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$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.
$6,790,000
7 Beds ⋅ 9 Baths ⋅ 24180067 MLS
Cosseted within the gates of the Conyers Farm association with 24hr security, this baronial French Normandy chateau is poised on more than thirteen park-like acres. Hospitality sets the tone from the entrance through the grand foyer to the dual living rooms, an impressive formal dining room for large-scale entertaining and a warmly paneled library. The heart of the home is the luxurious kitchen with butler's pantry, breakfast room and adjoining family room with fireplace. French doors open to the immense terrace, perfect for outdoor dining. A true sanctuary, the primary suite features two bathrooms, two sizable walk-in closets, a dressing room and a romantic sitting room with balcony overlooking the naturally secluded, private backyard. Six additional bedrooms offer abundant space for guests or family. Creating captivating vignettes of multifunctional living, the lower level features a home theater, sitting room with fireplace, full bar with kitchenette, gym, indoor resistance pool and a hot tub. Outside the terrace overlooks beautiful, level lawns and a pool with spa. Peace of mind is the directive for this characterful estate, with its reassuring security in a guard-gated enclave and its luxury leisure amenities.

4 Cowdray Park Dr, North Castle

Listing courtesy of Leslie McElwreath from Sotheby's International Realty. (917) 539-3654 (203) 869-4343
$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 ⋅ 8 Baths ⋅ 22504597 MLS
Welcome to an exquisite 2 acre waterfront estate, complete with panoramic water views, deep water dock and an in-ground gunite pool in the serene setting of Baxter Neck Road. This remarkable residence spans 9000 SF, artfully combining elegance with a relaxed casual charm promising both privacy and grandeur. Upon entering, you are greeted by an expansive layout that effortlessly flows from one room to the next. With 5+ generously sized bedrooms and 8 luxurious baths, there's ample space for comfort and relaxation. Each room is thoughtfully designed, ensuring a perfect balance of sophistication & comfort. The living areas are adorned with fine finishes, showcasing an understated elegance that invites both intimate gatherings & large scale entertaining. The kitchen, a culinary artist's delight, provides a beautiful backdrop for both everyday meals & formal dining. Outside, the landscaped grounds offer a tranquil oasis, featuring a bright open pool house/cabana. The property's grandeur is matched only by its warmth, making it a perfect sanctuary for those seeking a harmonious blend of style & comfort. Ideal for those who value privacy & luxury, it's more than a home; it's a lifestyle.

359 Baxter Neck Road, Marstons Mills

Listing courtesy of Listing Agent: Rick Shechtman (rick.s@compass.com) from Listing Office: Kinlin Grover Compass.
$6,750,000
5 Beds ⋅ 7 Baths ⋅ 24182061 MLS
Some properties simply need to be experienced in person, and 991 Lake Avenue is one of them. Set on four beautifully landscaped and exceptionally private acres, this distinctive European-inspired estate offers nearly 9,500 sq. ft. of gracious living and entertaining space. Dramatic beamed rooms, stone fireplaces and light-filled interiors give the home wonderful character, while French doors open to expansive terraces, formal gardens and a 40' x 20' pool and spa. Five bedrooms, a spacious game room and extensive office space provide exceptional flexibility. A rare Backcountry setting where privacy, scale and serenity come together, just five minutes from the Merritt Parkway with convenient access to all that Greenwich has to offer.

991 Lake Ave, Greenwich

Listing courtesy of Susan Fleisher from Coldwell Banker Realty. (203) 461-0447 (203) 622-1100
$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.
$6,695,000
7 Beds ⋅ 7 Baths ⋅ 24129942 MLS
A rare opportunity to own one of Litchfield County's most exceptional legacy estates. Reverie Farm encompasses more than 101 acres across four separate parcels, offering extraordinary privacy, sweeping views, and endless possibilities as a country retreat or full-time family compound. The meticulously restored and updated 1799 stone and shingle residence, which features 7 bedrooms, 5 full and 2 half baths, intimate entertaining spaces, multiple fireplaces, and a 1-bedroom in-law apartment with both interior and private exterior access, is rich in historic character. Additional accommodations include a separate 3-bedroom, 2 bath guest house with its own driveway, and a separate 2-bedroom staff/guest apartment. Estate amenities include a heated gunite pool in a private garden space, tennis court, the renowned studio of Abstract Expressionist Cleve Gray and, across the driveway, his wife author Francine du Plessix's writing studio which has been transformed into a dance studio/entertaining space with a double height ceiling. Additional outbuildings offer exceptional flexibility for use as gathering spaces, remote workspaces, athletic facilities, studios, workshops, storage (wine, automobiles, and other collectibles), and other uses subject to local approvals. The open fields, woodland trails, ancient fruit trees, established gardens and stone walls create an extraordinary private setting with agricultural and equestrian potential.

