Luxury Homes for Sale in Massachusetts

/42
$5,498,000
- 5 Beds
- 5.5 Baths
- 10,200 Sq Ft
497 Old Road to 9 Acre Corner, Concord, MA 01742

SPECTACULARLY ONE-OF-A-KIND HOME! This JAW DROPPING home is a MASTERPIECE OF CUSTOM DESIGN ON 8.5 ACRES! A backyard oasis offers a VACATION AT HOME LIFESTYLE! The STYLE & DESIGN throughout is reminiscent of the best homes available in NANTUCKET, THE HAMPTONS OR PALM BEACH! The oversized wood pivot front door opens to a MARBLE FOYER with SKY HIGH CEILINGS & A DRAMATIC DOUBLE STAIRCASE. The

The Zur Attias Team The Attias Group, LLC

497 Old Road to 9 Acre Corner, Concord, MA 01742
/42
$5,497,000

$463K PRICE DROP
- 5 Beds
- 7 Baths
- 6,377 Sq Ft
48 Marshall Rd, Wellesley, MA 02482

A rare standard of craftsmanship in Wellesley's coveted Generals neighborhood. This custom Neoclassical Colonial — completed in 2017, 6,300+ SF across four elevator-served levels — was built without compromise: whole-house radiant heat, grain-matched white oak floors, bespoke millwork, and soaring 9-foot ceilings throughout including the lower level. The chef's kitchen anchors the home with

Team Coyle Compass

48 Marshall Rd, Wellesley, MA 02482
/34
$5,495,000
- 4 Beds
- 4.5 Baths
- 2,704 Sq Ft
380 Harrison Ave Unit PH1J, Boston, MA 02118

Residence PH1J sits atop The Quinn, one of the South End's most desirable full-service buildings, designed by Robert A.M. Stern. Back Bay skyline views greet you upon entry, carried through an open-concept kitchen and living area spanning 40' of western and northern exposures. Rift-sawn oak cabinetry, marble countertops and backsplash, and a Wolf and Sub-Zero appliance package define the kitchen.

John Petrizzo Corcoran Property Advisors

380 Harrison Ave Unit PH1J, Boston, MA 02118
/98
$5,495,000
- 4 Beds
- 7 Baths
- 7,812 Sq Ft
26 Wheeler Rd, Mashpee, MA 2649

Introducing an extraordinary new waterfront estate on picturesque Ashumet Pond with a private dock and sandy beach, offering nearly 8,000 square feet of luxury on 1.40 exceptionally private acres. Thoughtfully designed with timeless architecture and impeccable craftsmanship, this custom residence features soaring 30-foot ceilings, dramatic walls of glass, a striking stone fireplace, and

Vanessa Walker Compass Massachusetts, LLC

26 Wheeler Rd, Mashpee, MA 2649
/48
$5,495,000

$200K PRICE DROP
- 5 Beds
- 4.5 Baths
- 7,502 Sq Ft
21 White Oak Rd, Waban, MA 02468

Certain residences redefine the contemporary real estate aesthetic entirely. 21 White Oak Road is one of them. Set within one of Waban's most coveted enclaves, this masterfully reimagined estate unfolds across 7,500 square feet of modern luxury. Five bedrooms, four-and-a-half baths, and soaring eighteen-foot ceilings anchor the space. Purchased prior to completion and curated to an elevated

Natalie Marsh Compass

21 White Oak Rd, Waban, MA 02468
/36
$5,495,000
- 4 Beds
- 4.5 Baths
- 5,266 Sq Ft
42 Washington St, Sherborn, MA 01770

Set on 15.7 acres in the heart of Sherborn, The Grout Farm offers a rare blend of refined country living and thoughtfully developed equestrian amenities. The reimagined main residence features light-filled living spaces, a custom kitchen, updated systems, and warm modern finishes. The estate includes a detached 1-bedroom, 1-bath guest cottage, carriage barn connected to the main barn, and the

