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$7,250,000
7 Beds ⋅ 11 Baths ⋅ 73383981 MLS
Privately sited within the prestigious Oyster Harbors golf enclave, this extraordinary estate is a masterclass in architectural sophistication and resort-style living. Encompassing a 10,000-square-foot main residence, a stunning two-bedroom guest house, and a spa-inspired pool area, the property offers a rare blend of timeless elegance and contemporary luxury. A gracious covered front porch welcomes you into a dramatic foyer, setting the tone for the refined interiors that follow. The main living spaces unfold in a thoughtfully designed layout that flows from formal living and family rooms to an elegant dining area with each space inviting connection, comfort, and celebration. At the heart of the home, the chef's kitchen is both striking and functional, anchored by dual oversized islands clad in premium granite, and accompanied by a fireside sitting room that beckons lingering conversation. Adjacent, the spectacular sunroom redefines indoor-outdoor living with a custom crafted bar and casual seating area at one end and a full second kitchen with custom built-in grill and dining area at the other, all enclosed by retractable screens for effortless seasonal enjoyment. Tucked away on the main level, the primary suite offers a private sanctuary, with its own fireplace, luxurious spa-like bath, and refined home office. The comfort and sophistication continue on the second level with four generously proportioned en-suite bedrooms and an inviting sitting room. Designed for comfort and connection, the finished lower level offers a wine cellar, media room, game room, and fitness space. This lavish interior flows effortlessly to an equally impressive exterior, where lush landscaping surrounds a resort-style pool framed by expansive lounging areas-perfect for everything from quiet afternoons to grand entertaining. Completing this offering is a beautiful two-bedroom guest house providing privacy and comfort for visiting guests. Set within a prestigious gated enclave with coveted beach and dock rights, this remarkable estate is the perfect fusion of architectural sophistication and everyday warmth - an extraordinary offering in one of Cape Cod's most prestigious settings. 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.

440 Grand Island Dr, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .
$6,998,000
6 Beds ⋅ 6 Baths ⋅ 73515597 MLS
A rare masterpiece in Waban Village by Excelsior Development Partners, this luxury estate blends modern design with exceptional craftsmanship, nestled on a quiet street next to Braeburn Country Club. This six-bedroom sanctuary offers unparalleled luxury with a commanding floating staircase, natural oak floors, soaring ceilings, and custom built-ins. The bespoke kitchen is a chef’s dream with top-tier appliances, premium materials, and finishes that complement the home’s refined aesthetic. Every detail is thoughtfully designed for the most discerning buyer.

35 Metacomet Rd, Newton

Listing courtesy of Listing Agent: O & C Homes Team from Listing Office: William Raveis R.E. & Home Services.
$6,995,000
4 Beds ⋅ 3 Baths ⋅ 73520913 MLS
Perfectly positioned along the serene shores of Katama Bay, this property offers a front-row seat to nature’s grandeur. Residents will revel in sweeping, 180-degree vistas where the tranquil waters of the bay meet the dramatic horizon of South Beach and the Atlantic Ocean. As you enter the property from Edgartown Bay Road, the home’s timeless architecture and expansive front lawn make an unforgettable first impression. Inside, the home features a bright and airy open-concept layout that seamlessly blends the living, dining, and kitchen areas, all enhanced by the dramatic “big sky, big water” setting. Spanning three levels, the residence offers 4 bedrooms, 3 full bathrooms, and a spacious family room. Nearly every room captures breathtaking water views, creating a true connection to the surrounding coastal landscape. Step outside to the backyard lawn and follow the wooden boardwalk to your own private sandy beach. Whether launching a kayak or paddleboard for a day exploring Katama Bay.

103 Edgartown Bay Road, Edgartown

Listing courtesy of Listing Agent: Bonnie Pierce from Listing Office: Wallace & Co. Sotheby's International Realty.
$6,995,000
6 Beds ⋅ 8 Baths ⋅ 73509907 MLS
Set on four beautifully landscaped acres in one of Westwood’s most desirable neighborhoods, this exceptional custom shingle-style residence offers over 10,000 square feet of thoughtfully designed living space. Built in 2016 and designed by acclaimed architect Christopher Hall, the home seamlessly blends architectural sophistication with everyday functionality. The open floor plan features a stunning chef’s kitchen at its center, expansive living and dining areas, multiple private offices, and a grand entry foyer, all enhanced by exquisite millwork and refined details throughout. Designed for both entertaining and comfortable living, the home extends outdoors to a resort-like setting with a pool, patio, fire pit, and sport court. Ideally located near top schools, major routes, commuter rail, and the town centers of Westwood, Needham, and Dedham.

