Feature Properties

A rare offering on the shores of Nashaquitsa Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Set on 4.9 acres with a private 115-foot deep-water dock, this one-of-a-kind compound features striking modern architecture, walls of glass, and panoramic water views throughout. The main residence offers six ensuite bedrooms, including a spectacular first-floor primary suite with dual spa-inspired baths. Dramatic living spaces with soaring cathedral ceilings open to expansive decks and a screened porch overlooking the pond. Exceptional amenities include two chef’s kitchens, a private theater, wine cellar, outdoor shower, and a hilltop writer’s cottage with sweeping views. The pool house is a private wellness retreat with a heated indoor pool, spa, sauna, steam room, cold plunge, guest suite, and retractable glass walls. Additional highlights include a tennis court, boathouse, entertainment barn with gym and recreation space, and a six-car garage.

18 Point Inner Way, Chilmark

$38,000,000

5 Beds ⋅ 7 Baths ⋅ 73517239 MLS

Presenting 55 Commonwealth Avenue, a rare opportunity to acquire one of Back Bay's finest turnkey single-family homes, an address that rarely, if ever, comes to market. Spanning nearly 11,000 SF on the sunny side, this exceptional home offers a combination of scale, natural light, and turnkey living. Designed for both entertaining and everyday living, the home features formal living and dining rooms, an expansive family room, chef’s kitchen, library, multiple offices,media room, catering kitchen, and a wellness level with fitness studio, and sauna. The residence offers 5+ bedrooms with multiple ensuite baths, three private terraces, nine fireplaces, temperature-controlled wine room, multiple laundry rooms, and a best-in-class elevator with access to every level. Complete with 2 private garage spaces and 1 gated outdoor space, this home stands as the only turnkey single-family residence available on the sunny side of the second block of Comm Ave, a genuine once-in-a-generation offering.

55 Commonwealth Avenue, Boston

$35,000,000

6 Beds ⋅ 5 Baths ⋅ 24034137 MLS

Waterfront.. Sachems Head - Welcome to a Unique opportunity to purchase some of the finest waterfront properties to ever become available on the entire Connecticut Shoreline. Combined 3 properties span 13.03 rolling green Acres w/1900 feet of waterfront, 3 Docks, Boat Lift, Vineyard, Orchards, Beautiful Gardens, Fruit Trees, Tennis/Basketball Court, Go Kart Track, 2 Houses and a Carriage House. The Main House, a testament to exceptional craftsmanship, showcases approximately 5,534 square feet of living space, with six well-appointed bedrooms and 4.1 bathrooms. Designed with the finest materials, this home seamlessly blends timeless elegance and modern conveniences, providing a harmonious living environment. Outdoor area includes a Pool, Spa & Outdoor kitchen. Guest House with 3,583 sq feet, 3 bedrooms, 3 baths, Separate 942 sq ft. 1 bedroom in-law/ staff quarters. This property shares a Common border with the main residence. The separated property which can possibly be subdivided into 2 building sites, features a Carriage House, Dock & Sandy Beach. To say there are many possibilities here would be an enormous understatement! Private residence, Family compound or High-end development. Bring your Dream here; this opportunity will not let you down. All 3 properties must be sold together unless otherwise agreed to by the current owners. Please respect the privacy of current owners. BY APPOINTMENT ONLY. Taxes represent all 3 properties.

215 Uncas Point Rd, Guilford

$34,990,000

5 Beds ⋅ 9 Baths ⋅ 73577894 MLS

A rare Back Bay masterpiece, this extraordinary Parisian-inspired Beaux Arts single-family residence on Commonwealth Avenue commands one of Boston’s most prestigious addresses with timeless grandeur and unrivaled scale. One of the famed “Commonwealth Avenue Sisters,” the home features a magnificent limestone façade, richly detailed interiors, ornate moldings, and dramatic entertaining spaces throughout, making it an unmatched jewel of the Back Bay neighborhood. Grand formal living and dining rooms, a stunning gourmet kitchen, and a sensational family room with Juliet balcony overlooking the Commonwealth Avenue Mall create an exceptional setting for both refined entertaining and everyday living. Complete with commercial elevator access to every floor, multiple private decks, 5+ bedrooms, 6 full and 3 half baths, and 2 heated garage and 4 heated outdoor parking, this is a singular opportunity to own one of Back Bay’s most iconic single-family residences.

128 Commonwealth Avenue, Boston

$34,000,000

7 Beds ⋅ 16 Baths ⋅ 73590483 MLS

There are exceptional homes, and then there are properties conceived on an entirely different scale. 55 Singletree is the latter. Perched atop a secluded hill on more than two private acres in Brookline, adjacent to the reservoir, this extraordinary estate offers a rare sense of privacy and tranquility just minutes from Boston. Its elevated position and naturally sheltered setting create remarkable seclusion, with no neighboring homes overlooking the pool or private outdoor spaces. Years of vision, craftsmanship, and investment have been brought to life through an extensive two-phase construction project by Thoughtforms, one of New England’s most respected custom home builders. The result is not simply a residence, but a world unto itself—an estate with the scale and experience of a private resort. The property's commanding elevation captures views toward the Boston skyline, culminating at a rooftop terrace overlooking the city. Across the grounds, architecture and landscape have been conceived as one experience. Water features introduce movement and serenity, expansive outdoor spaces invite both gathering and escape, and a private tennis and sports court creates a level of recreation rarely found so close to the city. Inside, monumental scale meets intimate refinement, with exceptional materials, custom craftsmanship, and thoughtfully designed spaces equally suited for grand entertaining and everyday family life. An estate of this scale, caliber, and extraordinary privacy would be exceptionally difficult to replicate today. 55 Singletree represents a singular opportunity: a secluded residential sanctuary offering remarkable sophistication, recreation, and proximity to Boston.

