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Located in one of Sudbury’s most coveted cul-de-sac neighborhoods, this magnificent French Manor estate offers over 8,000 square feet of exceptional quality and sophisticated design, showcasing exquisite architectural details throughout. Custom millwork, ornamental crown molding, and intricate ceiling details define the elegant interior, while manicured gardens frame views of the pool, spa, and cabana. The flexible floor plan offers the option for dual primary suites on the first and second floor, spacious bedrooms with en-suite baths, and 3 private home offices. Designed for both refined entertaining and comfortable living, the walk-out lower level features an au pair or in-law suite, wine cellar, home theater, wet bar with kitchenette, gym, sauna, steam shower, and bedroom with private bath. Meticulously maintained, with recent updates including newer roof, three newer HVAC systems, and fresh interior and exterior paint. Truly a timeless and gracious estate.
…By Gibson Sotheby's International Realty
Welcome to 15 Cushing Drive. From the moment you walk in, you will be impressed. Chef's kitchen with oversized island, high end appliances, custom pantry, open to both formal dining room and spacious family room with a beautiful stone fireplace. All overlooking the manicured back yard with heated salt water pool, outdoor fireplace, your own private oasis extending your entertaining space. Home office, huge mudroom with built in storage, and half bath complete the first floor. Head upstairs to your enormous owners suite, gorgeous bath with walk in shower, soaking tub, and separate entry to your custom closet. 4 additional generous sized bedrooms, two with ensuite baths and laundry room with custom cabinetry. This three year young colonial has it all, hardwood floors, whole house generator, central air, irrigation, professional landscaping, 3 car garage and attention to detail throughout. Close to town, schools, shops and commuting, this special property you don't want to miss!
…By South Shore Sotheby's International Realty
Introducing a timeless European inspired mansion with a private gate and elegant marble fountain. This custom estate is situated on three acres. A spectacular pool and spa complemented by a fully equipped pool house with a kitchen adorn the grounds. A beautiful wrought iron fence embraces the entire estate which includes stone patios and tennis court. The grand entry and living and dining rooms boast beautiful granite floors for fine entertaining. Additionally, rich oak wood floors are throughout the house. Three custom marble fireplaces grace the sitting areas. A first floor primary suite, private office and sunroom complete the main level. Upstairs has four large bedroom suites while the finished third floor is ideal for a dual in-home office or guest bedroom. The tremendous lower level features a sauna, steam and home theater. This exceptional home embodies an elevated blend of refined and recreational living. This location provides excellent proximity to Boston and top-ranked schools.
…By Gibson Sotheby's International Realty
Located in the sought after Newcomb Mill neighborhood, this lovely 4-bedroom Colonial is stately perched on a hill and offers the perfect blend of comfort and recreation. The updated kitchen opens seamlessly to a fireplaced family room, creating an inviting space for everyday living and entertaining. Additional highlights include a formal dining room, and a separate sitting/living room, hardwood and tile flooring, along with a updated full bath. Step outside to enjoy the inground pool and private setting, ideal for summer gatherings. The finished lower level provides valuable additional living space with a bonus family room perfect for movie nights, play space, home office, or fitness area. A wonderful opportunity in an established neighborhood close to all area amenities.
