luxury houses with pool for sale Massachusetts, United States (page 2)

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.

A once in a life time opportunity to own this extraordinary six-bedroom, five-bathroom residence on nearly three acres of premier oceanfront, rising 45 feet above sea level with expansive decks soaring to approximately 65 feet. The result: uninterrupted, panoramic views of the Atlantic—capturing the island’s most breathtaking sunrises and sunsets from dawn to dusk. In 2025, the property underwent a comprehensive transformation, blending timeless Nantucket character with modern luxury. Upgrades include a new cedar roof and shingles, refreshed trim and exterior lighting, extended decking, high-efficiency heating and hot water systems, updated interior electrical, and beautifully reimagined landscaping with retaining walls and expanded lawns. The resort-caliber outdoor amenities are designed for both relaxation and entertaining: 18' x 36' heated pool, hot tub, outdoor kitchen, twin outdoor showers, and a brand-new poolside cabana with full basement. Custom-designed easy sloping stairs provide direct access to the beach, creating seamless transitions from ocean swims to gatherings on elevated terraces. Move-in ready today yet offering abundant potential for personalization, this is a rare opportunity to own one of Nantucket’s most elevated and inspiring oceanfront settings.

Come see this attractive and well-maintained, long-time family home on the Duxbury line and near playground and playing fields. This spacious home sits on a picturesque, private, 1.32 acre lot, with large front and rear yards, 8 zones of irrigation, mature plantings, 2 sheds, and a gorgeous in-ground pool with new filter in 2022, new liner in 2024, and new Polaris in 2026! A 2014 detached 2 car garage offers storage above as well as a 3rd door opening to the rear. The house itself offers a handicap ramp, and two kitchens, with walkout lower level including wood stove and bonus room - creating a rare In-Law or ADU potential. All appliances in both kitchens + washer/dryer will stay with the home, as will pool supplies and equipment! The first floor has central air (new motor in air handler in 2025), everything is tile or hardwoods other than the sunroom - which is fabulous and has a gas stove! Electrical was updated in 2015 - generator hookup in place but existing generator is currently not functional. Overall, this is an amazing house, lot, and location at a great price. We hope to see you this weekend!

Sought After Carriage Estates, beautifully enhanced Colonial, ideally set on the end of a cul-de-sac, offers the perfect blend of comfort, style and versatility. Showcasing extensive upgrades throughout, with too many upgrades to list (see attached sheet).This exceptional property offers the lifestyle you’ve been waiting for. A thoughtfully designed floor plan includes a private in-law suite ideal for extended family, or multi-generational living. The sun-filled interior features spacious rooms with an effortless flow, highlighted by rich Brazilian cherry floors throughout the first level. The chef’s kitchen is well appointed with high-end stainless-steel appliances, granite & quality finishes. Inviting living and entertaining spaces complete the home’s warm and welcoming appeal. Step outside to your own resort-style retreat featuring a salt water in-ground pool,impressive custom cabana with wet bar, surround sound, and half bath, plus a premium Reeds Ferry shed for additional storage.

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!

Set on just under an acre along one of Lee's most desirable roads, this beautifully maintained home combines timeless design, quality craftsmanship, and exceptional outdoor living. Overlooking peaceful meadows with stunning sunset views, the setting offers the perfect balance of privacy and natural beauty. Designed for both entertaining and everyday living, the backyard is truly the centerpiece of the property. A tiered bluestone patio creates multiple spaces to gather and relax, featuring a built-in outdoor kitchen, gas fire pit, and a heated saltwater plunge pool by Soake Pools. Mature landscaping, professionally designed landscape lighting, and a charming storage building complete the outdoor space, creating a backyard that feels like your own private retreat. Inside, the home is warm, inviting, and thoughtfully designed. The eat-in kitchen is the heart of the home with a large center island, custom cabinetry, premium JennAir appliances, and direct access to the patio for seamless indoor-outdoor living. Just off the kitchen, the family room offers a comfortable place to unwind, while the formal living and dining rooms provide the perfect setting for holidays and entertaining. A powder room and first-floor laundry add convenience to the main level. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully appointed en-suite bathroom featuring a soaking tub and walk-in shower. Two additional bedrooms share a full bath, while the oversized bonus room provides incredible flexibility. Filled with natural light from a dramatic picture window overlooking the backyard and rolling meadows with distant mountain views, it's the perfect space for a media room, playroom, home office, or fourth bedroom/guest suite. A second staircase offers easy access and enhances the home's thoughtful layout. Additional features include a new roof in 2022, an attached two-car garage and a full basement with radiant heat, providing ample storage and endless potential for future finishing. From the quality craftsmanship and thoughtfully designed floor plan to the incredible outdoor spaces and picturesque setting, this is a home that has been exceptionally cared for and is ready to be enjoyed for years to come.

