Refine Search
Map
Sort by
$17,500,000
5 Beds ⋅ 6 Baths ⋅ 73386848 MLS
Welcome to a truly exceptional 7.4-acre oceanfront estate in Manchester-by-the-Sea, offering direct access to the soft sands of Graves Beach—your private shoreline retreat. This rare two lot property blends classic New England charm with resort-style living, featuring panoramic water views and extraordinary privacy along one of the North Shore’s most desirable coastlines. The home offers two primary suites—one on each floor—ideal for flexibility and comfort. The grounds showcase mature, curated landscaping cultivated over decades. Additional features include a stone bungalow overlooking the beach, a caretaker’s house on separate lot, detached garage, and an ocean-facing pool and jacuzzi. Enjoy unforgettable sunrises and elegant coastal entertaining—all just 45 minutes from downtown Boston.

239 Summer, Manchester
$17,250,000
5 Beds ⋅ 7 Baths ⋅ 73497397 MLS
Spanning an incredible ~6,000SF on a single level, this home redefines contemporary luxury with its thoughtful design, custom millwork, and effortless elegance. Sunlight floods through 3 rare exposures, while dramatic floor-to-ceiling bay windows frame breathtaking views of Newbury Street and the Public Garden. A private, keyed elevator welcomes you into spaces designed for both grand entertaining and intimate gatherings. The home features a gourmet kitchen with high-end appliances, a spacious breakfast nook, formal dining room and an expansive living room. The primary suite is a serene retreat, with a spa-like ensuite bath and a generous walk-in closet. 4 additional bedrooms with ample storage, 4 full and 2 half baths, a den, private office, gym and a spacious laundry room complete the home. Located within the iconic Chanel building, 6 Newbury Street is the pinnacle of refined Back Bay living with a concierge and 3 garage spaces, providing the ultimate level of convenience.

6 Newbury Street Unit 501-502, Boston
$17,200,000
3 Beds ⋅ 4 Baths ⋅ 73473626 MLS
Penthouse Flat 5802 is an exquisitely renovated 3 bedroom 3.5 bathroom that has been completely customized by a premier custom home builder. This sprawling 4,152+/- sq ft home offers direct elevator access, a private balcony, sensational eastern views of Boston Harbor and northerly views of the Charles River. An exceptional floor plan is complete with large private foyer, 3 generous bedroom suites, including a large primary with 5 piece marble bathroom and 2 walk in closets. A banquet sized corner exposed living room is complete with a gas fireplace, private balcony, cascading views, and a custom wall of glass that opens to a large formal dining room. A top-of-the-line eat in kitchen has amazing views, center island and marble counters. Complete with automatic shades throughout, custom lighting, wine storage, private storage room, 24 hour Four Seasons Hotel Services available, fitness center, Access to Four Seasons Spa, Zuma and 2 Garage Parking Spaces!

1 Dalton St Unit 5802, Boston
$17,000,000
3 Beds ⋅ 4 Baths ⋅ 73467086 MLS
Rare, front-facing corner residence on the 11th floor of The Carlton House in Back Bay, Boston’s premier full service building located directly above the Public Garden and connected to the Newbury Hotel. This 3-bed, 3.5 bath home offers 3,870 SQFT of living space with oversized, picture windows that frame breathtaking Back Bay views from every room. The entire residence just underwent a complete renovation by renowned builder Payne Bouchier and architect Steve Hart. Outstanding features include a gracious entry foyer, spectacular front-facing entertaining rooms, elegant custom built-ins, gourmet eat-in kitchen, ample closets, and a luxurious primary suite complete with a marble bath, expansive walk-in closets and dazzling views. Available to residents are a complete array of exclusive services including 24 hour concierge, valet parking, elegantly appointed common areas and Newbury Hotel services. Complete with 3 garage parking spaces, this residence is among the finest in the city.

