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Just for Fun! The Most Expensive Properties in Massachusetts Right Now!

18 Point Inner Way, Chilmark image
18 Point Inner Way, Chilmark $45,000,000

A rare offering on the shores of Nashaquitsa Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Set on 4.9 acres with a private ...

  • 7 Beds
  • 13 Baths
  • 73523462 MLS
Courtesy of Wallace & Co. Sotheby's International Realty

Listing courtesy of Listing Agent: Alyssa Halisky from Listing Office: Wallace & Co. Sotheby's International Realty.

150 Seaport Blvd. Unit GPH, Boston image
150 Seaport Blvd. Unit GPH, Boston — ['St. Regis'] $44,500,000

Experience a new echelon of luxury living at The Grand Penthouse, the crown jewel of the St. Regis Residences. Encompassing over 10,000 sq ft across 2 dramatic levels, th...

  • 6 Beds
  • 10 Baths
  • 73567770 MLS
  • ['St. Regis'] Bldg.
Courtesy of Douglas Elliman Real Estate - The Sarkis Team

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

49-105 Union Street, Newton image
49-105 Union Street, Newton $40,000,000

CFO | SEPTEMBER 23, 2026Piccadilly Square Portfolio, the listed price indicates portfolio pricing including; 1280 Centre Street, 93-105 Union Street, 49-63 Union Street, ...

  • 73556620 MLS
Courtesy of 128 CRE

Listing courtesy of Listing Agent: Jeremy Freid from Listing Office: 128 CRE.

55 Commonwealth Avenue, Boston image
55 Commonwealth Avenue, Boston $38,000,000

Presenting 55 Commonwealth Avenue, a rare opportunity to acquire one of Back Bay's finest turnkey single-family homes, an address that rarely, if ever, comes to market. S...

  • 5 Beds
  • 7 Baths
  • 73517239 MLS
Courtesy of Serhant

Listing courtesy of Listing Agent: Antonio Khoury from Listing Office: Serhant.

130 Neck Road, Haverhill image
130 Neck Road, Haverhill $37,500,000

Rare opportunity. One of the largest undeveloped industrial parcels available in the Haverhill area. 40+ acres of IP zoned land. Preliminary designs for up to 425,000 ...

  • 73504395 MLS
Courtesy of Donald Sheldon

Listing courtesy of Listing Agent: Donald S. Sheldon from Listing Office: Donald Sheldon.

4 Willow Road, Weston image
4 Willow Road, Weston $29,000,000 ▼

Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston...

  • 6 Beds
  • 8 Baths
  • 73401202 MLS
Courtesy of Gibson Sotheby's International Realty

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.

90 Ridgewood Lane, Gardner image
90 Ridgewood Lane, Gardner $25,500,000

Excellent Multifamily Offering: 90 Ridgewood Lane is a 288-unit garden-style condominium complex located in a quiet country setting close to downtown Gardner and across f...

  • 73553269 MLS
Courtesy of Carl Christie

Listing courtesy of Listing Agent: Carl Christie from Listing Office: Carl Christie.

706 Shore Rd Unit 706, Truro image
706 Shore Rd Unit 706, Truro $22,999,000

White Sands Beach Club is a rare beachfront redevelopment opportunity located on 2.30 acres at Beach Point, immediately south of the Provincetown town line.The property i...

  • 73560277 MLS
Courtesy of Commercial Realty Advisors, Inc.

Listing courtesy of Listing Agent: Kevin A. Pepe from Listing Office: Commercial Realty Advisors, Inc..

34 Paine Avenue, Beverly image
34 Paine Avenue, Beverly $22,990,000

Commanding one of the most extraordinary waterfront settings on Beverly’s famed Gold Coast, Rock Edge is a legendary Georgian Revival estate perched atop a dramatic rocky...

  • 13 Beds
  • 18 Baths
  • 73537578 MLS
Courtesy of Campion & Company Fine Homes Real Estate

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

431 Melnea Cass Boulevard, Boston image
431 Melnea Cass Boulevard, Boston $22,000,000

Presenting The Melnea, a newly constructed 50-unit apartment community with ±4,000 square feet of commercial space located between Boston’s Medical Center and the Longwoo...

  • 99 Beds
  • 99 Baths
  • 73538526 MLS
Courtesy of Cushman & Wakefield

Listing courtesy of Listing Agent: Christopher Sower from Listing Office: Cushman & Wakefield.

33 Third Avenue, Boston image
33 Third Avenue, Boston $22,000,000

Presenting Navy Yard 33 in Charlestown, Massachusetts. This 47-unit, loft-style apartment building is ideally located along Charlestown’s waterfront. Built at the turn of...

