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Offered as a fully curated legacy estate, Honey Hill Farm encompasses 264.4 extraordinary acres of pastoral beauty, panoramic mountain views, and an unrivaled network of private trails, with an additional contiguous 42.6-acre parcel available for purchase. More than a luxury property, Honey Hill offers the experience of a private park, with nearly 10 miles of trails winding through forests, open meadows, cascading brooks, waterfalls, and around a spring-fed pond. Whether for hiking, cross-country skiing, horseback riding, mountain biking, or quiet exploration, the land offers a seldom-found level of privacy and recreation. The main residence has been masterfully reimagined through a full-scale renovation, blending timeless craftsmanship with modern luxury. At its heart lies an expansive gourmet kitchen with custom marble finishes and bespoke detailing. A four-season room with floor-to-ceiling glass doors dissolves the boundary between indoors and the breathtaking landscape beyond. Formal living spaces flow seamlessly into a richly appointed bar and billiards room and onward to a spectacular library, where exquisite millwork and tailored lighting create an atmosphere of quiet grandeur. Each bedroom suite is generously scaled and paired with indulgent ensuite baths. An extraordinary spa offers infrared and salt therapies and opens directly to a heated pool surrounded by nature. Modern systems ensure comfort and security, including radiant heat, central air, water purification, and a whole-house generator. The iconic red barn has been fully restored, with upper-level entertaining and fitness space and a beautifully appointed guest apartment below. Offered as a fully curated turnkey estate, Honey Hill includes exquisite custom furnishings thoughtfully selected to complement the home and setting, allowing for immediate enjoyment. Privately sited behind gates and shown by appointment only, Honey Hill Farm is a world unto itself and legacy in the making.

5 Beds ⋅ 10 Baths ⋅ 5097482 MLS

Offered as a fully curated legacy estate, Honey Hill Farm encompasses 264.4 extraordinary acres of pastoral beauty, panoramic mountain views, and an unrivaled network of private trails, with an additional contiguous 42.6-acre parcel available for purchase. More than a luxury property, Honey Hill offers the experience of a private park, with nearly 10 miles of trails winding through forests, open meadows, cascading brooks, waterfalls, and around a spring-fed pond. Whether for hiking, cross-country skiing, horseback riding, mountain biking, or quiet exploration, the land offers a seldom-found level of privacy and recreation. The main residence has been masterfully reimagined through a full-scale renovation, blending timeless craftsmanship with modern luxury. At its heart lies an expansive gourmet kitchen with custom marble finishes and bespoke detailing. A four-season room with floor-to-ceiling glass doors dissolves the boundary between indoors and the breathtaking landscape beyond. Formal living spaces flow seamlessly into a richly appointed bar and billiards room and onward to a spectacular library, where exquisite millwork and tailored lighting create an atmosphere of quiet grandeur. Each bedroom suite is generously scaled and paired with indulgent ensuite baths. An extraordinary spa offers infrared and salt therapies and opens directly to a heated pool surrounded by nature. Modern systems ensure comfort and security, including radiant heat, central air, water purification, and a whole-house generator. The iconic red barn has been fully restored, with upper-level entertaining and fitness space and a beautifully appointed guest apartment below. Offered as a fully curated turnkey estate, Honey Hill includes exquisite custom furnishings thoughtfully selected to complement the home and setting, allowing for immediate enjoyment. Privately sited behind gates and shown by appointment only, Honey Hill Farm is a world unto itself and legacy in the making.

3147 Mount Hunger Rd, Barnard

Listing courtesy of Keri Cole from Williamson Group Sothebys Intl. Realty. (Cell: 410-200-3536)

$12,900,000

12 Foxcroft Lane | East Sandwich A once-in-a-generation waterfront estate, 12 Foxcroft Lane represents the pinnacle of Cape Cod coastal luxury. Set on beautifully manicured grounds with sweeping lawns, a pristine private sandy beach, and panoramic views of Cape Cod Bay from Plymouth to Provincetown, this extraordinary 16,000± sq. ft. residence offers six bedrooms and ten baths designed for generations to enjoy.Light-filled living spaces flow seamlessly to exceptional outdoor entertaining areas, while the chef's kitchen opens to an inviting family room anchored by a magnificent stone fireplace - the heart of the home, where stories are shared, celebrations unfold, and a lifetime of memories begin. The luxurious first-floor primary suite is a private retreat with breathtaking views. World-class amenities include a private theater, professional fitness center, resort-style infinity pool, poolside cabana, putting green, and a private boardwalk leading directly to the beach. More than a home,12 Foxcroft Lane is a legacy estate--an irreplaceable waterfront sanctuary offering unmatched privacy, extraordinary craftsmanship, and one of the finest beachfront settings on the Eastern Seaboard

6 Beds ⋅ 10 Baths ⋅ 22603805 MLS

12 Foxcroft Lane | East Sandwich A once-in-a-generation waterfront estate, 12 Foxcroft Lane represents the pinnacle of Cape Cod coastal luxury. Set on beautifully manicured grounds with sweeping lawns, a pristine private sandy beach, and panoramic views of Cape Cod Bay from Plymouth to Provincetown, this extraordinary 16,000± sq. ft. residence offers six bedrooms and ten baths designed for generations to enjoy.Light-filled living spaces flow seamlessly to exceptional outdoor entertaining areas, while the chef's kitchen opens to an inviting family room anchored by a magnificent stone fireplace - the heart of the home, where stories are shared, celebrations unfold, and a lifetime of memories begin. The luxurious first-floor primary suite is a private retreat with breathtaking views. World-class amenities include a private theater, professional fitness center, resort-style infinity pool, poolside cabana, putting green, and a private boardwalk leading directly to the beach. More than a home,12 Foxcroft Lane is a legacy estate--an irreplaceable waterfront sanctuary offering unmatched privacy, extraordinary craftsmanship, and one of the finest beachfront settings on the Eastern Seaboard

12 Foxcroft Lane, East Sandwich

Listing courtesy of Listing Agent: Michael Harney (michael.harney@sothebyshomes.com) from Listing Office: Sotheby's International Realty.

$12,900,000

12 Foxcroft Lane | East SandwichA once-in-a-generation waterfront estate, 12 Foxcroft Lane represents the pinnacle of Cape Cod coastal luxury. Set on beautifully manicured grounds with sweeping lawns, a pristine private sandy beach, and panoramic views of Cape Cod Bay from Plymouth to Provincetown, this extraordinary 16,000± sq. ft. residence offers six bedrooms and ten baths designed for generations to enjoy.Light-filled living spaces flow seamlessly to exceptional outdoor entertaining areas, while the chef's kitchen opens to an inviting family room anchored by a magnificent stone fireplace - the heart of the home, where stories are shared, celebrations unfold, and a lifetime of memories begin. The luxurious first-floor primary suite is a private retreat with breathtaking views. World-class amenities include a private theater, professional fitness center, resort-style infinity pool, poolside cabana, putting green, and a private boardwalk leading directly to the beach.More than a home,12 Foxcroft Lane is a legacy estate--an irreplaceable waterfront sanctuary offering unmatched privacy, extraordinary craftsmanship, and one of the finest beachfront settings on the Eastern Seaboard

6 Beds ⋅ 10 Baths ⋅ 73560074 MLS

12 Foxcroft Lane | East SandwichA once-in-a-generation waterfront estate, 12 Foxcroft Lane represents the pinnacle of Cape Cod coastal luxury. Set on beautifully manicured grounds with sweeping lawns, a pristine private sandy beach, and panoramic views of Cape Cod Bay from Plymouth to Provincetown, this extraordinary 16,000± sq. ft. residence offers six bedrooms and ten baths designed for generations to enjoy.Light-filled living spaces flow seamlessly to exceptional outdoor entertaining areas, while the chef's kitchen opens to an inviting family room anchored by a magnificent stone fireplace - the heart of the home, where stories are shared, celebrations unfold, and a lifetime of memories begin. The luxurious first-floor primary suite is a private retreat with breathtaking views. World-class amenities include a private theater, professional fitness center, resort-style infinity pool, poolside cabana, putting green, and a private boardwalk leading directly to the beach.More than a home,12 Foxcroft Lane is a legacy estate--an irreplaceable waterfront sanctuary offering unmatched privacy, extraordinary craftsmanship, and one of the finest beachfront settings on the Eastern Seaboard

12 Foxcroft Ln, Sandwich

Listing courtesy of Listing Agent: Michael Harney from Listing Office: Sotheby's International Realty.

$12,900,000

Exceptional new construction waterfront home set on a private cul-de-sac in one of Old Greenwich's most desirable enclaves. This custom-built residence offers 180-degree unobstructed water views from every bedroom and living space, with beautiful NYC skyline views. Designed for modern coastal living, the home spans three levels with six decks and seamless indoor-outdoor flow. Walls of glass and Nano folding doors open the main level directly to the water, leading to a newly built private dock ideal for boating and entertaining. The interior features 5 bedrooms, 5 full baths, and 2 powder rooms, with wide 10-inch plank floors throughout. The chef's kitchen is centered around a 22-foot quartz island and equipped with Wolf and Sub-Zero appliances, including double ovens, double dishwashers, and additional refrigerated drawers. A third-floor full kitchen offers added flexibility for guests or extended living. Spa-like baths include Lusso Stone fixtures, heated floors, towel warmers, and a Kohler smart toilet in the primary suite. Built to the highest standards with steel beam and pile construction, 16-foot FEMA compliance, and custom Marvin windows. Ideally located just moments from Old Greenwich village, train, and a short walk to schools, town, and beach, with private beach access.

