Feature Properties

Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.

40 Singletree Rd, Brookline

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

$8,200,000

6 Beds ⋅ 10 Baths ⋅ 5076041 MLS

Premier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to elevate everyday living, remaining deeply rooted in its surroundings while still just a short drive to Stratton Mountain Resort and the Stratton Helipad. Step into an open-concept haven where elegance meets comfort. Framed by soaring timber beam ceilings, the main living area echoes the grandeur of the mountains while preserving the warmth and intimacy of a true retreat. Natural materials, handcrafted details, and thoughtful design choices create a home that feels warm, timeless and deeply personal. The estate preserves uninterrupted views across the landscape—ensuring that natural beauty remains the focal point from every vantage point.The grand stone fireplace anchors the living area, drawing the eye to soaring ceilings and expansive windows that frame breathtaking mountain ridges. Sunlight floods the space, highlighting the harmonious blend of natural textures and refined finishes.The gourmet kitchen blends beauty and function with custom wood cabinetry, hand-carved artistic accents, a welcoming breakfast bar, and an expansive island designed for conversation, connection, and effortless entertaining. Every space in this residence has been intentionally designed with a keen eye to detail. While every room blends effortlessly with the home’s elevated rustic feel, each one remains extremely unique. Offering six en-suite bedroom in the main residence and 2 bedroom2.5 bath guest quarters. Main Residence with extraordinary gathering rooms and multiple suites, 5 bay barn, guest quarters, pond, miles of maintained trails for mountain biking and winter activities,

557 Trager Rd, Jamaica

Listing courtesy of Kim Morgan-Wohler from Wohler Realty Group. ()

$7,995,000

5 Beds ⋅ 6 Baths ⋅ 5115773 MLS

A rare convergence of architectural distinction, extensive privacy, and breathtaking waterfront beauty, "RIVERSTONE POINT" is an extraordinary estate located in the heart of the NH Seacoast. Set on 5.35 wooded acres with 1,450 feet of tidal Oyster River shoreline, "RIVERSTONE POINT" is a remarkable home featuring exceptional craftsmanship and a lifestyle of quiet luxury. A winding approach reveals an impressive shingle style residence with timeless architectural detailing, extensive natural stonework, and a welcoming circular courtyard. Encompassing more than 18,000 square feet under roof, including approximately 11,200 square feet of finished living space, the home combines grand-scale entertaining with intimate, comfortable living. At its heart, the spectacular two-story Grand River Room features a monumental fieldstone fireplace and soaring walls of glass framing the river and surrounding woodlands. Rich millwork, coffered ceilings, beautifully crafted cabinetry, and distinctive architectural details reflect an uncompromising commitment to quality. A Thermador appliance chef's kitchen, formal dining room featuring a Zuber et Cie hand-printed panoramic mural of Boston Harbor, library w/ gas fireplace, and inviting gathering spaces accommodate everything from everyday living to memorable celebrations. The expansive Owner's Suite offers a private retreat, while four additional bedrooms, 5.5 baths and versatile living areas on three levels provide exceptional flexibility. Outside, a sweeping terrace, inviting saltwater Gunite swimming pool, tidal dock, dramatic granite walls, and beautifully integrated landscaping create an extraordinary setting for outdoor entertaining. The wooded shoreline offers remarkable seclusion, with Great Bay and the Seacoast's natural beauty just beyond. "RIVERSTONE POINT" is more than a residence. It is a legacy property... an extraordinary place to gather, retreat, and create memories for generations. By appointment only.

26 Deer Meadow Rd, Durham

Listing courtesy of Valerie Shelton from Appledore Real Estate. ()

$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.

$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.

$7,995,000

5 Beds ⋅ 7 Baths ⋅ 24212593 MLS

Set on a protected cove that never goes to mud flats even at low tide, 3 Coves End Road was a Colonial built in 1912, now completely reimagined as a stunning light-filled contemporary home on a quiet no-outlet street. Long water views and abundant sunlight from every side define the house, with multiple custom French doors opening to private decks. The custom kitchen is built for serious cooking and entertaining: wood beams, three sinks, Wolf 6-burner cooktop, two Wolf convection wall ovens, two Miele dishwashers and two Sub-Zero refrigerators, a wall of food pantry closets, an oversized mudroom and a Butler's Pantry with a 100+ bottle Sub-Zero wine cooler. Formal dining room, study/office with French doors and a private covered deck, four fireplaces, 9.5 ft first-floor ceilings and new wide-board oak floors. Five bedrooms, each with its own bath, and all bedrooms enjoy spectacular water views. The primary suite offers a sitting room with a fireplace, a wall of windows, a private balcony, two full baths and a large walk-in closet. Professionally landscaped grounds, new stone driveway, kayak/canoe/paddle-boarding launch dock, detached garage with EV charger plus a covered attached carport, lifetime zinc roof and gutters, unseen solar panels and a full-house generator. A rare waterfront offering in the historic Tokeneke Park area that showcases modern waterfront living, within an hour from Manhattan. Architect: Amanda Martocchio.

3 Coves End Rd, Darien

Listing courtesy of Rachel Walsh from Houlihan Lawrence. (203) 912-5908 (203) 966-3507

$7,995,000

9 Beds ⋅ 8 Baths ⋅ 22605080 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 Harbor, with dinghy drop-off and pick-up privileges along with dedicated kayak and paddleboard storage. The property also enjoys deeded rights to Little Gansett Beach, offering yet another treasured connection to the water. Rarely does a Woods Hole property combine this level of scale, privacy, architectural character, coastal access, and proximity to the village. Designed for generations of family and friends, this is an extraordinary Cape Cod estate equally suited to quiet summer mornings, days on the water, and unforgettable gatherings that continue long into the evening.

80 Gansett Road, Woods Hole

Listing courtesy of Listing Agent: Kerrie A Marzot (kerrie.marzot@sothebys.realty) from Listing Office: Sotheby's International Realty.

$7,995,000

6 Beds ⋅ 6 Baths ⋅ 5105097 MLS

The Point at Great Boar’s Head. There are waterfront homes, and then there are places that simply cannot be replicated. Set on approximately half an acre at the tip of Great Boar’s Head, this remarkable property is surrounded by water on three sides, with sweeping ocean views and a sense of privacy rarely found along the New Hampshire coast. Perched high above the shoreline, The Point commands a remarkable coastal panorama spanning three states, from the Maine coast and Isles of Shoals to Cape Ann. Sunrise unfolds over the Atlantic, while changing tides, light and weather continually transform the view. A broad lawn extends toward the sea, creating an exceptional connection to the coastline from nearly every vantage point. The 8,479 square foot residence is substantial in scale and designed around its remarkable setting, with expansive windows, generous living spaces and multiple opportunities to enjoy the outdoors. It offers the flexibility to be enjoyed today while leaving room for a future owner to make it entirely their own. What makes The Point truly exceptional is the combination of a significant residence, remarkable privacy, expansive grounds and a coastal position that would be virtually impossible to recreate today. Minutes from the restaurants, culture and conveniences of the Seacoast, yet remarkably removed from it all, The Point is a once in a generation opportunity to own one of New Hampshire’s most distinctive waterfront properties.

