The most expensive homes from the last year run a range: from the tops of downtown towers to the beaches of Martha’s Vineyard and Nantucket. Among the former, the city’s most exclusive addresses – the One Dalton and Winthrop Center skyscrapers and the Mandarin Oriental mid-rise – punctuate the list along with a pair of Beacon Hill townhouses. Among the latter, Barstool Media founder Dave Portnoy’s newly-acquired Nantucket compound leads off the list.

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1) Address: 68-72 Monomoy Road, Nantucket
Price: $42,0000,000
Buyer: Ferry Views LLC
Seller: Mak Daddy T
Size: 6,044 square feet on 1.2 acres
Agent: Shellie Dunlap, Lee Real Estate
Sold: 9/29/2023

 

2) Address: 1 Dalton St. #6101, Boston
Price: $30,000,000
Buyer: One Dalton Holdings T
Seller: 1 Dalton Owner LLC
Size: 7,557 square feet
Sold: 7/20/2023

 

 

3) Address: 56 Beacon St., Boston
Price: $28,250,000
Buyer: 56 Beacon Street NT
Seller: T J Folliard IV T
Size:  9,559 square feet
Agent: Shelagh Brennan, Cabot and Co.
Sold: 2/15/2023

 

4) Address: 25 Nonantum Ave., Nantucket
Price: $26,875,000
Buyer: Nonantum 25 LLC
Seller: Eliemi LLC
Size: 6,257 square feet on 4.5 acres
Agent: Gary Winn, Maury People Sotheby’s International Realty
Sold: 5/31/2023

 

5) Address: 794 & 690 Chappaquonsett Road, Tisbury
Price: $23,900,000
Buyer: Chappaquonsett Rd RT and 794 Chappaquonsett Rd RT
Seller: Marthas Vineyard Hldg T and Chappquonsett LLC
Size: 5,663 square feet on 20.34 acres
Agent: Mark Jenkins, Wallace & Co. Sotheby’s
Sold: 11/3/2023

 

6) Address: 776 Boylston St. #PH2E, Boston
Price: $23,000,000
Buyer: 776 Boylston Street Unit PH2E NT
Seller: GST PH2 LLC
Size: 6,829 square feet
Agent: Tracy Campion, Campion & Co.
Sold: 1/23/2023

 

7) Address: 8 Tuthill Lane and 27 Braley’s Way, Edgartown
Price: $20,500,000
Buyer: Mv Tut LLC
Seller: Mv Troika LLC
Size: 10,398 square feet on 3.03 acres
Agent: Alyssa Halisky and Thomas Wallace, Wallace & Co. Sotheby’s
Sold: 11/30/2023

 

8) Address: 78 Beacon St., Boston
Price: $19,000,000
Buyer: Mv2022 LLC
Seller: RHS Delaware Holdings LLC
Size: 8,310 square feet
Agent: Tracy Campion, Campion & Co.
Sold: 10/3/2023

 

9) Address: 430 Stuart St. #28B-D, Boston
Price: $18,200,000
Buyer: Amy Abrams and David Abrams
Seller: TS Residences Holdings LLC
Size: 6,208 square feet
Agent: The Dwyer and Davis Team, The Collaborative Cos.
Sold: 7/10/2023

 

10) Address: 72 Pocomo Road, Nantucket
Price: $18,000,000
Buyer: 72 Pocomo Road NT
Seller: 72 Pocomo Road LLC
Size: 6,847 square feet on 6.24 acres
Agent: Carolyn Durand, Lee Real Estate
Sold: 9/28/2023

 

Massachusetts’ Top 10 Home Sales of 2023

by James Sanna time to read: 2 min
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