Luxury Homes for Sale in , MA

/44
$8,950,000
- 7 Beds
- 6 Baths
- 4,896 Sq Ft
255 Bayberry Way, Osterville, MA 02655

Welcome to ''Point House'' a spectacular 5.98-acre waterfront estate on a peninsula overlooking the glistening waters of West Bay. In a setting of unsurpassed beauty, the 4,896 square foot residence offers truly exceptional water vistas, beautiful gardens, an expansive private sandy beach, and a substantial deep-water dock from which you can sail into the waters of Nantucket Sound. The 6-bedroom

Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

255 Bayberry Way, Osterville, MA 02655
/54
$8,945,000
- 4 Beds
- 6.5 Baths
- 4,023 Sq Ft
34 Bosworth Rd, Nantucket, MA 02554

Welcome to this beautiful four bedroom waterfront home that lives as a six bedroom! The property features a charming wrap-around porch complete with a luxurious built-in hot tub, perfect for soaking and relaxation. The porch is complemented by multiple seating areas, providing plenty of spots to enjoy the outdoors, whether you're savoring a morning coffee or watching the sunset. An inviting

Morgan Winn

Maury People Sotheby's International Realty

(508) 556-9542

34 Bosworth Rd, Nantucket, MA 02554
/54
$8,900,000
- 5 Beds
- 7 Baths
- 6,072 Sq Ft
2 A Morgan Square, Nantucket, MA 02554

Located in coveted Surfside and just a quarter-mile from the stunning South Shore beaches, 2A Morgan Sq offers hard to find privacy. Built in 2019 by Bessey Construction, this property spans just under an acre and includes a main house featuring 5 bedrooms and 5.5 baths with over 5,300 square feet of beautifully appointed living space. Additional amenities include a two-car garage with a studio

Chris Kling J Pepper Frazier Co.

2 A Morgan Square, Nantucket, MA 02554
/61
$8,900,000
- 4 Beds
- 8 Baths
- 7,767 Sq Ft
4 Jacobs Neck Rd, Edgartown, MA 02539

This one of a kind property is extremely private, yet only 12 minutes to the airport or Edgartown Village. The 10+ acre parcel is bordered on two sides by Sheriff's Meadow Conservation land and miles of walking trails nearby. The dwellings and other structures are meticulously crafted and offer a range of possibilities. The "guest house" is 2300 sq ft with finished basement and loft space. The

Deb Hancock Hancock Real Estate

4 Jacobs Neck Rd, Edgartown, MA 02539
/42
$8,900,000
- 4 Beds
- 3.5 Baths
- 3,771 Sq Ft
36 Commonwealth Ave Unit 2, Boston, MA 02116

Steps to the Public Garden on the first block of Commonwealth Avenue, this magnificent property offers one of Back Bay’s most sought-after addresses. This extra-wide triplex home features direct elevator access to all levels, views on 3 exposures, a roof deck, and 2 parking spaces. An exquisite entry foyer leads to the grand, fireplaced living room opening to a rare and stunning walkout side

Tracy Campion Campion & Company Fine Homes Real Estate

36 Commonwealth Ave Unit 2, Boston, MA 02116
/40
$8,900,000
- 5 Beds
- 8 Baths
- 13,220 Sq Ft
150 Horseneck Rd, South Dartmouth, MA 02748

Spanning 9.8 acres of pristine waterfront, this custom-built luxury estate seamlessly blends elegance, functionality, & natural beauty. The main residence, a masterpiece of architectural excellence, features expansive windows offering breathtaking water views from nearly every room. Complementing the main residence are two charming guest houses, ensuring privacy & comfort for visitors. A heated

Berkowitz Team Gibson Sotheby's International Realty

150 Horseneck Rd, South Dartmouth, MA 02748
/2
$8,888,888
- Land
- 0.42 Acre
- $21,164,019 per Acre
1 Highgate St, Allston, MA 02134

NEWMARK HAS BEEN EXCLUSIVELY RETAINED TO MARKET 1 HIGHGATE STREET, A 82-UNIT CLASS A APARTMENT/MIXED USE DEVELOPMENT. COMPLEMENTED BY 6,250 SQUARE FEET OF PRIME RETAIL COMMERCIAL SPACE IN THE RAPIDLY EXPANDING ALLSTON NEIGHBORHOOD OF BOSTON. INQUIRE FOR MORE INFORMATION.

