Feature Properties

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

Listing courtesy of Ian Defronze from Serhant Connecticut, LLC. (646) 637-8161 (203) 489-7800

$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

Listing courtesy of Listing Agent: Cort LaBonte Coldren Coopersmith Group from Listing Office: Compass.

$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

Listing courtesy of Listing Agent: Willis + Tierney from Listing Office: Compass.

$13,900,000

7 Beds ⋅ 10 Baths ⋅ 73580848 MLS

Set along the shores of historic Bass River, this extraordinary waterfront estate captures the rare combination of deep-water boating, exceptional privacy, and sweeping views toward Nantucket Sound. Set on .84 acres, the property offers 134 feet of private deep-water dockage, a private sandy beach, and direct access to one of Cape Cod's most distinctive waterways, where the river opens to Nantucket Sound. In addition to its own private beach and deep-water dock, the property also enjoys access to an association beach and secondary deep-water dock. An inground Gunite pool, oversized hot tub, and three-car attached garage complete an exceptional waterfront setting. Designed to embrace its spectacular waterfront setting, the residence is distinguished by beautiful architectural details, refined finishes, and exceptional craftsmanship throughout. The open floor plan features coffered ceilings and an abundance of waterside doors with transom windows, bringing natural light and the beauty of the river into the living spaces. The main level centers around an exceptional chef's kitchen with generous seating and top-of-the-line appliances, while elegant formal and informal spaces flow naturally to the waterside pool and entertaining areas. A luxurious first floor primary suite with a walk-in closet and beautifully appointed bathroom embrace the water views, while a second bedroom suite and home office complete the first floor. The second-floor features three waterside suites with private balconies and beautiful water views, along with two additional en-suite bedrooms and a generous media/game room. The third floor is designed for entertaining, with two bonus rooms and a full bar uniquely crafted in the style of a classic boat. Outside, the waterfront setting is designed for effortless summer living, with a Gunite pool, oversized hot tub, built-in grill, gas fire pits, and multiple seating areas overlooking the river. The grounds are beautifully landscaped and thoughtfully designed to create a sense of privacy, with mature natural screening surrounding the property. With its deep-water dock and boat lift, private beach, expansive river views, and easy access to Nantucket Sound, this remarkable estate offers a rare opportunity to experience Bass River at its finest—where Cape Cod's rich maritime heritage meets sophisticated contemporary waterfront living.

28 Aunt Ediths Rd, Yarmouth

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .

$13,900,000

7 Beds ⋅ 10 Baths ⋅ 22604811 MLS

Set along the shores of historic Bass River, this extraordinary waterfront estate captures the rare combination of deep-water boating, exceptional privacy, and sweeping views toward Nantucket Sound. Set on .84 acres, the property offers 134 feet of private deep-water dockage, a private sandy beach, and direct access to one of Cape Cod's most distinctive waterways, where the river opens to Nantucket Sound. In addition to its own private beach and deep-water dock, the property also enjoys access to an association beach and secondary deep-water dock. An inground Gunite pool, oversized hot tub, and three-car attached garage complete an exceptional waterfront setting. Designed to embrace its spectacular waterfront setting, the residence is distinguished by beautiful architectural details, refined finishes, and exceptional craftsmanship throughout. The open floor plan features coffered ceilings and an abundance of waterside doors with transom windows, bringing natural light and the beauty of the river into the living spaces. The main level centers around an exceptional chef's kitchen with generous seating and top-of-the-line appliances, while elegant formal and informal spaces flow naturally to the waterside pool and entertaining areas. A luxurious first floor primary suite with a walk-in closet and beautifully appointed bathroom embrace the water views, while a second bedroom suite and home office complete the first floor. The second-floor features three waterside suites with private balconies and beautiful water views, along with two additional en-suite bedrooms and a generous media/game room. The third floor is designed for entertaining, with two bonus rooms and a full bar uniquely crafted in the style of a classic boat. Outside, the waterfront setting is designed for effortless summer living, with a Gunite pool, oversized hot tub, built-in grill, gas fire pits, and multiple seating areas overlooking the river. The grounds are beautifully landscaped and thoughtfully designed to create a sense of privacy, with mature natural screening surrounding the property. With its deep-water dock and boat lift, private beach, expansive river views, and easy access to Nantucket Sound, this remarkable estate offers a rare opportunity to experience Bass River at its finest—where Cape Cod's rich maritime heritage meets sophisticated contemporary waterfront living. 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.