2 Commonwealth Avenue Unit 11BCD, Boston
$16,995,000
5 Beds ⋅ 8 Baths ⋅ 24166336 MLS
This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored this cherished home with the renowned builders, Significant Homes and interior designer, Cindy Rinfret, Rinfret LLC. The architectural integrity has been preserved with comfort and quality for today's lifestyle. A world-class property. Parcel IDs 61 10 (207) & 61 10-2 (209)

207-209 Long Neck Point Rd, Darien
$16,980,000
7 Beds ⋅ 11 Baths ⋅ 73445544 MLS
Introducing Paine Estate, a grand Georgian Revival architectural treasure located in the highly coveted Chestnut Hill neighborhood of Brookline. This outstanding property has been extensively renovated, now combining traditional style and modern amenities with a thoughtful floor plan ideal for comfortable family living and grand entertaining. Exceptional features include a grand entry hall, elegant formal sunken living room overlooking the picturesque gardens, fireplaced dining room, gourmet chef's kitchen, family room, handsome wood paneled library and an expansive great room. 6 bedrooms include the luxurious primary suite complete with separate bathrooms and dressing rooms and balcony. Additional features include a mudroom, exercise/club room, au-pair suite and wine cellar. This majestic home is surrounded by over 2 acres of beautifully landscaped grounds featuring an outside kitchen and dining area, a formal parterre garden and plunge pool. Magnificent opportunity not to be missed!

1014 Boylston Street, Brookline
$16,900,000
6 Beds ⋅ 10 Baths ⋅ 73550581 MLS
A true showcase luxury gated estate, 50 Winsor Way is situated on over 2 acres of elevated and private land located off the Weston Golf Club. The estate features truly picturesque professionally landscaped grounds, expansive terraces and patios with views for entertaining, and a large showpiece swimming pool and patio with elegant fountains. 50 Winsor boasts more than 6 bedrooms including the luxurious main level master suite, 7 full bathrooms, 3 half bathrooms, and an expansive 4-car garage. Designed by Thoughtforms, this home boasts an expansive open floor plan and luxurious craftmanship and attention to detail throughout. The fully finished lower level is equipped with a recreation room, wine cellar, full theater room, wet bar, steam room, and sauna. On the second floor, four bedrooms offer private en suite bathrooms. This exceptional home is a unique grand colonial estate for the discerning buyer set in one of the most highly desired locations in all of Weston

50 Winsor Way, Weston
$16,500,000
6 Beds ⋅ 10 Baths ⋅ 73540259 MLS
Presenting an offering of rare distinction. Refined coastal living, classic architecture and impeccable craftsmanship blend to create a unique sense of privacy, elegance, and pleasure. Nestled upon the shores of iconic Bass River, bask in waterfront living in this exclusive legacy estate replete with exquisite gardens, spectacular pool and deep-water dock capable of accommodating a 90' yacht with additional space for two vessels. Beyond the gates, this private enclave encompasses a main house, carriage house, guest house and boathouse. The estate is set among lush plantings, intimate gardens, curated vistas, and secluded courtyards. The sun-drenched interiors boast a peaceful balance of function and modern refinement. Custom appointments, outstanding finishes and bespoke details, furnish exceptional continuity. A deep-water dock and elaborately designed pier, capable of welcoming a substantial yacht, offer direct access to Nantucket Sound and the Atlantic.

57 Uncle Barneys Rd, Dennis
$16,000,000
49 Beds ⋅ 43 Baths ⋅ 73546201 MLS
Rare Portfolio Offering: 36 College Avenue in Somerville is part of a three-building portfolio for sale, which also includes 202-218 Mass Ave. in Arlington and 49–55 Davis Square in Somerville. 36 College Avenue, known as the Bryant Chambers building, is a 44-unit, five-story brick apartment building in the heart of Davis Square. Located at the corner of College Avenue and Park Avenue, the property is steps from the MBTA Red Line and within walking distance of Tufts University. Built in the 1920s, the building features classic brick architecture with windows on all four sides, providing abundant natural light. The unit mix includes (3) studios, (34) one-bedroom apartments, (6) two-bedroom apartments, and (1) commercial space. Amenities include an elevator, on-site laundry, keyless FOB entry, and storage. The property offers stable in-place cash flow, a strong occupancy history, and long-term value-add potential through strategic management. PLEASE SEE FIRM REMARKS FOR ADDITIONAL INFO