…By South Shore Sotheby's International Realty
Welcome to this charming single-family residence in a quiet neighborhood. This inviting home offers 1533 square feet of above ground living space and more space in the finished basement. Ready for immediate occupancy. The property provides four comfortable bedrooms & two full bathrooms, along with an additional half bathroom. Step outside to discover a generously sized private yard, spanning 9000 square feet, perfect for outdoor enjoyment. This expansive area includes a large deck for versatile outdoor living area, ideal for entertaining or quiet relaxation. The fully fenced in backyard features an above ground pool, offering a refreshing escape right at home. First floor laundry, full bath and bedroom make this home a great option for a multigenerational family. The finished basement has a mostly finished, fully functioning full bathroom. This location also provides easy access to highways, & the property presents a unique opportunity to embrace a lifestyle of comfort and leisure
…By Gibson Sotheby's International Realty
This desirable Fay acres home is a stunning and well maintained 5 bedroom colonial located on close to 8 acres of private land at the end of a cul de sac. This home has been lovingly cared for over the years and includes a brand new roof and exterior paint job. The first floor level features hardwoods throughout, an oversized kitchen perfect for entertaining opens to the living room with wood burning fireplace and built ins. All of this overlooking a private backyard with inground pool. A formal living room, formal dining room, large office, and laundry room complete the first floor. The second floor boasts 4 large bedrooms, the primary suite featuring vaulted ceilings and a large walk in closet. A large bedroom with its own full bath and living room completes the third floor, perfect for guests/in-laws/or kids, giving them their own private retreat. The serene fenced in back yard features an in ground pool, overlooking manicured grounds and surrounded by lush private woods.
…By Mathieu Newton Sotheby's International Realty
Set on nearly two serene acres and abutting 150 acres of conservation land, this exceptional estate offers unmatched privacy and craftsmanship. Custom built by local developer Al Fiorenza as his personal residence, no detail was overlooked. A dramatic entry opens to sweeping views through floor-to-ceiling windows overlooking the manicured grounds, expansive patio, gunite pool, waterfall and gazebo. A stately wood-paneled office and elegant dining room flank the foyer, rich hardwood floors flow throughout the thoughtfully designed living spaces. Clean lines define the chef’s kitchen and vaulted living room, blending luxury and comfort. The oversized first floor suite is a true retreat, featuring a stunning, modern, spa-like bath. Three generously sized second floor bedrooms with walk in closets (2) and a new bath. The fully finished lower level provides incredible flexibility as a playroom, entertainment space, in-law apartment, or anything your lifestyle demands, all enhanced by its open floor and quality finishes.
…By Gibson Sotheby's International Realty
Set high on nearly an acre in one of Marblehead Neck's most prestigious locations, this exceptional Colonial captures sweeping views of Marblehead Harbor while offering privacy, elegance, and timeless architectural appeal. A circular driveway and extraordinary landscaping introduce beautifully curated living spaces where a top-to-bottom renovation has seamlessly blended classic architectural detail with superior designer finishes throughout. From Belgium bluestone flooring to German imported glass on the bar, every detail was thoughtfully selected to the highest standard. Rich wood detailing, crisp moldings, soaring ceilings, and expansive windows frame harbor views and fill the home with natural light. Grandly scaled rooms open effortlessly to a wraparound porch, deck, and bluestone patios. A stunning pool and hot tub are perfectly positioned beside an expansive flat lawn — creating an exceptional private setting for relaxation and entertaining.
…By Sagan Harborside Sotheby's International Realty
To 205 Pleasant Street — “The Reserve” — an extraordinary custom estate designed by renowned builder Campbell Smith and set within one of Norwell’s most exclusive gated communities. Privately nestled on 11.75 picturesque acres within an intimate enclave of just ten distinguished residences spanning more than 80 acres, this exceptional Colonial offers timeless architecture, impeccable craftsmanship, and refined luxury throughout. Encompassing over 5,300 square feet, this elegant 11-room residence features 4 bedrooms, 3.5 baths, and a thoughtfully designed open floor plan ideal for both grand entertaining and comfortable everyday living. A gracious formal foyer with a sweeping staircase welcomes you into sun-filled interiors highlighted by over-sized true divided-light windows, exquisite custom millwork, and richly detailed finishes rarely found in newer construction. The heart of the home is a beautifully appointed chef’s kitchen that flows seamlessly into the dramatic 24' x 20' vaulted family room, where French doors open to an expansive patio and breathtaking grounds beyond. A well-designed mudroom and secondary staircase add both functionality and convenience. The luxurious 24' x 36' primary suite serves as a private retreat, complete with a spacious sitting area and serene views of the surrounding estate property. Outdoors, the professionally landscaped grounds create a resort-like setting featuring a heated Gunite saltwater pool, expansive lawn areas, and acres of surrounding land offering exceptional privacy and the potential for a private family compound. “The Reserve” is a rare offering — an elegant gated community with a private entrance, thoughtfully designed common drive, and convenient access to major highways, premier shopping, and top-rated schools. A remarkable opportunity to own a truly exceptional estate property in one of the South Shore’s most coveted locations.