111 Summer St, Westwood

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
$6,995,000
5 Beds ⋅ 8 Baths ⋅ 73480940 MLS
An estate of quiet distinction, impossible to replicate today. Set atop Nashawtuc Hill, this brick Georgian Colonial, designed by Marcus Gleysteen and built by KVC in 2003 to a standard of craftsmanship rarely seen, is offered for the first time by its original owners. Its exceptional care is evident in every detail from the slate roof and solid brick exterior to the fieldstone garden walls and interior design. The thoughtful floorplan spans four levels, highlights include mahogany doors, floors and mantels, coffered ceilings, floor-to-ceiling quarter-sawn oak library and three staircases, the grandest of which sweeps upward through a two-story bay of windows. Comfortable rooms include a front-to-back living room flowing into the dining room and library, while the nearly 40-foot kitchen features a hearthside dining area and sunlit sitting room. French doors throughout the first floor open to a bluestone terrace stretching the length of the house and overlooking the heated pool with expansive brick decking where Summer never ends! Upstairs, five bedrooms include a luxurious primary suite with a double vanity marble bath, plus a private office, laundry and fun billiard room beneath exposed trusses, connected to the first-floor family room by a separate stairway. The third floor is dedicated to peace and wellness with exercise room, sauna, full bath and a private office. The walkout lower level is ideal for multigenerational living or au pair, offering a private one-bedroom suite with full kitchen, bath, laundry and separate entrance, providing stair-free access without passing through the main house and French door to the pool. A wine cellar, workshop and abundant storage complete this level. Professionally landscaped grounds encompass terraced lawns, stone walls, gardens and mature plantings providing a stunning backdrop for play and gatherings while Town center, conservation trails and commuter rail service to Boston are minutes away.

29 Willard Cmn, Concord

Listing courtesy of Listing Agent: Senkler, Pasley & Whitney from Listing Office: Coldwell Banker Realty - Concord.
$6,990,000
5 Beds ⋅ 6 Baths ⋅ 73569424 MLS
Experience the very best of Chatham living. Few properties offer this extraordinary combination of premium waterfront living and the ability to stroll to everything the historic village center has to offer. Set behind privacy fencing and mature plantings on Oyster Pond, this distinctive home sits steps from your private boat dock and steps from vibrant downtown Chatham. Walk to your morning coffee, acclaimed restaurants, luxury boutiques, fine galleries, the historic bandstand, parades and summer baseball games. Then return home to the water, step aboard your boat, and cruise through Stage Harbor to Nantucket Sound and beyond. The private pier and dock provide coveted tidal deep-water access, while stunning water views are enjoyed from nearly every room. The four-plus one bedroom residence spans three levels of exceptional water-view living with expansive windows, generous gathering spaces, a beautiful primary suite, separate guest quartiers and a rare six-car garage. Bring your vision to masterfully renovate the existing home or design an entirely new custom masterpiece. A truly unparalleled real estate opportunity.

108 Queen Anne Road, Chatham

Listing courtesy of Listing Agent: Dawn Marie Boynton from Listing Office: .
$6,952,000
4 Beds ⋅ 5 Baths ⋅ 1660229 MLS
Unparalleled grandeur and pristine craftsmanship define this waterfront estate in South Portland's coveted Loveitts Field neighborhood, magnificently positioned along the ship channel entrance to Portland Harbor. A soaring entryway reveals 10 foot ceilings and bold marble pillars that set the stage for elegant living. The bespoke kitchen showcases two islands, granite countertops, and professional grade appliances, perfectly designed for both everyday living and grand entertaining. Formal dining and living rooms open to a terrace with sweeping ocean and Ram Island views. The primary suite is a sanctuary with a fireplace, balcony, walk-in closet, and a marble bath featuring a soaking tub overlooking Portland Head Light. There are two additional ensuite bedrooms upstairs along with an office or optional fourth bedroom. The walkout lower level presents an exceptional opportunity to create a fifth bedroom and in-law suite. Rich in old-world charm, the space features a separate stone-detailed kitchen, full bathroom, marble fireplace, private theater, ocean views, direct lawn access, and an elevator connecting to the main level. Outdoor living is resort-like with a heated pool, terraces, and 100 feet of waterfront showcasing your private front row seat to the boats of Casco Bay and Portland Harbor. An elegant coastal beauty unlike anything else on the market.