55 Singletree Rd, Brookline

$34,000,000

12 Beds ⋅ 18 Baths ⋅ 73584065 MLS

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

341 Standish St, Duxbury

$32,000,000

7 Beds ⋅ 10 Baths ⋅ 73576533 MLS

Town & Country. The one you’ve been waiting for has arrived.Singular in its setting, scale, and design, 141 Main Street is unlike anything else on Nantucket. A grand approach from Upper Main Street introduces the celebrated George C. Gardner House, an elegant 1835 Greek Revival and one of the island’s most treasured historic residences. Meticulously preserved in keeping with its architectural significance, the property brings together historic grace, thoughtful design, and gracious modern living.Extraordinary natural light fills every level of the main residence, while beautifully conceived living spaces create an effortless, open flow among the kitchen, dining, family, and sitting rooms, all extending naturally to the gardens and grounds. Four en suite bedrooms enjoy individual access to the pool, while the exceptional separation of space provides privacy for family and guests. The primary living space encompasses the entire third floor and is distinguished by a sensational outdoor living room with expansive decking overlooking the pool, gardens, and privately owned open space beyond. A private primary suite and office or sitting room complete this remarkable retreat.Believed to have been Nantucket’s first pool, it was reoriented on the grounds by the current owners and now sits perfectly at the back of the property. Easily accessible from both the main residence and the separate three-bedroom guest cottage, the pool and surrounding grounds create an exceptional setting for outdoor living and entertaining.Set on more than half an acre with mature gardens, a private courtyard, pool, and guest cottage, the estate offers the scale and seclusion of a country property in the heart of Town. A stroll down Main Street’s cobblestones leads to Nantucket’s celebrated restaurants, boutiques, galleries, museums, waterfront, and enduring island culture.It is impossible to compare 141 Main Street to anything else on the island. Its setting, provenance, privacy, and pristine condition place it in a category of its own—the ultimate expression of gracious in-Town living and your own private island resort in downtown Nantucket.

141 Main Street, Nantucket

$30,000,000

5 Beds ⋅ 7 Baths ⋅ 24210105 MLS

Behind iron gates, a private drive winds to a stately shingle-style residence set high above the landscape, with sweeping western views. Exquisitely renovated, the home offers five bedrooms, five full and two half baths, and seven fireplaces. The French country kitchen, with its hand-laid wood-inlay floors, sets the tone for a home of rare craftsmanship. The grounds are a private retreat of orchards, a vineyard, a raised vegetable garden, and open fields. An infinity-edge pool and spa are complemented by a one-bedroom guest cottage that also serves as garage and pool house. The residence is offered furnished, with select exclusions. Available together with the adjoining 12 horse stable equestrian property with a beautiful Mediterranean 5 bedroom home, the three parcels form a complete estate of exceptional scale and privacy. Showings by private appointment.

38-48-58 Quaker Ln, Greenwich

$29,995,000

10 Beds ⋅ 8 Baths ⋅ 24172874 MLS

A truly unforgettable and exceptionally rare offering-Rogers Island presents an exciting opportunity to own a private island paired with a mainland residence, delivering the perfect balance of seclusion and convenience. The mainland property includes its own dock, parking, and support space, making access to the island with a 5-minute boat ride, seamless and effortless. Just offshore, the island unfolds into a peaceful, panoramic retreat surrounded by water views in every direction. Designed for both relaxation and entertaining, the estate features a 10-bedroom main residence with 6 full and 2 half baths, a 4-bedroom/2.5 bathroom guest house, artist's studio with half bath, and dedicated staff quarters. A mahogany wraparound porch invites you to take in the scenery, while meandering granite pathways guide you thru the grounds which offer an exceptional collection of amenities: an in-ground heated pool with pool house and separate bath house, tennis court, Nicklaus-designed putting green, koi pond, greenhouse and two docks. A charming gazebo sits at the edge of the property-perfectly positioned to capture sweeping views for miles. Quiet, expansive and thoughtfully designed, Rogers Island is a legacy property where generations can gather with ease, hosting everything from intimate weekends to large-scale entertaining, all set against a backdrop of uninterrupted water views, timeless coastal beauty and a sense of privacy that's increasingly impossible to find.

Rogers Is, Branford

$29,000,000

6 Beds ⋅ 8 Baths ⋅ 73401202 MLS

Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort, beauty and continuity with the past was re-defined by visionary architect, Peter Pennoyer. The extensive restoration goes from the exterior red-clay masonry walls to meticulously re-building the interior living spaces. The curated finishes were precisely replicated from the new steel and Mahogany wood windows to the Ohio sandstone columns and millwork. The receiving court includes a carriage house, private entry to the guest residence and garage parking for 6 cars. Truly one of New England's unique suburban estates with easy access to Boston and Logan International Airport.

4 Willow Road, Weston

$25,500,000

9 Beds ⋅ 14 Baths ⋅ 24103956 MLS

Clark House, a legacy property with extraordinary provenance, was re-imagined by design legends Delphine and Reed Krakoff, adding their imprimatur of spare modern elegance. Reminiscent of a French hunting lodge and built like a fortress from steel and concrete in 1937, the property was purchased as a country residence by copper heiress Huguette Clark, and remained unoccupied and untouched until a 2014 transformation. The volume of the rooms, soaring ceilings, proportion of the windows and quality of light create a sense of serenity and openness. Stately yet modern, this is a house that can be lived in with comfort and ease. Adjacent to the dining room gallery is a walled garden with a custom pavilion for entertaining. The 52 acres were transformed in collaboration with noted landscape architect Perry Guillot into a private park with a dramatic meandering approach, a great lawn, and woodland trails amongst streams and waterfalls. A 60 x 22 pool and tennis court were also added. At the discrete entrance to the property are twin cottages; a caretaker residence and a gym. Privacy and proximity to NYC and airports along with this caliber of property make this a world class offering and a rarity by any standards.

104 Dans Hwy, New Canaan

$25,000,000

6 Beds ⋅ 11 Baths ⋅ 24084663 MLS

Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding drive, revealing a breathtaking landscape of curated gardens, rolling lawns, and panoramic water views. Designed for both grand entertaining and intimate gatherings, the estate features a newly built multi-car garage with a second-floor art studio and play space, a new pool, birch garden, and an expansive patio, all seamlessly integrated with the natural beauty of the surroundings. A private dock with stairs to the secluded beach provides direct waterfront access, while a newly added wine cellar and lower-level suite with a full bathroom enhance the home's luxurious amenities. Recent upgrades, including advanced irrigation, outdoor lighting, new A/V system, ensure modern convenience without compromising the estate's historic charm.Featured in Architectural Digest as "a new house with an old soul," the interiors are a masterclass in refined elegance. Every space is thoughtfully curated with serene color palettes, exquisite craftsmanship, and breathtaking water views from nearly every room. Sasco Point is truly one of America's most distinguished waterfront estates. Luxury Perfected!

