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$4,295,000
4 Beds ⋅ 4 Baths ⋅ 73542573 MLS
Experience the best of Magnolia waterfront living at 16 Hesperus Circle. Situated at the center of a truly private landscape with unobstructed, breathtaking views of the Atlantic, this exceptional residence offers over 4,000 square feet of living space with 4 bedrooms and 3.5 baths. A flowing open layout is designed to maximize natural light and showcase the spectacular coastal setting, creating an ideal space for both everyday living and entertaining. Step outside to a stunning infinity pool overlooking the water, where endless ocean vistas provide the backdrop for unforgettable gatherings and quiet moments alike. Enjoy the rare combination of privacy and convenience, with Magnolia Beach, downtown Magnolia's shops and restaurants, and all that Cape Ann has to offer just a short walk away. A remarkable opportunity to own a premier waterfront home in one of Gloucester's most coveted seaside neighborhoods.

16 Hesperus Circle, Gloucester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
$4,295,000
4 Beds ⋅ 4 Baths ⋅ 73509923 MLS
This exceptional coastal retreat was designed to capture sweeping views of tidal salt marshes, natural vistas, and Nantucket Sound from nearly every room. Soaring ceilings & dramatic walls of glass fill the home with natural light and frame spectacular sunsets. Multiple sliders open to an expansive wraparound deck for effortless indoor-outdoor living. Chefs kitchen, dual living areas, and adjacent open dining create an exceptional setting for relaxing or entertaining. There's nearly 5,000 sq on three levels, with 4 bedrooms and 3.5 baths. The luxurious primary suite offers panoramic water and sunset views. A finished multi-room lower level includes family room and convenient kitchenette. Solar panels, generator, gas heat, Central A/C, outside shower, reclaimed wood floors & more. You'll enjoy a seasonal dock/catwalk on Bucks Creek for kayaking, paddle-boarding, or clamming from your own back yard - and the calm waters of Harding's Beach are a short stroll via sidewalk. Don't miss out!

38 Indian Trail, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.
$4,295,000
5 Beds ⋅ 6 Baths ⋅ 73494776 MLS
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 your own private deep water dock with easy access to Pleasant Bay. Beautiful grounds with a saltwater pool, a hot tub, and a 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.

36 Areys Lane, Orleans

Listing courtesy of Listing Agent: The Eva Scott Group from Listing Office: Gibson Sotheby's International Realty.
$4,288,000
4 Beds ⋅ 4 Baths ⋅ 73574433 MLS
4 BEDROOMS, 3 FULL BATHS, 6442 SQUARE FEET.Situated on 2 acres of land with room to develop up to 6,000 more square feet onto the existing property, this is an unbelievable opportunity to be in the best location in Weston with the ability to expand — just a 15-minute commute to Boston. This renovated ranch-style estate is set in Weston's coveted South Side Golf Club neighborhood, bordering conservation land and scenic walking trails. Inside, the home offers light-filled, open living areas, dramatic high ceilings, and expansive windows throughout. A chef-caliber kitchen anchors the home with Wolf and Sub-Zero appliances, quartz counters, and custom cabinetry. The main level features a luxurious primary suite alongside two additional bedrooms, while the finished walkout lower level adds a guest/au pair suite, kitchenette, media room, and additional flexible living space.

80 Doublet Hill Rd, Weston

Listing courtesy of Listing Agent: William Montero from Listing Office: Gibson Sotheby's International Realty.
$4,275,000
4 Beds ⋅ 7 Baths ⋅ 73576629 MLS
Sited at the tip of one of the coveted West Dennis Fingers, this renovated waterfront home offers unobstructed, 180-degree water views that capture the feel of looking out from the deck of your private ship. Designed in an L-shape to ensure quiet, view-filled spaces, the home is a true private sanctuary at the water's edge where you can watch the sunrise, sunset & passing boats against the backdrop of Bass River & Nantucket Sound. Deep-water dockage includes a 72-foot dock on the protected lagoon side, plus a rare license & permit for a second dock on the river side. Extensive updates over the last five years feature new steel framing, a brand-new kitchen, refreshed baths, new wood floors, HVAC, whole-house generator and a custom seawall. The flexible floor plan offers primary suites on both the main & upper levels, plus a dedicated guest wing. Complete with a spacious two-car garage, seaside fire pit, and seamless ocean access, this is an extraordinary opportunity to establish your family's Cape Cod legacy.

