Feature Properties

A rare offering of extraordinary scale and architectural significance, this 22-acre Martha's Vineyard estate represents a category of ownership seldom available on the Island. Designed around privacy, natural beauty, and enduring craftsmanship, the living spaces encompass more than 9,500 square feet across multiple thoughtfully designed structures, creating an unparalleled setting for multigenerational living, private retreats, or legacy ownership. Altogether, the compound offers 11 bedrooms and 13 bathrooms across its collection of residences and guest accommodations. At its heart is the Robert A.M. Stern-designed main residence—an architectural work by one of America's most celebrated architects, whose residential designs are prized for their timeless elegance and lasting value. Complementing the estate is the architecturally striking Pond House, completed in 2021, featuring cathedral ceilings, exposed beams, shiplap detailing, a dramatic stone fireplace, screened porch overlooking the pond, and beautifully appointed interiors that rival the finest boutique hotels. A 1,700-square-foot Amish barn includes additional living quarters, and private driveways serving both parcels provide exceptional flexibility while maintaining complete privacy throughout the property. Resort-caliber amenities elevate the experience, including a heated 20' x 60' swimming pool, an exceptional pool house with a fully equipped gym, sauna, massage room, and a screened porch with fireplace for effortless indoor-outdoor entertaining. Conveying with the property is coveted membership in the exclusive Boldwater Association, granting access to a private Atlantic Ocean beach, boat landing, tennis courts, and pickleball—offering the best of Vineyard coastal living without sacrificing the remarkable privacy of this inland sanctuary. This is far more than a luxury home. It is a private estate where architecture, landscape, and thoughtful design become the defining amenities. For the discerning buyer who values land, beauty, and architectural pedigree above a traditional waterfront address, this is an irreplaceable Vineyard legacy property unlike anything else available today.

10 & 12 Boldwater Road, Edgartown

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

$14,500,000

19 Beds ⋅ 25 Baths ⋅ 73544510 MLS

The Wheatleigh: A Gilded Age masterpiece on over 21 pristine acres overlooking the Stockbridge Bowl. Designed in 1893 by Peabody & Stearns, this 16th-century Florentine palazzo features stunning grounds by Frederick Law Olmsted. Former home to the Boston Symphony Orchestra and moments from Tanglewood, this 25,000+SF architectural sanctuary seamlessly marries timeless grandeur with 21st-century luxury. The majestic layout boasts a soaring Great Hall, a formal dining room, a refined wine cellar (6,500-bottle capacity), and 19 uniquely curated bedroom suites. Breathtaking porticos frame panoramic vistas, while rolling lawns and mature gardens present paths to the pool and tennis court. This iconic estate offers utmost privacy, a deeply rich cultural heritage, and unmatched Berkshire elegance.

11 Hawthorne, Stockbridge

Listing courtesy of Listing Agent: Steven Weisz from Listing Office: William Pitt Sotheby's International Realty.

$14,500,000

6 Beds ⋅ 8 Baths ⋅ 24184829 MLS

Completed in 2023 and designed by Michael Smith Architects, this extraordinary six bedroom waterfront residence offers more than 8,700 square feet of luxury living along one of Stamford's most coveted stretches of Ocean Drive West. Built two feet above FEMA flood elevation requirements and featuring sweeping views of Long Island Sound from every principal room, the home combines timeless coastal architecture, exceptional craftsmanship, and modern construction. Thoughtfully designed for both grand entertaining and everyday living, the residence balances expansive gathering spaces with private retreats, all oriented toward the water. A cedar shake exterior, stone detailing, and sunrise to sunset exposure define the home's striking waterfront presence. Across three levels, terraces, balconies, and principal living spaces are carefully positioned to capture panoramic views of Long Island Sound, creating a seamless connection between the interior and the surrounding landscape. The result is a residence equally suited for weekend escapes, year round living, and large scale entertaining.