1131 Sasco Hill Rd, Fairfield

$24,000,000

5 Beds ⋅ 6 Baths ⋅ 24041087 MLS

This commanding estate has extraordinary 240% views of the Long Island Sound Archipelago. The custom renovation by the esteemed firm S.R. Gambrel, Inc. was created with an intention for comfortable, gracious living, with a woven theme of health and wellness providing seamless indoor/outdoor living and entertaining spaces. The combination of stunning finishes, high ceilings, breathtaking views, and natural light makes this offering one of a kind and irreplaceable.The two-story entry hall reflects interior spaces that are both grand and intimate. The great room, expansive dining room, and chef's kitchen with its massive marble island are designed for entertaining. The breakfast room, den, and two private offices provide intimate spaces. The primary suite, with breathtaking views, has two dressing rooms and a marble bathroom.Three additional bedrooms are on the east wing. A hidden gym,wine room, and laundry room are all located on the entry floor. with a tandem 4-car garage.The property has 265 feet of private shoreline with a deepwater pier, gangway, and 30'x15' floating dock,low-tide sandy beach and a separate mooring. Designed as a private waterfront oasis, the sound view pool and pool pavilion are tucked under an ancient ledge.The outdoor living room with fireplace, jaccuzzi, infrared sauna and cold plunge are connected by a wide terrace across the entire house. A private association beach club with two tennis courts and tennis pro is just moments away.

16 Nathan Hale Dr, Norwalk

$23,500,000

8 Beds ⋅ 12 Baths ⋅ 1412393 MLS

'Home Port' is one of Watch Hill's rarest harbor-front estates, set on the largest residential lot directly on Watch Hill Harbor. Encompassing 2.74 private acres, this extraordinary family compound pairs unmatched boating amenities with sweeping west-facing views over the harbor, Atlantic Ocean, Fishers Island and Stonington. The 4-level main residence offers elevator access to every floor, gracious light-filled rooms designed around the view, 5 en-suite BRs, multiple entertaining spaces, a wine cellar, sauna, wet bar and whole-house generator. Outdoors, an expansive bluestone terrace surrounds a saltwater pool, creating an exceptional setting for sunset entertaining and alfresco dining. A deep-water dock capable of accommodating a yacht in the 70-ft range, a unique waterfront boathouse, oversized boat garage, newly refinished tennis court and separate 3BR/3BA guesthouse elevate the property into a true coastal compound. Located on a quiet dead-end road with both main and service entrances, Home Port offers remarkable privacy, direct harbor access and close proximity to Watch Hill Village. Perfectly positioned between NYC and Boston, with access via Amtrak, I-95 and Westerly's jet-capable airport, this is a once-in-a-generation opportunity to own one of the most significant estates on the Rhode Island coast.

14 Pawcatuck Avenue, Westerly

$23,000,000

6 Beds ⋅ 12 Baths ⋅ 73576839 MLS

An extraordinary opportunity to own one of Brookline's most prestigious estates, set on nearly 1.75 acres in the most coveted location. This majestic brick Georgian Colonial has been masterfully renovated with museum-quality craftsmanship and timeless architectural detail. Offering over 16,000 sq. ft. of elegant living space, the home features a grand two-story foyer, 6 bedrooms, 9 full and 3 half baths, a gourmet kitchen, oversized fireplaced living room, formal dining room, Parisian-inspired bar, tea room, mahogany library, and a dramatic two-story family room with a spiral staircase leading to a private office. The exceptional primary suite offers dual spa-like baths, two walk-in closets, and a private office.The lower level features a media room,50's billard and bar area, wine cellar ,en suite bedroom with sitting area ,fitness room and indoor pool. Resort-style grounds include professionally landscaped park-like gardens, a 4-car garage, 2 swimming pools, a full pool cabana with kitchen, living room and full bathroom and a lighted tennis court. A truly iconic estate offering unparalleled luxury and timeless elegance.

381 Warren Street, Brookline

$22,990,000

13 Beds ⋅ 18 Baths ⋅ 73537578 MLS

Commanding one of the most extraordinary waterfront settings on Beverly’s famed Gold Coast, Rock Edge is a legendary Georgian Revival estate perched atop a dramatic rocky bluff with 400± feet of private beachfront and breathtaking ocean views. Originally built in 1904, this iconic residence has been masterfully restored and reimagined, seamlessly blending Gilded Age grandeur with exceptional modern luxury while preserving the estate’s remarkable architectural pedigree. Soaring 16-foot ceilings, richly scaled interiors, elegant oceanfront formal living and dining rooms, a stunning oceanfront veranda, and a spectacular 1,500± SQFT gourmet marble kitchen are just a few of the outstanding features of this magnificent property. Complete with a private guest wing, a separate carriage house, private beach access, restored cabanas, a pool and san unmatched seaside setting, Rock Edge represents a once-in-a-generation opportunity to own one of the North Shore’s most impressive waterfront estate.