1 Channel Rd, South Portland

Listing courtesy of RE/MAX By The Bay.

$6,950,000
6 Beds ⋅ 8 Baths ⋅ 73571737 MLS
Situated on a bluff overlooking Prince Cove, this exceptional waterfront estate presents a rare combination of natural beauty, modern luxury, and total privacy in an unmatched setting. Meticulously designed and cared for, the property delivers Cape Cod living at its finest with a private dock, resort-style swimming pool, and extensive outdoor living spaces surrounded by water views and lush plantings. Upon approach, a winding drive gives way to manicured grounds as the stately residence comes into view. Inside, the home offers a light-filled open layout showcasing detailed millwork, custom trim, and high-end finishes throughout. The main living spaces emphasize indoor-outdoor living with floor-to-ceiling glass doors that capture breathtaking views and seamlessly open to an expansive deck overlooking the water that spans the length of the home. The eat-in chef's kitchen is ideal for entertaining on any scale with professional-grade appliances, granite countertops, and custom cabinetry. Ensuring the utmost comfort and convenience, the first-floor primary suite comprises an entire wing, complete with a wood-paneled office, two walk-in closets, a sumptuous bathroom, and direct access to the waterside deck. On the second level, three en suite bedrooms provide well-appointed accommodations for all. The walkout lower level features two additional en suite bedrooms, as well as a recreation area and fitness room. Whether spending sun-splashed days relaxing by the pool or boating from the protected waters of Prince Cove to Nantucket Sound, this exquisitely designed estate delivers an unsurpassed lifestyle in one of Cape Cod's most sought-after communities.

16 Cove Point Lane, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
$6,950,000
5 Beds ⋅ 7 Baths ⋅ 73430073 MLS
Nestled on 7.4 private acres abutting Hale Reservation, this recently renovated 8,000+ SF home blends luxury, comfort, and exceptional outdoor living in one of Westwood’s most sought-after neighborhoods. Thoughtfully designed for both entertaining and everyday living, the home offers 5 bedrooms, all with ensuite baths, plus 3 additional half baths. Sunlit interiors include a grand foyer, elegant formal living and dining rooms, and a chef’s kitchen opening to a spacious family room. The serene primary suite features a spa-like bath, dual closets, and sitting area. Outside, enjoy beautifully landscaped grounds, a peaceful pond, resort-style pool and cabana, plus a synthetic ice hockey practice area in the barn. Set back on a long private drive, this exceptional property offers the perfect balance of privacy, open space, and neighborhood living, while remaining convenient to Boston, top schools, and major commuter routes.

26 Longmeadow Drive, Westwood

Listing courtesy of Listing Agent: Donna Scott Group from Listing Office: Coldwell Banker Realty - Wellesley.
$6,900,000
5 Beds ⋅ 5 Baths ⋅ 73542564 MLS
Set 150 feet above sea level on nearly 13 acres in one of Manchester-by-the-Sea’s most coveted locations, 370 Summer Street offers a rare opportunity to own an extraordinary North Shore estate. Reached by a long private drive, the property commands sweeping views of Kettle Cove and Crow Island. Designed by Marcus Gleysteen of MGA with interiors by Lena Fransioli of Zoe Design, the home blends organic modern architecture with timeless craftsmanship. Stone, wood, and metal leaf finishes include a striking copper leaf wall, live-edge maple stairs, bubinga paneling, and a stainless steel freestanding fireplace beneath arched ceilings soaring to 23 feet. Abutting Hooper Trask Conservation Pasture, the estate enjoys access to 2,000+ acres of protected land, trails, beaches, the harbor, village center, top-ranked schools, and the commuter rail.