379 Ocean Dr W, Stamford

Listing courtesy of Josh Weisman from William Raveis Real Estate. (917) 882-7673 (203) 322-0200

$14,500,000

5 Beds ⋅ 8 Baths ⋅ 73527740 MLS

Introducing the Alexander Forbes Mansion, a magnificent estate set on 6 beautiful acres in the historic and highly desirable Scott’s Woods district of Milton. This exceptional home showcases every modern amenity and has been meticulously renovated inside and out to the highest standards. The main level features a grand foyer, striking staircase, dramatic floor-to-ceiling windows and doors, formal living and dining rooms, an open kitchen and family room, solarium, home office, and a mudroom with access to the 3-car garage. On the 2nd floor, 5 bedroom suites include the luxurious primary suite with a spa-like bath and separate dressing rooms. The impeccably landscaped grounds offer a private utopia, featuring a heated in-ground pool, multiple patios and seating areas, garden area, grill, fire pit, tennis court, and a carriage house. Located at the foot of the Blue Hills, this outstanding home is minutes from top schools including Milton Academy and just eight miles from downtown Boston.

610 Harland Street, Milton

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

$14,495,000

7 Beds ⋅ 11 Baths ⋅ 24178299 MLS

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

532 Round Hill Rd, Greenwich

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

$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.

$13,950,000

10 Beds ⋅ 9 Baths ⋅ 73527306 MLS

In the lovely enclaves of Cotuit, Ma, positioned on a high-elevation bluff along Oregon Point, sits this 3.10 acre, 400 ft ocean beachfront, beautiful property. Hosting a grandfathered footprint of multi-structures, this family compound offers additional space for pool, along with its existing infrastructures including; utilities, driveways, tennis court, beachfront accesses, and topographic foundations. Oregon point is a special place, and with its pristine shorelines along Nantucket Sound, this property is full of opportunities for you to add your custom renovations and more.

190 Vineyard Road, Barnstable

Listing courtesy of Listing Agent: George Moussa from Listing Office: LAER Realty Partners.

$13,950,000

10 Beds ⋅ 9 Baths ⋅ 22602575 MLS

In the lovely enclaves of Cotuit, Ma, positioned on a high-elevation bluff along Oregon Point, sits this 3.10 acre, 400 ft ocean beachfront, beautiful property. Hosting a grandfathered footprint of multi-structures, this family compound offers additional space for pool, along with existing infrastructures including; utilities, driveways, tennis court, beachfront accesses, and topographic foundations. Oregon Point is a special place with pristine shorelines along Nantucket Sound. This property is full of opportunities for you to add your custom renovation.

190 Vineyard Road, Cotuit

Listing courtesy of Listing Agent: George Moussa (georgemoussa@COMCAST.NET) from Listing Office: LAER Realty Partners.

$13,900,000

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.

$13,890,000

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 Robinson from Corcoran Centric Realty. (203) 625-9500 (203) 625-9500

$13,500,000

5 Beds ⋅ 4 Baths ⋅ 24182645 MLS

Live like you're on vacation all year round in Old Greenwich with spectacular 200 feet of waterfront with stunning views of Manhattan. Amazing vistas from every room of this 5 bedroom designer house. Sliding doors open to expansive deck, both covered and uncovered overlooking private pier with ramp to floating dock. Dine al fresco with stunningly beautiful sunsets, and enjoy sailing, boating, swimming and paddle boarding in Greenwich Cove. There is a wide lush lawn for entertaining, playing ball or croquet or hosting a wedding. Enjoy the private, exclusive Lucas Point beach and boatyard, close to Greenwich Point beach. At the end of a cul de sac, this home is a private retreat to enjoy. A short distance to the Old Greenwich village with shops and restaurants and the train station to NYC.

22 Northway, Greenwich

Listing courtesy of Megan Epand from Houlihan Lawrence. (203) 561-5249 (203) 869-0700

$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 ⋅ 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

A masterpiece by Cafasso Design Group, this architectural work of art redefines luxury living. Tucked within a coveted enclave off Brattle Street, this home unfolds across lush, sculpted grounds framed by mature trees, offering an unparalleled serene retreat. 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 gym, 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.