34 Paine Avenue, Beverly

$22,825,000

8 Beds ⋅ 10 Baths ⋅ 24159193 MLS

Direct Waterfront | Greens Farms An extraordinary new waterfront estate by award-winning Coastal Luxury Homes is coming to one of the most coveted stretches of the Connecticut shoreline. Set in the heart of Greens Farms, this spectacular 12,948 square foot modern residence will span four levels and capture sweeping, unobstructed views across Sherwood Island, Burying Hill Beach, and Long Island Sound through dramatic walls of glass designed to flood the interiors with natural light. The home will feature 8 bedrooms, 8 full baths, and 2 half baths, with expansive living and entertaining spaces that seamlessly connect indoors and out. The architecture embraces a clean contemporary design that maximizes the stunning waterfront setting while creating an atmosphere of warmth, elegance, and effortless coastal living. Resort-inspired amenities include two pools, a cold plunge, spa, infrared sauna, and a fully equipped fitness center, offering a private retreat for wellness and relaxation. For the automotive enthusiast or collector, the property also includes garage space for up to 10 cars, a rare feature for a waterfront estate. Ideally located walking distance to the Greens Farms train station and Greens Farms Academy, and just minutes to the town centers of Westport, Fairfield, and Southport. Just 55 miles to Manhattan. Completion anticipated mid-2027, with the opportunity to collaborate with the builder to customize finishes and create a home that reflects your personal lifestyle

11 Beachside Cmn, Westport

$22,500,000

4 Beds ⋅ 4 Baths ⋅ 73582414 MLS

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

102 Sesuit Neck Rd, Dennis

$21,500,000

10 Beds ⋅ 14 Baths ⋅ 73517157 MLS

A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest on Martha’s Vineyard. Originally built in 1835 and masterfully renovated, it blends historic character with refined modern luxury just moments from Edgartown Harbor, dining, and shopping. Spanning two lots, the property features 10 bedrooms and 14 baths, designed for elegant entertaining and everyday living. The main residence showcases oak floors, nickel board walls, premium appliances, and seamless indoor-outdoor flow with a screened patio. The chef’s kitchen includes dual dishwashers, a Miele coffee bar, and wine storage, while a custom bar can convert to a secondary kitchen. Highlights include multiple living areas, en-suite bedrooms, a luxurious primary suite, bunk room, and a finished lower level with media room and wine cellar. Outdoors, a pool, spa, cabana, and carriage house create a private coastal retreat.

56 North Summer Street, Edgartown

$21,000,000

6 Beds ⋅ 9 Baths ⋅ 73539974 MLS

20 Crowninshield Road is set on 2.25 oceanfront acres in one of Marblehead's most coveted waterfront settings. This exceptional estate offers approximately 7,013 square feet of finished living area and 8,620 square feet of gross area, combining timeless coastal elegance with modern luxury. Completely rebuilt to the highest standards, this six-bedroom residence features six full baths and three half baths, sweeping ocean views, 10-foot ceilings, radiant heat, and central air conditioning. At the heart of the home, a dramatic ribbon staircase serves as a stunning architectural centerpiece, rising gracefully through all levels and complementing the seamless coplanar design. Remarkable craftsmanship is on display throughout, anchored by extensive millwork in old-growth white oak and a continuous installation of large-format stone running both inside and outside the home. A full-size elevator serves every floor, and the threshold-free design offers full accessibility to all living spaces. An intuitive, easy-to-use home control system governs the property, engineered with multiple layers of redundancy for reliable performance and security.The primary suite serves as a private retreat, featuring two gas fireplaces, dual walk-in closets, direct access to an expansive Ipe deck, and an outdoor shower. An extensive wine cellar offers precision climate-controlled display racking. Spa-inspired amenities include a sauna, steam room, an outdoor hot tub concealed beneath a retractable Ipe deck, and a pool surrounded by granite and Ipe decking.A separate staff or guest suite provides flexibility for extended family or live-in assistance. The four-car garage offers substantial vehicle storage capacity.The beautifully landscaped grounds frame expansive panoramic Atlantic ocean views and provide exceptional privacy. Ownership includes access to a neighborhood beach, dock, and mooring field, offering a rare opportunity to enjoy Marblehead's renowned boating and waterfront lifestyle. Just minutes from Marblehead's historic harbor, yacht clubs, shops, and restaurants, this rare legacy property offers exceptional craftsmanship in one of New England's most desirable oceanfront settings.The dwelling is not located in the FEMA flood zone.

20 Crowninshield Road, Marblehead

$19,995,000

5 Beds ⋅ 7 Baths ⋅ 24164225 MLS

You don't look at your home...you look out from it. Set directly on the waterfront in Old Greenwich, this newly constructed residence is a masterclass in design, engineering and execution where every material, finish and feature was selected without compromise. Beyond a long, privately gated drive, sweeping cove views unfold, leading to a facade clad in premium Thermory wood siding beneath a Spanish slate roof an exterior that feels both grounded and enduring.. Walls of Aluprof glass dissolve the boundary between interior and Long Island Sound, drawing light deep into nearly every principal room. The result is a seamless connection to the water, with unobstructed views that are impossible to replicate. Inside, large-scale radiant-heated Porcelanosa tiles grace the main and lower levels, setting a warm, modern foundation. At the heart of the home, a statement kitchen delivers both performance and presence; featuring custom Vimora cabinetry, top-of-the-line Gaggenau appliances and a fully equipped secondary prep kitchen designed for effortless entertaining at scale. Upstairs, European white oak introduce warmth, while radiant heat continues throughout all main spaces and baths reinforcing a consistent commitment to comfort and precision. The primary suite is conceived as a private retreat, oriented entirely toward the water. A fireplace anchors the space, while a private deck leads directly to the heated pool below. The bath offers a spa-like experience, featuring a sculptural

58 Shore Rd, Greenwich

$19,995,000

6 Beds ⋅ 8 Baths ⋅ 73527728 MLS

Exquisite, wide Back Bay townhouse on the sunny side of Commonwealth with large private roof deck, magnificent views, Juliet balcony, and 6 outdoor parking showcases exceptional bones and timeless character. Expansive windows provide outstanding natural light, highlighting the home's historic charm and original detail. The property offers a versatile floor plan for customization, with approximately 10,000+/-sf to create luxurious spaces and exceptional entertaining space. Currently exhibiting an open and airy kitchen, soaring ceilings, a stately dining room, beautiful paneled library, 5+ well-proportional bedrooms, abundant closets, and a separate au pair suite, it is one of only a few single family homes in this highly coveted neighborhood. Its distinguished façade, irreplaceable location, and palatial scale present an extraordinary canvas for a discerning buyer. Elevator to all floors, 8 fireplaces, and grandeur complete this home’s spectacular offering. Some photos virtually staged.