Stanley Edwards LandVest, Inc., Concord

42 Washington St, Sherborn, MA 01770
/38
$5,495,000
- 5 Beds
- 7 Baths
- 10,407 Sq Ft
4 Wilson's Way, Dover, MA 02030

Beyond stunning custom home! Over 11,000 sq ft of incredible living along with a private pond on 2.36 acres. High ceilings, open floor plan & filled with sunlight. Designer kitchen w/ huge walk-in pantry, oversized island, gorgeous thick marble counters. Breakfast room leads to family room w/ an entire bank of windows overlooking the yard. Unique walk-in wine storage. Formal living w/ fireplace &

Melissa Dailey Coldwell Banker Realty - Wellesley

4 Wilson's Way, Dover, MA 02030
/38
$5,495,000
- 5 Beds
- 3.5 Baths
- 6,409 Sq Ft
461 Wings Neck Rd, Pocasset, MA 02559

Set on 2.5 acres within the coveted Wings Neck community, this extraordinary waterfront estate offers sweeping views of Buzzards Bay amidst total privacy. The five-bedroom home features a sunlit open layout ideally suited for casual living or grand entertaining, with a soaring great room, gourmet kitchen, and dining area with panoramic water views. Indoor and outdoor spaces blend seamlessly, with

Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

461 Wings Neck Rd, Pocasset, MA 02559
/42
$5,495,000
- 5 Beds
- 8 Baths
- 9,357 Sq Ft
16 Solomon Pierce Rd, Lexington, MA 02420

Perfectly situated in Pheasant Brook Estates, this remarkable property showcases Lexington's most premier landscape, offering a flawless blend of luxury, privacy and natural beauty. Surrounded by manicured grounds and serene private pond, this home spans over 9,000 square feet of thoughtfully designed living space. The main level showcases a harmonious, sun-drenched layout with clean

Martha Sevigny William Raveis R.E. & Home Services

16 Solomon Pierce Rd, Lexington, MA 02420
/42
$5,495,000
- 2 Beds
- 2 Baths
- 1,588 Sq Ft
2 Commonwealth Ave Unit 12B, Boston, MA 02116

L'Entree du Jardin! Stunning unit at The Carlton House with 100% frontage overlooking The Boston Public Garden, offering the most special and intimate views of the city. This "B" units is one the best in the building. Brand new renovations and beautifully furnished, this sophisticated property shows extremely well. There is a large Primary Bedroom Suite with an amazing sitting area overlooking

David Mackie Coldwell Banker Realty - Boston

2 Commonwealth Ave Unit 12B, Boston, MA 02116
/41
$5,495,000

$405K PRICE DROP
- 2 Beds
- 2.5 Baths
- 1,850 Sq Ft
99 Uncle Alberts Drive Extension, Chatham, MA 2633

Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future

Shane Masaschi Compass

99 Uncle Alberts Drive Extension, Chatham, MA 2633
/24
$5,495,000

$205K PRICE DROP
- 4 Beds
- 4 Baths
- 5,898 Sq Ft
32 Lazell St, Hingham, MA 02043

Development opportunities! Welcome to your private sanctuary—a breathtaking 5,898 sq. ft. custom contemporary estate nestled on a secluded 13.18-acre compound. In addition to the primary 4-acre lot, the property includes three additional parcels totaling 9.18 acres, offering unmatched privacy, expansion potential, or conservation opportunities. Designed with meticulous attention to detail, this

Ashley Brennan Gibson Sotheby's International Realty

32 Lazell St, Hingham, MA 02043
/7
$5,495,000

$205K PRICE DROP
- Land
- 13.18 Acres
- $416,920 per Acre
32-70 Lazell St, Hingham, MA 02043

Development opportunities! Welcome to your private sanctuary—a breathtaking 5,898 sq. ft. custom contemporary estate nestled on a secluded 13.18-acre compound. In addition to the primary 4-acre lot, the property includes three additional parcels totaling 9.18 acres, offering unmatched privacy, expansion potential, or conservation opportunities. Designed with meticulous attention to detail, this

Ashley Brennan Gibson Sotheby's International Realty

32-70 Lazell St, Hingham, MA 02043
/22
$5,485,000

$500K PRICE DROP
- 4 Beds
- 4.5 Baths
- 3,560 Sq Ft
178 Ivy St, Brookline, MA 02446

