Luxury Homes for Sale in Massachusetts

/44
$7,900,000
- 7 Beds
- 6 Baths
- 4,896 Sq Ft
255 Bayberry Way, Osterville, MA 02655

Welcome to ''Point House,'' an extraordinary 5.98-acre waterfront estate set on a private peninsula overlooking the shimmering waters of West Bay. Surrounded by breathtaking natural beauty, this rare offering pairs sweeping water views with exceptional privacy, highlighted by expansive lawns, curated gardens, a private sandy beach, and a substantial deep-water dock with direct access to Nantucket

Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

255 Bayberry Way, Osterville, MA 02655
/18
$7,900,000
- 40 Beds
- 29 Baths
- 26,910 Sq Ft
100 Water St, Stoughton, MA 02072

100 Water Street in Stoughton is a well-maintained 29-unit brick apartment building is situated on a 1.5 ± acre lot in a quiet residential neighborhood. The property boasts solid concrete block and steel construction, with outdoor balconies, tenant-paid heat, and abundant off-street parking. The below-market rents provide immediate upside potential. PLEASE SEE FIRM REMARKS FOR ADDITIONAL

Carl Christie Carl Christie

100 Water St, Stoughton, MA 02072
/10
$7,895,000
- 3 Beds
- 3.5 Baths
- 4,110 Sq Ft
1 Franklin St Unit PH 4B, Boston, MA 02110

Millennium Tower PH4B delivers true penthouse scale in the center of Boston. 4,110 SF with 14 plus foot ceilings and floor to ceiling glass that pulls the skyline into every room, day to night. 3 bedrooms, 3 en suite bathrooms and 1 half bathroom, and entertaining caliber living and dining anchored by a gas fireplace. Christopher Peacock custom kitchen and bath cabinetry, Carlisle wide plank

Michael Carucci Serhant

1 Franklin St Unit PH 4B, Boston, MA 02110
/42
$7,895,000
- 8 Beds
- 6.5 Baths
- 9,400 Sq Ft
142 Crafts Rd, Chestnut Hill, MA 02467

First time available in over 30 years. This Spanish Colonial estate was designed in 1905 by Chapman & Frazer and sits on 1.33 acres in Chestnut Hill, Brookline, MA. Approx 9,400 sq ft across four finished levels with 8 beds and 6.5 baths. Chef's kitchen with oversized island, pro appliances, and walk-in pantry opens to dining and a stone terrace. Formal living and dining rooms, quiet library, and

Paul Neavyn Gibson Sotheby's International Realty

142 Crafts Rd, Chestnut Hill, MA 02467
/39
$7,800,000
- 5 Beds
- 5.5 Baths
- 10,054 Sq Ft
85 Forbes Rd, Milton, MA 02186

Set discreetly on Milton Hill, this architecturally significant contemporary is defined by intention, proportion, and light. Clean, modern lines are softened by warm materials, creating a residence that feels both striking and deeply livable. Expansive glass frames elevated views while preserving privacy, allowing the landscape and skyline to become part of the design. Interior spaces unfold with

Tracy Kok Keith Brokerage, LLC

85 Forbes Rd, Milton, MA 02186
/39
$7,795,000
- 6 Beds
- 7.5 Baths
- 8,421 Sq Ft
286 Country Dr, Weston, MA 02493

This custom-built modern estate sits prominently on a 1.42-acre corner lot and pairs striking architectural design with uncompromising craftsmanship across ~8,421 SF and 3 curated levels. A dramatic entry welcomes you into a soaring foyer anchored by a sculptural staircase and statement lighting, setting the tone for the home’s sophisticated aesthetic. Expansive floor-to-ceiling glass floods each

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

286 Country Dr, Weston, MA 02493
/42
$7,750,000
- 7 Beds
- 11 Baths
- 11,546 Sq Ft
440 Grand Island Dr, Osterville, MA 02655

Privately sited within the prestigious Oyster Harbors golf enclave, this extraordinary estate is a masterclass in architectural sophistication and resort-style living. Encompassing a 10,000-square-foot main residence, a stunning 2-bedroom guest house, and a spa-inspired pool area, the property offers a rare blend of timeless elegance and contemporary luxury. Inside, refined architectural detail

Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

440 Grand Island Dr, Osterville, MA 02655
/18
$7,650,000
- 5 Beds
- 7 Baths
- 3,765 Sq Ft
62 Chestnut St, Boston, MA 02108

Publicly available for the first time in over 50 years! Exquisite Fully Renovated Chestnut Street 5+ bedroom with Elevator. This Federal style single family offers an amazing layout with a parlor level eat-in kitchen with top-of-the-line appliances, large breakfast bar, marble mantle fireplace and a bright southern oriented bay window eating area. Parlor level has large formal dining room and a

Michael Harper Coldwell Banker Realty - Boston

62 Chestnut St, Boston, MA 02108
/42
$7,598,000
- 6 Beds
- 10 Baths
- 9,000 Sq Ft
56 Cart Path Rd, Weston, MA 02493

Exquisite cape colonial estate in Weston’s golf club area. Perfect location on 2.85 acres in Weston's top neighborhood. Two floor grand foyer opens to the coffered great room, drenched in light from the floor to ceiling windows and the patio doors, which open out to the massive deck overlooking the large, flat, private back yard, while the grand fireplace and custom millwork impress. Large chef’s

Rose Hall Blue Ocean Realty, LLC

56 Cart Path Rd, Weston, MA 02493
/73
$7,595,000
- 5 Beds
- 7 Baths
- 6,340 Sq Ft
40 Point Rd, North Falmouth, MA 02556

Waterfront Perfection on Buzzards BayNorth Falmouth. At the tip of a private peninsula, this exceptional Cape Cod estate embodies the essence of elegant coastal living. Set on 1.07 acres with sweeping views of Buzzards Bay, the residence combines timeless architecture, refined craftsmanship, and every amenity for a luxurious seaside lifestyle. Built by renowned Osterville builder Polhemus Savery,

Kerrie Marzot Sotheby's International Realty

40 Point Rd, North Falmouth, MA 02556
/42
$7,595,000
- 4 Beds
- 4.5 Baths
- 3,739 Sq Ft
45 Starbuck Rd, Nantucket, MA 02554

Coastal Elegance with Panoramic Views – 45 Starbuck Road, Nantucket (Madaket) Discover the best of Nantucket living in this beautifully designed 4-bedroom, 4.5-bathroom home located in the serene enclave of Madaket. Just a short stroll to the beach, this exceptional property offers breathtaking ocean and sunset views, setting the stage for unforgettable island experiences.Custom pool with

Susan Shepherd Shepherd Real Estate

45 Starbuck Rd, Nantucket, MA 02554
/19
$7,500,000
- 46 Beds
- 34 Baths
- 22,233 Sq Ft
135 Main St, Upton, MA 01568

135 Main St contains 34 units comprised of (22) 1-Bed/1-Bath units and (12) 2-Bed/1-Bath units. The Property, previously known as The Upton Inn, has undergone significant renovations since its acquisition in August of 2024. This has included renovations of most units including new kitchens and bathrooms with condo quality finishes, updated flooring and painting of the units’ interiors. 135 Main

Kelleher - Pentore Team Horvath & Tremblay

135 Main St, Upton, MA 01568
/32
$7,500,000 Open Sat 1PM - 2PM
- 7 Beds
- 9 Baths
- 9,200 Sq Ft
56 Bigelow Rd, Newton, MA 02465

Discover Newton’s finest modern estate, located on the most coveted street in West Newton Hill. This stunning residence spans approximately 9,000 square feet of refined luxury. Expertly designed with meticulous craftsmanship and state-of-the-art construction, the home exudes sophistication and elegance for the most discerning buyer. The main level features a two-story living room with a dramatic

