Photo courtesy of Coldwell Banker
The second home in this week’s roundup of Massachusetts’ most expensive home sales is a trip back in time. Listing photos suggest period finishes in the 1903 mansion – built for banker Frederick Thomas Bradbury and his wife, the philanthropist Harriet J. Bradbury – appear to have been kept in good condition or restored. This, despite a mid-century turn as a medical office building that may have left its dramatic marble staircase and ballroom-sized, open-plan first floor a bit out of place. That episode led to the building being split into two units, sold together: a grand, 4-story lower one and a four-bed, 3.5-bath penthouse.
Prices, sale dates and ownership information sourced from The Warren Group, publisher of Banker & Tradesman. Listing agent information sourced from MLS. Property size sourced from public records. Homes represent the most expensive single-family and residential condominium transactions for Nov. 22-28, 2025.
1) 53 Raymond St., Cambridge
Price: $18,000,000
Buyer: 55 Raymond LLC
Seller: Edward Hult
Agent: George Ballantyne and Lauren Holleran, Gibson Sotheby’s
Size: 11,061 square feet on 0.38 acres
Sold: 11/24/2025
2) 285 Commonwealth Ave. #1 and #2, Boston
Price: $10,500,000
Buyer: 285 Comm Avenue LLC
Seller: Comm Ave Boston RT
Agent: Michael Harper and Lili Banani, Coldwell Banker
Size: 8,910 square feet
Sold: 11/28/2025
3) 20 North Pasture Lane, Nantucket
Price: $9,900,000
Buyer: Ghiscarne LLC
Seller: Rh 20 North Pasture Ack LLC
Agent: Gary Winn and Morgan Winn, Maury People Sotheby’s International
Size: 3,344 square feet on 2.75 acres
Sold: 11/26/2025
4) 120 Cabot St., Brookline
Price: $5,700,000
Buyer: Richard Miller
Seller: Jonathan Penn RET 2014
Agent: George Sarkis and Megan Francese, Douglas Elliman
Size: 7,916 square feet on 0.78 acres
Sold: 11/25/2025
5) 84 Hiram Pond Road, Dennis
Price: $5,040,000
Buyer: 84 Hiram Pond Road RET
Seller: Brian W. Davidson and Kerry A. Davidson
Agent: Betsy Ciarcia and Gerry Ciarcia, Home*Land Realty
Size: 4,335 square feet on 0.46 acres
Sold: 11/25/2025
