & Whites, #23 (Douglas Elliman Real Estate)

From the Listing: Incredible rare opportunity to own a sprawling 4,700 square foot 5-bedroom, 6.5-bath duplex for under $5 million! Must see this country house in the city featuring large-scale rooms, a magnificent mahogany staircase, air-conditioning throughout, beautiful hardwood floors, and custom soundproof glazed windows. Additional features include prewar character and charm, 9-foot ceilings, original inlaid fireplace surrounds, ornate wooden mantles, crown moldings, and numerous light-filled windows overlooking the majestic East River. See floor plan and full details here.

1 Available Listing for Sale for $4,995,000

Kaia Gerber

72 Mercer Street, #5W (Corcoran Group); Kaia Gerber (By Jay Dixit - A cropped version of File:Kaia Gerber at the 2024 Toronto International Film Festival 01.jpg, CC BY-SA 4.0, https://commons.wikimedia.org/w/index.php?curid=153476994)

Red carpet watchers know model/actress Kaia Gerber inherited her impeccable sense of style from her mother, supermodel Cindy Crawford, and that comes through in her Soho loft as well. She renovated it with a calming palette, natural materials, and premium appliances. However, acting commitments in California seem to have kept her from enjoying it; she listed it in December 2025 (h/t New York Post).

72 Mercer Street, #5W
$5,795,000

SoHo | Condominium | 2 Bedrooms, 2.5 Baths | 2,133 ft²

72 Mercer Street, #5W (Corcoran Group)

From the Listing: Set on a high floor of 72 Mercer Street, this spacious two-bedroom, two-and-a-half-bath home offers soaring 11+ foot ceilings with beautiful western and eastern light, in prime Soho. A private elevator opens directly into the loft, where an impressive Great Room with a gas fireplace is framed by a wall of floor-to-ceiling windows overlooking Mercer Street. See floor plan and full details here.

1 Available Listing for Sale for $5,795,000

Keanu Reeves

525 West 22nd Street, West Chelsea penthouse

The Spears Building, #PHD (Corcoran Group); Keanu Reeves (By Gabriel Hutchinson - Own work, CC BY-SA 4.0, https://commons.wikimedia.org/w/index.php?curid=174761629)

While making his Broadway debut in Waiting for Godot, actor Keanu Reeves rented a Chelsea penthouse from supermodel Linda Evangelista for about $45K/month (h/t New York Post). It is now back on the sales market at a lower price than when she initially listed it in May 2024.

The Spears Building, #PHD
$7,995,000

Chelsea | Condominium | 4 Bedrooms, 2 Baths | 4,022 ft²

The Spears Building, #PHD (Corcoran Group)

From the Listing: A true West Chelsea dream, this sprawling 4,022-square-foot penthouse offers the ultimate in loft-living, with 2,500 square feet of private outdoor space-for an unprecedented $7,995,000. With exposed brick, polished concrete floors, soaring ceilings that reach up to 13' tall, and skylights throughout, this penthouse beckons a bygone era where raw and industrial bones meet modern sophistication, much like its world-famous supermodel owner, who once called this home. See floor plan and full details here.

2 Available Listings for Sale from $7,995,000

Uma Thurman

1 Lexington Avenue, #8/9CD (Corcoran Group); Uma Thurman (By PhilipRomanoPhoto - Own work, CC BY 4.0, https://commons.wikimedia.org/w/index.php?curid=163161329)

Shortly after her divorce from recent Academy Award nominee Ethan Hawke, actress Uma Thurman bought a bachelorette pad with a key to Gramercy Park and combined it with a neighboring single-floor unit into one magnificent home. She sold it for $6.6 million in 2016, and Mansion Global announced that these buyers have recently listed it.

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Select which properties are of interest to you:

969 Fifth Avenue
The Giorgio Armani Residences, 760 Madison Avenue
The Black & Whites, 541 East 72nd Street
The Eldorado, 300 Central Park West
The Hawthorne, 128 Central Park South
The Spears Building, 525 West 22nd Street
72 Mercer Street
The MacIntyre, 874 Broadway
1 Lexington Avenue
The Greenwich, 65 West 13th Street

Or call us at (212) 755-5544

1 Lexington Avenue, #8/9CD
$8,950,000

Gramercy Park | Cooperative | 5 Bedrooms, 3.5 Baths

1 Lexington Avenue, #8/9CD (Corcoran Group)

From the Listing: Located in one of Gramercy Park's most distinctive prewar cooperatives, One Lexington Avenue, this expansive 5-bedroom, 3.5-bathroom duplex home with a terrace and 10' ceilings has been beautifully renovated with all new Pella windows and Lutron smart home lighting throughout. This very rare and extremely well-proportioned layout wraps two corners with rooms that flow seamlessly into one another. Apartment is delivered with a key to Gramercy Park. See floor plan and full details here.

1 Available Listing for Sale for $8,950,000

Giorgio Armani

760 Madison Avenue, Upper East Side condos for sale

The Giorgio Armani Residences (Douglas Elliman)

760 Madison Avenue is home to a Giorgio Armani flagship and The Giorgio Armani Residences on the upper levels. Giorgio Armani himself took an active hand in conceptualizing the residences and planned to move in, but didn't get to do that before his death in September 2025. His custom-designed two-bedroom apartment with bespoke finishes is now on the market.

