Daisy Prince Chaplin has quietly cashed out of her family’s longtime Miami Beach retreat, selling the waterfront North Bay Road mansion that once belonged to her father, Broadway director Harold “Hal” Prince, for $31.5 million. The two-story home sits on roughly 0.8 acres with long bay frontage, the kind of oversized lot that often tempts teardown-and-rebuild buyers. Douglas Elliman broker Dina Goldentayer is listed in public reporting as the representative for the buyer.
According to The Real Deal, Chaplin sold 6000 North Bay Road for $31.5 million after buying out her brother, Charles Prince, in 2021 for about $10 million. The outlet notes that the house was transferred to a trust in Harold Prince’s name and that the combination of lot size and bay frontage makes redevelopment a strong possibility. The Real Deal also reports that Goldentayer posted on Instagram that she represented the buyer.
About the house
The property itself is an older but sprawling waterfront home, roughly 8,000 to 9,000 square feet, with eight bedrooms, eight-and-a-half bathrooms, and about 150 feet of bay frontage, according to public listings and records. Redfin lists the lot at about 0.81 acres and records the original build date as 1937. That mix of vintage architecture and generous land is exactly the formula that often pushes North Bay Road buyers toward full redevelopment rather than a careful renovation.
Why developers are circling
The deal drops into an already busy stretch of high-end action on North Bay Road that has developers and deep-pocketed buyers circling the block. Earlier this month, The Real Deal reported that developer David Edelstein paid about $25.5 million for 6380 North Bay Road, and it highlighted other recent purchases and de-listed mega-listings that have kept the street in the spotlight. Taken together, those moves show why large, contiguous waterfront parcels here still command fierce attention in Miami Beach.
From Broadway to the bay
Public property records show that Harold Prince bought the house in 1987 for roughly $1.7 million, starting the family’s long-running connection to the address. The Los Angeles Times notes that Prince was a towering figure in American theater, collecting a record 21 Tony Awards over his career. The sale of 6000 North Bay Road closes a chapter in that family story even as it feeds the ongoing redevelopment churn along the bay.
Neighbors and preservation advocates will be watching to see whether the new owner chooses to renovate the existing home or clear the lot for a glassy modern replacement. Given the property’s scale and water frontage, a teardown and new build would be a familiar sequel on this stretch of Miami Beach. For now, the Prince family’s longtime outpost has officially changed hands, adding one more high-profile parcel to a street that keeps rewriting the city’s waterfront skyline.