11 Brown Street, Cambridge

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

$12,995,000

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..

$12,985,000

7 Beds ⋅ 11 Baths ⋅ 22601890 MLS

This sensational oceanfront estate is located in the coveted, gated beachfront community of Nonquitt. The 7+ bed Main House boasts breathtaking water views through expansive walls of glass, while the guest and pool houses are seamlessly integrated to create a one-of-a-kind coastal retreat. Light-filled living and dining spaces are designed for effortless indoor-outdoor living and entertaining, flowing beautifully onto patios and poolside areas. The detached garage includes the fully equipped guest suite with a bedroom, sitting room, full bath, washer and dryer. Set behind a tall privet hedge and surrounded by natural beauty, this custom home was recently built by Parker Construction with top finishes throughout. Resort-style grounds include level lawns, elegant hardscapes, and a stunning infinity-edge pool and spa overlooking a private beach and the shimmering sea beyond. Nonquitt blends laid-back coastal charm with exclusiveamenities including golf, tennis, and sailing.

1 Mattarest Lane, Dartmouth

Listing courtesy of Listing Agent: Brian W Dougherty (brian.dougherty@corcoranadvisors.com) from Listing Office: Corcoran Property Advisors.

$12,985,000

7 Beds ⋅ 11 Baths ⋅ 73511402 MLS

This sensational oceanfront estate is located in the coveted, gated beachfront community of Nonquitt. The 7+ bed Main House boasts breathtaking water views through expansive walls of glass, while the guest and pool houses are seamlessly integrated to create a one-of-a-kind coastal retreat. Light-filled living and dining spaces are designed for effortless indoor-outdoor living and entertaining, flowing beautifully onto patios and poolside areas. The detached garage includes the fully equipped guest suite with a bedroom, sitting room, full bath, washer and dryer. Set behind a tall privet hedge and surrounded by natural beauty, this custom home was recently built by Parker Construction with top finishes throughout. Resort-style grounds include level lawns, elegant hardscapes, and a stunning infinity-edge pool and spa overlooking a private beach and the shimmering sea beyond. Nonquitt blends laid-back coastal charm with exclusive amenities including golf, tennis, and sailing.

1 Mattarest Lane, Dartmouth

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

$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)

$12,950,000

5 Beds ⋅ 7 Baths ⋅ 22600837 MLS

Nestled above the shimmering waters of Bassing Harbor, this extraordinary waterfront retreat was conceived through a multi-year collaboration with Salt Architecture, LaBarge Homes, and Martha's Vineyard Interior Designs. Walls of glass frame sweeping vistas and invite natural light to pour in throughout the home. Indoor and outdoor spaces flow effortlessly, from sun-drenched rooms to generous decks, terraces, and a resort-inspired pool area.The main living areas reflect a thoughtful balance of comfort and sophistication, highlighted by warm wood floors, layered textures, and expertly curated finishes. Multiple sitting and entertaining spaces offer room for every rhythm of daily life, including an expansive lower level with a glass-enclosed wine room, custom bar, game area, and media lounge.The kitchen and ancillary workspaces continue the home's blend of beauty and function, with sleek cabinetry, open shelving, and abundant natural light from picture windows overlooking the landscape. Bedrooms throughout the home feel like private hideaways, each one shaped by a soothing palette, elegant architectural detailing, and tranquil outlooks. Spa-quality bathrooms feature oversized glass showers, refined fixtures, and understated elegance. Outside, the property opens to a tapestry of panoramic water views, while a private stairway gently descends to the shoreline. A detached two-car garage boasts a private guest suite above, complete with a bedroom, full bath, kitchenette, and laundry. Designed for relaxation and connection, this North Chatham residence presents a rare blend of modern coastal living and timeless New England character - embraced by nature, enriched by views, and perfectly located minutes from everything the area has to offer.

