If a penthouse is five floors, can you still call it a penthouse? That’s just one of the many questions NYC’s most expensive property of the year poses. Another question: How much it will cost to decorate? Offering 11 bedrooms, nearly 20,000 square feet of interior space, and 3,500 square feet of private outdoor space, this $98 million condo is…quite roomy. Big, in every way. Listed by Raphael Sitruk and Efraim Tessler at Keller Williams.

This 20,000 square-foot townhouse has been on and off the market since 2013, when it was listed for $114 million. As of December 11, the property is back on the market asking $88 million, making it the second most expensive listing of 2019. Highlights of its interiors, which are “influenced by the palace of Versailles,” include a two-story wood-paneled library, a movie theater, a swimming pool, two saunas — and a panic room, just in case. Listed by Paula Del Nunzio of Brown Harris Stevens.

The third most expensive property to hit the market in 2019 is this $75 million penthouse at the Time Warner Center, belonging to Stephen Ross, the real estate developer behind the building and the CEO of Related Companies. The 8,500-square-foot condo comes with stunning views of Central Park and loads of marble and exotic wood details. Ross and his wife are trading in this penthouse for one in the 92-story building at 35 Hudson Yards, which, of course, is also developed by Related Companies.  Listed by Deborah Grubman, Deborah Kern and David Adler of Corcoran.

Another stunning Lenox Hill townhouse, this one listed for $67 million, is the fourth most expensive property to hit the market in 2019. It spans seven levels and 13,000 square feet and, like its $88M neighbor, it comes with a screening room, an indoor pool, and double-height entertaining areas. The similarities don’t stop there: This townhouse has also has a checkered listing history and in 2016 was asking much more — $77 million.  Listed by Carrie Chiang and Aloysious Carlos of Corcoran.

Rounding out the list of the most expensive properties of 2019 is a gorgeous duplex penthouse at 15 Central Park West. The 5-bedroom home balances modern amenities with timeless style and contains a dramatic, curving staircase, a wraparound terrace overlooking Central Park, and an oversized master suite complete with its own park-facing terrace and dressing room. Listed by Diane Abrams, Felise G. Gross, and David Kornmeier of Brown Harris Stevens.