…By South Shore Sotheby's International Realty
Looking for the rare combination of a sprawling estate and an active outdoor lifestyle? Set on 3.87 private acres, this home offers close access to local trails like Mount Pisgah and Summer Star Wildlife Sanctuary. The backyard retreat features an in-ground saltwater pool, a custom Bluestone henge fire pit, an enclosed gazebo with a propane fireplace, and a large deck overlooking it all. The customized 2-story 3-season Jamaica cottage with electricity could easily serve as a studio or workshop. Inside, a 2-story foyer leads to a private home office and formal living room. The open-concept kitchen boasts Birch cabinetry, granite counters, a gas range, and a prep-sink island, flowing into a family room with bamboo flooring and recessed lighting. The second floor features a massive luxury main suite with dual walk-in closets and an ensuite bath, plus three additional large bedrooms and two more full baths. Experience privacy, space and modern comfort in a premier location!
…By Mathieu Newton Sotheby's International Realty
Contemporary colonial set on a private wooded lot with serene, seasonal water views. Sun-filled interior features hardwood floors, a spacious kitchen with stainless steel appliances, peninsula seating, and open dining area. Dramatic sun-room with skylights, soaring ceilings, and pellet stove overlooks the fenced backyard and in-ground pool. Inviting living room with brick fireplace plus flexible finished lower-level space with exterior access offers room for work, hobbies, or recreation. The primary suite includes a walk-in closet and a bathroom with a soaking tub. Enjoy outdoor living with a patio, a front porch, and an expansive yard surrounded by nature. Attached two-car garage, central air, and convenient access to major routes, shopping, top rated schools and conservation areas complete this home.
…By Barrett Sotheby's International Realty
Beautifully maintained Colonial set on a private landscaped lot with mature trees, expansive outdoor living space, and a fenced in-ground heated pool, perfect for entertaining. Sun-filled interior features a stunning sunroom and eat-in kitchen with oversized windows, Velux skylights, wood-paneled ceilings, and access to a full-length rear deck overlooking the backyard. Gourmet kitchen offers solid cherry cabinetry, Sub-Zero refrigerator, Viking 6-burner range with double ovens, and pantry with pull-out storage. Flexible bonus room ideal for home office, gym, studio, or guest space. Updates include mudroom and laundry areas with custom cabinetry, 6 zone heating (2022), Nest thermostats, insulated lower-level workshop/storage space, and 2-car garage with epoxy flooring, keypad entry, and generator hookup. Exterior features include roof (2015), vinyl siding, irrigation system with artisan well, detached outbuilding, manicured lawn, and landscaped garden beds creating a private backyard retreat.
…By Gibson Sotheby's International Realty
This extraordinary 4 bedroom, 3 1/2 bath is located in one of the most desirable neighborhoods in the heart of Duxbury. It’s expansive patio with in ground pool, full size tennis court, and designated volley ball court, make this home perfectly designed for outdoor entertaining and active living. All trimmed with beautiful stone walls and stairs to the upper level. Inside, a flexible floor plan featuring a first-floor primary suite, generously-sized bedrooms, a sun-filled kitchen and a large finished basement with fireplace and home office, a great room and a 3rd bay for tools, tractor, small boat or workshop, add your personal touch to make this your dream home. New 4 bedroom septic being installed.