5 Beds ⋅ 7 Baths ⋅ 24172344 MLS

Exceptional new construction waterfront home set on a private cul-de-sac in one of Old Greenwich's most desirable enclaves. This custom-built residence offers 180-degree unobstructed water views from every bedroom and living space, with beautiful NYC skyline views. Designed for modern coastal living, the home spans three levels with six decks and seamless indoor-outdoor flow. Walls of glass and Nano folding doors open the main level directly to the water, leading to a newly built private dock ideal for boating and entertaining. The interior features 5 bedrooms, 5 full baths, and 2 powder rooms, with wide 10-inch plank floors throughout. The chef's kitchen is centered around a 22-foot quartz island and equipped with Wolf and Sub-Zero appliances, including double ovens, double dishwashers, and additional refrigerated drawers. A third-floor full kitchen offers added flexibility for guests or extended living. Spa-like baths include Lusso Stone fixtures, heated floors, towel warmers, and a Kohler smart toilet in the primary suite. Built to the highest standards with steel beam and pile construction, 16-foot FEMA compliance, and custom Marvin windows. Ideally located just moments from Old Greenwich village, train, and a short walk to schools, town, and beach, with private beach access.

4 Little Cove Ln, Greenwich

Listing courtesy of Alexandra Allen from Corcoran Centric Realty. (203) 625-9500 (203) 625-9500

$12,900,000

Situated between Appleton St & Riedesel Ave, this grand & prominent center entrance 7+ bed, 6.5 bath home was originally built in c.1803 has been painstakingly restored, elegantly modernized and expertly crafted for modern living. Ideally sited on a maturely landscaped 22,500+ sq ft lot, this gracious home rests behind an elegant white fence with antique walkways and restored balustrade. Welcomed onto the formal foyer by a graceful staircase, hardwood floors, restored period details and abundant natural light throughout. A large living room offers a fireplace, custom built-ins, and large windows that overlook the front and side yards. A well placed banquet sized formal dining room offers a butlers door into the kitchen and a fireplace of its own. A sparkling eat in kitchen is complete with top-of-the-line appliances, large center island, two pantries, & a mudroom. Exquisitely finished lower level with 2 level wine storage, gym, media room, steam shower, & sauna! Oversized 1 Car Garage

7 Beds ⋅ 7 Baths ⋅ 73444242 MLS

Situated between Appleton St & Riedesel Ave, this grand & prominent center entrance 7+ bed, 6.5 bath home was originally built in c.1803 has been painstakingly restored, elegantly modernized and expertly crafted for modern living. Ideally sited on a maturely landscaped 22,500+ sq ft lot, this gracious home rests behind an elegant white fence with antique walkways and restored balustrade. Welcomed onto the formal foyer by a graceful staircase, hardwood floors, restored period details and abundant natural light throughout. A large living room offers a fireplace, custom built-ins, and large windows that overlook the front and side yards. A well placed banquet sized formal dining room offers a butlers door into the kitchen and a fireplace of its own. A sparkling eat in kitchen is complete with top-of-the-line appliances, large center island, two pantries, & a mudroom. Exquisitely finished lower level with 2 level wine storage, gym, media room, steam shower, & sauna! Oversized 1 Car Garage

153 Brattle St, Cambridge

Listing courtesy of Listing Agent: Michael Harper from Listing Office: Coldwell Banker Realty - Boston.

$12,800,000

Hidden in plain sight. Designed to blend discreetly into its traditional Cambridge neighborhood, 11 Brown Street offers no hint of the extraordinary world within. Its discretion bespeaks a quiet confidence: luxury measured not by outward display, but by the quality of life experienced inside. Conceived in collaboration with Mariana Ibañez, Chair of UCLA’s Department of Architecture and Urban Design, the home unfolds through luminous spaces, sculptural forms, and intimate connections to nature. Generous proportions retain a human scale, while rich natural materials, exquisite craftsmanship, and carefully orchestrated light create an atmosphere both exhilarating and tranquil. As daylight moves through the home, shifting perspectives reveal new moments of wonder. A serene library and upper-level family room offer inviting retreats, while two distinctive fire features bring warmth and drama. Thoughtfully arranged spaces for cooking, dining, and entertaining celebrate the intimate pleasures of gatherings large and small. Sumptuous baths and a private spa with sauna and steam offer restoration, while sophisticated technology works intuitively in the background to enrich daily life. A main-level suite with private entrance provides flexibility for guests or multigenerational living. The garden level offers media and fitness spaces, a second kitchen, and an au pair suite. Indoors and out flow seamlessly into expansive, tree-framed grounds, with unusually long, private views just blocks from Harvard Square. This private oasis reveals its enchantments only to those invited within. A truly extraordinary setting in which to practice the art of living deeply.

6 Beds ⋅ 7 Baths ⋅ 73516411 MLS

Hidden in plain sight. Designed to blend discreetly into its traditional Cambridge neighborhood, 11 Brown Street offers no hint of the extraordinary world within. Its discretion bespeaks a quiet confidence: luxury measured not by outward display, but by the quality of life experienced inside. Conceived in collaboration with Mariana Ibañez, Chair of UCLA’s Department of Architecture and Urban Design, the home unfolds through luminous spaces, sculptural forms, and intimate connections to nature. Generous proportions retain a human scale, while rich natural materials, exquisite craftsmanship, and carefully orchestrated light create an atmosphere both exhilarating and tranquil. As daylight moves through the home, shifting perspectives reveal new moments of wonder. A serene library and upper-level family room offer inviting retreats, while two distinctive fire features bring warmth and drama. Thoughtfully arranged spaces for cooking, dining, and entertaining celebrate the intimate pleasures of gatherings large and small. Sumptuous baths and a private spa with sauna and steam offer restoration, while sophisticated technology works intuitively in the background to enrich daily life. A main-level suite with private entrance provides flexibility for guests or multigenerational living. The garden level offers media and fitness spaces, a second kitchen, and an au pair suite. Indoors and out flow seamlessly into expansive, tree-framed grounds, with unusually long, private views just blocks from Harvard Square. This private oasis reveals its enchantments only to those invited within. A truly extraordinary setting in which to practice the art of living deeply.

11 Brown Street, Cambridge

Listing courtesy of Listing Agent: Beth Dickerson from Listing Office: Gibson Sotheby's International Realty.

$12,750,000

Welcome to "Nor Tor," one of Greenwich's most distinguished English manor estates, privately nestled on 3.44 acres in the heart of town. An extraordinary residence where architectural heritage, timeless craftsmanship, and modern luxury converge atop beautifully appointed grounds. Meticulously preserved and thoughtfully enhanced through a comprehensive three-year restoration led by renowned architect Ira Grandberg, this magnificent manor encompasses four exceptional levels of living space. The front-to-back entrance hall, enveloped in bespoke Gracie wallcoverings, establishes an immediate tone of refined elegance for the rooms beyond. In one direction, the English oak library offers a richly intimate retreat, while the other leads to a grand living room defined by its sophisticated proportions. This space flows effortlessly into a sun-drenched lounge with three exposures, where French doors offer a seamless transition to the gardens and the pool. At the heart of the home, a gourmet center-island kitchen and breakfast room serve as a vibrant hub, connecting gracefully to a well-appointed butler's pantry and the beautifully adorned formal dining room. Beyond the main entertaining spaces, a private office, media center, wine cellar, and dedicated rooms for exercise and leisure provide an exceptional collection of spaces tailored for both quiet productivity and grand-scale celebration. The private quarters set above it all are equally distinguished.

7 Beds ⋅ 11 Baths ⋅ 24209367 MLS

Welcome to "Nor Tor," one of Greenwich's most distinguished English manor estates, privately nestled on 3.44 acres in the heart of town. An extraordinary residence where architectural heritage, timeless craftsmanship, and modern luxury converge atop beautifully appointed grounds. Meticulously preserved and thoughtfully enhanced through a comprehensive three-year restoration led by renowned architect Ira Grandberg, this magnificent manor encompasses four exceptional levels of living space. The front-to-back entrance hall, enveloped in bespoke Gracie wallcoverings, establishes an immediate tone of refined elegance for the rooms beyond. In one direction, the English oak library offers a richly intimate retreat, while the other leads to a grand living room defined by its sophisticated proportions. This space flows effortlessly into a sun-drenched lounge with three exposures, where French doors offer a seamless transition to the gardens and the pool. At the heart of the home, a gourmet center-island kitchen and breakfast room serve as a vibrant hub, connecting gracefully to a well-appointed butler's pantry and the beautifully adorned formal dining room. Beyond the main entertaining spaces, a private office, media center, wine cellar, and dedicated rooms for exercise and leisure provide an exceptional collection of spaces tailored for both quiet productivity and grand-scale celebration. The private quarters set above it all are equally distinguished.

