14,507

Luxury Homes for Sale in Massachusetts

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  • /20

    $4,250,000

    • 6 Beds
    • 6 Baths
    • 4,865 Sq Ft

    53 Winslow Rd, Brookline, MA 02446

    Welcome to this stunning Coolidge Corner two family constructed in 2005. Each unit has two levels with 3 bedrooms, 2.5 baths and boasts over 2300+ SF each of interior living space. Main level for each offers a sprawling, open floor plan with a beautiful dual sided gas fireplace as a contemporary centerpiece + main focal point. The elegant dining area flows into a spacious kitchen with custom

    Mary Lochner Hurwitz Coldwell Banker Realty - Brookline

    53 Winslow Rd, Brookline, MA 02446
  • /85

    $4,250,000

    • 5 Beds
    • 8 Baths
    • 6,378 Sq Ft

    58 Round Hill Rd, Great Barrington, MA 01230

    Come relax amid sweeping pastoral and mountain views in this exceptional retreat designed for both entertaining and everyday comfort. The impressive great room, anchored by a massive stone fireplace, offers a welcoming focal point and flows into a spacious well-designed kitchen/dining area. A screened porch with fireplace overlooks the pool and rolling landscape, creating a seamless

    Sheila Thunfors STONE HOUSE PROPERTIES, LLC

    58 Round Hill Rd, Great Barrington, MA 01230
  • /21

    $4,250,000

    • 14 Beds
    • 21 Baths
    • 29,444 Sq Ft

    76 Maple St, Northampton, MA 01062

    Presenting a rare investment opportunity in the heart of Florence, MA—The Parsons Block at 76-96 Maple Street. This mixed-use property features 10 residential units and 10 street-level commercial spaces, plus a vacant single-family home. Major capital improvements include a new roof (2022), upgraded fire alarm system (2022), and a multi-phase electrical service overhaul (2023–2025). Several

    Drew Rodman Lock and Key Realty Inc.

    76 Maple St, Northampton, MA 01062
  • /19

    $4,250,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 3,546 Sq Ft

    21 Pleasant View Dr, Orleans, MA 2653

    This stunning new contemporary home by Eastward Companies is nearing completion. Designed to embrace the unique topography and natural setting, it overlooks a flourishing natural hollow. The three levels of living space offer immersive views of the surrounding native flora, further enhanced by a comprehensive natural landscape plan. Walls of south-facing windows and multiple decks offer quiet

    Jeff Cusack Cove Road Real Estate

    21 Pleasant View Dr, Orleans, MA 2653
  • /15

    $4,250,000 New Construction

    • 4 Beds
    • 5.5 Baths
    • 3,980 Sq Ft

    222 Barcliff Ave, Chatham, MA 02633

    The location that has it all...walk to both town, fish pier, beach and baseball games....New Farmhouse being built by Morgan and Sons is well underway and expecting completion by July. Enjoy Chatham from this 4BR 5.5 bath , 3980 sq foot home. All bedrooms offer spacious accommodations with private baths. First floor boasts a primary suite, an inviting study, living room with vaulted ceilings with

    Lori Fanning Smith Compass Massachusetts, LLC

    222 Barcliff Ave, Chatham, MA 02633
  • /39

    $4,225,000

    • 3 Beds
    • 3.5 Baths
    • 1,888 Sq Ft

    135 Seaport Blvd Unit 1902, Boston, MA 02210

    Exquisite ocean view oasis at Echelon w/ 3 bedrooms, 3.5 baths, & 1,888+ sqft of sleek upgrades. The epitome of urban luxury boasting abundant floor-to-ceiling windows, white oak hardwood floors. Rarely available layout w/ abundant northeasterly sunlight & private terrace. Stunning kitchen w/ Leicht cabinetry, Subzero/Thermador appliances, Neolith countertops, 4-seat custom island. Pristine bar

    Cameron Chesley Keller Williams Realty Boston-Metro | Back Bay

    135 Seaport Blvd Unit 1902, Boston, MA 02210
  • /26

    $4,200,000

    • 3 Beds
    • 3 Baths
    • 2,418 Sq Ft

    30 Indian Trail, Chatham, MA 02633

    Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal showpiece set in Hardings Beach Hills, with sweeping views of the marsh and creek. Blending classic Cape vernacular with modern lines, the home showcases exceptional craftsmanship and architectural detail throughout. The open main level is anchored by an arched fireplace wall that flows into a dramatic two-story

