luxury houses with terrace for sale Massachusetts, United States (page 18)

An absolute masterpiece of design and elite engineering by an award-winning local MA builder. This high-performance, energy-efficient home features a supreme HERS score, ERV fresh air system, and balanced Make-Up Air. Inside, 4" white oak floors lead to a magnificent family room with coffered ceilings and a chef's kitchen with handmade custom cabinetry. High-end Pella windows flood the sprawling 5,450 SF plan with light, highlighting 4 bedrooms—each with its own private en-suite bath! This weekend only: reserve by the end of June and choose 1 of 5 FREE builder luxury upgrade packages—Entertainment, Theater, Gym, Golf Lounge/Simulator, or Outdoor Living! Best of all, the builder provides, installs, and completes the entire package prior to closing. Positioned for beautiful scenic views with direct access to 10 acres of protected Sudbury River trails, yet just 26 miles from Boston and a short walk to the commuter rail. See firm remarks for incentive details!

A rare opportunity to own an ocean view home in the exclusive Pochet Association.This quality-built post-and-beam home features soaring ceilings & expansive walls of glass that fill the home with natural light. Designed for comfortable coastal living, the spacious six-bedroom residence features an open floor plan, thoughtfully positioned decks, and views of the Atlantic. Private access to Nauset Beach (one of Cape Cod's finest ocean beaches) is a 10-minute walk from the property via the association bridge and boardwalk -- perfect for swimming, surfing, walking, surfcasting, or simply enjoying a day by the sea. A town landing on Pochet Inlet is located minutes away in the association for boating in Pleasant Bay. Situated on a large, private lot, the beautifully landscaped grounds are enhanced by specimen trees, shrubs, and gardens, creating a private and tranquil setting. A detached garage with ample bonus space & full bath above offers exceptional flexibility with overflow space for guests, home office, or creative pursuits. With some updates & town approvals, it could potentially become a rental or ADU. Ideally located near the charming village of East Orleans with its acclaimed restaurants, galleries, & shops, this exceptional property offers an opportunity to live the Cape Cod lifestyle at its very best.

Set across three private acres in Eel Point, 36 Warrens Landing Road is a rare Nantucket estate completed in 2017. This remarkable seven-bedroom compound pairs exceptional craftsmanship and sophisticated design with an extraordinary sense of scale, privacy, and connection to the landscape. Elevated views extend toward Madaket Harbor and the ocean, while expansive lawns, mature landscaping, and a resort-like pool and spa create an exceptional setting for island living. More than 3,900 square feet of meticulously designed outdoor entertaining space offers multiple settings for relaxation and gatherings. A gracious screened-in porch, covered porches, expansive decks, and a generous patio provide spaces for morning coffee, sunset cocktails, poolside gatherings, and elegant al fresco dining, all thoughtfully positioned to embrace Nantucket’s western views. The 6,488-square-foot main residence is complemented by a distinctive indoor/outdoor pool house with dual cabanas and an oversized two-car garage with a finished studio above. Thoughtfully orchestrated architecture and grounds create a private compound equally suited to intimate family gatherings and grand-scale entertaining. More than a residence, 36 Warrens Landing Road is an exceptional Nantucket retreat where architecture, landscape, and the island’s natural beauty converge.

If you are seeking space, privacy, and effortless living you have found your home. Set in one of Duxbury’s most sought-after locations, just moments to Duxbury Bay and the heart of the village a rare combination of privacy and location. Expansive one-level living offering a seamless indoor-outdoor connection. Designed to capture the beauty of its surroundings, walls of glass overlook professionally landscaped grounds and a stunning in-ground pool, natural light fills this home throughout the day. A dramatic entry with cathedral ceiling sunken living room w/floor-to-ceiling brick fireplace, entertainment-sized kitchen opens to vaulted family room all thoughtfully connected leading to outdoor terraces and gardens. The home features four bedrooms, each with its own private bath, a spacious and secluded primary suite. The walk-out lower level adds exceptional flexibility with large recreation and mud rooms, full guest suite and or office. Pack your bags, you're home.

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.

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.

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.

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.

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.

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 orientation filling 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.