36 College Ave, Somerville
$16,000,000
6 Beds ⋅ 8 Baths ⋅ 73480812 MLS
This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous, expansive grounds. There are 6 bedrooms, one of which is the luxurious primary suite. The meticulously designed grounds feature several unique amenities, including a stunning terrace patio expanding the length of the home, an in-ground swimming pool with fountain and whirlpool artfully integrated with a stone cliff, fully equipped cabana, koi pond, private tennis court, putting green, and magnificent hardscaping. The property also has a three-bedroom cottage and a two-bedroom unit above the free-standing garage. Near fine shops, restaurants, and Downtown Boston.

63 Goddard Avenue, Brookline
$15,800,000
5 Beds ⋅ 8 Baths ⋅ 73487660 MLS
Set among the stately residences of historic Brattle Street, this completely renovated & pristine home offers approximately 9,594 square feet of elegant living space on a rare 0.41-acre corner lot in sought-after West Cambridge—moments from Harvard Squar/Charles River. Beautiful private yard w/ sports court, outdoor kitchen,heated garage. The interior blends timeless architectural character w/ modern sophistication, featuring nine-foot ceilings, custom millwork, wood floors, beautiful windows, 8 fireplaces that bring warmth throughout. A gracious foyer opens to expansive formal living & dining rooms ideal for entertaining, complemented by a fully renovated chef’s kitchen with island seating & casual dining area. A comfortable family room and den flow effortlessly to the outdoors & connect to a double mudroom offering abundant storage. The upper levels host 5 host 5 bedrooms all with ensuite baths, finished lower level, playroom, media, gym, sauna. Geothermal heat.

157 Brattle Street, Cambridge
$15,800,000
3 Beds ⋅ 4 Baths ⋅ 73473565 MLS
Exquisite 58th floor 3 bed, 3.5 bath home that has been completely customized and fully renovated by premier custom builder. This "Penthouse Flat" at the top of the 1 Dalton tower boats commanding Western facing views of the Charles River to Cambridge and beyond. Offering direct elevator access into a private foyer with walk in coat room, this sensational corner home is flooded with natural light. An open concept living space has a corner exposure, large eat in kitchen with breakfast bar and window bar, onyx counters and top-of-the line appliances. Three generous bedrooms are complete with en sure baths including an ultra luxurious primary suite with 5 piece marble bathroom. 24 hour Four Seasons Hotel services available, concierge, 50th floor Residents Only club, state-of-the-art fitness center, access to the Four Seasons spa, and Zuma. This ultra luxurious home is complete with private storage and 2 garage parking spaces!

1 Dalton St Unit 5801, Boston
$15,750,000
79 Beds ⋅ 31 Baths ⋅ 73554361 MLS
Rare opportunity to acquire a generational asset in the heart of Washington Sq., Brookline. Just a stone’s throw away from Beacon St. – 10-24 University Rd. is positioned alongside one of the most transit-oriented throughfares in/around Greater Boston, providing immediate MBTA access to major universities, like BU, Northeastern and Wentworth, the Longwood Medical Area and the many tech and engineering hubs in Kenmore Sq./Downtown Boston. Addressed as 10-12, 16-18 and 22-24 University Rd., the offering consists of three (3) 7-unit buildings and eleven (11) surface level parking spaces on contiguous parcels spanning 23,479 sq./ft. in cumulative lot size. Gross building area within the shells of all three buildings amounts to 57,928 sq./ft. but twenty-one (21) residential units comprise 35,512 sq./ft. of living space, with eighteen (18) 4-5 bedroom dwellings across the first, second and third levels and three (3) 1-2 bedroom dwellings on the garden levels. While substantial value-add potential can be achieved by preserving the current building designs, additional opportunities may also exist by tapping into unutilized space on the fourth floors/garden levels, rearranging floorplans and/or increasing the total unit count.