18 Wendy Way, Dennis

Listing courtesy of Listing Agent: Katie Clancy from Listing Office: William Raveis Real Estate & Homes Services.
$4,250,000
3 Beds ⋅ 3 Baths ⋅ 73578367 MLS
Set on prized Chapoquoit Island - a private, gated community accessed by bridge in West Falmouth - this exceptional property stands as a showcase of classic New England architecture and relaxed coastal luxury. A rare opportunity to immediately enjoy the best of Cape Cod living, the residence was built to the highest standards in 2022 and delivers access to two association beaches, a dock, tennis/pickleball courts, and more. Lush gardens and mature trees set the stage upon approach, amidst the sounds of the ocean and a gentle sea breeze. Multiple outdoor living spaces are thoughtfully designed to capture the breathtaking surroundings, including a screened porch, stone patios, and a balcony. The interior layout emphasizes open spaces, natural light, and refined detail. Warm wide-plank wood flooring and crisp wainscoting run throughout the main living areas. Designed for effortless cooking and gathering, the kitchen features professional-grade appliances, a large stone island, and a custom mosaic tile backsplash. The first-floor primary suite offers comfort and convenience with a walk-in closet and a spa-inspired bath with double vanities and a soaking tub. On the second level, three guest bedrooms provide well-appointed accommodations for family and friends. A walk-out lower level complete with a sauna delivers extensive bonus space, currently configured as a rec room and fitness area. Whether spending warm summer days at the association beach, fishing off the pier, or paddling kayaks in the harbor, this exceptional home delivers a coveted lifestyle in one of Cape Cod's most desirable communities.

133 Associates Road, Falmouth

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
$4,250,000
6 Beds ⋅ 8 Baths ⋅ 73577854 MLS
Welcome to 23 Stonefield Court, where timeless elegance meets everyday livability in one of Needham's most coveted neighborhoods. Set on a beautiful acre lot, this exceptional six-bedroom home offers space, style, and versatility for entertaining and everyday living.Inside, a sun-filled main floor unfolds through a gracious dining room, formal living room, and wood-paneled library, ideal for both quiet nights in and gatherings that spill from room to room. The gourmet kitchen, with two dishwashers, multiple ovens, refrigerator drawers, and a walk-in pantry, opens to a breakfast room and a vaulted family room anchored by a stone fireplace, with access to a bluestone patio and firepit for evenings outdoors.Upstairs, five bedrooms include a primary suite with vaulted ceilings, custom closets, and a marble bath, plus two additional en-suite bedrooms, three en-suite in all. The walkout lower level opens directly onto its own private stone patio and offers a sixth bedroom alongside a gym, theater, kitchenette, great room, full bath, and game room with its own fireplace, space built for however you want to use it.A separate carriage house adds exceptional flexibility as a private guest suite, in-law suite, or home office, complete with full bath, sitting area, and kitchenette, while five garage spaces in total handle the rest. All of this just minutes from the commuter rail and downtown Needham.23 Stonefield Court is more than a home, it is a place to gather, unwind, and settle in for the next chapter.

23 Stonefield Court, Needham

Listing courtesy of Listing Agent: Migdol Moore Team from Listing Office: Gibson Sotheby's International Realty.
$4,250,000
4 Beds ⋅ 5 Baths ⋅ 73576453 MLS
This exceptional Chatham residence blends coastal luxury with country farmhouse charm in the exclusive Stage Neck neighborhood. Sited on nearly an acre lot with a separate barn/out-building, this property allows for privacy, with easy access to the Chatham Loop and vibrant downtown life. Abundant curb appeal starts with the circular driveway, mature plantings, and covered mahogany farmer's porch. Step inside to a home created by one of the Cape's finest craftsmen; custom built with meticulous care and quality. The floor plan provides multiple living areas on two levels, combined with open living spaces today's Buyers are seeking. Four en-suite bedrooms including a wonderful primary on the first floor w/amazing walk-in closet. Bright, renovated granite and stainless kitchen w/breakfast bar, center island, butler's pantry, and wet bar. Spacious living room offers a slider to a deck overlooking the yard. The first floor also encompasses a dining room, office nook, and full laundry room. Three fireplaces, beautiful wood floors, custom crown moldings, built-ins, natural gas heat, Central A/C, outside shower, well-irrigation, 2-car garage, full basement, and so much more. The stunning lot includes a charming barn with many possibilities: workshop, artist studio, kayak storage, or park a tractor! Properties like this don’t come along very often; this is one-of-a-kind offering in a remarkable location. Whether you desire a Summer retreat or elegant year-round living, you will find it here at 22 Moonpenny Lane!

