Luxury Homes

Updated: These were the most expensive home sales in Mass. in 2022

Properties with guest houses join the list and show why the Cape and Islands is the playground of the well-to-do.

Views of the water take center stage at this 10,000-square-foot-plus single-family on the water in the Osterville section of Barnstable. The home was one of the most expensive residences sold in 2022, according to The Warren Group. (Via MLS) Via MLS

The communities that gave us 2022’s tally of the most expensive home sales should come as no surprise: Nantucket, Boston, Cambridge, and the Cape led the way.

The highest of the high-end sales in the Commonwealth, as calculated by The Warren Group, reflect a mix of oceanside respites, regal single-family homes, and luxurious city condos.

Many high-end listings never see the public eye. They are sold off-market, meaning they are never entered into the Multiple Listing Service, which feeds many online search engines.

Here were the most expensive home sales in Massachusetts in 2022:

1. 21 Lincoln Ave., Nantucket: $36,000,000

2. 4 Middle Valley Road, Nantucket: $25,000,000


3. 63 Hulbert Ave, Nantucket: $23,100,000

4. 7 Chase Links Circle, Nantucket: $20,500,000

5. 5 Grant Ave., Nantucket: $19,900,000

6. 159 Main St., Barnstable: $18,500,000

. – Via MLS
. – Via MLS

8 bedrooms

8 full baths, 4 half baths

10,027 square feet

6.11 acres

Highlights: This Osterville property has 400 feet of water frontage, amazing ocean views, an infinity-edge pool with a cabana, a private dock, a waterside deck, a boathouse, all bedroom suites, and a pantry with a 160-bottle wine refrigerator.

7. 41 Hulbert Ave. Nantucket: $17,600,000

8. 32 Highland St., Cambridge: $16,025,000

9. 40 Beacon St., No. 3, Boston: $15,500,000

10. 35 Shawkemo Road, Nantucket: $15,250,000

11. (tie) 218 Cliff Road, Nantucket: $15,000,000

11. (tie) 776 Boylston St., No. PH2C, Boston: $15,000,000

13. 17 Louisburg Square, Boston: $14,800,000

14. 23 Pilgrim Road, Nantucket: $14,500,000

15. 2 Lincoln Ave., Nantucket: $14,250,000

16. (tie) 139 Little Homers Pond Road, West Tisbury: $14,000,000

16. (tie) 186 Windswept Way, Barnstable: $14,000,000

18. (tie) 33 Nonantum Ave., Nantucket: $13,350,000

18. (tie) 776 Boylston St, No. E12B, Boston: $13,350,000

20. 5 Louisburg Square, Boston: $13,000,000

. – Via MLS
. – Via MLS

6 bedrooms

5 full baths, 1 half bath

4,852 square feet

Highlights: This town house in tony Louisburg Square offers six levels of living space, a grand double parlor, high ceilings, a library, a conservatory with floor-to-ceiling windows overlooking the garden courtyard, a wet bar, and two parking spots.

21. 150 Seaport Blvd., No. PH2E, Boston: $12,999,000

22. 17 Monomoy Road, Nantucket: $12,900,000

23. 10 Channing St., Cambridge: $12,500,000

Editor’s note: This story was originally published on Dec. 30, 2022, and updated on Jan. 3, 2023, to include properties with guest houses.


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