Luxury Homes for Sale in Massachusetts

/65
$45,000,000
- 7 Beds
- 13 Baths
- 14,780 Sq Ft
18 Point Inner Way, Chilmark, MA 02535

A rare offering on the shores of Menemsha Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Thoughtfully designed with striking modern architecture, walls of glass, and seamless indoor-outdoor living, this one-of-a-kind compound captures breathtaking water views from nearly every room. Set on 4.9 acres with a private 115-foot deep-water dock, the

Alyssa Halisky Wallace & Co. Sotheby's

18 Point Inner Way, Chilmark, MA 02535
/17
$44,500,000
- 6 Beds
- 10 Baths
- 10,609 Sq Ft
150 Seaport Blvd Unit GPH, Boston, MA 02210

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, this one-of-a-kind home sits atop Boston’s iconic Seaport, offering panoramic views of Boston Harbor and the city skyline through soaring floor-to-ceiling windows. Designed with extraordinary attention to detail, the residence

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

150 Seaport Blvd Unit GPH, Boston, MA 02210
/33
$38,000,000
- 5 Beds
- 7 Baths
- 10,803 Sq Ft
55 Commonwealth Ave, Boston, MA 02116

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. Spanning nearly 11,000 SF on the sunny side, this exceptional home offers a combination of scale, natural light, and turnkey living. Designed for both entertaining and everyday living, the home features formal living and dining

Khoury Group Serhant

55 Commonwealth Ave, Boston, MA 02116
/5
$37,500,000
- Land
- 40 Acres
- $937,500 per Acre
130 Neck Rd, Haverhill, MA 01835

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 sf. single building or 3 building campus. Many uses available in booming industrial park. Directly off Interstate 495. Easy access to Boston and Manchester airports. 30 minutes to Boston, 30 minutes to Manchester NH, 45 minutes to

Donald Sheldon Donald Sheldon

130 Neck Rd, Haverhill, MA 01835
/48
$36,500,000
- 8 Beds
- 11 Baths
- 8,820 Sq Ft
119 Eel Point Rd, Nantucket, MA 02554

Waterfront on one of Dionis's most coveted stretches, the North Shore run from Brant Point toEel Point. This 2+ acre estate opens every day overlooking Nantucket Sound and closes everyevening with sunsets bursting with bands of orange and gold giving way to dusk. Locatedacross from 275 acres of untouched land owned by the Linda Loring Foundation.This New England coastal style

Ty Costa William Raveis Nantucket

119 Eel Point Rd, Nantucket, MA 02554
/36
$34,990,000
- 5 Beds
- 9 Baths
- 10,689 Sq Ft
128 Commonwealth Ave, Boston, MA 02116

A rare Back Bay masterpiece, this extraordinary Parisian-inspired Beaux Arts single-family residence on Commonwealth Avenue commands one of Boston’s most prestigious addresses with timeless grandeur and unrivaled scale. One of the famed “Commonwealth Avenue Sisters,” the home features a magnificent limestone façade, richly detailed interiors, ornate moldings, and dramatic entertaining spaces

Tracy Campion Campion & Company Fine Homes Real Estate

128 Commonwealth Ave, Boston, MA 02116
/26
$33,000,000
- 12 Beds
- 15 Baths
- 17,148 Sq Ft
256 Polpis Rd, Nantucket, MA 02554

256 Polpis Road is an exceptional 6.42-acre legacy estate offering stunning views and direct water access to Polpis Harbor. Botticelli and Pohl Architects, together with Hehir Group Custom Builders, have spent two years thoughtfully and completely reimagining this grand and refined historic home. This rare offering is ready for immediate enjoyment for those seeking luxury living and the very best

Robert Sabelhaus Great Point Properties

256 Polpis Rd, Nantucket, MA 02554
/78
$32,500,000

$3M PRICE DROP
- 8 Beds
- 8 Baths
- 6,841 Sq Ft
146 Quenames Rd, Chilmark, MA 02535

Set on 60 acres along one of the most private and unspoiled stretches of Atlantic coastline in Chilmark, this exceptional estate offers a rare combination of scale, privacy, and enduring coastal beauty. With over 800 feet of direct ocean frontage, the property commands expansive views while maintaining a true sense of seclusion, an increasingly scarce offering on Martha’s Vineyard.A gated