The Giorgio Armani Residences, #6B
$9,950,000

Park/Fifth Ave. to 79th St. | Condominium | 2 Bedrooms, 2.5 Baths | 2,005 ft²

The Giorgio Armani Residences, #6B (Douglas Elliman Real Estate)

From the Listing: Brand new and never lived in, Residence 6B features bespoke finishes created exclusively for this home. One of only two two-bedroom residences in the building, the apartment offers an elegant 2-bedroom, 2.5-bath layout spanning approximately 2,005 square feet. A semi-private elevator landing opens to a grand entrance gallery clad in Gascogne Beige honed limestone slab flooring, immediately setting a tone of refined sophistication. The dramatic 24'6" x 19'6" living room enjoys open Madison Avenue streetscape views. See floor plan and full details here.

2 Available Listings for Sale from $9,950,000

Meredith Vieira

The Eldorado, #PH19J (Corcoran Group); Meredith Vieira (By http://www.VancityAllie.com - originally posted to Flickr as Michael Buble on the Today Show, CC BY 2.0, https://commons.wikimedia.org/w/index.php?curid=9556017)

As journalist/former Today cohost Meredith Vieira told The New York Times, this apartment at The Eldorado checked all the boxes: all one level, high ceilings, lots of natural light, and a private terrace. But following the December 2024 death of her husband, news producer Richard Cohen, she is spending less time there and has put it on the market.

The Eldorado, #PH19J
$11,750,000

Central Park West | Cooperative | 3 Bedrooms, 3.5 Baths | 2,800 ft²

The Eldorado, #PH19J (Corcoran Group)

From the Listing: Set within one of Central Park West's most distinguished Art Deco landmarks, this sun-filled penthouse at The Eldorado embodies timeless elegance and architectural integrity. With gracious scale, exquisite moldings, and two beautifully landscaped terraces that embrace the home on three sides, every detail reflects both the craftsmanship of Emery Roth and the enduring comfort of a classic New York home. Arrive by private elevator landing and step into an expansive living and dining area that immediately conveys warmth and proportion. See floor plan and full details here.

2 Available Listings for Sale from $1,950,000

Lee Radziwill

969 Fifth Avenue, #5-6 (The Modlin Group)

Socialite Lee Radziwill was the sister of Jacqueline Kennedy Onassis, a princess by marriage, and one of Truman Capote's "swans" known for her sense of style. She brought her eye for elegance to an apartment in a prestigious Fifth Avenue cooperative, designing it to reflect the sun, sky, and movement of light from Central Park. She lived there until 1979; most recently, it came on the market for $16.9 million in August 2025 and the price has been reduced since.

969 Fifth Avenue, #5-6
$13,500,000 (-9.4%)

Park/Fifth Ave. to 79th St. | Cooperative | 3 Bedrooms, 4.5 Baths

969 Fifth Avenue, #5-6 (Modlin Group LLC)

From the Listing: Situated on a quiet block in the quiet reaches of Fifth Avenue, this exquisite three bedroom, four-and-a-half-bathroom duplex boasts a classic and elegant layout, as well as a distinguished lineage of owners. A thoughtful separation of entertaining spaces and private quarters allows for entertaining options while also ensuring the sanctity of one’s peace. See floor plan and full details here.

1 Available Listing for Sale for $13,500,000

Barbra Streisand

49 East 80th Street, #TH (Corcoran Group) | Barbara Streisand image by NIH Image Gallery from Bethesda, Maryland, USA - Barbra Streisand with Francis Collins and Anthony Fauci, Public Domain, https://commons.wikimedia.org/w/index.php?curid=91827976

EGOT-winning singer/actress Barbra Streisand has come a long way from humble beginnings in Brooklyn; her New York City real estate holdings have included an apartment at The Ardsley on Central Park West and a five-story townhouse on the Upper East Side. The house entered contract in August 2025, but the deal appears to have fallen through; it is back on the market.

49 East 80th Street, #TH
$15,800,000

Carnegie Hill | Townhouse | 6+ Bedrooms, 5.5 Baths | 9,193 ft²

49 East 80th Street, #TH (Corcoran Group)

From the Listing: Presenting an unparalleled opportunity to own a distinguished historical 25-foot-wide mansion at 49 East 80th Street with its own private garage. The interior features five stories plus a basement which total approximately 9,193 square feet. The exterior spaces total 2,042 square feet and include a landscaped garden, three terraces, and a lavish roof garden. See floor plan and full details here.

Jon Stewart and Michael Kors

Michael Kors Greenwich Village apartment

The Greenwich, #PHD (Nest Seekers LLC); Michael Kors (By Ed Kavishe, http://www.fashionwirepress.com/ - Wikipedia:Contact us/Photo submission, CC BY 3.0, https://commons.wikimedia.org/w/index.php?curid=4048559)

Given this expanded Village penthouse's star-studded history, another high-profile buyer would not be surprising: In 2005, when it was still contained to a single-floor apartment, fashion designer Michael Kors bought it from then-Daily Show host Jon Stewart for just under $4 million. Mansion Global notes that he sold it for $7.63 million in 2018 to a buyer who combined it with the top-floor unit she already owned into a magnificent penthouse with a private roof deck.