Casey Valente Newmark Grubb Knight Frank

1 Highgate St, Allston, MA 02134
/42
$8,800,000
- 6 Beds
- 10 Baths
- 5,556 Sq Ft
101 Pinckney St, Boston, MA 02114

Located near iconic Louisburg Sq, this luxuriously curated and well-appointed Beacon Hill townhouse offers a rare combination of grand scale, sophisticated interiors, and breathtaking outdoor spaces. The home features two expansive decks and one of the largest private yards in Beacon Hill. The main living and entertaining levels boast elegant formal rooms with soaring ceilings, custom millwork,

Rebecca Tulman & Leslie Adam Gibson Sotheby's International Realty

101 Pinckney St, Boston, MA 02114
/65
$8,795,000
- 6 Beds
- 8 Baths
- 4,437 Sq Ft
2 Hedgebury Ln, Nantucket, MA 02554

Oasis nestled on the outskirts of town... this unique compound offers a perfect blend of privacy and convenience, just a short distance from upper Main Street. The property includes a comfortable four bedroom main house, a charming 2-bedroom cottage, and a host of outdoor amenities perfect for both relaxation and entertaining. The main house features an open first floor layout, first and second

John Arena William Raveis Nantucket

2 Hedgebury Ln, Nantucket, MA 02554
/2
$8,750,000
- Land
- 0.46 Acre
- $19,021,739 per Acre
202 Bear Hill Rd, Waltham, MA 02451

202 Bear Hill Road offers 31 parking spaces. The full site offers 80 total parking spaces.

Jeremy Freid 128 CRE

202 Bear Hill Rd, Waltham, MA 02451
/55
$8,695,000
- 6 Beds
- 9 Baths
- 5,700 Sq Ft
115 Surfside Rd, Nantucket, MA 02554

Spacious, Stylish, and Steps from Surfside BeachThis thoughtfully designed home offers expansive landscaped grounds with a pool, hot tub, and a separate cabana featuring a loft—ideal for guests or added entertaining space. Inside, large windows throughout flood the home with natural light and offer uninterrupted views of the pool and surrounding gardens.The main living room impresses with a

Lucie Cristler Maury People Sotheby's International Realty

115 Surfside Rd, Nantucket, MA 02554
/64
$8,595,000
- 5 Beds
- 7 Baths
- 4,024 Sq Ft
4 Westerwick Dr, Nantucket, MA 02564

No detail has been overlooked in this one of a kind custom newly built five bedroom, four full and three half bath home in Sconset. This property offers privacy while still being close to the quaint Sconset village, restaurants and beaches. The creative intention and thoughtfulness that has gone into each special space of this home is evident from the moment you step into the property. Each

John Arena William Raveis Nantucket

4 Westerwick Dr, Nantucket, MA 02564
/52
$8,500,000
- 7 Beds
- 6.5 Baths
- 6,521 Sq Ft
44 Buena Vista Rd, Chatham, MA 02633

Chatham Waterfront Masterpiece. A private estate on Cape Cod's most coveted coastline in one of New England's most prestigious coastal communities. 44 Buena Vista Road is an extraordinary waterfront estate, a rare offering blending timeless elegance with resort-style amenities. Designed for both grand entertaining and intimate family living, this residence offers sweeping ocean views,

Shane Masaschi

Compass

(508) 400-2035

44 Buena Vista Rd, Chatham, MA 02633
/52
$8,500,000
- 5 Beds
- 4.5 Baths
- 4,305 Sq Ft
30 Tisquantum Rd, Chatham, MA 02633

The first stop of the east wind and the morning sunrise , this elegant Cape Cod home offers an unparalleled living experience with sweeping views over the Atlantic Ocean, Stage Harbor and an enchanting salt marsh that leads to Nantucket Sound. This 5BR ,4.5 bath expanded shingled home offers a luxurious yet comfortable coastal lifestyle incorporating classic Cape Cod architectural styles with

Lori Fanning Smith Compass Massachusetts, LLC

30 Tisquantum Rd, Chatham, MA 02633
/28
$8,500,000
- 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 within commuting distance of Boston. Set back from the road with a long private driveway, the property offers seclusion while being part

The Donna Scott Group Advisors Living - Wellesley

26 Longmeadow Dr, Westwood, MA 02090
/31
$8,500,000
- 5 Beds
- 5.5 Baths
- 6,340 Sq Ft
40 Point Rd, North Falmouth, MA 02556

Ensconced on a PRIVATE Peninsula this serene and tranquil Waterfront Retreat exists.Southern facing this stunning home on 1.07 A provides waterviews of Wild Harbor sailboats sailing by and a pathway to your Private access to ocean for daily swimming and kayaking.Professionally maintained annual plantings range from ornamental grasses,hardy hydrangea bushes and sprawling lawn that highlight the