…By South Shore Sotheby's International Realty
This is the one you've been waiting for. Tucked at the end of a quiet cul-de-sac, 50 Lewis Farm sits on just over 2 private acres—room to roam and entertain. The updated kitchen is the heart of the home with granite counters and a separate bar area with ice maker and wine fridge, flowing into a cozy living room with fireplace and a bright sunroom overlooking the yard. A second fireplace anchors the dining room and is perfect for large gatherings. Upstairs: 4 bedrooms and 3 full baths.The newly updated primary bath features a dreamy soaking tub, double vanity, walk-in shower. Third floor: bonus room plus a charming 5th bedroom. Over-the-garage in-law suite is fully separate with vaulted ceilings, full kitchen/living area, and pool views. The screened in porch is a glorious place all 3 seasons. It overlooks the huge heated pool with oversized decking and a pool house! Outdoor shower, generator hook-up, 3 car garage, this house has it all!!
…By South Shore Sotheby's International Realty
Set along the marsh front near the shores of Saquish and Standish Shore, this classic coastal colonial captures wide bay views. The heart of the home is a high-end kitchen with quartz surfaces, a generous island, Sub-Zero refrigeration, a six-burner Wolf cooktop, Wolf convection and steam ovens, and two Miele dishwashers all set atop Brazilian hardwood floors. Four fireplaces add character throughout. The primary suite offers a spacious retreat with a sitting area and bath with a walk-in steam shower. Outdoor living spans two levels of wraparound Trex decking. A finished walkout lower level includes a gym, full bath, and direct entry to a resort-style yard with a heated saltwater gunite pool, spa, outdoor shower. The 960 sf pool/guest house has an open floor plan with a large sleeping area on the second floor. Ready for summer occupancy!
…By South Shore Sotheby's International Realty
Set on a beautifully landscaped estate, this distinguished Colonial embodies refined elegance and elevated living. A stately exterior and resort-caliber grounds - in-ground saltwater pool, brick patio with fire pit, stone walls and an inviting deck and sun room designed for effortless outdoor entertaining. Inside, sun-drenched interiors reveal rich hardwood floors, stunning beams and curated architectural detail. The chef’s kitchen impresses with quartz surfaces, premium stainless appliances, dining area and a walk-in pantry. Formal living and dining spaces exude sophistication with a gas fireplace, while a private office with French doors offers a serene retreat. The upper level hosts a luxurious primary suite with cathedral ceilings, walk-in closet and spa-inspired bath with radiant floors. Second level laundry room and bonus loft space. A finished lower level with family room and private-entry in-law apartment complete this exceptional offering. Just 10 minutes to Newburyport and 5 minutes from Rt. 95.
…By Gibson Sotheby's International Realty
‘The Daniel Stevens’ compound comprises a 4k sf, meticulously updated historic Colonial, an 1800sf fully acclimatized barn, two detached garages and in-ground pool; all overlooking the 21 acre NA Common. This rare opportunity is available for the 1st time in 30 years. The main house blends six original fireplaces, wide pine floors, exposed beams and historic trim with modern comforts, appliances, custom cabinetry, gas fireplaces and utilities. A covered three season porch connects this landmark main house to the barn’s custom French doors where its large American flag and 18’ Xmas tree are seen by all; it has hosted numerous fund raisers and summer soirees. Five zones of heat and central AC allow the ‘barn’ to serve as a guest house, an office, gym, great room and pool house with endless possibilities. The gorgeous heated gunite pool and brick and bluestone patio are surrounded by perennial gardens and flowering fruit trees. Immaculate lawns with picket fences, stone walls, complement this one of a kind estate
…By Gibson Sotheby's International Realty
This exceptional 6-acre estate offers supreme privacy and tranquility on a quiet cul-de-sac bordered by conservation land and completed fenced in with 3 gated driveways. The luxurious main residence includes 7 bedrooms, a gourmet kitchen with scenic views, solarium, library, private theater, billiards room, 2025 Built state-of-the-art Fitness Center with infrared room, juice bar, club house with a connecting wing to the Indoor Outdoor Heated Pool with full spa experience. Two greenhouses, multiple fruit tree orchards, tennis court w 4 Bed guest house, 2 add'l guest houses, commercial kitchen with live in chef's suite. A multi-car garage completes the offering. Just minutes from historic downtown Concord and top equestrian destinations, this secure, secluded retreat blends unmatched luxury with convenient New England access. Within minutes to Bedford Airport and New England's premier private boarding schools. Multi-Generational Living under one roof!
