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luxury houses for sale Massachusetts, United States (page 30)

The houses for sale in Massachusetts leave very few indifferent, with Dover and its quaint traditional stone bridges, Newport, Rhode Island with awe-inspiring manors and old lighthouses looking out onto the water - what's not to love? Boston as a peninsula, with its vibrant city life, boasts the status of the only State capital with a coastline, and what a coastline it is!

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40
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Property Stow (United States)

28 Whitman Street, Stow, MA 01775

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$1,099,000
4bedrooms
3bathrooms
land 1.1ha

By Barrett Sotheby's International Realty

23

House Concord (United States)

Charming 1900’s Single Family Colonial…Condo Alternative! Sidewalk leads to nearby vibrant West Concord Village, including shops, restaurants, library, Thoreau Elementary School, Rail Trail, commuter train and routes. This charming, sunny village colonial offers open concept living and dining areas with a double-sided gas fireplace and French doors opening to the stone patio. Inviting eat-in kitchen with gas stove, granite countertops, stainless appliances plus bonus spacious pantry loaded with shelving. Second floor hosts a full updated bath and two bedrooms, both with vaulted ceilings, skylights, exposed beams and brick. Private, fenced yard, including garden bed and stone patio, provides ample space for gardening, entertaining, restful enjoyment and fun. Full unfinished basement hosts utilities and additional storage. Detached one-car garage and off-street cobblestone parking.

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$679,000
2bedrooms
1bathroom
land 0ha

By Barrett Sotheby's International Realty

38
Video

House with pool and garden Worcester (United States)

A Legacy Preserved: Introducing "The George Gabriel House," An Iconic Richmond Heights Estate Step into a piece of Worcester's history with "The George Gabriel House," a residence that stands as one of the earliest and finest in the coveted Richmond Heights neighborhood. This magnificent historic home, boasting 7 bedrooms, 5 bathrooms, and approximately 5,000 square feet of living space, offers an unparalleled opportunity to own a true landmark. From the moment you enter, you'll be captivated by the home's rich heritage and exquisite original details. Imagine entertaining amidst high ceilings, preserved moldings, bathed in the soft glow filtering through leaded glass windows. The heart of the home is a European-inspired chef's kitchen, seamlessly blending modern luxury with timeless charm. Granite countertops, professional-grade stainless steel appliances, and a sun-drenched breakfast nook create an inviting space for culinary creations and casual gatherings. Multiple living areas provide a sophisticated flow for both formal occasions and relaxed family living. Host elegant soirees in the formal living rooms and grand dining room, find inspiration in the distinguished study, or unwind in the expansive great room, anchored by a warm and inviting fireplace and offering seamless access to the outdoor oasis. Step outside to discover a private retreat designed for enjoyment. A sparkling gunite pool beckons on warm days, complemented by an attached Jacuzzi tub for ultimate relaxation. The patio provides ample space for al fresco dining and entertaining, surrounded by the beauty of mature perennial flower beds and shrubs. The thoughtfully finished basement extends the living space with a vibrant game room, a fun "speakeasy-style" bar perfect for entertaining, and stone fireplace. A convenient walkout provides direct access to the lush backyard. Throughout the home, gleaming maple hardwood floors add warmth and character. Practicality meets prestige with a two-car garage featuring an attached utility shed. "The George Gabriel House" is more than just a residence; it's a testament to a bygone era, thoughtfully updated for modern living. This is a rare opportunity to own a significant piece of Worcester's architectural history in one of its most desirable locations.

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$995,000
7bedrooms
5bathrooms
land 0.2ha

By Mathieu Newton Sotheby's International Realty

42

House with garden Westborough (United States)

Tucked away at the end of a small enclave of homes in one of Westborough's sought-after east-side neighborhoods, this exceptional 5-bedroom, 4.5-bath Colonial w/3-car garage offers privacy, elegance, & convenience. A stately stone entrance welcomes you home, moments from local amenities & Routes 9/495/Pike. The inviting family room features hardwood flooring w/carpet inlay & a remarkable stone fireplace. Start your Sunday mornings with coffee in the sun-filled rotunda sitting area, a perfect spot for conversation and reflection. Extensive moldings, coffered ceiling, & custom trim add character throughout. A fireplaced first-floor office is ideal for working from home. Enjoy entertaining on the oversized deck, then stop and smell the roses as you explore the lush, 2 acre grounds. The primary suite offers a sitting area, two walk-in closets & full bath w/double vanity. The finished lower level features a wine cellar, wet bar, full bath, multiple bonus rooms, & ample storage. A must see!