301 Whidah Road, North Chatham

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

$12,950,000

5 Beds ⋅ 7 Baths ⋅ 73489042 MLS

Nestled above the shimmering waters of Bassing Harbor, this extraordinary waterfront retreat was conceived through a multi-year collaboration with Salt Architecture, LaBarge Homes, and Martha’s Vineyard Interior Designs. Walls of glass frame sweeping views and fill the home with natural light, while indoor and outdoor spaces flow seamlessly to expansive decks, terraces, and a resort-style pool area. The main living spaces balance comfort and sophistication with warm wood floors, curated finishes, and multiple gathering areas, including a lower level with a glass-enclosed wine room, custom bar, game area, and media lounge. The kitchen features sleek cabinetry, open shelving, and picture windows overlooking the landscape, while bedrooms serve as private retreats complemented by spa-quality baths. Outside, panoramic water views unfold as a private stairway leads to the shoreline. A detached two-car garage with a guest suite above adds flexibility, completing this exceptional offering.

301 Whidah Road, Chatham

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

$12,900,000

5 Beds ⋅ 8 Baths ⋅ 73473428 MLS

Grand iconic corner building has just undergone a complete restoration into one of the finest single family homes on Beacon Hill. An extremely rare corner home has stood in this location since 1870 and still posses the papyrus capitals on the entryway columns to mark the style. This sun filled corner property maintains three exposures, 65 windows, ceiling heights ranging from 9-11 to 11-7, three roof decks, courtyard and a sweeping top to bottom staircase that begins in a grand entryway and ends at a dramatic 8 window cupola that truly must be seen. This tremendous home offers substantial curb appeal, three magnificent bays, gracious rooms and architectural detail. Property amenities include elevator, two wet bars, three gas fireplaces, entertainment club level with roof deck, three laundries, top floor media room, three parking spaces, and much more. Spectacular opportunity in one of Boston's most historic and desirable neighborhoods.

55-57 Hancock St, Boston

Listing courtesy of Listing Agent: Glenn Forger from Listing Office: Olde Forge Realty.

$12,899,000

5 Beds ⋅ 6 Baths ⋅ 5094136 MLS

Experience unmatched luxury lifestyle, privacy and recreation on this breathtaking 114-acre hilltop estate. Nestled atop a private hill with sweeping views of the White Mountains and Ossippee Mountain Ranges as well as Lake Winnipesauke. A true sanctuary for outdoor enthusiast and equestrians alike, the property seamlessly blends refined architectural elegance with boundless recreation freedom. Step into a grand foyer boasting soaring 20-foot ceilings, welcoming you with an open and airy ambiance. The foyer flows seamlessly into the formal dining area and a mountain-view sitting room warmed by a classic wood fireplace—an inviting space to enjoy stunning vistas. To the right, discover an expansive formal living room designed with two distinct conversation areas and a cozy gas fireplace, perfect for relaxed entertaining and intimate gatherings. On the left side, the gourmet kitchen is equipped with all newer appliances and opens into a charming, more intimate gathering room. This space offers breathtaking views of the White Mountains and connects to an informal dining room ideal for everyday meals. A gorgeous, light-filled breezeway leads to a laundry room designed to elevate even the most mundane chores with ample space and thoughtful features. Upstairs, find four spacious bedrooms and three bathrooms, including a luxurious primary suite with his and hers closets for plenty of storage and convenience. The lower level features a large TV and game room for entertainment, a dedicated gun safe room complete with a gun cleaning station for enthusiasts, and a full workout room to keep active. There’s also a bunk bedroom, an additional bedroom with bath, and ample storage throughout. This home on Lower Beech Pond perfectly balances luxury, comfort, and functionality to meet the needs of a variety of lifestyles. Seller is licensed agent.