49 Dumas Ave, Hampton

Listing courtesy of Maggie Barrett Campbell from Tate & Foss Sotheby's International Rlty. ()

$7,995,000

8 Beds ⋅ 9 Baths ⋅ 24170626 MLS

Unprecedented opportunity to purchase two landmark, historic residences, situated side by side on Ridgefield's beloved Main St., which have been developed into an unparalleled lifestyle compound. This once in a lifetime sale includes the treasured Hawley House at 236 Main St. - Ridgefield's oldest home, on its original lot (5) which was built by the proprietors in 1713 for the Rev. Thomas Hawley, first pastor & town clerk. It also includes 250 Main St. - the iconic & brightly colored neighboring Gothic Revival Victorian, built Ca. 1826 by Hawley descendants. Working with Peter Coffin of DCA Architects & the Historic District Commission, the home underwent a meticulous full restoration & renovation, thoughtfully balancing historic preservation with modern luxury updates. Over $10M has been spent in top of the line improvements & designer appointments inside & out. Together, both homes span a pastoral 3.16 acres, juxtaposing sidewalks to vibrant downtown Ridgefield with rear privacy including 2 magnificent barns. 236 Main's "Red Barn," Ca. 1900 & renovated in 2012 features: 2,015 sf, indoor basketball court, home office/conference rm, arts & crafts studio, 1 full/2 half bths & 2 car garage. 250 Main's Pool/Carriage house includes: 3,684 sf, 1-2 BRs, 2 full/1 half bths, 2 fplcs, 2 car garage (2 Tesla chargers), gym with sauna, game room/bar, poker room, arcade, 30+ seat movie theater, plus kitchen/great room open to the heated, gunite, saltwater pool, spa & outdoor resort oasis.

236 & 250 Main St, Ridgefield

Listing courtesy of Laura Ancona from William Pitt Sotheby's Int'l. (203) 733-7053 (203) 438-9531

$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.

$7,990,000

6 Beds ⋅ 8 Baths ⋅ 24194541 MLS

Build your coastal dream home on a rare, full acre* property along one of Compo Beach's most coveted cul-de-sacs, where opportunities of this caliber seldom become available. Ideally positioned just across from Longshore and moments from the shoreline, this extraordinary setting places Westport's most treasured amenities at your fingertips: golf, tennis, swimming, boating, beaches, playgrounds, fine dining, and more. To be custom built by Coastal Luxury Homes, Fairfield County's foremost luxury builder, this distinguished residence will offer three beautifully finished levels defined by unrivaled quality and meticulous craftsmanship. Expansive walls of glass will bathe the interiors in natural light, showcase the magnificent grounds, and create a seamless connection to the outdoors. Exquisite millwork, natural stone, refined finishes, a curated selection of top-tier appliances, and generous allowances will elevate every space, while the sumptuous primary suite will serve as a private, resort-inspired retreat. Thoughtfully tailored to your every wish with room for a pool, this remarkable home will reflect your personal style and vision for sophisticated coastal living.

4a Compo Pkwy, Westport

Listing courtesy of Jaclyn Picarillo from Higgins Group Bedford Square. (203) 981-5012 (203) 226-0300

$7,985,000

6 Beds ⋅ 6 Baths ⋅ 24205532 MLS

12 Beltas Farm Lane is an extraordinary new construction estate in Westport, Connecticut, set within Beltas Farm, one of Westport, Connecticut's newest and most distinctive enclaves, Westport, CT 06880. Once part of a 23-acre working family farm, this special setting has been thoughtfully transformed into an intimate collection of exceptional residences, with nearly five acres preserved as open space, creating a sense of space and privacy rare in Westport today. Offered at $7,985,000 and built by Fairfield County Contractors, known for exceptional quality and craftsmanship, this remarkable new Westport home encompasses more than 9,000 square feet of sophisticated living space beneath a handsome wood roof, with timeless architecture and the exceptional level of finish found throughout. Designed for today's luxury lifestyle, the residence features six ensuite bedrooms and beautifully proportioned living and entertaining spaces filled with natural light and oriented to capture the property's open views. A wine cellar adds another layer to the home's exceptional entertaining spaces, and the thoughtful floor plan balances impressive scale with comfortable everyday living. Outside, a stunning pool and spa create a private resort experience amid the beauty and openness of the Beltas Farm setting. A rare opportunity to own an exceptional new-construction luxury home in Westport, Connecticut 06880, and to become part of one of the town's most compelling new luxury addresses.

12 Beltas Farm Ln, Westport

Listing courtesy of Judy Michaelis from Coldwell Banker Realty. (203) 247-5000 (203) 227-8424

$7,950,000

4 Beds ⋅ 8 Baths ⋅ 73578430 MLS

A winding driveway gradually reveals this exceptional property, privately set on 3.25 bucolic acres overlooking picturesque, Vermont-like meadows framed by classic stone walls. Mature plantings & established landscaping create a beautiful sense of place, while inside, thoughtful design & exceptional craftsmanship come together in a home where simple elegance and understated sophistication feel entirely at home.Thoughtfully transformed through 3 quality- and precision-driven renovations, the home offers a gracious, welcoming interior w an effortless sense of flow. More than 6,000 SF provides plenty of room to gather, relax & entertain, while expansive kitchen & living areas connect naturally to the outdoors & open directly to over 1,500 SF of bluestone & brick terraces, where sweeping views of rolling meadows create a beautiful backdrop for everyday living & entertaining. Wraparound patios, a dedicated dining area & beautifully landscaped grounds make outdoor living especially natural.Inside, craftsmanship is quietly evident throughout, with details that feel refined without ever feeling overstated. Rift- and quarter-sawn oak floors, intricate wainscoting, high coffered ceilings, fine millwork and custom doors lend warmth, character and permanence. Modern comforts are seamlessly integrated, including geothermal & radiant, a heated exterior courtyard and advanced smart-home technology. Four bedrooms are each ensuite, with their own marble baths. The first-floor primary suite is particularly inviting, with fireplace, wet bar, two walk-in closets and direct access outdoors. Upstairs, a charming gallery with a reading area provides a comfortable transition to the bedroom level.A heated 3-car garage w EV charger and half bath adds everyday convenience, while the professionally cultivated grounds & integrated hardscape complete the setting. And then there is the location. Concord Center is an easy walk through North Bridge National Park, while nearby Great Meadows Wildlife Refuge offers wonderful opportunities for walking, running & x-c skiing. The property embraces so much of what makes Concord special—its history, natural beauty, trails, meadows and strong sense of community—along with excellent public & private schools and the convenience of private jet service just six miles away.Ultimately, 55 Estabrook is a home where simple elegance, thoughtful design & an extraordinary connection to nature come together to create an exceptional quality of life experience.

55 Estabrook Road, Concord

Listing courtesy of Listing Agent: Barrett & Comeau Group from Listing Office: Barrett Sotheby's International Realty.

$7,950,000

5 Beds ⋅ 6 Baths ⋅ 73543062 MLS

Nestled in the highly coveted enclave of Acoaxet and Westport Harbor, this magnificent coastal estate at 169 Atlantic Ave offers the pinnacle of New England waterfront living. Meticulously reimagined from top to bottom, this home underwent a complete, high-end remodel completed in 2021. Sited flawlessly to maximize panoramic views of the open Atlantic Ocean, sandy shorelines, and the Elizabeth Islands, this property seamlessly blends classic Shingle-style architecture with unparalleled private luxury.