…By Gibson Sotheby's International Realty
36 and 36R Holly Circle, a fully automated home, is ready for new stewards! This stately 2006 Vinyl sided colonial has everything today's discerning Buyer desires. Luxuriate in the salt water in ground heated pool as you gaze over the gardens and take in breathtaking views of Mt Tom. The Chef's kitchen is the focal point, featuring SS Wolf appliances, a steam oven, a butler's pantry and a gorgeous leathered granite island for many to gather around. A 1st floor ensuite, a large library with built-ins, a spacious dining room and a gorgeous living room with an electric fireplace complete the first level. Crown molding, architecturally styled windows, radiant floor heating, a state-of-the-art-gym, spa, meditation room add to the strong lifestyle aspect. Upstairs are 3 gorgeous ensuite bedrooms w/newer baths. Also enjoy 2nd fl. laundry & a finished third floor complete w/kitchenette and full bath. The apartment also offers flexibility, either as a guest space or a proven income opportunity.
…By William Pitt Sotheby's International Realty
Located in Stockbridge, this historic General Williams House (circa 1795) has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 beautiful wood burning fireplaces, large dining and living spaces and 2 kitchens. The ''Ice House'' features its own kitchen and bath, for family gatherings or as Artist Studio. A sparkling in-ground pool for your summer pleasure. All this and more exists close to Main Street Stockbridge, Norman Rockwell Museum, Tanglewood, and all the most important cultural amenities. Who could ask for anything more?
…By William Pitt Sotheby's International Realty
Tashmoo Farm, one of Martha’s Vineyard’s iconic properties, a take-your-breath-away landmark on Lamberts Cove Road! This country estate of over 10 acres is within close proximity of the village of Vineyard Haven with its boutiques and bourgeoning restaurant scene, and yet feels secluded and remote. For 3 centuries it has been a beloved year-round residence and at times a sought-after vacation home for a client list that included Lady Diana Spencer. The historic main house has been completely modernized. There are 6 bedrooms spread out over almost 6000 square feet, a detached pool house, swimming pool, and Har-Tru tennis court. Wherever you are in this gracious home you will be blessed with sweeping views of the open fields, stone walls, and horses in the neighboring farm, a scene as if from a painting done in a previous century. Included within the 10 acres is a separate 3.3-acre parcel of land that will accommodate a full-size home. The property is part of the Tashmoo Farm Association which includes deeded access to the association dock on Lake Tashmoo and tennis courts.
…By Wallace & Co. Sotheby's International Realty
Built in 2016 by Squash Meadow Builders, this exceptional five-bedroom Colonial is ideally situated just moments from the sandy shores of Tashmoo Beach on Vineyard Sound. Thoughtfully designed across four levels of living, the home seamlessly blends timeless architecture with modern comfort. The main level offers an inviting open floor plan with a spacious living room with gas fireplace anchored by a gourmet kitchen with custom built-ins and charming bench seating. The kitchen blends effortlessly into a light-filled sunroom, creating the perfect setting for relaxed coastal living. A generous first floor primary suite provides privacy and convenience. The second level features bedroom suite with a private bath and three well-appointed guest bedrooms share a full bath with recently updated modern tile and vanity. The finished third level offers an expansive bunk room, ideal for extended family or guests. The finished lower level is designed for entertainment and wellness, featuring a media room, home gym, and ample storage. Indoor and outdoor living connect beautifully where the new sunroom opens to a pergola-covered stone patio overlooking a saltwater pool framed by a classic stone wall. The backyard is a private oasis, complete with an outdoor stone fireplace and lush landscaping accented by blue hydrangeas, perennials, and native sea grass. Additional highlights include a one-car garage and solar panels for energy efficiency. A turnkey Martha’s Vineyard retreat offering comfort, style, and effortless summer living near one of the island’s most beloved beaches.