The Drucker Group Compass

56 Bigelow Rd, Newton, MA 02465
/26
$7,500,000
- 6 Beds
- 8 Baths
- 7,780 Sq Ft
1 Chestnut Place, Brookline, MA 02445

A rare find in Brookline, this property offers privacy and tranquility on a secluded lot adjacent to Sargent Estates. Spanning three finished levels plus a lower level, the home features 6 bedrooms and 6 full and 2 half baths, with meticulous craftsmanship and striking architectural details throughout. A grand rotunda entry leads to a chef’s kitchen, expansive living and dining rooms, family

Maggie Gold Seelig MGS Group Real Estate LTD

1 Chestnut Place, Brookline, MA 02445
/42
$7,500,000
- 5 Beds
- 7.5 Baths
- 9,697 Sq Ft
29 Willard Common, Concord, MA 01742

Sited high on Concord's beloved Nashawtuc Hill known for its welcoming community on the historic c.1635 farmland of Concord founder Simon Willard, this thoughtfully designed Brick Georgian Colonial w/inground pool and lush landscaped grounds offers the ideal blend of comfort and sophistication with room to grow. Near town center and short walk scenic trails, enjoy hiking, running, dog-walking,

Senkler, Pasley & Dowcett Coldwell Banker Realty - Concord

29 Willard Common, Concord, MA 01742
/32
$7,500,000
- 5 Beds
- 7 Baths
- 8,033 Sq Ft
26 Longmeadow Dr, Westwood, MA 02090

Nestled on over 7.4 acres abutting Hale Reservation, this stunning estate offers 8,000+ square feet of thoughtfully designed living space. Blending elegance with everyday comfort, this five-bedroom, four full bath, and three half-bath home provides rare privacy all within commuting distance of Boston. Set back from the road with a long private driveway, the property offers seclusion while being

Donna Scott Group Coldwell Banker Realty - Wellesley

26 Longmeadow Dr, Westwood, MA 02090
/40
$7,350,000
- 4 Beds
- 4.5 Baths
- 3,490 Sq Ft
308 South Rd, Chilmark, MA 02535

Waterfront South Shore Retreat with Private Dock and Water Views. Set on the edge of Chilmark Pond, this exceptional waterfront residence offers rare privacy, refined design, generous water views and easy pond access. Thoughtfully renovated in 2018, the home blends contemporary sophistication with the beauty of its natural environment. A private dock on the property provides direct pond access.

Rose Ryley Wallace & Co. Sotheby's International Realty

308 South Rd, Chilmark, MA 02535
/42
$7,298,000 Open Sat 12PM - 1:30PM
- 7 Beds
- 6.5 Baths
- 8,153 Sq Ft
1301 Commonwealth Ave, West Newton, MA 02465

Designed for modern living and effortless entertaining, this home on the carriage lane of Commonwealth Ave in West Newton Hill offers a refined balance of open space and private retreat. The heart of the home is an oversized chefs kitchen with a generous center island and walk in pantry. The sun filled living room features a dramatic fireplace and quad sliders to a covered custom patio. The

Ben Resnicow Commonwealth Standard Realty Advisors

1301 Commonwealth Ave, West Newton, MA 02465
/40
$7,295,000
- 3 Beds
- 3.5 Baths
- 4,442 Sq Ft
25 Beaver Place Unit A, Boston, MA 02108

Meticulously maintained and ideally located on the coveted Flat of the Hill, Spanning 60 feet wide of windows overlooking Beaver Place and the Public Garden, this elegant two-level residence offers 4,442 square feet of refined living with views of the Boston Public Garden. With two private entrances, FOUR parking spaces including two garage, and a thoughtfully designed layout, the home lives with

Beth Dickerson Gibson Sotheby's International Realty

25 Beaver Place Unit A, Boston, MA 02108
/2
$7,250,000
- 26 Beds
- 26 Baths
- 15,372 Sq Ft
238 Chelsea St, Everett, MA 02149

Pleased to present the Chelsea Street Apartments are located at 238 Chelsea Street in Everett, MA. Directly north of Boston, close proximity to Route 1, easy access to MBTA (Orange Line) & Chelsea Train Station. This fully deleaded 3-story brick building built in 1970 sits on a 0.34 acre (14,810 SF) lot. Consisting of (20) studio apartments & (6) One bedroom units. Tenants enjoy off-street