Grace Hagerty Grace Hagerty Real Estate Inc

146 Quenames Rd, Chilmark, MA 02535
/11
$32,000,000
- 7 Beds
- 9.5 Baths
- 6,078 Sq Ft
141 Main St, Nantucket, MA 02554

Town & Country. The one you’ve been waiting for has arrived.Singular in its setting, scale, and design, 141 Main Street is unlike anything else on Nantucket. A grand approach from Upper Main Street introduces the celebrated George C. Gardner House, an elegant 1835 Greek Revival and one of the island’s most treasured historic residences. Meticulously preserved in keeping with its architectural

Marybeth Gilmartin-Baugher Compass

141 Main St, Nantucket, MA 02554
/67
$29,000,000
- 8 Beds
- 7.5 Baths
- 7,570 Sq Ft
2 Nosegay Ln, Nantucket, MA 02564

Rare 'Sconset oceanside estate built by Jonathan Raith in 2007. This 8BR/7.5BA residence sits on 1.5 acres with ownership extending to the high tide line, a distinction that is nearly impossible to find in 'Sconset and one that affords a meaningful connection to the sea. Private beach stairs and sweeping ocean views from nearly every principal room complete the setting.A grand indoor/outdoor

Jeffrey Lee Lee Real Estate

2 Nosegay Ln, Nantucket, MA 02564
/42
$29,000,000

$5M PRICE DROP
- 6 Beds
- 8 Baths
- 12,714 Sq Ft
4 Willow Rd, Weston, MA 02493

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 Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort, beauty

Mizner+ Montero Gibson Sotheby's International Realty

4 Willow Rd, Weston, MA 02493
/12
$25,500,000
90 Ridgewood Ln Unit 73553269, Gardner, MA 01440

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 from Dunn State Park. This offering includes a package of 157 apartments units, comprising 54% ownership in the condo association. There is tremendous value add opportunity and upside potential. The complex is very well maintained

Carl Christie Carl Christie

90 Ridgewood Ln Unit 73553269, Gardner, MA 01440
/49
$23,950,000
- 6 Beds
- 9 Baths
- 7,694 Sq Ft
2 Marion Ave, Nantucket, MA 02554

Exceptional beachfront estate in coveted Cisco offering sweeping 180-degree Atlantic Ocean views just steps away from one of Nantucket’s most desirable beaches. Perfectly positioned to capture the best of both worlds, this rare offering combines true beachfront living with convenient access to Historic Downtown Nantucket via an easy, un-congested route, enhanced by the nearby bike path for

Chris Kling J Pepper Frazier Co.

2 Marion Ave, Nantucket, MA 02554
/35
$23,000,000
- 6 Beds
- 12 Baths
- 16,856 Sq Ft
381 Warren St, Brookline, MA 02445

An extraordinary opportunity to own one of Brookline's most prestigious estates, set on nearly 1.75 acres in the most coveted location. This majestic brick Georgian Colonial has been masterfully renovated with museum-quality craftsmanship and timeless architectural detail. Offering over 16,000 sq. ft. of elegant living space, the home features a grand two-story foyer, 6 bedrooms, 9 full and 3

Jeff Groper Coldwell Banker Realty - Newton

381 Warren St, Brookline, MA 02445
/42
$22,990,000
- 13 Beds
- 18 Baths
- 27,313 Sq Ft
34 Paine Ave, Prides Crossing, MA 01965

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 bluff with 400± feet of private beachfront and breathtaking ocean views. Originally built in 1904, this iconic residence has been masterfully restored and reimagined, seamlessly blending Gilded Age grandeur with exceptional

Tracy Campion Campion & Company Fine Homes Real Estate

34 Paine Ave, Prides Crossing, MA 01965
/28
$22,950,000
- 7 Beds
- 8.5 Baths
- 8,200 Sq Ft
60 Bartimus Luce Rd, Vineyard Haven, MA 02568

This North Shore beachfront estate represents one of the most breathtaking properties in all of New England. The newly built home was created on a 3.3-acre parcel of land, surrounded by specimen trees, rolling grassy meadows and is highly situated on a stable bank overlooking nearly 250 ft of sandy beach. The home, which celebrates and was imagined utilizing the 14 patterns of biophilic design,

Gerrett Conover Landvest MV

60 Bartimus Luce Rd, Vineyard Haven, MA 02568
/42
$22,500,000
- 4 Beds
- 3.5 Baths
- 2,955 Sq Ft
102 Sesuit Neck Rd, Dennis, MA 2638