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.

Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot with almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many recent updates and upgrades including kitchen and bathrooms, as well as the furnace and central AC system replacement. All of this and a heated community pool nearby and Great Barrington just minutes away, make this home ready for its next owners to create their own Berkshire journey and memories. Replaced/Updated Within the Last 3 Years: furnace, central AC, kitchen, bathrooms, all exterior doors, basement improvements Community Details: -8 homes in the community -$1,500 transfer fee due at closing from buyers to the Association -HOA dues will decrease to $900 per quarter ($300 per month) after two loans are paid off in July and October 2027 Rental Policy: -First rental term has a 28-day minimum -Second rental term has a 7-day minimum -Maximum rental term is 1 year -Lease extensions must be approved by the Association

Experience 225 years of preserved grandeur on Nodin Farm. Nestled on 130 sprawling acres of rolling countryside, this Greek Revival has been lovingly stewarded by only four owners across more than two centuries, ensuring its soul remains as original as its architecture. The Manor House: The interior seamlessly blends the romance of the 19th century with the sophisticated comforts of the 21st. Rich wide-plank wood flooring, bespoke built-ins, hand-carved woodwork, seven fireplaces, these are just some of the original details. The gourmet kitchen has premium, professional-grade appliances, the home's bathrooms are renovated, and the estate is equipped with state-of-the-art climate control systems. The Grounds and Out Buildings: The Farm moniker only hints at the magnitude of this estate's amenities. You'll find a brick patio and a shimmering inground pool, perfect for summer afternoons. The Main Barns- A majestic gambrel-roof brick barn and a classic wooden barn, both fully restored. The Bull Barn- A charming, standalone brick structure with existing architectural plans for a luxury guest house. Auto Gallery- A massive, 7-bay brick garage complete with a professional-grade gym and a private executive office. This entire barn complex was meticulously repaired and outfitted with premium roofing in 2024. Nodin Farm is a rare convergence of history, scale, and meticulous preservation. It is an invitation to own a piece of the American story. Schedule your private tour of this 130-acre legacy estate today.

A rare opportunity on coveted Juniper Cove, this exceptional waterfront property is offered after 50 years of family ownership. Set on a large, level lot with mature plantings, the home enjoys sweeping water views, a saltwater infinity pool, and a private dock...walk from your backyard to your boat and head out for an afternoon on the water! The protected cove offers a beautiful backdrop of sea grasses, rock outcroppings, and views toward Bakers Island and the Gold Coast. Designed for single-level living, the 1st floor features generous living and dining rooms and a spacious primary suite overlooking the cove. The primary wing includes an en-suite bath, a large room ideal for a walk-in closet or dressing room, and a private deck. Upstairs are three bedrooms and two full baths. A separate two-bedroom apartment with private entrance is ideal for rental or Airbnb use. This is a rare find: a generously proportioned waterfront home paired with a private pool, dock, and large yard.

No matter the season, 51 High St shines. Set on over 2.5 acres on The Ridge, Newburyport's most prestigious and historic neighborhood, 51 High Street is a masterfully restored and expanded Federal estate offering seven bedrooms, 10 baths, and timeless sophistication. This grand residence has been meticulously updated to preserve its architectural integrity while introducing the finest modern amenities. Surrounded by lush gardens and forest, the property features a heated saltwater pool, an elegant pool house with indoor/outdoor kitchens, multiple alfresco dining and lounge areas, a bluestone patio with a fire pit, and a screened dining porch off the formal dining room. The Primary-Suite spans over eight-hundred square feet and features a luxurious soaking tub, generous walk-in closets, and a serene space. Ambiance, proportions, exquisite details, and thoughtfully designed spaces define this singular home. A rare blend of historic grandeur and contemporary comfort in the downtown.