Tucked on a private road in Brookline’s coveted Cottage Farm neighborhood, this exceptional Colonial-style former carriage house underwent a 2 year renovation to the highest standards, completed in 2025. Soaring ceilings and oversized windows bathe the home in natural light and frame serene views of the surrounding gardens, yard and conservation land. The 1st floor presents a stunning open plan

Maggie Gold Seelig MGS Group Real Estate LTD

178 Ivy St, Brookline, MA 02446
/11
$5,475,000
- 4 Beds
- 5.5 Baths
- 6,333 Sq Ft
241 Shadyside Ave, Concord, MA 01742

WORLD-CLASS BOSTON ARCHITECT designs a spectacular home incorporating the historic GREENOUGH BARN! 5,418 s.f. Of living space plus a 915 s.f heated and cooled garage/workshop designed for 3 car lifts/6 car storage! The barn frame was relocated from Carlisle conservation land! The barn was reimagined and will be reconstructed as a MODERN MASTERPIECE on one of the most dramatic lots ever offered

The Zur Attias Team The Attias Group, LLC

241 Shadyside Ave, Concord, MA 01742
/47
$5,450,000
- 4 Beds
- 5.5 Baths
- 3,300 Sq Ft
8 Paddock Rd, Oak Bluffs, MA 02557

Refined Vineyard Living in The Preserve - Set atop a knoll overlooking sweeping grassland and the pond, this exceptional residence embodies the perfect balance of classic coastal architecture and modern sophistication. Located within the prestigious enclave of The Preserve, the home offers a combination of privacy, elegance, and seamless indoor-outdoor living. At its core, an expansive great room

Lesley Heidt Sandpiper Realty

8 Paddock Rd, Oak Bluffs, MA 02557
/42
$5,400,000
- 3 Beds
- 2 Baths
- 2,710 Sq Ft
35 S Bowl Rd, Chilmark, MA 02535

Rare opportunity in the Seven Gates Farm community of Chilmark. Designed by architects Jane and Christian Langmuir, this exceptional three-bedroom home is set on 5.3 acres of beautifully landscaped grounds. Thoughtfully designed to embrace natural light and its surroundings, the residence blends natural materials with contemporary architectural details.The dramatic great room features a striking

Tina Miller Donnelly + Co.

35 S Bowl Rd, Chilmark, MA 02535
/10
$5,395,000
- Land
- 7.28 Acres
- $741,071 per Acre
475 Glen Rd, Weston, MA 02493

Discover 7.28 acres of pristine land offering exceptional privacy, tranquility, and natural beauty in one of Massachusetts’ most sought-after communities. This remarkable parcel presents a rare opportunity to create a custom luxury estate surrounded by mature trees, open space, and a serene natural landscape. Located in Weston, the property offers the perfect balance of peaceful country living

Julie Harrison Gibson Sotheby's International Realty

475 Glen Rd, Weston, MA 02493
/41
$5,395,000

$195K PRICE DROP
- 6 Beds
- 9 Baths
- 10,327 Sq Ft
5 Hamlins Crossing, Dover, MA 02030

Impressively sited on a quiet cul-de-sac in Dover’s sought-after Snow’s Hill neighborhood, this French country estate is surrounded by lush, newly designed landscaping with mature plantings, flowering perennials, winding paths, an orchard, and a putting green just steps from the billiard room. Inside, elegant entertaining meets everyday comfort with soaring ceilings, arched doorways, radiant

Martha Bohlin Compass

5 Hamlins Crossing, Dover, MA 02030
/33
$5,395,000
- 2 Beds
- 2.5 Baths
- 1,829 Sq Ft
260-262 Commonwealth Ave Unit 1B, Boston, MA 02116

Welcome to Maison Commonwealth, Boston’s premier new concierge boutique destination, where European sophistication meets the timeless charm of Back Bay. This elegant 2 bedroom, 2.5 bath Parlor Duplex townhome offers over 1,820 sq ft of refined living with soaring near 12-ft ceilings, intricate plaster moldings, imported hand-carved Italian marble fireplaces, and wide-plank floors in a chevron