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.

A NEW HOME IS TAKING SHAPE! Be among the first to experience this exciting new construction opportunity in desirable Georgetown. Currently well underway and progressing toward an estimated completion in December just in time for “ New Year, New Home”. This thoughtfully designed home offers the opportunity to be part of the process in owning something brand new from the ground up. The finished home will feature thoughtful & timeless quality finishes featuring 4 bedrooms 3 baths and a modern layout designed for today's lifestyle. A walk out finished basement expands your living footprint along with 5 acres of wooded land. Beyond the home, enjoy all that Georgetown has to offer— a highly regarded school system with a thriving walkable town center, welcoming family-friendly atmosphere, parks, recreation, and a local golf course, all contributing to the community's exceptional quality of life. The wooded 5 acre lot offers space and privacy. Commuting is a breeze heading both North & South with I95 only minute's away. An exterior rendering offers a glimpse of what is to come. Secure your place now and watch your new home come to life!

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!

Defined by panoramic views of the Atlantic Ocean, White Goose Cove, and a backdrop of protected conservation land, 8 Sheep Pond is an extraordinary coastal compound set on more than two acres. Featuring a five-bedroom main house, three-bedroom guest house, pool house studio, and an 18' x 36' swimming pool, the property is positioned to capture sweeping southwest-facing ocean views and unforgettable sunsets. Offered fully furnished, the compound underwent a comprehensive renovation in 2021 and was beautifully reimagined with warm earth tones, natural textures, and timeless materials, creating an atmosphere that is both refined and welcoming. Walls of windows frame the surrounding scenery from nearly every room, creating a seamless connection between indoor and outdoor living while showcasing the ever-changing beauty of the ocean, cove, and conservation land beyond. Whether entertaining on the decks, gathering around the pool, enjoying lawn games across the sprawling lawn, or simply taking in the water views, every aspect of the property has been designed to embrace its remarkable surroundings. Complementing its exceptional lifestyle appeal is a proven and substantial rental history, with seasonal rental income exceeding $400,000 in peak years. An opportunity to own one of Nantucket's most compelling coastal compounds, where natural beauty, timeless design, and an extraordinary connection to the surrounding landscape are seamlessly woven together in one unforgettable setting.

Nestled on over 3 private acres with an extraordinary 650 feet of frontage on Hayes Pond, this exceptional waterfront retreat offers sweeping elevated views, a private dock, sandy beach, and direct access to swimming, kayaking, and fishing. Designed to embrace its stunning natural setting, the home features expansive windows and multiple outdoor living spaces, including a wraparound deck, waterside gazebo, and screened porch with hot tub connection--perfect for entertaining or relaxing in every season. The bright open-concept interior includes 4 bedrooms and 3 full baths, highlighted by a dramatic great room with knotty pine ceilings, a wood-burning stove with stone hearth, and direct deck access overlooking the water. The spacious primary suite also opens to the deck and features its own and features its own wood-burning stove and en suite bath. The walkout lower level offers additional living space with a family room, full bath, and two bedrooms ideal for guests or extended family. Additional features include solid wood floors throughout, an attached two-car garage with EV charging, and easy access to the very best of the Berkshires. Located just minutes from Lee and Lenox, with nearby hiking, skiing, dining, Tanglewood, and year-round cultural attractions, this is a rare opportunity to enjoy the ultimate Berkshire waterfront lifestyle. Sale includes lots 34 and 35.

