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Upper East Side townhouses with connecting landscaped courtyard seek $28M

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The new owner will be neighbors with Madonna

On the market for the first time in nearly 20 years, this $28 million listing is offering not one, but two sprawling Upper East Side townhouses connected by a private, landscaped garden.

The smaller of the two structures fronts on East 81st Street and comes with five bedrooms and 4.5 bathrooms spread out over five floors. The Victorian megamansion has held on to many of its original details including three wood-burning fireplaces, crown moldings, and the hardwood floors.

A lush, two-tiered landscaped garden that comes with a heated swimming pool and offers nearly 2,000 square feet of outdoor space connects this “Front House” to the “Back House.”

Though it’s the larger of the two buildings, this structure is currently set up as a guest house. It features three bedrooms spread out over five floors. This also the structure that houses all of the megamansion’s “amenities,” so to speak.

That includes the yoga/ballet studio on the fourth floor of the guest house, a bar on the parlor floor, a billiards room with a wood-burning fireplace, a garden-side dining area that can seat up to 20 people, and a rooftop atrium with a wet bar and two terraces.

The current owner purchased this home in 1999 for $3.69 million, and is now looking to make some major bank on it. Whoever chooses to splurge on this home will also have Madonna to look forward to as a neighbor.