169 Atlantic Avenue, Westport

Listing courtesy of Listing Agent: Rebecca Rubin from Listing Office: Compass.

$7,950,000

6 Beds ⋅ 8 Baths ⋅ 24166431 MLS

New Construction BY Ritzzo Development a premier builder! Situated on a country road among luxury estates, this 8,050 sq. ft., to be built new construction strikes the perfect balance of secluded privacy and commanding views. The 8.18 acre lot is bordered by state forest on 3 sides. The welcoming front porch sets a sophisticated tone, leading into an interior defined by 5" white oak flooring, Pella windows and doors with exquisite craftsmanship throughout. The heart of the home is a chef's kitchen with custom white oak cabinetry paired with professional Sub-Zero/Wolf appliances, an inviting island, and a sun-drenched breakfast room. Dramatic architecture defines the family room, where exposed beams complement a soaring vaulted ceiling and a striking wood-burning hearth. The residence offers six en-suite bedrooms. The expansive primary retreat is a true standout, boasting dual bathroom suites and matching, dual walk-in closets. Functional luxury continues with a main-level guest suite, a dedicated home office, and two powder rooms on the main level. Personal gym in the lower level. Outdoor highlights include a premium granite patio with built in barbeque overlooking a stunning 18x36 in-ground gunite pool. For peace of mind the electric service is buried with 400-amp service, with a dedicated EV charger, plus a fully equipped Generac 26KW auto transfer generator. This is a rare opportunity to start the year in a home designed for ultimate style, comfort and sophistication

197 A Tinker Hill Rd, Washington

Listing courtesy of Sharon Wyant McGuire from William Pitt Sotheby's Int'l. (203) 417-2925 (860) 868-6600

Clapboard Hill Rd Unit (New Build), Westport

$7,926,000

6 Beds ⋅ 7 Baths ⋅ 24177287 MLS

Set within Westport's most prestigious private estate enclave, surrounded by grand coastal estates and quintessential antique treasures, this exceptional Greens Farms 2+ acre* new construction offering is poised to become one of Fairfield County's most coveted addresses. Perfectly positioned, moments from beaches, downtown boutiques, vibrant dining scene, and just an express train to Manhattan, the property offers a rare blend of privacy, convenience, and timeless sophistication. Fully customizable and designed to fit your lifestyle and desired scale, this masterfully built residence will feature bespoke craftsmanship, rich stone, curated designer finishes, advanced smart home technology, and world-class amenities tailored entirely to your vision. Expansive grounds offer tranquil space for a private resort-style setting with endless possibilities for outdoor living and recreation. Walk the property with us and the Coastal Luxury Homes team and begin designing your dream estate.

Clapboard Hill Rd Unit (New Build), Westport

Listing courtesy of Brett Lieberman from The Riverside Realty Group. (203) 216-2515 (203) 226-8300

$7,900,000

6 Beds ⋅ 13 Baths ⋅ 73598292 MLS

A truly magical estate in one of Brookline’s most coveted neighborhoods, this extraordinary residence combines historic charm with understated luxury. Surrounded by breathtaking gardens, lush landscaping, and magnificent grounds, the property offers exceptional privacy and tranquility. Every room is filled with warmth, elegance, and distinctive character, creating a home as inviting and comfortable as it is sophisticated. At the heart of the home is a spectacular chef’s kitchen featuring a magnificent mahogany island, marble countertops, top-of-the-line appliances, a custom wood-burning pizza oven, walk-in pantry, and charming dining banquette. The adjoining family room and enchanting Twin Farms-inspired four-season sunroom provide wonderful spaces for everyday living and entertaining. A richly paneled study with floor-to-ceiling French doors opens to a covered terrace overlooking the spectacular gardens.The residence offers six-plus bedrooms and 14 bathrooms, including a luxurious primary suite with dual bathrooms, dressing rooms, custom built-ins, and a private balcony. Exceptional amenities include a home theater, 2,500-bottle wine cellar, spacious in-law or guest suite, two 2 car heated garages, and an enchanting one-bedroom storybook guest cottage. The beautifully landscaped grounds provide a picturesque setting that enhances the home's unique beauty and charm. Ideally located in Brookline's prestigious estate area, close to a number of independent schools, Larz Anderson Park, and all that Brookline and Boston have to offer.

125 Rockwood St, Brookline

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.

$7,900,000

6 Beds ⋅ 7 Baths ⋅ 24211051 MLS

Exceptional architecture, refined craftsmanship, and a country/coastal lifestyle. This spectacular Westport estate, to be built by Soundmark Luxury Homes, offers a rare expression of timeless elegance and modern luxury. Set on 2 pristine acres, framed by mature trees & expansive sky views, this special property exudes a sense of place, beauty, & permanence. With over 9,000 square feet of exquisitely designed living space, this remarkable residence blends sophisticated interiors with effortless comfort. Every detail has been thoughtfully considered, from dramatic windows & graciously proportioned rooms, to custom millwork, sophisticated lighting, & carefully curated finishes. An elegant floor plan offers inviting gathering spaces, a stunning chef's kitchen, and first & second floor luxurious Primary Bedroom Suite options. Outdoors, a heated gunite pool anchors a spectacular resort-like setting, complemented by a beautifully appointed Pool House featuring a kitchen, full bath, and sauna. Perfect for intimate gatherings or grand-scale entertaining, the residence offers a seamless connection between indoor & outdoor living. Nestled in Greens Farms, Westport's most coveted enclave, and just moments from beautiful beaches, Longshore Club & Golf, downtown shopping & dining, and convenient train service to NYC. A unique offering where design, generous proportions, & resort-inspired amenities create a lifestyle of understated luxury. Existing home available for $3.6M; ref MLS 24205877

61 Clapboard Hill Rd Unit A, Westport

Listing courtesy of Lorelei Atwood from Higgins Group Real Estate. (203) 803-7600 (203) 254-9000

$7,900,000

5 Beds ⋅ 1 Baths ⋅ 5095851 MLS

A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 N Main St, Wolfeboro

Listing courtesy of Lobin Frizzell from KW Coastal and Lakes & Mountains Realty/Meredith. ()

$7,900,000

4 Beds ⋅ 6 Baths ⋅ 73536744 MLS

Set along one of Back Bay's most picturesque tree-lined streets, this distinguished single-family residence pairs timeless architectural elegance with thoughtfully updated interiors and modern amenities. Grand living spaces are defined by soaring ceilings, oversized bay windows, elegant custom built-ins, handsome fireplaces, and abundant natural light. The beautifully renovated kitchen features custom cabinetry, top-of-the-line appliances, and a spacious butler's pantry designed for effortless entertaining. Crowning the home is a spectacular roof deck with sweeping views of the Back Bay skyline and city beyond. Recent improvements include updated HVAC systems and lighting throughout. Additional amenities include an elevator servicing all floors, a wine room, and a versatile lower level with kitchenette and full bath, ideally suited for a guest suite. Complete with an outdoor patio and 2 full parking spaces, this residence offers a rare opportunity in Boston's most coveted neighborhood.