The Rev. Edmund Sears grew up on a farm down the road in Sandisfield. He carried its sky with him. That sky gave us ''It Came Upon a Midnight Clear.'' Simon Winchester arrived 150 years later, trained his telescope on Saturn, and declared the stars were like ''diamonds on velvet.'' Eight books written here, a million words at least. c.1760 and 1840. 4 bedrooms, 3 baths. Library, keeping room with original crane fireplace, Aga kitchen, vaulted living room, screened-in porch. A c.1812 granary rebuilt as a writing studio with loft and full bath. Stone walls, orchard, meadow, vernal stream. 50 acres. 3/4 mile road frontage. Borders protected land. A serious Berkshire country property with a sky that still delivers. Offers in excess of $2,250,000 considered. The Rev. Edmund Sears grew up on a farm just down the road in Sandisfield, working it with his hands through the Berkshire seasons, a poem always singing through his head. He left at twenty-one for Union College in Schenectady, then Harvard Divinity School, then answered the call to carry the gospel to the frontier settlements of Ohio, where the forests were still being cleared, the winters were brutal, and the nearest town was days away by horse. He was a young man from a quiet hillside in the Southern Berkshires doing serious work at the raw edge of the known world. But Sandisfield had been that world not eighty years before, when James Ayrault built the first house on this very farm. In 1760 this hillside was the frontier, as wild and remote as anything Sears would find in Ohio. He came back east eventually. Settled in Wayland, Massachusetts, as a Unitarian minister. And in 1849 he wrote a carol that has been sung every Christmas since. The sky it describes, full of stars and angels near the earth, was the sky of this corner of the Southern Berkshires, where the air is clean and the nights are dark and the hills rise toward heaven in a way that stays with you long after you have gone. That remove is not historical. It is still here. Sandisfield sits two and a half hours from New York, two from Boston, and feels like neither. In the winter of 2001, nearly 150 years later, shortly after his own purchase of the property, Simon Winchester stepped outside at three in the morning and pointed his telescope at Saturn. The air was bitter cold. The sky was moonless, and the stars looked, he said, like diamonds on velvet. He came in only when the dawn chorus was beginning. He found out only later that morning the intimate connection: five years after writing that carol, Edmund Sears's own brother, Joshua, had lived on this very farm. Winchester had already written more than 20 books, many of them bestsellers. Over the next quarter century at Barnhill Farm he would go on to write eight more (soon to be nine). All were written in 'his study' he had built specifically fit for purpose: a c.1812 granary he found in serious disrepair, restored and re-erected here in 2006. The Property and the Setting Barnhill Farm sits on approximately 60 acres along Silverbrook Road, a lightly traveled, town-maintained road in Sandisfield. 3/4 of a mile of the property's own frontage runs alongside it. Stone walls border the drive. The sign at the road reads Barnhill Farm. Below it, in smaller letters: The Sears-Hawley House. Two Birthdays The original structure on this land was built around 1760 by James Ayrault, whose family had acquired this lot in Sandisfield's first land division. In 1840 a new addition was built in the Greek Revival style. The entire property was restored with care and precision in 1985 by an old-house specialist, who set aside every salvageable original element, recreated missing plaster and molding by hand, refitted the foundation with quarried stone. Not a house made to look old. An old house brought back to itself. Winchester purchased Barnhill Farm in 2001, continuing the project of lovingly updating an old house. In 2006 he renovated the original early colonial southern end of the home, transforming it from primarily being a screened-in porch: opening the interior, vaulting the ceiling to expose the timber beams, rebuilding the original galley kitchen behind the keeping room fireplace with custom cabinetry and the Aga set against the chimney, adding a mudroom entry from the driveway, and at the far end of the living space, building a dual-sided wood-burning fireplace with a new screened-in porch on its other face. Coming In Three doors face the driveway. The formal front door of the 1840 house opens into a proper entry hall. To the right, the Morning Room: a fireplace, Farrow & Ball Pink Ground on the walls. Further along, the library: dark aubergine walls, wood stove, shelves from floor to ceiling, the particular stillness of a room made entirely for books and the thinking they produce. At the end of the hall, a small bedroom, honestly more useful as a very good study. Across the hall is the keeping room, the informal heart of the 1760 house. A large fireplace anchors the space, now fitted with a wood stove. In the afternoon, light falls across the wide plank floors picking up the warmth in the old wood the way only afternoon light in a house this age manages to do. On winter mornings, breakfast happens here bathed in early light, and