370 Summer Street, Manchester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
$6,900,000
5 Beds ⋅ 6 Baths ⋅ 73506966 MLS
Wake to sweeping harbor and ocean views from a rare offering on coveted Harbor Street in Manchester featuring two separately deeded parcels being separate fully approved individual lots of record. The main residence offers more than 6,000 square feet of finished living space across three levels and was thoughtfully expanded in the mid-2000s. Sun-filled interiors, generous ceiling heights and hardwood floors create inviting spaces for everyday living and entertaining. The luxurious primary suite, media room, gym and home office complement today’s lifestyle. Set on approximately 0.70 acres, the property offers an expansive, private yard, wraparound deck and beautifully landscaped grounds. The separately deeded second parcel (#75) includes a permitted carriage house footprint with potential for a two-bedroom residence within the existing 1903 structure (buyer due diligence advised). Just moments from Tucks Point, this is a rare opportunity to own a distinctive waterfront estate.

73 - 75 Harbor Street, Manchester

Listing courtesy of Listing Agent: Gretchen Berg from Listing Office: J. Barrett & Company.
$6,850,000
5 Beds ⋅ 6 Baths ⋅ 73487652 MLS
Set high on a scenic bluff in New Seabury, this contemporary oceanfront estate pairs dramatic Nantucket Sound views with resort-style living. Expansive walls of glass frame the water from vaulted great rooms and intimate sitting areas alike. A sunlit gourmet kitchen opens to multiple dining spaces, while the ocean-view primary suite offers a private balcony. Highlights include a home theater, fitness room, and lower-level entertaining space with direct patio access. Outside, tiered ocean view decks, manicured lawns, and a private path with steps to the water create a seamless connection to the coast. Crafted with exceptional quality, this rare property is designed for both grand gatherings and casual living. Located minutes from New Seabury's five-star amenities, Mashpee Commons, and everything else the area has to offer!

40 Triton Way, Mashpee

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
$6,800,000
5 Beds ⋅ 6 Baths ⋅ 1639633 MLS
Starboard Ledge is a stunning 5-bedroom York Harbor home that blends classic elegance with modern comfort and spectacular ocean views. Privately set at the end of a quiet lane, it offers peace and seclusion surrounded by beautifully manicured landscaping. Inside, spacious, light-filled rooms are thoughtfully designed to highlight the sweeping ocean vistas. Recent updates include energy-efficient windows and connection to town sewer. The layout is ideal for both everyday living and entertaining, featuring a well-appointed kitchen, open-concept living areas, and multiple fireplaces. First-floor bedrooms provide convenience for guests or single-level living. Outdoor spaces are equally impressive, offering breathtaking views and a serene coastal atmosphere.

21 Starboard Ln, York

Listing courtesy of Legacy Properties Sotheby's International Realty.

$6,800,000
7 Beds ⋅ 9 Baths ⋅ 73486175 MLS
Set on nearly an acre within Brookline’s coveted Estate Section, this extraordinary 2015-built residence offers a rare blend of privacy, scale, & exceptional construction rarely found in today’s market. Spanning nearly 8,000 sq ft including a finished lower level, the home features solid mahogany floors,marble baths, custom granite stonework, 7 bedrooms, 9 bathrooms, a steam room, and multiple fireplaces including a striking outdoor granite fireplace on the covered rear deck for year-round entertaining. A fully restored original Carriage House provides two additional floors ideal for a gym, studio, or guest quarters, while a separate private office or nanny suite offers its own entrance. Built to an impressive standard with geothermal heating and cooling across six zones, radiant floor heating, Andersen Architectural Series windows, 600-amp electrical service, EV charging, and extensive CAT5 wiring. Minutes to The Country Club, Dexter Southfield, Larz Anderson Park, and downtown Boston

75 Goddard Avenue, Brookline

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.
$6,795,000
5 Beds ⋅ 5 Baths ⋅ 73544632 MLS
A Place Where Dreams Are Made! Elevated coastal living awaits in this extraordinary waterfront residence nestled within the exclusive enclave of Daniels Island. Perfectly positioned to capture sweeping views of Popponesset Bay and Nantucket Sound, this exceptional home offers an unparalleled blend of elegance, comfort, and the timeless beauty. With impeccable attention to detail, this inviting home provides stunning views from nearly every room while having undergone extensive and tasteful remodeling throughout, as well as tremendous improvements to the outdoor living space, providing endless opportunity for entertaining family and friends. The main level offers an open kitchen/dining and sitting area with adjoining living room, a cozy den area as well as a guest ensuite.  A family room, two bedrooms and adjoining bath and primary suite with sitting room and new enlarged bath.   For additional privacy, a new guest area is located above the garage.