10-24 University Rd., Brookline
$15,700,000
7 Beds ⋅ 10 Baths ⋅ 73342079 MLS
Modern luxury meets history in this completely renovated home on coveted Brattle St in Harvard Square. Completely transformed by a local respected builder, this property seamlessly blends historic charm w/ modern convenience in its impeccable design and finishes. The main floor offers a grand staircase, high ceilings, spacious living and dining rooms, chef's kitchen w/ top appliances and adjacent family room, an oversized mudroom off the attached garage and 2 half baths. The 2nd level has a luxurious primary suite w/ spa-like bath and gracious dressing room, 5 ensuite bedrooms (or offices) and a large laundry room. The top floor hosts a versatile office/loft space and a half bath. The lower level is fully equipped w/ a gym, game room, family room, full bath, ample storage and guest suite w/ direct exterior access. The outdoor and indoor spaces blend seamlessly for easy living, w/ a spacious patio and beautiful yard designed by a celebrated landscape architect. A true Harvard Square gem

172 Brattle Street, Cambridge
$15,500,000
3 Beds ⋅ 4 Baths ⋅ 73370409 MLS ⋅ ['Four Seasons Residences | One Dalton'] BLDG.
Welcome to the 56th floor of the Four Seasons Private Residences at One Dalton, New England’s tallest and most prestigious residential address. This 3-plus bedroom, 3.5 bath home encompasses over 4,000 SQFT wrapped in floor-to-ceiling windows providing unmatched and unobstructed views of Boston’s skyline including Back Bay, the Charles River, Cambridge, the South End and Boston Harbor. Exceptional features include a striking custom fireplace, custom overhead lighting, and expansive floor-to-ceiling windows that frame unobstructed vistas of the city and river. The thoughtfully designed floor plan includes private elevator access, an elegant entry rotunda, and a spacious living area that flows seamlessly into a custom gourmet kitchen. Residents will delight in the white glove services of the Four Seasons, access to 20,000 sqft of world-class amenities spanning three floors, and exquisite in-residence dining at the renowned Zuma restaurant.

1 Dalton St Unit U5602, Boston
$15,000,000
5 Beds ⋅ 9 Baths ⋅ 73536454 MLS
This magnificent oceanfront estate stands as one of the most significant properties in Marblehead. Located in the exclusive Peach’s Point neighborhood, this property offers stunning views of Crowninshield Island, Grace Oliver’s Beach, Marblehead Lighthouse, and the surrounding islands. “Seaside Farm” replaced the original Crowninshield estate in 1999 in a classic Georgian style, with meticulous attention to detail throughout. The home is designed to maximize ocean views while maintaining privacy. The grand 2-story foyer with a custom staircase sets the tone for the home, which features elegant living spaces ideal for both daily life and entertaining. The second floor includes an oceanfront primary suite with a fireplace, walk-in closet, modern bathroom, and a private deck with exceptional views. Three additional en suite bedrooms, a large office, and a laundry room complete the second floor. Caretakers 1 bedroom apartment over 4-car garage offering views of Grace Oliver's Beach and c