137 Brown Rd, Tuftonboro

Listing courtesy of Cheryl Scott from Maxfield Real Estate/Wolfeboro. ()

$12,500,000

5 Beds ⋅ 4 Baths ⋅ 73516310 MLS

Welcome to an extraordinary coastal retreat within the exclusive gates of Squibnocket Farm, a 450+ acre private community offering access to over two miles of oceanfront, pond frontage, and conservation land. Designed and built by Soikkeli & Company, this elegant home blends timeless New England farmhouse architecture with refined modern luxury. The chef’s kitchen features soapstone countertops, custom cabinetry, premium appliances, and a walk-in pantry. Spacious living areas and a serene primary suite capture breathtaking Atlantic Ocean views. Additional bedrooms occupy a separate wing for added privacy. Outdoors, organic landscaping, historic stone walls, colorful gardens, fenced pasture, and expansive decks create a peaceful setting for entertaining or stargazing. Ownership includes exclusive access to scenic trails, pond launches, and a private beach. Smart features include Nest thermostats and a HEOS sound system, completing this exceptional Vineyard lifestyle to treasure always.

18 Spruce Gate Road, Chilmark

Listing courtesy of Listing Agent: Alyssa Halisky from Listing Office: Wallace & Co. Sotheby's International Realty.

$12,500,000

8 Beds ⋅ 10 Baths ⋅ 73496953 MLS

Set on exquisitely landscaped, private grounds overlooking Brae Burn Country Club, this stunning estate delivers sophisticated living at every turn. The first floor flows through gracious living and dining rooms, a handsome paneled library, chef's kitchen, family room, two powder rooms, mudroom, and garage. The primary suite is a sanctuary — dressing room, spa bath, bonus room, and a private balcony with sweeping views. Five additional bedroom suites complete the second floor; a third-floor guest suite with ensuite offers privacy and comfort for visitors. The lower level is extraordinary: indoor pool, regulation squash court, gym, sauna, wet bar, home theatre, game room, and guest suite. Elevator to three main floors. A heated three-car garage and heated driveway complete the home. Easy access to the Pike and Route 128, while maintaining a peaceful, private setting. Few properties in the area offer this level of scale, finish, and amenity.

148 Dartmouth Street, Newton

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

$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. The house is under full developer/builder warranty for an additional 1 year. Ski-in/ski-out and 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 ⋅ 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. 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.

$12,250,000

7 Beds ⋅ 9 Baths ⋅ 22603322 MLS

Perched majestically within ''The Cliffs''--West Falmouth's most coveted private seaside enclave--this monumental estate stands as a singular achievement in coastal architecture. This very lightly used summer residence spans over 11,000 square feet of exquisitely finished living space in pristine condition. This custom shingle-style residence represents a rare opportunity to acquire a legacy property of unmatched scale, sophistication, and positioning. From its elevated vantage point overlooking Buzzards Bay, the home commands breathtaking, panoramic water views that stretch toward the Elizabeth Islands and Vineyard Sound. Unlike many waterfront properties, these vistas are permanently secured by a perpetual view easement, ensuring that your front-row seat to Cape Cod's most spectacular western sunsets remains completely unobstructed for generations to come. Beyond the grand, wood-shingled facade lies an interior defined by soaring volumes and meticulous craftsmanship. Guests are welcomed by an opulent foyer featuring a sweeping curved staircase. The home's expansive footprint accommodates seven bedrooms, eight full bathrooms, and one half bath, all thoughtfully laid out to provide privacy for family and guests alike. Grand-scale entertaining is effortless in the formal dining room, illuminated by a magnificent chandelier, while multiple living areas feature elegant French doors that open to lushly landscaped grounds and four sprawling decks. Every corner of this residence reveals exquisite detail, from the rich hardwood flooring to the sophisticated custom moldings and architectural columns. Recent capital improvements include a complete roof replacement as well as a robust backup generator providing absolute peace of mind, ensuring seamless power regardless of the season. The lifestyle offered here is as exceptional as the home itself. Residents enjoy exclusive access to The Cliffs' private sandy association beach. Whether you are hosting grand-scale summer gatherings, setting sail from nearby West Falmouth Harbor, or simply enjoying the ocean breeze from one of your four private decks, this is the ultimate coastal sanctuary. Located just minutes from exclusive yacht clubs, championship golf courses, and the Shining Sea Bikeway, this estate offers a lifestyle of quiet luxury and enduring prestige.