129 Commonwealth Avenue, Boston

$19,950,000

9 Beds ⋅ 13 Baths ⋅ 24207664 MLS

MOVE RIGHT IN- Bellavista is a 16,000+sf estate designed by architect Anthony Minichetti, comprised of 9 bedrooms, 9 full baths, and 4 half baths, set on 2.93 private elevated acres within Greenwich's elite Golden Triangle. Commanding panoramic views over one of Greenwich's historic Country Club golf courses, plus Long Island Sound views from the 2nd and 3rd floors, A truly sophisticated modern lifestyle.The residence is distinguished by its extensive integration of advanced technology systems, seamlessly embedded throughout the home. Smart-home infrastructure (lighting, climate, security,and entertainment).State-of-the-art environmental and wellness technologies (air, water, energy efficiency,and comfort). Attached 2 car garage + 5 car carriage house w lifts. 45'x20' pool Features: Full house generator. Venetian plaster walls, bleached white oak and porcelain floors throughout, radiant heated floors (including garage), self cleaning glass beaded stucco exterior with composite slate roof, imported windows/doors and stone, and expansive property for sports and entertaining. Pet grooming room with separate laundry. Chef's kitchen and additional family kitchen. Separate staff quarters. Plans available for an additional indoor pool and underground parking garage for 8 more vehicles with a car elevator.

16 Doubling Rd, Greenwich

$18,500,000

7 Beds ⋅ 11 Baths ⋅ 73563501 MLS

Exquisite waterfront estate in the gated enclave of Oyster Harbors, one of Cape Cod's most sought-after communities. Located minutes from everything Osterville has to offer, yet a world apart, the property represents a rare and extraordinary opportunity to own a generational compound in an inimitable setting. Ideally positioned to capture dramatic sunsets over Cotuit Bay and Nantucket Sound beyond, the estate features a stunning main residence, a two-bedroom guest cottage, a swimming pool, private dock, and beach. A wooded drive gives way to manicured grounds of nearly two acres, transporting one to a private seaside resort as the ocean comes into view. Inside, an open layout caters to modern living with an eat-in chef's kitchen equipped with professional-grade appliances, seamlessly blending with a fireplaced living area. Oversized windows and glass doors line the waterside of the home, framing spectacular vistas and effortlessly connecting to the outdoors where a covered wooden deck invites al fresco dining and entertaining. Elevated quality and craftsmanship are found throughout, from rich hardwood floors to custom built-ins and crown moldings.The expansive primary suite encompasses an entire wing of the home with a private balcony overlooking the water, a sumptuous bathroom with a built-in soaking tub, and two walk-in closets. Four well-appointed en suite bedrooms complete the second level, offering refined accommodations for family and friends. Designed to embrace outdoor living, the resort-inspired pool and terrace are the perfect gathering place for summer days, complete with an outdoor kitchen and cabana. A rolling lawn leads to the water, where the private dock offers endless possibilities for days spent on the ocean. Additional highlights include a sports court and a car barn that's sure to please the discerning automotive enthusiast. A rare combination of luxury, privacy, and natural beauty, this one-of-a-kind estate is ready to be enjoyed.

47 Sunset Point, Barnstable

$18,000,000

6 Beds ⋅ 7 Baths ⋅ 73585235 MLS

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

15 Vinson Circle, Winchester

$18,000,000

12 Beds ⋅ 13 Baths ⋅ 1411416 MLS

Step into Gilded Age grandeur with this iconic French-style chateau, thoughtfully reimagined for modern luxury. Designed and commissioned for the Drexel family in 1929 by renowned architects Polhemus & Coffin, and inspired by 'La Lanterne' at Versailles, 'Champ Soleil'- French for "Field of Sun" - is a masterpiece of timeless elegance. This landmark property is located at the South end of Bellevue Avenue on a privately sited estate and set on close to 5 acres behind wrought-iron gates and specimen trees. The main residence offers approximately 13,428 square feet of refined interiors, the estate features 7 bedrooms and 8.3 baths, complemented by grand entertaining rooms and a custom paneled library that was imported and re-assembled on site. All new infrastructure with state-of-the-art HVAC and systems. The outdoor spaces include manicured gardens designed by landscape architect Unberto Innocenti, a croquet lawn, a 20' 40' pool, FAA approved heliport, large greenhouse, and expansive terraces for entertaining. A separate two-unit carriage house with additional 4 car garage and workshop on Coggeshall Avenue provide additional accommodations, while vacant land offers potential subdivision opportunity. Meticulously restored and modernized, Champ Soleil seamlessly blends historic character with today's luxurious comforts, preserving the splendor of Newport's legendary Gilded Age. A landmark estate representing a rare opportunity in one of America's premier coastal enclaves.

601 Bellevue Avenue, Newport

$17,999,000

5 Beds ⋅ 10 Baths ⋅ 73500949 MLS

Designed for both everyday living and exceptional entertaining, this rare new construction oceanfront estate offers a privately owned sandy beach & access to a deep-sea mooring. A dramatic double-height entry opens to light-filled living spaces with sweeping Atlantic views. The chef’s kitchen features dual Taj Mahal quartzite islands, professional-grade appliances, & butler’s pantry. Flow into a sunlit breakfast nook & family room w/ a cozy fireplace. Additional highlights include an oceanfront living room, full bar w/ wine storage, & a first-floor primary suite. A three stop elevator connects all levels. Upstairs, a stunning primary retreat offers a spa bath, dual closets, fireplace, balcony, beverage bar, & an office. Three additional en-suites, a 2nd floor sitting room & rooftop terrace complete this level. Lower level offers theater, golf simulator, gym, sauna, & wine room options. Pool, outdoor kitchen, fire pit, & 2 - (2) car garages complete this exceptional coastal offering.

