Both are billionaires, both may be vying for the same office now that Bloomberg is considering a presidential run, and both men have a penchant for luxury residential properties.
The former New York City mayor and registered Democrat has built a townhome empire on Manhattan’s Upper East Side, while President Trump prefers the vertical life at his Trump Tower penthouse.
Something else they have in common: both have homes in Upstate New York and in Florida.
Ahead of a potential presidential face-off, The Real Deal sizes up some of their personal properties.
13808 Fairlane Court, Florida
Bloomberg’s daughter, Georgina, is a keen equestrian, and regularly attends the Winter Equestrian Festival in Wellington, a wealthy enclave in Palm Beach County. That’s where Bloomberg bought this 5.8-acre estate in 2016 for $11.8 million.
19 East 79th Street, New York: 5 units
Bloomberg bought five units in this co-op over the years through an LLC, including one in which he bought from Charles and Susana Finkel in 2016 for $14 million.
17 East 79th Street, New York
Bloomberg purchased this five-story limestone townhouse next door in 1986 for $3.5 million. According to reports, he hoped to combine the neighboring properties to build a megamansion.
610 Park Avenue Apt. 5B, New York
Bloomberg bought this condo through a trust in 2008 for an undisclosed price. Property records show he bought a storage unit in the same building in 2013 for $50,000.
Farmhouse, North Salem, New York
Bloomberg bought this four-bedroom 1820s farmhouse — complete with indoor riding ring — in 2000 for $3.6 million.
Vail’s Mountain Haus: 292 E. Meadow Drive, Vail, Colorado
An avid skier, Bloomberg owns a four-bedroom condo at Vail’s Mountain Haus ski resort. Similar to a hotel, the 72-unit building has daily maid service and offers room service through the on-site George Restaurant & Pub, according to New York magazine.
4 Cheyne Walk, London, United Kingdom
Bloomberg purchased the 6,266 square-foot home in 2015 for $25 million. The seven-bedroom mansion was originally built in 1715 and has been featured in Town and Country magazine. The property includes an ornately decorated library, garden and master suite.
Stokes Bay, Bermuda
This 6,000-square-foot estate was purchased in 1998. Soon after, Bloomberg demolished the original home and built a $10 million mansion that includes a mini-golf course, multiple swimming pools and a private beach, according to New York magazine.
Mar-a-Lago Resort 1100 S. Ocean Blvd, Palm Beach, Florida
The 110,000 square-foot resort has famously become the president’s second home, and now that he is switching residency, will be his actual home. Built in 1927 by Marjorie Merriweather Post, Trump bought the 126-room mansion in 1985. According to Forbes, he also owns three other homes near Mar-a-Lago, collectively valued at $36 million.
Penthouse, Trump Tower, New York
Trump’s longtime residence, the three-story Trump Tower penthouse features interior details in marble and 24-carat gold. The unit was designed by the late Angelo Donghia, who also designed homes for Ralph Lauren and Diana Ross.
Seven Springs mansion, Bedford, New York
This 39,000-square-foot property, north of New York, sits on 213 acres of land and reportedly features 13 bedrooms, 12 bathrooms, a bowling alley and an indoor pool. When he originally bought it $7.5 million in 1995, Trump wanted to build an 18-hole golf course on the site, but he never got approval for the construction.
Two houses in Sterling, Virginia
Located near the Trump National Golf Club in Washington, these homes are collectively valued at $1.5 million, according to Forbes. Though little is known about the properties, the president is said to lend them out to club members and guests.
Beachfront home, St. Martin, Caribbean
Trump bought this beachfront home in 2013 and listed it for $28 million in 2017, later dropping the price to $17 million. In 2018, it was reported that the property was available to rent on Airbnb.
—Sylvia Varnham O’Regan and Jacqueline Flynn. Research by Mary Diduch
Correction: A previous version of this article incorrectly stated the dates Trump bought and listed his beachfront home in St. Martin.