An exceptional East Dennis estate spanning nearly 22 private acres, this extraordinary waterfront property offers a rare combination of scale, seclusion, and breathtaking coastal beauty. Beyond a gated entrance, a long, bucolic drive unfolds to a magnificent setting, bordered by protected conservation land and overlooking sweeping vistas of Cape Cod Bay. With 200 feet of private beach, the

Paul McCormick Gibson Sotheby's International Realty

102 Sesuit Neck Rd, Dennis, MA 2638
/45
$22,500,000
- 4 Beds
- 3.5 Baths
- 2,955 Sq Ft
102 Sesuit Neck Rd, East Dennis, MA 02641

An exceptional East Dennis estate spanning nearly 22 private acres, this extraordinary waterfront property offers a rare combination of scale, seclusion, and breathtaking coastal beauty. Beyond a gated entrance, a long, bucolic drive unfolds to a magnificent setting, bordered by protected conservation land and overlooking sweeping vistas of Cape Cod Bay. With 200 feet of private beach, the

Paul McCormick Gibson Sotheby's International Realty

102 Sesuit Neck Rd, East Dennis, MA 02641
/12
$22,000,000
- 99 Beds
- 99 Baths
- 41,628 Sq Ft
431 Melnea Cass Blvd, Boston, MA 02119

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 Longwood Medical Area. The Melnea offers unmatched community amenities and apartment finishes including skyline views, a roof deck, and on-site parking. Apartments boast modern features and finishes including quartz countertops,

Chris Sower Cushman & Wakefield

431 Melnea Cass Blvd, Boston, MA 02119
/9
$22,000,000
- 9 Beds
- 63 Baths
- 35,268 Sq Ft
33 Third Ave Unit 73462450, Charlestown, MA 02129

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 the 20th century, the building has since been masterfully renovated and modernized while still maintaining many of the building’s original features. The building is comprised of forty–seven (47) units, offering residents a

Chris Sower Cushman & Wakefield

33 Third Ave Unit 73462450, Charlestown, MA 02129
/49
$22,000,000
- 4 Beds
- 6.5 Baths
- 3,415 Sq Ft
15 Hallowell Ln, Nantucket, MA 02554

Nestled at the end of a quiet lane, 15 Hallowell Lane, completely rebuilt in 2015, offers a waterfront setting with sweeping views of the harbor and beyond while providing updated and modern amenities. This special property features private stairs leading directly to the beach, providing effortless access to the sand and sea. Positioned for breathtaking sunsets, the home is a serene retreat just

Greg McKechnie Great Point Properties

15 Hallowell Ln, Nantucket, MA 02554
/39
$21,950,000
- 6 Beds
- 8 Baths
- 9,624 Sq Ft
129 Commonwealth Ave, Boston, MA 02116

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 exceptional bones and timeless character. Expansive windows provide outstanding natural light, highlighting the home's historic charm and original detail. The property offers a versatile floor plan for customization, with

Jeannemarie Conley Compass

129 Commonwealth Ave, Boston, MA 02116
/77
$21,000,000
- 7 Beds
- 6.5 Baths
- 5,555 Sq Ft
8 Monomoy Rd, Nantucket, MA 02554

Available for the first time in more than 25 years, this extraordinary Monomoy home on two private acres enjoys breathtaking second floor deck panoramic views of Nantucket Harbor and Brant Point—a spectacular ever changing backdrop. Approached by a gracefully curving shell driveway, the home immediately conveys a sense of arrival. Meticulously designed gardens surround the home with mature roses,

Mary Malavase Atlantic East Nantucket Real Estate

8 Monomoy Rd, Nantucket, MA 02554
/42
$21,000,000
- 6 Beds
- 9 Baths
- 7,013 Sq Ft
20 Crowninshield Rd, Marblehead, MA 01945

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 feet of finished living area and 8,620 square feet of gross area, combining timeless coastal elegance with modern luxury. Completely rebuilt to the highest standards, this six-bedroom residence features six full baths and three

Steven White William Raveis R.E. & Home Services

20 Crowninshield Rd, Marblehead, MA 01945
/47
$19,950,000
- 7 Beds
- 11 Baths
- 6,488 Sq Ft
36 Warrens Landing Rd, Nantucket, MA 02554

Set across three private acres in Eel Point, 36 Warrens Landing Road is a rare Nantucket estate completed in 2017. This remarkable seven-bedroom compound pairs exceptional craftsmanship and sophisticated design with an extraordinary sense of scale, privacy, and connection to the landscape. Elevated views extend toward Madaket Harbor and the ocean, while expansive lawns, mature landscaping, and a