17 Crowninshield Road, Marblehead
$15,000,000
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
$15,000,000
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
$15,000,000
7 Beds ⋅ 10 Baths ⋅ 24104335 MLS
The Ultimate East Coast Sanctuary, Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street and engineered for the world's most discerning buyers who demand seclusion with proximity to NYC. This 38.91-acre compound is a one-of-a-kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence has been masterfully reimagined to incorporate 7 private bedroom suites, all with views over the landscaped property. The bespoke renovation was executed with uncompromising attention to detail and a true no-expense-spared philosophy, incorporating commercial-grade infrastructure, superior materials, and artisan-level craftsmanship throughout, as if cost were no consideration. Lofty ceilings and walls of glass are a perfect setting for an art collector. Separate wings radiate off the main rooms, each space private and thoughtfully composed. 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, the pool, and a heated paddle court make this a perfect athlete's compound. Property includes renovated stone guest/caretaker cottage and a private office pavilion. The landscape offers open vistas, an orchard, and allowed equestrian use. Live in ultimate style and privacy surrounded by a 155-acre nature access to NYC, Greenwich, Westport and airports.

4800 Congress St, Fairfield
$14,995,000
6 Beds ⋅ 8 Baths ⋅ 73537408 MLS
Designed to be admired and built to be enjoyed, 33 Sears Rd is a custom residence set on 1.6 acres of manicured, private grounds. The home makes an immediate statement with a grand two-story foyer that introduces soaring ceilings, refined detailing, and beautifully scaled living spaces throughout. Built by one of Boston's premier female builders, the craftsmanship is evident in every threshold, finish, and room proportion. The open-concept main level was thoughtfully designed to offer grand room sizes without sacrificing warmth. A custom chef's kitchen appointed with top-tier appliances anchors the heart of the home, complemented by a separate, fully equipped prep kitchen. The primary suite features a dramatic two-story walk-in closet, a rare offering that quietly separates this residence from others on the market. Elevator infrastructure is already in place. Outdoor living is equally compelling, w/ ample acreage to accommodate a future pool, sport court, or other lifestyle amenities.

33 Sears Rd, Brookline
$14,900,000
5 Beds ⋅ 9 Baths ⋅ 24179641 MLS
Panoramic views of Long Island Sound extend from this gated, resort-like estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, glass French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool with spa. First floor rooms facing the water include the living room and office, both with fireplaces, the formal dining room and the open kitchen/family room. This floor also has a billiard/media room, full bar, refrigerated wine room, two powder rooms and laundry. Idyllic second floor primary suite features waterfront balcony and sitting room, 3 walk-in closets and marble bathroom. Three additional en-suite bedrooms, each with balconies, complete this level. Perched on the third floor is a home gym with waterfront balcony, full bath and sauna. Newly added wing above attached two-car garage with one-bedroom guest suite. Perfect for summer entertaining, the backyard terrace offers a bar with built-in barbecue and a sitting area with firepit by the pool. Beyond the manicured lawns, the 168-ft seawall leads to an 80-ft pier and 20-ft private dock. Side yard with secluded outdoor shower, exterior-access powder room and kayak storage rack. Spacious two-bedroom guest cottage with 1.5 baths, kitchen, laundry and attached one-car garage. Commercial-sized generator powers main house & cottage.

279 Saugatuck Ave, Westport
$14,900,000
5 Beds ⋅ 8 Baths ⋅ 73363224 MLS
Commanding ocean views from nearly every room, this extraordinary six acre estate sits on the historic site of a 1900s Manor House. Blending classic New England architecture with modern luxury, the stone-and-shingle residence features incredible design, custom mahogany, paneled walls and exquisite millwork throughout. The Primary Suite boasts panoramic ocean views, a domed gable ceiling, fireplace, walk-in closet with wet bar, and spa-like bath. All bedrooms are en suite with ocean views and closets with custom shelving. Formal gardens transition elegantly to sweeping seascapes directly above the beach. Enjoy the beach and the privacy Prides Crossing has to offer. A large,custom-built Poolhouse with kitchen and bath offers perfect indoor outdoor space. Designed for both grand entertaining and everyday comfort, this exceptional property captures the timeless beauty and elegance of Boston’s North Shore estates. A rare opportunity to own a legacy estate in an unmatched coastal setting.