190 North St, Greenwich

Listing courtesy of Stephanie Hanford from Compass Connecticut, LLC. (917) 499-5402 (203) 423-3100

$12,500,000

Some places change the way you spend your time. Bloomsbury Ridge is one of them. Set high along scenic Long Ridge Road, this extraordinary 80-acre estate offers a rare world of privacy, beauty and possibility, yet remains remarkably connected to everything beyond its 80 acres. The magnificent country house was designed to be elegant without formality, with a soaring two-story library, richly detailed Great Room, five bedrooms, multiple fireplaces and spaces that invite both quiet weekends and unforgettable gatherings. Outside, the property becomes a world unto itself: swim in the secluded pool, play on the red clay tennis court, wander through fields and woods, tend the orchard and vegetable garden, or create in the separate double-height artist's studio with its own kitchen and bath. There is room for generations to gather-and enough space for everyone to find a corner of their own. Approximately an hour closer to NYC than Litchfield County, Bloomsbury Ridge is about 1 hour 30 minutes from Manhattan by car or Metro-North, with West Redding station just 1.5 miles away. For private aviation, Danbury Airport is approximately 10 minutes away. Minutes from the dining, shops and culture of Redding and Ridgefield, this is country living without compromise: private, soulful and wonderfully livable.

5 Beds ⋅ 7 Baths ⋅ 24210008 MLS

Some places change the way you spend your time. Bloomsbury Ridge is one of them. Set high along scenic Long Ridge Road, this extraordinary 80-acre estate offers a rare world of privacy, beauty and possibility, yet remains remarkably connected to everything beyond its 80 acres. The magnificent country house was designed to be elegant without formality, with a soaring two-story library, richly detailed Great Room, five bedrooms, multiple fireplaces and spaces that invite both quiet weekends and unforgettable gatherings. Outside, the property becomes a world unto itself: swim in the secluded pool, play on the red clay tennis court, wander through fields and woods, tend the orchard and vegetable garden, or create in the separate double-height artist's studio with its own kitchen and bath. There is room for generations to gather-and enough space for everyone to find a corner of their own. Approximately an hour closer to NYC than Litchfield County, Bloomsbury Ridge is about 1 hour 30 minutes from Manhattan by car or Metro-North, with West Redding station just 1.5 miles away. For private aviation, Danbury Airport is approximately 10 minutes away. Minutes from the dining, shops and culture of Redding and Ridgefield, this is country living without compromise: private, soulful and wonderfully livable.

125 Long Ridge Rd, Danbury

Listing courtesy of Cindy Raney from Coldwell Banker Realty. (203) 625-1820 (203) 227-8424

$12,500,000

Nestled privately on one of Greater Boston's most coveted streets, this magnificently detailed Victorian home was restored, expanded, and completely reimagined for modern living in 2020 — and stands in a class of its own. As you enter through the handmade mahogany front door, the grand entryway opens on either side to a glorious living room and a stunning library. The first floor boasts 10'7" ceilings, two gas fireplaces with custom handmade mantels, and an extraordinary level of craftsmanship in the woodworking details throughout. The sprawling kitchen great room is wrapped in large windows, with French doors that open to the yard. Natural stone countertops, a Viking range, and top-of-the-line appliances are integrated seamlessly with the custom cabinetry. It's an exceptionally generous space that doubles effortlessly as a catering kitchen for entertaining at scale. On the second floor, an original Palladian window greets you at the landing. Three bedrooms — each with its own ensuite bath and multiple exposures — include a primary suite with marble bath. Every room enjoys a privacy that feels almost impossibly serene for a home this close to the heart of Harvard Square — a true urban oasis. The third floor adds two more bedrooms with ensuite baths, plus a spectacular home office or hangout room anchored by sweeping views. The top floor is a magical space. Eight skylights and an original half-moon window fill the room with light. This studio-like haven is ideally suited for inspiring creative work. An open staircase connects the kitchen great room to the lower level, where a playroom (or media room), mudroom, powder room, and gracious bedroom suite complete the main house. Beyond them sits an entirely separate one-bedroom apartment spanning approximately 950 sq ft, with its own exterior access — full kitchen, living and dining areas, bedroom, and bath — an exceptional arrangement for guests, extended family, an au pair, or staff. Outside, a two-car garage with additional parking easily accommodates a crowd. Mature landscaping on a level lot of nearly a quarter acre delivers a degree of privacy that is rare this close to Harvard Square. Ideally located within a quarter mile of Huron Village and BB&N's Middle School, and under a mile from Longfellow Park and Shady Hill School.

8 Beds ⋅ 11 Baths ⋅ 73579095 MLS

Nestled privately on one of Greater Boston's most coveted streets, this magnificently detailed Victorian home was restored, expanded, and completely reimagined for modern living in 2020 — and stands in a class of its own. As you enter through the handmade mahogany front door, the grand entryway opens on either side to a glorious living room and a stunning library. The first floor boasts 10'7" ceilings, two gas fireplaces with custom handmade mantels, and an extraordinary level of craftsmanship in the woodworking details throughout. The sprawling kitchen great room is wrapped in large windows, with French doors that open to the yard. Natural stone countertops, a Viking range, and top-of-the-line appliances are integrated seamlessly with the custom cabinetry. It's an exceptionally generous space that doubles effortlessly as a catering kitchen for entertaining at scale. On the second floor, an original Palladian window greets you at the landing. Three bedrooms — each with its own ensuite bath and multiple exposures — include a primary suite with marble bath. Every room enjoys a privacy that feels almost impossibly serene for a home this close to the heart of Harvard Square — a true urban oasis. The third floor adds two more bedrooms with ensuite baths, plus a spectacular home office or hangout room anchored by sweeping views. The top floor is a magical space. Eight skylights and an original half-moon window fill the room with light. This studio-like haven is ideally suited for inspiring creative work. An open staircase connects the kitchen great room to the lower level, where a playroom (or media room), mudroom, powder room, and gracious bedroom suite complete the main house. Beyond them sits an entirely separate one-bedroom apartment spanning approximately 950 sq ft, with its own exterior access — full kitchen, living and dining areas, bedroom, and bath — an exceptional arrangement for guests, extended family, an au pair, or staff. Outside, a two-car garage with additional parking easily accommodates a crowd. Mature landscaping on a level lot of nearly a quarter acre delivers a degree of privacy that is rare this close to Harvard Square. Ideally located within a quarter mile of Huron Village and BB&N's Middle School, and under a mile from Longfellow Park and Shady Hill School.

68 Sparks Street, Cambridge

Listing courtesy of Listing Agent: Michael Glenmullen from Listing Office: Coldwell Banker Realty - Cambridge.

$12,500,000

Introducing Windover, a grand Georgian estate, meticulously restored and reimagined for modern living. Approached through 5 acres of conservation land, and set atop a private, tree-lined drive, the property commands an immediate sense of arrival. Refined outdoor features include expansive terraces, a secluded walled garden, and a dogwood orchard. A pool house and heated saltwater pool overlook a tranquil pond, creating a resort-like setting. The interior is expansive yet remarkably intimate. A dramatic Mediterranean-style ballroom anchors the entertaining spaces, while the living and dining rooms open to terraces, framing the surrounding landscape at every turn. The luxurious primary suite offers a private retreat; a versatile third-floor suite accommodates guests or live-in staff with ease. A dedicated media room and home gym — with steam shower and sauna — round out the experience. Windover is a property of architectural distinction, enduring beauty, and total seclusion.

7 Beds ⋅ 7 Baths ⋅ 73531926 MLS

Introducing Windover, a grand Georgian estate, meticulously restored and reimagined for modern living. Approached through 5 acres of conservation land, and set atop a private, tree-lined drive, the property commands an immediate sense of arrival. Refined outdoor features include expansive terraces, a secluded walled garden, and a dogwood orchard. A pool house and heated saltwater pool overlook a tranquil pond, creating a resort-like setting. The interior is expansive yet remarkably intimate. A dramatic Mediterranean-style ballroom anchors the entertaining spaces, while the living and dining rooms open to terraces, framing the surrounding landscape at every turn. The luxurious primary suite offers a private retreat; a versatile third-floor suite accommodates guests or live-in staff with ease. A dedicated media room and home gym — with steam shower and sauna — round out the experience. Windover is a property of architectural distinction, enduring beauty, and total seclusion.

15 Farm Street, Dover

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

$12,495,000

Experience unrivaled views and a premier, slopeside, Spruce Peak location in this newly constructed, magnificent home. This modern mountain residence was designed by renowned alpine architects Zehren & Associates with floor-to-ceiling glass walls, seamless indoor-outdoor living, and an “infinity view” to Vermont’s natural beauty from every room. Entertain or unwind in world-class amenities including an endless pool and outdoor jacuzzi, custom Japanese soaking tub, infrared sauna, media/game room, and three fireplaces for cozy après-ski evenings. Crafted with precision and curated for luxurious mountain living, this fully-connected smart home features efficiencies such as radiant heat, motorized window shades, an elevator, security system, ski room, executive office, heated garage, primary bedroom with dual walk-in closets, and a backup generator. Each bedroom suite is thoughtfully designed for comfort, privacy, and vantage, and all bathrooms are distinctively designed. Just steps from skiing, golf, fine dining, and year-round adventure at Spruce Peak village, 101 Switchback is the ultimate turnkey retreat.

