Luxury Homes for Sale in Massachusetts

/35
$16,900,000
- 6 Beds
- 10 Baths
- 10,116 Sq Ft
50 Winsor Way, Weston, MA 02493

A true showcase luxury gated estate, 50 Winsor Way is situated on over 2 acres of elevated and private land located off the Weston Golf Club. The estate features truly picturesque professionally landscaped grounds, expansive terraces and patios with views for entertaining, and a large showpiece swimming pool and patio with elegant fountains. 50 Winsor boasts more than 6 bedrooms including the

Rose Hall Blue Ocean Realty, LLC

50 Winsor Way, Weston, MA 02493
/42
$16,500,000
- 6 Beds
- 10 Baths
- 8,872 Sq Ft
57 Uncle Barneys Rd, West Dennis, MA 02670

Presenting an offering of rare distinction. Refined coastal living, classic architecture and impeccable craftsmanship blend to create a unique sense of privacy, elegance, and pleasure. Nestled upon the shores of iconic Bass River, bask in waterfront living in this exclusive legacy estate replete with exquisite gardens, spectacular pool and deep-water dock capable of accommodating a 90' yacht with

Paul McCormick Gibson Sotheby's International Realty

57 Uncle Barneys Rd, West Dennis, MA 02670
/56
$16,250,000
- 6 Beds
- 8 Baths
- 8,648 Sq Ft
25 Brickyard Rd, Chilmark, MA 02535

Perched on an elevated 10.69-acre site off picturesque North Road in Chilmark, this exceptional private compound pairs natural beauty with architectural distinction. Designed by renowned architect Patrick Ahearn and built by Rosbeck Builders, the 7,691-square-foot residence enjoys dramatic views across the Menemsha Hills and Vineyard Sound toward the Elizabeth Islands, with spectacular sunsets.

Peyton Wallace Studio Realty LLC

25 Brickyard Rd, Chilmark, MA 02535
/13
$16,000,000
- 49 Beds
- 43 Baths
- 34,417 Sq Ft
36 College Ave, Somerville, MA 02144

Rare Portfolio Offering: 36 College Avenue in Somerville is part of a three-building portfolio for sale, which also includes 202-218 Mass Ave. in Arlington and 49–55 Davis Square in Somerville. 36 College Avenue, known as the Bryant Chambers building, is a 44-unit, five-story brick apartment building in the heart of Davis Square. Located at the corner of College Avenue and Park Avenue, the

Carl Christie Carl Christie

36 College Ave, Somerville, MA 02144
/38
$16,000,000
- Land
- 46 Acres
- $347,826 per Acre
0, 36, 38 Black Point Rd Unit 11, 9-02, 9-01, 058-, Chilmark, MA 02535

Forty six extraordinary acres on Black Point Pond with easy access to Black Point sandy ocean beach. Magical expansive views of meadows, pond and ocean. This estate-sized property abuts 140 acres of Sheriff’s Meadow conservation land, offering exceptional privacy. A simple 1041 square foot two bedroom seasonal home sits on one lot with two detached studios alongside. Close to nature, this home

Abby Rabinovitz Tea Lane Associates

0, 36, 38 Black Point Rd Unit 11, 9-02, 9-01, 058-, Chilmark, MA 02535
/39
$16,000,000
- 2 Beds
- 2 Baths
- 1,041 Sq Ft
0, 36, 38 Black Point Rd, Chilmark, MA 02535

Forty six extraordinary acres on Black Point Pond with easy access to Black Point sandy ocean beach. Magical expansive views of meadows, pond and ocean. This estate-sized property abuts 140 acres of Sheriff's Meadow conservation land, offering exceptional privacy. A simple 1041 square foot two bedroom home sits on one lot with two detached studios alongside. Close to nature, this seasonal home

Abby Rabinovitz Tea Lane Associates

0, 36, 38 Black Point Rd, Chilmark, MA 02535
/41
$16,000,000

$2M PRICE DROP
- 6 Beds
- 8 Baths
- 9,411 Sq Ft
63 Goddard Ave, Brookline, MA 02445