28 Aunt Ediths Road, South Yarmouth

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

$13,900,000

9 Beds ⋅ 11 Baths ⋅ 5108354 MLS

There is nothing like this on Lake Winnipesaukee. Offered together as a private Winter Harbor compound, 14 & 20 Gateway Road encompass approximately 3 acres +/- with approximately 370' +/- of combined waterfront, two residences, extensive docking, and a sandy walk-in beach. The centerpiece, completed in 2023, is an approximately 8,600-square-foot contemporary residence was engineered by Thornton Tomasetti. Brazilian black slate and engineered rift oak floors, solid rift oak interior doors, hand-selected natural quartzite, custom millwork, stained red cedar siding, Douglas fir porch ceilings, and IPE decking define the build. A fully integrated Control4 system governs lighting, climate, Lutron power shades, and distributed audio. An 800-amp electrical service is supported by 45 kW generator backup. Six bedrooms, six full baths, three half baths, generous gathering spaces, and multiple professional-grade kitchen and prep stations support serious entertaining. At 20 Gateway, a cantilevered steel boathouse with rooftop entertaining deck is paired with a no-profile boat lift, 50-foot aluminum Lift-A-Dock, and sandy walk-in beach. At 14 Gateway, 195 feet of Winter Harbor frontage includes expansive U-shaped covered docking with room for multiple boats and watercraft. The classic 1958 Winnipesaukee cabin at 14 Gateway sits on approximately two additional acres and offers three bedrooms, one full bath, warm wood interiors, and a broad lakeside deck. More time capsule than guest house, it provides a distinct counterpoint to the contemporary residence. This is a finished, move-in-ready Winter Harbor compound that brings together contemporary architecture, a preserved vintage lake cabin, approximately 370' +/- of waterfront, extensive boating infrastructure, and approximately 3 acres +/- in one exceptional offering. Please note all acreage, waterfrontage, sq footage, bedrooms and baths have been combined to reflect the whole compound.

14 & 20 Gateway Rd, Wolfeboro

Listing courtesy of Margot Skelley from Compass New England, LLC. ()

$12,999,900

4 Beds ⋅ 7 Baths ⋅ 22601380 MLS

In one of Chatham's most storied and visually captivating settings, adjacent to the iconic Mitchell River wooden drawbridge, this extraordinary waterfront estate--masterfully crafted by the renowned Eastward Companies--represents a rare convergence of architectural distinction, coastal heritage, and modern luxury. Spanning more than 6,200 square feet across three impeccably designed levels, the residence is a study in refined elegance and thoughtful scale. Every detail has been curated for a sense of timeless sophistication while embracing the natural beauty of its surroundings. The main level unfolds with effortless grace, where a grand open-concept kitchen and great room--anchored by one of four gas fireplaces--serves as the heart of the home. A formal dining room, butler's pantry, and coffee bar create an environment equally suited for intimate gatherings and elevated entertaining. Bathed in natural light, the breakfast room offers serene views over the resort-caliber outdoor setting, where a 16' x 36' Gunite pool with integrated spa and sun shelf, is set against the tranquil backdrop of the Mitchell River. The first-floor primary suite is a private sanctuary, appointed with a a spa-quality bath featuring radiant heated floors, a soaking tub, and a glass-enclosed shower. The upper level reveals a dramatic loft retreat with fireplace, wet bar, and private deck--an ideal vantage point to take in sweeping water views. A second primary suite, equally refined, is complemented by two additional guest bedrooms and baths. Above the garage, a substantial bonus room with its own deck captures panoramic vistas of Stage Harbor and the historic Chatham Coast Guard Boathouse. This home is further distinguished by its exceptional level of finish and infrastructure, including Wolf appliances, curated fixtures, central vacuum, whole-house generator, 400-amp electrical service, and professionally landscaped grounds supported by a private irrigation well. An outdoor shower completes the effortless indoor-outdoor lifestyle. A singular offering of enduring quality and provenance--this is more than a home; it's a legacy property in one of Cape Cod's most treasured waterfront settings.