5 Beds ⋅ 7 Baths ⋅ 5097362 MLS

Experience unrivaled views and a premier, slopeside, Spruce Peak location in this newly constructed, magnificent home. This modern mountain residence was designed by renowned alpine architects Zehren & Associates with floor-to-ceiling glass walls, seamless indoor-outdoor living, and an “infinity view” to Vermont’s natural beauty from every room. Entertain or unwind in world-class amenities including an endless pool and outdoor jacuzzi, custom Japanese soaking tub, infrared sauna, media/game room, and three fireplaces for cozy après-ski evenings. Crafted with precision and curated for luxurious mountain living, this fully-connected smart home features efficiencies such as radiant heat, motorized window shades, an elevator, security system, ski room, executive office, heated garage, primary bedroom with dual walk-in closets, and a backup generator. Each bedroom suite is thoughtfully designed for comfort, privacy, and vantage, and all bathrooms are distinctively designed. Just steps from skiing, golf, fine dining, and year-round adventure at Spruce Peak village, 101 Switchback is the ultimate turnkey retreat.

101 Switchback Ln, Stowe

Listing courtesy of Meg Kauffman from LandVest, Inc.. ()

$12,250,000

Monumental West Falmouth Estate Featuring Custom Multi Family Suites and Exceptional Multi Generational Living in "The Cliffs" Perched majestically within "The Cliffs"—West Falmouth's most coveted private seaside enclave—this monumental estate stands as a singular achievement in coastal architecture, purposefully designed for multi generational living and effortless hosting on a grand scale. Spanning over 11,000 square feet of exquisitely finished living space, this custom shingle-style residence represents a rare opportunity to acquire a legacy property crafted to comfortably bring extended family and friends together under one roof. Beyond the striking wood-shingled facade lies a grand interior master-planned for effortless hosting and private multi family suites. The residence features seven bedrooms, eight full bathrooms, and one half-bathroom—all thoughtfully arranged across distinct wings to offer luxurious, independent quarters for children, in-laws, and summer guests. Grand-scale entertaining flows naturally from the chandelier-lit formal dining room into expansive living spaces, where elegant French doors lead to four private outdoor decks overlooking beautifully manicured grounds. From its elevated vantage point overlooking Buzzards Bay, the home commands breathtaking, panoramic water views toward the Elizabeth Islands and Vineyard Sound. Unlike many isolated waterfront properties, these vistas are permanently secured by a perpetual view easement—ensuring unobstructed western sunsets for generations to come while keeping you directly connected to an active, welcoming neighborhood enclave. Built in 2000 by the renowned Johnson Builders, this estate has been meticulously maintained with high-end infrastructure, including a high-efficiency furnace (installed April 2025), a complete roof replacement in 2019 (CertainTeed Landmark 30-year shingles), and a robust 22 kW full-home backup generator for total peace of mind. The lifestyle here balances elite coastal amenities with true neighborhood connection. Enjoy direct access to The Cliffs' private sandy association beach and a dedicated pedestrian path to Old Silver Beach, or spend days setting sail from nearby West Falmouth Harbor, biking the Shining Sea Bikeway, and playing at local championship golf courses. This is the ultimate setting for multi generational living—a coastal retreat built for connection, comfort, and lasting memories.

7 Beds ⋅ 9 Baths ⋅ 22603322 MLS

Monumental West Falmouth Estate Featuring Custom Multi Family Suites and Exceptional Multi Generational Living in "The Cliffs" Perched majestically within "The Cliffs"—West Falmouth's most coveted private seaside enclave—this monumental estate stands as a singular achievement in coastal architecture, purposefully designed for multi generational living and effortless hosting on a grand scale. Spanning over 11,000 square feet of exquisitely finished living space, this custom shingle-style residence represents a rare opportunity to acquire a legacy property crafted to comfortably bring extended family and friends together under one roof. Beyond the striking wood-shingled facade lies a grand interior master-planned for effortless hosting and private multi family suites. The residence features seven bedrooms, eight full bathrooms, and one half-bathroom—all thoughtfully arranged across distinct wings to offer luxurious, independent quarters for children, in-laws, and summer guests. Grand-scale entertaining flows naturally from the chandelier-lit formal dining room into expansive living spaces, where elegant French doors lead to four private outdoor decks overlooking beautifully manicured grounds. From its elevated vantage point overlooking Buzzards Bay, the home commands breathtaking, panoramic water views toward the Elizabeth Islands and Vineyard Sound. Unlike many isolated waterfront properties, these vistas are permanently secured by a perpetual view easement—ensuring unobstructed western sunsets for generations to come while keeping you directly connected to an active, welcoming neighborhood enclave. Built in 2000 by the renowned Johnson Builders, this estate has been meticulously maintained with high-end infrastructure, including a high-efficiency furnace (installed April 2025), a complete roof replacement in 2019 (CertainTeed Landmark 30-year shingles), and a robust 22 kW full-home backup generator for total peace of mind. The lifestyle here balances elite coastal amenities with true neighborhood connection. Enjoy direct access to The Cliffs' private sandy association beach and a dedicated pedestrian path to Old Silver Beach, or spend days setting sail from nearby West Falmouth Harbor, biking the Shining Sea Bikeway, and playing at local championship golf courses. This is the ultimate setting for multi generational living—a coastal retreat built for connection, comfort, and lasting memories.

39 Naushon Road, Falmouth

Listing courtesy of Listing Agent: Diana S Lucivero (diana.lucivero@compass.com) from Listing Office: Compass.

$12,250,000

Perched within ''The Cliffs''--West Falmouth's most coveted private seaside enclave--this custom shingle-style estate offers over 11,000 square feet of exquisitely finished living space in pristine condition with multiple family suites. From its elevated vantage overlooking Buzzards Bay, the residence commands panoramic water views toward the Elizabeth Islands and Vineyard Sound--permanently protected by a perpetual view easement, ensuring unobstructed western sunsets for generations. An opulent foyer with sweeping curved staircase opens to soaring volumes, rich hardwoods, and custom millwork throughout. Seven bedrooms, eight full and one half baths are arranged for privacy, while a formal dining room and multiple living areas open through French doors to landscaped grounds and four expansive decks. Recent improvements include a new roof and whole-house generator. Residents enjoy The Cliffs' private sandy association beach, minutes from West Falmouth Harbor, yacht clubs, golf, and the Shining Sea Bikeway.

7 Beds ⋅ 9 Baths ⋅ 73551533 MLS

Perched within ''The Cliffs''--West Falmouth's most coveted private seaside enclave--this custom shingle-style estate offers over 11,000 square feet of exquisitely finished living space in pristine condition with multiple family suites. From its elevated vantage overlooking Buzzards Bay, the residence commands panoramic water views toward the Elizabeth Islands and Vineyard Sound--permanently protected by a perpetual view easement, ensuring unobstructed western sunsets for generations. An opulent foyer with sweeping curved staircase opens to soaring volumes, rich hardwoods, and custom millwork throughout. Seven bedrooms, eight full and one half baths are arranged for privacy, while a formal dining room and multiple living areas open through French doors to landscaped grounds and four expansive decks. Recent improvements include a new roof and whole-house generator. Residents enjoy The Cliffs' private sandy association beach, minutes from West Falmouth Harbor, yacht clubs, golf, and the Shining Sea Bikeway.

39 Naushon S, Falmouth

Listing courtesy of Listing Agent: Diana Lucivero from Listing Office: Compass.

$12,000,000

A rare opportunity to acquire a historic Connecticut landmark. The Bushnell Farm House and Barn offer a unique chance to restore and reimagine an important piece of Old Saybrook history. Featuring the historic Elisha Bushnell House and accompanying barn, the property showcases classic New England architecture, mature landscaping, stone walls, and the timeless character that has made this site a local treasure for generations. The improvements require significant modernization and renovation, presenting an ideal opportunity for someone seeking to preserve and enhance a historic property. Whether envisioned as a private estate, hospitality-related use, office, wellness concept, or other permitted use, the property offers exceptional potential for those with a vision for restoration and stewardship. Ideally situated on Boston Post Road with convenient access to Interstate 95, Route 9, shoreline beaches, marinas, shopping, and restaurants, the property benefits from excellent visibility and accessibility within one of Connecticut's most desirable shoreline communities. This offering is subject to the property's historic designation and must be purchased together with the adjoining Bushnell Farm land parcel (MLS #24183765). The combined offering presents a truly unique opportunity to preserve, restore, and shape the future of one of the Connecticut shoreline's most recognizable historic properties.