Drew Kirkland Northeast Private Client Group, LLC

238 Chelsea St, Everett, MA 02149
/47
$7,250,000 New Construction
- 6 Beds
- 7 Baths
- 13,175 Sq Ft
209 Blue Hill Rd, Great Barrington, MA 01230

A rare French Manor estate gracing one of South Berkshire's most scenic and sought-after country roads, this extraordinary 45+/- acre sanctuary offers unmatched privacy, panoramic mountain views, and a setting of timeless beauty. Bordering protected state forest, the property unfolds across rolling meadows, tranquil ponds, and a gently flowing brook—creating a secluded retreat that feels worlds

Mauren White-Kirkby Berkshire Hathaway Homeservice

209 Blue Hill Rd, Great Barrington, MA 01230
/39
$7,200,000
- 5 Beds
- 7.5 Baths
- 9,136 Sq Ft
99 Baldpate Hill Rd, Newton Center, MA 02459

This contemporary masterpiece embodies modern luxury—deceivingly understated from the front yet unfolding into a stunning four-level estate of architectural brilliance. Custom built with every imaginable feature, the home showcases 18+ rooms of exquisite craftsmanship and design. Step through grand double doors into a world of custom millwork, built-ins, and refined finishes. The main level is

Samantha Stumpo Serhant

99 Baldpate Hill Rd, Newton Center, MA 02459
/43
$7,195,000
- 4 Beds
- 4.5 Baths
- 3,128 Sq Ft
7 Pilgrim Ct, Nantucket, MA 02554

Look no further. This custom-built, turnkey 4-bedroom home offers the perfect blend of design, location, and luxury nestled in one of Nantucket’s most sought-after neighborhoods—just moments from downtown, the Westmoor Club, Nantucket Yacht Club, and North Shore Beaches. Featuring four en-suite bedrooms, three fireplaces, and a private office, the home is complemented by beautiful outdoor living

Rebecca Becker J Pepper Frazier Co.

7 Pilgrim Ct, Nantucket, MA 02554
/47
$7,195,000
- 6 Beds
- 5.5 Baths
- 4,930 Sq Ft
18 Mill St, Nantucket, MA 02554

An exceptional in-town opportunity, this home combines space, style, and convenience in a way rarely found downtown. The three-level main house is complemented by a separate studio, shed, and two-car parking. Outdoor living is designed for both relaxation and entertaining, with a covered porch, outdoor kitchen, gas fireplace, and multiple seating areas. Inside, thoughtful craftsmanship blends

Bernadette Meyer Maury People Sotheby's International Realty

18 Mill St, Nantucket, MA 02554
/22
$7,000,000
- Land
- 1.87 Acres
- $3,743,316 per Acre
98 Lynnway, Lynn, MA 01902

Direct Coastal Development Opportunity Approved for 80 Market-Rate units with zero affordable component. The site has been removed from the flood zone. All materials that have been produced and paid for by the present owner for the approvals will be included in the transfer to the new owners and available for review upon request. This includes all architecture plans, interior design elements,

Paul Cirignano The Synergy Group

98 Lynnway, Lynn, MA 01902
/12
$6,995,000
- 6 Beds
- 9 Baths
- 7,526 Sq Ft
231 Westerly Rd, Weston, MA 02493

Beautifully conceived and architecturally inspired contemporary NY barn-style home with endless upgrade options that range from golf simulator to sauna pool/ cabana/ heated driveway list goes on. In one of Weston’s most exclusive neighborhoods. Boasting 7500 +/- sf, 6-7 bedrooms and 7 full baths and 2 half baths this home was meticulously designed with an open floor plan, soaring walls of

Alexander Benson Keller Williams Realty Boston South West

231 Westerly Rd, Weston, MA 02493
/38
$6,995,000
- 6 Beds
- 10 Baths
- 10,090 Sq Ft
121 Livingston Rd, Wellesley, MA 02482

