Luxury Homes for Sale in Massachusetts

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  /42

  $3,900,000

  • 4 Beds
  • 4 Baths
  • 4,708 Sq Ft

  9 Clare Rd, Plymouth, MA 02360

  Perched on approximately 2 private acres overlooking Cape Cod Bay, this exceptional custom-built MacKenzie Brothers residence offers panoramic water views stretching to Provincetown on clear days. Designed to capture breathtaking sunrises & sunsets, this luxury retreat blends timeless craftsmanship with modern convenience. Features include cherry hardwood floors, radiant heat, marble & stone

  Kimberly Rocci Keller Williams Realty Colonial Partners

  9 Clare Rd, Plymouth, MA 02360
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  /41

  $3,900,000

  • 4 Beds
  • 3 Baths
  • 2,426 Sq Ft

  55 Elm St, Somerville, MA 02144

  Rare mixed-use opportunity at one of Somerville’s most recognizable corners, across from the Porter Square Shopping Center and T Stop. Formerly home to the beloved and iconic Big Fish Little Fish store, this highly visible location has been a destination for generations of local residents. The property consists of a 6,290 SF mixed-use building featuring two commercial storefronts, a three-unit

  David Lilley RE/MAX Real Estate Center

  55 Elm St, Somerville, MA 02144
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  /20

  $3,900,000

  $250K PRICE DROP

  • 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
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  /36

  $3,900,000

  • 4 Beds
  • 5 Baths
  • 4,628 Sq Ft

  308 Musterfield Rd, Concord, MA 01742

  Stunning pond views highlight this property set in coveted Nashawtuc Hill, blending timeless elegance w/its natural surroundings. Set on 7.4 acres this unique & private property extends to the river & neighbors nearby conservation land & access to miles of walking trails. Designed for both relaxation & easy living, this 4 BR/5 Bath home features light filled welcoming spaces including an enlarged

  Betsy Dorr LandVest, Inc., Concord

  308 Musterfield Rd, Concord, MA 01742
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  /42

  $3,900,000

  $450K PRICE DROP

  • 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
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  /42

  $3,895,000

  $100K PRICE DROP

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

  140 Drew Rd, Plymouth, MA 02360

  Experience unparalleled privacy in this gated, fully fenced 10-acre estate built in 2023, boasting over 600 feet of pristine water frontage on Great South Pond and abutting 40+ acres of protected conservation land with walking trails. Crafted with quality 2x6 framing, the main home features oak hardwood floors, quartz countertops, an open floor plan with a gas fireplace, a game room, and

  Mark Anderson Redfin Corp.

  140 Drew Rd, Plymouth, MA 02360
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  /36

  $3,895,000

  $80K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 5,209 Sq Ft

  38 Ripley Hill Rd, Concord, MA 01742

  Quietly grand. Truly exceptional. This refined Country Home offers space, privacy and prestige just off beloved Monument Street in historic Concord with top-rated schools. Set on nearly two park-like acres framed by mature trees and perennial gardens, this property provides room to play and easy access to conservation trails, historic sites and vibrant town center. Recent updates include

  Senkler, Pasley & Dowcett Coldwell Banker Realty - Concord

  38 Ripley Hill Rd, Concord, MA 01742
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  /40

  $3,895,000

  • 5 Beds
  • 6.5 Baths
  • 9,435 Sq Ft

  90 Countryside Ln, Milton, MA 02186

  This fully renovated Georgian Colonial offers exceptional living and entertaining in one of Milton’s most desirable neighborhoods. Privately set at the end of a cul-de-sac in Indian Cliff Estates, the home sits on 1.88 acres with a three-car attached garage. The main level features an eat-in kitchen, formal dining room, and a gracious living room that flows into a sitting area. A dramatic family

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  90 Countryside Ln, Milton, MA 02186
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  /26

  $3,895,000

  $405K PRICE DROP

  • 6 Beds
  • 7 Baths
  • 4,984 Sq Ft

  11 Winthrop Rd, Lexington, MA 02421

  Stunning updated classic colonial set prominently in the coveted Munroe Hill neighborhood. Fabulous at every turn with a grand foyer, rich hardwood floors, exquisite molding-trim work, and a floor plan that works for today's lifestyle. The sparkling eat in kitchen has crisp white cabinetry and marble counters. Adjacent the fireplaced family room is ideal with a cozy window seat- the perfect spot

  Adler Connolly Squared Team MGS Group Real Estate LTD - Wellesley

  11 Winthrop Rd, Lexington, MA 02421
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  /40

  $3,895,000

  • 4 Beds
  • 5 Baths
  • 3,788 Sq Ft

  22 Joy St Unit 22, Boston, MA 02114

  22 Joy St is a beautifully maintained single-family townhouse offering an exceptional opportunity for those drawn to the architectural character and lifestyle that define Beacon Hill, paired w/ modern comfort. The entry level immediately showcases the home’s timeless charm, featuring exposed beams, a spiral staircase, hardwood floors, and oversized windows that fill the living space with natural

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  22 Joy St Unit 22, Boston, MA 02114
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  /40

  $3,895,000

  • 4 Beds
  • 5 Baths
  • 3,788 Sq Ft

  22 Joy St, Boston, MA 02114

  22 Joy St is a beautifully maintained single-family townhouse offering the perfect opportunity for those drawn to the architectural character and lifestyle that define Beacon Hill, paired w/ modern comfort. The entry level immediately showcases the home’s timeless charm, featuring exposed beams, a spiral staircase, hardwood floors, and oversized windows that fill the living space with natural