This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous, expansive

Debby Belt Hammond Residential Real Estate

63 Goddard Ave, Brookline, MA 02445
/59
$15,995,000

$505K PRICE DROP
- 6 Beds
- 6.5 Baths
- 6,564 Sq Ft
34 Brewster Rd, Nantucket, MA 02554

Located in the Monomoy neighborhood, this exceptional Nantucket residence offers beautifully curated living spaces and seamless indoor-outdoor living. Professionally designed by Environmental Design Group (EDG), the interiors reflect a refined aesthetic that balances sophistication with warmth and livability. Spanning three finished levels, the home is thoughtfully designed for both everyday

Bill Liddle Great Point Properties

34 Brewster Rd, Nantucket, MA 02554
/51
$15,875,000

$100K PRICE DROP
- 6 Beds
- 6 Baths
- 7,369 Sq Ft
35 Shell St, Nantucket, MA 02564

For the first time in nearly a century, 35 Shell Street is being offered for sale. Originally acquired in 1929, this is a cherished cornerstone of ’Sconset history. Unrivaled in location and scale, this represents a true once-in-a-lifetime legacy opportunity. Commanding an expansive and elevated vantage point with sweeping, unobstructed 180-degree views of the Atlantic Ocean, the estate includes

Liza Ottani Lee Real Estate

35 Shell St, Nantucket, MA 02564
/20
$15,800,000
- 3 Beds
- 3.5 Baths
- 3,696 Sq Ft
1 Dalton St Unit 5801, Boston, MA 02115

Exquisite 58th floor 3 bed, 3.5 bath home that has been completely customized and fully renovated by premier custom builder. This "Penthouse Flat" at the top of the 1 Dalton tower boats commanding Western facing views of the Charles River to Cambridge and beyond. Offering direct elevator access into a private foyer with walk in coat room, this sensational corner home is flooded with natural

Michael Harper Coldwell Banker Realty - Boston

1 Dalton St Unit 5801, Boston, MA 02115
/8
$15,750,000
- 79 Beds
- 30.5 Baths
- 35,512 Sq Ft
10 University Rd, Brookline, MA 02445

Rare opportunity to acquire a generational asset in the heart of Washington Sq., Brookline. Just a stone’s throw away from Beacon St. – 10-24 University Rd. is positioned alongside one of the most transit-oriented throughfares in/around Greater Boston, providing immediate MBTA access to major universities, like BU, Northeastern and Wentworth, the Longwood Medical Area and the many tech and

Joe Danisch Coelho Realty Group LLC

10 University Rd, Brookline, MA 02445
/42
$15,700,000

$1M PRICE DROP
- 7 Beds
- 10 Baths
- 7,737 Sq Ft
172 Brattle St, Cambridge, MA 02138

Modern luxury meets history in this completely renovated home on coveted Brattle St in Harvard Square. Completely transformed by a local respected builder, this property seamlessly blends historic charm w/ modern convenience in its impeccable design and finishes. The main floor offers a grand staircase, high ceilings, spacious living and dining rooms, chef's kitchen w/ top appliances and adjacent

Maggie Gold Seelig MGS Group Real Estate LTD

172 Brattle St, Cambridge, MA 02138
/37
$15,500,000

$1M PRICE DROP
- 3 Beds
- 3.5 Baths
- 4,152 Sq Ft
1 Dalton St Unit 5602, Boston, MA 02115

Welcome to the 56th floor of the Four Seasons Private Residences at One Dalton, New England’s tallest and most prestigious residential address. This 3-plus bedroom, 3.5 bath home encompasses over 4,000 SQFT wrapped in floor-to-ceiling windows providing unmatched and unobstructed views of Boston’s skyline including Back Bay, the Charles River, Cambridge, the South End and Boston Harbor.