Beth Dickerson Gibson Sotheby's International Realty

260-262 Commonwealth Ave Unit 1B, Boston, MA 02116
/42
$5,390,000

$560K PRICE DROP
- 5 Beds
- 5.5 Baths
- 6,243 Sq Ft
1 Bailey's Island Rd, Scituate, MA 02066

A rare opportunity on Cohasset Harbor now offered at a compelling new price. This stunning shingle-style estate offers extraordinary privacy on elevated land surrounded by 20 acres of salt marsh & woodland with sweeping harbor views. Meandering boardwalks lead to small islands, including one with a tidal dock for direct water access. Designed by Sally Weston & fully renovated, the home blends

Christine Powers Coldwell Banker Realty - Cohasset

1 Bailey's Island Rd, Scituate, MA 02066
/35
$5,350,000
- 6 Beds
- 4.5 Baths
- 2,433 Sq Ft
20 Madequecham Valley Rd Unit West, Nantucket, MA 02554

Wake each morning to sensational Atlantic Ocean views, endless cool ocean breezes, and the soothing rhythm of the surf. Surrounded by protected conservation and Land Bank land, this exceptional six-bedroom waterfront residence in Madequecham enjoys a full-acre setting with private deeded direct beach access, nearly 1,000 sqft of expansive ocean-facing decks, and the tranquility and privacy that

Marybeth Gilmartin-Baugher Compass MA LLC

20 Madequecham Valley Rd Unit West, Nantucket, MA 02554
/42
$5,350,000
- 3 Beds
- 3.5 Baths
- 2,286 Sq Ft
22 Liberty Dr Unit 7M, Boston, MA 02210

Welcome to 22 Liberty Drive Premier Luxury waterfront residences.This Stunning 3-Bedroom,3.5-Bath,7th floor M-Unit features floor to ceiling windows with breathtaking views of Boston Harbor&City skyline.Beautiful large waterfall island,custom high-gloss white lacquer cabinetry,quartz countertops,state of the art-appliances Wolf stove&wall oven,Miele,Subzero,wine chiller.Spacious open floor plan

Skambas Realty Group Compass

22 Liberty Dr Unit 7M, Boston, MA 02210
/16
$5,300,000

$650K PRICE DROP
- 30 Beds
- 18 Baths
- 16,512 Sq Ft
38 Clapp St, Malden, MA 02148

18-unit brick garden-style apartment building with twelve (12) 2-BR, five (5) 1-BR, and one (1) studio apartment. Many recent improvements to the apartments and the building. Off-street parking, well-located on a side street in the Linden neighborhood of Malden. Fully occupied with existing cash flow and upside potential. FOR ADDITIONAL INFORMATION PLEASE SEE FIRM REMARKS

Carl Christie Carl Christie

38 Clapp St, Malden, MA 02148
/18
$5,300,000
- 5 Beds
- 3.5 Baths
- 3,592 Sq Ft
9 W Cedar St, Boston, MA 02119

This historically significant townhouse was built in the Greek Revival style in 1834 by Asher Benjamin. The house was owned by Benjamin’s heirs until 1925 and was rented to the family of the well known landscape architect Arthur Shurcliff for many years. The home has five bedrooms, a beautiful living room with floor to ceiling windows and great light, a formal dining room, a deck, and a spacious

Sally Brewster Brewster & Berkowitz R. E.