122 Marlborough Street, Boston

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

$7,900,000

7 Beds ⋅ 9 Baths ⋅ 24165104 MLS

Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and library, all complemented by bright, open living spaces with a kitchen family room space built for today's lifestyle. Two garage spaces offer room for six cars and incredible storage. The surprises don't stop indoors-step outside into meticulously maintained grounds showcasing a gorgeous pool, landscaping, split rail fences, and charming stone walls that evoke a sense of storybook elegance. A sprawling, incredible field offers endless opportunities for recreation or relaxation, and the potential to divide the property into two lots opens the door to even more possibilities. Adding to the allure is a stunning barn-style guest house, built in 2008, offering two bedrooms and endless possibilities. Whether it's a private retreat for guests, a party barn, or a multi-generational living space, this addition enhances the property's versatility. This is more than a home - it's a rare opportunity to own a piece of Darien's history, surrounded by natural beauty, modern comforts, and limitless potential. A true treasure, this iconic home is a generational opportunity awaiting you!

246 Brookside Rd, Darien

Listing courtesy of Keiley Fuller from Compass Connecticut, LLC. (203) 858-4609 (203) 423-3100

$7,895,000

6 Beds ⋅ 7 Baths ⋅ 73580804 MLS

Set within the serene, tree-lined streets of West Newton Hill, 63 Bigelow Road is surrounded by distinguished homes and beautifully landscaped private lots. This striking modern French-inspired residence offers exceptional privacy in a setting that feels remarkably peaceful, yet remains moments from the best of Newton and convenient to Boston. A refined architectural presence immediately sets the tone. Stucco siding, black-grid windows, iron detailing, and a distinctive roofline punctuated by dormers give the home a timeless European influence with a fresh, modern point of view. Inside, the architectural character continues through beautifully designed interiors rich with detail. The foyer creates a memorable introduction, framed by graceful arched openings and a coffered ceiling extending the length of the hall, with a procession of globe brass pendants drawing the eye through the space. At the home’s center, a sculptural Venetian plaster spiral staircase makes a dramatic statement and speaks to the craftsmanship found throughout. Herringbone white oak floors, substantial crown molding, and carefully selected brass lighting add texture and warmth, creating interiors that feel sophisticated without being overly formal. The kitchen pairs marble countertops with warm white oak and softly curved architectural detailing, while recurring arches create a natural connection between spaces. Six bedrooms offer exceptional flexibility. The experience continues on the fully built-out lower level, where a private gym, bar, and expansive entertaining spaces create a destination of their own for recreation and hosting family and friends. Elegant yet inviting, grand in scale yet rich with thoughtful detail, 63 Bigelow Road is a home defined as much by its atmosphere as its architecture. The ideal West Newton Hill residence bringing together privacy, craftsmanship, and modern luxury in an exceptional neighborhood setting.

63 Bigelow Rd, Newton

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

$7,895,000

6 Beds ⋅ 7 Baths ⋅ 73574737 MLS

The Hammond House — Classic Cambridge architecture, completely reimagined. Just steps from Harvard Divinity School, this extraordinary 6,818 sq ft Colonial residence has undergone an extensive restoration and reconstruction, blending timeless architectural character with exceptional modern design. Offering 18 rooms, 6 bedrooms and 6.5 baths across four beautifully finished levels, the home provides remarkable scale in one of Cambridge’s most desirable settings. The dramatic chef’s kitchen by Appleton Kitchens features custom cabinetry, an oversized vertical-grain white oak island, Taj Mahal quartzite and premier Wolf, Sub-Zero and Cove appliances. Expansive living and entertaining spaces feature white oak flooring, custom millwork, built-ins and abundant natural light, including four oversized skylights above the central stair hall. The outstanding primary suite is a true private retreat, featuring a massive custom walk-in closet and private balcony. Its spa-inspired bath showcases luxurious finishes, an oversized soaking tub and expansive shower with dual shower heads, creating a serene sanctuary designed for complete relaxation. Four bedrooms are en-suite, while the flexible skylit third floor offers exceptional space for an office, lounge or additional living area. A striking four-stop pneumatic GLASS ELEVATOR connects every level. The finished lower level includes a media room, kitchenette, gym and wellness area with ThermaSol steam shower and HUUM sauna. Behind the restored Colonial Revival exterior are thoroughly modern systems including 100% electric living, five-zone heat-pump HVAC, dual Navien hybrid water heaters, new 400-amp electrical service, EV wiring and a high-performance insulated building envelope. Outdoor living includes a restored columned front portico with mahogany decking and ceiling, elevated rear entertaining deck, private balcony and professionally landscaped grounds. A rare opportunity to experience the character of classic Cambridge with the sophistication and comfort of essentially new construction, moments from Harvard Square and Cambridge Common.

65 Hammond Street, Cambridge

Listing courtesy of Listing Agent: The Shorey Realty Group from Listing Office: Real Broker MA, LLC.

$7,890,000

5 Beds ⋅ 6 Baths ⋅ 5111040 MLS

The jewel of New Hampshire's Coastline Perched high above the Atlantic, this gracious 19th-century seaside estate captures the timeless beauty of coastal New England. Once part of Rye's historic Ocean Wave Hotel, the home occupies a remarkable setting along New Hampshire's limited coastline, with sweeping views of the Atlantic and a magnificent porch wrapping three sides of the residence. This is a home for gracious living by the sea. Morning coffee as the sun rises over the Atlantic. Long summer afternoons in the salt air. Cocktails on the porch as evening settles along the coast. Rich in history, character and classic New England charm, 1413 Ocean Boulevard is a rare opportunity to own an exceptional seaside estate in Tax Free New Hampshire. See Docs for additional property information.

1413 Ocean Blvd, Rye

Listing courtesy of Delaney M Philbrick from Gibson Sotheby's International Realty. ()

$7,800,000

4 Beds ⋅ 6 Baths ⋅ 73579747 MLS

Located on a picturesque tree-lined street on the Flat of the Hill, this 1914 townhouse spans 5,194 square feet, offering four bedrooms, five and a half bathrooms and two private outdoor spaces. The main floor opens with a gracious foyer leading to an elegant dining room. One level below, the garden floor unfolds around a generous kitchen, dining area, and family room, all opening directly to a private brick patio—a rare, quiet outdoor retreat in the heart of the city. Above the main floor, the house reveals one of its most remarkable spaces: a double-height great room (living room/library), with an open balcony on the level above overlooking the room. The scale is extraordinary, creating a centerpiece for both quiet afternoons and elegant entertaining. The next floor holds two bedrooms and two bathrooms. The top floor is anchored by the primary suite, with a walk-in closet and elegant bath, and an additional bedroom at the opposite end of the hall. A private roof deck crowns the residence with unobstructed 360-degree views across Boston. Not to be missed!