63 West St, Beverly

$17,675,000

7 Beds ⋅ 8 Baths ⋅ 73584705 MLS

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

4 Gloucester Street, Boston

$17,500,000

3 Beds ⋅ 2 Baths ⋅ 73559053 MLS

This remarkable 5+ acre waterfront estate is one of the most extraordinary coastal offerings to come to market in generations. Perched on the southwest tip of an exclusive community, it is Cape Cod's southernmost private residential land. The property commands panoramic, unobstructed views across Buzzards Bay to Naushon and the Elizabeth Islands, and then onto Vineyard Sound and Martha's Vineyard. The estate features more than 611 feet of shoreline, anchored by a substantial protective seawall that ensures both privacy and structural permanence, as well as a private, pristine sandy beach. A charming three-bedroom cottage currently rests on the grounds, offering immediate enjoyment while serving as an unparalleled canvas for a world-class waterfront masterpiece. Future development allows for a two-story residence designed to capture expanded views toward Great Harbor, subject to local approvals.

187 Penzance Rd Unit Lot 1C, Falmouth

$17,500,000

5 Beds ⋅ 6 Baths ⋅ 73386848 MLS

Welcome to a truly exceptional 7.4-acre oceanfront estate in Manchester-by-the-Sea, offering direct access to the soft sands of Graves Beach—your private shoreline retreat. This rare two lot property blends classic New England charm with resort-style living, featuring panoramic water views and extraordinary privacy along one of the North Shore’s most desirable coastlines. The home offers two primary suites—one on each floor—ideal for flexibility and comfort. The grounds showcase mature, curated landscaping cultivated over decades. Additional features include a stone bungalow overlooking the beach, a caretaker’s house on separate lot, detached garage, and an ocean-facing pool and jacuzzi. Enjoy unforgettable sunrises and elegant coastal entertaining—all just 45 minutes from downtown Boston.

239 Summer, Manchester

$16,995,000

5 Beds ⋅ 8 Baths ⋅ 24166336 MLS

This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored this cherished home with the renowned builders, Significant Homes and interior designer, Cindy Rinfret, Rinfret LLC. The architectural integrity has been preserved with comfort and quality for today's lifestyle. A world-class property. Parcel IDs 61 10 (207) & 61 10-2 (209)

207-209 Long Neck Point Rd, Darien

$16,900,000

7 Beds ⋅ 6 Baths ⋅ 1419489 MLS

"STONE HOUSE" located off of Newport's historic Ocean Drive is perched on the Prices Neck Peninsula between the Atlantic Ocean and Prices Neck Cove. Built in 1898 by famed photographer Ernest Walter Histed, the residence with its crenellated stone architecture has commanding ocean and cove views across beautifully manicured lawns with mature trees and gardens. The interior is flooded with sunlight from oversized windows and doors. The breathtaking views from inside include expansive views of the private beach with rocky outcroppings with the ocean to the south, and the tranquil cove teeming with sea birds including giant blue herons, osprey and egrets. The expansive grounds include the stately 7-bedroom main residence, a charming guest cottage with full bath and kithenette, an adjacent gym, and a free-standing infrared sauna. A private dock is tucked securely into the cove with two moorings. Offering exceptional privacy, this extraordinary waterfront property presents a unique and rare opportunity in one of the most sought-after areas of coastal Newport. ________________________________________

6 Price's Cove Avenue, Newport

$16,900,000

8 Beds ⋅ 8 Baths ⋅ 73485121 MLS

Edgartown Village Compound with Harbor Views: Positioned in the heart of Edgartown’s historic district, 114 North Water Street is a newly complete, move-in-ready property offering views of Edgartown Harbor. The offering includes eight bedrooms and seven-and-a-half baths across three thoughtfully designed structures: a six-bedroom, five-and-a-half bath main residence, a one-bedroom guest house with full kitchen, and a two-car carriage house with additional living quarters. The property features a private backyard oasis with a 16' x 32' saltwater pool, spa, and pool cabana—an exceptional outdoor setting in Edgartown Village. With furnishings and window treatments included, the home is ready for immediate enjoyment. 114 North Water Street represents a turnkey Edgartown Village estate offering the scale, amenities, and setting that are seldom available in this iconic location.

114 North Water Street, Edgartown

$16,750,000

7 Beds ⋅ 10 Baths ⋅ 73505053 MLS

This exceptional 6-acre estate offers supreme privacy and tranquility on a quiet cul-de-sac bordered by conservation land and completed fenced in with 3 gated driveways. The luxurious main residence includes 7 bedrooms, a gourmet kitchen with scenic views, solarium, library, private theater, billiards room, 2025 Built state-of-the-art Fitness Center with infrared room, juice bar, club house with a connecting wing to the Indoor Outdoor Heated Pool with full spa experience. Two greenhouses, multiple fruit tree orchards, tennis court w 4 Bed guest house, 2 add'l guest houses, commercial kitchen with live in chef's suite. A multi-car garage completes the offering. Just minutes from historic downtown Concord and top equestrian destinations, this secure, secluded retreat blends unmatched luxury with convenient New England access. Within minutes to Bedford Airport and New England's premier private boarding schools. Multi-Generational Living under one roof! 29 Cycling routes nearby.

210 Monument Farm Road, Concord

$16,500,000

8 Beds ⋅ 11 Baths ⋅ 73586293 MLS

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

143 Bayberry Way, Barnstable

$16,495,000

10 Beds ⋅ 12 Baths ⋅ 24186570 MLS

Set on 2.93 private acres along coveted Long Neck Point, this extraordinary waterfront Colonial offers a rare combination of sweeping water views, privacy, and direct access to the water. Spanning more than 10,000 square feet, the residence is designed to embrace its spectacular setting, with expansive living spaces and breathtaking vistas from nearly every room. The eight-bedroom main residence features seven full and three half baths, eight fireplaces, and an effortless flow between gracious entertaining spaces and comfortable everyday living. A pool and private dock extend the experience outdoors, creating an idyllic setting for waterfront living and entertaining. A charming two-bedroom, two-bath guest cottage offers additional space and privacy for family and guests. Distinguished by its scale, setting, and direct water access, this remarkable Long Neck Point estate offers a rare opportunity to experience the quintessential coastal lifestyle.