9 W Cedar St, Boston, MA 02119
/34
$5,299,000

$496K PRICE DROP
- 4 Beds
- 4.5 Baths
- 3,438 Sq Ft
2 Mariner Way, Nantucket, MA 02554

NEWLY REPOSITIONED PRICING! Located just moments from Town and the harbor, 2 Mariner Way presents a rare opportunity to own new construction in one of Nantucket’s most coveted settings. Tucked within an enclave of only 3 luxury residences, this home offers the perfect balance of in-town convenience and the serenity of nearby Monomoy’s shoreline. Enjoy easy access to Main Street, the Great Harbor

Janice Dumont JD Advisors, Inc

2 Mariner Way, Nantucket, MA 02554
/42
$5,295,000
- 4 Beds
- 6 Baths
- 6,357 Sq Ft
3 Jerusalem Ln, Cohasset, MA 02025

Set on a hill with commanding ocean views framed by Minot's Light and Little Harbor, this exquisitely remodeled coastal residence offers water views from nearly every room. The open floor plan features soaring 10- to 12-foot ceilings, abundant natural light, and refined spaces designed for gracious entertaining. Highlights include 4 water-view bedrooms, a custom library/study, 4 full baths, and 2

Greta Gustafson LandVest, Inc.

3 Jerusalem Ln, Cohasset, MA 02025
/70
$5,295,000

$200K PRICE DROP
- 3 Beds
- 7 Baths
- 3,608 Sq Ft
385 Barnes Rd, Vineyard Haven, MA 02568

SPECTACULAR WATERFRONT ESCAPE WITH POOL AND UNFORGETTABLE SUNSETS. Set along a coveted stretch of Lagoon frontage, this beautifully designed waterfront home captures the essence of relaxed luxury on Martha’s Vineyard. With 125 feet of private sandy beachfront and over 5,400 square feet of living space across three levels, the property is thoughtfully oriented to maximize light, views, and

Stephanie Roache Donnelly + Co

385 Barnes Rd, Vineyard Haven, MA 02568
/41
$5,250,000

$245K PRICE DROP
- 4 Beds
- 4 Baths
- 2,932 Sq Ft
56 Stage Island Rd, Chatham, MA 02633

Perched on the waterfront in Chatham's coveted Stage Island neighborhood, this exceptional 4-bedroom, 4-bath coastal retreat offers 270-degree panoramic views of Stage Harbor, Nantucket Sound, and surrounding tidal marshes. Built to stringent post-Katrina standards and completed in 2011, the home showcases superior construction, reinforced structural tie-downs, and impact-rated windows. Designed

Jim Lowenstern

eXp Realty LLC

56 Stage Island Rd, Chatham, MA 02633
/60
$5,245,000
- 5 Beds
- 8 Baths
- 9,400 Sq Ft
50 East Rd, West Stockbridge, MA 01266

Set on 35.6 acres in the heart of Alford, this exceptional estate offers privacy, sweeping western views to the Catskills,and direct access to the Tom Ball Mountain Trail, abutting hundreds of acres of protected land. Located just minutesfrom Great Barrington and approximately 10 minutes to the Massachusetts Turnpike, the property combines seclusionwith convenient access to the

Elyse Morris ELYSE HARNEY REAL ESTATE

50 East Rd, West Stockbridge, MA 01266
/44
$5,225,000

$100K PRICE DROP
- 6 Beds
- 4 Baths
- 2,890 Sq Ft
4 Canonicus Ave, Oak Bluffs, MA 02557

With a striking presence overlooking Nantucket Sound and just moments from the vibrant pulse of downtown, this distinctive compound is infused with a laid-back West Coast spirit while honoring the vintage charm of Oak Bluffs. Airy and effortlessly elegant, the four-bedroom main house has been masterfully updated, introducing refined, contemporary comforts, designed for every season. Tucked to the

Katherine Donahue Sandpiper Realty

4 Canonicus Ave, Oak Bluffs, MA 02557
/32
$5,200,000
- 5 Beds
- 3.5 Baths
- 4,044 Sq Ft
49 Gosnolds Way, Chilmark, MA 02535

Set high on the north shore with panoramic views of Vineyard Sound and deeded private beach access, this secluded 9.8-acre estate enjoys a rare setting abutting conservation land and the Menemsha Hills trail network. The meticulously maintained residence features a reverse floor plan designed to maximize natural light, soaring ceilings, and stunning water views. The upper level offers an

Bonnie Pierce Wallace & Co. Sotheby's International Realty

49 Gosnolds Way, Chilmark, MA 02535
/35
$5,200,000
- 5 Beds
- 3.5 Baths
- 4,044 Sq Ft
49 Gosnold's Way, Chilmark, MA 02535