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$1,599,000
5bedrooms
5bathrooms
land 8,377m²

By Mathieu Newton Sotheby's International Realty

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37

House Egremont (United States)

Enchanting Egremont! Positioned on a beautiful 5.3 acre lot in Egremont, this solidly built home offers a rare combination of privacy and accessibility. A tree lined driveway leads to this peaceful Berkshire retreat, conveniently located with quick access to the Taconic State Parkway. Inside, you'll find over 2,500 square feet of living space highlighted by a dramatic living and dining room featuring a soaring two-story ceiling, skylights, an interior balcony, and a wonderful wood-burning fireplace. The spacious kitchen is complemented by a separate breakfast room with slider access to the outdoors, offering an ideal setting for everyday dining and entertaining. The home offers three spacious bedrooms and two full bathrooms, along with a versatile first floor den that can easily serve as a home office, guest room, or potential fourth bedroom. All three bedrooms feature slider access to the rear deck, creating a seamless connection to the surrounding landscape. Generous closet space throughout adds to the home's functionality. Enjoy front and rear decks, a beautiful natural setting, and seasonal mountain views. The property provides exceptional privacy while remaining close to Great Barrington and the area's amenities, recreation, dining and cultural attractions. A rare opportunity to own a private Berkshire retreat in one of Southern Berkshire County's most desirable locations.

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$600,000
3bedrooms
2bathrooms
land 2.1ha

By William Pitt Sotheby's International Realty

50

House Dalton (United States)

Set on approximately 3 picturesque acres in Dalton, this beautifully restored New England farmhouse seamlessly blends rich Berkshire history with thoughtful modern updates. Once operated as both an inn and stagecoach stop, the property is filled with timeless character. The home features 5 bedrooms and 3 full baths, including a spacious first-floor primary bedroom along with an additional first-floor bedroom and two full baths, ideal for guests or convenient single-level living. Warm and inviting gathering spaces include a library, living room, family room and formal dining room all filled with natural light and historic architectural details. Cozy gas stoves in both the kitchen and family room add modern touches to the home's classic New England feel. Upstairs, you'll find three additional bedrooms, an office space, full bath, and dedicated laundry room. Throughout the home, original details tell the story of its remarkable past, including a pre-Revolutionary War fireplace complete with crane arm and bread oven, wide plank floors, and unique artifacts uncovered during renovation, including a cannonball hidden within the walls and a historic U.S. Mail horse bridle medallion. The second floor of the original inn once served as a gathering space for town meetings, with original floorboards still spanning the full width of the home. Outside, a welcoming front porch and expansive deck overlook the grounds, creating the perfect setting to relax, entertain or garden. A detached 3-car garage with a storage loft offers ample space for vehicles, hobbies, or workshop potential. The property has also operated successfully as an Airbnb, offering excellent income potential or flexibility for multigenerational living. A new roof provides added peace of mind. A rare opportunity to own a truly special Berkshire property where historic charm, modern comfort, and timeless New England character come together in an unforgettable setting.

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$825,000
5bedrooms
3bathrooms
land 1.2ha

By William Pitt Sotheby's International Realty

39

House Great Barrington (United States)

Built in 2004, this exquisitely-crafted historic reproduction home seamlessly blends old-world charm with contemporary comfort. Set on 1.82 acres with sweeping mountain views, this 3-bedroom, 2.5-bathroom home features meticulous hand-crafted details throughout, honoring traditional design while offering the conveniences of modern construction. The welcoming gourmet eat-in kitchen is perfect for everyday living and entertaining. Step out to the inviting covered porch--an ideal spot to savor morning coffee and evening sunsets with mountain vistas. The primary suite captures stunning views, while the expansive yard provides additional room to roam. 2-car oversized garage. Secluded setting just minutes to downtown Great Barrington and other Berkshire attractions.