181 Daniels Island Road, Mashpee

Listing courtesy of Listing Agent: Richard Coleman from Listing Office: New Seabury Sotheby's International Realty.
$6,775,000
6 Beds ⋅ 8 Baths ⋅ 73546861 MLS
This newly-constructed, Contemporary 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. A true masterpiece close to top-rated schools and Weston / Wellesley town centers.

5 Deer Path Lane, Weston

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.
$6,750,000
5 Beds ⋅ 9 Baths ⋅ 73533214 MLS
Introducing a timeless European inspired mansion with a private gate and elegant marble fountain. This custom estate is situated on 3 acres. A spectacular pool and spa complemented by a fully equipped pool house with a kitchen adorn the grounds. A beautiful wrought iron fence embraces the entire estate which includes stone patios and tennis court. The grand entry and living and dining rooms boast beautiful granite floors for fine entertaining. Additionally, rich oak wood floors are throughout the house. Three custom marble fireplaces grace the sitting areas. A first floor primary suite, private office and sunroom complete the main level. Upstairs has 4 large bedroom suites while the finished 3rd floor is ideal for a dual in-home office or guest bedroom. The tremendous lower level features a sauna, steam and home theater. This exceptional home embodies an elevated blend of refined and recreational living. This location provides excellent proximity to Boston and top-ranked schools.

15 Brown Street, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
$6,750,000
3 Beds ⋅ 4 Baths ⋅ 73501398 MLS
Truly exquisite, the transformation of this historic townhouse is nothing short of breathtaking. This home brings the flow & luxury of modern living into a timeless setting rare to this neighborhood. Every inch, thoughtfully restored, features the highest end of finishes and craftsmanship, meticulous attention to detail, and honor to heritage. A dramatic entry offers sweeping views of an open floorplan. The custom gas fireplace & built-in banquette serve as an entertainer’s dream. The kitchen showcases an utterly exquisite Arabescato Vagli detailing throughout, adorned even more by spectacular millwork & sunlight. The second level primary is an oasis in itself, boasting a luxurious closet suite, intricately custom bathroom & dedicated office, all topped by soaring ceilings & featuring the latest amenities. The top floor offers a large bedroom & incredible lounge leading to an expansive private roof deck equipped with a built-in grill & retractable outdoor entertainment center.

19 Charles River Square, Boston

Listing courtesy of Listing Agent: Rebecca Davis Tulman and Leslie Singleton Adam from Listing Office: Gibson Sotheby's International Realty.
$6,750,000
6 Beds ⋅ 9 Baths ⋅ 73490506 MLS
A rare and exceptional six bedroom estate is complemented by a 3 bedroom shingle style guest cottage. With timeless architectural appeal, the home showcases unsurpassed craftsmanship, meticulous attention to detail and curated finishes throughout. The first floor welcomes you with the grand foyer's dramatic staircase, a richly appointed mahogany-paneled library, and elegant formal living and dining rooms. The kitchen includes a large island, breakfast room that leads to the family room anchored by a beautiful limestone fireplace and screened in porch. Five en suite bedrooms are highlighted by the expansive primary suite complete with a spa-like bath and generous walk-in closets. The third floor has a sun-filled sitting room with a 6th bedroom. The lower level offers a bonus room with bar, golf simulator room and home gym. Set on one of Weston's most picturesque roads close to trails and major commuting routes to Boston and Cambridge.