22 Moonpenny Ln, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.
$4,250,000
5 Beds ⋅ 8 Baths ⋅ 73568719 MLS
Welcome to 4 Sherburne Way, an extraordinary waterfront estate on Buzzards Bay. The journey begins with a drive through the Little Harbor Golf Club, under a lush canopy of trees, signaling your arrival at a retreat that offers a level of privacy rarely found on the South Coast. Beyond the stone pillars and gated entry, a stunning shingle-style residence awaits, complete with access to a shared tennis court. Inside, the home’s character unfolds with a grand foyer and a graceful turned staircase. The craftsmanship throughout is exceptional; the rich woodwork and architectural detail feel more like a sophisticated Beacon Hill estate than a typical beach house. The heart of the home is a soaring great room anchored by a fireplace and a formal dining area, flowing seamlessly into a chef’s kitchen. Outfitted with a Viking stove, Sub-Zero refrigeration, and a massive center island, this space is designed for both entertaining and quiet mornings. A casual sitting room and a spacious home office flank the main living area, offering versatile spaces for work or relaxation. The primary suite is also located on the main level, featuring a private fireplace, an expansive walk-in closet, and a spa-like ensuite bathroom with a soaking tub, double vanity, and bidet. Exterior doors lead directly to a large, covered porch, where a dedicated seating area and gas fireplace offer a perfect vantage point for the grounds. The second level is equally impressive, hosting a lounge area and three additional ensuite bedrooms. This floor also includes a self-contained living suite—perfect for guests or extended stays—featuring its own kitchen, living area, and full bath. The home’s most iconic architectural feature is the "tower room," designed to resemble a lighthouse. A ladder leads to an elevated lookout, providing breathtaking, panoramic water views that capture the true essence of this estate. The third level adds even more versatility with an additional seating area, full bath, and a wet bar. The outdoor living space is a masterpiece of stonework and natural beauty. Relax by the plunge pool or follow the path down to your own private beach. Whether you are launching a kayak, paddleboarding, or simply enjoying a swim, this is a rare opportunity to own a private coastal compound in an unmatched setting. Come live in a community where the landscape is treated with such reverence, surrounded by neighbors who truly value the stewardship and preservation of the natural world.

4 Sherburne Way, Wareham

Listing courtesy of Listing Agent: Shawn Costa from Listing Office: Compass.
$4,250,000
3 Beds ⋅ 4 Baths ⋅ 73552814 MLS
Exceptional waterfront estate offering breathtaking views from nearly every room and a private sandy beach. Lovingly owned by the same family for nearly three decades, this spectacular 3 bedroom, 3.5 bath residence offers three levels of beautifully designed living overlooking Crow's Pond. A grand foyer opens to a dramatic living room with soaring ceilings, a fireplace, walls of windows, and sweeping water views. Glass doors lead from the living room to a deck and patio overlooking the water, creating the perfect setting for entertaining or relaxing. The first floor also features a waterfront dining room, kitchen, spacious primary suite, wood-paneled den, powder room, laundry, and an attached two-car garage. A charming side porch provides yet another inviting outdoor retreat with spectacular water views. Upstairs, two guest bedrooms enjoy water views and share a full bath. The walkout lower level offers a family room, office, full bath, natural light, and excellent storage. Experience Cape Cod's finest waterfront living with boating, kayaking, swimming, and fishing right from your private sandy beach. Ideally located next to Eastward Ho! and a short drive to downtown Chatham.

600 Fox Hill Rd, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$4,250,000
4 Beds ⋅ 6 Baths ⋅ 73493426 MLS
The location that has it all...walk to both town, fish pier, beach and baseball games... New Farmhouse being built by Morgan and Son is well underway and expecting completion by July. Enjoy Chatham from this 4BR 5.5 baths, 3980Sq foot home. All bedrooms offer specious accommodations with private baths. First floor boasts a primary suite, an inviting study, living room with vaulted ceilings large slider with views overloooking the new pool and patio area, airy chef's kitchen and dining area. A detached outer building houses a one car garage and a seperate

222 Barcliff, Chatham

Listing courtesy of Listing Agent: Lori Fanning Smith from Listing Office: Compass.
$4,200,000
3 Beds ⋅ 3 Baths ⋅ 73578788 MLS
Steeped in history this extraordinary antique estate presents a once-in-a-lifetime opportunity to own a remarkable piece of local heritage. Built circa 1694 and lovingly passed down through generations of the Holbrook family, this treasured property has never been offered for sale. Carefully preserved over the centuries, the residence retains much of its original character, including authentic paneling, exposed beams, plank flooring and countless period details that reflect its rich history and craftsmanship. Adding to the property's unique appeal is an extraordinary 3 story barn constructed prior to 1870 with approximately 12,000 square feet of space! This property is being offered as one complete package, including the historic home, barn and 22 acres. In addition to the main estate the acreage will include 4 buildable lots all with street frontage creating exceptional investment and development opportunities, or maintained as a private compound. Rarely does a property of this historical significance, scale and potential become available!!