157 Bridge Street, Chatham

Listing courtesy of Listing Agent: The Grattan Group (dgrattan@cireab.com) from Listing Office: Christie's International Real Estate Atlantic Brokerage.

$12,995,000

5 Beds ⋅ 8 Baths ⋅ 24216276 MLS

Privately set at the crest of a hill beyond a gated drive, 35 Raven Rock Road commands breathtaking views across miles of bucolic Litchfield County countryside and the Shepaug River Valley. Spanning over 114 acres, this exceptional country compound offers extraordinary privacy, with 20+ acres of cultivated lawns, extensive gardens, sculptures, pond and specimen trees creating a remarkable estate setting. Built in 2002, the approximately 13,600 SF stone and slate residence pairs gracious proportions with exquisite finishes, superb custom millwork, marble floors, and 8 fireplaces. A marble entry hall leads to an elegant living room opening onto an expansive stone terrace overlooking the grounds and countryside. A formal dining room, paneled library and inviting family room adjoining a heated porch provide beautiful settings for entertaining and everyday living. The chef's kitchen features a professional range, Traulsen refrigeration and a separate cooking room with charbroilers and a stone pizza oven. The main-level primary suite offers a fireplace, dual walk-in closets, separate water closets and a marble bath. Four additional bedrooms feature en suite baths, complemented by an upstairs media/rec room. The finished lower level includes a gym, steam room, cedar closets and wine cellar. A heated pool, pool house, Har-Tru tennis court, 4-car garage with guest quarters and heated barn enrich the estate. Major infrastructure upgrade includes newly installed additional well system.

35 Raven Rock Rd, Roxbury

Listing courtesy of Jeffrey Jackson from Corcoran Centric Realty. (917) 846-5599 (203) 625-9500

$12,995,000

5 Beds ⋅ 8 Baths ⋅ 24187039 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 one acre of east facing views that can be 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.

209-209 Long Neck Point Rd, Darien

Listing courtesy of Shelly Tretter Lynch from Compass Connecticut, LLC. (203) 550-8508 (203) 343-0141

$12,995,000

6 Beds ⋅ 7 Baths ⋅ 73516411 MLS

Hidden in plan sight! The privacy and grounds of a suburban estate, two blocks from the Charles River and minutes from Harvard Square. A masterpiece by Cafasso Design Group and Mariana Ibanez of UCLA, A and U Design, this architectural work of art redefines luxury living. Designed to blend quietly into a traditional Cambridge neighborhood, this residence gives no hint of it remarkable scale or extraordinary world within. A striking sculptural staircase serves as the dramatic centerpiece, while interiors masterfully blend contemporary Japanese, Scandinavian, Italian, and French influences.The eat-in chef’s kitchen features custom Italian walnut cabinetry, Calacatta Gold marble counters, dual sinks & dishwashers, a Gaggenau 400 Series double oven, and walls of glass. Generous bedrooms and spa-inspired baths deliver sanctuary, complemented by a glass-enclosed office and a family room featuring a floating gas fireplace. A dedicated lifestyle level boasts a guest suite and inviting spa with a Western Red Cedar sauna & steam shower. Outside, manicured grounds surround an outdoor kitchen, expansive deck, and inviting patio perfect for entertaining. You won't believe whats behind the front door!

11 Brown Street, Cambridge

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

$12,950,000

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

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

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

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

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 winnows 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.

$12,750,000

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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.

$11,495,000

4 Beds ⋅ 8 Baths ⋅ 73499377 MLS

North Pasture is a newly built estate situated on one of Nantucket highest elevations, this turn key offering is in one of the islands most coveted settings, blends modern construction with timeless design elements and high end custom finishes. Over 6000 square feet of finished living space, the residence comprises of 4 ensuite bedrooms and 4 half bathrooms; multiple living areas spanning three floors, ideal for entertaining and all of your overflow needs, high ceilings that enhance light and volume. The architectural detail and exquisite custom millwork prioritizes clean lines, open rooms, and strong visual connections to the surrounding landscape. Outdoor living is anchored by an infinity-edge pool and spa oriented toward uninterrupted southern exposure. Cabana with outdoor kitchen, lounge area, and half bath. Garage and refined landscape design complete the property.