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$1,195,000
3bedrooms
3bathrooms
land 0.7ha

By William Pitt Sotheby's International Realty

48

Property with pool and garden New Marlborough (United States)

High on a hilltop in the Southern Berkshires stands East Hill Farm. 227 cultivated acres encompassing pristine forest, a spring-fed pond, a striking barn, verdant pastures, formal and vegetable gardens, a pool, and a tennis court. The centerpiece: a 1798 Georgian home, 5,000 SF with 5 bedrooms. Ready for private living, entertaining, horses, farming, a bespoke destination, or simply: tranquility. Includes a reimagined 6,000+ SF guest house, once an Arabian horse barn. 2½ hours to both NYC & Boston, yet a world apart. East Hill Farm offers what money rarely can buy: authenticity at scale. A 227 year-old house expanded, refined for 21st century life. Land, privacy, history, and a place of peace, which has endured through every chapter of American history. The next chapter begins with you. Reach out! Where The World Falls Away--227 acres. 227 years. One extraordinary hilltop farm. Drive up East Hill Road through Southfield village, past the store, climbing toward the top of Woodruff Mountain. The dirt road is well-maintained and lightly traveled. Sugar maples line your approach--massive, ancient trees that have watched over this land since before the house was built. Behind them, set back from the road, stands the kind of barn that makes photographers stop their cars. Three and a half stories of hand-hewn timber, painted proper New England red, moved here piece by piece from Amherst, Massachusetts, because the sellers understood that a farm needs a real barn. Not a replica. The real thing. The House Stops Your Heart--Federal period, 1798, when John Adams was president. This wasn't just another farmhouse. When Thomas Shepard commissioned John Collar to build this, he was making a statement. 8 rooms. 5 fireplaces. Ceilings higher than any farmer needed. Those distinctive 12-over-12 windows with hand-blown glass that turns the morning light liquid. A facade with sidelight windows and dentil cornice that announced to every traveler: here lives a person of substance. Walk through that front door and the wide center hall opens before you. Original wide-plank floors--King's boards, they called them, because timber this wide was supposed to be reserved for the Royal Navy's masts. Twin parlors flank the entrance, flooded with southern light. To your left, the original keeping room, now the dining room, where that massive cooking fireplace with its beehive oven still works perfectly after 227 years. The draft in these fireplaces is extraordinary. The woodwork throughout is original or crafted by hand precisely to match. Chair rails, wainscoting, built-in china cabinets with their original hardware. Those small cupboards tucked around the chimneys--John Collar's signature touch. Five Families in 227 Years--Jesse Hartwell married Thomas Shepard's niece and turned the house into a meeting place for progressive thinkers, and through the 19th century, the Hartwell family made this their home. Then came the Arabian horse breeders in the 1930s who added the newer rear ell and built what's now the guest house. The current sellers bought the house and five acres in 1969, then spent the next five decades not just restoring but thoughtfully expanding it. You'll be only the fifth resident to call East Hill Farm home--and despite its National Register status, free to shape its future as you see fit. That newer section? Radiant heat underfoot, a proper mudroom with laundry, a family room or perfect home office with its own kitchen, and an elevator up to a sun-filled library with built-in shelves and an ensuite bedroom and bath. A luminous sunroom framing year-round sunsets, with sweeping views across the formal gardens, horse pastures, and the shimmering pond below. Upstairs in the original part of the house, an additional four bedrooms, each with its own character. The canopy bedroom with its blue and white toile--that's not staging, that's how the family lives. Wide hallways, deep closets, and in that large upstairs hall above the front door, a perfect spot to sit and read while gazing out the neoclassical window over your barn, fields and forest, mountains in the distance. 5 full and 1 half baths in all--some original 1930s with their good bones, others from the 1980s restoration. The kitchen? Also 1980s, completely functional with good counter space, and a working wood-fired stove alongside modern appliances. Morning light streams in from the east, and sunset views are to the west, opening onto fieldstone patios on either side. Everything works: oil heat from a Viessman German boiler, cedar shake roof (much replaced in 2021), private well water so good they've bottled it up for guests, backup generator, fiber internet. The bones are so good and the mechanicals so solid that you can move in tomorrow or update to your taste--the house won't fight you either way. 227 Acres: A Complete World--East Hill Farm is more than the sum of its parts. From the original five-acre homestead, the current owners lovingly reunited land to create the breathtaking 227-acre estate it is today. 