155 Long Neck Point Rd, Darien

$16,000,000

7 Beds ⋅ 13 Baths ⋅ 73584008 MLS

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

74 Garrison Ln, Barnstable

$16,000,000

6 Beds ⋅ 8 Baths ⋅ 73480812 MLS

This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous, expansive grounds. There are 6 bedrooms, one of which is the luxurious primary suite. The meticulously designed grounds feature several unique amenities, including a stunning terrace patio expanding the length of the home, an in-ground swimming pool with fountain and whirlpool artfully integrated with a stone cliff, fully equipped cabana, koi pond, private tennis court, putting green, and magnificent hardscaping. The property also has a three-bedroom cottage and a two-bedroom unit above the free-standing garage. Near fine shops, restaurants, and Downtown Boston.

63 Goddard Avenue, Brookline

$15,850,000

8 Beds ⋅ 9 Baths ⋅ 73585729 MLS

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

141 Eel River Rd, Barnstable

$15,400,000

6 Beds ⋅ 9 Baths ⋅ 73538291 MLS

Horizon House sits atop one of Chilmark's most private and elevated parcels, offering protected and sweeping views of the Atlantic Ocean. Framed by meadow, mature trees, stone walls, and native terrain, the estate holds an extraordinary connection to both land and sea. The 4+ bedroom main house has been thoughtfully reimagined for today's buyer, designed and built by a team of leading architects and artisans. Grounded in its natural setting, the architecture features dramatic design elements and walls of glass to connect seamlessly with the idyllic landscape. An infinity-edge pool overlooks the pastoral ocean horizon that defines Chilmark, while a screened porch and large outdoor living areas extend the home into its surroundings. A separate 2-bedroom guest house and additional 5.6 acre lot provide flexibility for expansion and subdivision, while a private path to Chilmark Pond allows for deeded access to South Beach. Horizon House is a pleasure to show, by appointment only.

8 Snail Road, Chilmark

$15,000,000

5 Beds ⋅ 9 Baths ⋅ 73536454 MLS

This magnificent oceanfront estate stands as one of the most significant properties in Marblehead. Located in the exclusive Peach’s Point neighborhood, this property offers stunning views of Crowninshield Island, Grace Oliver’s Beach, Marblehead Lighthouse, and the surrounding islands. “Seaside Farm” replaced the original Crowninshield estate in 1999 in a classic Georgian style, with meticulous attention to detail throughout. The home is designed to maximize ocean views while maintaining privacy. The grand 2-story foyer with a custom staircase sets the tone for the home, which features elegant living spaces ideal for both daily life and entertaining. The second floor includes an oceanfront primary suite with a fireplace, walk-in closet, modern bathroom, and a private deck with exceptional views. Three additional en suite bedrooms, a large office, and a laundry room complete the second floor. Caretakers 1 bedroom apartment over 4-car garage offering views of Grace Oliver's Beach and c

17 Crowninshield Road, Marblehead

$14,950,000

6 Beds ⋅ 10 Baths ⋅ 73583424 MLS

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

9 The Ledges, Newton

$14,900,000

5 Beds ⋅ 9 Baths ⋅ 24179641 MLS

Panoramic views of Long Island Sound extend from this gated, resort-like estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, glass French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool with spa. First floor rooms facing the water include the living room and office, both with fireplaces, the formal dining room and the open kitchen/family room. This floor also has a billiard/media room, full bar, refrigerated wine room, two powder rooms and laundry. Idyllic second floor primary suite features waterfront balcony and sitting room, 3 walk-in closets and marble bathroom. Three additional en-suite bedrooms, each with balconies, complete this level. Perched on the third floor is a home gym with waterfront balcony, full bath and sauna. Newly added wing above attached two-car garage with one-bedroom guest suite. Perfect for summer entertaining, the backyard terrace offers a bar with built-in barbecue and a sitting area with firepit by the pool. Beyond the manicured lawns, the 168-ft seawall leads to an 80-ft pier and 20-ft private dock. Side yard with secluded outdoor shower, exterior-access powder room and kayak storage rack. Spacious two-bedroom guest cottage with 1.5 baths, kitchen, laundry and attached one-car garage. Commercial-sized generator powers main house & cottage.

279 Saugatuck Ave, Westport

$14,900,000

5 Beds ⋅ 8 Baths ⋅ 73363224 MLS

Commanding ocean views from nearly every room, this extraordinary six acre estate sits on the historic site of a 1900s Manor House. Blending classic New England architecture with modern luxury, the stone-and-shingle residence features incredible design, custom mahogany, paneled walls and exquisite millwork throughout. The Primary Suite boasts panoramic ocean views, a domed gable ceiling, fireplace, walk-in closet with wet bar, and spa-like bath. All bedrooms are en suite with ocean views and closets with custom shelving. Formal gardens transition elegantly to sweeping seascapes directly above the beach. Enjoy the beach and the privacy Prides Crossing has to offer. A large,custom-built Poolhouse with kitchen and bath offers perfect indoor outdoor space. Designed for both grand entertaining and everyday comfort, this exceptional property captures the timeless beauty and elegance of Boston’s North Shore estates. A rare opportunity to own a legacy estate in an unmatched coastal setting.

53 Paine Avenue, Beverly

$14,850,000

6 Beds ⋅ 8 Baths ⋅ 73507123 MLS

Privately set off Warren St, this exceptional Brookline estate spans over 3.6 acres of beautifully landscaped grounds and over 9,000 SF across four levels, with 6 bedrooms, 6 full and 2 half baths. A striking entry with a sweeping staircase leads to expansive, light-filled living and entertaining spaces rich with charm and detailed moldings. The main level features a mix of formal and informal spaces, multiple offices, and a beautifully designed kitchen with high-end appliances, custom cabinetry, and an eat-in dining area overlooking the grounds. Upstairs, the primary suite includes a luxurious bath and generous dressing rooms, along with five additional bedrooms, family room, and laundry. The serene third floor offers flexible space for a gym, studio, or additional living. Outside, the grounds are unmatched - a pond, patios, firepit, and hot tub perfect for entertaining and everyday living. A one-of-a-kind offering in one of Brookline's most sought-after neighborhoods.