32 Lime St, Boston

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

$7,800,000

5 Beds ⋅ 5 Baths ⋅ 73492678 MLS

Elegant single family home set on a landscaped European garden on Marlborough St. Renovated to the finest standards while keeping the quintessential Back Bay details, this home boasts 5 bedrooms, 3 full baths & 2 half baths.There is a gourmet chef's kitchen & family room on the lower level that lead out to a large private patio, hot tub, storage shed & direct to 2 huge side by side parking spaces. The main level showcases a gas fireplaced formal living room & dining room w/ a butler's pantry, dumbwaiter and warming drawer; perfect for hosting family & friends. Up one flight to the 2nd floor on an original classic staircase, you will enter the sumptuous primary suite w/ fireplace. It spans the entire floor, complete with a huge spa bathroom w/ a large soaking tub. A custom walk through closet is not to be missed. The remaining four bedrooms are on the upper floors & are all spacious & versatile for home office(s) & guests. Two more renovated full baths service these bedrooms. A beautiful stained glass skylight crowns the top of this fabulous home. Central AC rounds out this showpiece!

340 Marlborough St, Boston

Listing courtesy of Listing Agent: Lisa Merriman Barth from Listing Office: Barth Real Estate.

$7,750,000

6 Beds ⋅ 7 Baths ⋅ 73574746 MLS

An entire South End brownstone. One remarkable home. A truly distinctive opportunity in a market defined largely by condominium living, this offering presents the chance to own an entire classic bow-front brownstone on one of the South End’s most beautiful & coveted tree-lined streets. Currently configured as two meticulously renovated residences, a penthouse triplex & garden duplex, the property has been transformed to near-new construction standards, bringing together timeless architecture, tailored interiors & exceptional flexibility under one roof. For those seeking the scale, privacy & permanence of a true townhome, the property offers the opportunity to combine both residences into one substantial single-family home, with conversion plans available for review. The existing configuration also provides immediate flexibility for multigenerational living, extended family, guests, an au pair or the ability to occupy one residence while generating income from the other. The approximately 2,518 SF penthouse triplex offers 3+ beds & 3.5 baths across three beautifully considered levels. Soaring ceilings, abundant natural light, custom millwork, gas fireplaces & refined finishes define the interiors, while a designer kitchen with custom cabinetry & high-end appliances anchors the main entertaining level. A private balcony extends from the kitchen, while an expansive private roof deck offers Boston skyline views, a built-in grill, integrated sound & fire pit. The approximately 1,802 SF garden duplex offers 2 beds & 2.5 baths across two generous levels, with beautifully proportioned living & dining spaces, a gas fireplace, custom cabinetry, integrated storage & curated finishes throughout. The living space opens directly to a substantial private patio for seamless indoor-outdoor living. Together, the residences provide approximately 4,320 SF of finished interior space, private outdoor living at both the garden & rooftop levels & 2 direct-access parking spaces. Moments from acclaimed dining, cafés, parks, SoWa, boutiques, galleries & premier private schools, this is a rare opportunity to move beyond the traditional condo & own an entire South End brownstone, ready to live beautifully today or become one extraordinary home for the future.

189 W Brookline St, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$7,725,000

7 Beds ⋅ 13 Baths ⋅ 24164249 MLS

Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The main residence greets with a sweeping two story entry bathed in natural light, flanked by gracious formal living & dining rooms with fireplaces. The heart of the home, a chef's kitchen with custom cabinetry, high-end appliances, butler's pantry & French doors to an expansive terrace, seamlessly integrated with spectacular grounds. Additional main-level highlights include great room & study with fireplaces, steps from a serene covered porch; mudroom, full bath, & attached three-car garage. Upstairs, a primary suite sanctuary with fireplace, sitting room with wet bar, dressing room with custom cabinetry & spa-like bath with soaking tub & steam shower. Completing the 2nd floor, four additional bedrooms featuring en-suite baths & walk-in closets, family room and laundry. On the 3rd level, 2nd office, gym, half bath & ample storage. Elevator to wine cellar, home theater, billiards room & walkout au pair suite; commercial grade utilities & generator. Award-winning pool house, carriage house with in-law suite, heated gunite pool, spa & manicured grounds complete a remarkable legacy property.

206 Umpawaug Rd, Redding

Listing courtesy of Lauren Parr from Houlihan Lawrence. (347) 852-2599 (203) 438-0455

$7,695,000

4 Beds ⋅ 5 Baths ⋅ 22603541 MLS

NEW CONSTRUCTION: Experience modern Katama luxury in this thoughtfully designed home by Morgan Studio, a husband-and-wife-led boutique design firm. Created for effortless indoor-outdoor living, the residence features soaring ceilings, a flowing floor plan, oversized windows, and exceptional materials and finishes throughout. A private interior courtyard, envisioned as an edible garden, anchors the home and connects seamlessly to the cathedral-ceiling great room with a wood-burning fireplace and a 20' x 40' heated gunite pool. The chef's kitchen features a Patagonia Tiffany stone island, breakfast nook, and butler's pantry. Private bedroom suites occupy separate wings, including a spa-inspired primary suite with a circular skylit shower and wall-to-wall travertine. A bright lower level with 10-foot ceilings provides generous recreation and entertaining space. A custom furniture package is available upon request for a truly turnkey offering. Conveniently located near Crocker Drive with easy access to South Beach, bike paths, Katama, and downtown Edgartown. A refined interpretation of the Vineyard summer house, thoughtfully designed for relaxed coastal living.

2 Lexington Avenue, Edgartown

Listing courtesy of Listing Agent: Peyton Wallace (peyton@studiorealty.com) from Listing Office: Studio Realty LLC.

$7,550,000

6 Beds ⋅ 9 Baths ⋅ 73511372 MLS

Designed for elevated everyday living and effortless entertaining, this exceptional residence at 132 Country Drive in Weston offers the perfect blend of luxury, comfort, and convenience. Set in one of Weston’s most desirable neighborhoods—known for its top-ranked schools and peaceful surroundings—the home is just minutes from Boston and major commuter routes. Inside, an oversized chef’s kitchen with a large center island and walk-in pantry anchors the open-concept layout. Expansive living and dining spaces are filled with natural light, creating an inviting atmosphere throughout. Upstairs, four spacious bedrooms each feature en-suite baths and custom closets, including a luxurious primary suite with a private deck, spa-like bath, and walk-in closet. The lower level is designed for entertaining and wellness, complete with a second living area, home theater, golf simulator, gym, sauna, and more. Outdoors, the walk-out backyard offers a fire pit, dining space, and room for a future pool.

132 Country Drive, Weston

Listing courtesy of Listing Agent: Simon Collaborative Group from Listing Office: Gibson Sotheby's International Realty.

$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.

$7,500,000

4 Beds ⋅ 5 Baths ⋅ 24197604 MLS

Private Lake Waramaug compound with rare panoramic western sunset views, 100 feet of direct lake frontage, floating dock, separate guest cottage, and beautifully landscaped grounds. Fully renovated, this five-bedroom property offers an exceptional setting for year-round living or a seasonal retreat. The 3,500-square-foot custom-built main house is designed for relaxed family living and effortless entertaining. The first floor centers around an open kitchen, dining area, and family room with stone fireplace, leading to a screened porch and adjoining deck. A spacious guest suite with full bath, mudroom, and powder room complete the main level. Upstairs, the airy primary suite features a full bath, private deck, and secluded lake-view office, joined by a guest room and bunk room with shared bath. The walkout lower level includes a game room, powder room, laundry, pantry, and abundant storage, with French doors opening to a covered patio. An outdoor shower and large walk-in storage area accommodate water skis, paddleboards, fishing gear, and more. Above the two-car garage, a private guest cottage offers a bedroom, sitting area, and full bath-ideal for family and friends. Mature landscaping, a sunken fire-pit patio, and stone steps to the dock create an inviting waterfront setting for boating, waterskiing, fishing, paddleboarding, swimming, and lakeside relaxation. A rare opportunity to enjoy Lake Waramaug at its very best.