154 acres stretching across the north side of East Hill Road, and 73 tranquil acres to the south. To the north, a substantial portion of the property borders Sandisfield State Forest and thousands of acres of protected land. To the south, you have a section along Hotchkiss Road that is part of the New Marlborough Land Trust. Each acre is part of a dream fulfilled, a landscape that invites endless exploration and inspiration. Walk west from the kitchen patio between the formal gardens. Brick paths wind through perennial beds: heritage roses, peonies, iris. A long row of prolific blueberry bushes. In the vegetable garden, established asparagus and rhubarb come back stronger every year. Passing that perfect garden shed with its slate roof, as mist rises off the pond, becomes part of your morning coffee stroll. The pond--almost four acres, brook-fed, crystal clear. The family created it, and for decades it's been their private swimming hole, sailing spot, fishing paradise. Circle the pond and you'll find the big fishing rock on the west side, the perfect swimming spot on the east. Or head into the forest. Miles of trails, including a loop road that connects to Sandisfield State Forest. In spring, Lee Brook, the largest of several on the farm, roars with snowmelt. Up where the brook crosses the trail, it forms a waterfall after a hard rain. These are the headwaters of the Whiting River, and you own it. This isn't just acreage - it's a complete ecosystem. Meadows, forests, water, gardens, pastures, each flowing naturally into the next. Built for Whatever You Dream--That magnificent barn across the country road--3,550 SF on a full stone foundation, electricity, running water, lower level for equipment, main floor with stalls and work rooms, massive hay loft. Four pastures with water sources, run-in barns with power and water, and additional smaller outbuildings. The infrastructure is thoughtfully designed, whether your dreams include horses, alpacas, heritage sheep, a flourishing market garden, an orchard, festive celebrations, a tranquil retreat center, or simply savoring the seasons as they change across your land. The guest house tells its own story. Built as stables for those 1930s Arabians, it's now 6,668 SF divided into four independent residences, with cathedral ceilings and fireplaces. Some would use this for multi-generational living. Others might see a writers' or artists' retreat, a wedding venue, or wellness center. The bones are spectacular--soaring spaces and abundant light. Morning swims in the sparkling gunite pool with its serene fieldstone waterfall. Afternoons spent on the newly resurfaced tennis court. Evenings wandering down to the pond, soaking in the tranquility. Or embrace the rhythm of nature: January mornings breaking ice on water troughs, February afternoons tapping maples for syrup, and March evenings tending seedlings in the greenhouse, dreaming of summer tomatoes. The possibilities are manifold; life on East Hill Farm is generous and abundant. History You Can Touch--Walk these 227 acres and feel it: the weight of continuity. Five families in 227 years. Thomas Shepard, who helped found New Marlborough. The Hartwells, who held it for a century. Arabian horse breeders who landed their plane in the pasture. The current family, who pieced the scattered acres back together, whose daughters gathered eggs, boiled sap into syrup, grew the gardens that still bloom today. Some things do endure. That which matters can be preserved. In a disposable world, permanence is possible. The next chapter begins with you. The Berkshire Life, Perfected--Twenty minutes to Great Barrington's restaurants and shops. Less than ten to the Southfield Store. Tanglewood for summer concerts, Jacob's Pillow for dance, Butternut for winter skiing. Bradley Airport an hour away, Manhattan and Boston each two and a half hours. But honestly? Once you're here, leaving becomes the hard part. Mornings at East Hill Farm start with the mourning doves' lullaby that sounds like memory itself. The Sandhill Cranes return each spring to the lower pastures, their distinctive call announcing another season. Summer evenings, you'll sit on the west porch watching the sunset over your pond while fireflies rise from the meadows, and emerge from the woods. Winter nights, you'll build fires in those perfect fireplaces and be grateful they built that beehive oven so large. Everything here has been cared for with a deep knowledge of history and respect for nature and tradition. The heritage roses still bloom. The stone walls still stand true. The forest trails lead to hidden waterfalls and forgotten cellar holes. The gardens produce abundance. The pastures are ready to graze horses. Or you could simply walk your 227 acres knowing that in a world of constant change, you've found something real, something lasting, something irreplaceable. At $5.8 million, East Hill Farm offers what money rarely can buy: authenticity at scale. A genuine 18th-century house that works for 21st-century life. Land enough that you own your own hilltop. Buildings that tell the story of America. Privacy without isolation. History without the museum ropes. And beyond price, a place of profound peace that has endured through every chapter of American history, a hilltop sanctuary. Wake each morning in that otherworldly, untouchable tranquility that settles over the hilltop, where the rest of the world falls away, to watch the sun set where generations have watched it set, to be part of something larger than yourself, while making it entirely your own. 227 acres. 227 years. Some things are meant to be. Come see.