69 Forest St, Sherborn

Listing courtesy of Listing Agent: Maryann Clancy from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$4,200,000
5 Beds ⋅ 5 Baths ⋅ 73570743 MLS
SET DIRECTLY on the Pleasant Bay estuary, 5 Kidd Way offers expansive water views, immediate deepwater boating access, and exceptional privacy on nearly 1.5 acres. This distinctive 5BR/5BA home spans three finished levels, with flexible living spaces designed to accommodate family and guests. The light-filled main level features open living and dining areas overlooking the water, a wood-burning fireplace, updated kitchen with quartz countertops and new appliances, and a spacious primary suite. Multi-level mahogany decks extend the living outdoors and provide an ideal setting for dining and entertaining. Additional bedroom suites and flexible spaces are located on the upper and lower levels, including private exterior access from the lower level. A separate heated and cooled guest cottage with full bath offers excellent possibilities for guests, a studio or home office, or potential ADU use. The 1.4+ acre setting provides room for a pool or additional accessory structure, subject to approvals. Enjoy private shoreline access for kayaking, paddleboarding, swimming, sailing, and boating. The existing deepwater mooring is available subject to Harbormaster approval.With a proven peak-season rental history approaching $100,000 per year, 5 Kidd Way offers an unusual combination of waterfront lifestyle, flexibility, and income potential—all just minutes from Orleans and Chatham. NOTE: A substantial addition and renovations have been completed at the property. These alterations are not yet reflected in public records, assessments, or estimated valuations.

5 Kidd Way, Orleans

Listing courtesy of Listing Agent: Frances Schofield from Listing Office: .
$4,200,000
5 Beds ⋅ 7 Baths ⋅ 73548853 MLS
Extraordinary Shingle Style estate set on one of Wayland’s most spectacular private settings. Positioned on a hill overlooking sweeping lawns, a winding drive leads to a circular motor court with generous parking. Blending classic style with relaxed comfort, a grand open-concept living space flows from a chef’s kitchen to a family room, “laptop lounge,” and billiard room with wet bar. Upstairs, the luxurious primary suite includes walk-in closets, fireplace, balcony, and gorgeous spa bath. A private one-bedroom guest apartment is located above the 3-car garage. The third floor offers space for recreation, media, or remote work. Additional highlights include a spacious home gym and a resort-style backyard with covered porch, expansive deck with outdoor kitchen and bar, fire pit, putting green, saltwater infinity-edge pool and spa, all surrounded by lush grounds and specimen plantings. This special retreat offers the benefit of top-rated schools and easy access to Boston.

226 Cochituate Rd, Wayland

Listing courtesy of Listing Agent: The Joni Shore Group from Listing Office: Douglas Elliman Real Estate - Wellesley.
$4,200,000
3 Beds ⋅ 3 Baths ⋅ 73515489 MLS
Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal showpiece set in Hardings Beach Hills, with sweeping views of the marsh and creek. Blending classic Cape vernacular with modern lines, the home showcases exceptional craftsmanship and architectural detail throughout. The open main level is anchored by an arched fireplace wall that flows into a dramatic two-story dining area and reading loft, both set off by a soaring wall of windows with water views. The chef’s kitchen offers bar seating, while a versatile bedroom or study, full bath and mudroom complete the floor. The primary suite is a quiet retreat, featuring a fireplace, built-in bookshelves, a window seat and a luminous stained-glass accent window. A second guest suite with vaulted ceilings completes the upper level. The walk-out lower level provides generous family space, custom built-ins, abundant storage and room for expansion. Outdoors, mature plantings, stonework, a large deck and a pergola.