102 Melius Rd, Warren

Listing courtesy of Andrew Gates from Houlihan Lawrence. (917) 755-2640 (845) 677-6161
$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.
$6,650,000
5 Beds ⋅ 7 Baths ⋅ 24196608 MLS
An exceptional opportunity to create a custom luxury residence on 1.2 acres in Westport. With approved plans and permits already in place, buyers may bring their preferred builder and collaborate with the project architect to tailor the home to their vision. The property offers a streamlined path toward creating a distinctive residence while retaining flexibility in design, specifications, and finishes. Plans and renderings are representative and subject to change.

4 Lantern Hill Rd, Westport

Listing courtesy of Ian Defronze from Serhant Connecticut, LLC. (646) 637-8161 (203) 489-7800
$6,650,000
6 Beds ⋅ 6 Baths ⋅ 24186864 MLS
Known as "The Bungalow", this spectacular Tudor-inspired estate set on 43.8 private acres is one of architect Alfredo S.G. Taylor's finest designs. Built in 1908 for a Remington Arms heiress, the home seamlessly blends Gilded Age grandeur with exceptional modern luxury. The dramatic great hall features soaring 40-foot timber ceilings, a monumental stone fireplace, and exquisite fieldstone and half-timber construction. Thoughtfully updated throughout, the home offers a stunning new eat-in chef's kitchen complete with a butler's pantry and premium appliances, including a True glass-door refrigerator, Miele dishwasher, Wolf warming drawers, Sub-Zero wine and beverage refrigerator, and an exceptional custom range with handcrafted hood. The luxurious marble-clad bathrooms have been beautifully renovated with Kohler fixtures, while custom cabinetry, updated electrical systems, and meticulous craftsmanship elevate every space. Spectacular balconies and a wraparound veranda extend from the main living areas, providing breathtaking views across the surrounding landscape. Offering 6 bedrooms, 6 bathrooms, and 6,766 square feet of living space, the estate is set amid lightly wooded grounds with expansive northern vistas. Additional amenities include a guest house, barn, formal gardens, and a picturesque pond. Approached by a winding, newly improved drive, the residence sits atop a private ridge and culminates in a gracious porte-cochere, creating a sense of arrival rarely found.

310 Litchfield Rd, Norfolk

Listing courtesy of Florence Mathis from W. Raveis Lifestyles Realty. (917) 930-2951 (860) 868-0511
$6,600,000
6 Beds ⋅ 4 Baths ⋅ 24151590 MLS
Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 7,239 square feet, including 1,500 finished square feet on the lower level including an ensuite bedroom and recreational room with French doors opening to the expansive back yard. This residence combines timeless architectural sophistication with the serene beauty of nature. Leave the world behind as you travel up the winding driveway that sets this home back from the road for ultimate privacy. The exterior is a master class in curb appeal, featuring a three-car garage and a porte cochere, all framed by lush landscaping and your own private pond and a dock. Step through the front door into a soaring cathedral ceiling foyer. As the heart of the home, this space is open to the floor above and finished with exquisite marble flooring, offering a regal welcome to guests. The floor plan is defined by wide-open spaces that flow seamlessly from one room to the next, making it as ideal for grand-scale entertaining as it is for quiet relaxation. With six spacious bedrooms, there is ample room for family, guests. There is also a home office and a sun room both overlooking the Connecticut River. Embrace the river breeze from your choice of outdoor vantage points: This isn't just a home; it's a lifestyle.