this is where people end up after dinner. Off to the north: a full bath with laundry, a pantry, and the larger of the two ground floor bedrooms, its door set into the corner of the west wall. Upstairs Stairs in the entry hall take you to a second floor landing with a primary bedroom, a guest room, dressing room-closet, and a full bath, with views over the orchard, quiet in the way that an upstairs room in an old house on a country road knows how to be quiet. A narrow staircase continues to a fully finished third floor attic. The Kitchen The Aga, cream and solid, is undoubtedly the heart of this bespoke kitchen. Custom cabinetry, built to the character of the house rather than imposed upon it, lines the walls. A peninsula of warm wood reaches out from the old kitchen into the newer open space beyond, bridging two centuries of cooking in a single easy gesture, and draws you into the vaulted living room. Winchester says the house is superbly designed for light, and he is right: in winter the sun rises directly into this kitchen and tracks the full length of the room through the day. Timber beams span the vaulted ceiling above wide plank floors. The living space extends toward the far end, where the dual-sided fireplace stands between the room and the screened-in porch, doing what a well-placed fireplace does: making both sides of itself worth being on. The Screened-In Porch This room is used in every season. In winter, glazed panels close off the weather and the sun warms it like a greenhouse. Breakfast out here, and afternoon tea, and wine in the evening when the fireplace is lit. Come late spring, some of the panels give way to screens and the room opens to the meadow and the sky. A long table for dinner. The telescope positioned to track the planets on their path across the southern sky. No meaningful light pollution reaches Barnhill Farm. The Granary The granary stands at the edge of the orchard, reached along a path through the perennial gardens. The apple trees spread west from it into the open meadow. It sits at exactly the right remove from the house: present but apart, close enough to walk to in the morning with your coffee, far enough removed from domestic routines to allow for contemplation and creation. Perfectly suited for guest accommodations as well. Winchester found it near Cambridge, New York: a c.1812 structure in serious disrepair. He had it carefully dismantled, restored and re-erected here in 2006. What stands today is a freestanding structure with intricate timber framing fully visible, books lining every wall, a working research library on the main level, and a sleeping loft above. A full bath is fitted at one end. Winchester steps out onto the studio stoop on mornings and breathes the air. Apple blossoms in May. Apple pressing parties in October. Winchester is taking the books and art with him. Everything else remains. The Art Studio, the Barn, and the Outbuildings The main barn is a weathered timber-frame structure whose interior Setsuko Winchester, a former journalist turned artist and historian, fitted with a chandelier from their Chelsea apartment and a mezzanine level. The design borrowed from a nearby barn she admired. An art studio and woodshop occupy the lower level. All windows in the main house were replaced with insulated units designed to match the character of the old house, and solar panels on the barn's south-facing roof cover electrical costs without disturbing the 19th century feel. The red equipment barn nearby provides an EV charging outlet and stands closer to the road. The Land The property moves from one outdoor space to the next, and no two are alike. Close to the house, a stone patio with a fire pit. Beyond it, a raised bed garden, and frog pond give you other spots to sit and contemplate, quietly listen to birdsong in the morning, or hear the peepers start at dusk. The orchard produces cider apples, and an abundance of peaches. Wild blueberry bushes run along the treeline where the old growth apple trees give way to forest. Setsuko has never used a pesticide or artificially fertilized the plants, relying instead on the compost produced on the property and finding the right spot for each varietal. In the pine grove beyond the meadow, the light changes completely. Pine needles carpet the ground. Adirondack chairs and a hammock have lived in here for years. Even in July it is cool and unhurried, the kind of place where time moves differently. A vernal stream meanders through the woodland beyond, heard before it is seen. The property borders protected land. 50' into the woods and the house is completely gone. The canopy closes. It is quiet in a way that is easier to feel than to explain. What This Is Edmund Hamilton Sears grew up down the road and never forgot the night-time sky which came upon a midnight clear. Simon Winchester found it, wrote his books and stayed 25 years. Setsuko Winchester arrived to continue work on the property while carefully maintaining its early American character. She shaped the land, the barn, the gardens, into what they are today. The house has been restored with skill and lived in with intelligence. The granary is intact. The orchard blooms every May. The sky has not changed. Come and see what that feels like.