4 Beds ⋅ 1 Baths ⋅ 24183764 MLS

A rare opportunity to acquire a historic Connecticut landmark. The Bushnell Farm House and Barn offer a unique chance to restore and reimagine an important piece of Old Saybrook history. Featuring the historic Elisha Bushnell House and accompanying barn, the property showcases classic New England architecture, mature landscaping, stone walls, and the timeless character that has made this site a local treasure for generations. The improvements require significant modernization and renovation, presenting an ideal opportunity for someone seeking to preserve and enhance a historic property. Whether envisioned as a private estate, hospitality-related use, office, wellness concept, or other permitted use, the property offers exceptional potential for those with a vision for restoration and stewardship. Ideally situated on Boston Post Road with convenient access to Interstate 95, Route 9, shoreline beaches, marinas, shopping, and restaurants, the property benefits from excellent visibility and accessibility within one of Connecticut's most desirable shoreline communities. This offering is subject to the property's historic designation and must be purchased together with the adjoining Bushnell Farm land parcel (MLS #24183765). The combined offering presents a truly unique opportunity to preserve, restore, and shape the future of one of the Connecticut shoreline's most recognizable historic properties.

1445 Boston Post Rd, Old Saybrook

Listing courtesy of Casey Fisher from Houlihan Lawrence WD. (970) 209-0781 (203) 787-7800

$11,995,000

Some homes are built. This one is crafted - and it can be yours. AR Luxury Homes presents a Bespoke Colonial set on 5.35 level, serene acres in Greenwich, with interiors by Tara Benet Design. Walls of glass flood the home with natural light while soaring ceilings and an elevator define the scale and flow of open living spaces thoughtfully designed for the way you actually live. An expansive primary suite, dedicated wellness center, golf simulator and media room speak to a standard of living rarely offered at this level. Beyond the walls, a heated pool and spa, tennis court, outdoor kitchen, heated terrace with Ghost Screens and fireplace, and a private one-bedroom guest house complete a compound where every finish, every detail, and every square foot is still yours to shape. This is not just a home. It is a legacy - being built for you.

7 Beds ⋅ 11 Baths ⋅ 24211755 MLS

Some homes are built. This one is crafted - and it can be yours. AR Luxury Homes presents a Bespoke Colonial set on 5.35 level, serene acres in Greenwich, with interiors by Tara Benet Design. Walls of glass flood the home with natural light while soaring ceilings and an elevator define the scale and flow of open living spaces thoughtfully designed for the way you actually live. An expansive primary suite, dedicated wellness center, golf simulator and media room speak to a standard of living rarely offered at this level. Beyond the walls, a heated pool and spa, tennis court, outdoor kitchen, heated terrace with Ghost Screens and fireplace, and a private one-bedroom guest house complete a compound where every finish, every detail, and every square foot is still yours to shape. This is not just a home. It is a legacy - being built for you.

86 Howard Rd, Greenwich

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

$11,900,000

Privately gated and exquisitely appointed, 540 Harland Street presents a rare opportunity to own an extraordinary equestrian estate set on approximately 8 acres within the Blue Hills Reservation. Surrounded by protected natural beauty and offering direct riding access to approximately 7,000 acres of preserved landscape, this exceptional property combines complete privacy, sophisticated living, and an unparalleled connection to the outdoors—yet remains conveniently close to Boston.The approximately 8,250-square-foot main residence is designed for grand-scale living and effortless entertaining, featuring five bedrooms, five full baths, and two half baths, complemented by soaring 10-foot ceilings throughout. The spectacular chef’s kitchen is outfitted with premium Wolf appliances, while a dedicated home gym and state-of-the-art home theater elevate the everyday experience. An in-home elevator provides seamless access throughout the residence.Outdoor living is equally impressive, with a 350-square-foot patio and a fully equipped Wolf outdoor kitchen, creating an exceptional setting for entertaining, dining, and enjoying the surrounding landscape.The estate’s remarkable carriage house adds an extraordinary layer of versatility, offering an 8–16+ car garage and approximately 1,750 square feet of guest living space above. Ideal for car enthusiasts, collectors, guests, or extended family, this separate structure provides an exceptional combination of utility and luxury.At the heart of the property’s equestrian amenities is an approximately 2,000-square-foot state-of-the-art multi-stall equestrian center, thoughtfully complemented by an adjacent exercise pen. The direct access to miles of protected Blue Hills terrain allows riders to leave the property on horseback and immediately experience one of the region’s most spectacular natural settings.This is far more than a luxury residence—it is a private equestrian compound and lifestyle estate, offering an extraordinary level of scale, privacy, amenities, and access to protected land rarely found in Greater Boston. A truly distinctive retreat where refined living and the freedom of the countryside exist in perfect harmony.

5 Beds ⋅ 7 Baths ⋅ 73570207 MLS

Privately gated and exquisitely appointed, 540 Harland Street presents a rare opportunity to own an extraordinary equestrian estate set on approximately 8 acres within the Blue Hills Reservation. Surrounded by protected natural beauty and offering direct riding access to approximately 7,000 acres of preserved landscape, this exceptional property combines complete privacy, sophisticated living, and an unparalleled connection to the outdoors—yet remains conveniently close to Boston.The approximately 8,250-square-foot main residence is designed for grand-scale living and effortless entertaining, featuring five bedrooms, five full baths, and two half baths, complemented by soaring 10-foot ceilings throughout. The spectacular chef’s kitchen is outfitted with premium Wolf appliances, while a dedicated home gym and state-of-the-art home theater elevate the everyday experience. An in-home elevator provides seamless access throughout the residence.Outdoor living is equally impressive, with a 350-square-foot patio and a fully equipped Wolf outdoor kitchen, creating an exceptional setting for entertaining, dining, and enjoying the surrounding landscape.The estate’s remarkable carriage house adds an extraordinary layer of versatility, offering an 8–16+ car garage and approximately 1,750 square feet of guest living space above. Ideal for car enthusiasts, collectors, guests, or extended family, this separate structure provides an exceptional combination of utility and luxury.At the heart of the property’s equestrian amenities is an approximately 2,000-square-foot state-of-the-art multi-stall equestrian center, thoughtfully complemented by an adjacent exercise pen. The direct access to miles of protected Blue Hills terrain allows riders to leave the property on horseback and immediately experience one of the region’s most spectacular natural settings.This is far more than a luxury residence—it is a private equestrian compound and lifestyle estate, offering an extraordinary level of scale, privacy, amenities, and access to protected land rarely found in Greater Boston. A truly distinctive retreat where refined living and the freedom of the countryside exist in perfect harmony.

540 Harland St, Milton

Listing courtesy of Listing Agent: Signature Collective Team from Listing Office: Serhant.

$11,750,000

One of Brookline’s most exceptional offerings in over a decade, this remarkable 1929 Colonial Revival estate is set on two beautifully landscaped acres in the town’s prestigious estate area. The 14-room residence offers 7,500 square feet of living space and showcases timeless architecture and exceptional craftsmanship. Set atop a private drive marked by stately stone pillars, the home is surrounded by sweeping lawns, specimen trees, perennial gardens, and a tranquil man-made freshwater creek. An inviting in-ground pool enhances the serene outdoor setting. Inside are six spacious bedrooms, four full baths, and two half baths, including a luxurious primary suite with a spa-like bath. Elegant formal rooms flow seamlessly into comfortable living areas, ideal for both grand entertaining and everyday living.Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay.

6 Beds ⋅ 6 Baths ⋅ 73570794 MLS

One of Brookline’s most exceptional offerings in over a decade, this remarkable 1929 Colonial Revival estate is set on two beautifully landscaped acres in the town’s prestigious estate area. The 14-room residence offers 7,500 square feet of living space and showcases timeless architecture and exceptional craftsmanship. Set atop a private drive marked by stately stone pillars, the home is surrounded by sweeping lawns, specimen trees, perennial gardens, and a tranquil man-made freshwater creek. An inviting in-ground pool enhances the serene outdoor setting. Inside are six spacious bedrooms, four full baths, and two half baths, including a luxurious primary suite with a spa-like bath. Elegant formal rooms flow seamlessly into comfortable living areas, ideal for both grand entertaining and everyday living.Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay.

71 Sears Road, Brookline

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

$11,750,000

Experience the pinnacle of Lake Winnipesaukee waterfront living from this extraordinary Governor's Island estate, offering 295 feet of pristine shoreline and a rare private sandy beach on one of the lake's most coveted waterfront settings. Perfectly positioned to capture panoramic lake and mountain views, this exceptional residence features 6 bedrooms, 8 bathrooms, and timeless craftsmanship throughout. Designed for both grand entertaining and everyday living, the home showcases custom millwork, stone and iron accents, soaring ceilings, and expansive gathering spaces. Walls of glass frame breathtaking waterfront views while filling the home with natural light. A private elevator provides convenient access to every level. The gourmet chef's kitchen anchors the home and flows seamlessly into elegant living and dining areas, a private library, executive office, and thoughtfully designed guest accommodations. The luxurious primary suite offers spectacular lake views, a spa-inspired bath, and refined custom finishes. Multiple fireplaces, recreation spaces, and generous garage capacity complete the interior. Outside, enjoy expansive docking, beautifully landscaped grounds, sweeping lawns, stone patios, and exceptional outdoor living spaces designed for entertaining or quiet relaxation. The private sandy beach provides the perfect setting for swimming, launching kayaks or paddleboards, or simply enjoying the crystal-clear waters of Lake Winnipesaukee. A rare opportunity to own one of Governor's Island's premier waterfront estates, offering unmatched privacy, year-round luxury, and the very best of New Hampshire's Lakes Region lifestyle.

