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540 Harland St, Milton
$11,900,000
5 Beds ⋅ 7 Baths ⋅ 73570207 MLS
Privately gated and exquisitely appointed, 540 Harland Street presents a rare opportunity to own an extraordinary equestrian estate set on approximately 8 acres within the Blue Hills Reservation. Surrounded by protected natural beauty and offering direct riding access to approximately 7,000 acres of preserved landscape, this exceptional property combines complete privacy, sophisticated living, and an unparalleled connection to the outdoors—yet remains conveniently close to Boston.The approximately 8,250-square-foot main residence is designed for grand-scale living and effortless entertaining, featuring five bedrooms, five full baths, and two half baths, complemented by soaring 10-foot ceilings throughout. The spectacular chef’s kitchen is outfitted with premium Wolf appliances, while a dedicated home gym and state-of-the-art home theater elevate the everyday experience. An in-home elevator provides seamless access throughout the residence.Outdoor living is equally impressive, with a 350-square-foot patio and a fully equipped Wolf outdoor kitchen, creating an exceptional setting for entertaining, dining, and enjoying the surrounding landscape.The estate’s remarkable carriage house adds an extraordinary layer of versatility, offering an 8–16+ car garage and approximately 1,750 square feet of guest living space above. Ideal for car enthusiasts, collectors, guests, or extended family, this separate structure provides an exceptional combination of utility and luxury.At the heart of the property’s equestrian amenities is an approximately 2,000-square-foot state-of-the-art multi-stall equestrian center, thoughtfully complemented by an adjacent exercise pen. The direct access to miles of protected Blue Hills terrain allows riders to leave the property on horseback and immediately experience one of the region’s most spectacular natural settings.This is far more than a luxury residence—it is a private equestrian compound and lifestyle estate, offering an extraordinary level of scale, privacy, amenities, and access to protected land rarely found in Greater Boston. A truly distinctive retreat where refined living and the freedom of the countryside exist in perfect harmony.

540 Harland St, Milton

71 Sears Road, Brookline
$11,750,000
6 Beds ⋅ 6 Baths ⋅ 73570794 MLS
One of Brookline’s most exceptional offerings in over a decade, this remarkable 1929 Colonial Revival estate is set on two beautifully landscaped acres in the town’s prestigious estate area. The 14-room residence offers 7,500 square feet of living space and showcases timeless architecture and exceptional craftsmanship. Set atop a private drive marked by stately stone pillars, the home is surrounded by sweeping lawns, specimen trees, perennial gardens, and a tranquil man-made freshwater creek. An inviting in-ground pool enhances the serene outdoor setting. Inside are six spacious bedrooms, four full baths, and two half baths, including a luxurious primary suite with a spa-like bath. Elegant formal rooms flow seamlessly into comfortable living areas, ideal for both grand entertaining and everyday living.Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay.

71 Sears Road, Brookline

Sears Road, Brookline
$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

5 Bare Cove Ln, Hingham
$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

48 Starboard Lane, Barnstable
$11,500,000
6 Beds ⋅ 8 Baths ⋅ 73531287 MLS
Newly constructed and ready to enjoy, this exceptional waterfront estate on the Bumps River represents the finest of Cape Cod living. Combining an unrivaled setting with state-of-the-art luxury, the property features a resort-like swimming pool and cabana, a boathouse with a float for non-motorized crafts, and a deeded beach lot on Long Beach. The open floor plan seamlessly flows from a fireplaced living room with coffered ceilings to a gourmet kitchen with a Sub-Zero refrigerator, Wolf range, and Danby natural stone counters. Glass doors line the waterside of the home, opening to an expansive Phoenician Buff stone terrace surrounding a Pebble Tec pool and spa. The first-floor primary boasts 2 walk-in closets and a luxurious bath with a freestanding soaking tub. Four en suite bedrooms, a family room, and an ipe deck occupy the second level, with bonus space above. A bedroom suite over the garage accommodates guests or staff. Located minutes from everything Osterville has to offer.

48 Starboard Lane, Barnstable

71 Commercial Street, Provincetown
$11,495,000
5 Beds ⋅ 4 Baths ⋅ 73537406 MLS
Tracing its roots to a classic Cape house and fishing shack in Provincetown's historic West End, this remarkable waterfront residence was elevated and transformed through an extensive restoration that preserved its authentic architectural character while reimagining the property for a new generation. Structural pilings and timbers salvaged from Boston's famed Jimmy's Harborside Restaurant were masterfully incorporated into the staircase and ceiling details. Rich pine floors, a rugged fieldstone fireplace, a custom Vermont marble kitchen with a soapstone island, a generous pantry, a waterfront dining room, and a harbor-facing sitting room define the interior layout. A rare and defining feature is the property's extraordinary private dock--the largest associated with any single-family residence in Provincetown--extending approximately 70 feet into the harbor and providing an unparalleled connection to the waterfront.

