Tal Alexander sold his waterfront Miami Beach mansion for $33 million this week, even though he has not set foot outside a Brooklyn federal jail cell since his arrest in December 2024. His mother, Orly Alexander, signed the deed on his behalf, transferring the five-bedroom, five-bathroom Mediterranean-style estate at 2687 Flamingo Drive to a land trust managed by Joseph Lebowicz, who financed the purchase with a $21.8 million mortgage from J.P. Morgan Chase.
The sale, first reported by The Real Deal, closed while Tal remains incarcerated at the Metropolitan Detention Center in Brooklyn alongside his twin brothers, Oren and Alon, all three of whom list the jail as their address in court filings. Tal bought the half-acre lot for $3.1 million in 2020, and the Alexander Group later built the current home on the site for him. The outlet notes Tal is expected to be sentenced in early October, alongside his brothers, following their March 2026 convictions in Manhattan federal court.
A Conviction That Upended a Real Estate Dynasty
A Manhattan federal jury found Tal, Oren, and Alon Alexander guilty on 19 total counts including sex trafficking and sexual abuse in March, following a five-week trial in which 11 women testified that they were drugged and attacked by one or more of the brothers, according to FOX 5 New York. Hoodline covered the verdict in a March report on the jury's decision. Tal and Oren each spent the bulk of their careers at Douglas Elliman before co-founding their own brokerage, Official Partners, in 2022 with backing from Side, and Oren's business had focused on Miami Beach and surrounding markets while Tal concentrated on New York.
Representatives for the brothers have said they plan to appeal the convictions. All three are expected to be sentenced in early October, and the case has already reshaped how the family's remaining real estate holdings are being managed from the outside, with relatives stepping in to sign paperwork and broker deals the brothers can no longer handle themselves.
Foreclosure Suit Resolved Just Before the Sale
The Flamingo Drive property had been tied up in a foreclosure case filed by City National Bank, which alleged unpaid balances on a $7.5 million construction loan following a July 2025 forbearance deadline, according to court reporting from The Real Deal. City National Bank and the Alexander parties filed a stipulation dismissing that foreclosure case on August 4, resolving the dispute just days before the $33 million sale closed. Oren Alexander sold another Flamingo Drive home in 2023 for $27.5 million, underscoring the family's long history of high-value transactions on the same street.
The Real Deal's reporting also placed this sale within a broader pattern: the Alexander family began quietly shopping several Miami Beach properties, including Tal's home, in early 2025 as criminal charges and civil litigation mounted. That earlier effort included marketing Oren's Sunset Islands mansion off-market for more than $50 million, part of what the outlet has described as a year-long liquidation push.
Legal and Financial Pressure Extends Beyond the Brothers
The family's troubles have spread well past the criminal case. In April 2025, white-label brokerage Side settled a breach-of-contract lawsuit against the brothers and their now-defunct firm, Official Partners, over an unpaid $4.2 million promissory note issued when the company launched, according to HousingWire. Side had previously won a temporary restraining order freezing collateral after the brothers' real estate licenses were disassociated following their arrests.
The family's security firm, Kent Security Services, sued developer Michael Stern in Miami-Dade court in July for $127,697 in unpaid fees tied to armed guard services provided between 2023 and 2024, per The Real Deal. Kent Security was founded by parents Orly and Shlomy Alexander in 1982, and Alon Alexander served as an executive there. Separately, federal authorities had requested documents from Douglas Elliman in December 2024 regarding Oren and Tal's decade-long tenure at the firm, examining corporate oversight during the years they built their luxury real estate careers, according to BAM.
Related Cases Still Working Through the Courts
Prosecutors had expanded the federal case significantly before trial. A May 2025 superseding indictment added charges of sex trafficking of a minor and extended the alleged criminal timeline back to 2009, alleging the brothers used force, fraud, and coercion across luxury trips and events in Miami and New York, as Hoodline reported at the time. In a related state case, Miami-Dade prosecutors dropped sexual assault charges against co-defendant Ohad Fisherman in July 2025 after alibi evidence weakened the state's case, leaving the Alexander brothers to face federal and state charges alone.
Tal Alexander's detention itself became a flashpoint early in the case. A federal magistrate judge in Miami denied him bail in December 2024, calling him a flight risk to Israel and rejecting his family's offer of $115 million in real estate collateral as security. He has remained locked up ever since, a stretch of nearly two years that will culminate with his October sentencing alongside his brothers, even as the family continues selling off the properties that once symbolized their rise in South Florida's luxury market.