    Chris Rhinesmith Compass

    30 Indian Trail, Chatham, MA 02633
  • /15

    $4,200,000

    • 2 Beds
    • 2 Baths
    • 1,879 Sq Ft

    776 Boylston St Unit E10G, Boston, MA 02199

    Experience Five-Star Luxury within this stunning 2-bedroom, 2-bathroom Residence at the Mandarin Oriental, fully customized with the highest level of quality in design, craftsmanship and materials. Ten stories above Back Bay, this 1,879 +/- SQFT oasis features an exquisite living and dining room wrapped in floor-to-ceiling windows, handsome hardwood floors, and a gas fireplace. The gourmet

    Tracy Campion Campion & Company Fine Homes Real Estate

    776 Boylston St Unit E10G, Boston, MA 02199
  • /33

    $4,200,000

    • 6 Beds
    • 6.5 Baths
    • 6,000 Sq Ft

    36 Naples Rd, Brookline, MA 02446

    Experience modern luxury wrapped in Victorian elegance on the coveted Naples Rd in the heart of Coolidge Corner! This charming 6 bed, 6.5 bath Victorian is just steps from the highly sought-after Devotion School and minutes to the Green Line, shops, restaurants, parks, and the Longwood Medical Area. Sun-filled interiors feature 9+ ft ceilings and an open layout throughout. First floor offers a

    Rose Hall Blue Ocean Realty, LLC

    36 Naples Rd, Brookline, MA 02446
  • /4

    $4,200,000

    • 44 Beds
    • 15 Baths
    • 15,834 Sq Ft

    26 Lee St, Worcester, MA 01602

    Four-building, 12-unit multifamily portfolio in Worcester’s desirable WPI district, offering 44 bedrooms across 15,354 SF and $423,600 in annual gross income. All properties are within walking distance of each other on quiet residential streets near Worcester Polytechnic Institute, supporting strong, consistent student-driven rental demand. Portfolio includes: 188 Park Ave, a 3-unit, 14-bed

    Agent Photo

    Brody Murphy Novak Group

    Douglas Elliman Real Estate - Park Plaza

    (508) 290-8251

    26 Lee St, Worcester, MA 01602
  • /11

    $4,200,000

    • 12 Beds
    • 6 Baths
    • 9,106 Sq Ft

    42 Calvin St, Somerville, MA 02143

    Exceptional investment opportunity in one of Somerville’s most desirable locations! This six-unit building features spacious units with flexible floor plans that allow them to function as 3-bedrooms, ideal for roommate living and with strong rental potential. Each apartment offers high ceilings that enhance the sense of space and light, along with private covered back porches. Ideally situated

    Maggie Dee + Charles Cherney Team Compass

    42 Calvin St, Somerville, MA 02143
  • /5

    $4,200,000

    • Land
    • 1.79 Acres
    • $2,346,369 per Acre

    5 Lenssen Way Unit 23 & 4, Edgartown, MA 02539

    A rare opportunity to create your dream Vineyard estate in a unique setting with the rural feel of up-Island and the easy convenience of, and proximity to, Edgartown Village. Just a 1/2 mile walk, bike or drive to the top of Lower Main Street, the vacant lot rests on a private, dirt road off prestigious Planting Field Way. The 1.79 acre, wooded lot has been partially cleared for an ideal building

    Paul Pertile The Agency

    5 Lenssen Way Unit 23 & 4, Edgartown, MA 02539
  • /42

    $4,200,000

    • 3 Beds
    • 4.5 Baths
    • 4,934 Sq Ft

    3 Monohansett Rd, Nantucket, MA 02554

    Hear the ocean! This exceptional residence is situated on a spacious 42,000-square-foot lot and was constructed in 2014, adhering to the highest standards of design, craftsmanship, and finishes. The home features three fully finished levels, showcasing a wood roof, custom millwork, and cabinetry throughout. Engineered oak flooring and premium tiles enhance the interior aesthetic, complemented by