36 Arrow Point Rd, Warren

Listing courtesy of Peter Klemm from Klemm Real Estate Inc. (917) 864-4940 (860) 868-7313

$7,500,000

25 Beds ⋅ 13 Baths ⋅ 22604481 MLS

A strategic coastal acquisition opportunity for developers, hospitality groups and commercial investors in Dennis Port's established resort district. Situated across the street from the beach, this nearly one-acre property combines significant site area, approximately 50 existing parking spaces, a substantial commercial building previously operated as a 180-seat restaurant with a transferable liquor license and multiple residential structures. Located within the Chase Avenue Hotel Resort Area, the property benefits from a zoning framework designed to accommodate significant hospitality investment. Qualifying hotel development may reach up to 4½ stories or 50 feet. Chase Avenue is an active hospitality corridor surrounded by oceanfront resorts, vacation properties, beaches and established dining destinations. This concentration provides a built-in visitor base and places the property within one of Cape Cod's most recognizable resort settings. Whether envisioned as a boutique resort, hotel-condominium development, signature hospitality concept, restaurant revival, or adaptive-reuse project, this site offers substantial potential in a proven coastal destination.

88-94 Chase Avenue, Dennis Port

Listing courtesy of Listing Agent: Paul McCormick (paul.mccormick@gibsonsir.com) from Listing Office: Gibson Sotheby's International Realty.

$7,500,000

6 Beds ⋅ 8 Baths ⋅ 73516907 MLS

Meticulously restored and impeccably maintained, Wilsondale Farm pairs the character of an 1815 estate with modern systems and generous spaces for today's living and entertaining.10 private acres in Dover, 25 minutes to Boston. Distinctive antique woodwork, lighting, ironwork and masonry, a blend of Carlisle and original wood floors, give the home its quiet sense of history. Daily life starts in the incredible mudroom, built for backpacks, sports gear and muddy boots. The bright European-style kitchen with high-end appliances, a hammered zinc island and hood, extensive storage and an adjoining house manager’s office. The bathrooms are exquisitely appointed, and the laundry room is fully modern. Extensive windows throughout connect every room to the landscape.The connected carriage-house addition is built with traditional pegged post-and-beam construction. Its family room is about 900 square feet across two levels, a home theater below. Upstairs, two bedrooms each have an en suite bath and loft, next to a separate children’s study area. A game room, more bedrooms and family rooms, the beam-lined dining room, a library, formal living and enclosed porches give everyone room to gather or unwind. Outside a heated 75-foot saltwater pool and hot tub, open fields, a sports court and private trails along stone walls to a stream. The circular driveway and parking area lead to separate barn with 6-car garage parking, caterer's kitchen, a gym, storage, and an upstairs suite of about 900 sqft with a bath, steam shower and kitchenette. Restaurants and shopping minutes away, three rail lines, including Amtrak, are close by. Dover-Sherborn High School tops Boston Magazine’s 2026 rankings of Greater Boston public high schools. An additional 6-acre ANR lot overlooking the pond is also available.

70 Wilsondale St, Dover

Listing courtesy of Listing Agent: Jane Wemyss from Listing Office: Compass.

$7,500,000

6 Beds ⋅ 8 Baths ⋅ 73487838 MLS

A rare find in Brookline, this property offers privacy and tranquility on a secluded lot adjacent to Sargent Estates. Spanning three finished levels plus a lower level, the home features 6 bedrooms and 6 full and 2 half baths, with meticulous craftsmanship and striking architectural details throughout. A grand rotunda entry leads to a chef’s kitchen, expansive living and dining rooms, family room, and mudroom. The second floor includes three bedroom suites, each with its own bath, plus two office spaces. The third floor offers two additional bedroom suites, while the lower level includes a sixth suite, gym, large family room, and laundry. Surrounded by mature landscaping and set well back from the street, the property boasts a pool, hot tub, sauna, outdoor fireplace, pizza oven, and full outdoor kitchen—an exceptional setting for both relaxation and entertaining. Not to be missed!

1 Chestnut Place, Brookline

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

$7,500,000

7 Beds ⋅ 7 Baths ⋅ 73391908 MLS

Tucked away on 27 pristine acres along Massachusetts’ famed Gold Coast, Malt Hill is a rare legacy estate offering privacy and oceanfront beauty. At its heart stands a striking three-story residence distinguished by its stucco façade, slate roof, and stately chimneys. Inside, rich architectural details pay homage to its grand origins and create an ambiance of warmth and sophistication. Beyond the main home, the estate unfolds into a world of unparalleled amenities: a carriage house with three residential units, gunite swimming pool, tennis court, and peaceful pond. A quaint “oyster camp” overlooks the tidal marsh, offering a front-row seat to the rhythms of nature. Most remarkable, however, is the estate’s private 3.8-acre beachfront—a secluded stretch of coastline where the ocean meets the horizon. With easy access to Boston, Malt Hill is the perfect retreat for those seeking both tranquility and convenience. A true masterpiece, ready for its next chapter of refined coastal living.

965-973 Hale Street, Beverly

Listing courtesy of Listing Agent: Brackett Janis Group from Listing Office: Engel & Volkers By the Sea.

$7,499,999

4 Beds ⋅ 5 Baths ⋅ 73566967 MLS

Experience the vibrant energy of maritime life paired with the serenity of coastal living. Set within the coveted enclave of Saquatucket Bluffs with private association beach rights, this sophisticated residence has been meticulously renovated to strike a flawless balance between architectural elegance and coastal warmth. A classic front porch provides a graceful welcome, leading into a vaulted living room bathed in natural light. The layout emphasizes effortless indoor-outdoor living, with water views from nearly every room and direct access to the exterior. The main level features a dedicated office and a versatile ensuite, while the second floor serves as a sanctuary featuring dual balconies and two additional guest ensuites. The heart of the home is the chef's kitchen, outfitted with a center island, spacious pantry, and a breakfast nook designed to frame panoramic views of boats navigating the harbor. Entertaining is elevated by a dedicated bar with a wine fridge and a seamless flow to the large deck. Outside, professionally landscaped grounds host a harbor-view pool. Moments from downtown Harwich Port, this home offers a refined lifestyle and a premier waterfront connection.

18 Saquatucket Point, Harwich

Listing courtesy of Listing Agent: Sandra Tanco from Listing Office: Kinlin Grover Compass.

$7,499,000

8 Beds ⋅ 12 Baths ⋅ 73474238 MLS

Located in the highly sought-after Stevens Farm neighborhood of Westwood, this gated estate is set on 3.48 acres of beautifully landscaped grounds and was designed by noted architect Patrick Ahearn. The foyer, with its dramatic three-story atrium, leads to French doors opening on a 70’ terrace overlooking a spectacular pool and cabana. Formal living and dining rooms flow seamlessly off the atrium. The striking new chef’s kitchen adjoins the family room, casual dining room, and a separate terrace. A mahogany-paneled study with lounge and wet bar is ideal for private conferences. The residence offers 8+ en-suite bedrooms, including a grand primary suite with dual baths and a 20’x25’ walk-in closet. Two guest suites provide flexibility, each with a private entrance. The lower level includes a gym, sauna, steam, changing rooms, playroom, theater, wine cellar, and billiard room. Close to Rte 128/95 and top-rated schools.