448 & 454 Concord Road, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
$6,750,000
5 Beds ⋅ 8 Baths ⋅ 73484874 MLS
Hidden behind an understated façade on one of Newton’s most private and prestigious roads, 99 Baldpate Hill Road is an architect-designed, custom-built estate set at one of the city’s highest residential elevations, with sweeping treetop views and unforgettable sunsets. Spanning over 9,100 square feet across four levels, the home features soaring ceilings, walls of glass, custom millwork, and elegant spaces for both everyday living and grand entertaining. Five bedrooms, all with en-suite baths, provide comfort and privacy. The private owner’s level includes an approximately 1,500-square-foot primary suite, executive office, and private terrace. A walkout lower level offers a home theater, recreation space, fitness room, wine cellar, and second kitchen. Set on nearly three-quarters of an acre, the expansive, beautifully landscaped grounds feature a pool, spa, pool house, and multiple outdoor terraces, creating a secluded resort-like retreat just minutes from Boston.

99 Baldpate Hill Road, Newton

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.
$6,695,000
6 Beds ⋅ 8 Baths ⋅ 73572991 MLS
Enter through a long tree lined driveway and arrive at this extraordinary Shingle Style Estate on a sprawling 2.58 acre lot in one of Weston's most desirable Southside neighborhoods.This turn key Modern Classic residence offers over 9000sf of sun-filled interior space, 6 en suite bedrooms, a 4 car garage, an oversized chef's kitchen open to a fireplaced family room with french doors leading to stone terraces and a lushly landscaped backyard perfect for entertaining. Bordering conservation land and offering total privacy, this beautiful Nantucket style home built in 2016 offers magnificent level acreage and has potential for a pool and sports court. A lavish lower level features high ceilings, with an entertainment lounge, a glass walled wine cellar, a spectacular gym, full bath and flex space for a media room. The luxurious primary suite has vaulted ceilings, a fireplace, a balcony overlooking the breathtaking grounds and a spa like bathroom with steam shower. This home offers a rare combination of land, location and flawless move in condition. Enjoy fast access to Weston's top ranked public and private schools, all commuter routes and an amazing lifestyle in one of Greater Boston's premier communities.

250 Country Drive, Weston

Listing courtesy of Listing Agent: Rosemary McCready from Listing Office: Compass.
$6,680,000
5 Beds ⋅ 9 Baths ⋅ 73573009 MLS
Privately sited on a cul-de-sac in Weston’s coveted South Side, this custom-built residence offers beautifully appointed living space across three finished levels, set on 1.38 acres. Designed by award-winning architect Bart O’Brien and built by Whitman Homes, the home brings together architectural distinction, exceptional craftsmanship, and professionally reimagined grounds to create a setting of impressive scale, privacy, and livability. A dramatic two-story foyer introduces formal living and dining rooms with custom millwork, hardwood floors, and multiple fireplaces. At the heart of the home, a light-filled family room with soaring ceilings and a commanding wall of windows opens seamlessly to a chef's kitchen with professional-grade appliances, center island, and two butler's pantries. A richly appointed library/home office and covered porch and bluestone patio complete a main level built for entertaining and everyday living. Five en-suite bedrooms include a luxurious primary suite with fireplace, custom walk-in closets, and beautifully appointed baths. The expansive walkout lower level extends directly to the backyard and features a great room with wet bar, media room, exercise room, and wine cellar. An attached three-car garage completes the residence. The grounds have undergone a significant professionally engineered, town-approved transformation — replacing formerly rocky terrain with an expansive, level, grassed backyard framed by mature trees and refreshed landscaping. The result is a rare combination of usable, private outdoor space for recreation, entertaining, and daily life, seldom found on estate lots of this scale. Ideally set on Weston's South Side bordering Wellesley — moments from Weston and Wellesley town centers, conservation trails, and the Weston public school district, with convenient commuter access to Boston. A distinguished offering in Weston, MA 02493 — where architecture, craftsmanship, and beautifully reimagined grounds come together.

