Homes for Sale from $2.5M to $5M in Greater Boston & Coastal MA

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View properties for sale priced from $2,500,000 to $5,000,000 in Massachusetts. Explore a variety of listings in Boston, MetroWest, North Shore, South Shore, and the Cape & Islands areas. Contact the Sarkis Team at Douglas Elliman Real Estate today with any questions or to schedule a private showing. Register to save your favorite MA listings and receive notifications when similar properties become available.

Price High to Low
216-218 South Main Street Natick MA 01760

$5,000,000

Natick, MA

216-218 South Main Street

  • Land
  • 7.28 Acres
  • 218 Days on Market
Listed by Christopher Sower of Cushman & Wakefield
MLS#: 73452245

$5,000,000

Boston, MA

The Fenway

115-125 Jersey Street

  • 1923 Year Built
  • 0.18 Acres
  • 5,718 SqFt
  • 31 Days on Market
Listed by Tracy Campion of Campion & Company Fine Homes Real Estate
MLS#: 73517044
New Listing

$5,000,000

Easthampton, MA

193-195 Northampton Street

  • 1990 Year Built
  • 4.83 Acres
  • 28 Days on Market
Listed by Jocelyn Cleary of Canon Real Estate,Inc.
MLS#: 73520094
Open House

$4,999,999

Boston, MA

Back Bay

18 Hereford Street

NEXT OPEN HOUSE:

Sun 6/14 1:00 PM to 2:00 PM

  • 7 Beds
  • 5 Baths
  • 0.03 Acres
  • 4,553 SqFt
  • 100 Days on Market
Listed by Bill Gehan of Campion & Company Fine Homes Real Estate
MLS#: 73482573

$4,999,000

Boston, MA

Seaport District

300 Pier 4 Boulevard, Unit 8A

  • 2 Beds
  • 3 Baths
  • 1,892 SqFt
  • Pier 4 Unit Name
  • 155 Days on Market
Listed by Michelle Otey of Luxury Residential Group,LLC
MLS#: 73466492

$4,999,000

Chatham, MA

48 Sylvan Way

  • 6 Beds
  • 7 Baths
  • 1.63 Acre
  • 5,721 SqFt
  • 108 Days on Market
Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties
MLS#: 73479712

$4,999,000

Wellesley, MA

12 Winding River Circle

  • 6 Beds
  • 8 Baths
  • 2.89 Acres
  • 9,036 SqFt
  • 93 Days on Market
Listed by Betsy Kessler of Rutledge Properties
MLS#: 73485582

$4,999,000

Newton, MA

Newton Center

82 Sharpe Road

  • 6 Beds
  • 7 Baths
  • 0.37 Acres
  • 7,278 SqFt
  • 91 Days on Market
Listed by Natasha Amitan of Natasha Amitan
MLS#: 73486501

$4,999,000

Orleans, MA

East Orleans

66 Tides End Lane

  • 4 Beds
  • 3 Baths
  • 2.62 Acres
  • 3,867 SqFt
  • 261 Days on Market
Listed by Cape Cod Power of Two of Compass
MLS#: 73434698
Open House

$4,998,500

Brookline, MA

Chestnut Hill

9 Singletree Road

NEXT OPEN HOUSE:

Fri 6/12 4:30 PM to 6:00 PM

  • 3 Beds
  • 5 Baths
  • 0.93 Acres
  • 6,790 SqFt
  • 25 Days on Market
Listed by Deborah M. Gordon of Coldwell Banker Realty - Brookline
MLS#: 73520842

$4,998,000

Quincy, MA

Squantum

62 Bay Street

  • 5 Beds
  • 6 Baths
  • 0.46 Acres
  • 7,056 SqFt
  • 42 Days on Market
Listed by Collin Sullivan of William Raveis R.E. & Home Services
MLS#: 73511322

$4,995,000

Newton, MA

Newton Upper Falls

66 Rockland Place

  • 3 Beds
  • 1 Bath
  • 0.94 Acres
  • 1,091 SqFt
  • 458 Days on Market
Listed by Alison Haran of Coldwell Banker Realty - Newton
MLS#: 73343859

Homes priced between $2,500,000 and $5,000,000 across Massachusetts represent a selection of high-value residential properties in premier locations. Properties in this price range often feature expansive layouts, premium materials, and sought-after locations, depending on the market. Buyers exploring homes from $2.5M to $5M can compare luxury offerings across urban, suburban, and coastal regions throughout the state.

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