Linda Gill Kinlin Grover Compass

40 Point Rd, North Falmouth, MA 02556
/27
$8,495,000
- 2 Beds
- 2.5 Baths
- 2,945 Sq Ft
1 Dalton St Unit 5102, Boston, MA 02115

Welcome to the 51st floor of the Four Seasons Private Residences at One Dalton, New England’s tallest and most luxurious residential building! This 2-plus bedroom, 2.5 bath home encompasses almost 3,000 SQFT with 11-foot ceilings and is 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

Tracy Campion Campion & Company Fine Homes Real Estate

1 Dalton St Unit 5102, Boston, MA 02115
/7
$8,460,000
- 3 Beds
- 3.5 Baths
- 3,382 Sq Ft
397 Commonwealth Ave Unit 3, Boston, MA 02215

Located in Boston’s historic Back Bay, the Mooreland House is a collection of five luxury residences in which the original architecture has been reimagined for expansive living on each level. At every turn, the residences are curated with an eye for luxury living and modern comforts and conveniences. Interiors are revitalized in a contemporary style, joined with the warmth and craftsmanship one

Tracy Campion Campion & Company Fine Homes Real Estate

397 Commonwealth Ave Unit 3, Boston, MA 02215
/42
$8,395,000
- 4 Beds
- 6 Baths
- 5,322 Sq Ft
9 Chestnut St, Boston, MA 02108

Beautifully restored single family townhouse located on coveted Chestnut Street steps to the Common. The first floor boasts a custom kitchen with top-of-the-line appliances throughout, large center Island, pantry; spacious front facing dining room overlooking Chestnut Street with a gas fireplace; and a phenomenal year-round sunroom with adjoining stone courtyard accented with both indoor and

Glenn Forger Olde Forge Realty

9 Chestnut St, Boston, MA 02108
/40
$8,395,000 New Construction
- 5 Beds
- 7 Baths
- 7,000 Sq Ft
61 Heath St, Brookline, MA 02445

Interior is completed! Fabulous landscape design plan installed next week. Shingle style stunner located in Brookline's estate area. This 7000 sq ft home is filled w/ large picture windows overlooking the beautifully landscaped one acre grounds. High ceilings & incredible sunlight. Enter this home thru a gallery perfect for an art collection. First floor private library w/ custom built-ins.

Melissa Dailey Coldwell Banker Realty - Wellesley

61 Heath St, Brookline, MA 02445
/35
$8,250,000
- 5 Beds
- 3.5 Baths
- 4,307 Sq Ft
127 Wapoos Trail, Chatham, MA 02633

Tucked within the exclusive & secluded enclave of Morris Island, this one-of-a-kind water view residence is a rare treasure offering architectural distinction and an intimate connection to Cape Cod's unspoiled coastal beauty. With panoramic views spanning Stage Harbor to the Atlantic shoreline, the home was thoughtfully designed to embrace its extraordinary setting—inviting nature's ever-changing

Dee Sullivan Christie's International Real Estate Atlantic Brokerage

127 Wapoos Trail, Chatham, MA 02633
/6
$8,250,000
- Land
- 0.59 Acre
- $13,983,051 per Acre
459-463 Revere Beach Blvd, Revere, MA 02151

One-of-a-kind opportunity to develop a sixty (60) unit condominium building located directly on Revere Beach. Fully approved and permit ready, the plans call for fifty-seven (57) 1 bed/1 bath units ranging from 693 sq/ft to 968 sq/ft and three (3) 2 bed/2 bath units all 1,635 sq/ft. All units boast private balconies. Ninety (90) parking spaces (eighty-two (82) interior and eight (8) exterior).

Anthony Bruno Gibson Sotheby's International Realty

459-463 Revere Beach Blvd, Revere, MA 02151
/133
$8,250,000
- 6 Beds
- 5.5 Baths
- 5,101 Sq Ft
1 Chester St, Nantucket, MA 02554

One Chester Street is an exceptional residence that perfectly blends historic charm with modern luxury. Situated at the edge of Nantucket's historic district where the Cliff area meets Brant Point, this home offers a prime location that provides easy access to the best of island living. This 18th-century ship captain’s home has been meticulously restored, preserving its original details,

Robert Young William Raveis Nantucket

1 Chester St, Nantucket, MA 02554
/42
$8,250,000
- 4 Beds
- 7 Baths
- 10,876 Sq Ft
3 Anchorage Ln, Marblehead, MA 01945

This magnificent waterfront property offers the privacy that Bradlee Road and Fluen Point are known for with breathtaking views of Marblehead, Beverly Farms, Baker’s Island and beyond. Enjoy the daily sights of passing schooners and the Boston Ferry from multiple private decks. The iconic stonework coupled with the shingle-style design makes this home stand out. A stone staircase leads to a large