6 Beds ⋅ 8 Baths ⋅ 5102364 MLS

Experience the pinnacle of Lake Winnipesaukee waterfront living from this extraordinary Governor's Island estate, offering 295 feet of pristine shoreline and a rare private sandy beach on one of the lake's most coveted waterfront settings. Perfectly positioned to capture panoramic lake and mountain views, this exceptional residence features 6 bedrooms, 8 bathrooms, and timeless craftsmanship throughout. Designed for both grand entertaining and everyday living, the home showcases custom millwork, stone and iron accents, soaring ceilings, and expansive gathering spaces. Walls of glass frame breathtaking waterfront views while filling the home with natural light. A private elevator provides convenient access to every level. The gourmet chef's kitchen anchors the home and flows seamlessly into elegant living and dining areas, a private library, executive office, and thoughtfully designed guest accommodations. The luxurious primary suite offers spectacular lake views, a spa-inspired bath, and refined custom finishes. Multiple fireplaces, recreation spaces, and generous garage capacity complete the interior. Outside, enjoy expansive docking, beautifully landscaped grounds, sweeping lawns, stone patios, and exceptional outdoor living spaces designed for entertaining or quiet relaxation. The private sandy beach provides the perfect setting for swimming, launching kayaks or paddleboards, or simply enjoying the crystal-clear waters of Lake Winnipesaukee. A rare opportunity to own one of Governor's Island's premier waterfront estates, offering unmatched privacy, year-round luxury, and the very best of New Hampshire's Lakes Region lifestyle.

59 Broadview Ter, Gilford

Listing courtesy of Adam Dow from KW Coastal and Lakes & Mountains Realty/Wolfeboro. (Phone: 866-525-3946)

$11,750,000

EXCEPTIONAL WATERFRONT ESTATE with 2.29 acres of land, a DOCK, 200' of frontage on Hingham Harbor, and spectacular views of Boston skyline. Designed by acclaimed architect, Tom Catalano, known for his creation of homes representative of a by-gone era, yet suited for modern living. The natural light is incredible and the views are mesmerizing. The finishes and millwork are truly MASTERFUL with coffered ceilings, wainscotting, arched openings, custom cabinetry and quarter sawn oak floors throughout. The staircases are a graceful work of art, with gentle rises and walls of windows. The exterior spaces are as exquisite as the interior. The back of the house features gorgeous stone terraces with beautiful pergolas, a heated Gunite pool and sweeping lawn to the dock and waters edge. The front ''garden'' sets the stage for this stunning property with a torch lit fountain, expansive level lawn, an English conservatory and gardens. A must see!

5 Beds ⋅ 7 Baths ⋅ 22602085 MLS

EXCEPTIONAL WATERFRONT ESTATE with 2.29 acres of land, a DOCK, 200' of frontage on Hingham Harbor, and spectacular views of Boston skyline. Designed by acclaimed architect, Tom Catalano, known for his creation of homes representative of a by-gone era, yet suited for modern living. The natural light is incredible and the views are mesmerizing. The finishes and millwork are truly MASTERFUL with coffered ceilings, wainscotting, arched openings, custom cabinetry and quarter sawn oak floors throughout. The staircases are a graceful work of art, with gentle rises and walls of windows. The exterior spaces are as exquisite as the interior. The back of the house features gorgeous stone terraces with beautiful pergolas, a heated Gunite pool and sweeping lawn to the dock and waters edge. The front ''garden'' sets the stage for this stunning property with a torch lit fountain, expansive level lawn, an English conservatory and gardens. A must see!

5 Bare Cove Lane, Hingham

Listing courtesy of Listing Agent: John M Griffin (j48griffin@yahoo.com) from Listing Office: Griffin Realty Group.

$11,750,000

A rare opportunity to reimagine and create a $20+M compound in Brookline, set on two private acres in the coveted estate area. Conceived by an award-winning architect, the proposed design masterfully blends timeless elegance and exceptional craftsmanship with the features most desired for modern living soaring ceilings, abundant natural light, clean architectural lines, and a thoughtfully designed floor plan ideal for both grand entertaining and everyday comfort. The proposed plans showcase an expansive open-concept kitchen and family room with a dramatic cathedral ceiling, elegant formal living and dining rooms, spacious library, a screened porch, a gracious 1st floor bedroom, and an exceptional 2nd floor primary suite. Additional customization options include an elevator servicing all levels, a golf simulator, and a swimming pool. Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay

6 Beds ⋅ 9 Baths ⋅ 73536353 MLS

A rare opportunity to reimagine and create a $20+M compound in Brookline, set on two private acres in the coveted estate area. Conceived by an award-winning architect, the proposed design masterfully blends timeless elegance and exceptional craftsmanship with the features most desired for modern living soaring ceilings, abundant natural light, clean architectural lines, and a thoughtfully designed floor plan ideal for both grand entertaining and everyday comfort. The proposed plans showcase an expansive open-concept kitchen and family room with a dramatic cathedral ceiling, elegant formal living and dining rooms, spacious library, a screened porch, a gracious 1st floor bedroom, and an exceptional 2nd floor primary suite. Additional customization options include an elevator servicing all levels, a golf simulator, and a swimming pool. Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay

Sears Road, Brookline

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

$11,750,000

EXCEPTIONAL WATERFRONT ESTATE with 2.29 acres of land, a DOCK, 200' of frontage on Hingham Harbor, and spectacular views of Boston skyline. Designed by acclaimed architect, Tom Catalano, known for his creation of homes representative of a by-gone era, yet suited for modern living. The natural light is incredible and the views are mesmerizing. The finishes and millwork are truly MASTERFUL with coffered ceilings, wainscotting, arched openings, custom cabinetry and quarter sawn oak floors throughout. The staircases are a graceful work of art, with gentle rises and walls of windows. The exterior spaces are as exquisite as the interior. The back of the house features gorgeous stone terraces with beautiful pergolas, a heated Gunite pool and sweeping lawn to the dock and waters edge. The front "garden" sets the stage for this stunning property with a torch lit fountain, expansive level lawn, an English conservatory and gardens.

5 Beds ⋅ 7 Baths ⋅ 73516055 MLS

EXCEPTIONAL WATERFRONT ESTATE with 2.29 acres of land, a DOCK, 200' of frontage on Hingham Harbor, and spectacular views of Boston skyline. Designed by acclaimed architect, Tom Catalano, known for his creation of homes representative of a by-gone era, yet suited for modern living. The natural light is incredible and the views are mesmerizing. The finishes and millwork are truly MASTERFUL with coffered ceilings, wainscotting, arched openings, custom cabinetry and quarter sawn oak floors throughout. The staircases are a graceful work of art, with gentle rises and walls of windows. The exterior spaces are as exquisite as the interior. The back of the house features gorgeous stone terraces with beautiful pergolas, a heated Gunite pool and sweeping lawn to the dock and waters edge. The front "garden" sets the stage for this stunning property with a torch lit fountain, expansive level lawn, an English conservatory and gardens.

5 Bare Cove Ln, Hingham

Listing courtesy of Listing Agent: Tara Coveney from Listing Office: Coldwell Banker Realty - Hingham.

$11,500,000

Newly constructed and ready to enjoy, this exceptional waterfront estate on the Bumps River represents the finest of Cape Cod living. Combining an unrivaled setting with state-of-the-art luxury, the property features a resort-inspired swimming pool and cabana, a renovated boathouse with a float for non-motorized crafts, and a deeded beach lot on Long Beach. Upon approaching the estate, an incomparable level of craftsmanship and finish is immediately on display, from the Maibec white cedar shingle siding to Pella Architect Series windows and doors throughout. Inside, the open floor plan seamlessly flows from a fireplaced living room with coffered ceilings to a gourmet kitchen anchored by a Sub-Zero French door refrigerator, a Wolf range, and Danby natural stone counters. A built-in banquette breakfast nook, full pantry with second refrigerator, and a wet bar complete the space. Glass doors line the waterside of the home, opening to an expansive Phoenician Buff stone terrace surrounding a custom Pebble Tec pool and spa. The first-floor primary wing offers direct terrace access, two custom walk-in closets, and a luxurious bath with natural stone countertops and a freestanding soaking tub. Four well-appointed en suite bedrooms, a family room, and an ipe deck with stainless cable railing occupy the second level, with flexible bonus space above. A private bedroom suite over the garage accommodates guests or staff. Located minutes from everything Osterville has to offer, this extraordinary property represents a rare opportunity to own a newly built waterfront estate in one of Cape Cod's most sought-after communities.

6 Beds ⋅ 8 Baths ⋅ 22602716 MLS

Newly constructed and ready to enjoy, this exceptional waterfront estate on the Bumps River represents the finest of Cape Cod living. Combining an unrivaled setting with state-of-the-art luxury, the property features a resort-inspired swimming pool and cabana, a renovated boathouse with a float for non-motorized crafts, and a deeded beach lot on Long Beach. Upon approaching the estate, an incomparable level of craftsmanship and finish is immediately on display, from the Maibec white cedar shingle siding to Pella Architect Series windows and doors throughout. Inside, the open floor plan seamlessly flows from a fireplaced living room with coffered ceilings to a gourmet kitchen anchored by a Sub-Zero French door refrigerator, a Wolf range, and Danby natural stone counters. A built-in banquette breakfast nook, full pantry with second refrigerator, and a wet bar complete the space. Glass doors line the waterside of the home, opening to an expansive Phoenician Buff stone terrace surrounding a custom Pebble Tec pool and spa. The first-floor primary wing offers direct terrace access, two custom walk-in closets, and a luxurious bath with natural stone countertops and a freestanding soaking tub. Four well-appointed en suite bedrooms, a family room, and an ipe deck with stainless cable railing occupy the second level, with flexible bonus space above. A private bedroom suite over the garage accommodates guests or staff. Located minutes from everything Osterville has to offer, this extraordinary property represents a rare opportunity to own a newly built waterfront estate in one of Cape Cod's most sought-after communities.