25 North Pasture Lane, Nantucket

Listing courtesy of Listing Agent: Karen Moreshead from Listing Office: Craigville Realty, Inc..

$11,250,000

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

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

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.

$10,995,000

7 Beds ⋅ 8 Baths ⋅ 5108032 MLS

The Ledges represents the transformation of 209 undeveloped acres into a landmark Vermont mountain estate, where architecture, landscape, and arrival were conceived as a unified experience. Inspired by the architecture and character of Shelburne Farms, the property was created as an alpine interpretation of a traditional Vermont estate. A mile-long drive moves through dense forest, crosses Bedell Brook over a curved stone bridge, and gradually reveals the pond, main residence, and panoramic views across Mount Mansfield, Sterling Mountain, Mount Pisgah, and the Worcester Range, including clear views of Stowe Mountain Resort. The surrounding landscape includes meadows, perennial gardens, three seasonal brooks, extensive stonework, and miles of private trails adjoining Putnam State Forest conservation land. At the center of the property is a seven bedroom residence, an additional one-bedroom guest apartment, expansive living and entertaining spaces, and a clock tower overlooking the surrounding mountains. Additional buildings and amenities include a gatehouse, guest cottage, sauna cottage, inground pool, tennis court and pavilion, garage and tractor pavilion, pond with dock, and a covered lookout positioned to take in views of the mountain range and Stowe Mountain Resort trails. Together, the architecture, landscape, and progression through the property create a private mountain setting defined as much by the land as by the residence itself.

327 Bedell Brook Rd, Elmore

Listing courtesy of Wade Weathers from LandVest, Inc-Burlington. ()

$10,995,000

5 Beds ⋅ 6 Baths ⋅ 24181580 MLS

Surrounded by the Long Island Sound on three sides, this extraordinary waterfront compound has defined the southern tip of Shippan Point for more than a century. Set on a private peninsula, it offers the rare privilege of watching the sun rise over the Sound and set back into the water with the Manhattan skyline shimmering in the distance. Designed by Hunt & Hunt Architects and completed in 1914 for inventor Thomas Robins, the main residence has been thoughtfully renovated and modernized throughout, including new electrical and plumbing systems, an expanded eat-in chef's kitchen, and beautifully reimagined open living and dining spaces designed for both grand entertaining and everyday living. Exceptional fixtures, finishes, and craftsmanship complement the home's historic pedigree, while every room is carefully oriented to capture sweeping panoramic water views. The main level is further enhanced by a stunning solarium with fireplace, offering a year-round retreat immersed in the surrounding waterfront landscape. The second floor is anchored by a newly improved primary suite featuring a private balcony with panoramic views across the gardens and Long Island Sound, a luxurious spa-inspired bath, and an expansive dressing room. Three additional bedrooms, a private office, and a versatile room complete this level, providing exceptional flexibility for family living, guests, and work-from-home needs. A charming gatehouse with guest quarters above welcomes guests to the

123 Saddle Rock Rd, Stamford

Listing courtesy of Leslie McElwreath from Sotheby's International Realty. (917) 539-3654 (203) 869-4343

$10,985,000

5 Beds ⋅ 7 Baths ⋅ 24207610 MLS

100% FEMA compliant & storm friendly AND 100% completed, this special new construction Bluewater Home is priced to SELL. Located steps from Compo Beach on prestigious Owenoke Park, a 6050 sqft true coastal gem which checks every box and delivers the ultimate Westport lifestyle with pool and spa, Gray's Creek waterfront access, Long Island Sound views, and a rare 3+ car garage. 5 ensuite bedrooms, custom kitchen with double-islands and scullery, elevator, primary suite sauna, multiple balconies and decks, large lower-level indoor/outdoor loggia area built for entertaining and PLENTY of PARKING for everyone!! Truly beach living at its finest.