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$3,998,000
5bedrooms
6bathrooms
land 91.9ha

By William Pitt Sotheby's International Realty

28

House Great Barrington (United States)

Tucked away on 3.6 serene acres, this bright and airy single-level home is the perfect year-round escape. This completely renovated home offers an open concept main living area including the dining room, efficient eat-in kitchen with stainless steel appliances, and family room with wood stove, perfect for relaxation and entertaining. Two additional guest rooms and a den. The newly-completed primary suite boasts a beautiful bathroom and an oversized walk-in closet versatile enough for a home office. Outside, the private grounds feature a dining patio, fire pit, gazebo, and shed. Located just minutes from the slopes of Ski Butternut and downtown Great Barrington, this turnkey property also features a proven track record as a short and long term rental. Propane has been added with additional plumbing to set up gas-powered cooking if desired and possibility to convert wood stove to a gas option. House plumbed for forced air system. The primary suite features radiant floor and a heated towel bar, as well as a new mini split system in 2021. High efficiency tankless Rinnai water heater. Close cell spray foam insulation throughout the house, all exterior walls, crawlspace, and foundation walls. Whole house water filtration system with three stage filter and water softener. Roof replaced in 2021. Ring security system with camera. Whole house dehumidifier in crawl space.

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$599,000
3bedrooms
2bathrooms
land 1.5ha

By William Pitt Sotheby's International Realty

46

House with pool and garden West Dennis (United States)

Presenting an offering of rare distinction. Refined coastal living, classic architecture and impeccable craftsmanship blend to create a unique sense of privacy, elegance, and pleasure. Nestled upon the shores of iconic Bass River, bask in waterfront living in this exclusive legacy estate replete with a deep water dock, private beach, and spectacular pool and spa. Beyond the auto gates, this private enclave encompasses a main house, carriage house, guest house and boathouse. The estate is set among lush plantings, exquisite gardens, curated vistas, and secluded courtyards. The sun-drenched interiors boast a peaceful balance of function and modern refinement. Custom appointments, outstanding finishes and bespoke details provide exceptional continuity. A deep-water dock and elaborately designed pier, capable of welcoming a substantial yacht with additional space for two vessels, offers direct access to Nantucket Sound and the Atlantic. This highlights the estate's stature as an ultimate residence for those seeking leisure and adventure. The setting, extraordinary amenities and elegance celebrate the unparalleled rhythm of a timeless, Cape Cod lifestyle.

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$16,500,000
6bedrooms
10bathrooms
land 0.5ha

By Gibson Sotheby's International Realty

35
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3D visit

Seaside house with garden Chilmark (United States)

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 level includes an open-concept kitchen, dining, and living area, along with a private primary suite and dedicated office space. There is a large open deck and a screened porch o n this level, as well as a deck off the primary bedroom suite. Thoughtfully designed for both everyday living and entertaining, the home includes amenities such as air conditioning, a whole-house generator, an integrated sound system, outdoor lighting, and more. Outside, the grounds are equally impressive, featuring a tennis court, landscaped gardens with a water feature, and a large open meadow spanning several acres, all surrounded by mature woodland for exceptional privacy. No neighboring homes are visible from the property. There is ample room to add a swimming pool, and the parcel may offer subdivision opportunities. Ownership also includes rights to Brickyard Beach.

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$5,200,000
5bedrooms
4bathrooms
land 4ha

By Wallace & Co. Sotheby's International Realty

40
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3D visit

Seaside house with garden West Tisbury (United States)

Nestled within Seven Gates Farm, one of Martha's Vineyard's most storied and scenic communities, this 26.5-acre estate offers a beautifully renovated farmhouse that seamlessly blends modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone bench, offering stunning water views of Vineyard Sound and the Elizabeth Islands. Ideally located just steps from Gray's Beach and dock, this is one of the most picturesque properties in Seven Gates Farm. The Seven Gates Farm community consists of 45 homesites on 1,600 acres with 1,000 acres of protected conservation land, open fields, woodlands, ponds, and miles of trails for walking and horseback riding. Residents of Seven Gates Farm also enjoy exclusive access to 1.5 miles of private beach, two piers, and two tennis courts. This rare opportunity allows you to become part of a remarkable community, once an assembly of farms, that remains dedicated to the preservation and stewardship of the land.

