From Athletes to Artists, The Splendor of Celebrity Living

There’s a reason we continue to be fascinated by celebrities. They are not only talented in their respective fields but also often emit an aura that extends beyond their professions. In the fields of fashion, music, and design, they become tastemakers, influencing culture in ways that pervade how we think about art, entertainment, and luxury.

The same is true in real estate. The properties below — once owned by iconic names from sports to high fashion — encapsulate what celebrities value in their homes: spectacular amenities, intimate living spaces, and discrete, tight security.

The homes also offer a glimpse into their former owners’ unique skills and requirements. If you’ve ever imagined filling a fashion mogul’s closets, using a legendary musician’s recording studio, or exercising in a sports superstar’s gym, you need look no further.

Fashion King’s Castle in the Sky

1 Central Park South, Apt 1809, New York, New York, 10019 United States
Price: $50,000,000 | Beds: 4 | Baths: 4 | Partial baths: 1 | Square feet: 6,050 | Price per sq. ft: $8,264 | Sotheby’s International Realty — East Side Manhattan Brokerage

This opulent corner duplex penthouse is the trophy atop the legendary Plaza Residences. With a cupola and breathtaking views of Central Park and Fifth Avenue, it is a sky palace.

Home to Tommy Hilfiger, the renowned fashion and lifestyle designer, the 12-room residence has undergone a $20 million renovation, perfectly restored to French Renaissance style. Each significantly proportioned room boasts 10- to 35-foot ceilings and exquisite custom millwork, stonework, reclaimed hardwood floors, and bespoke Nanz hardware.

The main level opens into a large gallery that leads to a grand salon with direct views of Grand Army Plaza on Fifth Avenue. The home also features an alcove library, an office with custom panels, a media room with a fireplace and a formal dining room with a wet bar. The majestic dome tea room showcases a mural painted by Hilary Knight, illustrator of the animated series “Eloise,” and overlooks Central Park. A bistro-inspired eat-in kitchen with cutting-edge appliances and a powder room complete the floor’s design.

All the opulence of the French Renaissance is on display at this iconic Manhattan address. Photography: Travis Mark

A sweeping spiral staircase leads to the upper level, where four private bedroom suites and four full bathrooms float above the city. The corner-tower master suite forms a luxurious retreat that includes a decorative fireplace, double dressing rooms, and a spa-like bathroom. Astride the Plaza’s grand dome, a private terrace overlooks Central Park. Three additional bedroom suites are whimsically themed: nautical, rock ‘n’ roll, and lavender fields.

This is an exceptional offering for the most discerning buyer seeking regal, contemporary living, and entertaining.

Image: Unprecedented views of Central Park await the next owner of this iconic piece of New York real estate.
Unprecedented views of Central Park await the next owner of this iconic piece of New York real estate.

Pro-Baller’s Waterside Courtyards

6396 North Bay Road, Miami Beach, Florida, 33141 United States
Price: $18,000,000 | Beds: 6 | Baths: 8 | Partial baths: 2 | Square feet: 11,709 | Acres: .551 | Price per sq. ft: $1,537 | ONE Sotheby’s International Realty

This sleek resort-style home merges Miami Beach’s principal luxuries: exclusivity, sun, water, and sophistication.

Located on the prestigious waterfront area of North Bay Road, the home was custom designed and built in 2009 by the Miami-based architect Carlos Prio-Touzet. It is uniquely divided into three courts, each with its own architectural character and natural features, including trees, plants, light, water, and breezes.

Most recently owned by professional basketball player Chris Bosh, the home accommodates top-shelf family living and entertaining. It boasts 11,709 square feet of living area on a half-acre lot, with courtyards for entertainment and play. Ultra-high ceilings, long walls of impact windows and doors, and clean lines invite the outdoors in to the home. The interior is a streamlined study in white and light hues that dance with the surrounding blue sky and water.

Clean modern lines complement unfettered luxury at this Miami Beach escape. Photography: Roland Valavicius

A gourmet, eat-in kitchen includes high-end appliances and hardware. The luxe master bedroom features a midnight kitchen. A hot tub, spa, separate guesthouse, and numerous bathrooms further satisfy every need or want.

On the water-facing side of the property, a stunning 37-by-17-foot heated pool emerges just steps from a covered summer kitchen. The bay (with a private boat dock) occupies the other side. Open sightlines offer unparalleled views of downtown Miami, as well as spectacular sunsets.

Country Singer’s Southwest Escape

San Antonio, Texas, 78257 United States
Price: Upon request | Beds: 4 | Baths: 6 | Partial baths: 2 | Square feet: 7,925 | Acres: 12.2 | Kuper Sotheby’s International Realty

Designed by architect Bill Tull, the one-of-a-kind, hand-crafted estate sits nestled on 12.2 secluded acres in The Dominion, an exclusive community in San Antonio. Custom-built in the spirit of Sante Fe luxury, this flawless residence offers relaxed living with remarkable views.