53 Paine Avenue, Beverly
$14,850,000
6 Beds ⋅ 8 Baths ⋅ 73507123 MLS
Privately set off Warren St, this exceptional Brookline estate spans over 3.6 acres of beautifully landscaped grounds and over 9,000 SF across four levels, with 6 bedrooms, 6 full and 2 half baths. A striking entry with a sweeping staircase leads to expansive, light-filled living and entertaining spaces rich with charm and detailed moldings. The main level features a mix of formal and informal spaces, multiple offices, and a beautifully designed kitchen with high-end appliances, custom cabinetry, and an eat-in dining area overlooking the grounds. Upstairs, the primary suite includes a luxurious bath and generous dressing rooms, along with five additional bedrooms, family room, and laundry. The serene third floor offers flexible space for a gym, studio, or additional living. Outside, the grounds are unmatched - a pond, patios, firepit, and hot tub perfect for entertaining and everyday living. A one-of-a-kind offering in one of Brookline's most sought-after neighborhoods.

280 Warren St, Brookline
$14,850,000
7 Beds ⋅ 12 Baths ⋅ 73493889 MLS
Timeless elegance meets modern luxury in this extraordinary Weston estate, situated on 5.3 stunning acres just minutes from Boston. Built by a renowned local builder and reimagined with Leslie Fine Interiors, this home blends superior craftsmanship, global influences and design. Bright, inviting spaces include a newly renovated kitchen, luxurious primary suite, soaring ceilings, and dramatic walls of glass. The property is a haven for entertaining, featuring a resort-style pool, pool house, orchard, indoor basketball court, private theater, and a space-themed arcade. Custom elements and unique spaces add sophistication, while a wine cellar, billiards/ping pong area, and expansive granite patios elevate the experience. Every inch of this masterpiece is crafted with exquisite attention to detail, offering a seamless fusion of elegance and comfortable living! A true destination home where art, design, and luxury converge to create an amazing property!

67 Byron Road, Weston
$14,800,000
3 Beds ⋅ 5 Baths ⋅ 73546677 MLS ⋅ ['Raffles Boston Back Bay Residences'] BLDG.
Welcome to Raffles Boston, the first North American residential destination from the world-renowned five-star Raffles Hotels & Resorts brand. This extraordinary corner penthouse residence pairs sophisticated interiors with panoramic views of Back Bay and the Charles River from its private terrace, all complemented by the impeccable service and elevated lifestyle synonymous with Raffles. An elegant formal entry welcomes you into beautifully appointed living spaces framed by floor-to-ceiling windows and anchored by a walnut kitchen with Stevali cabinetry, marble countertops, and a wet bar. The luxurious primary suite features expansive walk-in closets and a spa-inspired six-fixture bath. Residents enjoy an unmatched collection of world-class amenities, including acclaimed dining venues and bars, the renowned Guerlain Spa, a state-of-the-art fitness center with a 20-meter indoor pool, dedicated butler service, 24-hr concierge, and the legendary hospitality that defines the Raffles brand.

430 Stuart Street Unit PH35B, Boston
$14,500,000
25 Baths ⋅ 73544528 MLS
The Wheatleigh: Former 5 Star Forbes Travel Property and 'Leading Hotel of the World', this Gilded Age masterpiece sits on over 21 acres overlooking Stockbridge Bowl. Designed in 1893 by Peabody & Stearns, this 16th-century Florentine palazzo features stunning grounds by Frederick Law Olmsted. At Tanglewood's doorstep, this 25,000+SF architectural sanctuary marries timeless grandeur with 21st-century luxury. The majestic layout boasts a soaring Great Hall, Parlors, 3 formal Dining Rooms, Wine Cellar (6,500-bottle capacity), meeting rooms, massage room, Gym, and 19 Guest suites. Breathtaking porticos frame panoramic vistas, while rolling lawns and mature gardens present paths to the Pool and Tennis Court. This iconic Inn offers utmost privacy, a deeply rich cultural heritage, and unmatched Berkshire elegance.

11 Hawthorne, Stockbridge
$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
$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
$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
$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

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.