11 River Edge Rd, Old Saybrook

Listing courtesy of Colette Harron from William Pitt Sotheby's Int'l. (860) 304-2391 (860) 767-7488
$6,595,000
3 Beds ⋅ 5 Baths ⋅ 24164990 MLS
A rare opportunity to own a meticulously designed enclave set on nearly three private acres overlooking the Connecticut River. The main house has over 4600 square feet of beautifully scaled living space with elegant architectural finishes throughout. The first floor features a welcoming entryway which leads to a well-equipped kitchen, breakfast room, formal dining room, and both a living room and family room with fireplaces. Each room has plenty of windows that bring in natural light and showcase incredible views of the CT River. An elegant curved stairwell leads to the second floor, which is designed with privacy in mind. It features a separate wing for the primary bedroom suite, and another for two guest bedrooms and baths. An elevator services the entire structure, so every room is accessible to all and offers a possible working option for multigenerational living. The compound also features a separate spacious guest house with a full kitchen, sitting room, bedroom, and one- and one-half bathrooms situated next to the inground Gunite pool, offering another private retreat for guests, visitors, or family members to enjoy

175 River Rd, Essex

Listing courtesy of Susan Malan from William Pitt Sotheby's Int'l. (860) 767-5011 (860) 767-7488
$6,595,000
6 Beds ⋅ 9 Baths ⋅ 24156057 MLS
Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning four levels, this six-bedroom home features an airy layout with refined finishes throughout. The open-concept kitchen flows seamlessly into the main living spaces, highlighted by a statement fireplace. A glass-enclosed office offers privacy, while additional living and dining areas, a stylish scullery, and an oversized mudroom add everyday functionality. A dramatic pivot door opens to a gallery-style entry. Upstairs, the primary suite is a serene retreat with its own fireplace, dual walk-in closets, a dressing area, and a spa-like bath. Four en-suite bedrooms and a laundry room complete the second floor, while the top level offers a private sixth suite, office, and flexible open spaces. The walk-out lower level expands the home with walls of glass, a terrace, gym, bar, wine cellar, media/playroom, and additional office. Outside, a 16'x32' pool, multiple terraces, and a grilling area create effortless summer living, complemented by a three-car garage with EV charging.

8 Loretta Ct, Westport

Listing courtesy of Lianne Owen from Coldwell Banker Realty. (347) 748-2525 (203) 227-8424
$6,595,000
6 Beds ⋅ 9 Baths ⋅ 24124919 MLS
Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and sun-drenched spaces throughout. Spanning over 11,000 square feet, with an additional 4,000SF+ lower level, with 6 bedrooms, 7.2 baths on 4.7 acres with room to add a custom pool, step inside to discover a seamless blend of ultimate privacy and modern luxuries throughout 4 finished levels. Immerse yourself in the serenity just 5 minutes to downtown New Canaan and an hour to NYC, where luxury and tranquility converge in perfect harmony.

62 Summersweet Ln, New Canaan

Listing courtesy of Danielle Malloy from Serhant Connecticut, LLC. (203) 921-9987 (203) 489-7800
$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
4 Beds ⋅ 5 Baths ⋅ 24196609 MLS
Welcome to 10 Dragonwood Lane - The Iconic Origami House Set on an extraordinary 15.57-acre estate spanning four separately deeded parcels, 10 Dragonwood Lane is a one-of-a-kind architectural masterpiece that seamlessly blends modern design, luxury, and nature. Known as the Origami House, this remarkable residence offers unparalleled privacy, tranquility, and future development potential while bordering a serene nature preserve. A winding, tree-lined driveway leads past flowering cherry trees, a private electronic gate, and a lighted tennis court before unveiling the home's breathtaking contemporary design. Conceived by the renowned Leroy Street Studio of Manhattan, the approximately 8,500-square-foot residence draws inspiration from the art of folded geometry. Sculptural cube-like forms create dramatic ceiling heights, expansive walls of glass, and light-filled interiors that effortlessly blur the distinction between indoor and outdoor living. At the heart of the home is the spectacular Glass Great Room, inspired by I.M. Pei's iconic Louvre Pyramid. Enclosed by glass on three sides, this extraordinary space opens onto an expansive terrace overlooking one of two cascading waterfalls within the estate's nationally recognized koi sanctuary. Designed for both sophisticated everyday living and grand-scale entertaining, the residence offers:

10 Dragonwood Ln, Weston

Listing courtesy of Bill Martin from Douglas Elliman of Connecticut. (917) 612-5372 (203) 622-4900
$6,500,000
10 Beds ⋅ 10 Baths ⋅ 22602857 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. In 1978, the property was divided into three townhouse residences, each with private entrances, kitchens, living areas, laundry, terraces, and separate utilities. The property has since been used as a single-family home, but offers remarkable flexibility as either a grand estate or redevelopment opportunity. 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 (chris.rhinesmith@compass.com) from Listing Office: Compass Massachusetts, LLC.
$6,500,000
4 Beds ⋅ 5 Baths ⋅ 22601498 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 Avenue, West Hyannisport