…By Wallace & Co. Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Completely remodeled and very spacious Colonial! A charming enclosed front porch welcomes you into a bright living room and formal dining area, perfect for everyday living and entertaining. The updated kitchen features stone countertops, modern lighting, and stylish vinyl flooring throughout the first floor and second floor. Convenient access to the basement from both the kitchen and Dining area, offering laundry, a newer water heater, and a clean sealed concrete floor. Upstairs includes three bedrooms with updated floors and a full bath with tub. A rear enclosed porch leads to a private fenced backyard with a deck overlooking an above ground pool with cabana and green space. Detached garage and driveway for up to 4 cars complete this move-in ready home is an ideal starter home with space, updates, and room to grow.
…By Mathieu Newton Sotheby's International Realty
Pine Needles--Built circa 1900 as a Berkshire ''cottage'' in the era of grand summer estates, this historic property blends the dignity of Colonial Revival architecture with the relaxed elegance of an Italian villa and the artisanal detail of the Arts & Crafts movement. Sited on 80 private acres just minutes from the heart of Lenox, the estate offers breathtaking southern views, rolling forest, and a rare level of privacy and provenance. Arrival. Approached via a long private drive, the property unfolds gradually—passing a sun-kissed meadow, through a grove of majestic pines, past a stunning carriage house, before arriving at an inviting courtyard. The house itself is beautifully sited to capture natural light and frame the sweeping mountain and pastoral views. Entry--A double-door entry opens to a gracious reception hall with original tile flooring and sightlines through French doors to the central living room and terrace beyond. Just off the entry is a coat room with period hooks and hardware, as well as a cozy sitting room with fireplace and built-in shelves. The central living room, paneled in rich wood, is anchored by a fireplace and opens to the view through a wide picture window and two sets of French doors leading to a stone terrace. West Wing--Formal and informal rooms radiate from the center of the home. The western wing includes a spacious living room, a library tucked beneath a vaulted studio, and a striking Persian-themed room adorned with carved woodwork, decorative tile, and intricate architectural details, providing an atmospheric space for reading, conversation, or quiet escape. Above, the vaulted studio with exposed beams and skylights offers an inspiring space for art, music, or quiet retreat. East Wing--The east wing centers around a chef's dream kitchen, thoughtfully tucked to one side for privacy, with direct access to a classic butler's pantry. The pantry connects to the kitchen, the formal dining room, and an airy summer dining space that opens to a loggia, offering an elegant progression for entertaining that bridges indoors and out. Sleeping Quarters--The second and third floors are devoted primarily to bedrooms, retaining the character of the original layout. Two sleeping porches, both located on the upper levels of the west wing, provide a nostalgic and tranquil way to enjoy the Berkshire air. Some of the bedrooms were originally designed for staff, while others, particularly those with the best views, served as guest or family quarters. Grounds and Outbuildings--Outdoor spaces are equally compelling, with lawns and mature plantings surrounding the home. A wide open meadow along the drive amplifies the sense of arrival and serenity. A pool built into the natural bedrock and fed by a spring provides a private and picturesque place to swim, echoing the home's seamless blend with the surrounding landscape. Additional structures include a striking two-story carriage house, distinguished by its dramatic arched entry and distinctive proportions. The lower level retains original horse stalls, a nod to the estate's equestrian past, while the upper level features a character-rich apartment offering opportunity for personalization. A detached garage with another apartment offers further accommodations for extended family, guests, or staff. The estate is well suited for a private compound or multi-generational retreat. Legacy--This is a rare opportunity to own one of Lenox's great legacy properties--where natural beauty, architectural significance, and enduring charm come together just minutes from the cultural heart of the Berkshires.
…By William Pitt Sotheby's International Realty
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These agencies offer a selection of luxury properties vente in Massachusetts. Feel free to contact them for personalized assistance.