This exceptional Naushop residence offers an ideal blend of comfort and convenience. The home features a main-level primary suite with an updated bath, generous living areas, and seamless indoor-outdoor living highlighted by a private, secluded patio. Additional highlights include a Timberline roof installed in 2019 with a 50-year warranty, central air conditioning, and hardwood floors throughout. Ideally situated just steps from the community pool, pickleball courts, tennis facilities, and playground, this property delivers both lifestyle and location.

Tucked within the desirable Greengate community, this 4-bedroom, 4-bath shingle-style home is designed for easy Cape Cod living and memorable gatherings. Set on nearly an acre of privacy, the property is wrapped in lush, mature plantings that create a sense of retreat the moment you arrive. At its heart lies the showpiece: a sparkling 50 foot gunite pool and expansive patio. This is where life slows and memories are made--sun drenched summer afternoons, dinners under the stars, and lively celebrations with family and friends. Inside, the inviting layout includes two first-floor bedrooms, open and comfortable living and dining areas, and seamless access to the pool and patio. Upstairs, two additional bedrooms offer space for family and visiting friends, while the partially finished lower level extends the possibilities--whether it's a game room, creative studio, or space for overflow guests. From this location, everyday living feels like a getaway. Bike the neighborhood Shining Sea Bikeway, explore the charm of Woods Hole, wander through vibrant downtown Falmouth, or catch a ferry to Martha's Vineyard on a whim--all just moments away. This is a home where outdoor living meets coastal lifestyle, a true oasis awaiting new owners to experience the best that Falmouth has to offer.

Welcome to 'Summer Salt', a stunning retreat where elegant coastal living meets timeless Cape Cod charm. Thoughtfully renovated, this exquisite home combines sophistication and ease, perfect for family gatherings or entertaining guests in style inside and out. Sweeping views of Arey's Pond and you own private deep water dock with easy access to Pleasant Bay. Beautiful grounds with a saltwater pool, hot tub, and large deck for gatherings or peaceful enjoyment. A must see if you are a boater, looking for a great investment, or want to enjoy summers on the Cape with your family and friends.

Set in the coveted Shearwater Association of North Truro, this exceptional five-bedroom contemporary residence was thoughtfully designed by renowned architect Geiger-Phillips and offers sweeping Cape Cod Bay views and private association beach access. Inside, the light-filled, open concept main living area features vaulted ceilings, a wood burning fireplace and large glass sliders framing the impressive views. The primary suite is privately situated in its own wing and features an ensuite bath and additional views. Two additional bedrooms and a full bath are located off the main living area, while the lower level offers two more bedrooms and a full bath. A bonus room provides flexible space for a home office or creative studio. Outside, the property truly shines. The deck leads to the large pool and hot tub to create an inviting outdoor setting for summer entertaining and relaxed Cape Cod living. This property is a special opportunity to embrace the natural beauty of the Outer Cape in a spectacular setting.

This Needham Colonial Is Built for How You Actually Live. The 2002 colonial sits on a quiet street off Central Avenue, close enough to the new Sunita Williams Elementary School that mornings could mean a short walk instead of a scramble for the car. It's a neighborhood where owners tend to stay put, and this house, with room to spread out both inside and outside, is built to be lived in, not just looked at. Step through the front door and the layout opens up right away: a large foyer, formal living and dining rooms for holiday gatherings and dinner parties, and a kitchen built for real, everyday cooking. Granite counters, a generous island, double ovens, and two dishwashers make it functional for weeknight meals and for hosting without a second thought. The kitchen flows directly into a family room anchored by a fireplace, so whoever's cooking is never cut off from everyone else. A first-floor bedroom and full bath work as a guest suite, private office, or flexible space for extended stays. Upstairs, three more bedrooms share a full bath, and the primary suite has two walk-in closets and a primary bath that feels like you are in a luxury hotel with a double vanity, a walk-in shower, and stone tile underfoot.The finished, walkout lower level adds another 1,640 square feet beyond the home's 4,247 square feet above grade, so this isn't a basement in the traditional sense. It's an exercise room, a game room, and a home office, with a walkout leading up a few steps to the pool deck, so the transition from a workday to an evening swim is easy, not a production.Outside, the backyard is built for the warm months: a heated inground pool, a fenced yard, and a sprinkler system that keeps the landscaping looking cared for without extra effort. The solar panels are fully owned, not leased, which matters when thinking about long-term costs instead of just the next few years. A two-car attached garage and a paved driveway with room for six cars round out the 0.29-acre lot.This is a home built for space and proximity to one of Needham's newer schools, with a backyard that actually gets used, not just admired.