John McGarr Maury People Sotheby's International Realty

36 Warrens Landing Rd, Nantucket, MA 02554
/21
$19,900,000
- 5 Beds
- 7 Baths
- 6,577 Sq Ft
33 Boldwater Rd, Edgartown, MA 02539

Experience the timeless beauty of Martha's Vineyard from this luxurious waterfront retreat where the landscape feels so effortlessly connected to daily life. This property embodies understated luxury and timeless design, featuring a meticulously crafted stone residence and guest house. The setting overlooking Edgartown Great Pond has a sandy pond beach and deeded access to the pristine Atlantic

Deb Hancock Hancock Real Estate

33 Boldwater Rd, Edgartown, MA 02539
/63
$19,875,000

$100K PRICE DROP
- 10 Beds
- 11 Baths
- 7,369 Sq Ft
33 & 35 Shell St, Nantucket, MA 02564

For the first time in nearly a century, 33 & 35 Shell Street are being offered for sale together. Originally acquired in 1929, this cherished cornerstone of ’Sconset history has been enjoyed as a beloved family compound for generations. Unrivaled in both location and scale, the estate represents a true once-in-a-lifetime legacy opportunity. Commanding an expansive and elevated vantage point with

Liza Ottani Lee Real Estate

33 & 35 Shell St, Nantucket, MA 02564
/32
$19,500,000
- 3 Beds
- 4.5 Baths
- 4,083 Sq Ft
2 Commonwealth Ave Unit PH 3/4, Boston, MA 02116

Experience the pinnacle of luxury living in this extraordinary corner penthouse duplex overlooking the iconic Public Garden. This rarely available architectural masterpiece offers breathtaking views of the Public Garden, Charles River, and Commonwealth Avenue, complemented by an expansive 1,500 square foot wraparound terrace. Meticulously renovated from top to bottom by master craftsmen, every

Tracy Campion Campion & Company Fine Homes Real Estate

2 Commonwealth Ave Unit PH 3/4, Boston, MA 02116
/64
$19,300,000
- 10 Beds
- 12 Baths
- 8,815 Sq Ft
5 Capaum Pond Rd, Nantucket, MA 02554

From its rise above Capaum Pond — near the site of Nantucket's first settlement — this shingled residence looks north over the pond to the open water of Nantucket Sound. Eight en-suite bedrooms span three finished levels, joined by a two-story great room, a granite-and-butcher-block kitchen, and a paneled study. Covered porches on two sides step down to stone-walled gardens, a pergola-shaded

Stephen Maury Congdon & Coleman Real Estate

5 Capaum Pond Rd, Nantucket, MA 02554
/37
$18,750,000
- 9 Beds
- 11 Baths
- 7,790 Sq Ft
7 Brewster Rd, Nantucket, MA 02554

Monomoy's Newest Address. Exceptional new construction estate offering nearly 8,000 square feet of living space across a six-bedroom main residence and a detached three-bedroom guest house with an attached two-car garage. Thoughtfully designed for both grand entertaining and comfortable everyday living, the main house features expansive gathering spaces, a chef's kitchen, butler's pantry, bar and

Bernadette Meyer Maury People Sotheby's International Realty

7 Brewster Rd, Nantucket, MA 02554
/22
$18,500,000
- 7 Beds
- 11 Baths
- 10,104 Sq Ft
47 Sunset Point, Barnstable, MA 02655

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 offer, yet a world apart, the property represents a rare and extraordinary opportunity to own a generational compound in an inimitable setting. Ideally positioned to capture dramatic sunsets over Cotuit Bay and Nantucket Sound

Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

47 Sunset Point, Barnstable, MA 02655
/20
$18,500,000
- 2 Beds
- 2.5 Baths
- 3,641 Sq Ft
1 Dalton St Unit 4901, Boston, MA 02115

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 floor, this customized 2-bedroom, 2.5-bath + office home spans over 3,600 square feet, showcasing extraordinary craftsmanship, millwork, and refined finishes — for the most discerning buyer. Breathtaking views of Boston, the

Maggie Gold Seelig MGS Group Real Estate LTD

1 Dalton St Unit 4901, Boston, MA 02115
/35
$18,500,000
- 5 Beds
- 6 Baths
- 6,132 Sq Ft
401 Beacon St Unit PH, Boston, MA 02115

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 framed by 38 windows on three exposures with sweeping Charles River, skyline, and sunset views.Designed by Eric Roseff, the residence offers direct elevator access from three garage spaces, a grand duplex layout, and private internal

Collin Sullivan William Raveis R.E. & Home Services

401 Beacon St Unit PH, Boston, MA 02115
/2
$18,000,000

$3M PRICE DROP
- Land
- 1.15 Acres
- $15,652,174 per Acre
17 Bradston St, Boston, MA 02118

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 a zoning contingency. Buyer must do all of their own due diligence. Seller makes no warrants or representations.