39 Naushon Road, Falmouth

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

$12,250,000

5 Beds ⋅ 6 Baths ⋅ 73342640 MLS

Experience coastal luxury with this magnificent waterfront estate in Oyster Harbors boasting 450’ of water frontage, breathtaking views over Cotuit and North Bay, spectacular sunsets, and unparalleled privacy. The grand foyer welcomes you with vaulted ceilings and expansive windows, seamlessly blending indoor and outdoor spaces. The open-concept living areas include a gracious living room, fireplace-warmed dining room, cozy sitting area and lofted library overlooking North Bay. A chef’s kitchen features a granite island, custom built-ins, and a breakfast nook framed by panoramic water views. The first-floor primary suite offers private patio access, a walk-in closet, and a spa-inspired en-suite. The sunroom with a wet bar opens to meticulously designed outdoor spaces. The second level hosts four bedrooms, a family room, and a bonus room with balcony. Set on 1.37 acres, this outdoor paradise boasts a waterside fire pit, outdoor shower, in-ground pool, sandy beach, and private dock.

71 Sand Pt, Barnstable

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

$12,250,000

5 Beds ⋅ 6 Baths ⋅ 22500873 MLS

Exquisite Waterfront Estate in Exclusive Oyster Harbors: Experience the pinnacle of coastal luxury with this magnificent Cape Cod waterfront estate, nestled in the prestigious gated community of Oyster Harbors. Boasting 450 feet of pristine water frontage with a private beach and breathtaking views over Cotuit Bay and North Bay, this property offers spectacular sunsets, an elegant coastal lifestyle, and unparalleled privacy. Stepping into the grand foyer, you are greeted by vaulted ceilings and expansive windows that showcase panoramic water views, seamlessly blending the outdoors with the refined interiors. The open-concept living spaces include a gracious living room, a fireplace-warmed dining room with custom built-ins, and a sophisticated sitting area, all designed for effortless entertaining. A private home library, accessed by a spiral staircase, overlooks both the main level and the serene waters of North Bay. The gourmet chef's kitchen is a masterpiece, featuring a granite center island, custom built-ins, and a charming breakfast nook with wraparound picture windows framing the breathtaking waterfront vistas. The sumptuous first-floor primary suite is a sanctuary of relaxation, offering private patio access, a spacious walk-in closet, and a spa-inspired en-suite with dual vanities, a luxurious soaking tub, and a glassless double-headed rain shower. The sun-drenched sunroom complete with a full wet bar and sliders on three sides opens directly to the meticulously designed outdoor living areas. The second level hosts four additional spacious bedrooms, a generous family room, and a bonus room with a private balcony, designed for both comfort and relaxation. This exceptional residence also features a partially finished lower level, thoughtfully designed to enhance both convenience and functionality with direct outdoor access perfect for accommodating small boats, golf carts and other recreational essentials. Set on 1.37 acres of pristine coastal land, this estate is an outdoor enthusiast's paradise. The meticulously landscaped grounds feature a built-in fire pit, an outdoor shower, a waterside in-ground pool, a sandy beach, and a private dock. A rare opportunity to own a world-class waterfront residence, this home delivers unparalleled elegance, modern luxuries, and the very best of Cape Cod's coastal living.

71 Sand Point, Osterville

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

$12,100,000

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

$12,000,000

4 Beds ⋅ 3 Baths ⋅ 22603612 MLS

The SandBox, an icon of Shore Road, sits on one of the most coveted streets in America, steps from the Chatham Bars Inn - where waterfront estates are generational and cherished. Set on an over one-acre lot with immense beachfront, the home reflects the architectural heritage of the setting, with classic cedar shake and shingle detailing throughout. A staircase framed by flowering landscaping leads to a bluestone patio and entertaining spaces over the beach, with a private trail to the water's edge -- one of the first points on the Eastern Seaboard to greet the sunrise each morning. Inside, a shiplap-clad great room opens the home for gathering, flowing into dining and kitchen areas with water views from every angle. The primary suite is a private retreat framed by its own bay window, while well-appointed guest spaces offer comfort for family and friends. Extensively renovated, the home retains the craftsmanship of its original build - true, enduring Cape Cod character. This is where summers are made. Shore Road beachfront grows more coveted with time, and opportunities like this rarely surface - a chance to secure one of the most aspirational addresses on the entire East Coast.

