A little over two decades ago, David and Linda Frankel paid comedian and talk show host Rosie O’Donnell $16.5 million for this sprawling estate directly overlooking Biscayne Bay on ’s celeb-studded , off the coast of South Beach.
Now the family of the recently deceased doctor and real-estate investor and his wife, a former Vogue editor and the sister of broadcast journalist Diane Sawyer, is returning the Mediterranean-style mansion to the market, first reported. The asking price is a hefty $54 million, with held by Liz Hogan of Compass.
A fireside living area is lined with wood-trimmed French doors opening out to a covered veranda.
Mike Ruiz/Legendary Productions
Tucked away on a parcel spanning over an acre, the stucco-and-terra-cotta-roof structure was originally built way back in 1923. O’Donnell acquired the property in the late ’90s for nearly $6.8 million from a so-called religious organization known as the Ethiopian Zion Coptic Church. Per , she listed the place just days after The Rosie Show on Oprah’s TV network was canceled.
Extensively renovated by the couple during their tenure, the premises include a main home fronted by a motor court centered around a towering banyan tree, along with two separate guesthouses—for a total of eight bedrooms and 11 baths in a little more than 11,100 square feet. There’s also a freeform pool with a slide and an air-conditioned four-car garage, plus a boathouse and a private dock sporting a 40,000-pound boat lift resting along more than 200 feet of waterfront footage.
The palm tree-laced grounds host a pool and a private dock with a 40,000-pound boat lift.
Mike Ruiz/Legendary Productions
Other highlights include a spacious living area lined with wood-trimmed French doors spilling out to a covered veranda, as well as an elegant formal dining room and an updated kitchen featuring an expansive eat-in island, top-notch Miele, Viking, and Sub-Zero appliances, and an accompanying breakfast nook. A posh primary retreat comes complete with a balcony and an office, with the upper level holding another kitchen and a family room.
While the 43 Star Island Drive home is the only one currently available in the pricey neighborhood, there have been many recent sales to high-profile individuals. In 2023, LoanDepot CEO Anthony Hsieh doled out $57 million for 27 Star, while rapper and record executive paid roughly $35 million for 37 Star. also repurchased an almost one-acre lot he had previously owned at 14 Star from retired Yankees star Alex Rodriguez as part of a land-swap deal, giving the billionaire hedge funder a total of 6.5 contiguous acres on the Miami Beach island.
Click for more photos of Rosie O’Donnell’s former Miami Beach home.
Mike Ruiz/Legendary Productions