Listing courtesy of Listing Agent: Robert B Kinlin (rkinlin@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.
$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
5 Beds ⋅ 7 Baths ⋅ 24186154 MLS
Hidden away at the end of a coveted West Side cul-de-sac, 48 Driftway Lane is a private estate tucked among the winding back roads of New Canaan. Perched atop 1.62 beautifully landscaped acres and surrounded by nature, the setting offers a rare sense of peace and privacy, yet remains just minutes from downtown New Canaan and approximately one hour from New York City. Newly constructed from the ground up in 2017 and offering over 10,000 square feet of thoughtfully curated living space, the home unfolds through a series of light-filled rooms where architectural detail, craftsmanship, and connection take center stage. A grand central foyer showcases a statement staircase framed by glass railings, creating a stunning focal point from the moment you enter. At the heart of the home, a sunlit gathering space serves as the natural connection point between the designer kitchen, soaring two-story family room, and outdoor living spaces beyond. Anchored by a stunning 10-foot quartzite waterfall island and matching custom quartzite hood, the kitchen balances beauty and function with Thermador appliances, Sub-Zero refrigeration and wine storage, custom cabinetry, and a walk-in pantry. The dramatic family room draws the eye upward with soaring ceilings, extensive architectural detailing, automated Lutron shades, and walls of windows that flood the space with natural light.

48 Driftway Ln, New Canaan

Listing courtesy of Danielle Spada from Coldwell Banker Realty. (860) 748-2788 (860) 633-3661
$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
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: .
$6,500,000
4 Beds ⋅ 3 Baths ⋅ 5082763 MLS
Commanding one of the most iconic oceanfront vantage points along New Hampshire’s seacoast, this is a rare offering in the heart of exclusive RyeBeach. From its elevated position, the residence unveils uninterrupted panoramic views of the Atlantic Ocean, stretching from the golden sands of Jenness Beach, across the Isles of Shoals, and southward to the distant silhouette of Cape Ann. Situated along the shoreline and minutes from Abenaqui Country Club, the location combines the relaxed beach life with the distinction of a Rye Beach address. Here, early mornings can be spent with coffee in hand as the sun rises over the Atlantic, afternoons enjoyed on the links or the sand, and evenings gathered on the porch watching sailboats on the horizon. The home itself offers a gracious footprint and endless possibilities, whether you envision enhancing the current design or shaping a coastal estate that fully embraces its unrivaled views. Rarely does a property unite such natural beauty with such potential, making it equally appealing as a year-round residence, a summer retreat, or a multi-generational legacy home. Located just minutes from the cultural and dining scene of Portsmouth, with easy access to Boston and Portland, 1 South Road embodies the best of New England’s coastal lifestyle. Here is a once-in-a-generation chance to claim a front-row seat to New Hampshire’s most breathtaking ocean views.

1 South Rd, Rye

Listing courtesy of Sean Fellows from Tate & Foss Sotheby's International Rlty. ()
$6,500,000
5 Beds ⋅ 7 Baths ⋅ 24143703 MLS
A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone pathways, terraces, & over 6,000sf of refined outdoor living space. This is a truly exceptional, once-in-a-lifetime offering. A long winding driveway gradually reveals an exclusive enclave where the outside world fades away. Stucco structures, cedar shake roofs, & copper gutters emerge in sequence, unified by professionally landscaped grounds, irrigation, & exterior lighting that enhances the estate's serene atmosphere. Completely rebuilt in 2012, & finished in 2015, the Main Residence is a masterclass in quality & livability. Rich millwork, custom cabinetry, radiant-heated hardwood floors, transom windows, & skylights define interiors that feel both elegant & inviting. A boutique-style coat room & jewel-box powder room immediately signal the home's uncompromising level of finish. The show-stopping kitchen features high-gloss bespoke cabinetry, nickel hardware, & a sculptural range hood beneath tall silver-leaf detailed ceilings. A substantial Calacatta marble island integrates a 2nd sink, butcher block, & concealed storage. Chef-grade appliances include SubZero, Wolf, & Miele. *CONTINUED*

252 River Rd, Deep River

Listing courtesy of Kiara Rusconi from William Raveis Real Estate. (860) 573-3382 (860) 633-0111

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