The Greenwich, #PHD
$18,500,000

Greenwich Village | Condominium | 4 Bedrooms, 3.5 Baths | 4,690 ft²

The Greenwich, #PHD (Nest Seekers LLC)

From the Listing: Never before on the market, this exceptional duplex penthouse plus a private rooftop terrace crowns one of Downtown Manhattan’s most distinguished pre-war loft condominiums. Spanning 4,690 interior square feet across two expansive floors, the residence exudes effortless grandeur, showcasing a sweeping south-facing terrace and a private rooftop sanctuary, amounting to 2,639 exterior square feet, with panoramic views across the southern, eastern, and northern skylines. See floor plan and full details here.

2 Available Listings for Sale from $5,299,000

Suzy Welch

160 East 81st Street, Upper East Side mansion

160 East 81st Street, #TH (Corcoran Group)

In 2021, about a year after the death of her husband, former GE CEO Jack Welch, author/professor Suzy Welch purchased an Upper East Side mansion with one of the largest private gardens in the neighborhood. She told the New York Post, "I've loved every minute of living there," but listed it in December 2025.

160 East 81st Street, #TH
$26,000,000

Carnegie Hill | Townhouse | 6+ Bedrooms, 5.5 Baths | 7,675 ft²

160 East 81st Street, #TH (Corcoran Group)

From the Listing: This mint condition 40 foot wide mansion boasts one of the largest private gardens on the Upper East Side of Manhattan, a private garage with curb-cut and stunning interiors recently reimagined by renowned design firm Williams Lawrence. Located on one of the finest townhouse blocks in the neighborhood, 160 East 81st is a double-wide mansion with a private garage, an elevator and a landscaped south-facing garden. See floor plan and full details here.

The Weeknd

443 Greenwich Street, #PHD (Compass)

In 2018, the same year Starboy won the Grammy for Best Urban Contemporary Album, The Weeknd rented a triplex penthouse at celebrity favorite condominium 443 Greenwich Street for $60,000/month (h/t New York Post). More recently, the penthouse has returned to the sales market.

443 Greenwich Street, #PHD
$35,000,000

Tribeca | Condominium | 4 Bedrooms, 4.5 Baths | 5,004 ft²

443 Greenwich Street, #PHD (Compass)

From the Listing: Penthouse D unfolds across three expansive levels, offering 5,000 square feet of interior space and more than 1,000 square feet of private, south-facing terraces. Designed for flexibility, the home accommodates up to four bedrooms along with space for an office, game room and staff quarters. A key-locked elevator opens into a marble-clad foyer, leading directly into the luminous great room. Private parking spot included. See floor plan and full details here.

1 Available Listing for Sale for $35,000,000

Would you like to tour any of these properties?

Just complete the info below.

Select which properties are of interest to you:

969 Fifth Avenue
The Giorgio Armani Residences, 760 Madison Avenue
The Black & Whites, 541 East 72nd Street
The Eldorado, 300 Central Park West
The Hawthorne, 128 Central Park South
The Spears Building, 525 West 22nd Street
72 Mercer Street
The MacIntyre, 874 Broadway
1 Lexington Avenue
The Greenwich, 65 West 13th Street

Or call us at (212) 755-5544

Would you like to tour any of these properties?

This is your member's center

In this article:

Billy Joel

The Hawthorne, #15D
$1,020,000

Bob Dylan

265 West 139th Street, #TH
$2,750,000 (-8.3%)

Michiel Huisman

The MacIntyre, #701
$3,250,000

George Plimpton

The Black & Whites, #23
$4,995,000 (-4.9%)

Kaia Gerber

72 Mercer Street, #5W
$5,795,000

Keanu Reeves

The Spears Building, #PHD
$7,995,000

Uma Thurman

Select which properties are of interest to you:

1 Lexington Avenue, #8/9CD
$8,950,000

The Giorgio Armani Residences, #6B
$9,950,000

Meredith Vieira

The Eldorado, #PH19J
$11,750,000

Lee Radziwill

969 Fifth Avenue, #5-6
$13,500,000 (-9.4%)

Barbra Streisand

49 East 80th Street, #TH
$15,800,000

Jon Stewart and Michael Kors

The Greenwich, #PHD
$18,500,000

Suzy Welch

160 East 81st Street, #TH
$26,000,000

The Weeknd

443 Greenwich Street, #PHD
$35,000,000

This is your member's center

In this article:

Billy Joel

Bob Dylan

Michiel Huisman

George Plimpton

Kaia Gerber

Keanu Reeves

Uma Thurman

Select which properties are of interest to you:

Meredith Vieira

Lee Radziwill

Barbra Streisand

Jon Stewart and Michael Kors

Suzy Welch

The Weeknd

Select which properties are of interest to you:

Listings in this article

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