18 Longmeadow Drive, Westwood

Listing courtesy of Listing Agent: John Boyle from Listing Office: LandVest, Inc..

$7,495,000

4 Beds ⋅ 7 Baths ⋅ 22605552 MLS

A rare opportunity to experience waterfront living at its finest, where exceptional craftsmanship, refined interiors, and effortless access to the water come together in a truly distinguished Cape Cod residence. Designed for those who appreciate the finer details, this extraordinary property offers a seamless balance of elegant living, sophisticated entertaining, and the unmistakable beauty of life on the water. A deepwater dock, complete with a boat lift, water, and electricity, places the pleasures of boating just steps from your door. Beautifully maintained, level grounds and expansive green lawns provide a picturesque setting along the waterfront, while a sun porch and all first floor rooms offers a front-row seat to the ever-changing maritime landscape. Spend afternoons watching the boats pass by and evenings dining outdoors beside the gas fire pit, overlooking the water. Inside, the thoughtfully conceived floor plan reflects a commitment to quality, comfort, and understated elegance. Four generously proportioned bedrooms, each with a private en-suite bathroom, provide exceptional accommodations for family and guests. Rich oak hardwood flooring, custom tile work, and carefully considered finishes distinguish the interiors throughout. Two separate office suites offer beautifully appointed spaces for working from home, while additional bonus rooms above the three-car garage provide flexibility for a variety of uses. Renowned builder Cataldo Homes was involved in every stage of construction, bringing an exacting level of craftsmanship and attention to detail to this exceptional residence. Just five years young and enjoyed only seasonally, the home has been meticulously maintained and presents in virtually new condition.

58 Eel River Road, East Falmouth

Listing courtesy of Listing Agent: Kerrie A Marzot (kerrie.marzot@sothebys.realty) from Listing Office: Sotheby's International Realty.

$7,495,000

5 Beds ⋅ 6 Baths ⋅ 73597109 MLS

SEAGARD Marblehead Neck estate offers an exceptional blend of privacy, scale, and coastal distinction. This 5-bedroom, 5.5-bath residence welcomes sweeping ocean views, luminous sunrises, and the gentle rhythm of the sea, with private beach ownership enhancing its rare appeal. An extraordinary opportunity awaits to restore and elevate the existing home or create a bespoke coastal retreat tailored to your vision, subject to all necessary approvals. Imagine mornings shaped by the changing light on the water, afternoons on the beach, and evenings framed by the beauty of the shoreline. Expansive grounds offer a remarkable sense of space and possibility, while the setting places you within one of the North Shore’s most coveted coastal enclaves. Whether envisioned as a thoughtful renovation or a distinctive new expression of seaside living, SEAGARD invites you to create a home with lasting meaning. A remarkable offering for those seeking privacy, oceanfront beauty, and the opportunity to shape a legacy property in Marblehead.

349 Ocean Ave, Marblehead

Listing courtesy of Listing Agent: Judith Toner from Listing Office: William Raveis R.E. & Home Services.

$7,495,000

5 Beds ⋅ 8 Baths ⋅ 24194488 MLS

Exceptional, new 2027 construction showcases an architecturally stunning in-town Colonial on .72 acres with pool, private yard and resort-style amenities close to world-class shops, restaurants and Schools. Expertly built by acclaimed Sonny Anand/AR Luxury Homes, this sunlit residence reflects their signature blend of sophisticated design, superior craftsmanship and outstanding architectural detail. Seamless indoor-outdoor living unfolds across a covered terrace with fireplace, Phantom screens, heaters; outdoor kitchen and lower level wellness center with gym, cold plunge and sauna. Standout features include elevator, three fireplaces, office, chef's dream kitchen, butler's pantry, stylish formal rooms, family room, primary suite with deck and four en-suite bedrooms. Still time to customize.

64 Hillside Rd, Greenwich

Listing courtesy of Amanda Bates from Houlihan Lawrence. (203) 536-1195 (203) 869-0700

$7,400,000

6 Beds ⋅ 7 Baths ⋅ 24218524 MLS

Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting.For the sportsman, pristine woodlands and abundant wildlife offer boundless opportunities for hunting, hiking, and connecting with nature. The residence-a nod to Antebellum architecture-presents grand columns, symmetrical facades, a 97-foot wraparound veranda, and ornate interior design. Every detail has been thoughtfully curated for comfort and quality.Your journey begins with the breathtaking grand foyer flanked by dual staircases and crowned by a soaring domed ceiling artfully decorated with colorful rosettes. Exemplary features include seven fireplaces, an elegant banquet-worthy formal dining room, a chef's kitchen with top-grade appliances, a spacious fireplaced breakfast room, a dazzling sun-filled family room, and two home offices.The exquisite primary suite is a luxurious haven featuring its own artfully adorned domed ceiling, sitting room, and wall-of-glass French doors open to a private balcony with views of the in-ground pool and woodlands. The sumptuous marble bath is a spa-like sanctuary. An invaluable addition to this amazing property is the finished studio over the six-car drive-through garage providing flexible living space. All this and so much more awaits in this extraordinary estate!

63 Turney Rd, Redding

Listing courtesy of Roni Agress from William Pitt Sotheby's Int'l. (203) 733-2656 (203) 438-9531

$7,400,000

6 Beds ⋅ 8 Baths ⋅ 24205691 MLS

Set on a plateau with panoramic, protected views, West Wind Hill is a masterfully crafted estate spanning 391 acres that straddles the Connecticut and New York border. Reached by a private, gated drive that winds past old stonewalls, open meadow, and a serene pond, the property offers a level of privacy rarely found within two hours of New York City. The stone-and-shingle residence was built with singular attention to craft: the architect camped on site before construction began to orient the home for the finest light and views in every season, and the estate's stonework, including a 20-foot great room fireplace, was quarried directly from the hilltop on which the house sits. Reclaimed chestnut floors, hand-detailed millwork, and banks of French doors and windows run throughout the roughly 8,919-square-foot residence, which includes six bedrooms, a paneled library, a chef's kitchen with its own massive stone hearth, a billiard room, a media room, and a wine cellar with tasting room. The primary suite occupies a private wing of the main level. A stone-and-gunite pool and pool house with full kitchen, plus two stone barns, complete the grounds, which also include hiking trails, open meadows, and a pond.