Set on nearly two acres with direct access to the Charles River and surrounded by conservation land, this custom-built Colonial offers a rare combination of privacy, scale, and waterfront living in Wellesley’s coveted Dana Hall neighborhood. Thoughtfully designed and crafted, the home delivers enduring quality and a lifestyle that is increasingly rare.A gracious foyer introduces formal living and

Ying Sun Compass

121 Livingston Rd, Wellesley, MA 02482
/42
$6,995,000
- 4 Beds
- 4.5 Baths
- 4,013 Sq Ft
71 Mount Vernon St Unit 1, Boston, MA 02108

CONSTRUCTION COMPLETE. Brand new restoration four bedroom four and a half bathroom triplex home located on the highly sought after Southside of Beacon Hill steps to both the Boston Common and Louisburg Square. This south facing townhouse located up off the street with professionally landscaped front yard has undergone a complete and total restoration creating a two unit association. Residence one

Glenn Forger Olde Forge Realty

71 Mount Vernon St Unit 1, Boston, MA 02108
/42
$6,995,000 Open Sat 1PM - 2PM
- 6 Beds
- 8 Baths
- 8,093 Sq Ft
222 Grove St, Wellesley, MA 02482

Discover exceptional elegance & privacy in Wellesley’s coveted Dana Hall neighborhood. Set on over an acre in one of the town’s most sought-after locations it offers the perfect balance of privacy & convenience. Designed by a renowned local architect, this stunning new home blends sophisticated design with modern comfort, creating a serene retreat moments from town. The main floor boasts an open,

Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

222 Grove St, Wellesley, MA 02482
/56
$6,995,000
- 4 Beds
- 4.5 Baths
- 2,566 Sq Ft
94 Horsefoot Path, Dennis, MA 2638

Perched along the pristine shores of Cape Cod Bay, this exceptional Dennis beachfront residence offers a rare opportunity to own 110 feet of private sandy beach with sweeping panoramic views of the bay. Designed for effortless coastal living, this four-bedroom, four-and-one-half-bath contemporary captures the essence of seaside luxury--from sun-drenched interiors to expansive waterfront decks

Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

94 Horsefoot Path, Dennis, MA 2638
/2
$6,995,000 New Construction
- 5 Beds
- 6.5 Baths
- 9,000 Sq Ft
97 Valentine St, West Newton, MA 02465

Estate home to be built for the "one of one" buyer. Set atop a private 30.9k sqft lot in prime West Newton Hill; this estate features a +100yr old english courtyard, double height ceilings, 3 car parking garage with elevator access, hammam & wellness room, wine cellar, and seperate catering kitchen. Opportunity to customize with experienced team to make your dream home a reality.

Stephanie Lau Bellafi Real Estate, Inc.

97 Valentine St, West Newton, MA 02465
/39
$6,975,000
- Land
- 7.16 Acres
- $974,162 per Acre
110 Valley Rd, Plymouth, MA 02360

Welcome to Camp Bournedale!!! Great opportunity for year round camps/sports/weddings/VA camp (The function hall & cabins are Approved for 190 guests!). Potential of 17 lot condo project/VA housing (15 cabins, 2 homes, 9900 sf function hall). This camp started in 1929 and has been under the watchful eye of its current management since 1939. The property has approximately 7.15 acres of land and is

John Volpe William Raveis R.E. & Home Services

110 Valley Rd, Plymouth, MA 02360
/30
$6,950,000
- 4 Beds
- 4.5 Baths
- 4,745 Sq Ft
5 Brier Patch Rd, Nantucket, MA 02554

Tranquility comes easily at this spectacular Quidnet parcel, where a four-bedroom home awaits your enjoyment. This property affords proximity to Sesachacha Pond, Quidnet beaches, the rambling sandy paths of Squam, and the quaint village of ‘Sconset. Light and bright, with plenty of space, this home features a plethora of covetable features: a primary suite deck that overlooks the heated pool and

Cameron Gammill Fisher Real Estate

5 Brier Patch Rd, Nantucket, MA 02554
/36
$6,950,000
- 5 Beds
- 7 Baths
- 8,451 Sq Ft
15 Myles Standish Rd, Weston, MA 02493