Heritage Meets Modern Comfort....Welcome to idyllic Olde Jackstraw Village—where timeless charm meets thoughtful updates! This 5BR Colonial stuns with wide pine floors, built-ins, and five fireplaces. Four bedrooms feature two large closets each. The huge walk-up attic (10-ft ceilings, insulated floor) offers 800+ sq ft of potential living space. Cook like a pro in the large kitchen with fireplace, vented hood, and freshly painted cabinets. Central A/C upstairs, Nest thermostats, smart lighting, and many 2022–2025 upgrades reflect pride of ownership. Enjoy a newer roof, windows, oil tank, water heater, heating system and New driveway. Outdoors: a serene 2-tier yard with firepit, trail, raised beds, and a shaded creek side area. Entertain on the deck or shoot hoops on the flat driveway with pro-grade system. The oversized 2-car garage has epoxy floors, painted walls, shelves, and ample storage. Quiet cul-de-sac near top-rated Fales School—immaculate, move-in ready, and truly special!

Teach Cois Fhairrge — meaning close to the sea or seaside in Irish — is a fitting name for these two charming ’Sconset cottages, ideally located just moments from both the ocean and the village. The main house features cathedral ceilings and the ease of single-floor living, creating a bright and comfortable retreat. Tucked perfectly to the rear of the property, the cottage offers an additional private space for family and friends, complete with a full galley kitchen. A sunny deck off the main cottage overlooks the private lawn, providing the perfect setting for outdoor dining, entertaining, or simply relaxing after a day at the beach. Living on King Street in ’Sconset offers the best of this beloved village — from the nearby beaches and bluff walks to the charm, character, and timeless coastal lifestyle that make ’Sconset so special.

90 Salt Marsh Road - an exceptional waterfront retreat on Cape Cod Bay with both a private dock and private beach. Ideally situated on coveted Spring Hill Beach in the heart of East Sandwich with stunning views in every direction. This beautifully renovated coastal residence offers panoramic bay and marsh views, direct private beach access, and the rare opportunity to enjoy boating, kayaking, and the very best of Cape Cod waterfront living from your own front and backyard. The home features 3 bedrooms and 3 full baths, thoughtfully designed to capture natural light and breathtaking water views from nearly every room. Expansive outdoor decks with sleek glass railings provide the perfect setting for entertaining, relaxing in the ocean breeze, or taking in unforgettable sunsets over Cape Cod Bay. Inside, the open-concept layout creates warm and inviting gathering spaces, seamlessly blending comfort and coastal elegance. Numerous recent updates enhance both style and efficiency throughout the home. Offered with all furnishings and ready to be enjoyed immediately. Potential rental income $11-12,000/week. A rare opportunity to own a truly distinctive Cape Cod waterfront escape.

Charming and incredibly cozy, this home feels like a true retreat. Outdoor space is fenced in and has mature perennials and an inviting pergola. The perfect place to unwind and entertain. Inside, find comfort and style. The huge basement offers amazing potential. Bring your imagination - this vast space can easily be converted into your dream hobby room, workshop, or additional living area. See it today!

A rare offering on the shores of Menemsha Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Thoughtfully designed with striking modern architecture, walls of glass, and seamless indoor-outdoor living, this one-of-a-kind compound captures breathtaking water views from nearly every room. Set on 4.9 acres with a private 115-foot deep-water dock, the property represents an irreplaceable opportunity, as a waterfront estate of this scale and caliber could no longer be replicated today. The main residence features six luxurious ensuite bedrooms, including a spectacular first-floor primary suite with dual spa-inspired bathrooms. Two state-of-the-art kitchens appointed with top-tier appliances provide exceptional spaces for entertaining, while the dramatic main living area showcases soaring cathedral ceilings and panoramic pond views. A screened porch and expansive waterfront deck create effortless transitions between interior and exterior living spaces. Upstairs, a striking glass-lined hallway with a dramatic glass floor overlooks the water, leading to guest suites with private baths and access to a second-floor deck. Exceptional amenities include a private theater with massage seating, wine cellar, outdoor shower, and a hilltop writer’s cottage with sweeping waterviews. Set just beyond the main house is the pool house. The pool house is a private wellness retreat featuring a heated indoor pool, spa, sauna, cold plunge, steam room, wet bar, and spacious enclosed porch surrounded by retractable glass doors. The second floor includes a full guest suite with a bedroom, living room, laundry, and dual balconies overlooking Menemsha pond. The estate also includes an impressive 1,927 sq. ft. barn-style entertainment pavilion designed to complement the property’s contemporary aesthetic while offering exceptional recreational amenities. The upper level features a professionally designed fitness center with floor-to-ceiling windows overlooking the grounds and pond, alongside a sprawling recreation lounge with space for indoor basketball, billiards, ping pong, and additional sporting activities. Below, the structure houses an expansive six-car garage, ideal for luxury vehicle storage, boating equipment, and recreational gear. Completing this incomparable estate are a private tennis court and charming boathouse by the dock for paddleboards and waterfront equipment. An unparalleled modern retreat in one of Martha’s Vineyard’s most exclusive waterfront settings.