  • 9 Beds
  • 63 Baths
  • 73462450 MLS
Courtesy of Cushman & Wakefield

Listing courtesy of Listing Agent: Christopher Sower from Listing Office: Cushman & Wakefield.

1-5 Cortes Street, Boston image
1-5 Cortes Street, Boston $22,000,000

Presenting Arlington & Cortes, a portfolio of four (4) beautiful brownstone buildings - 1-5 Cortes Street and 143 Arlington Street - featuring 58 furnished short term ren...

  • 9 Beds
  • 9 Baths
  • 73431804 MLS
Courtesy of Cushman & Wakefield

Listing courtesy of Listing Agent: Christopher Sower from Listing Office: Cushman & Wakefield.

129 Commonwealth Avenue, Boston image
129 Commonwealth Avenue, Boston $21,950,000

Exquisite, wide Back Bay townhouse on the sunny side of Commonwealth with large private roof deck, magnificent views, Juliet balcony, and 6 outdoor parking showcases exce...

  • 6 Beds
  • 8 Baths
  • 73527728 MLS
Courtesy of Compass

Listing courtesy of Listing Agent: Jeannemarie Conley from Listing Office: Compass.

56 North Summer Street, Edgartown image
56 North Summer Street, Edgartown $21,500,000

A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest on Martha’s Vineyard. Originally built in 1835 and mast...

  • 10 Beds
  • 14 Baths
  • 73517157 MLS
Courtesy of Wallace & Co. Sotheby's International Realty

Listing courtesy of Listing Agent: Alyssa Halisky from Listing Office: Wallace & Co. Sotheby's International Realty.

20 Crowninshield Road, Marblehead image
20 Crowninshield Road, Marblehead $21,000,000

20 Crowninshield Road is set on 2.25 oceanfront acres in one of Marblehead's most coveted waterfront settings. This exceptional estate offers approximately 7,013 square f...

  • 6 Beds
  • 9 Baths
  • 73539974 MLS
Courtesy of William Raveis R.E. & Home Services

Listing courtesy of Listing Agent: Steven White from Listing Office: William Raveis R.E. & Home Services.

2 Commonwealth Avenue Unit PH3-4, Boston image
2 Commonwealth Avenue Unit PH3-4, Boston — ['Carlton House'] $19,500,000

Experience the pinnacle of luxury living in this extraordinary corner penthouse duplex overlooking the iconic Public Garden. This rarely available architectural masterpie...

  • 3 Beds
  • 5 Baths
  • 73505454 MLS
  • ['Carlton House'] Bldg.
Courtesy of Campion & Company Fine Homes Real Estate

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

47 Sunset Point, Barnstable image
47 Sunset Point, Barnstable $18,500,000

Exquisite waterfront estate in the gated enclave of Oyster Harbors, one of Cape Cod's most sought-after communities. Located minutes from everything Osterville has to off...

  • 7 Beds
  • 11 Baths
  • 73563501 MLS
1 Dalton St Unit 4901, Boston image
1 Dalton St Unit 4901, Boston — ['Four Seasons Private Residences'] $18,500,000

Experience unparalleled luxury at One Dalton, Unit 4901 — the only residence in the building designed by acclaimed interior architect Thierry Despont. Perched on the 49th...

  • 2 Beds
  • 3 Baths
  • 73533353 MLS
  • ['Four Seasons Private Residences'] Bldg.
Courtesy of MGS Group Real Estate LTD

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

401 Beacon Street Unit PH, Boston image
401 Beacon Street Unit PH, Boston — ['The Lydon'] $18,500,000

This one-of-one Back Bay penthouse presents a rare combination of scale, privacy, and design. Spanning the top two floors of a corner, boutique building, 6,132 SF is fram...

  • 5 Beds
  • 6 Baths
  • 73516362 MLS
  • ['The Lydon'] Bldg.
Courtesy of William Raveis R.E. & Home Services

Listing courtesy of Listing Agent: Collin Sullivan from Listing Office: William Raveis R.E. & Home Services.

17 Bradston, Boston image
17 Bradston, Boston $18,000,000 ▼

ATTENTION DEVELOPERS - Prime Development Site in Boston: 50,000+ SF lot located .2 miles away from I-93 South available for sale. Seller will entertain offers subject to ...

  • 73455983 MLS
Courtesy of City Realty Group

Listing courtesy of Listing Agent: Sean Rose from Listing Office: City Realty Group.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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