    Penny Dey Atlantic East Nantucket Real Estate

    3 Monohansett Rd, Nantucket, MA 02554
  • /38

    $4,199,000

    • 3 Beds
    • 4 Baths
    • 5,307 Sq Ft

    12 Somerset Rd, Provincetown, MA 02657

    There's a natural rhythm to how this Arts & Crafts home unfolds. Each space leads to the next with intention, drawing your eye outward to terraces and established perennial gardens, andbeyond to the quiet of protected land. The architecture does the work here--rooms aregenerous without feeling overstated, and the transitions between them feel considered ratherthan forced. Light moves easily

    Mark Lynett Gibson Sotheby's International Realty

    12 Somerset Rd, Provincetown, MA 02657
  • /28

    $4,199,000

    • 4 Beds
    • 6 Baths
    • 6,626 Sq Ft

    253 Highland St, Weston, MA 02493

    This beautiful colonial estate, located in the coveted South Side of Weston, offers an amazing combination of privacy and convenience. Set on 3.36 acres of private land, its prime location provides easy access to major highways, including I-90 and I-95. The first level features an open floor plan highlighted by a large kitchen featuring cherry wood and granite tops and equipped with premium

    Rose Hall Blue Ocean Realty, LLC

    253 Highland St, Weston, MA 02493
  • /41

    $4,195,000

    • 3 Beds
    • 3.5 Baths
    • 2,759 Sq Ft

    192 Commonwealth Ave Unit 5, Boston, MA 02116

    Floor through living at its best! Enjoy direct elevator access to this NY-Style 3+ bedroom corner home located in the heart of the Back Bay. Sunlight fills this home all day with windows (19) on all sides. Gracious foyer leads to the grand scale living room with wood burning fireplace, custom built-ins & amazing views of the Commonwealth Mall. Beautiful formal dining room with fireplace leads to

    Sprogis Neale Doherty Team Sprogis & Neale Real Estate

    192 Commonwealth Ave Unit 5, Boston, MA 02116
  • /42

    $4,195,000

    • 5 Beds
    • 5.5 Baths
    • 7,000 Sq Ft

    20 Boulder Rd, Newton, MA 02459

    Located on a quiet Newton Centre cul-de-sac, this custom-built stone-front Contemporary Colonial offers approx. 7,000 sq ft on a level lot with 5 oversized en-suite bedrooms, including a first-floor guest suite. The second floor features a primary suite with Juliet balcony, fireplace, and spa bath with onyx tile, heated floors, steam shower, and Maxx Jacuzzi, plus two additional en-suite bedrooms

    Alpha Group Compass

    20 Boulder Rd, Newton, MA 02459
  • /18

    $4,195,000

    • 2 Beds
    • 2.5 Baths
    • 2,517 Sq Ft

    300 Boylston St Unit 5O5, Boston, MA 02116

    Front facing duplex residence at Heritage on the Garden with stunning views of the Public Garden from each room. Newly painted in a neutral palette. This 2 bed, 2 1/2 bath home offers a combination living/dining room with hardwood flooring. The galley kitchen has custom cabinetry, granite countertops, breakfast bar and a separate pantry. The ensuite master suite and guest bedroom are located on

    Karen Christie Douglas Elliman Real Estate - Park Plaza

    300 Boylston St Unit 5O5, Boston, MA 02116
  • /32

    $4,195,000

    • 6 Beds
    • 6 Baths
    • 7,827 Sq Ft

    30 Whipple Rd, Lexington, MA 02420

    Situated in the prestigious Whipple Hill neighborhood, this custom-designed home offers a rare combination of privacy and artistic design. Abutting conservation land, 30 Whipple Road provides serene natural vistas and exceptional outdoor spaces, including a self-cleaning heated pool perfect for entertaining and family time. Featuring soaring ceilings and gallery like walls throughout, the

    Mizner+ Montero Gibson Sotheby's International Realty

    30 Whipple Rd, Lexington, MA 02420
  • /42

    $4,195,000 New Construction

    • 6 Beds
    • 5.5 Baths
    • 7,047 Sq Ft

    201 Lowell Rd, Wellesley Hills, MA 02481

    New home in Cliff Estates with the ideal floor plan and one of Wellesley's favorite designers creating the perfect interior! Gracious foyer with large kitchen family room off of the back of the home. Oversized kitchen island with fireplace in family room. First floor private study. Living room with another fireplace and dining room both with custom millwork. Mudroom with cubbies and closet.