48 Starboard Lane, Osterville

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

$11,500,000

A design and materials masterpiece, Above the Clouds is one of the most spectacular estates in Vermont. Embedded into rock outcroppings on 15 pristine acres, the setting and views are simply breathtaking. Vermont Danby marble was brilliantly selected as the primary exterior material, and numerous local hardwoods, Italian marble, and sandstone are featured throughout the interior. A spectacular array of floor-to-ceiling windows brings the outside in, creating a beautiful, light-filled home with expansive views from every room. Crafted for grand entertaining, upon entry, a dramatic foyer leads to the dining and great room, which immediately directs your attention to a spectacular veranda and panorama to the mountains and valley below. The primary suite, a private oasis, includes a sunken seating area and splendid bath. Two spacious guest suites grace the upper level with individual terraces, fireplaces, and spa-like baths. A third, private suite, will comfortably host longer-term guests or serve as staff quarters. The lower level is an exquisite recreation venue. A full cocktail bar can host your guests before adjourning to either the 18-seat home theater or game room with marble fireplace; all overlook an opulent, indoor pool and spa. Outdoors is a perfect landscape with stone terraces providing unlimited vantage points and stunning views. Even the drive, forged in stone, provides a spellbinding entry to the property, evoking total privacy, revealing this grand estate.

4 Beds ⋅ 9 Baths ⋅ 5100278 MLS

A design and materials masterpiece, Above the Clouds is one of the most spectacular estates in Vermont. Embedded into rock outcroppings on 15 pristine acres, the setting and views are simply breathtaking. Vermont Danby marble was brilliantly selected as the primary exterior material, and numerous local hardwoods, Italian marble, and sandstone are featured throughout the interior. A spectacular array of floor-to-ceiling windows brings the outside in, creating a beautiful, light-filled home with expansive views from every room. Crafted for grand entertaining, upon entry, a dramatic foyer leads to the dining and great room, which immediately directs your attention to a spectacular veranda and panorama to the mountains and valley below. The primary suite, a private oasis, includes a sunken seating area and splendid bath. Two spacious guest suites grace the upper level with individual terraces, fireplaces, and spa-like baths. A third, private suite, will comfortably host longer-term guests or serve as staff quarters. The lower level is an exquisite recreation venue. A full cocktail bar can host your guests before adjourning to either the 18-seat home theater or game room with marble fireplace; all overlook an opulent, indoor pool and spa. Outdoors is a perfect landscape with stone terraces providing unlimited vantage points and stunning views. Even the drive, forged in stone, provides a spellbinding entry to the property, evoking total privacy, revealing this grand estate.

189 Upper Springs, Stowe

Listing courtesy of Meg Kauffman from LandVest, Inc.. ()

$11,500,000

Newly constructed and ready to enjoy, this exceptional waterfront estate on the Bumps River represents the finest of Cape Cod living. Combining an unrivaled setting with state-of-the-art luxury, the property features a resort-like swimming pool and cabana, a boathouse with a float for non-motorized crafts, and a deeded beach lot on Long Beach. The open floor plan seamlessly flows from a fireplaced living room with coffered ceilings to a gourmet kitchen with a Sub-Zero refrigerator, Wolf range, and Danby natural stone counters. Glass doors line the waterside of the home, opening to an expansive Phoenician Buff stone terrace surrounding a Pebble Tec pool and spa. The first-floor primary boasts 2 walk-in closets and a luxurious bath with a freestanding soaking tub. Four en suite bedrooms, a family room, and an ipe deck occupy the second level, with bonus space above. A bedroom suite over the garage accommodates guests or staff. Located minutes from everything Osterville has to offer.

6 Beds ⋅ 8 Baths ⋅ 73531287 MLS

Newly constructed and ready to enjoy, this exceptional waterfront estate on the Bumps River represents the finest of Cape Cod living. Combining an unrivaled setting with state-of-the-art luxury, the property features a resort-like swimming pool and cabana, a boathouse with a float for non-motorized crafts, and a deeded beach lot on Long Beach. The open floor plan seamlessly flows from a fireplaced living room with coffered ceilings to a gourmet kitchen with a Sub-Zero refrigerator, Wolf range, and Danby natural stone counters. Glass doors line the waterside of the home, opening to an expansive Phoenician Buff stone terrace surrounding a Pebble Tec pool and spa. The first-floor primary boasts 2 walk-in closets and a luxurious bath with a freestanding soaking tub. Four en suite bedrooms, a family room, and an ipe deck occupy the second level, with bonus space above. A bedroom suite over the garage accommodates guests or staff. Located minutes from everything Osterville has to offer.

48 Starboard Lane, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$11,495,000

Tracing its roots to a classic Cape house and fishing shack in Provincetown's historic West End, this remarkable waterfront residence was elevated and transformed through an extensive restoration that preserved its authentic architectural character while reimagining the property for a new generation. Structural pilings and timbers salvaged from Boston's famed Jimmy's Harborside Restaurant were masterfully incorporated into the staircase and ceiling details. Rich pine floors, a rugged fieldstone fireplace, a custom Vermont marble kitchen with a soapstone island, a generous pantry, a waterfront dining room, and a harbor-facing sitting room define the interior layout. A rare and defining feature is the property's extraordinary private dock--the largest associated with any single-family residence in Provincetown--extending approximately 70 feet into the harbor and providing an unparalleled connection to the waterfront.

5 Beds ⋅ 4 Baths ⋅ 22602928 MLS

Tracing its roots to a classic Cape house and fishing shack in Provincetown's historic West End, this remarkable waterfront residence was elevated and transformed through an extensive restoration that preserved its authentic architectural character while reimagining the property for a new generation. Structural pilings and timbers salvaged from Boston's famed Jimmy's Harborside Restaurant were masterfully incorporated into the staircase and ceiling details. Rich pine floors, a rugged fieldstone fireplace, a custom Vermont marble kitchen with a soapstone island, a generous pantry, a waterfront dining room, and a harbor-facing sitting room define the interior layout. A rare and defining feature is the property's extraordinary private dock--the largest associated with any single-family residence in Provincetown--extending approximately 70 feet into the harbor and providing an unparalleled connection to the waterfront.

71 Commercial Street, Provincetown

Listing courtesy of Listing Agent: Iskren ''Isi'' Georgiev (iskreng@gibsonsir.com) from Listing Office: Gibson Sotheby's International Realty.

$11,495,000

Tracing its roots to a classic Cape house and fishing shack in Provincetown's historic West End, this remarkable waterfront residence was elevated and transformed through an extensive restoration that preserved its authentic architectural character while reimagining the property for a new generation. Structural pilings and timbers salvaged from Boston's famed Jimmy's Harborside Restaurant were masterfully incorporated into the staircase and ceiling details. Rich pine floors, a rugged fieldstone fireplace, a custom Vermont marble kitchen with a soapstone island, a generous pantry, a waterfront dining room, and a harbor-facing sitting room define the interior layout. A rare and defining feature is the property's extraordinary private dock--the largest associated with any single-family residence in Provincetown--extending approximately 70 feet into the harbor and providing an unparalleled connection to the waterfront.

5 Beds ⋅ 4 Baths ⋅ 73537406 MLS

Tracing its roots to a classic Cape house and fishing shack in Provincetown's historic West End, this remarkable waterfront residence was elevated and transformed through an extensive restoration that preserved its authentic architectural character while reimagining the property for a new generation. Structural pilings and timbers salvaged from Boston's famed Jimmy's Harborside Restaurant were masterfully incorporated into the staircase and ceiling details. Rich pine floors, a rugged fieldstone fireplace, a custom Vermont marble kitchen with a soapstone island, a generous pantry, a waterfront dining room, and a harbor-facing sitting room define the interior layout. A rare and defining feature is the property's extraordinary private dock--the largest associated with any single-family residence in Provincetown--extending approximately 70 feet into the harbor and providing an unparalleled connection to the waterfront.

71 Commercial Street, Provincetown

Listing courtesy of Listing Agent: Iskren Georgiev from Listing Office: Gibson Sotheby's International Realty.