166 Shore Road, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group (aschofield@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$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

$12,000,000

7 Beds ⋅ 10 Baths ⋅ 24161896 MLS

This offering is for 4800 Congress St, a one of a kind estate consists of main residence on 10.92 acres, pool, barn pool house/gym, heated paddle court, and an office pavilion. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street,offering seclusion with proximity to NYC. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was expertly restored, and all systems upgraded and integrated. The expanded footprint incorporates 7 bedrooms and 7 full baths, all with views over the open landscaped property. Lofty ceilings and walls of glass create magical interior spaces, a perfect setting for an art collector. Separate wings radiate off the main rooms. Each space has impeccable thoughtful detail. A hidden screening room , a stunning Moroccan lounge, and a guest wing allow for A-list entertaining. The barn pool house with full kitchen, bath and pro-grade gym, and pool, make this a perfect athlete's compound. An office pavilion is set privately in a quiet garden area. The landscape offers open vistas, meadows and an orchard. Live in ultimate style and easy elegance at this private retreat a quick commute to NYC and airports.. A private haven surrounded by a 155 acre nature preserve just minutes to Westport, Greenwich, and convenient to NYC and airports.

4800 Congress St, Fairfield

Listing courtesy of Leslie Razook from William Pitt Sotheby's Int'l. (203) 918-4452 (203) 966-2633

$11,995,000

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.

$11,995,000

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.

$11,995,000

5 Beds ⋅ 7 Baths ⋅ 24167794 MLS

Summer starts here. Set on prestigious Owenoke Park steps from Compo Beach, this brand-new 6,050 sqft coastal masterpiece delivers the ultimate Westport lifestyle - pool and spa, Gray's Creek waterfront access, Long Island Sound views throughout, and a rare 3-car garage. Five ensuite bedrooms, double-island kitchen with scullery, elevator, primary suite sauna, and a lower-level loggia built for entertaining. New construction. Never lived in. Move in this weekend. Bluewater Home Builders

14 Owenoke Park, Westport

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

$11,950,000

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: .

$11,950,000

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.

$11,750,000

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.

$11,750,000

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 ⋅ 6 Baths ⋅ 73485239 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.

$11,500,000

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

5 Beds ⋅ 10 Baths ⋅ 24172989 MLS

Rarely does an opportunity arise to own a home in the coastal enclave of Shorehaven, and 10 Shorehaven Road is a true masterpiece. This Nantucket-inspired estate blends timeless elegance with relaxed coastal charm, offering unmatched luxury and tranquility. Set along the serene waterfront, the lush, landscaped grounds feature a sparkling pool, spa, and private dock-perfect for boating adventures or peaceful moments by the tide. Inside, a grand curved staircase greets you, leading to beautifully appointed spaces. Formal living and dining rooms offer sophistication, while the gourmet chef's kitchen and adjoining family room, with a coffered ceiling, fireplace, and French doors, invite effortless indoor-outdoor living. Five ensuite bedrooms, including the second-floor primary suite provide private retreats. The primary features two spa-like baths and a balcony with breathtaking water views. A custom office with its own balcony and a richly paneled study complete the home's refined interiors. Expansive windows flood the home with natural light, while the veranda, spanning the length of the house, is perfect for entertaining or quiet relaxation. Minutes from Shorehaven Golf Club and local amenities, this property offers the pinnacle of coastal living.