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$7,500,000
421m²
5bedrooms
7bathrooms
land 10.7ha

By Wallace & Co. Sotheby's International Realty

50

House with garden West Dennis (United States)

A moment away from the launching dock on Bass River, this property enjoys a charming corner lot setting. This two-story four bedroom house boasts an open floor plan with a cathedral ceiling, great room, eat in kitchen and formal dining room. Completing the first floor is an en suite bedroom. The spacious second floor is a sunny retreat with two bedrooms and a grand en suite primary bedroom. Highlighting the gardens is a koi pond with a fountain and deck overlooking majestic trees and perennial plantings. A two car garage and desired full lower level offers storage convenient to coastal living. Proximity to a private deeded beach ensures enchanting summer enjoyment.

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$1,795,000
4bedrooms
3bathrooms
land 0.2ha

By Gibson Sotheby's International Realty

50
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House Provincetown (United States)

Welcome to Seaview House, an extraordinary coastal retreat offering sweeping, unobstructed views of Cape Cod Bay and Provincetown, MA. With over 4,000 square feet of living space, Seaview House is designed to celebrate its remarkable setting. The main living area stuns with soaring cathedral ceilings, a gas fireplace, and expansive oversized windows that frame the ever-changing Cape Cod Bay and Provincetown Harbor. The chef's kitchen is a true showpiece, featuring a 6 burner Viking range and grill, professional hood, generous bar seating, and seamless access to decks overlooking the colorful coastal backdrops of Provincetown. An upper-level office or loft leads to a one-of-a-kind crow's nest deck with truly unparalleled, panoramic views of the P'town skyline and harbor. This home offers four bedrooms on the lower levels including a luxurious primary suite with a spa-like bath, tiled double shower, an oversized Jacuzzi tub, and a custom walk-in closet. The expansive front deck is accessed from the main level—perfect orientation for superb entertaining or quiet moments by the sea. A rare stroke of good fortune, this exceptional setting offers truly magnificent waterfront-inspired living. Elevated atop a tall dune and safely beyond the reach of coastal flooding, this home enjoys a coveted south-facing orientationfilling the interiors with breathtaking natural light from sunrise to sunset, year-round. Extensively upgraded, Seaview House features new Azek decking and trim, new cedar shingles, new ocean-facing windows, new exterior doors and lighting, a newer roof, insulated garage doors, new seven zone mini-split A/C, well and irrigation, generator, comprehensive home automation controls, recently refinished maple floors and a two-car garage. This is a rare opportunity to own a landmark coastal home that blends breathtaking views, thoughtful upgrades, and peace of mind perfectly. A wonderful Cape Cod lifestyle awaits you at Seaview House.

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$3,499,000
4bedrooms
4bathrooms
land 0.1ha

By Gibson Sotheby's International Realty

8

House Provincetown (United States)

Offered for sale for the first time in over 50 years, this antique three-family residence presents a rare development opportunity in Provincetown at a unique price. Spanning 1,362 square feet, the property features two studio apartments on the first floor and a spacious one-bedroom unit with an attic and bonus room on the second floor. This level lot enjoys abundant natural light throughout the day and offers room for potential expansion. The property could convey with architectural drawings for a fully reimagined over 2,000 square foot three-family residence. Betterment has been paid in full.Don't miss this opportunity to either pursue a multi-unit development project or create your own single-family home in Provincetown.

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$800,000
3bedrooms
3bathrooms
land 0ha

By Gibson Sotheby's International Realty

42

House Chatham (United States)

Location,Location, Location ! 409 Main Street in the heart of downtown Chatham Village offers a rare and highly desirable combination: a mixed use building with first floor commercial space with showcase windows, maximum retail exposure and heavy foot traffic along with a fully renovated spacious separate second floor of residential living. There are 5 private in-town parking spaces behind the building and is located in the coveted GB-1 zoning district that has the most versatile business-use options available. The first floor commercial space features an open floor plan with 3 large areas and 4 oversized showcase windows putting your business directly in front of passing pedestrian traffic. The second floor apartment was fully renovated in 2019 and includes one bedroom, a full bath and laundry, and an open concept kitchen and a living area with vaulted ceilings. A large mahogany deck provides excellent outdoor living space. Both floors are independent of one another with separate A/C and heat. Don't miss this opportunity to own a versatile property that offers both exceptional business potential and strong investment value. Seller is the Owner/Broker.