Traci Howe Sagan Harborside Sotheby's International Realty

3 Anchorage Ln, Marblehead, MA 01945
/40
$8,200,000
- 5 Beds
- 5.5 Baths
- 10,054 Sq Ft
85 Forbes Rd, Milton, MA 02186

85 Forbes Rd, Milton, MA – Modern LuxuryDiscover elegance at 85 Forbes Rd, a 2020-built, 5-bed, 5.5-bath home spanning 9,600 sq ft on a 40,935 sq ft lot with Boston skyline and Neponset River views. Enter via a mudroom with custom cubbies and laundry, near a half-bath and private suite with full bath. Work in a study with custom cabinets, next to a pantry with dishwasher and sink. Host in the

John Keith Keith Brokerage, LLC

85 Forbes Rd, Milton, MA 02186
/41
$8,200,000
- 5 Beds
- 4.5 Baths
- 5,258 Sq Ft
370 Summer St, Manchester, MA 01944

Perched atop a wooded ridge 150 feet above sea level, 370 Summer St. is a bold, architecturally distinct contemporary home offering unmatched privacy, dramatic ocean views, and direct access to over 2,000 acres of protected conservation land without ever crossing a road. Designed by Marcus Gleysteen of MGA and featuring interiors by Lena Fransioli of Zoe Design, this one-of-a-kind residence is as

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

370 Summer St, Manchester, MA 01944
/2
$8,000,000
- Land
- 1.87 Acres
- $4,278,075 per Acre
39 Clyde St, Chestnut Hill, MA 02467

Set atop a gently elevated 1.86-acre lot, this exceptional property offers the perfect canvas to build a custom estate. The current European-style home is ready for demolition, making way for new construction in a private, hilltop setting. Surrounded by mature trees and located near top schools, shops, and cultural attractions, this rare offering combines location, scale, and potential in one of

Melissa Dailey Coldwell Banker Realty - Wellesley

39 Clyde St, Chestnut Hill, MA 02467
/68
$8,000,000
- 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 two-bedroom guest house, and a spa-inspired pool area, the property offers a rare blend of timeless elegance and contemporary luxury. A gracious covered front porch

Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

440 Grand Island Dr, Osterville, MA 02655
/36
$8,000,000
- 5 Beds
- 6.5 Baths
- 5,772 Sq Ft
21 Sargent Crossway, Brookline, MA 02445

Set in Brookline’s prestigious Sargent Estates, this renovated stately Georgian Colonial offers timeless architecture, peaceful surroundings, and prime access to Boston. Located near top schools, shopping, dining, cultural institutions, the Financial District, Longwood Medical Area, and Logan Airport, it’s ideal for those seeking both elegance and convenience. The exterior features clapboard

Jonathan Radford Coldwell Banker Realty - Boston

21 Sargent Crossway, Brookline, MA 02445
/41
$7,999,000
- 6 Beds
- 9 Baths
- 8,849 Sq Ft
120 Cabot St, Chestnut Hill, MA 02467

Tucked away at the end of a quiet dead-end street, 120 Cabot Street is a breathtaking French chateau-style residence that transports you to Europe while offering the best of Boston luxury. With soaring 11-foot ceilings and exquisite architectural details, this home exudes elegance, from its gracious living and dining rooms with floor-to-ceiling French doors to its gourmet kitchen, complete with a

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

120 Cabot St, Chestnut Hill, MA 02467
/24
$7,995,000
- 5 Beds
- 7 Baths
- 5,300 Sq Ft
36 W Chester St, Nantucket, MA 02554

Anchored between Main Street and Steps Beach, this extraordinary home captures the essence of refined coastal living. Five private ensuite bedrooms provide luxurious comfort for family and guests, while the chef’s kitchen and adjoining dining room invite gatherings both large and intimate. The sun-soaked, south-facing deck extends the living space into a private, landscaped yard, where views of

Jennifer Shalley Allen Fisher Real Estate

36 W Chester St, Nantucket, MA 02554
/6
$7,995,000
- Land
- 1.55 Acres
- $5,158,065 per Acre
27 Fairgrounds Rd, Nantucket, MA 02554

Explore the development potential of this expansive property at 27 Fairgrounds Road, Nantucket, MA. Currently this property is the home of Faregrounds Restaurant & Pudley's Pub. With R-10 zoning and a generous 67,518 sq ft lot, transform this site into a dream project. Consider the opportunity to create six 10,000+ sq. ft. lots, a combination of three 10,000 sq. ft. lots with two 12,000+ sq.