25 Holly Cir, Weston

Listing courtesy of Listing Agent: Team Coyle from Listing Office: Compass.
$6,500,000
10 Beds ⋅ 7 Baths ⋅ 73563188 MLS
A rare opportunity to acquire one of Newton’s most distinctive residences, offered as a fully renovated, to-be-completed estate. Set behind gates on 0.88 acres of private, park-like grounds, the property will offer more than 9,000 square feet across four levels and 10 bedrooms when complete. Blending turn-of-the-century character with modern amenities, the home will be completed by the seller, a builder with more than 50 years of experience. City-approved plans reflect years of thoughtful planning while still allowing the discerning buyer to personalize select aspects of the floor plan and finishes. The transformation will preserve the home’s 1905 character, including intricate moldings, tiger oak floors, and wood-burning fireplaces, while introducing a substantial addition with an attached two-car garage, a two-bedroom ADU above, a four-stop elevator, two new kitchens, and new bathrooms throughout. The expansive lower level can be finished to the buyer’s specifications, with potential for an indoor pool, theater, gym, lounge, bar, or media space. Near Charles River Country Club and minutes from Newton Center and Chestnut Hill, the property offers convenient access to Boston while maintaining a remarkable sense of privacy and tranquility. A rare combination of historic character, significant acreage, modern infrastructure, and the opportunity to create a truly remarkable Newton estate.

432 Dedham Street Unit TBB, Newton

Listing courtesy of Listing Agent: Brendan Carroll from Listing Office: Luxury Residential Group, LLC.
$6,500,000
3 Beds ⋅ 5 Baths ⋅ 73555391 MLS
Nestled within nearly 36 pristine acres, this newly completed custom estate is a triumph of "quiet luxury" and environmental stewardship. Arrive through a private gated entrance to a meticulously secured property, offering absolute anonymity and thoughtful smart-home security. Built with eco-friendly, zero-VOC materials, the sun-drenched interiors feature a warm neutral palette, artisanal finishes, and a seamless flow. The primary wing serves as a private haven with a spa-like bath and private balcony. Below, a walkout lower level entertainer's dream hosts a wellness room, home office, and custom sauna. The estate grounds feature a pool, integrated spa, and an incredible 3,400 sq. ft. climate-controlled car barn outfitted with custom lighting and an indoor climbing wall. A rare fusion of architectural responsibility, advanced peace of mind, and elite private recreation. Private showings available by appointment.

61 Green Avenue, Belchertown

Listing courtesy of Listing Agent: Maria Romero Vagnini from Listing Office: Mathieu Newton Sotheby's International Realty.
$6,500,000
10 Beds ⋅ 10 Baths ⋅ 73535185 MLS
Landmark Chatham Georgian estate set on 1.3 acres overlooking Oyster Pond, with downtown and beach just moments away. Known as ''Beechwood'', this iconic residence was built in 1948 for Henry Howes, a descendant of one of Chatham's earliest families and showcases exceptional craftsmanship throughout. The stately brick main structure is flanked by two projecting wings. The home offers over 7,500 sq ft with 10 bedrooms and 10 bathrooms. Inside, enjoy hand-painted murals, sweeping water views, curved staircases, intricate woodwork, and beautifully scaled living spaces filled with character. The lower level features a ''speakeasy'', ballroom, workshop, and storage. Outside, expansive terraces, mature gardens, bluestone walkways, towering trees, and rolling lawns create a spectacular setting leading toward the water. The property was divided into three townhouse residences, but has since been used as a single-family home. A rare chance to own one of Chatham's most iconic legacy properties.

150-154 Cross Street, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$6,500,000
4 Beds ⋅ 5 Baths ⋅ 73534024 MLS
Set along one of N.E. most coveted waterfront corridors, this extraordinary 13 acre estate represents a rare convergence of architectural pedigree, unrivaled privacy and enduring coastal elegance. Bordered by over 200 acres of protected land & commanding sweeping views of the North River, the property offers an irreplaceable setting of remarkable beauty & serenity. Inspired by the celebrated coastal architecture of Robert A.M. Stern, the custom Nantucket-style 14 room residence is a masterwork of timeless design and exceptional craftsmanship. Beyond the home, resort-caliber amenities elevate the estate experience. Meticulously landscaped grounds unfold to a private heated swimming pool, fully appointed cabana, lush lawns, and outdoor living spaces designed for relaxation and entertaining. A private deep-water dock capable of handling vessels up to 45' provides direct access to the Atlantic Ocean, offering an unparalleled lifestyle for boating enthusiasts and waterfront purists alike.

