Portland's Priciest Penthouse Hits the Market

Luxury condo atop Winslow Lofts building is Maine's most expensive home for sale.

Published on Feb. 24, 2026

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A 2,370-square-foot penthouse in downtown Portland, Maine has hit the market as the most expensive home for sale in the state's largest city. The two-bedroom, three-bathroom condominium occupies the top three floors of the Winslow Lofts building.

Why it matters

The listing of this high-end penthouse reflects the continued growth and desirability of Portland's real estate market, even as the city grapples with issues of housing affordability and accessibility for lower-income residents.

The details

The penthouse features luxury finishes, panoramic views, and private rooftop access. While the owners love the unit, they admit they don't use it as often as they would like.

  • The penthouse was listed for sale on February 19, 2026.

The players

Winslow Lofts

A luxury condominium building in downtown Portland, Maine.

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The takeaway

This high-priced penthouse listing highlights the growing divide between Portland's luxury real estate market and the housing challenges faced by many of the city's residents, raising questions about sustainable development and equitable access to housing.