At $38m, Back Bay townhouse is Boston’s second-most expensive listing

At m, Back Bay townhouse is Boston’s second-most expensive listing

Local News

The five-bedroom townhouse comes with three parking spaces.

The townhouse is located at 55 Commonwealth Ave. Khoury Group at Serhant/Flylisted

Outfitted with a sauna, three private terraces, and a temperature-controlled wine room, a 19th-century Back Bay townhouse just became one of the most expensive properties for sale in Massachusetts.

Located a short walk from the Boston Public Garden on 55 Commonwealth Ave., the single-family home hit the market this week at $38 million.

The house features a temperature-controlled wine room. – Khoury Group at Serhant/Flylisted

The 10,803-square-foot property includes five bedrooms, seven bathrooms, and a variety of other amenities, including chef’s and catering kitchens, a library, a media room, formal and informal dining rooms, nine fireplaces, two offices, multiple laundry rooms, and an elevator with access to all levels.

The home was built in the 19th-century. – Khoury Group at Serhant/Flylisted
One of the five bedrooms in the Back Bay townhouse. – Khoury Group at Serhant/Flylisted

There are four above-ground levels, with a basement floor designed as a wellness space, encompassing the sauna, a gym, and a studio space complete with a ballet barre and a mirror wall.

The studio space, located in the basement of 55 Commonwealth Ave. – Khoury Group at Serhant/Flylisted

The outdoor areas, including a roof deck and two terraces, feature ample seating and views of the city, including a look at the towering buildings dotting the skyline from the top of the home.

The rooftop deck offers a view of the city skyline. – Khoury Group at Serhant/Flylisted
The view from one of the home’s terraces. – Khoury Group at Serhant/Flylisted

The property includes access to two private garage spaces and one gated outdoor spot.

“It is kind of a suburban estate with an urban address,” said listing agent Antonio Khoury of Serhant.

The townhouse includes nine fireplaces. – Khoury Group at Serhant/Flylisted

Due to the property’s size and features, Khoury believes that the price tag is “not just defensible, but arguably conservative.”

“This is one of the only true single-family homes on the sunny side of the second block of Commonwealth Avenue, which is a meaningful distinction in Back Bay,” said Khoury.

“Opportunities like this rarely come to market, and when they do, they’re typically acquired quietly or require years of patience to replicate. Buyers at this level are not just purchasing a home; they are securing something that is effectively unavailable on demand,” he added.

Khoury believes that the home could appeal to a variety of buyers, including local executives, investors searching for legacy property, or international purchasers “seeking a turnkey foothold in one of the city’s most established neighborhoods,” he said.

The home has four above-ground levels. – Khoury Group at Serhant/Flylisted

Last year, a home located down the street at 59 Commonwealth Ave. went for $21 million, marking the city’s highest 2025 sale.

Outside of Back Bay, the $22-million-purchase of a Beacon Hill property earlier this year broke Boston’s record for the most expensive single-family home sold.

At an even higher price tag, a Seaport penthouse currently holds the title of the most expensive property for sale in Massachusetts. With a listing price of $44.5 million, the home has been on the market for over 300 days.

However, Khoury does not think his new listing will remain on the market that long.

“A property of this caliber operates on its own timeline. We’re not racing the market. That said, the level of interest I’ve been receiving has been extraordinary, as expected.” said Khoury. “Truly turnkey trophy assets on the second block of Commonwealth Avenue simply do not come available, and sophisticated buyers recognize that. When something this rare surfaces, decisive buyers move fast.”

One of the kitchens at 55 Commonwealth Ave. – Khoury Group at Serhant/Flylisted


  • How do you sell a ‘unicorn’ — like a $44.5 million penthouse in the Seaport?

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