14 Owenoke Park, Westport

Listing courtesy of Deirdre Andreoli from Compass Connecticut, LLC. (203) 856-7479 (203) 293-9715

$10,950,000

7 Beds ⋅ 8 Baths ⋅ 5086004 MLS

Commanding a rare and remarkably private 6.2-acre site along the sun-drenched edge of Lake Winnipesaukee, this Wolfeboro Neck estate occupies one of the most coveted stretches in all of New Hampshire's lakes region. With an extraordinary 430 feet of frontage and uninterrupted south-to-southwest exposure, the property captures sweeping, cinematic views across the Broads, without a neighboring home in sight. It is a setting of uncommon seclusion within one of the region’s most prestigious enclaves. The residence itself, spanning nearly 15,000 square feet, was conceived on a grand architectural scale, offering 7 bedrooms and 8 baths across a layout designed for both entertaining and retreat. The home presents a compelling opportunity for a discerning owner to curate and elevate the interiors to their own high standards, transforming it into a truly bespoke lakeside compound. Outdoor living is equally ambitious, with more than 5,000 square feet of terraces, decks, and balconies that unfold toward the water, creating an effortless flow between interior and exterior spaces. A two-slip boathouse with protective breakwater anchors the waterfront experience, while the acreage affords exceptional flexibility for the addition of a guest residence, caretaker’s cottage, or recreational barn. Inside, a soaring great room wrapped in glass frames the lake as living art, flooding the home with natural light. The layout balances grand entertaining spaces with intimate retreats, including a private media room and a chef’s kitchen. Wellness amenities include a fully equipped gym, spa, and sauna, all oriented toward the tranquil lakefront. Defined by its irreplaceable combination of scale, privacy, and premier Wolfeboro Neck location, this offering represents a singular opportunity to craft a generational estate on one of New Hampshire’s most storied lakes. By appointment.

20 Wyman Dr, Wolfeboro

Listing courtesy of Jamieson Duston from Duston Leddy Real Estate. (Cell: 603-365-5848)

$10,890,000

6 Beds ⋅ 9 Baths ⋅ 73458705 MLS

SEE VIDEO VISUALLY DESCRIBING GROUNDS AND HOME DURING THE DAY AND AT NIGHT. Georgian Revival architectural masterpiece is sited on 23.5 acres less than 3 miles from the center of Concord and its many renowned public and private schools. Acres of level manicured gardens feature specimen plantings, lawns, waterfall and a koi pond, granite terraces, and walkways of stone and antique bricks. The sunken European-style garden features a central swimming pool designed to resemble a reflecting pond with fountain. Surrounding these formal gardens are acres of private woodlands with trails for walking, riding, snow shoeing, and cross-country skiing. These estate acres abut hundreds of acres of conservation land and provide tranquility rarely found so close to Boston. Constructed by master craftsmen using only the finest materials, the 10,375sf residence offers 6 bedrooms, fully integrates smart-house technology, and is in new construction condition. Do not approach house as driveway is alarmed.

495 Hugh Cargill Rd, Concord

Listing courtesy of Listing Agent: Jonathan Radford from Listing Office: Coldwell Banker Realty - Boston.

$10,750,000

7 Beds ⋅ 4 Baths ⋅ 73563263 MLS

Overlooking the active waters of the outer harbor and set just off the paved road, this remarkable waterfront estate occupies one of Chappaquiddick’s most spectacular stretches of beach, just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village. A rare and truly exceptional family compound, the property offers an extraordinary combination of scale, privacy, waterfront, and amenities. Expansive grounds unfold toward sweeping water views, with a gentle slope leading to a protected stretch of sandy beach and access to a 190-foot private dock with mooring. The stately main residence offers beautifully proportioned spaces updated with today’s comforts, with a thoughtful layout well suited to both intimate family living and multigenerational gatherings. The estate extends beyond the main residence to include 75 Landing Place, an additional waterfront parcel that seamlessly expands the property, offering beautiful vistas, greater privacy, and a sense of scale rarely found on Chappaquiddick. An additional three-acre parcel is also available, creating a singular opportunity to assemble a one-of-a-kind family compound of exceptional size and privacy, with the flexibility to shape the property for generations to come. Cherished by the same family for generations, this remarkable waterfront estate represents a rare opportunity to create something truly enduring—a private family retreat with the space, setting, and flexibility to become a legacy for generations to come.