    Melissa Dailey Coldwell Banker Realty - Wellesley

    201 Lowell Rd, Wellesley Hills, MA 02481
  • /69

    $4,175,000

    • 6 Beds
    • 3.5 Baths
    • 3,397 Sq Ft

    19 Kitts Field Cir, Edgartown, MA 02539

    Old World Vineyard Charm Meets Modern Katama Living. Welcome to this beautifully crafted Katama family compound, a private, thoughtfully designed estate offering timeless elegance and exceptional amenities. Nestled near Edgartown Village, this stunning property includes a four-bedroom main residence with three levels of living space, a charming two-bedroom guest house, pool house, pool, spa,

    Michele Casavant Vineyard Village Realty

    19 Kitts Field Cir, Edgartown, MA 02539
  • /20

    $4,150,000

    • 3 Beds
    • 3.5 Baths
    • 2,985 Sq Ft

    142 Chestnut St Unit 4-5, Boston, MA 02108

    Reminiscent of a classic Venetian palazzo, 142 Chestnut is the former Mansion of famed Boston architect Henry Forbes Bigelow and is located on one of the most desirable streets on the Flat of Beacon Hill. A stunning, Italian-Renaissance inspired brick courtyard graces the center of the building and is complete with a water fountain and lush, green plantings. Residence 4-5 is a spectacular

    Tracy Campion Campion & Company Fine Homes Real Estate

    142 Chestnut St Unit 4-5, Boston, MA 02108
  • /34

    $4,150,000

    • 5 Beds
    • 6.5 Baths
    • 8,500 Sq Ft

    11 Winthrop Cir, Weston, MA 02493

    An award-winning architect brings sophisticated modern design to Weston at 11 Winthrop Circle. This extraordinary home offers 8,500 sq. ft. of sun-filled living space with an open floor plan, expansive windows, and beautiful contemporary mill work. The Poggenpohl kitchen flows seamlessly into a stunning family room with fireplace, perfect for everyday living and entertaining. Elegant living and

    Sheryl Simon Gibson Sotheby's International Realty

    11 Winthrop Cir, Weston, MA 02493
  • /42

    $4,125,000

    • 5 Beds
    • 7 Baths
    • 6,077 Sq Ft

    330 Lowell Rd, Concord, MA 01742

    Rarely does a property of this caliber come to market. This masterfully reimagined 18th-C English barn conversion is offered for the first time. The 13-room home blends Vermont charm w Concord sophistication across 3 thoughtfully designed floors, enhanced by curated finishes from the current owners. Rich in character yet highly livable, the interior balances warmth & scale, w repurposed beams,

    Barrett & Comeau Group Barrett Sotheby's International Realty

    330 Lowell Rd, Concord, MA 01742
  • /30

    $4,100,000

    • 5 Beds
    • 4.5 Baths
    • 3,889 Sq Ft

    18 Clinton St Unit Front, Cambridge, MA 02139

    A truly extraordinary reimagining of a Victorian home, this bespoke residence offers every amenity today’s urban buyer could want: 2 mudrooms, dedicated lounge on each level, electric fireplace, custom millwork, tall windows, electric heat pumps, induction cooking, Miele appliances, exquisite stonework, private patio & garden beds, huge private roof deck, plenty of storage, snow removal, and

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

    18 Clinton St Unit Front, Cambridge, MA 02139
  • /28

    $4,100,000

    • 4 Beds
    • 6.5 Baths
    • 5,660 Sq Ft

    80 & 86 Summersea Rd, Mashpee, MA 02649

    Family Compound opportunity awaits. Experience exceptional waterfront living at 80 & 86 Summersea Road. These impressive homes offers more than meets the eye. #80 features 3 bedrooms, 2 full baths, along with a bonus room above the garage, which includes an additional bedroom and full bath. Enjoy shared dock access for boating, paddleboarding, or simply soaking in the scenic views. #86 interior