Tracy Campion Campion & Company Fine Homes Real Estate

1 Dalton St Unit 5602, Boston, MA 02115
/31
$15,400,000
- 6 Beds
- 9 Baths
- 6,967 Sq Ft
8 Snail Rd, Chilmark, MA 02535

Horizon House sits atop one of Chilmark's most private and elevated parcels, offering protected and sweeping views of the Atlantic Ocean. Framed by meadow, mature trees, stone walls, and native terrain, the estate holds an extraordinary connection to both land and sea. The 4+ bedroom main house has been thoughtfully reimagined for today's buyer, designed and built by a team of leading architects

Brian Dougherty Corcoran Property Advisors

8 Snail Rd, Chilmark, MA 02535
/42
$15,000,000
- 5 Beds
- 9 Baths
- 9,586 Sq Ft
17 Crowninshield Rd, Marblehead, MA 01945

This magnificent oceanfront estate stands as one of the most significant properties in Marblehead. Located in the exclusive Peach’s Point neighborhood, this property offers stunning views of Crowninshield Island, Grace Oliver’s Beach, Marblehead Lighthouse, and the surrounding islands. “Seaside Farm” replaced the original Crowninshield estate in 1999 in a classic Georgian style, with meticulous

Traci Howe

17 Crowninshield Rd, Marblehead, MA 01945
/36
$15,000,000
- 7 Beds
- 6.5 Baths
- 9,986 Sq Ft
15 Farm St, Dover, MA 02030

Introducing Windover, a grand Georgian estate, meticulously restored and reimagined for modern living. Approached through 5 acres of conservation land, and set atop a private, tree-lined drive, the property commands an immediate sense of arrival. Refined outdoor features include expansive terraces, a secluded walled garden, and a dogwood orchard. A pool house and heated saltwater pool overlook a

Tracy Campion Campion & Company Fine Homes Real Estate

15 Farm St, Dover, MA 02030
/37
$15,000,000
- 7 Beds
- 9 Baths
- 6,462 Sq Ft
14 Cow Bay Rd, Edgartown, MA 02539

Set within the prestigious Cow Bay Association, one of the island’s most exclusive and sought-after enclaves, this extraordinary 1.5-acre estate embodies the pinnacle of refined coastal living. Accessed via private road through protected land, the property includes access to over 2,000 feet of private shoreline, beach cabanas, Trapps Pond and potential mooring. Despite its remarkable seclusion,

Gerrett Conover Landvest MV

14 Cow Bay Rd, Edgartown, MA 02539
/42
$14,995,000
- 6 Beds
- 8 Baths
- 13,200 Sq Ft
33 Sears Rd, Brookline, MA 02445

Designed to be admired and built to be enjoyed, 33 Sears Rd is a custom residence set on 1.6 acres of manicured, private grounds. The home makes an immediate statement with a grand two-story foyer that introduces soaring ceilings, refined detailing, and beautifully scaled living spaces throughout. Built by one of Boston's premier female builders, the craftsmanship is evident in every threshold,

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

33 Sears Rd, Brookline, MA 02445
/49
$14,995,000
- 7 Beds
- 10 Baths
- 4,715 Sq Ft
174 Cliff Rd, Nantucket, MA 02554

Set on a rare one and one-half acre parcel in the Cliff, 174 Cliff Road is an exceptional Nantucket estate, surrounded by conservation land and serene wetlands. This tranquil setting provides a true sense of privacy while remaining moments from Town, the Westmoor Club and North Shore beaches. The property is thoughtfully designed with 7 bedrooms, 7 bathrooms and 3 half bathrooms across a

Bernadette Meyer Maury People Sotheby's International Realty

174 Cliff Rd, Nantucket, MA 02554
/40
$14,900,000

$2M PRICE DROP
- 5 Beds
- 8 Baths
- 10,324 Sq Ft
53 Paine Ave, Beverly, MA 01915

Commanding ocean views from nearly every room, this extraordinary six acre estate sits on the historic site of a 1900s Manor House. Blending classic New England architecture with modern luxury, the stone-and-shingle residence features incredible design, custom mahogany, paneled walls and exquisite millwork throughout. The Primary Suite boasts panoramic ocean views, a domed gable ceiling,