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$2,100,000
1bedroom
2bathrooms
land 0ha

By Gibson Sotheby's International Realty

37

House Newburyport (United States)

Discover a rare opportunity to own a private 1.3-acre lot on the Merrimack River in the heart of Newburyport's North End. With sweeping views of Carr Island across the river, this property is rich in history, offering a distinctive 3-bedroom post-and-beam 1770 Pre-Revolutionary center-chimney home. A private pier and deep-water dock provide exceptional waterfront access—an unparalleled amenity in this coveted location. The home is being offered "as-is," presenting an outstanding opportunity to restore, renovate, or expand to suit your vision. With its blend of privacy, historic charm, and direct riverfront setting, this property represents one of Newburyport’s most remarkable and sought-after opportunities. Artist renderings are conceptual in nature and are intended solely to demonstrate potential future improvements. The offering price is for the existing residence, land, and architectural plans only. Buyer to verify all information and feasibility.

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$3,150,000
3bedrooms
2bathrooms
land 0.5ha

By Gibson Sotheby's International Realty

35

House with garden Boston (United States)

Located on a gas-lit street near Monument Square, this rarely available, four bedroom and three and a half bath, two-family home offers 3,593 square feet and an extraordinary opportunity for an owner occupant, investor/developer, or buyer looking to convert into a spectacular single family home. The grand entrance is defined by soaring ceilings, period moldings, and a sweeping staircase that leads to an impressive formal living room. An elegant dining room flows into a chef’s kitchen with luxury finishes and top-tier appliances. A charming family room with wet bar and gas FP provides an inviting hub for daily living. A spacious primary suite with FP has ample closet space and marble spa bath. An additional bedroom and full bath complete this level. The separate entrance, one bedroom rental unit in the rear of the first floor is well maintained. The crown jewel is an expansive 480 square feet private roof deck, with head house, wet bar, and panoramic views of the harbor, Monument, and Boston skyline. A lush garden patio completes this special offering.

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$2,700,000
4bedrooms
4bathrooms
land 0ha

By Gibson Sotheby's International Realty

42
3D visit

House with garden Westport (United States)

Set on a peaceful 1.37-acre parcel bordered by classic stone walls and mature landscaping, this exceptional Westport Harbor property offers privacy, water views over Richmond Pond, and a coveted coastal lifestyle just steps from the Acoaxet Club and a short walk or bike ride to the beach. The light-filled main level features oak floors, high ceilings, an open-concept living and dining area with a fireplace, and walls of windows and doors opening to expansive decks and a bluestone patio. A spacious kitchen offers abundant storage and workspace. A first-floor bedroom and full bath provide flexible guest or primary suite options. Upstairs, the primary suite enjoys ocean views, a dressing room, and double vanity bathroom, while two additional bedrooms share a bath. A large bonus room over the garage with a full bath and private entrance is ideal for kids & guests. Enjoy a fieldstone fire pit, outdoor shower, along with stunning sunsets. Located in the Westport Harbor Club Zone.

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$2,395,000
4bedrooms
5bathrooms
land 0.6ha

By Mott & Chace Sotheby's International Realty

46
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House Osterville (United States)

In Osterville, certain streets make the most of Village living. Starboard Lane, winding along the western shore of the Bumps River, is among the village's most coveted addresses. Known for gracious homes with exceptional privacy on large parcels, the convenience to the heart of Osterville is a huge plus. 420 Starboard Lane captures the Village vibe wonderfully. Set on 1.68 acres, this four-bedroom 2,636 square foot residence offers an exceptional kitchen, generous gathering spaces, may recent updates, and the flexibility that make for easy coastal living. A detached two-car garage with unfinished space above presents intriguing possibilities for expansion. Private. Prestigious. Perfectly located. A rare chance to claim your place in one of Osterville's most sought-after enclaves. Opportunity like this rarely lingers. Please verify all information contained herein.

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$1,995,000
4bedrooms
3bathrooms
land 0.7ha

By Sotheby's International Realty - Osterville Brokerage

45

House West Dennis (United States)

***SUNDAY OPEN HOUSE CANCELLED***Quintessential Cape Cod LIFESTYLE: A classic Cape summer home (year-round too!), on sought-after Fisk Street, a few minutes drive to iconic West Dennis Beach. This home has been loved and cared for as a family vacation spot for decades, and you can feel that vibe as you explore. The home features hardwood floors, 3 bedrooms (2 on first floor, 1 upstairs) plus multiple overflow spaces including a spacious attic over the garage for storage. In addition to the detached, one-car garage, there's also a sizable shed. And, of course, don't forget the outdoor shower! The home sits on .66 acres, a larger lot in the area; the rolling green backyard makes the property all the more special. You'll definitely enjoy making memories here!