280 Warren St, Brookline

$14,495,000

9 Beds ⋅ 15 Baths ⋅ 24209961 MLS

Welcome to Milbrook Manor! No need to live in mid or back country to enjoy a sprawling estate. This prestigious, private sanctuary spanning 4 light filled floors with 7 fireplaces is situated on 1.66 acres in the picturesque Milbrook neighborhood of Greenwich with its own gated security and country club. Built with the finest interior and exterior designer finishes- cedar roof, copper gutters, cedar siding and front stone siding and chimneys comprised of stone from the surrounding grounds- There is no other new construction home currently on the market of this size and scale in town close to elite restaurants, school and shops. The walk out lower level with tall 10' ceilings and top floor feature multiple bars, fireplaces and flex spaces for sleeping quarters, office and recreational use for family or staff with all floors accessible by elevator. This energy efficient smart home compound sports a sophisticated AV prewired system in the theater room, music/dance studio, gym and separate golf simulator room with extra height ceilings in the garden level. Pet grooming station, second laundry room, sauna, beauty parlor and temperature controlled wine room finish the magnificent lower level wellness retreat. An inviting double height foyer, double staircase and soaring ceilings greet all who enter this breathtaking modern New England colonial home with open floor plan. Exit seamlessly to the backyard, a serene oasis of meticulously landscaped bluestone terraces highlighted

3 Woodside Dr, Greenwich

$14,495,000

7 Beds ⋅ 11 Baths ⋅ 24178299 MLS

Set along prestigious Round Hill Road in backcountry Greenwich, this new construction estate offers a rare opportunity to create a modern country retreat of exceptional scale and refinement. At approximately 14,000 +/- SF with 7 bedrooms, the residence blends classic Greenwich architecture with a more contemporary sense of light, glass, and indoor-outdoor living. Plans include gracious formal and informal living spaces, a dramatic entry, private library, expansive kitchen, first-floor guest suite, elevator, and finished walkout lower level with golf simulator, wet bar, wellness gym, and cold plunge. Outdoor amenities include terraced landscaping, stone walls, a 20x40 pool with integrated spa, and a separate pool house with kitchenette, bath, and fireplace. Unique opportunity to customize select finishes and layout while in current stage. Renderings, plans, specifications, and features subject to change. A singular offering for those seeking a generational Greenwich estate with privacy, provenance, and architectural permanence.

532 Round Hill Rd, Greenwich

$14,200,000

6 Beds ⋅ 7 Baths ⋅ 1419348 MLS

Here is the property you have been waiting for! Featuring an extraordinary waterfront setting, this legacy coastal estate offers thrilling sunsets, exceptional privacy and timeless architecture. A private deep-water dock and two moorings set the stage for sunset sails! Outdoor, a beautiful yet private in-ground pool with a pool house and the waterfront bluestone terrace provides ample areas for large scale entertaining and dining. Set on a secluded lane, this property offers a rare sense of tranquility without sacrificing convenience. Sea breezes and views create an atmosphere of remarkable peace and privacy yet steps away from the village of Watch Hill. The home's location is outside the flood zone; house has a recently updated elevation certificate. Designed for gracious living, the residence offers 6 bedrooms, and office, 5 full baths, and 2 powder rooms and a lower level play room and wine cellar. Of its 13 principal rooms, 11 enjoy captivating water views! Inside, a welcoming foyer, gracious living and dining rooms, a spacious kitchen, a sunroom with bar and an all-season sitting room serves as an oceanfront observatory. From the third story, steps lead to the rooftop deck with stunning views of Fisher's Island and Stonington! Above the garage is an office or den. Every detail of this property has been thoughtfully composed to celebrate its remarkable setting while delivering the comfort, privacy, and effortless elegance that define the very heartbeat of coastal living.

5 Water's Edge Road, Westerly

$14,000,000

5 Beds ⋅ 8 Baths ⋅ 73487660 MLS

Set amongst the stately residences of West Cambridge, this Tudor/Shingle style home, built around 1895, is the perfect marriage of timeless architectural character & modern sophistication. Completely renovated, while keeping intact the original details, like grand wooden entry door, floor to ceiling windows & awe-inspiring millwork, this pristine home offers approximately 9,594 SF of elegant living space set across 4 floors. A pristine chef’s kitchen with island seating & casual dining area provide great space for family gatherings, while the grand, open formal living/dining/foyer area is perfect for entertaining. A comfortable family room and separate den flow effortlessly to the outdoors and connect to a double mudroom with abundant storage. The upper levels host 5 bedrooms, all with ensuite bathrooms. The lower level, with exterior access, finishes off the home, complete with billiard area and new wet bar, playroom, media room, gym, and sauna. Other features include: 9' ceilings; hardwood floors and detailed tiled flooring; 8 fireplaces; geothermal heat and much more. Enjoy private outdoor space with fenced-in yard, sport court, outdoor kitchen, and covered porch overlooking the lush backyard. A separate, heated and oversized 2 car garage with driveway provides ample parking. Situated on a rare 0.41-acre corner lot in a highly sought-after tree-lined neighborhood, it's just moments from Harvard Square and Charles River. A timeless beauty in its own private setting, yet still close to the bustle of the city and all it has to offer, this property has it all!

157 Brattle Street, Cambridge

$13,995,000

6 Beds ⋅ 8 Baths ⋅ 73542321 MLS

Perched atop nearly an acre of dramatic granite coastline with commanding ocean views, this extraordinary estate represents a level of craftsmanship that simply cannot be replicated today. Offered at $13,995,000 with an estimated replacement cost exceeding $37,000,000, it is a rare opportunity to own a truly irreplaceable residence. Spanning nearly 15,000 square feet, the home offers 6 bedrooms, 8 baths, an elevator, four fireplaces, a heated 5-car garage, ocean-facing infinity pool, rooftop deck, and spectacular entertaining spaces including a gallery. Every detail reflects an uncompromising commitment to artistry, from bespoke millwork and artisan stonework to exceptional materials sourced from around the world. Modern infrastructure includes 21-zone radiant heat and central air, backup generator, and state-of-the-art systems, creating a legacy estate where timeless craftsmanship meets extraordinary coastal living.

25 Rockyledge Road, Swampscott

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