Tull and his crew moved to San Antonio from Arizona for two years to build the opulent estate, currently owned by the country singer George Strait. Constructed with imported adobe, endless attention to detail can be found in every inch. Upon entry, visitors bear witness to fourteen hand-sculpted fireplaces. The home is accented throughout by stained glass windows, saguaro cactus rib shutters, vanity mirrors, sconces, handcrafted tile, corbels, and a copper bar top designed by Tull.

This elegant, modern take on Sante Fe luxury offers stunning views and refined comfort. Photography: Lauren J. Keller, Luxury Real Estate Services, LLC.

Exposed adobe walls allow an appreciation for their craftsmanship. Longleaf yellow pine floors and a four-foot concrete overlay define the space. Masterfully designed to blend indoor and outdoor spaces, the home is ideal for entertaining. The master suite features separate his and hers bathrooms, each with its own entry and separate closet. Two oversize en suite guest bedrooms, each with a bath, exercise room with sauna, and a separate casita, offer a self-contained living experience. An infinity pool and a spa with a mosaic finish overlook scenes of downtown San Antonio and the Texas Hill Country. This sophisticated masterpiece encapsulates art, comfort, and exceptional views.

Rocker’s Maritime Playground

67 Roulac Lane Friday Harbor, Washington, 98250 United States
Price: $14,800,000 | Beds: 3 | Baths: 4 | Partial baths: 1 | Square feet: 11,686 | Price per sq. ft: $1,266 | Acres: 38.72 | Realogics Sotheby’s International Realty

High on an island hilltop, this airy, contemporary mansion embraces the rugged splendor of the Pacific Northwest.

Moments from Friday Harbor (known as the Hamptons of the West Coast) on San Juan Island, the property’s 39 wooded acres are set within a sheltered bay with 360 feet of waterfront and 110 feet of deep-water dock and moorage, suitable for a large yacht and seaplane.

The home’s exquisite clear cedar, hardwoods, and artisan stonework borrow from its surrounding environment. Oversize doors and windows beautifully balance interior and exterior living spaces that celebrate the island’s year-round temperate climate.

Inside, a fully appointed chef’s kitchen, two-sided fireplace, and massive great room welcome guests. The master bedroom features extensive walk-in closets and matching outdoor soaking tubs.

At this stunning mansion, the rugged appeal of the Pacific Northwest combines with unmatched amenities. Photography: AJ Canaria at PlanOmatic

Befitting its former resident, musician Steve Miller, the home is outfitted with the latest audio-visual conveniences, and its recording studio could foster future masterpieces — or become additional guests’ quarters.

A lower-level parlor, art gallery, and an enormous garage provide even more space for creative interpretation. The property is both grid-connected and self-sustaining: Its independent systems could run for up to a year on generator power.

The grounds feature multiple gathering spaces and an amphitheater. Beyond lie open pastures, native woodlands, trails, and western sunset views.

This place is at once a personal sanctuary and a gateway to the vast expanses and opportunities unique to the stunning San Juan Archipelago and local culture.

Pitcher’s Southern Fairway Fantasy

140 Augusta Court, Fairhope, Alabama, 36532 United States
Price: $1,185,000 | Beds: 5 | Baths: 5 | Partial baths: 3 | Square feet: 6,700 | Price per sq. ft: $177 | Acres: 1.18 | Kaiser Sotheby’s International Realty

This custom contemporary villa in a sunny Alabama golfing enclave combines community living with luxury, play, entertainment, and fitness.

In league with its previous owner, professional baseball player J.C. Romero, the property is on an exclusive street in Alabama’s Rock Creek Golf subdivision. It is a self-contained oasis that offers the comfort of a neighborhood and plenty of tee time on a world-class course.

Rooms on the main floor interconnect, with sweeping, open-arched walls that gracefully unite family and guests in the living room, full dining room, and a two-island eat-in kitchen.

The upstairs offers seclusion, the comfort of multiple bedrooms and bathrooms, a wet bar, and a separate master suite. The suite features a secret closet (press the wall to open), bespoke lighting, a dazzling walk-in shower, and an air tub.

This property has everything the sophisticated golfer could hope for. Photography: Bailey Chastang

There are also two offices and a playful, comfy rec-and-media room. And of course, a custom full gym includes mint equipment, a padded floor, and built-in surround sound. The home also contains built-in cabinetry for collection displays, plus high-tech security.

An enclosed sunroom overlooks an expansive pool, waterfall, and spa. The terraced patio holds a stacked-stone fire pit and a full outdoor kitchen with a Viking range grill. The property adjoins a vast, green country pasture with a thick line of trees between.

Close to the lively, classic southern town of Fairhope and Alabama’s eastern shore, this is a property rich with opportunities.

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