Graeden Ambrose Compass MA LLC

27 Fairgrounds Rd, Nantucket, MA 02554
/42
$7,995,000
- 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
/79
$7,995,000
- 5 Beds
- 4 Baths
- 3,580 Sq Ft
1 W Sankaty Rd, Nantucket, MA 02554

Located on the idyllic, tree-lined Main Street in Sconset, this timeless white clapboard residence blends historic charm with contemporary living. Originally built in 1820 and thoughtfully renovated in 2025, this exceptional home now offers a total of 5 bedrooms and 4 bathrooms — ideal for comfortable family living and effortless entertaining. Step inside to discover multiple spacious living

Chandra Miller Maury People Sotheby's International Realty

1 W Sankaty Rd, Nantucket, MA 02554
/42
$7,995,000
- 7 Beds
- 8 Baths
- 8,423 Sq Ft
55 Sandy Pond Rd, Lincoln, MA 01773

Experience unmatched luxury at this exceptional 4.2-acre estate on the tranquil shores of Flint/Sandy Pond. With over 8,400 sq. ft. of elegant Colonial-style living space, this rare property offers sweeping panoramic water views, mesmerizing sunrises and sunsets, and a private setting that defines serene sophistication. Manicured gardens, expansive patios, a sparkling pool, and over 300' of

Senkler, Pasley & Dowcett Coldwell Banker Realty - Concord

55 Sandy Pond Rd, Lincoln, MA 01773
/41
$7,995,000
- 7 Beds
- 7.5 Baths
- 7,339 Sq Ft
194 Beacon St, Boston, MA 02116

Riverside Beacon Street building for sale with CHARLES RIVER VIEWS from 6 of the 7 living levels. 5 CAR PARKING in total w/4 garage spaces (2 attached) & 1 exterior space. This extraordinary property consists of 5 condo units however, units 1&2 have been combined to create a striking 3 bed/3.5 bath triplex on the parlor, second and garden levels with attached garage, private patio & expansive

Sarah Glovsky The Charles Realty

194 Beacon St, Boston, MA 02116
/42
$7,995,000
- 7 Beds
- 9 Baths
- 5,958 Sq Ft
17 Cannonbury Ln, Siasconset, MA 02564

17 Cannonbury Lane captures the spirit of a quintessential Nantucket summer—just moments from the beach and a short bike ride to the charm of ’Sconset Village. Morning dips in the Atlantic, ice cream runs to the market, fresh flowers from the community garden, and evenings at The Summer House—all just steps from your door. Tucked into the desirable Cannonbury Lane neighborhood, this brand-new

Edward Doherty EW Doherty Real Estate

17 Cannonbury Ln, Siasconset, MA 02564
/37
$7,995,000
- 5 Beds
- 6.5 Baths
- 8,205 Sq Ft
100 Chestnut St, Weston, MA 02493

100 Chestnut Street is the epitome of New England privacy & elegance. This estate is nestled on 3.3 secluded acres in scenic Weston. Designed by Royal Barry Wills & extensively renovated, this home showcases stunning interiors with 10'-14' ceilings, a Christopher Peacock kitchen, limestone fireplaces, herringbone oak floors, & French doors leading to blue stone terraces. The expertly crafted

The Mazer Group Compass

100 Chestnut St, Weston, MA 02493
/30
$7,995,000
- 8 Beds
- 9 Baths
- 9,662 Sq Ft
200 Pond Rd, Wellesley, MA 02482

Presenting a spectacular multi-acre estate set behind a private entry in Wellesley. This stately Georgian Colonial is the centerpiece of the compound on a scenic road and is surrounded by a parklike setting that couples luxury with sophistication. The stately exterior is captivating with stunning architectural detail. Inside the grand home boasts a two story foyer with a sweeping bridal

Meghan Sutherland MGS Group Real Estate LTD - Wellesley

200 Pond Rd, Wellesley, MA 02482
/35
$7,995,000
- 5 Beds
- 3.5 Baths
- 3,454 Sq Ft
2 Shore Rd, Nantucket, MA 02554

Generational Compound opportunity to own 2 contiguous lots, zoned Commercial Neighborhood, with sweeping harbor views, on a private street 1⁄4 mile from town. Assemblage looks over town pier and Francis Street beach kayak rentals, with the soon to be moved Senior Center between it. Great Harbor Yacht Club borders to the East. Rare to see a Commercially zoned, water view, walk to town, with

Ty Costa William Raveis Nantucket

2 Shore Rd, Nantucket, MA 02554

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