10 Shorehaven Rd, Norwalk

Listing courtesy of Laurie Morris from Compass Connecticut, LLC. (203) 247-3140 (203) 293-9715

$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.

$11,250,000

7 Beds ⋅ 9 Baths ⋅ 73389616 MLS

Seaway is an exceptional coastal estate located in desirable Manchester, just 45 minutes north of Boston. Set on nearly an acre with sweeping views of the Atlantic, this grand Colonial Revival home has been masterfully restored by renowned architectural firm Carpenter & MacNeille. The residence offers a combination of classic New England charm & refined modern living. Elegant formal spaces flow seamlessly into a custom chef’s kitchen with AGA range & light-filled gathering rooms, designed for comfort & entertaining. A luxurious primary suite features ocean views, spa-style bath, dressing areas, & morning bar/kitchenette. There are 5 additional ensuite bedrooms and & 3-bay carriage house. Outdoors, manicured gardens, stone terraces, & a pool create an idyllic setting for relaxation. Seaway has private deeded access to Singing Beach, is moments to the village shops, & direct train access to Boston. An opportunity to own one of the North Shore’s most iconic seaside homes.

4 Cobb Avenue, Manchester

Listing courtesy of Listing Agent: John Farrell from Listing Office: Coldwell Banker Realty - Beverly.

$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

5 Beds ⋅ 6 Baths ⋅ 73540092 MLS

Not all new construction is created equal. The result of a visionary collaboration between acclaimed architecture firm Of Possible and renowned custom builder NS Builders, 45 White Oak Rd represents a rare opportunity to own a residence where design, craftsmanship, and performance were never compromised. Conceived as a showcase of what is possible when architecture and construction are executed at the highest level, this 7,200+ sq. ft. home balances architectural significance with the warmth and functionality required for everyday living. Expansive walls of glass create a seamless connection to the beautifully landscaped grounds, while custom German white oak millwork, curated natural stone finishes, and exceptional detailing reflect an uncompromising commitment to quality throughout. Designed for both grand entertaining and comfortable daily living, the home offers a level of craftsmanship, sophistication, and performance rarely found in today's market.

45 White Oak Rd, Wellesley

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

$10,995,000

6 Beds ⋅ 10 Baths ⋅ 24178027 MLS

Set on 5 quiet, private acres, this 2027 new construction is customizable through July 2026, with 4 finished levels of thoughtful living spaces. With 6 bedrooms, 8.2 baths, elevator, golf simulator, outdoor kitchen + lge pool, ideal for everyday living + elevated entertaining. A double height foyer introduces the main level, where formal + informal spaces flow seamlessly. The kitchen, breakfast room + family room w/fireplace create a warm central gathering space with indoor outdoor connection. Private office and mudroom lead to a three car garage. Upstairs, the primary suite offers dual walk-in closets, dressing room + spa-like bath. 4 additional en suite bedrooms, laundry + lounge space complete the level. Finished upper + lower levels add rec space, gym, sauna, wine cellar + guest suite.

67 Stag Ln, Greenwich

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

$10,985,000

5 Beds ⋅ 8 Baths ⋅ 73466750 MLS

Elegant living meets modern style in this stunning light-filled 5+ bedroom Chestnut Hill residence. This property is in a class of its own, with graciously proportioned rooms, open layout and luxurious fixtures/finishes. Minutes to all Boston and Brookline offer, this entire property has been built to the highest standards by an esteemed local builder. The 1st floor features a gracious living/dining room, chef's kitchen with double island, family room, breakfast room, office, mudroom and 2 powder rooms. The 2nd floor has a spectacular primary suite (with spa-like bath and custom dressing room) and 4 additional ensuite bedrooms. The lower level has a recreation room and opportunity for a golf simulator/flex room, gym and wine room. There is a 3-car attached heated garage, full landscape/garden design, permit for a pool and ability to build a pool house/ADU, if desired. State-of-the-art systems like Lutron lighting and Sonos sound complete this masterpiece. Not to be missed!

222 Warren Street, Brookline

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

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