A truly exceptional estate offering unparalleled luxury and resort-style living. This custom-built, 3-bedroom home boasts a captivating open-concept floor plan highlighted by soaring vaulted ceilings, gleaming hardwood floors, creating a bright and expansive atmosphere. The exquisite primary suite offers a private sanctuary on the 1st level as well as 2 other large, carpeted bedrooms both with ensuite bath. Beyond the main house, discover a 3-car garage with a private, fully appointed guest suite above, ideal for visitors or extended family. Step outside to your personal oasis, featuring a heated in-ground pool and bubbling hot tub, all nestled within a meticulously landscaped .7-acre lot adorned with charming stone walls and mature planting for extra privacy. A separate pool house provides ultimate convenience, complete with a kitchenette, full bath, laundry & AC. For the avid golfer or entertainer, the lower level reveals a professional 9-hole putt-putt course offering endless enjoyment. Adjacent to this unique amenity, a dedicated TV/ping pong playroom provides additional recreation space. Schedule your private tour today to experience this remarkable find. Total square footage includes lower level, Guest Suite over garage and pool house.

A rare opportunity to own one of Wayland's most significant historic estates. The Warren Gould Roby House, circa 1880, is a distinguished Colonial Revival residence set on 4.5 extraordinary acres in the heart of town.Rich in architectural character and timeless elegance, this stately home has been thoughtfully preserved while offering the comfort and livability desired today. Grand rooms, soaring ceilings, and remarkable craftsmanship create a sense of scale and sophistication rarely found.Beyond the home, the property unfolds into a private oasis featuring expansive lawns, mature gardens, a swimming pool, and picturesque outdoor spaces designed for gathering and celebration. The impressive two-story barn offers endless possibilities—whether for entertaining, a collector's showcase, creative pursuits, or special events.More than a residence, it is a legacy property—a chance to become the next steward of a home that has shaped Wayland's landscape for generations.

This magnificent oceanfront estate stands as one of the most significant properties in Marblehead. Located in the exclusive Peach’s Point neighborhood, this property offers stunning views of Crowninshield Island, Grace Oliver’s Beach, Marblehead Lighthouse, and the surrounding islands. “Seaside Farm” replaced the original Crowninshield estate in 1999 in a classic Georgian style, with meticulous attention to detail throughout. The home is designed to maximize ocean views while maintaining privacy.The grand 2-story foyer with a custom staircase sets the tone for the home, which features elegant living spaces ideal for both daily life and entertaining. The second floor includes an oceanfront primary suite with a fireplace, walk-in closet, modern bathroom, and a private deck with exceptional views. Three additional en suite bedrooms, a large office, and a laundry room complete the second floor.Caretakers 1 bedroom apartment over 4-car garage offering views of Grace Oliver's Beach and cove.

This expansive cape cod style home, which was thoroughly renovated and expanded in 2019, is now available for sale.  The first floor features a gourmet kitchen with a large island, quartz countertops, premium appliances, and ample cabinet space and storage.  The living room and dining area are open to the kitchen.  The living room features a beautiful gas fireplace. Beyond the kitchen and behind the garage is a spacious home office.  The renovation included the addition of extra living space along with a two-car garage, with extra storage above.  The primary suite, also on the first floor, features a walk-in closet and luxury bathroom with custom shower.  The second floor features two additional bedrooms and a brand-new bathroom.   The highlight of this home is the resort-like backyard with a custom made, tiled concrete swimming pool by Soake Pools of New Hampshire, with a retractable cover.  At 13 feet by 7 feet and 5 feet deep, this pool can be heated and used year-round - it is essentially a custom made 'swim-spa.'  The backyard has been lovingly landscaped and ensures plenty of privacy.  An extremely spacious deck adjoins the home and surrounds the pool.   The finished basement features an exercise area, recreation space, and laundry.  In addition to the spacious garage, there is also a shed that houses the pool equipment, a Generac generator, and outdoor irrigation system. This home is absolutely pristine and turn-key.

