Cabaret icon Michael Feinstein and his husband, Terrence Flannery, have listed their West Hollywood Hills home for $4.49 million, about double what they paid for the 1936 Spanish-style villa just over a year earlier. The property sits above Sunset Boulevard, offering city views and a layout tailored for entertaining that Feinstein says has evolved as their circle of friends and family has grown. They bought the residence in 2024 for $2.72 million and undertook extensive renovations to create what they describe as a home built for hosting guests, concerts, and recording projects.
The four-bedroom, four-bathroom house spans 3,623 square feet and sits on roughly 0.12 acres. Highlights cited by the listing include a large foyer with hardwood floors, a step-down living room with a fireplace, a formal dining room, a lounge area with a wet bar, and a chef’s kitchen that opens to a side patio and garden. A dramatic staircase leads to an upstairs that features a primary bedroom suite with a fireplace, two walk-in closets and two baths, plus additional guest bedrooms. A basement level houses a gym, a laundry room and ample storage. The home’s indoor-outdoor flow is designed to maximize views and sunlit spaces, with multiple rooms opening to patios and private garden areas.
The couple has said they renovated every square foot of the property and now use it as a green room and studio space for concert and recording projects, in addition to hosting celebrity guests. Feinstein told Gimme Shelter that the West Hollywood Hills home is ideal for their needs but that they realized they needed more space as their circle of friends and family spend more time with them. They are currently house hunting in Beverly Hills, a city they associate with several chapters of their professional life. Feinstein has longstanding ties to the Great American Songbook and is known for preserving and reviving composers such as George and Ira Gershwin, Irving Berlin and Cole Porter.
Feinstein, who plans a Carnegie Hall appearance in November, is also featured in a streaming special titled Because of You: My Tribute to Tony Bennett. The Great American Songbook label covers classics from the first half of the 20th century, and Feinstein has noted that the legacy continues to evolve through contemporary collaborations and renewed interest in the era. The listing broker for the Hollywood Hills property is Idan Gould of Douglas Elliman.
The surrounding portfolio of Feinstein and Flannery includes other notable properties, from a Central Park South residence to a Carmel, Indiana home near the Great American Songbook Foundation. Their primary Pasadena estate has been featured in film and TV projects, including the hit series Glee, and they own a 50-acre avocado ranch with ocean views in Carpinteria. They previously sold a large Upper East Side townhouse on East 63rd Street for $15.2 million in 2018. The West Hollywood Hills listing is being handled by Idan Gould of Douglas Elliman.
The West Hollywood Hills sale continues Feinstein’s pattern of decorating space for performance and collaboration while maintaining a robust, geographically diverse real estate portfolio. The property’s dual role as living space and creative hub reflects Feinstein’s broader career arc—bridging classic songbook performance with contemporary media projects and a host of production ventures on both coasts.