33 Nodine Pasture Rd, Kent

Listing courtesy of Stephen Pener from William Pitt Sotheby's Int'l. (203) 470-0393 (860) 927-1141

$7,400,000

6 Beds ⋅ 7 Baths ⋅ 24141938 MLS

This magical light-filled New England 7,945 s.f. "cottage" takes full advantage of its private waterfront location overlooking LIS and a wildlife estuary. Sited in a private community on 1.27 acres with 300' of water frontage provides panoramic water views of sunrises and sunsets from most rooms. A heated swimming pool, two beaches and mooring rights guarantee outdoor pleasures. There is also room for a tennis court. The house was expanded from its original 1912 footprint and fully renovated over 3 years (1987-1990) with the best curated materials including Tischler high impact windows throughout. French doors in the 18' ceilinged living room, dining room and family room all open to a flagstone terrace. The 6+ bedrooms, all but one with ensuite bathrooms, can be accessed by elevator or front and back stairs. There is also a separate handicapped accessible apartment. The impressive, newly renovated kitchen with table sitting up to eight is equipped with top of the line appliances. Privacy, gracious living space and endless recreation possibilities make this special property an ideal retreat. Check floor plans for more details.

84 Johnsons Point Rd, Branford

Listing courtesy of Margaret Muir from William Pitt Sotheby's Int'l. (203) 415-9187 (203) 245-6700

$7,400,000

7 Beds ⋅ 8 Baths ⋅ 24155364 MLS

Introducing Butternut Brook House; a Majestic, Luxurious Country Estate commanding stunning 360-degree views of the Litchfield Hills. Representing a masterful fusion of absolute privacy, consummate sophistication and breathtaking natural beauty, this legacy property spans over 36 pristine acres of rolling countryside. The palatial main residence encompasses an impressive 13,056 square feet, including a recently appointed lower level. Accommodations are lavish, with seven principal bedrooms, each distinguished by its own fireplace and six & a half sumptuous baths. Inside, discover character-filled living spaces designed for grand entertaining and intimate repose. A spacious open plan kitchen / dining / family room flows into the formal Dining Room with custom millwork adjoining the elegant Living Room and screened porch. Luxury amenities abound, including an elevator to all 4 levels, a serene spa, dedicated billiards room and a timeless wood-paneled library/study. The second floor hosts dual primary suites and four supplementary bedrooms, while the third floor is home to a dedicated bunk room and a state-of-the-art home theater. The finished lower level is an entertainer's dream, offering a spacious recreation room, climate-controlled wine cellar, wet bar, two additional fireplaces, gym area and a half bath. The estate's auxiliary structures elevate the property to a luxurious, multifaceted estate and gathering complex.

19 Seherr Thoss Dr, Litchfield

Listing courtesy of Alan O'Doherty from William Pitt Sotheby's Int'l. (917) 993-3483 (860) 927-1141

$7,399,000

6 Beds ⋅ 7 Baths ⋅ 24205429 MLS

With views over rooftops and to the Long Island Sound, this extraordinary new residence brings a new level of luxury to Westport's coveted Compo Beach area. Inspired by its coastal setting, the design from esteemed architect Bruce Beinfield layers organic materials, warm woods and stone with exquisite bespoke details and best-in-class finishes. Soaring 10-foot ceilings, walls of glass, limewash walls and abundant natural light create an ethereal feel. Imported Poggenpohl and Shinoki cabinetry and a showstopping kitchen with luminous Cristallo countertops reflect the uncompromising quality. A 1st floor lounge opens to the pool and spa, while an oversized outdoor kitchen and cantilevered covered patio create a dramatic setting for entertaining. The primary suite is a private sanctuary with 15-ft ceiling, gas fireplace, spectacular spa bath and dual custom-fitted closets. A generous 3rd-floor guest retreat has a lounge, roof deck and Sound views. The finished lower level offers an oversized gym, steam shower bath, bar with 100-inch TV and walk-out to the pool. Control4 Smart Home tech operates HVAC, security, cameras, lighting, blinds, music, pool, irrigation. Elevator-ready! Oversized garage has room for car lift. The private, fenced property is enveloped in lush professional landscaping. Walk to Compo Beach, Longshore and NYC train, an extraordinary expression of modern coastal luxury and serenity in a premier Fairfield County location.

8 Tar Rock Rd, Westport

Listing courtesy of Cyd Hamer from William Pitt Sotheby's Int'l. (917) 744-5089 (203) 227-1246

$7,250,000

4 Beds ⋅ 6 Baths ⋅ 73577118 MLS

Located in the heart of Edgartown Village, this exceptional turnkey home offers timeless New England architecture, modern luxury, and an unbeatable in-town lifestyle. Built by a renowned Island builder, the thoughtfully designed residence features beautifully finished living spaces, four bedrooms, four full baths, and a powder room. The chef's kitchen opens to inviting living and dining areas that flow seamlessly to a private backyard oasis with a heated in-ground pool, bluestone patio, and professionally landscaped grounds—perfect for entertaining and relaxing. The finished lower level provides valuable bonus living space with a family/media room with a full bath and work out room adding an addtional 1,628 square feet of living space to the generous floor plan. Just moments from Main Street, the harbor, beaches, shops, and restaurants, this impeccably maintained property offers the ideal combination of luxury, comfort, and convenience in one of Edgartown's most sought-after locations.

96 South Summer Street, Edgartown

Listing courtesy of Listing Agent: Patricia Lyman from Listing Office: Compass.

$7,250,000

5 Beds ⋅ 6 Baths ⋅ 73575249 MLS

Renovated Venetian Gothic beauty located on a much sought after South End Square – Rutland Square designed in the 19-Century around an English-style central garden park. This beautiful low stoop single family developed with a 4-story glass extension is comprised of 5 bedrooms (4 on the top two levels – a rare find), 4 bathrooms and 2 powder rooms, open concept kitchen flows naturally to the living/dining room, expansive family room, sitting room and separate library & office. Distinguishing features include 3 gas fireplaces, custom cabinetry & millwork, wired for home audio/surround sound, custom closets (tremendous amount of storage), designer/custom window treatments & rugs, 2 wet bars, high ceilings, 2 laundry locations, deck off the kitchen, roof deck, patio and direct access parking for 2 cars.

21 Rutland Square, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.

$7,250,000

6 Beds ⋅ 6 Baths ⋅ 22602281 MLS

This exquisite custom-built home in the coveted New Seabury community offers a rare blend of natural beauty and modern luxury. Perched perfectly to capture panoramic views of Nantucket Sound, the residence boasts a pristine sandy beach right outside your door, providing the ultimate waterfront lifestyle. Inside, the open-concept layout is thoughtfully designed, showcasing a gourmet kitchen with premium appliances, a stunning quartz island, and bespoke cabinetry. The sun-drenched living room features soaring ceilings, a statement stone fireplace, and expansive glass doors that seamlessly connect to the outdoor oasis. The primary suite is a sanctuary, complete with a spa-inspired marble bath, a generous walk-in closet, and a private deck to savor sunrise views over the water. The finished lower level offers versatile space, perfect for a media room, home gym, or guest quarters. Outdoors, the heated pool, bluestone patio, and professionally landscaped gardens create an unparalleled setting for relaxation or entertaining. Approved permits are in place for an 1,800 sq. ft. guest house, offering endless possibilities for multi-generational living, guests, or staff. With direct beach access and breathtaking ocean vistas from nearly every room, this home embodies the essence of Cape Cod luxury.

50 Coastline Drive, Mashpee

Listing courtesy of Listing Agent: Paul E Grover (paul@paulgrover.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$7,250,000

7 Beds ⋅ 11 Baths ⋅ 22502682 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 Drive, Osterville

Listing courtesy of Listing Agent: Robert B Kinlin (rkinlin@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

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