    Lisa Jacobs Keller Williams Boston MetroWest

    80 & 86 Summersea Rd, Mashpee, MA 02649
  • /5

    $4,100,000

    • 40 Beds
    • 9 Baths
    • 14,765 Sq Ft

    270 Main St, Marlborough, MA 01752

    We are pleased to offer for sale The MacDonald Hotel Rooming House, situated in the heart of downtown Marlborough at 270 Main Street. This recently upgraded 44-unit property includes a mix of 4 street-level retail/office spaces, 37 rooming-house units, one studio, & two one-bedroom apartments. The property has maintained a very low vacancy rate for many years & has the potential to increase the

    Susan Godino-Ellis Thomas D. Godino

    270 Main St, Marlborough, MA 01752
  • /42

    $4,099,000

    • 12 Beds
    • 14 Baths
    • 9,906 Sq Ft

    447 Hillside Ave, Needham Heights, MA 02494

    Great investment with this oversized duplex with almost 10,000 sq ft of luxury living space. New construction in one of the most convenient locations in Needham. Walk to everything in minutes. Luxurios large townhomes with the feel of a single family, each boasts all 6 en-suite bedrooms and a powder room. First floor 10-ft ceilings, custom kitchen with Thermador appliances. Desirable first floor

    Gregory Keshishyan Luxury Realty Partners

    447 Hillside Ave, Needham Heights, MA 02494
  • /40

    $4,015,000

    • 2 Beds
    • 2.5 Baths
    • 1,755 Sq Ft

    240 Devonshire St Unit 4106, Boston, MA 02110

    Offering an exclusive 3.875% Mortgage - The life you want to live is here - The Millennium Residences at Winthrop Center! This corner 2 BR with 2.5 BA home on the 41st floor has expansive South to West -Sunset Western views of The Park, Common & Charles River through floor-to-ceiling glass walls. Finishes include 10’ ceilings, Studio Becker cabinetry, Sub-Zero, Wolf Induction cooking, Marble

    MP Boston Marketing Team MP Boston Marketing LLC

    240 Devonshire St Unit 4106, Boston, MA 02110
  • /23

    $4,000,000

    • 5 Beds
    • 2 Baths
    • 3,597 Sq Ft

    175 Grove St, Cambridge, MA 02138

    Surrounded by endless gardens, green space and trees currently in bloom, this expansive cape house sits on a vast 10,000+ square foot lot, perched above the first hole of Fresh Pond Golf Course overlooking Fresh Pond across from the acres worth of Grove Street Playground and Park, close to the Belmont line. The home has been meticulously maintained, updated and has lots of windows and sunlight,

    Jaclyn Kryzak Labrava Realty, LLC

    175 Grove St, Cambridge, MA 02138
  • /21

    $4,000,000

    • 4 Beds
    • 3.5 Baths
    • 4,082 Sq Ft

    191 Newton St, Brookline, MA 02445

    Ideally situated near The Country Club, This home offers an exceptional blend of space, flexibility, and lifestyle. This 10- room, 4-bedroom, 3.5-bath residence features a renovated kitchen that opens to a spacious family room, perfect for modern living and entertaining. The elegant front-to-back living room, highlighted by a fireplace and built-in bar..The thoughtfully converted two-car garage

    Eileen Strong O'Boy Hammond Residential Real Estate

    191 Newton St, Brookline, MA 02445
  • /31

    $4,000,000

    • 3 Beds
    • 3.5 Baths
    • 3,790 Sq Ft

    331 Heath St, Chestnut Hill, MA 02467

    Location, Location, Location! 41,000+ square feet of land! Great opportunity to live in this unique contemporary home, add on or build your dream home on this site! The current home features 4 levels of living space with windows galore, many opening to patios, decks or balconies. 3 ensuite-bedrooms, 3 full and 1 half bath. The home offers 3 fireplaces adding warmth and a comforting glow. The

    Bobby Morgenstern Gibson Sotheby's International Realty

    331 Heath St, Chestnut Hill, MA 02467
  • /22

    $4,000,000

    • Land
    • 108.96 Acres
    • $36,711 per Acre

    482 Smith Neck Rd, South Dartmouth, MA 02748

    Hidden away down a long winding lane, are over 108 acres of agriculturally protected land. More than 60 acres of pristine fields have been responsibly farmed for over 50 years by the same family. This property, which includes many barns and outbuildings, provides endless opportunities for various applications of sustainable farming. A spacious, nearly 3,000 sq. ft., colonial style farmhouse sits