Sean Rose City Realty Group

17 Bradston St, Boston, MA 02118
/29
$17,999,000
- 5 Beds
- 10 Baths
- 11,975 Sq Ft
63 West St, Beverly, MA 01915

Designed for both everyday living and exceptional entertaining, this rare new construction oceanfront estate offers a privately owned sandy beach & access to a deep-sea mooring. A dramatic double-height entry opens to light-filled living spaces with sweeping Atlantic views. The chef’s kitchen features dual Taj Mahal quartzite islands, professional-grade appliances, & butler’s pantry. Flow into a

Monte Marrocco Coldwell Banker Realty - Lexington

63 West St, Beverly, MA 01915
/20
$17,500,000
- 3 Beds
- 1.5 Baths
- 1,307 Sq Ft
187 Penzance Rd Unit Lot 1C, Falmouth, MA 02543

This remarkable 5+ acre waterfront estate is one of the most extraordinary coastal offerings to come to market in generations. Perched on the southwest tip of an exclusive community, it is Cape Cod's southernmost private residential land. The property commands panoramic, unobstructed views across Buzzards Bay to Naushon and the Elizabeth Islands, and then onto Vineyard Sound and Martha's

Kerrie Marzot Sotheby's International Realty

187 Penzance Rd Unit Lot 1C, Falmouth, MA 02543
/28
$17,500,000
- 3 Beds
- 1.5 Baths
- 1,307 Sq Ft
187 Penzance Rd, Woods Hole, MA 02543

This remarkable 5+ acre waterfront estate is one of the most extraordinary coastal offerings to come to market in generations. Perched on the southwest tip of an exclusive community, it is Cape Cod's southernmost private residential land. The property commands panoramic, unobstructed views across Buzzards Bay to Naushon and the Elizabeth Islands, and then onto Vineyard Sound and Martha's

Kerrie Marzot Sotheby's International Realty

187 Penzance Rd, Woods Hole, MA 02543
/38
$17,500,000
- 5 Beds
- 4.5 Baths
- 6,061 Sq Ft
12 Calebs Pond Ln, Edgartown, MA 02539

This stunning custom-built waterfront estate offers sweeping views of Edgartown Harbor and exceptional craftsmanship throughout. Set on a private Chappaquiddick compound, the property features a beautifully designed main house, a separate one-bedroom guest house, a pool and spa, and expansive outdoor living spaces perfect for entertaining. Inside, warm wood finishes complement the home's

Gerrett Conover Landvest MV

12 Calebs Pond Ln, Edgartown, MA 02539
/42
$17,500,000

$2M PRICE DROP
- 5 Beds
- 6 Baths
- 7,263 Sq Ft
239 Summer St, Manchester, MA 01944

Welcome to a truly exceptional 7.4-acre oceanfront estate in Manchester-by-the-Sea, offering direct access to the soft sands of Graves Beach—your private shoreline retreat. This rare two lot property blends classic New England charm with resort-style living, featuring panoramic water views and extraordinary privacy along one of the North Shore’s most desirable coastlines. The home offers two

Lanse Robb LandVest, Inc., Manchester -by-the-Sea

239 Summer St, Manchester, MA 01944
/23
$17,250,000
- 5 Beds
- 7 Baths
- 5,992 Sq Ft
6 Newbury St Unit 501-502, Boston, MA 02116

Spanning an incredible ~6,000SF on a single level, this home redefines contemporary luxury with its thoughtful design, custom millwork, and effortless elegance. Sunlight floods through 3 rare exposures, while dramatic floor-to-ceiling bay windows frame breathtaking views of Newbury Street and the Public Garden. A private, keyed elevator welcomes you into spaces designed for both grand

Maggie Gold Seelig MGS Group Real Estate LTD

6 Newbury St Unit 501-502, Boston, MA 02116

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