Krista Julian Coldwell Banker Realty - Manchester

53 Paine Ave, Beverly, MA 01915
/39
$14,850,000
- 6 Beds
- 8 Baths
- 9,065 Sq Ft
280 Warren St, Brookline, MA 02445

Privately set off Warren St, this exceptional Brookline estate spans over 3.6 acres of beautifully landscaped grounds and over 9,000 SF across four levels, with 6 bedrooms, 6 full and 2 half baths. A striking entry with a sweeping staircase leads to expansive, light-filled living and entertaining spaces rich with charm and detailed moldings. The main level features a mix of formal and informal

Maggie Gold Seelig MGS Group Real Estate LTD

280 Warren St, Brookline, MA 02445
/42
$14,850,000
- 7 Beds
- 12 Baths
- 18,725 Sq Ft
67 Byron Rd, Weston, MA 02493

Timeless elegance meets modern luxury in this extraordinary Weston estate, situated on 5.3 stunning acres just minutes from Boston. Built by a renowned local builder and reimagined with Leslie Fine Interiors, this home blends superior craftsmanship, global influences and design. Bright, inviting spaces include a newly renovated kitchen, luxurious primary suite, soaring ceilings, and dramatic

Maggie Gold Seelig MGS Group Real Estate LTD

67 Byron Rd, Weston, MA 02493
/41
$14,500,000
- 11 Beds
- 13 Baths
- 9,500 Sq Ft
10 & 12 Boldwater Rd, Edgartown, MA 02539

A rare offering of extraordinary scale and architectural significance, this 22-acre Martha's Vineyard estate represents a category of ownership seldom available on the Island. Designed around privacy, natural beauty, and enduring craftsmanship, the living spaces encompass more than 9,500 square feet across multiple thoughtfully designed structures, creating an unparalleled setting for

Michael Carucci Serhant

10 & 12 Boldwater Rd, Edgartown, MA 02539
/46
$14,500,000
- 19 Beds
- 25 Baths
- 19,364 Sq Ft
11 Hawthorne Rd, Stockbridge, MA 01262

The Wheatleigh: A Gilded Age masterpiece on over 21 pristine acres overlooking the Stockbridge Bowl. Designed in 1893 by Peabody & Stearns, this 16th-century Florentine palazzo features stunning grounds by Frederick Law Olmsted. Former home to the Boston Symphony Orchestra and moments from Tanglewood, this 25,000+SF architectural sanctuary seamlessly marries timeless grandeur with 21st-century

Steven Weisz William Pitt Sothebys Intn'l

11 Hawthorne Rd, Stockbridge, MA 01262
/9
$14,500,000

Open House 9/01
- 4 Beds
- 1 Bath
- 1,487 Sq Ft
193 Eel Point Rd, Nantucket, MA 02554

A once-in-a-generation opportunity to acquire what is arguably the finest waterfront property available on Nantucket. Privately situated within the exclusive enclave of Eel Point, this extraordinary offering is surrounded by breathtaking, unobstructed views of Madaket Harbor, Tuckernuck Island, and the Atlantic Ocean beyond. Representing one of the island’s most exceptional and irreplaceable

Fernando Colon Osorio ACK Distinctive Properties

193 Eel Point Rd, Nantucket, MA 02554
/41
$14,500,000
- 5 Beds
- 8 Baths
- 11,315 Sq Ft
610 Harland St, Milton, MA 02186

Introducing the Alexander Forbes Mansion, a magnificent estate set on 6 beautiful acres in the historic and highly desirable Scott’s Woods district of Milton. This exceptional home showcases every modern amenity and has been meticulously renovated inside and out to the highest standards. The main level features a grand foyer, striking staircase, dramatic floor-to-ceiling windows and doors, formal

Tracy Campion Campion & Company Fine Homes Real Estate

610 Harland St, Milton, MA 02186
/43
$14,500,000

$2M PRICE DROP
- 4 Beds
- 4.5 Baths
- 3,705 Sq Ft
64 Squibnocket Farm Rd, Chilmark, MA 02535

Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes, and the soothing sounds of water lapping against the shore. Squibnocket Farm Road is renowned for its unspoiled beauty and tranquility. This sophisticated gated community offers a sense of seclusion while remaining within

Thomas Wallace Wallace & Co. Sotheby's

64 Squibnocket Farm Rd, Chilmark, MA 02535
/71
$14,450,000

$475K PRICE DROP
- 7 Beds
- 7 Baths
- 6,128 Sq Ft
2 Fintry Ln, Nantucket, MA 02554

Truly bucolic, 2 Fintry Lane is a welcoming sanctuary designed for summer living. Above Eel Point Road in Dionis, on 1.84 elevated acres, privacy and serenity are complemented by a contemporary aesthetic. 7+ bedrooms between the Main and Guest Houses plus a studio above the 2-car garage. Extensive wrap around porches to enjoy the beauty of this property and tranquility of this special setting.