30 Indian Trail, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$4,200,000
4 Beds ⋅ 5 Baths ⋅ 73500198 MLS
A remarkable waterfront setting meets exceptional craftsmanship on 1.55 acres along Cohasset’s Gulph River. Reimagined over two years as a forever home, this residence was comprehensively reconstructed by a respected local builder and expanded from the original foundation up, transforming a classic Cape into an elegant French Colonial while preserving meaningful pieces of its history. More than 5,700 SF of living space is framed by panoramic river and marsh views with walls of glass presenting spectacular sunrises and serene sunsets. The home's slopeside position creates an elevated setting overlooking the river and marsh while offering a private backyard oasis. Inside the home, wide-plank hickory floors, high-efficiency Andersen windows and doors, closed-cell insulation, three-zone HVAC and a high-performance hot water system reflect the same attention to quality found throughout. At the center of the home, the chef’s gourmet kitchen pairs professional-grade Viking appliances with leathered Brazilian quartzite, custom cabinetry, imported Moroccan tile and a commercial-grade hood trimmed in reclaimed 1800s barn beams. Open living and dining spaces flow to the waterside deck, while the living room’s gas fireplace features a handcrafted mantel of the original hand-sawn barn beam. The primary suite is a private retreat with a balcony, a walk-in closet, and a distinctive spa bath with a custom Turkish-spindle vanity, an oversized clawfoot soaking tub, and a Tadelakt-finished shower. Three additional bedrooms and two more full baths complete the second floor. The finished walkout lower level, with two sets of French doors, water views, full bath, and polished concrete floors, offers flexible space for a gym, recreation, guests and more. Outside, an expansive lawn offering endless possibilities leads toward the river with timeless views across the estuary and direct access to the water. A renovated barn adds exceptional versatility, including a heated and cooled second floor ideal for an office or studio. MoistureShield CoolDeck composite decking, a backup generator, and thoughtful efficiency upgrades complete this extraordinary Cohasset property, just a short walk to the Village, commuter rail, restaurants, and harbor.

392 S Main St, Cohasset

Listing courtesy of Listing Agent: Rosemary Sullivan from Listing Office: Conway - Hingham.
$4,200,000
4 Beds ⋅ 3 Baths ⋅ 73453125 MLS
Northern California coast meets Boston's Gold Coast in this iconic, 4-bedroom, 3-bath direct waterfront Mid-century Modern house in Prides Crossing. Designed by famous architect John Lawrence Jr. as a weekend retreat, this home enjoys an unparalleled level of privacy and panoramic, 180-degree vistas of Manchester-by-the-Sea, Marblehead, Salem Sound to Misery and beyond. Sited on 2+ acres abutting RockMarge Estate to the west and 18 acres of conservation land to the east, the elevated living space is framed by seagrass covered dunes at the very end of a secluded, winding road lined with lush vegetation. Ideal for entertaining or intimate gatherings, this property is a slice of heaven. Looking to create something completely new? This offering includes city approvals and plans in hand to build a new 4,600+ sq. ft. primary residence and preserve 1,300 sq. ft. of existing home as a beach cabana. This is an exceptional opportunity.

68 Paine Ave, Beverly

Listing courtesy of Listing Agent: Alexandra Cutler from Listing Office: J. Barrett & Company.
$4,199,000
5 Beds ⋅ 5 Baths ⋅ 73575200 MLS
Sophisticated elegance best describes this residence in prestigious location on Belmont Hill. Some say it feels like a small boutique hotel perfect for entertaining with features like a brand new heated gunite salt water pool, an outdoor grilling station, a home gym, a great room with wet bar and Sub zero wine column, and a caterer's kitchen. The showpiece of the home is the custom kitchen in the center of all the activity with huge island, sub zero refrigerator, Wolf range and wall ovens, custom pantry all with direct access to a cozy family room with fireplace. There are 5 bedrooms including the primary with spa like bath that includes dual sinks plus a make up area, freestanding tub, and heated floors. This is the home you have been looking for. Belmont is a great community with top ranking schools, easy access to Cambridge and Boston, a commuter rail stop and buses to Alewife and Harvard Square.