Architecturally striking Prairie-style contemporary custom built with a refined focus on nature, craftsmanship, and simplicity. South-facing open layout with walls of glass overlooking professionally designed grounds and serene private setting. Heated pool with automatic cover and integrated jacuzzi, with pool and landscape irrigation supplied by a private well. German-engineered windows offer

Alptug Kantar Boston Brokerage Group

15 Myles Standish Rd, Weston, MA 02493
/18
$6,950,000
- Land
- 6.94 Acres
- $1,001,441 per Acre
135 Putnam Ave, Cotuit, MA 02635

One of the last great undeveloped estate parcels on Cape Cod, this remarkable 6.94-acre waterfront property offers a rare opportunity to create a generational compound in an ultra-prime setting. Dramatically improved over the last year with major site work done by Polhemus Savery DaSilva, including extensive vista pruning, coastal bank stabilization, and a new set of Ipe stairs leading to 200

Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

135 Putnam Ave, Cotuit, MA 02635
/18
$6,950,000
- Land
- 6.94 Acres
- $1,001,441 per Acre
135 Putnam Avenue (Land), Cotuit, MA 02635

One of the last great undeveloped estate parcels on Cape Cod, this remarkable 6.94-acre waterfront property offers a rare opportunity to create a generational compound in an ultra-prime setting. Dramatically improved over the last year with major site work done by Polhemus Savery DaSilva, including extensive vista pruning, coastal bank stabilization, and a new set of Ipe stairs leading to 200

Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

135 Putnam Avenue (Land), Cotuit, MA 02635
/9
$6,950,000
- 18 Beds
- 20 Baths
- 11,532 Sq Ft
1 Marney St, Cambridge, MA 02141

Presenting 1-11 Marney Street, a 9-unit boutique apartment building located in the heart of Cambridge, Massachusetts, one of the most dynamic and supply-constrained rental markets in the Northeast. The Property features a mix of spacious two-bedroom units with either two or two and a half baths across three adjacent buildings on a quiet residential street, offering investors both stability and

Chris Sower Cushman & Wakefield

1 Marney St, Cambridge, MA 02141
/40
$6,950,000
- 5 Beds
- 4.5 Baths
- 4,996 Sq Ft
90 Mount Vernon St, Boston, MA 02108

On Mount Vernon Street right along Louisburg Square, this quintessential Beacon Hill townhouse admires a sublime wide-open viewpoint centered on the illustrious Square’s picturesque park. Now meticulously restored and renovated, this rare gem is featured in the book “Beacon Hill: A Living Portrait” and also highlights an idyllic private garden which was on the Hidden Gardens of Beacon Hill tour.

George Ballantyne Gibson Sotheby's International Realty

90 Mount Vernon St, Boston, MA 02108
/32
$6,900,000
- 4 Beds
- 3.5 Baths
- 3,300 Sq Ft
81 Beacon St Unit 8, Boston, MA 02108

Located in a premier concierge Coop building on the Flat of the Hill with spectacular Boston Common, Public Garden Views. Elegant 3,300-square foot, 4 bedroom floor-through residence spans the entire eighth floor, offering breathtaking views of the Public Garden and Back Bay skyline. 45 Feet Wide Building, this home features direct elevator access, front-facing entertaining spaces—including a

Tracy Campion Campion & Company Fine Homes Real Estate

81 Beacon St Unit 8, Boston, MA 02108
/25
$6,900,000
- 3 Beds
- 2.5 Baths
- 3,000 Sq Ft
62 Beacon St Unit 3, Boston, MA 02108

62 Beacon Street, nestled in the heart of historic Beacon Hill, is an exceptional 5-unit co-op building, offering an expansive 3,000 square feet of single-level living. This beautifully appointed 3-bedroom, 2.5-bath residence seamlessly blends timeless architectural charm with understated, refined luxury. Fully renovated between 2018 and 2019, the home showcases a sophisticated, streamlined

John Corcoran Compass

62 Beacon St Unit 3, Boston, MA 02108

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