Set high on the north shore with panoramic waterviews of Vineyard Sound and deeded private beach access, this secluded 9.8-acre property occupies a rare setting bordered by conservation land and the Menemsha Hills trail network.The spacious, meticulously maintained residence features a reverse floor plan that accentuates the natural light, soaring ceilings, and breathtaking views. The upper

Bonnie Pierce Wallace & Co. Sotheby's

49 Gosnold's Way, Chilmark, MA 02535
/27
$5,200,000

$300K PRICE DROP
- 2 Beds
- 4 Baths
- 2,135 Sq Ft
975 Memorial Dr Unit 211, Cambridge, MA 02138

The Residences at the Charles is a luxury full-service building with easy access to the Harvard Kennedy School, JFK Memorial Park, Harvard Business school, as well as fine dining & shopping. Enjoy elegant common areas, curated gardens, and a premier vantage point for the Head of the Charles Regatta. This breathtaking home was fully remodeled by the respected design firm Kristin Paton Interiors.

Gail Roberts, Ed Feijo & Team Coldwell Banker Realty - Cambridge

975 Memorial Dr Unit 211, Cambridge, MA 02138
/2
$5,200,000
- Land
- 2.35 Acres
- $2,212,766 per Acre
817 Country Way, Scituate, MA 02066

FULLY APPROVED FOR 34 Units!!!!! Currently an 8 Unit building all rented at TAW. Garage out back rented with an apartment above it. 25 Bedroom septic currently. See attached plans. Only a few hundred feet from Train station. Approved to add a 10 unit building and a 16 unit building for a total of 34 units.

Chris Bruce Real Broker MA, LLC

817 Country Way, Scituate, MA 02066
/56
$5,195,000
- 5 Beds
- 5.5 Baths
- 4,793 Sq Ft
39A Milk St, Nantucket, MA 02554

Blending timeless Nantucket charm with modern living, this five-bedroom, five-and-a-half-bathroom home offers an exceptional retreat for family and friends. Thoughtfully designed with multiple living areas and transitional spaces, this home provides both comfort and versatility. Conveniently situated near Main Street’s world-class shopping and dining, and just moments from the island’s most

Amy Sanford Sanford & Sanford Real Estate

39A Milk St, Nantucket, MA 02554
/13
$5,100,000
- Land
- 2.34 Acres
- $2,179,487 per Acre
7 Overview Ln, Oak Bluffs, MA 02557

A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

Alyssa Halisky Wallace & Co. Sotheby's International Realty

7 Overview Ln, Oak Bluffs, MA 02557
/55
$5,100,000

$350K PRICE DROP
- 5 Beds
- 4 Baths
- 3,513 Sq Ft
61 Stonewall Rd, Chilmark, MA 02535

Introducing a refined contemporary Chilmark beach house with water views and deeded access to Stonewall Beach on the Atlantic Ocean. The property is set within the storied Stonewall Road and Beach Association - where homes are held for generations and lifelong friendships take root - and offers a true sense of place and continuity. Built by South Mountain Company and thoughtfully renovated and

Mark Jenkins Wallace & Co. Sotheby's International Realty

61 Stonewall Rd, Chilmark, MA 02535
/41
$5,100,000
- 3 Beds
- 7 Baths
- 4,201 Sq Ft
52 Pinckney St, Boston, MA 02114

Situated on a lovely street, this very special five story townhome has it all. There are three plus bedrooms with potential for more as the top floor with an open floor plan and sunny balcony offers great flexibility. Wonderful entertaining space and formal rooms with beautiful proportions and architectural details add to the charm. A door from the living room opens out to an extraordinary deck

Sally Brewster Brewster & Berkowitz R. E.

52 Pinckney St, Boston, MA 02114
/14
$5,100,000
- Land
- 2.34 Acres
- $2,182,285 per Acre
7 Overview Ln Unit 47, Oak Bluffs, MA 02557

A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

Alyssa Halisky Wallace & Co. Sotheby's

7 Overview Ln Unit 47, Oak Bluffs, MA 02557

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