Carolyn Durand Lee Real Estate

2 Fintry Ln, Nantucket, MA 02554
/39
$13,995,000
- 6 Beds
- 8 Baths
- 14,657 Sq Ft
25 Rockyledge Rd, Swampscott, MA 01907

Perched atop nearly an acre of dramatic granite coastline with commanding ocean views, this extraordinary estate represents a level of craftsmanship that simply cannot be replicated today. Offered at $13,995,000 with an estimated replacement cost exceeding $37,000,000, it is a rare opportunity to own a truly irreplaceable residence. Spanning nearly 15,000 square feet, the home offers 6 bedrooms,

Willis + Tierney Compass

25 Rockyledge Rd, Swampscott, MA 01907
/42
$13,955,000
- 3 Beds
- 4.5 Baths
- 4,659 Sq Ft
240 Devonshire St Unit PH-MC 1B, Boston, MA 02110

The life you want to live is here - The Millennium Residences at Winthrop Center Penthouse Collection. 61st floor 3 BR + Den + Flex Room, 4.5 BA home offers 12’ ceilings w/ panoramic West Sunset, to Boston Common, Charles River and City views. Christopher Peacock kitchen & bath cabinetry, wide-plank oak floors, marble baths, custom architectural details. Combining 5-star services with

MP Boston Marketing Team MP Boston Marketing LLC

240 Devonshire St Unit PH-MC 1B, Boston, MA 02110
/32
$13,950,000

$2M PRICE DROP
- 10 Beds
- 9 Baths
190 Vineyard Rd, Cotuit, MA 02635

In the lovely enclaves of Cotuit, Ma, positioned on a high-elevation bluff along Oregon Point, sits this 3.10 acre, 400 ft ocean beachfront, beautiful property. Hosting a grandfathered footprint of multi-structures, this family compound offers additional space for pool, along with existing infrastructures including; utilities, driveways, tennis court, beachfront accesses, and topographic

George Moussa LAER Realty Partners

190 Vineyard Rd, Cotuit, MA 02635
/23
$13,900,000
- 3 Beds
- 6 Baths
- 4,667 Sq Ft
250 Boylston St Unit 2, Boston, MA 02116

A once in a generation opportunity to own a full floor at Le Jardin! Occupying more than 4,600 sq ft on a single living level this gracious home offers 20 oversized windows that wrap the home on 3 sides and flood the home with natural light. An unmatched 40' of frontage overlooking the historic Boston Public Garden, this one of a kind home has been exquisitely renovated and professionally

Michael Harper Coldwell Banker Realty - Boston

250 Boylston St Unit 2, Boston, MA 02116
/34
$13,900,000

$2M PRICE DROP
- 7 Beds
- 6.5 Baths
- 9,473 Sq Ft
153 Brattle St, Cambridge, MA 02138

Situated between Appleton St & Riedesel Ave, this grand & prominent center entrance 7+ bed, 6.5 bath home was originally built in c.1803 has been painstakingly restored, elegantly modernized and expertly crafted for modern living. Ideally sited on a maturely landscaped 22,500+ sq ft lot, this gracious home rests behind an elegant white fence with antique walkways and restored balustrade. Welcomed

Michael Harper Coldwell Banker Realty - Boston

153 Brattle St, Cambridge, MA 02138
/28
$13,500,000
- 3 Beds
- 3.5 Baths
- 3,573 Sq Ft
50 Liberty Dr Unit PH2A, Boston, MA 02210