55 Crestview Rd, Belmont

Listing courtesy of Listing Agent: Lori Orchanian from Listing Office: Coldwell Banker Realty - Belmont.
$4,199,000
4 Beds ⋅ 7 Baths ⋅ 73513914 MLS
Tucked away on a private cul-de-sac in Hingham’s prestigious World’s End, 5 Seal Cove Lane is a beautifully appointed residence thoughtfully designed for both leisure and lifestyle. Seconds to Seal Cove Beach, the property offers seamless indoor and outdoor living, architectural interest through coffered ceilings, custom cabinetry and cozy nooks, sun-drenched living spaces, a serene primary ensuite with dual walk-in closets and a versatile guest ensuite for dedicated home office, extended family or caretaker quarters. Surrounded by private, professionally landscaped grounds, the property offers exceptional spaces for outdoor dining, relaxation or play, complemented by an in-ground pool and fully equipped pool house with full kitchen, gas fireplace, built-in grill, outdoor shower, powder bath, retractable screens and storage, easily accommodating skiffs or additional recreational equipment. Rare opportunity to own an exceptional property in one of Hingham’s most coveted locations.

5 Seal Cove Ln, Hingham

Listing courtesy of Listing Agent: Kevin Caulfield from Listing Office: Compass.
$4,188,000
5 Beds ⋅ 8 Baths ⋅ 73576820 MLS
Situated on one of Newton's most premier South Side streets, this home offers luxury and elegance, perfect for entertaining today's modern family. 177 Baldpate Hill Road offers a fabulous open floor plan with breathtaking views of the Blue Hills and a peek of the Boston skyline. As you step inside, you are immediately amazed by the grandeur of the two story foyer. Highceilings, hardwood floors & large windows fill the home with tons of natural light. The main level features a living room with a fireplace, an elegant dining room, a large kitchen with breakfast island and breakfast nook, a spacious family room with fireplace and walls of windows and a slider leading out to a balcony over looking your pool. Completing the first floor is a paneled office/library, a powder room and mudroom with direct access to the 3 car garage. The 2nd floor features a gorgeous oversized primary suite with a spa like bathroom, soaking tub and a 2 oversized walk in closets .Three additional family bedrooms each with ensuite bath and breathtaking views complete this level. The finished lower level offers a media room/game room, bedroom. bathroom, sauna and exercise room. Direct access to the private patio and in-ground pool from the lower level. With spectacular views and luxurious architectural details, this property has it all. A must see!!

177 Baldpate Hill Rd, Newton

Listing courtesy of Listing Agent: The Jeff Groper Group from Listing Office: Coldwell Banker Realty - Newton.
$4,188,000
6 Beds ⋅ 4 Baths ⋅ 73565718 MLS
Privately nestled on 2.16 wooded acres in the prestigious Weston Golf Club and Pine Brook Country Club neighborhood, this exceptional 6-bedroom, 3.5-bath residence offers an elevated lifestyle of privacy, comfort and understated elegance. Surrounded by distinguished estate properties and tucked along a quiet private road, the beautifully maintained and thoughtfully updated home is moments from miles of conservation trails, major highways and top-rated Weston schools. An inviting open kitchen with gas cooking flows seamlessly into the spacious family room with custom built-ins, while the formal living and dining rooms are defined by walls of windows overlooking the serene landscape. The luxurious primary is a private retreat with vaulted ceiling, balcony, spa bath and two walk-in closets. Four additional upstairs bedrooms feature hardwood floors and generous closets. A versatile main-level office with separate entrance, custom built-ins, full bath and walk-in closet provides an exceptional private workspace, guest suite or in-law accommodation. The finished lower level offers a generous game/play room with bar, ideal for daily family use and entertaining. Central air and main-level laundry add everyday comfort. A spectacular screened porch and patio overlook the expansive, level backyard—an idyllic setting for outdoor entertaining, play and relaxation. An oversized 3-car garage provides abundant parking and storage, completing this remarkable offering.

26 Cart Path Road, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$4,165,000
4 Beds ⋅ 5 Baths ⋅ 73565909 MLS
Behind a classic white picket fence in the heart of Hingham Center, this exceptional home seamlessly blends timeless New England architecture with sophisticated modern living. Thoughtfully renovated with exquisite craftsmanship and designer finishes throughout, the home offers the rare combination of an open floor plan, exceptional privacy, and an unbeatable location. The heart of the home is a beautifully appointed chef's kitchen that flows into a gracious yet comfortable family room, creating the perfect setting for everyday living and entertaining. A dramatic wall of French doors opens to an extraordinary outdoor living space, extending the home into a private backyard retreat. Formal living and dining rooms, private office, spacious mudroom, two powder rooms, and a welcoming secondary entrance complete the main level. Upstairs, the elegant primary suite is joined by generously sized bedrooms accessed via the home's central staircase, while a separate staircase off the mudroom leads to a sun-filled bonus room overlooking the spectacular grounds -- ideal as a playroom, studio, or private guest retreat. The backyard is nothing short of extraordinary. Designed by acclaimed landscape architect Sean Papich, the grounds create a true private oasis. A sweeping bluestone patio flows directly from the family room to an outdoor kitchen pavilion, inviting al fresco dining throughout the seasons. Gather around the expansive fire pit, unwind among mature birch and evergreen trees, and enjoy terraced lawns framed by handcrafted stone walls, perennial gardens, and custom architectural landscape lighting that transforms the property after sunset. Completing this remarkable estate is a fully renovated modern barn unlike any other -- featuring polished concrete floors, a Fullswing (TM) golf simulator, surround sound, automated blackout shades, and flexible recreation or entertaining space that elevates the lifestyle well beyond the main residence. Additional highlights include a home gym, integrated whole-home sound system, smart lighting, and extensive exterior landscape lighting. A truly one-of-a-kind offering where classic Hingham charm meets exceptional design, luxury amenities, and resort-style outdoor living. All just moments from Hingham Square, restaurants, shops, schools, and the commuter boat & rail.

68 School Street, Hingham

Listing courtesy of Listing Agent: Christie O'Connor from Listing Office: Compass.
$4,100,000
5 Beds ⋅ 5 Baths ⋅ 73575238 MLS
These newly built luxury townhomes WITH ELEVATORS are a down-sizers dream but are spacious enough for a family. The rear residence offers the privacy and feel of a single-family home with its own private elevator, garage parking, and private yard. Magnificent open-concept living and entertaining areas, a chef's kitchen with sleek cabinetry and professional-grade appliances, and high-end finishes throughout. This 5 bedroom, 4.5 bathroom residence is right in the heart of COOLIDGE CORNER with all the bells and whistles. Walk to your favorite restaurants, shops, and parks. Schedule a private showing today!

125 Fuller Unit 125, Brookline

Listing courtesy of Listing Agent: The Matskevich Group from Listing Office: William Raveis R.E. & Home Services.
$4,095,000
3 Beds ⋅ 6 Baths ⋅ 73560395 MLS
There's a natural rhythm to how this Arts & Crafts home unfolds. Each space leads to the next with intention, drawing your eye outward to terraces and established perennial gardens, and beyond to the quiet of protected land. The architecture does the work here--rooms are generous without feeling overstated, and the transitions between them feel considered rather than forced. Light moves easily through the home, shifting the mood from morning to evening, whether it's a quiet start to the day or a full house gathered across indoor and outdoor spaces. Craftsmanship is evident throughout, with custom finishes that add depth without distraction. The layout offers flexibility--spaces that invite both retreat and connection--anchored by a setting that remains calm and private, yet close to the energy of town when you want it. It's a home that reveals itself over time, not all at once--where design, setting, and livability come together in a way that feels both grounded and lasting.

12 Somerset Road, Provincetown

Listing courtesy of Listing Agent: Mark Lynett from Listing Office: Gibson Sotheby's International Realty.
$4,045,500
4 Beds ⋅ 4 Baths ⋅ 73504181 MLS
Tucked within the gated enclave of Oyster Harbors, 93 Oyster Way blends coastal elegance with modern luxury. Sunlit interiors feature vaulted ceilings, hardwood floors, and inviting living and dining spaces overlooking a private backyard. The chef’s kitchen offers custom cabinetry, granite countertops, a large island, and premium Wolf and Sub-Zero appliances, opening to a family room and screened porch for seamless indoor-outdoor living.The primary suite is a serene retreat with dual walk-in closets, patio access, and a spa-like bath with soaking tub and walk-in shower. Additional bedrooms, en-suite baths, and a home office provide comfort and flexibility.A finished lower level includes a gym, office, and storage. Outdoors, a brick patio and stone wall frame a yard with room for a pool. Expansion potential is already in place for a second floor with 10-foot ceilings, offering a rare opportunity to grow within Oyster Harbors.

93 Oyster Way, Barnstable

Listing courtesy of Listing Agent: Kelly Powers Crosby from Listing Office: LandVest, Inc..
$4,000,000
5 Beds ⋅ 3 Baths ⋅ 73571777 MLS
A rare opportunity awaits high above the dunes of Hardings Beach to build the bluff house of your dreams. Nestled within the private enclave of Hall’s Bluff, this five-bedroom home boasts majestic, sweeping views of Nantucket Sound, Monomoy Island, and beyond. The sunsets are spectacular. Ownership includes deeded access to a neighborhood footpath leading directly to Harding's Beach and the Oyster River. Built in 1957, the house is in poor condition, but will be a wonderful project for the right buyer. The house is being sold as.

64 Harbor View, Chatham

Listing courtesy of Listing Agent: The Bohman Hartung Group from Listing Office: Gibson Sotheby's International Realty.
$4,000,000
5 Beds ⋅ 4 Baths ⋅ 73542491 MLS
A private estate spanning 11 spectacular acres, this distinguished 1912 residence offers timeless character and exceptional privacy in one of the Boston area's most coveted settings. The five-BR home features 4,500+ square feet of beautifully maintained living space blending classic architectural details with modern comfort. Grand living and dining rooms, a sun-drenched conservatory, and an intimate library create a sophisticated backdrop for entertaining. Center island chef's kitchen and FP'd family room. Period details include custom millwork, French doors, a spacious butler’s pantry and multiple fireplaces. Expansive porches and patios overlook lush gardens and sweeping grounds, leading to a tucked-away pool. An oversized 3-car carriage house with loft adds further versatility. This rare offering includes a separate buildable lot, providing an opportunity for expansion or legacy compound. Minutes to the commuter rail, major routes, and premier shopping. An irreplaceable opportunity.

157 Grove Street, Westwood

Listing courtesy of Listing Agent: Bell Property Partners from Listing Office: Compass.
$3,999,999
6 Beds ⋅ 6 Baths ⋅ 73568425 MLS
Tucked at the end of a desirable cul-de-sac in Chestnut Hill, this classic shingle-style residence offers four beautifully finished levels of living with a timeless traditional design. Hardwood floors, gracious room proportions, and a warm, inviting floor plan create a home equally suited for everyday living and entertaining.Featuring 6 bedrooms and 6 full bathrooms, the residence offers exceptional flexibility for family, guests, home offices, and additional living spaces. The finished walk-out lower level adds another dimension of usable space with direct access outdoors, while the three-car garage provides both convenience and ample storage.Beautifully landscaped grounds enhance the home’s curb appeal and sense of privacy, with the property set on approximately 25,000 square feet of land. Combining substantial living space, classic New England architecture, and a sought-after Chestnut Hill cul-de-sac location, this is a special opportunity to enjoy comfort, scale, and timeless character.

31 Kesseler Way, Newton

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.
$3,999,999
5 Beds ⋅ 6 Baths ⋅ 73496678 MLS
This beautiful Coastal New England / Nantucket-style shingle home overlooks scenic W. Dennis Beach and is abutted by Uncle Stephen’s Pond. Custom built in 2016 by Pecoy Signature Homes, the residence spreads 5-bedrooms and 5.5 baths over 4,834 square feet of thoughtfully designed living space, with natural light and water views showcased throughout. A gracious entry introduces an expansive open-concept layout. The main level features a stunning great room, private office, mudroom, laundry, and multiple dining areas, all centered around a showpiece chef’s kitchen. Appointed with an oversized quartz island, custom cabinetry, a vented NXR range, wet bar, and a generous walk-in pantry. The main-level primary suite offers an ensuite. Three ensuite bedrooms are located on the 2nd level the third-floor loft serves as a sophisticated lounge with wet bar, opening to a private deck with panoramic ocean views. The houses on Uncle Stephens share a private ocean beach (pictured).

10 Uncle Stephens Rd, Dennis

Listing courtesy of Listing Agent: Chris Bowser from Listing Office: Conway - Mattapoisett.
$3,999,500
5 Beds ⋅ 5 Baths ⋅ 73528794 MLS
Envision a carefree lifestyle in this exquisitely crafted, top-quality home with elevator to every floor. Extensively redesigned and practically rebuilt in 2007, no expense was spared in a complete reimagining of the home. Expansive rooms with custom installations, imported finishes and details, formal and informal tastefully created spaces - this home presents an oasis for modern living. Floor to ceiling window installations allow tremendous light to stream into every corner. Features include hand-tooled kitchen and bathroom cabinetry, top-of-the-line windows and doors, a primary suite with private deck and two large walk-in closets, a media room with radiant heated floor, and a barbecue great room leading out to a fantastic entertaining space, beneath a handsome custom-built pergola. A stunning landscape design impresses with gorgeous flowering perennials and mature trees, as well as a sweeping view of lush green lawn, surrounded by professionally manicured planting beds and bushes.

73 Countryside Road, Newton

Listing courtesy of Listing Agent: Brenda van der Merwe from Listing Office: Hammond Residential Real Estate.

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