139 Chappaquiddick Road, Edgartown

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..

$10,650,000

6 Beds ⋅ 8 Baths ⋅ 24148523 MLS

Another extraordinary masterpiece by Coastal Luxury Homes, ideally situated in one of Westport's premier neighborhoods. Spanning over 9000 square feet of living space this 6 bedroom estate is defined by bold architectural lines, chic designer interiors, expansive balconies and seamless indoor-outdoor living. A resort caliber pool, fully equipped outdoor kitchen, and lush manicured grounds complete this rare offering, along with a coveted 4 car garage. Schedule an appointment to meet with the premier team in luxury building to customize this home. Let us help you make your dreams come true!

11 Dogwood Ln, Westport

Listing courtesy of Jen Kass from Higgins Group Bedford Square. (203) 368-8032 (203) 226-0300

$10,500,000

7 Beds ⋅ 7 Baths ⋅ 24160355 MLS

Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected open space with no immediate neighbors, the property offers a rare sense of peace and privacy-reminiscent of the Lowcountry, the Hamptons, or Nantucket, a scale and atmosphere seldom found in Westport. Beautiful in every season, the setting also offers extraordinary birdlife and nature watching. Yet it remains moments to the Post Road, train, and town centers, and just one hour from Manhattan. A collection of residences and outbuildings is thoughtfully positioned across the land, including two circa 1940s three-bedroom guesthouses with sweeping water views, creating a true family compound where generations can come together while maintaining a sense of independence. Other structures offer flexibility for staff or future use. The grounds invite a lifestyle centered around the outdoors, with a tennis court, indoor pool, pool house, and formal gardens set within expansive lawns that stretch toward the water. Whether preserved, enhanced, or reimagined, this is a once-in-a-generation opportunity to shape a legacy estate-one that will be experienced and remembered for years to come.

4 Sherwood Island Ln, Westport

Listing courtesy of Andrew Whiteley from Brown Harris Stevens. (203) 258-1595 (203) 254-1500

$10,300,000

4 Beds ⋅ 5 Baths ⋅ 22605061 MLS

Spectacular new construction on Buzzards Bay in coveted West Falmouth. Privately set on 4.5 acres at the end of a long drive, this exceptional waterfront residence offers 350' of private, soft white sandy beach and breathtaking 180° west-facing views with unforgettable sunsets. Quality built by a respected local builder, the home is elevated and constructed to today's flood standards. Featuring 4 bedrooms, 4.5 baths, elevator and 2-car garage. A gorgeous chef's kitchen with generous island opens to a dramatic great room with soaring ceilings. Expansive windows capture stunning water views from nearly every room. The beach is protected by jetties and adjacent to Little Island Beach and preserve. An extraordinary private coastal setting close to West Falmouth Harbor, Shining Sea Bikeway and West Falmouth Tennis Club. A rare combination of new construction, acreage, privacy and exceptional beachfront.

114 Quaker Road, West Falmouth

Listing courtesy of Listing Agent: O'Neill Group (oneillgroup@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$10,300,000

4 Beds ⋅ 5 Baths ⋅ 73586679 MLS

Spectacular new construction on Buzzards Bay in coveted West Falmouth. Privately set on 4.5 acres at the end of a long drive, this exceptional waterfront residence offers 350’ of private, soft white sandy beach and breathtaking 180° west-facing views with unforgettable sunsets. Quality built by a respected local builder, the home is elevated and constructed to today’s flood standards. Featuring 4 bedrooms, 4.5 baths, elevator and 2-car garage. A gorgeous chef’s kitchen with generous island opens to a dramatic great room with soaring ceilings. Expansive windows capture stunning water views from nearly every room. The beach is protected by jetties and adjacent to Little Island Beach and preserve. An extraordinary private coastal setting close to West Falmouth Harbor, Shining Sea Bikeway and West Falmouth Tennis Club. A rare combination of new construction, acreage, privacy and exceptional beachfront.

114 Quaker Rd, Falmouth

Listing courtesy of Listing Agent: O'Neill Group from Listing Office: .

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