12 and 0 Hunter Dr., Marshfield

Listing courtesy of Listing Agent: Janet Koelsch from Listing Office: Coldwell Banker Realty - Scituate.
$6,500,000
5 Beds ⋅ 4 Baths ⋅ 1666642 MLS
I'm thrilled to introduce a rare opportunity in the desirable Burnell Cove on Sebago Lake, Maine. This beautiful property offers 650 feet of private lakefront, a pristine private beach, breathtaking sunset views, and a recently renovated cottage. The main home spans 3,100 square feet and features multiple stone fireplaces, a three-season porch with panoramic views, and expansive living areas. Additional highlights include an airplane hangar with grandfathered rights to fly, land, and store a helicopter or lake amphibian, and two private docks. This rare gem is a perfect blend of luxury and serenity. Please reach out for more details or to arrange a viewing.

19 Tapley Cove Rd, Raymond

Listing courtesy of Coldwell Banker Realty. 207-282-5988
$6,500,000
4 Beds ⋅ 5 Baths ⋅ 73532634 MLS
This magnificent townhouse on picturesque Beacon Street offers the perfect combination of modern conveniences and historic grandeur in the heart of Back Bay. An elevator serves all levels of the home, which is topped by a dramatic skylight and private roof deck with stunning views. The tastefully appointed interiors include a grand double parlor living level with striking historic details and soaring ceilings, a living or entertaining room with full wet bar and direct access to the outdoor deck, an open kitchen, dining and family room with endless storage and high-end appliances, expansive mudroom with access to the patio and parking, and a home office. The entire 4th floor was renovated and includes the luxurious primary suite. Additional features include a whole-house water filtration system, new HVAC, ERV system for continuous fresh air, new lighting controls, and the entire home was deleaded. This wonderful home is steps from all Back Bay has to offer and includes 3 parking spaces.

321 Beacon Street, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.
$6,500,000
4 Beds ⋅ 5 Baths ⋅ 73502888 MLS
Direct waterfront offering in West Hyannisport with 100 feet of private sandy beach along Nantucket Sound. Set on approximately 0.94 acres on a quiet, private lane, this four-bedroom residence offers a compelling combination of privacy, scale, and immediate water access - an increasingly limited opportunity along this coastline with sandy beach stretching as far as the eye can see. Designed for relaxed coastal living, the home features generous living spaces, a deck off the main living area, and a private deck off the upstairs bedroom suite, each oriented to capture open water views, prevailing southwest breezes, and notable sunset vistas. Multiple bedrooms and flexible living areas provide ample room for guests, while thoughtful infrastructure, including multi-zone climate control and EV charging, supports year-round use. Additional highlights include an attached two car garage, outdoor shower, and a walk-out finished lower level. Capture this rare offering within close proximity to both Osterville and Centerville villages, where dining, shopping, and daily conveniences remain just minutes away. 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.

142 Greely Ave, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .
$6,499,500
7 Beds ⋅ 5 Baths ⋅ 1665764 MLS
Cliffhanger rises above the village of Seal Harbor as one of Mount Desert Island's most extraordinary private estates. Designed by renowned architect Douglass Fitch and built in 1928, this residence is sculpted from pink granite, crowned with a slate roof, and positioned to capture sweeping views of the harbor, outer islands, and the mountains of Acadia National Park. This exceptional residence blends timeless coastal architecture with thoughtful modern renovations designed for effortless multigenerational living, entertaining, or peaceful retreat. At the heart of the home is a dramatic great room featuring soaring vaulted and beamed ceilings, fireplaces at each end, and direct access to both a covered outdoor sitting area and an expansive terrace overlooking the harbor. The bright, open kitchen flows naturally into a welcoming family room, formal dining room, and butler's pantry, creating an ideal setting for relaxed gatherings and elegant entertaining alike. The home offers seven bedrooms, including a spacious bunk room tucked into a separate wing above the attached two-car garage, perfect for guests, family, or private accommodations. Throughout the property, granite pathways wind through beautifully landscaped grounds filled with perennial gardens, flowering shrubs, and wooded privacy. An outdoor hot tub, discreetly nestled among the trees and overlooking the water, provides a serene place to unwind. Meticulously maintained and exceptionally private, Cliffhanger is a rare offering in one of Mount Desert Island's most coveted enclaves - a remarkable property that must be experienced to be fully appreciated.

6 Cliffhanger Ln, Mount Desert

Listing courtesy of Legacy Properties Sotheby's International Realty.

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