    Crystal Ferry Medeiros Coastal Properties Group LLC

    482 Smith Neck Rd, South Dartmouth, MA 02748
  • /42

    $4,000,000

    • 11 Beds
    • 11.5 Baths
    • 11,000 Sq Ft

    172 Washington St, Pembroke, MA 02359

    Nestled on 7 acres and surrounded by a 73-acre nature preserve, this unique property offers 10 buildings w/11 rental units and incredible amenities. Residential highlights include: BLDG 1: 4 - 1-bed/1-bath apartments, all with decks & laundry in the building.... BLDG 2: 4 - 1-bed/1-bath apartments, three with decks & laundry in the building.... BLDG 3: 2 - 1-bed/1-bath apartments, one with a deck

    Cody Rohland The Firm

    172 Washington St, Pembroke, MA 02359
  • /2

    $4,000,000

    • Land
    • 90 Acres
    • $44,444 per Acre

    90 Maple St, Sherborn, MA 01770

    Button Ball Farm offers the potential for a wonderful estate lot with privacy and views and also has development potential. It consists of 90± acres of land with 629± feet of frontage on Maple Street. The site includes an Antique Colonial originally built in 1772. It would need restoration or could be removed. There is an extensive trail network that runs to adjacent conservation land owned by

    John Boyle LandVest, Inc.

    90 Maple St, Sherborn, MA 01770
  • /2

    $4,000,000

    • Land
    • 16 Acres
    • $250,000 per Acre

    287 Elm St, Marlborough, MA 01752

    Bret O'Brien Greater Boston Commercial Properties, Inc.

    287 Elm St, Marlborough, MA 01752
  • /41

    $3,999,900 New Construction

    • 4 Beds
    • 5.5 Baths
    • 4,942 Sq Ft

    2548 Main St, South Chatham, MA 2659

    One of two new Eastward Company homes being constructed in this private enclave in Chatham. It offers the opportunity to select your own finishes at this stage with occupancy for next Summer 2026. The builder is committed to providing the utmost quality and proven floor plans which appeal to the most discerning buyers. Incorporating expansive open living space you will enjoy entertaining family

    Ward Brown William Raveis Real Estate & Home Services

    2548 Main St, South Chatham, MA 2659
  • /2

    $3,999,900 New Construction

    • 3 Beds
    • 4.5 Baths
    • 4,393 Sq Ft

    2550 Main St, South Chatham, MA 02659

    One of two new Eastward Company homes being constructed in this private enclave in Chatham. It offers the opportunity to select your own finishes and extras at this stage of construction with occupancy for next Summer 2026. The builder is committed to providing the utmost quality and proven floor plans which appeal to the most discerning buyer. Incorporating expansive open living space you will

    Ward Brown William Raveis Real Estate & Home Services

    2550 Main St, South Chatham, MA 02659
  • /42

    $3,999,000

    • 4 Beds
    • 4 Baths
    • 2,868 Sq Ft

    41 Hayward Rd, Centerville, MA 02632

    From this storybook Cape Cod retreat with its own dock, unobstructed access, and sweeping views of the harbor and beyond, experience the magic of waterfront living. Designed with timeless character and coastal warmth, this Tudor-inspired home blends classic craftsmanship with breezy comfort. Gather in open living spaces framed by post and beam ceilings, stone floors, and water-facing windows, or

    Michael Amaru Keller Williams Realty

    41 Hayward Rd, Centerville, MA 02632
  • /16

    $3,999,000

    • 22 Beds
    • 16 Baths
    • 13,440 Sq Ft

    409 Dudley St, Boston, MA 02119

    Meticulously renovated in 2016, 409 Dudley is a stunning brick 9-Unit Multifamily Asset. Fully leased, with a mix of large studio, 1-bedroom, 2-bedroom, and 3-bedroom units, the property offers a unique residential experience with high-ceilings, bright open floor plans, on-site parking, storage, common laundry, and unique features that date back to its original bones. The property is set in a

    Kevin Benzinger Boston Realty Advisors

    409 Dudley St, Boston, MA 02119

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