There’s now a $37.5 million penthouse on the market — a price unprecedented in Boston. The 60th floor penthouse suite in the to-be-built Millennium Tower in Downtown Crossing is a whopping 13,000 square feet. That’s only 1,000 square feet smaller than Tom Brady and Gisele Bundchen’s new Brookline mansion.

Luxury is popping up in unexpected neighborhoods these days (think Chinatown, the West End, the Seaport), but the priciest properties are still the classic row houses in Back Bay and Beacon Hill.

1. 74 Beacon Street

 

This townhouse offers up some of the best vantage points in the city: it has a large infinity pool on the roof, a second rooftop deck, and three other balconies. Inside, there’s a wine cellar with cigar humidor, a wood paneled library, and a gym, and it stays warm with its — wait for it — eight fireplaces.

Listed price: $13,950,000

Rooms: 6 bedrooms, 6 full bathrooms, 3 partial bathrooms

Square feet: 8,450

Price per square foot: $1,651

2. 130 Commonwealth Avenue

 

This is the place for wine enthusiasts — it has a 2,200-bottle wine cellar. The limestone façade of this Back Bay building makes it stand out from the rest of the neighborhood’s brownstone buildings. The unit also comes with six parking spaces, which are probably worth a ton by themselves. We are in Boston, after all.

Listed price: $13,400,000

Rooms: 5 bedrooms, 6 full bathrooms, 2 partial bathrooms

Square feet: 9,908

Price per square foot: $1,352

3. 56 Beacon Street

 

Floor to ceiling windows let in ample natural light in this Beacon Hill townhouse. This one is good for parties — there’s an enormous dining room that fits a 14-person dining table.

Listed price: $11,900,000

Rooms: 5 bedrooms, 6 full bathrooms, 2 partial bathrooms

Square feet: 8,682

Price per square foot: $1,371

4. 314 Commonwealth Avenue

 

You walk into this penthouse, and it’ll look and feel like a sleek art gallery. That’s what the designer and owner were going for — Zen. There’s a hot tub and a meditation nook on the first floor. Upstairs, there’s a deck with a hot tub and awesome views of the Prudential and John Hancock towers.

Listed price: $10,700,000

Rooms: 5 bedrooms, 3 full bathrooms, 1 partial bathroom

Square feet: 5,865

Price per square foot: $1,824

5. 14 Walnut Street

 

This home comes with a large garden (questionably useful in the winter months). The inside is designed with period detail, high ceilings, and cool looking fireplaces.

Listed price: $10,000,000

Rooms: 6 bedrooms, 9 full bathrooms, 2 partial bathrooms

Square feet: 7,122

Price per square foot: $1,404

6. 410 Beacon Street

 

21st century comfort meets 19th century grandeur here. There’s a sky-lit rooftop mezzanine and the private garden off of the kitchen. Great views.

Listed price: $8,990,000

Rooms: 5 bedrooms, 5 full bathrooms, 3 partial bathrooms

Square feet: 9,107

Price per square foot: $987

7. 448 Beacon Street

 

This condo in Back Bay’s Hooper Mansion has an elegant and sleek finish inside. Check out this bathroom: it’s almost entirely constructed of marble. The building offers a concierge, direct elevator access, parking, and a rooftop garden.

Listed price: $8,500,000

Rooms: 4 bedrooms, 4 full bathrooms, 1 partial bathroom

Square feet: 4,057

Price per square foot: $2,094

8. 163-165 Marlborough Street

 

Fun fact: This building used to belong to William Endicott, President Grover Cleveland’s Secretary of War. Its 4 bedrooms and 4.5 bathrooms span three levels. Lots of period detail throughout the interior design of the home.

Listed price: $6,995,000

Rooms: 4 bedrooms, 4 full bathrooms, 1 partial bathroom

Square feet: 4,856

Price per square foot: $1,440

9. 5 Byron Street

 

This architectural gem was designed by the acclaimed Graham Gund. One of the decks is a Zen garden, and the other is a smaller garden off of the master suite.

Listed price: $6,950,000

Rooms: 3 bedrooms, 4 full bathrooms, 1 partial bathroom

Square feet: 5,323

Price per square foot: $1,306

10. 14 Chestnut Street

 

Dine with a view: this triplex has a dining room opening up to a private deck. The vast library is pretty incredible with all its original woodwork.

Listed price: $6,895,000

Rooms: 8 bedrooms, 5 full bathrooms, 1 partial bathroom

Square feet: 7,308

Price per square foot: $943

Would you live in one of these Boston homes? Let us know below in the comments!

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