Introducing a truly stunning 3 bedroom, 3.5 bathroom Penthouse residence in the heart of Boston's Seaport District. This 3,573 square foot, custom renovated penthouse in the renowned 50 Liberty building offers the epitome of modern waterfront living. This smart penthouse includes electric shades throughout and high tech audio system which can be controlled with your phone. Situated on the

Josh Golden Luxury Residential Group, LLC

50 Liberty Dr Unit PH2A, Boston, MA 02210
/88
$13,500,000
- 6 Beds
- 8 Baths
- 6,300 Sq Ft
120 Tom Nevers Rd, Nantucket, MA 02554

Private estate in Tom Nevers where the best of Nantucket awaits you. With sweeping views of the Atlantic Ocean and warm summer breezes, "Moon Watch" lives up to its name and much more! This elegant home includes 6 bedrooms suites, gym, heated pool, private beach stairs, three full floors of living space and many custom details throughout as well as expansive, panoramic ocean views from every

Jeanne Hicks Lee Real Estate

120 Tom Nevers Rd, Nantucket, MA 02554
/34
$13,299,000
- 64 Beds
- 62 Baths
- 42,486 Sq Ft
44 Estes St, Lynn, MA 01902

Rare opportunity to acquire an 62-unit, five-property multifamily portfolio concentrated within one of Lynn's established residential neighborhoods: 44 & 38 Estes Street, 8-10 & 12-14 Fortesque Street and 32 Chestnut Street. Unit mix is primarily one-bedrooms, with select two-bedroom and studio units. Properties are professionally maintained with a history of capital improvements; several offer

Daniel Alper Boston Realty Advisors

44 Estes St, Lynn, MA 01902
/20
$13,000,000
- Land
- 10,454 Sq Ft
- $54,166,667 per Acre
815 Somerville Ave, Cambridge, MA 02140

Presenting 815 Somerville Avenue, an exceptional redevelopment opportunity located in the heart of Porter Square, Cambridge, Massachusetts. 815 Somerville Ave is a three-story brick building comprised of 27,824 gross square feet and18 garage parking spaces. The building is situated on a 10,442 square foot parcel and sits within the Massachusetts Avenue District – a new zoning district that allows

Chris Sower Cushman & Wakefield

815 Somerville Ave, Cambridge, MA 02140
/20
$12,999,900

New Construction
- 4 Beds
- 7 Baths
- 6,234 Sq Ft
157 Bridge St, Chatham, MA 02633

In one of Chatham's most storied and visually captivating settings, adjacent to the iconic Mitchell River wooden drawbridge, this extraordinary waterfront estate--masterfully crafted by the renowned Eastward Companies--represents a rare convergence of architectural distinction, coastal heritage, and modern luxury. Spanning more than 6,200 square feet across three impeccably designed levels, the

The Grattan Group Christie's International Real Estate Atlantic Brokerage

157 Bridge St, Chatham, MA 02633
/56
$12,995,000
- 4 Beds
- 5.5 Baths
- 6,158 Sq Ft
35 India St, Nantucket, MA 02554

Situated on historic India Street, this extraordinary 4-bedroom, 51⁄2-bath residence has been meticulously restored, by Julius Pasys of Lithcon inc, and decorated by Michael Mitchell Interiors. This team's workmanship honors the home's historic character while incorporating every modern convenience.At the heart of the home is the remarkable Garden Room, a stunning entertaining space featuring

Robert Young William Raveis Nantucket

35 India St, Nantucket, MA 02554
/35
$12,995,000
- 6 Beds
- 6.5 Baths
- 7,258 Sq Ft
11 Brown St, Cambridge, MA 02138

A masterpiece by Cafasso Design Group, this architectural work of art redefines luxury living. Tucked within a coveted enclave off Brattle Street, this home unfolds across lush, sculpted grounds framed by mature trees, offering an unparalleled serene retreat. A striking sculptural staircase serves as the dramatic centerpiece, while interiors masterfully blend contemporary Japanese, Scandinavian,

Beth Dickerson Gibson Sotheby's International Realty

11 Brown St, Cambridge, MA 02138

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home

Massachusetts Types of Homes for Sale

Massachusetts Real Estate

More About Living in Massachusetts

Massachusetts Homes for Sale by Style

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage