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153 Shore Rd, Chatham
$9,495,000
3 Beds ⋅ 3 Baths ⋅ 73594589 MLS
Sparkling harbor views, afternoons by the pool, and expansive, private grounds on coveted Shore Road. Offered for the first time since 1987, "Offshore" encompasses more than an acre - a rare opportunity to enjoy a remarkably private estate-like setting in the heart of Chatham. Beyond the house, a surprising expanse of lawn and gardens unfolds, its scale and privacy revealed only when you explore the grounds. Inside, gracious, generously proportioned rooms and timeless Cape Cod character create an inviting setting for entertaining, gathering with friends, or savoring a quiet afternoon. Views of Chatham Harbor, North Beach, and the Atlantic provide a lovely backdrop from the main living areas, while upstairs windows frame picture-perfect coastal scenes. A spacious first-floor primary suite offers comfort and ease. A carriage-style garage completes the property, just moments from Chatham Bars Inn, the Fish Pier, Lighthouse Beach, and Main Street. Whether enjoyed as it is today or thoughtfully reimagined, this special property invites its next owner to create a lasting legacy along one of Chatham's most iconic streets.

153 Shore Rd, Chatham

Listing courtesy of Listing Agent: Sarah Keith from Listing Office: eXp Realty LLC.

396 Baxters Neck Rd, Barnstable
$6,950,000
4 Beds ⋅ 7 Baths ⋅ 73594118 MLS
Set within the coveted Baxters Neck enclave, this exceptional waterfront estate home has been reimagined by architects and leading designers, with a thoughtful floorplan suited to both family living and grand entertaining. A dramatic two-story living room with a double-sided gas fireplace flows into a beautifully appointed chef’s kitchen and an expansive breakfast room with seating for 20. Walls of glass open to a private outdoor retreat featuring a heated pool, hot tub, stone patios, lush lawns and sweeping water views. A private dock on Prince Cove provides direct boating access to North Bay and Nantucket Sound beyond. Additional amenities include a luxury game room with access to outdoor decks, a media room, bunk room, indoor pool, spacious bedrooms, a dedicated home office and a three-car garage. This exceptional property is a pleasure to show, by appointment only.

396 Baxters Neck Rd, Barnstable

Listing courtesy of Listing Agent: Brian Dougherty from Listing Office: Corcoran Property Advisors.

16 Red Coat Hill, West Tisbury
$6,500,000
6 Beds ⋅ 7 Baths ⋅ 73594019 MLS
Private West Tisbury Oasis – Modern Luxury on 4.85 Acres Built by the highly regarded Novo Builds and designed by acclaimed architect Zander Auerbach, this newly constructed estate in the heart of West Tisbury offers the perfect blend of architectural sophistication, privacy, and resort-style amenities. Set on 4.85 acres, the main residence spans 3,806 square feet with an additional unfinished 2,916 square feet of lower-level featuring 9-foot ceilings. The heart of the home is a stunning 45-foot great room with soaring 16-foot vaulted ceilings, creating a dramatic open-concept living and entertaining space. The residence includes four private en-suite bedrooms and four-and-a-half bathrooms, along with a den or home office and an attached two-car garage. Outdoor living is elevated with a nearly 1,000-square-foot deck, a PebbleTec swimming pool surrounded by a stone patio and lush landscaping, and outdoor shower. A separate 942-square-foot guest cottage offers two bedrooms and one full bathroom, ideal for guests. This thoughtfully designed property offers a rare opportunity to own a turnkey retreat that embodies modern Vineyard living at its finest—private, luxurious, and designed for seamless indoor-outdoor enjoyment.

16 Red Coat Hill, West Tisbury

Listing courtesy of Listing Agent: Joseph Holland from Listing Office: Vineyard Dream Realty LLC.

195 Brattle Street, Cambridge
$7,500,000
5 Beds ⋅ 5 Baths ⋅ 73593657 MLS
There are houses distinguished by their architecture, others by the people who have lived in them, and a rare few where the two come together to create something truly extraordinary. 195 Brattle Street is one of those houses. Designed in 1896 by noted architect H. Langford Warren for Harvard professor and pioneering theater educator George Pierce Baker, this remarkable Queen Anne/Shingle-style residence has been lovingly restored with an exceptional eye for design and a deep respect for its architectural heritage.From the beginning, the house was conceived with beautifully proportioned rooms and a thoughtful floor plan that works as well for contemporary family life as it did more than a century ago. Everywhere you look, there is something special to discover, a beautifully carved bench, an exquisite leaded glass window, an inviting nook, or a stunning mantle. At its heart is a magnificent front living hall with an extraordinary paneled inglenook and fireplace. In restoring the house, the current owners preserved these wonderful details and thoughtfully recreated those lost over time, allowing the original architecture to guide their work. With approximately 4,700 square feet, 5 bedrooms, and 4.5 bathrooms, the house offers generous space for family and friends while retaining a remarkable sense of warmth and intimacy. Set on an 11,000-square-foot corner lot, nestled among some of Cambridge's most beautiful homes, the property includes a surprisingly private garden and expansive lawn, upper terrace, lower patio, and parking for two cars accessed from Lakeview Avenue. A rare opportunity to become part of the story of one of Cambridge's most distinctive homes.

195 Brattle Street, Cambridge

Listing courtesy of Listing Agent: The May Group from Listing Office: Gibson Sotheby's International Realty.

44 River Ln, Duxbury
$6,400,000
4 Beds ⋅ 4 Baths ⋅ 73593324 MLS
Set along the Bluefish River and Duxbury Bay, 44 River Lane is one of Duxbury’s most iconic waterfront properties, home to the beloved “Perfect Tree.” Panoramic views stretch from Bluefish River Bridge to Clark’s Island and beyond, creating a picturesque setting that is private and serene. Nearly 900 feet of shoreline, provides you many choices for placing moorings. The private wharf with new pilings in 2022, leads to the gangway and float where you can tie up your boat and access to the swim ladder. Completely renovated and expanded in 2020, the home pairs timeless architectural detail with thoughtfully designed living spaces. Expansive kitchen features a large island, butler’s pantry with additional refrigerator and sink, and is open to the dining area with French doors to the patio and sweeping river views. A front to back living room with fireplace, built-in cabinetry and views of the river and the Bay, provides an inviting setting for entertaining. The spacious family room with cathedral ceiling and walls of windows offer spectacular views of the river and sunsets. A first-floor bedroom with a private bath offers flexibility and comfort. Upstairs, there are three spacious bedrooms and two baths, including the primary suite. With its extraordinary shoreline and beautiful views, 44 River Lane offers a distinctive connection to Duxbury Bay and beyond.

44 River Ln, Duxbury

Listing courtesy of Listing Agent: Reggie Irving from Listing Office: Coldwell Banker Realty - Duxbury.

145 Forest St, Sherborn
$9,500,000
5 Beds ⋅ 10 Baths ⋅ 73592555 MLS
Welcome to “Kettle View Cottage,” a truly one-of-a-kind estate where timeless architecture, extraordinary craftsmanship, and an incomparable connection to nature come together. Originally built in 2012 and the recipient of the distinguished Bulfinch Award in 2014, this exceptional 8,715-square-foot residence has since been extensively reimagined and expanded by the current owners for comfortable everyday living and grand entertaining. Set on 3.4 acres overlooking Farm Pond with one-third ownership of the island, this private retreat offers a lifestyle rarely found in Sherborn. Stroll through the gardens and orchard, follow the fern-lined woodland path, or make your way to the newly renovated boathouse, dock, and private pond access for swimming, kayaking and enjoying the water. Inside, walls of glass, soaring ceilings, elegant architectural details, and thoughtful custom spaces create an inviting sense of scale. Throughout the home, the views are intentionally focused toward the outdoors, bringing the landscape into the heart of the home. The kitchen is complemented by high-end Viking and Miele appliances, a wood-burning fireplace, and a warm, inviting eat-in setting that connects seamlessly to the butler’s pantry, dining room, and family room. A dramatic second staircase, added as part of the expansion, leads to a refined second level. The expanded primary suite features dual baths and dressing rooms, with four additional bedrooms and baths upstairs. One bedroom is currently being used as a handsome office overlooking the pond with custom built-ins. Designed for wellness and recreation, the home offers a gym, sauna, massage room, salon, billiard room, media spaces, and multiple gathering areas. Outdoors, extensive new landscaping, stone patios, an outdoor kitchen, fire pit, hot tub, gardens, and more come together to create a true private resort. With four heated garage bays, a whole-house generator, extensive infrastructure upgrades, and impeccable attention to detail throughout, Kettle View Cottage is an extraordinary expression of sophisticated country living.

145 Forest St, Sherborn

Listing courtesy of Listing Agent: The Bohlin Group from Listing Office: Compass.

200 Crows Pond Road, Chatham
$6,495,000
5 Beds ⋅ 6 Baths ⋅ 73592001 MLS
Timeless Cape Cod architecture meets refined coastal living at this exceptional new North Chatham compound along Crows Pond Road. Set on nearly an acre and designed by Schneeberger Collective, the five-bedroom residence blends classic cedar-shingle detailing and covered porches with sophisticated interiors and effortless indoor-outdoor living. A gracious entry opens to a flowing kitchen, dining area, and great room designed for gathering and entertaining, complemented by a private study, mudroom, laundry, and powder room. The first-floor primary suite offers walk-in closets and a spa-inspired bath with soaking tub. Upstairs, a second luxurious primary suite features cathedral ceilings, walk-in closets, and an elegant ensuite bath, alongside a guest suite, two additional bedrooms full bath, and second laundry. Beyond the rear porch, lush lawns frame an 18' x 36' gunite pool and expansive Chatham Blue granite patio. A pool cabana with kitchenette, bath, and outdoor shower creates a resort-like setting, while a detached barn-style two-car garage with loft adds versatility. The property is currently under construction, with completion anticipated in summer 2027.

200 Crows Pond Road, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.

5 Deer Path Lane, Weston
$6,495,000
6 Beds ⋅ 8 Baths ⋅ 73591991 MLS
A true masterpiece awaits! This stunning, newly-constructed home offers the pinnacle of luxury living on Weston’s coveted Southside. The dramatic, 2-story foyer flows seamlessly into both formal and informal spaces. The dining / living room is optimal for family gatherings & entertaining, and the custom kitchen w/an exceptional quartz island, high-end appliances and wet bar adjoins a generous eat-in area and fireplaced family room overlooking the beautiful grounds. There is also an ensuite bedroom/office, large mud room, pantry and powder room on this floor. A stunning, white oak staircase with glass railings leads to the 2nd level featuring an elegant primary suite with a gorgeous, spa-like bath and grand, walk-in closet, three ensuite bedrooms and laundry. The lower level offers a bar area and recreation room, ensuite bedroom, media room with potential for a golf simulator, gym and full bath with sauna. The expansive outdoor space has a lovely patio with a fire pit and kitchen, and there is a potential for a pool, pool house and more. Conveniently located close to top-rated schools, Weston / Wellesley town centers, trails and commuting routes.

5 Deer Path Lane, Weston

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.

55 Captain Miles Ln, Concord
$6,795,000
6 Beds ⋅ 8 Baths ⋅ 73591148 MLS
Set along one of Concord’s most prestigious and distinguished streets, 55 Captain Miles Lane is an extraordinary private estate offering an exceptional combination of timeless elegance, architectural sophistication, and resort-style living. Spanning approximately 11,500 square feet across 1.5 acres of beautifully landscaped grounds, this remarkable residence offers a rare opportunity to experience luxury living on an entirely different scale. Designed for both refined everyday living and unforgettable entertaining, the home features grand yet inviting living spaces, exquisite craftsmanship, and an exceptional collection of amenities. A private 15-seat movie theater, professional entertainment bar with a dedicated stage and sound system, fully equipped fitness center, and expansive recreation areas create an experience rarely found in a private residence. The thoughtfully updated kitchen, elegant gathering spaces, and seamless indoor-outdoor flow further elevate the home's appeal. Outdoors, a spectacular private retreat awaits, featuring a newly redesigned 45-foot saltwater pool with an adjoining spa, sport court, expansive stone terraces, fire pit, and beautifully curated gardens. A heated screened porch, pergola, sophisticated landscape lighting, and integrated outdoor audio create an extraordinary setting for entertaining throughout the seasons, all surrounded by mature landscaping and peaceful conservation views. Enhanced by comprehensive smart-home technology and significant recent improvements, the estate offers modern convenience without compromising its timeless character. An exceptional offering in one of Concord’s most coveted locations, where privacy, luxury, and an extraordinary collection of lifestyle amenities come together to create a destination unlike any other.

55 Captain Miles Ln, Concord

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.

78 Plantingfield Way, Edgartown
$6,125,000
4 Beds ⋅ 6 Baths ⋅ 73590664 MLS
Set within one of historic Edgartown Village’s most coveted neighborhoods, this gracious 4-bedroom, 5.5-bath home with guest suite is a rare opportunity to acquire a true heirloom property. Inside, a grand foyer, soaring ceilings and generously proportioned rooms create an atmosphere of understated elegance, while beautiful wood floors and custom millwork throughout, add character and a sense of history. Interior photos coming soon. The thoughtful floor plan flows seamlessly from one living space to the next, making the home as comfortable for quiet evenings as it is for entertaining family and friends. Two fireplaces anchor the principal gathering spaces, adding charm through every season. Adding a truly one-of-a-kind touch in the dining room, trompe l’oeil murals by Linda Carnegie bring scenes of Edgartown indoors as works of art. The first-floor primary suite is a private retreat, complete with custom closets and cabinetry. The spa-like full bath features a sunken tub, and the suite opens to its own private deck with an outdoor shower. The living extends outdoors through an impressive collection of spaces designed for relaxed island days and long summer evenings. Multiple decks provide room to dine and lounge, while the screened porch offers a shaded retreat from morning coffee to sunset cocktails. Surrounding it all, lush gardens designed by Donaroma’s bring color, texture, and privacy, with each season offering something new to admire. Above the garage, a separate guest suite offers its own kitchen, full bath, and private entrance – ideal for visiting family, extended-stay guests, a caregiver, or an independent retreat for older children. With its refined interiors, beautiful grounds, and prized location just moments from Edgartown’s shops, restaurants, harbor, and historic waterfront, this exceptional property is a unique opportunity.

78 Plantingfield Way, Edgartown

Listing courtesy of Listing Agent: Dawn Bellante from Listing Office: Sandpiper Realty, Inc..

80 Gansett Rd, Falmouth
$7,995,000
9 Beds ⋅ 8 Baths ⋅ 73590614 MLS
Privately set on 1.95 beautifully landscaped acres in the coveted Gansett neighborhood of Woods Hole, this distinguished 1930 Colonial estate captures the essence of refined Cape Cod living. Days unfold between the heated saltwater pool, expansive lawns, private association beach overlooking Quissett Harbor, and deeded access to Little Gansett Beach, while the restaurants, cafés, waterfront, and village life of Woods Hole are nearby. Rich in architectural character and thoughtfully expanded over time, the property offers an exceptional combination of privacy, gracious entertaining spaces, and effortless access to the water. Offering more than 8,500 square feet of living space, nine bedrooms, seven full baths, and one half bath, the residence provides remarkable flexibility for family and guests. At the heart of the main house is a chef's kitchen appointed with a Wolf range and Sub-Zero appliances, complemented by a charming breakfast nook, formal dining room with fireplace, laundry room, and mudroom. A first-floor primary suite provides gracious single-level living, while a handsome den, fire placed living room, and sunroom offer beautifully proportioned spaces for intimate gatherings and larger-scale entertaining. Upstairs, a second primary suite enjoys water views, a walk-in closet, and private bath. A second-floor library, two additional bedrooms sharing a full bath, three smaller bedrooms with another shared bath, and an original telephone closet preserve the home's distinctive character and 1930s heritage. A substantial addition creates an exceptional second living environment, anchored by a dramatic cathedral-ceiling great room with fireplace and an adjoining sitting room. A galley kitchen appointed with Gaggenau appliances, one bedroom, two baths, and a lower-level office provide exceptional flexibility for extended family and guests. This wing also includes a generous bonus family room-ideal for game nights, movie evenings, or memorable gatherings-as well as an additional room accessed from the exterior patio, offering even more versatile guest space. French doors open to a private patio and firepit, seamlessly extending the living and entertaining areas outdoors. The grounds are equally impressive, with mature professional landscaping framing the heated saltwater pool, koi pond, sweeping lawns, and multiple areas for outdoor entertaining and relaxation. Ownership includes access to a private association beach overlooking picturesque Quissett

80 Gansett Rd, Falmouth

Listing courtesy of Listing Agent: Kerrie Marzot from Listing Office: Sotheby's International Realty.

334 Hammond St, Newton
$7,995,000
8 Beds ⋅ 9 Baths ⋅ 73590108 MLS
334 Hammond Street presents a rare opportunity to own a distinguished Georgian Revival residence, lovingly maintained and thoughtfully evolved by the same family for the past 25 YEARS. Set back from the road behind its classic brick façade, this circa-1900 home is remarkably understated from the street, revealing an unexpected sense of scale and versatility within. Generously proportioned rooms, beautifully preserved architectural character, and restored Palladian windows speak to the home’s history, while thoughtful updates and a more contemporary rear addition reflect the way it has evolved for modern living. With 8 bedrooms, expansive gathering spaces, and a finished lower level complete with an in-law suite, the floor plan offers exceptional flexibility for family, guests, work, and entertaining. One of the property’s most distinctive features is the detached indoor swimming pool, creating a private retreat that can be enjoyed in every season. Carefully cared for through the years, 334 Hammond Street offers the character and presence of a historic Newton home together with the space and adaptability to serve its next generation for years to come!

334 Hammond St, Newton

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

11 Chestnut Street, Boston
$7,990,000
5 Beds ⋅ 6 Baths ⋅ 73589980 MLS
Located on coveted Chestnut Street in Beacon Hill, this south-facing residence underwent an extensive renovation by Holland following its purchase in 2018, blending French-inspired elegance with modern luxury. The chef’s kitchen offers a Lacanche range and expansive wood island, opening to a private patio with a gas fireplace and grill. Versailles parquet and chevron flooring, eight fireplaces, and exceptional craftsmanship distinguish the interiors. A grand living room with three stately windows connects to a living room and library/office. A private spa features an infinity pool and hammam with steam room. An elevator serves all five floors, including a luxurious primary suite with a marble bath and sitting room. The top-floor family room features original exposed beams and skylights. A remarkable home pairing historic character with beautifully appointed spaces for everyday living and entertaining. 11 Chestnut Street is steps away from the Boston Common, Public Garden, State House, Charles River Esplanade, Back Bay, and the fine boutiques and restaurants of Charles Street.

11 Chestnut Street, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

70 Myrtle St, Boston
$6,250,000
5 Beds ⋅ 6 Baths ⋅ 73589849 MLS
A truly one-of-a-kind Beacon Hill residence, 70 Myrtle Street preserves the historic charm and curb appeal of its original exterior while offering the rare advantages of a 2019 new build within. Reconstructed from the ground up—including a newly excavated, deepened lower level—this exceptional home blends timeless architectural details with sophisticated modern design, systems, and amenities. Ash floors, reclaimed American White Oak used for built ins, hot water loop ensures hot water is immediately available in all bathrooms - no waiting to come up from basement, restored original elements, floating stairs, gas and wood-burning fireplaces, radiant heat bathroom and kitchen floors, smart-home controls, whole-house audio, zoned HVAC, and premium fixtures create an exceptional living experience. The Bulthaup kitchen features Gaggenau, Miele, and Sub-Zero appliances. Spa-like baths, a private primary-suite balcony, wine cellar, sauna, gym, and custom storage complete the interiors. Rare private outdoor space includes a landscaped, lighted patio with powered doors, Kalamazoo outdoor kitchen, gas and water service, and a permanently plumbed natural-gas fire table—an extraordinary Beacon Hill retreat. Live the life you were always meant to live, on the peak of Beacon Hill.

70 Myrtle St, Boston

Listing courtesy of Listing Agent: Bill Patterson from Listing Office: Craft Realty.

434 Sea View Ave, Barnstable
$6,600,000
5 Beds ⋅ 8 Baths ⋅ 73589132 MLS
Architecturally stunning and beautifully appointed, this exceptional residence is set within one of Cape Cod’s premier resort communities. Perfectly sited on 2.44 acres, the elegant home combines exquisite craftsmanship and refined detailing with a warm, inviting sense of style and ambiance. Nearly 5,000 square feet of custom-designed living space flows seamlessly from one room to the next, creating an ideal setting for both sophisticated entertaining and relaxed everyday living. The spacious living room is designed for both grand-scale entertaining and comfortable everyday living, featuring a handsome wet bar and seamless access to the light-filled sunroom overlooking the resort style pool. The dining area provides an inviting setting for formal gatherings, while the beautifully appointed kitchen with a generous center island, granite countertops, and custom backsplash, serves as the heart of the home. Refined millwork and thoughtful architectural details throughout add a timeless sense of elegance. The luxurious primary suite offers a spa-inspired bath, private sitting area, and separate office. The second-floor features three en-suite bedrooms, complemented by a fourth en-suite bedroom with a private balcony above the two-car garage. The outdoor setting is a defining feature of the property. A striking in-ground pool, pool house, fire pit, and beautifully designed landscaping create an inviting backdrop for summer entertaining and relaxed afternoons at home. Multiple outdoor spaces are framed by the grounds, while the long driveway and substantial acreage provide a welcome sense of seclusion. A distinctive offering on one of Osterville’s premier residential streets, this is a property that brings together architectural character, exceptional outdoor living, and privacy in a coveted Cape Cod setting. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

434 Sea View Ave, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .

114 Quaker Rd, Falmouth
$10,300,000
4 Beds ⋅ 5 Baths ⋅ 73586679 MLS
Spectacular new construction on Buzzards Bay in coveted West Falmouth. Privately set on 4.5 acres at the end of a long drive, this exceptional waterfront residence offers 350’ of private, soft white sandy beach and breathtaking 180° west-facing views with unforgettable sunsets. Quality built by a respected local builder, the home is elevated and constructed to today’s flood standards. Featuring 4 bedrooms, 4.5 baths, elevator and 2-car garage. A gorgeous chef’s kitchen with generous island opens to a dramatic great room with soaring ceilings. Expansive windows capture stunning water views from nearly every room. The beach is protected by jetties and adjacent to Little Island Beach and preserve. An extraordinary private coastal setting close to West Falmouth Harbor, Shining Sea Bikeway and West Falmouth Tennis Club. A rare combination of new construction, acreage, privacy and exceptional beachfront.

114 Quaker Rd, Falmouth

Listing courtesy of Listing Agent: O'Neill Group from Listing Office: .

143 Bayberry Way, Barnstable
$16,500,000
8 Beds ⋅ 11 Baths ⋅ 73586293 MLS
Set along the soothing waters of West Bay, this exceptional waterfront estate, with approx. 400' of waterfront, captures magnificent western exposure, offering ever-changing views of boats navigating to and from the harbor and spectacular evening sunsets dancing across the water. This 'Wianno Head' area is one of the most coveted areas of Osterville with large, private estate settings. This property also benefits from protected conservation 'Land Trust' land directly across from its gated entrance to the property. The main residence encompasses warm, luxurious living spaces, distinguished by extensive custom millwork, custom stone, tile and brick work, and refined architectural details throughout. The gourmet kitchen and butler's pantry are designed to delight, while the grand living room and adjoining dining room provide an elegant setting for entertaining. A sunroom overlooks the water, while the inviting family room and adjacent dining area create comfortable spaces for everyday living. The residence offers a 1st floor bedroom suite, and the 2nd floor provides three bedroom suites and a glorious master suite with his-and-her bathrooms and dressing rooms, a private sitting room, and a deck with exceptional water views. The third floor features an additional bedroom and bath, a family room, and a charming widow's walk overlooking the surrounding landscape and bay. A finished lower level provides additional flexible living and recreational space. A separate two-bedroom, two-bath carriage house offers a full kitchen and living room, providing an ideal private retreat for guests and extended family. Encompassing three acres of beautifully landscaped, park-like grounds, that are irrigated by a private well, the property offers an extraordinary sense of privacy. Manicured lawns and gracious mature trees frame an inviting PebbleTech-finish pool, an expansive terrace, perfectly suited for outdoor entertaining and enjoying unforgettable sunsets. Steps lead down to the water's edge, where a private sitting area provides a peaceful place to take in the views. A permanent deep-water dock on West Bay complete this remarkable waterfront setting. The prestigious Wianno Club and Oyster Harbors Club, as well as Nauticus Yacht Club, Crosby Boatyard, and the numerous shops and restaurants in the village, are only minutes away. All information stated here in or verbally stated, should be verified by the Buyer(s) and their representatives.

143 Bayberry Way, Barnstable

Listing courtesy of Listing Agent: John Hopkins from Listing Office: Frank Sullivan Real Estate, LLC.

57 Hancock St, Boston
$9,900,000
5 Beds ⋅ 7 Baths ⋅ 73585937 MLS
Grand iconic corner building has just undergone a complete restoration into one of the finest single family homes on Beacon Hill. An extremely rare corner home has stood in this location since 1870 and still posses the papyrus capitals on the entryway columns to mark the style. This sun filled corner property maintains three exposures, 65 windows, ceiling heights ranging from 9-11 to 11-7, three roof decks, courtyard and a sweeping top to bottom staircase that begins in a grand entryway and ends at a dramatic 8 window cupola that truly must be seen. This tremendous home offers substantial curb appeal, three magnificent bays, gracious rooms and architectural detail. Property amenities include elevator, two wet bars, three gas fireplaces, entertainment club level with roof deck, three laundries, top floor media room, three parking spaces, and much more. Spectacular opportunity in one of Boston's most historic and desirable neighborhoods.

57 Hancock St, Boston

Listing courtesy of Listing Agent: Glenn Forger from Listing Office: Olde Forge Realty.

54 Patten Road, Shelburne
$6,900,000
6 Beds ⋅ 5 Baths ⋅ 73585770 MLS
An extraordinary country estate where timeless architecture, exceptional craftsmanship, and a magnificent natural setting come together across approximately 150 acres. Established farm lanes and wood roads wind through open meadows and woodlands, leading to a potential house site framing one of the area’s most spectacular southerly views, extending across the Mount Holyoke Range and its iconic Seven Sisters. The residence located at the entrance was thoughtfully reimagined while preserving the character of its antique timber frame. Original beams, posts, and stone fireplaces remain integral to the design, complemented by reclaimed wood floors, rustic wood walls, custom architectural details, and exceptional finishes. The open-concept design is centered around a beautifully appointed kitchen that flows seamlessly into the dining and living areas, creating an inviting setting for both everyday living and entertaining. A separate living area offers additional space to gather or unwind. A distinctive two-story private guest wing offers exceptional privacy and flexibility for family and guests. The result is a home that feels warm and inviting yet sophisticated and rich in character and overlooks rolling open meadows and long range views.. Equally impressive is the transformation of the multi-level converted barn into an extraordinary multi-use building, a one-of-a-kind offering within this remarkable country setting. Exceptional craftsmanship and meticulous attention to detail are evident throughout. Beautifully appointed offices, conference and gathering areas, a full kitchen, private balconies, glass wall partitions, and a custom lift for easy access. The expansive lower level provides generous space for cars, recreational equipment, a gym, agricultural or workshop use, along with a full bath, laundry, and dog wash. The grounds feature extensive stonework, lush gardens, an outdoor kitchen, custom fire pit, ponds, stone walls and walkways, outbuildings, garden shed, chicken coop, automated entrance & field gates, all enhanced by beautifully designed outdoor lighting. Conveniently located 10 minutes from I-91 and Shelburne Falls, 1 hour to Bradley Airport and 2 hours from Boston. This remarkable and rare opportunity must be experienced in person to fully appreciate its setting, scale, and quality.

54 Patten Road, Shelburne

Listing courtesy of Listing Agent: Wanda Mooney from Listing Office: Coldwell Banker Community REALTORS®.

141 Eel River Rd, Barnstable
$15,850,000
8 Beds ⋅ 9 Baths ⋅ 73585729 MLS
Set on 2.35 beautifully landscaped acres along Eel River, this exceptional Osterville waterfront estate enjoys western exposure, sweeping water views, and a substantial deep-water dock with direct access to Nantucket Sound. The setting is defined by an extraordinary combination of privacy, scale, and waterfront amenities, creating a rare sense of arrival and an exceptional connection to the water. The six-bedroom main residence offers approximately 7,000 square feet of living space, with a gracious floor plan designed to take full advantage of the setting. From the grand foyer, panoramic water views immediately draw the eye through the home and toward the expansive grounds and waterfront beyond. The main level offers generous living and entertaining spaces, while the second floor features a spacious primary suite with fireplace, walk-in closet, and private bath, along with five additional bedrooms. The lower level includes a recreation room, exercise room, and abundant storage, with an attached two-car garage. The waterfront grounds are the centerpiece of the property. An expansive pool, glass-enclosed pool house, and substantial deep-water dock create an exceptional setting for summer living, boating, and entertaining. The western exposure brings beautiful afternoon and evening light across the water, while the location provides direct access to Nantucket Sound. A separate two-bedroom carriage house with attached two-car garage and private patio provides comfortable accommodations for guests and extended family. Osterville Village, with its high-end shops and refined dining, is close at hand, as are the area’s renowned golf clubs. With its extraordinary acreage, western water views, deep-water access, pool, guest accommodations, and exceptional privacy, this is a waterfront estate of uncommon scale and presence. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

141 Eel River Rd, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .

15 Vinson Circle, Winchester
$18,000,000
6 Beds ⋅ 7 Baths ⋅ 73585235 MLS
A NEW BENCHMARK FOR LUXURY LIVING IN WINCHESTER. Introducing a truly one-of-a kind estate—an extraordinary new residence created without compromise on approximately one private acre at the end of a cul-de-sac. Encompassing nearly 10,000 SF, 21 rooms, 6 bedrooms and 7 baths, this remarkable property brings together architectural presence, exceptional craftsmanship, advanced technology and resort-caliber amenities rarely found in a single Greater Boston residence.Beyond its gated entrance and heated driveway, sophisticated interiors unfold through grand entertaining spaces, a statement chef’s kitchen, library/office with wet bar, glass-enclosed fitness studio, acoustically designed cinema, wine lounge and underground wine cellar. The exceptional primary suite features a luxurious dressing room and dramatic two-tier panoramic veranda overlooking the grounds.Outside, the estate transforms into a private resort: spectacular pool with waterfall, integrated spa, flame features and automatic cover; covered outdoor kitchen; sunken conversation lounge with central fire feature; covered dining terrace with fireplace; and beautifully designed grounds offering extraordinary privacy.Behind the elegance is equally impressive infrastructure: 18 heating zones, 9 cooling zones, 600-amp electrical service, approximately 2.5M BTU gas capacity, integrated AV/security, automated gated entry and a 3-car climate-conscious auto lounge with porcelain flooring and dual EV charging.Minutes from Winchester Center and convenient to Boston, this is far more than exceptional new construction. It is a meticulously conceived private estate where architecture, technology, wellness, entertainment and resort living converge—created for the buyer seeking something that simply cannot be replicated.

15 Vinson Circle, Winchester

Listing courtesy of Listing Agent: Anthony Marino from Listing Office: The Marino Group Collection.

600 Summer St, Manchester
$6,450,000
5 Beds ⋅ 6 Baths ⋅ 73585134 MLS
Privately set at the end of a long, winding drive, this exceptional Manchester-by-the-Sea estate spans more than 21 acres across Manchester and Gloucester, with sweeping lawns, mature gardens and beautiful views toward the Atlantic. Remarkably private yet moments from the village and coast, the property also enjoys deeded access across Summer Street to the beach. Originally built in 1917, the residence was extensively renovated and expanded, taken down to the studs while preserving its architectural character. Salvaged doors, fireplaces and historic materials—including marble from the nearby Coolidge Estate—were incorporated alongside new systems, windows, plumbing, electrical and HVAC. The result is an approximately 6,879-square-foot home that feels established, warm and timeless.Beautifully scaled interiors feature custom millwork, eight fireplaces and inviting spaces for both entertaining and everyday living. The renovated kitchen opens to informal dining and sitting areas, complemented by a living room, library, formal dining room and fireplaced family room. The primary suite offers a fireplace, luxurious bath, dressing room and private deck, with four additional bedrooms and a third-floor recreation room. Outside, rolling lawns and colorful gardens surround a saltwater Gunite pool and spa with ocean views. A newly built 621-square-foot pool house, centered around a striking antique fireplace, features vaulted ceilings, warm wood finishes, a full kitchen, bath and dedicated laundry. Substantial yet welcoming, this extraordinary estate combines privacy, historic character and relaxed North Shore living.

600 Summer St, Manchester

Listing courtesy of Listing Agent: Lanse Robb from Listing Office: LandVest, Inc., Manchester -by-the-Sea.

4 Gloucester Street, Boston
$17,675,000
7 Beds ⋅ 8 Baths ⋅ 73584705 MLS
Featured in The Wall Street Journal’s Mansion section, this nearly 10,000 SF Back Bay townhouse blends contemporary design with classical character across five full floors. With seven bedrooms, six full baths, and two half baths, it offers a thoughtful layout for everyday family life and entertaining. Its unusually wide footprint allows for generous rooms, while light from three sides gives the home an airy feel. A marble foyer leads to a chef’s kitchen, sunlit family room, dining room, and expansive living room, where soaring ceilings, floor-to-ceiling windows, and fireplaces bring warmth and scale. The second floor is anchored by a primary suite with a fireplace, dual dressing rooms, and a spa-inspired bath with a soaking tub and glass rain shower. An office or nursery and a dedicated laundry room add flexibility and convenience. The third floor features four oversized bedrooms and two full baths, giving children or guests a space of their own. On the top floor, a bright living or game room offers space for movie nights, entertaining, or a quiet evening in. This level also includes a kitchen, full bath, and roof access with potential for a private roof deck. The garden level adds flexibility and function, with a home gym, a two-bedroom, two-bath suite with its own kitchen for extended family or guests, an office with a fireplace, laundry, a private patio, and abundant storage. A large elevator serves every level, and four direct parking spaces complete the home. With room to gather, retreat, and grow, this home offers a rare kind of townhouse living in the heart of Back Bay.

4 Gloucester Street, Boston

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

12 Boldwater Road, Edgartown
$9,500,000
8 Beds ⋅ 11 Baths ⋅ 73584420 MLS
A winding approach through 9.8 acres sets the tone for 12 Boldwater Road: a private Edgartown estate of uncommon scale and distinction. At its heart stands a seven-bedroom, ten-bath residence designed by Robert A.M. Stern. A gracious foyer introduces light-filled interiors, a dramatic post-and-beam living room, multiple fireplaces, and a gourmet kitchen equally suited to intimate dinners and large gatherings. The grounds offer the ease of a private resort. Spend the day beside the heated 20' x 60' pool, or retreat to the pool house with an exterior hot tub, complete with a fully equipped gym, sauna, massage room, and screened porch with fireplace. Every element of the property invites a slower, more considered way of living on the Vineyard. The Boldwater Association membership adds access to a private ocean beach, boat landing, tennis, and pickleball courts. Together with the estate’s remarkable privacy, these amenities offer a compelling balance of seclusion and coastal recreation. Architectural heritage, expansive land, and a setting designed to be enjoyed across generations make 12 Boldwater Road an extraordinary Vineyard offering.

12 Boldwater Road, Edgartown

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.

341 Standish St, Duxbury
$34,000,000
12 Beds ⋅ 18 Baths ⋅ 73584065 MLS
One of the finest coastal properties to exist across New England, Goose Point is a multigenerational family compound that has been thoughtfully designed and curated over decades of loving stewardship. Set across nearly 25 acres with more than 1,000 feet of direct waterfront and private beach, Goose Point features an established and extraordinary landscape that feels more like a private London park with mature trees, nature trails, a 2 acre lake, private gardens and orchards. Created by the master artisans, stone masons, craftsmen and landscape designers, Goose Point is a rare expression of permanence and place. A collection of stunning residences and gathering spaces are carefully sited throughout the property, ensuring ideal entertaining and private guest spaces from the Main House to the Beach House, Dock House, Pavilion, pools, gardens, Boat House and Barn. Goose Point confers a profound sense of belonging, and a place designed not simply for living, but legacy. Remarkably, this private coastal world lies just 35 miles from Boston and within easy reach of Logan Int'l Airport, world renowned medical, academic, and cultural institutions.

341 Standish St, Duxbury

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

74 Garrison Ln, Barnstable
$16,000,000
7 Beds ⋅ 13 Baths ⋅ 73584008 MLS
Privately set behind a gated drive on two acres along Eel River, this remarkable Osterville waterfront estate commands a rare vantage point overlooking the river and Nantucket Sound. The architecture is designed around the setting, with broad expanses of glass, soaring coffered ceilings, fine millwork, and a succession of light-filled spaces oriented toward the water. The main level brings together a gracious chef’s kitchen, a dramatic great room overlooking the water, and a luxurious primary suite with its own media room. The residence unfolds across three levels, with a graceful stairway connecting each floor. The second level offers three additional bedroom suites, while the third floor creates a more intimate retreat, with a spacious waterfront sitting room opening to a private balcony, and a fifth bedroom along with two bonus rooms. The finished lower level is dedicated to recreation, with a theater accommodating 20 and a substantial game and media room. Beyond the main residence, the property takes on the character of a private coastal compound. A separate two-bedroom guest house with three-car garage and pool house overlooks the expansive pool and surrounding grounds. Multiple terraces and outdoor rooms lead toward the water, where a private sandy beach and substantial deep-water dock provide direct access to Eel River and Nantucket Sound. The setting is quintessentially Osterville: private, deeply connected to the water, and minutes from the village, its beaches, harbor, shops, and restaurants. With its scale, architectural pedigree, guest accommodations, and exceptional boating access, this is a distinctive waterfront offering in one of Cape Cod’s most sought-after enclaves. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

74 Garrison Ln, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .

9 The Ledges, Newton
$14,950,000
6 Beds ⋅ 10 Baths ⋅ 73583424 MLS
The architect’s vision for this exceptional 2025 residence was to preserve the timeless elegance of Georgian Revival architecture while reimagining the floor plan for contemporary living. The result is a beautifully balanced home with sun-filled, visually connected spaces that flow seamlessly to outdoor terraces, gardens, a 15' x 38' pool, and cabana. The design thoughtfully combines beauty and functionality, pairing classic architectural details with innovative building systems and energy-efficient technology. Distinctive elements include graciously proportioned rooms, symmetry, finely crafted millwork, a red-brick Georgian façade with limestone accents, French doors with transom windows, fireplaces with custom surrounds, and expansive wrap-around terraces. The result is a timeless yet thoroughly modern home—warm, inviting, and designed for effortless everyday living and entertaining, with exceptional connectivity between the interior and outdoors. Set in one of Newton’s most sought-after locations, the property is just steps from Newton Centre, minutes from The Street at Chestnut Hill, and approximately 15 minutes from Boston.

9 The Ledges, Newton

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.

308 Prince, Newton
$6,188,000
6 Beds ⋅ 7 Baths ⋅ 73582569 MLS
Spectacular newly completed residence in the heart of West Newton Hill, this exceptional six-bedroom home brings together striking architecture, sophisticated interiors, and thoughtfully designed spaces for everyday living and entertaining. Set on a private, professionally landscaped lot, the home spans 7,465 square feet across three beautifully finished levels. Inside, natural light pours through oversized windows, highlighting 10-foot ceilings, custom millwork, Venetian plaster finishes, and carefully selected architectural details throughout. The main living spaces are open, inviting, and designed with an effortless sense of flow. The gourmet kitchen is a true centerpiece of the home featuring Wolf and Sub-Zero appliances, custom cabinetry, a generous center island, scullery and walk-in pantry. A sitting area, family room with a venetian plaster fireplace and custom built-ins lead out to a spacious covered stone patio complete with a kitchen and integrated AV system ideal for indoor-outdoor living. Additionally, there is a spacious bedroom suite on the main level providing flexibility for guests, extended family, or an alternative primary suite. Completing this level is a sunsplashed formal dining room, living room/library and powder room. The second floor primary suite features a luxurious bath with steam shower and soaking tub, an expansive custom closet, and a glass-framed deck overlooking the well-manicured backyard. Three additional ensuite bedrooms are joined by a dedicated homework or creative space and a custom-designed laundry room. The finished lower level is a true retreat adding another dimension to the home featuring a sixth bedroom and full bath as well as a family room with fireplace, kitchenette, beverage center, wine storage, fitness room and sauna. The lower level also provides direct access outside.An elevator connects all three floors, while a heated three-car garage with EV charging, Lutron lighting, extensive AV infrastructure, and heated front steps add comfort and convenience behind the scenes. Surrounded by mature landscaping, the backyard feels remarkably private and creates a natural extension of the home's living space.Less than a mile from Peirce School, Brae Burn Country Club, and the shops and restaurants of West Newton Square, the location pairs neighborhood living with convenient access to Boston, Cambridge, and major commuting routes.

308 Prince, Newton

Listing courtesy of Listing Agent: The Jeff Groper Group from Listing Office: Coldwell Banker Realty - Newton.

102 Sesuit Neck Rd, Dennis
$22,500,000
4 Beds ⋅ 4 Baths ⋅ 73582414 MLS
An exceptional East Dennis estate spanning nearly 22 private acres, this extraordinary waterfront property offers a rare combination of scale, seclusion, and breathtaking coastal beauty. Beyond a gated entrance, a long, bucolic drive unfolds to a magnificent setting, bordered by protected conservation land and overlooking sweeping vistas of Cape Cod Bay. With 200 feet of private beach, the property enjoys a level of privacy and direct waterfront access rarely found on Cape Cod. The four-bedroom main residence captures the beauty of its surroundings with stunning water views, while a detached barn adds versatility and character to the estate. Perhaps most remarkable is the potential for an additional substantial residence, offering the rare ability to create a true multigenerational compound. With nearly 22 acres of private waterfront land virtually impossible to replicate in East Dennis, this is a finite opportunity to own one of Cape Cod's most impressive coastal estates.

102 Sesuit Neck Rd, Dennis

Listing courtesy of Listing Agent: Paul McCormick from Listing Office: Gibson Sotheby's International Realty.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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