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$890,000
3bedrooms
2bathrooms
land 0.3ha

By Sotheby's International Realty - Osterville Brokerage

13

House with garden Berkley (United States)

OPEN HOUSE Saturday/Sunday 11-12:30! Where Privacy, Space and Nature Come Together. Set on 5.48 acres in Berkley, this 4,220 sq ft Colonial offers a rare blend of space, privacy, and natural beauty with wooded trails, a meandering stream, a pond, and abundant wildlife. Built in 2002 and thoughtfully updated, the home features four bedrooms, two and a half baths, and flexible living spaces designed for both everyday comfort and entertaining. The updated kitchen opens to inviting living areas, while a wraparound porch and expansive grounds create a peaceful, park-like setting. Set well back from the road, the property offers a sense of seclusion while remaining easily accessible. Additional highlights include a 23'x23' custom library, artist studio, and a separate workshop with potential for ADU conversion. Conveniently located near the commuter rail, this property offers a unique opportunity to enjoy a private retreat with easy access to Boston.

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$1,099,000
4bedrooms
3bathrooms
land 2.2ha

By Gibson Sotheby's International Realty

39

House Groveland (United States)

Set along the scenic banks of the Merrimack River, this exceptional waterfront residence offers a rare opportunity for riverfront living, complete with a private dock for boating and recreation. Meticulously maintained, the four bedroom home is thoughtfully designed for seamless indoor-outdoor living and includes a two-car garage with an additional storage bay. A dramatic family room with cathedral ceilings, hardwood floors, and a gas fireplace opens to an expansive deck with sweeping water views. The gourmet eat-in kitchen features stainless steel appliances, granite countertops, a custom island, and pantry, flowing into elegant living and dining spaces through French doors. The second level presents a luxurious primary suite with walk-in closet, complemented by three spacious bedrooms. A versatile third level and finished lower level with exterior access offer exceptional flexibility. Located within the Pentucket Regional School District, just moments from Newburyport and major routes.

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$1,299,900
4bedrooms
3bathrooms
land 0.4ha

By Gibson Sotheby's International Realty

50
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House with garden Eastham (United States)

Discover a unique opportunity with this amazing two-for-one property located next to the historic Three Sisters Lighthouses. Situated on a beautiful lot within the Cape Cod National Seashore, this remarkable compound is just a short distance from one of America's finest beaches--making it an unparalleled location.The original home, built in 1955, has been lovingly renovated and retains the warmth and charm of classic Cape Cod. The second home features modern comfort and effortless style. Both structures are thoughtfully designed for single-floor living, offering a total of five bedrooms and ample space for family gatherings.This property is an excellent choice for a family compound or investment opportunity. Come and see it for yourself!

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$1,499,900
5bedrooms
4bathrooms
land 0.4ha

By Gibson Sotheby's International Realty

38

House Upton (United States)

Nestled on a 6-acre lot, this private retreat offers the perfect blend of country charm and endless potential. Surrounded by nature and set 1/3 of a mile back from the road, this 3-bedroom home provides a peaceful setting with sweeping views of the expansive front lawn. Inside, the open-concept design creates a warm and inviting atmosphere. The family room features a vaulted ceiling, hardwood floors and a wood-burning fireplace. Charming kitchen w/ dining area open to the family room—ideal for everyday living and entertaining. A 1st floor bedroom offers flexibility for one-level living or as an office or guest rm. Upstairs, you’ll find two generously sized bedrooms, including a primary bedroom complete w/ensuite bath and a Juliette balcony. Whether you’re looking for privacy, acreage, or the opportunity to customize a home to your personal style, this property is a rare find. Passing Title V for a 4-bedroom septic allows for future expansion. Bring your vision and make this "home."

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$600,000
3bedrooms
3bathrooms
land 2.4ha

By Mathieu Newton Sotheby's International Realty

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About

That WOW factor

The 47 miles of Boston Coastline make whale-watching a regular feature, Boston being a common passing place for mink, humpback, fin and occasionally even right whales. Houses for sale in Massachusetts's capital overflow with character and favor original features, delicately preserving the authenticity you'd expect.

Traditional charm

Further afield, one can discover beautiful houses for sale on Massachusetts's coastal shorelines, with town names like Cape Cod and Halibut Point, highlighting the area's fishing success. If grandeur is on the wish list, there's plenty of choice to be had with many lavish and stately homes currently on the market.