$11,495,000

Set along the inner harbor in prestigious Manchester, this rare waterfront estate offering over 4 acres of exceptional privacy, sweeping coastal views, and direct harbor access from a private dock. Beyond the gated entrance, the property unfolds into beautifully landscaped grounds for both grand-scale entertaining and quiet retreat, complete with a heated in-ground pool, tennis court, and multiple terraces positioned to capture breathtaking sunsets over the water. The residence blends timeless architecture with refined comfort across approximately 8,000 square feet of living space. Expansive rooms filled with natural light framed by stunning water views, while thoughtful details and elegant finishes create a sense of understated luxury throughout. The fully finished lower level features a wet bar, Spa-inspired sauna area complete with shower, enhancing the home’s resort-like atmosphere. Moments from Singing Beach, marinas, and the village, defined by scale, privacy and costal elegance

4 Beds ⋅ 7 Baths ⋅ 73516512 MLS

Set along the inner harbor in prestigious Manchester, this rare waterfront estate offering over 4 acres of exceptional privacy, sweeping coastal views, and direct harbor access from a private dock. Beyond the gated entrance, the property unfolds into beautifully landscaped grounds for both grand-scale entertaining and quiet retreat, complete with a heated in-ground pool, tennis court, and multiple terraces positioned to capture breathtaking sunsets over the water. The residence blends timeless architecture with refined comfort across approximately 8,000 square feet of living space. Expansive rooms filled with natural light framed by stunning water views, while thoughtful details and elegant finishes create a sense of understated luxury throughout. The fully finished lower level features a wet bar, Spa-inspired sauna area complete with shower, enhancing the home’s resort-like atmosphere. Moments from Singing Beach, marinas, and the village, defined by scale, privacy and costal elegance

5 Proctor St, Manchester

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

$11,250,000

Privately set on 50 acres with sweeping Western views of the Catskill Mountains, this extraordinary Shekomeko estate embodies the best of country living. Designed by architect Jimmy Crisp, the home offers 9,684 finished square feet. A long, tree-lined drive leads to the elegant residence, where gracious proportions and refined finishes create a home equally suited to grand entertaining and everyday living. At its heart is a chef's kitchen that flows seamlessly into the main gathering spaces, while walls of windows frame the surrounding landscape. The second floor is anchored by a luxurious primary suite with a fireplace, balcony, sitting room, dual walk-in closets, and a spacious spa-like bath. Four additional bedrooms and a private office provide generous accommodations. The lower level offers a gym, play area, wine cellar, and laundry room. One of the home's defining features is the remarkable stone wing, built around a dismantled historic barn offering vaulted beamed ceilings, custom copper railings, and floor-to-ceiling stone fireplace. Outside, a 75' x 25' pool and spa overlook rolling fields and distant mountain views. A stone terrace with fireplace, dining loggia and fire pit creates exceptional spaces for entertaining, while a vegetable garden, pond, pole barn, and two-car garage with a studio complete the estate. Private, peaceful, and surrounded by extraordinary natural beauty, this exceptional property offers a rare opportunity to experience refined country living.

5 Beds ⋅ 6 Baths ⋅ 24188103 MLS

Privately set on 50 acres with sweeping Western views of the Catskill Mountains, this extraordinary Shekomeko estate embodies the best of country living. Designed by architect Jimmy Crisp, the home offers 9,684 finished square feet. A long, tree-lined drive leads to the elegant residence, where gracious proportions and refined finishes create a home equally suited to grand entertaining and everyday living. At its heart is a chef's kitchen that flows seamlessly into the main gathering spaces, while walls of windows frame the surrounding landscape. The second floor is anchored by a luxurious primary suite with a fireplace, balcony, sitting room, dual walk-in closets, and a spacious spa-like bath. Four additional bedrooms and a private office provide generous accommodations. The lower level offers a gym, play area, wine cellar, and laundry room. One of the home's defining features is the remarkable stone wing, built around a dismantled historic barn offering vaulted beamed ceilings, custom copper railings, and floor-to-ceiling stone fireplace. Outside, a 75' x 25' pool and spa overlook rolling fields and distant mountain views. A stone terrace with fireplace, dining loggia and fire pit creates exceptional spaces for entertaining, while a vegetable garden, pond, pole barn, and two-car garage with a studio complete the estate. Private, peaceful, and surrounded by extraordinary natural beauty, this exceptional property offers a rare opportunity to experience refined country living.

147 Moadock Rd, Millerton

Listing courtesy of Paula Redmond from Corcoran Country Living. (845) 677-0505 (845) 677-0505

$11,000,000

Set amid approximately 20+ acres of sweeping grounds, 151 Grove Street is one of Westwood’s most remarkable residential offerings—a distinguished Georgian estate where architectural heritage, enduring craftsmanship, and gracious modern living come together with uncommon ease. Built in 1908 and encompassing approximately 13,754+ square feet, the residence unfolds with a sense of scale and permanence rarely encountered. Thoughtfully maintained and beautifully appointed, each room reflects a commitment to exceptional materials and timeless design. With a more recent expansion, it marries perfectly the old and the new, as every space has been perfectly renovated. At the heart of the home, the gourmet kitchen is both elegant and purposeful. Stainless-steel appliances, stone countertops, a professional-grade range with a custom hood, an island with a prep sink, and a generous peninsula create an exceptional setting for everyday living and sophisticated entertaining. Nearby, the expansive living room is defined by soaring ceilings, stately fireplaces, decorative columns, and richly toned hardwood floors—a memorable double level gathering space imbued with warmth and architectural character. Generously proportioned bedrooms feature hardwood flooring, some with their own baths. The home’s private primary quarters are equally considered. The suite creates pure serenity. Comfortable boudoir included sitting area, refrigerated drawers, integrated in custom built-in shelving. Luxurious private bath appointed with marble tile, fireplace and access to outdoor shower. The primary wing also offers oversized walk-in closets. Beyond the interiors, the estate reveals an extraordinary outdoor setting. A private swimming pool with a diving board, expansive patios, and welcoming fire pit create a resort-like atmosphere surrounded by the beauty and privacy of the property’s substantial acreage. A distinguished slate roof and six-car+ garage further underscore the home’s impressive scale and lasting quality. Grand yet inviting, historic yet entirely suited to contemporary life, 151 Grove Street is more than a residence—it is a legacy property. A private showing offers the rare opportunity to experience its extraordinary craftsmanship, remarkable proportions, and singular sense of place. Come home to a rare paradise.

15 Beds ⋅ 13 Baths ⋅ 73576414 MLS

Set amid approximately 20+ acres of sweeping grounds, 151 Grove Street is one of Westwood’s most remarkable residential offerings—a distinguished Georgian estate where architectural heritage, enduring craftsmanship, and gracious modern living come together with uncommon ease. Built in 1908 and encompassing approximately 13,754+ square feet, the residence unfolds with a sense of scale and permanence rarely encountered. Thoughtfully maintained and beautifully appointed, each room reflects a commitment to exceptional materials and timeless design. With a more recent expansion, it marries perfectly the old and the new, as every space has been perfectly renovated. At the heart of the home, the gourmet kitchen is both elegant and purposeful. Stainless-steel appliances, stone countertops, a professional-grade range with a custom hood, an island with a prep sink, and a generous peninsula create an exceptional setting for everyday living and sophisticated entertaining. Nearby, the expansive living room is defined by soaring ceilings, stately fireplaces, decorative columns, and richly toned hardwood floors—a memorable double level gathering space imbued with warmth and architectural character. Generously proportioned bedrooms feature hardwood flooring, some with their own baths. The home’s private primary quarters are equally considered. The suite creates pure serenity. Comfortable boudoir included sitting area, refrigerated drawers, integrated in custom built-in shelving. Luxurious private bath appointed with marble tile, fireplace and access to outdoor shower. The primary wing also offers oversized walk-in closets. Beyond the interiors, the estate reveals an extraordinary outdoor setting. A private swimming pool with a diving board, expansive patios, and welcoming fire pit create a resort-like atmosphere surrounded by the beauty and privacy of the property’s substantial acreage. A distinguished slate roof and six-car+ garage further underscore the home’s impressive scale and lasting quality. Grand yet inviting, historic yet entirely suited to contemporary life, 151 Grove Street is more than a residence—it is a legacy property. A private showing offers the rare opportunity to experience its extraordinary craftsmanship, remarkable proportions, and singular sense of place. Come home to a rare paradise.

151 Grove Street, Westwood

Listing courtesy of Listing Agent: Wendy Fox from Listing Office: Compass.

$11,000,000

Encompassing just under two acres of wooded, private land, 39 Cottage Street presents an exceptional setting for a custom-built estate in one of Greater Boston's most sought-after communities. Nestled among mature trees and natural landscape, the property offers remarkable privacy and a sense of seclusion while remaining just minutes from Boston and Chestnut Hill's shopping, dining, golf courses, and premier schools. With a scale seldom found in Brookline, the site provides the flexibility to create a truly bespoke residence tailored to your vision. A rare offering where privacy, location, and possibility converge. This lot can also be divided into two buildable lots.

73543050 MLS

Encompassing just under two acres of wooded, private land, 39 Cottage Street presents an exceptional setting for a custom-built estate in one of Greater Boston's most sought-after communities. Nestled among mature trees and natural landscape, the property offers remarkable privacy and a sense of seclusion while remaining just minutes from Boston and Chestnut Hill's shopping, dining, golf courses, and premier schools. With a scale seldom found in Brookline, the site provides the flexibility to create a truly bespoke residence tailored to your vision. A rare offering where privacy, location, and possibility converge. This lot can also be divided into two buildable lots.

39 Cottage St, Brookline

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

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