On sheltered Eel Pond, with a large, licensed deepwater dock and direct access to Vineyard Sound and Buzzards Bay, this waterfront property presents a rare opportunity to create your own Woods Hole compound. Originally dating back to the 1820s, this classic New England home spans three separate dwellings - each with sweeping water views: a main 5-bedroom residence with a separate guest suite, plus two year-round cottages (one 2-bedroom and one 1-bedroom). Located on the village doorstep, with ample off-street parking and seclusion, you are moments from restaurants, shops, ferries, beaches, the vibrant harbor and renowned marine science institutions. Position, potential and provenance - and available for the first time in 70 years - this is a once-in-a-lifetime chance to establish your own Woods Hole legacy in a premium Cape Cod waterfront community.

Perfectly positioned along the serene shores of Katama Bay, this property offers a front-row seat to nature’s grandeur. Residents will revel in sweeping, 180-degree vistas where the tranquil waters of the bay meet the dramatic horizon of South Beach and the Atlantic Ocean. As you enter the property from Edgartown Bay Road, the home’s timeless architecture and expansive front lawn make an unforgettable first impression. Inside, the home features a bright and airy open-concept layout that seamlessly blends the living, dining, and kitchen areas, all enhanced by the dramatic “big sky, big water” setting. Spanning three levels, the residence offers 4 bedrooms, 3 full bathrooms, and a spacious family room. Nearly every room captures breathtaking water views, creating a true connection to the surrounding coastal landscape. Step outside to the backyard lawn and follow the wooden boardwalk to your own private sandy beach. Whether launching a kayak or paddleboard for a day exploring Katama Bay, or taking a scenic shortcut to South Beach, this waterfront setting offers the very best of Vineyard living. Completing the property is a generous 2-car garage

Space, flexibility, and Cape Cod charm come together at 15 Atkinson Road. Offered at $835,000, this five-bedroom, three-bath contemporary features a distinctive multilevel layout with two primary suites. Multiple stairways and thoughtfully separated living spaces offer privacy and room to gather, work, or unwind. A primary studio suite with separate access adds versatility, and the property has a history of Airbnb use. Two wood-burning fireplaces bring warmth and character, while the partially fenced yard, outdoor shower, and fire pit invite relaxed afternoons and evenings under the stars. Agricultural zoning offers possibilities for gardening and other pursuits, and a passing Title 5 septic system supports five bedrooms. Conveniently situated equidistant between Mashpee and Falmouth's Main Street, this inviting property puts shopping and dining in either direction within easy reach. Discover a home with room to spread out and make Cape Cod living your own.

Welcome to NEWGRANGE, a grand 1920s Manor House capturing the golden age of lakeside country living. This historic estate echoes the effortless elegance of an early 20th-century summer retreat. Imagine hosting lavish gatherings in the formal dining room, or retiring by original, roaring stone fireplaces after a leisurely day on the water or the slopes. Encompassing over 10,000 sqft, the sprawling residence boasts ten spacious bedrooms, a classic country kitchen, and sweeping living areas. Stroll the 7.7-acre grounds--past the guest house, pond, and gardens originally designed by Frederick Law Olmsted--down to your private dock on Lake Garfield. Ideally located near Tanglewood and premier skiing, and low Monterey taxes, this Berkshire gem is a rare invitation to reclaim a masterpiece.