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  22 Joy St, Boston, MA 02114
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  /43

  $3,875,000

  $125K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,304 Sq Ft

  41 Moshup Trail, Aquinnah, MA 02535

  The Best of Aquinnah: Surf, Views, and Total Privacy. There is nothing quite like the south shore of Aquinnah, and this five-bedroom home puts you right in the heart of it. Tucked away along Moshup Trail, the property, lovingly referred to as "Surfside", is all about the Atlantic views and the effortless, barefoot lifestyle that comes with being this close to the water. The house is bright and

  Heidi Vanderhoop Tea Lane Associates

  41 Moshup Trail, Aquinnah, MA 02535
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  /35

  $3,875,000

  $550K PRICE DROP

  • 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
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  /39

  $3,855,000

  $44K PRICE DROP

  • 5 Beds
  • 9 Baths
  • 10,244 Sq Ft

  8 Stratford Way, Lincoln, MA 01773

  Exclusive Luxury Estate set on 2.9 private acres, this 10,244sqft custom Colonial showcases timeless architecture, exceptional craftsmanship, and grand scale. Meticulously maintained, it offers soaring ceilings, expansive windows, curved staircases, and Juliet balconies filling the home with natural light. Formal living and dining rooms are paired with 3 family rooms, while the chef’s kitchen

  Maria Babakhanova Redfin Corp.

  8 Stratford Way, Lincoln, MA 01773
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  /42

  $3,850,000

  • 4 Beds
  • 6 Baths
  • 6,028 Sq Ft

  1 Colburn Rd, Manchester, MA 01944

  A rare blend of timeless elegance and modern luxury in Manchester By The Sea, this exceptional sun-drenched estate is set on approximately 3.1 acre of beautifully landscaped, private resort anchored by an inground pool. Thoughtfully designed with soaring ceilings, expansive windows, and exquisite artisan finishes, the home offers an effortless balance of sophistication, comfort, and everyday

  Kristin Francoeur Gibson Sotheby's International Realty

  1 Colburn Rd, Manchester, MA 01944
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  /23

  $3,850,000

  • 4 Beds
  • 4.5 Baths
  • 5,797 Sq Ft

  2 Black Rock Dr, Hingham, MA 02043

  Situated on the 8th hole of Hingham’s gated Black Rock community, this fully renovated luxury home offers a sophisticated, move-in-ready lifestyle. Originally built in 2003, it has been transformed to feel like new construction while blending timeless elegance with modern design. The inviting living room features a fireplace, custom built-ins, and stylish spaces for relaxing or entertaining. The

  Liz McCarron William Raveis R.E. & Home Services

  2 Black Rock Dr, Hingham, MA 02043
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  /22

  $3,850,000

  • 4 Beds
  • 4.5 Baths
  • 5,797 Sq Ft

  2 Black Rock Dr Unit 2, Hingham, MA 02043

  Situated on the 8th hole of Hingham’s gated Black Rock community, this fully renovated luxury home offers a sophisticated, move-in-ready lifestyle. Originally built in 2003, it has been transformed to feel like new construction while blending timeless elegance with modern design. The inviting living room features a fireplace, custom built-ins, and stylish spaces for relaxing or entertaining. The

  Liz McCarron William Raveis R.E. & Home Services

  2 Black Rock Dr Unit 2, Hingham, MA 02043
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  /48

  $3,850,000

  • 4 Beds
  • 3.5 Baths
  • 4,292 Sq Ft

  74 Seekonk Cross Rd, Great Barrington, MA 01230

  SUN DRENCHED MODERN HOME WITH POOL AND PRIVACY, A SHORT WALK TO THE WALDORF SCHOOL AND THE GREEN RIVER. This gorgeous property consists of 2 separate building lots and is on a lovely, quiet road ideal for walking and biking, and only 7 minutes drive to Guido's. The house, which has been recently completely reimagined and added onto, is an ode to sophistication, beauty, and practicality. 4+

  Robin Ban COMPASS MASSACHUSETTS , LLC GB

  74 Seekonk Cross Rd, Great Barrington, MA 01230
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  /26

  $3,850,000

  • Land
  • 1.14 Acres
  • $3,377,193 per Acre

  10 Pease Point Rd Unit 57, Edgartown, MA 02539

  PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot offers an exceptional canvas for your estate planning vision. Positioned at the end of a private drive, on an elevated parcel amid a neighborhood of distinguished new homes, the original three-bedroom, two-bath residence provides a foundation from which to create a truly signature property. Possibility of a fourth-bedroom with proper

  Emma Bryant Studio Realty

  10 Pease Point Rd Unit 57, Edgartown, MA 02539
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  /42

  $3,850,000

  • 5 Beds
  • 8 Baths
  • 11,297 Sq Ft

  4 Wren Cir, North Reading, MA 01864

  EXPERIENCE EXQUISITE DETAILS IN THIS CUSTOM-BUILT ESTATE BY OWNER PERFECT FOR MULTI-GENERATION/EXTENDED FAMILY LIVING! The 4,000 sq.ft. 2004 addition offers a fully self-contained suite — decadent kitchen, living rm, dining area & a lavish primary bedroom w/private bath — ideal for use as an in-law, multi-generational, or au pair suite, home office, or guest quarters. Defined areas joined

  Marina Tramontozzi True North Realty

  4 Wren Cir, North Reading, MA 01864

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