This enchanting artist-designed property is tucked away on 2.9 private acres in West Tisbury, a thoughtfully composed retreat with pastoral meadows, mature landscaping, and an unmistakable sense of intention and sophisticated taste. The two-bedroom, two-bathroom Main House is complemented by a spacious two-bedroom, one-bathroom Guest Studio with a fireplace, offering a combined 3,771 square feet of living space. A gunite swimming pool, gardens, expansive lawn areas, outdoor shower, and one-car garage complete the setting. Renovated in 2013 and equipped with central air conditioning, the property feels wonderfully secluded while remaining centrally located for convenient access to both up and down Island destinations. Future expansion to 12 bedrooms is possible with a septic upgrade, although the current system meets all regulations. Enjoy effortless access to Lambert’s Cove Beach, 7a Foods, North Tisbury Farm, State Road Restaurant, and all the iconic West Tisbury landmarks.

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.

12 Foxcroft Lane | East Sandwich A once-in-a-generation waterfront estate, 12 Foxcroft Lane represents the pinnacle of Cape Cod coastal luxury. Set on beautifully manicured grounds with sweeping lawns, a pristine private sandy beach, and panoramic views of Cape Cod Bay from Plymouth to Provincetown, this extraordinary 16,000± sq. ft. residence offers six bedrooms and ten baths designed for generations to enjoy.Light-filled living spaces flow seamlessly to exceptional outdoor entertaining areas, while the chef's kitchen opens to an inviting family room anchored by a magnificent stone fireplace - the heart of the home, where stories are shared, celebrations unfold, and a lifetime of memories begin. The luxurious first-floor primary suite is a private retreat with breathtaking views. World-class amenities include a private theater, professional fitness center, resort-style infinity pool, poolside cabana, putting green, and a private boardwalk leading directly to the beach. More than a home,12 Foxcroft Lane is a legacy estate--an irreplaceable waterfront sanctuary offering unmatched privacy, extraordinary craftsmanship, and one of the finest beachfront settings on the Eastern Seaboard

Introducing a landmark property in Edgartown’s Starbuck Neck enclave, just one tenth of a mile to Fuller Street Beach. Included in this sale is an adjoining vacant buildable lot. 14 STARBUCK NECK features a 7-bedroom house with 5 full bathrooms, garage, and plunge pool. Known as the Tower House, this home offers delightful views of the harbor from the first and second floors. The views from the bedroom and office located in the tower are stunning. 23 THAYER STREET is an extremely rare vacant lot in the heart of the Starbuck Neck neighborhood. With well over a third of an acre of land, the lot will comfortably accommodate a 5-bedroom house with guesthouse and pool.

Welcome to Hillcrest Farm Estates, one of Sagamore Beach’s most coveted neighborhoods. Situated on beautifully manicured .69 acres, this exceptional Colonial offers the perfect blend of comfort, style, and resort-inspired outdoor living. Designed for both everyday enjoyment and unforgettable entertaining, the private backyard features a heated salt water gunite pool, hot tub, fire pit, outdoor shower, expansive garden area, cabana, oversized shed, irrigation system, and a fully fenced yard. Inside, the spacious layout includes three bedrooms and four bathrooms, a desirable first-floor primary suite with a walk-in closet and beautifully remodeled bathroom, first-floor laundry, security system, finished lower level, and a sun-filled four-season family room with an electric fireplace, and picturesque views of the backyard oasis. Extensive improvements throughout ownership include a newer roof on both the home and shed, replacement of 22 windows, central air, updated hardwood flooring, a remodeled primary bath, renovated kitchen cabinetry with updated hardware, new appliances, updated lighting and bath fixtures, fresh interior paint, new window blinds, exterior shutters, a barn door, hot water heater, and numerous additional enhancements that make this home truly move-in ready. Conveniently located just minutes from Sagamore and Scusset Beaches, the Cape Cod Canal, local highways, and bus transportation to Boston, this is coastal living at its finest.