71 Commercial Street, Provincetown

5 Proctor St, Manchester
$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

25 North Pasture Lane, Nantucket
$11,495,000
4 Beds ⋅ 8 Baths ⋅ 73499377 MLS
North Pasture is a newly built estate situated on one of Nantucket highest elevations, this turn key offering is in one of the islands most coveted settings, blends modern construction with timeless design elements and high end custom finishes. Over 6000 square feet of finished living space, the residence comprises of 4 ensuite bedrooms and 4 half bathrooms; multiple living areas spanning three floors, ideal for entertaining and all of your overflow needs, high ceilings that enhance light and volume. The architectural detail and exquisite custom millwork prioritizes clean lines, open rooms, and strong visual connections to the surrounding landscape. Outdoor living is anchored by an infinity-edge pool and spa oriented toward uninterrupted southern exposure. Cabana with outdoor kitchen, lounge area, and half bath. Garage and refined landscape design complete the property.

25 North Pasture Lane, Nantucket

147 Moadock Rd, Millerton
$11,250,000
5 Beds ⋅ 6 Baths ⋅ 24188103 MLS
Privately set on 50 acres with sweeping Western views of the Catskill Mountains, this extraordinary Shekomeko estate embodies the best of country living. Designed by architect Jimmy Crisp, the home offers 9,684 finished square feet. A long, tree-lined drive leads to the elegant residence, where gracious proportions and refined finishes create a home equally suited to grand entertaining and everyday living. At its heart is a chef's kitchen that flows seamlessly into the main gathering spaces, while walls of windows frame the surrounding landscape. The second floor is anchored by a luxurious primary suite with a fireplace, balcony, sitting room, dual walk-in closets, and a spacious spa-like bath. Four additional bedrooms and a private office provide generous accommodations. The lower level offers a gym, play area, wine cellar, and laundry room. One of the home's defining features is the remarkable stone wing, built around a dismantled historic barn offering vaulted beamed ceilings, custom copper railings, and floor-to-ceiling stone fireplace. Outside, a 75' x 25' pool and spa overlook rolling fields and distant mountain views. A stone terrace with fireplace, dining loggia and fire pit creates exceptional spaces for entertaining, while a vegetable garden, pond, pole barn, and two-car garage with a studio complete the estate. Private, peaceful, and surrounded by extraordinary natural beauty, this exceptional property offers a rare opportunity to experience refined country living.

147 Moadock Rd, Millerton

151 Grove Street, Westwood
$11,000,000
15 Beds ⋅ 13 Baths ⋅ 73576414 MLS
Set amid approximately 20+ acres of sweeping grounds, 151 Grove Street is one of Westwood’s most remarkable residential offerings—a distinguished Georgian estate where architectural heritage, enduring craftsmanship, and gracious modern living come together with uncommon ease. Built in 1908 and encompassing approximately 13,754+ square feet, the residence unfolds with a sense of scale and permanence rarely encountered. Thoughtfully maintained and beautifully appointed, each room reflects a commitment to exceptional materials and timeless design. With a more recent expansion, it marries perfectly the old and the new, as every space has been perfectly renovated. At the heart of the home, the gourmet kitchen is both elegant and purposeful. Stainless-steel appliances, stone countertops, a professional-grade range with a custom hood, an island with a prep sink, and a generous peninsula create an exceptional setting for everyday living and sophisticated entertaining. Nearby, the expansive living room is defined by soaring ceilings, stately fireplaces, decorative columns, and richly toned hardwood floors—a memorable double level gathering space imbued with warmth and architectural character. Generously proportioned bedrooms feature hardwood flooring, some with their own baths. The home’s private primary quarters are equally considered. The suite creates pure serenity. Comfortable boudoir included sitting area, refrigerated drawers, integrated in custom built-in shelving. Luxurious private bath appointed with marble tile, fireplace and access to outdoor shower. The primary wing also offers oversized walk-in closets. Beyond the interiors, the estate reveals an extraordinary outdoor setting. A private swimming pool with a diving board, expansive patios, and welcoming fire pit create a resort-like atmosphere surrounded by the beauty and privacy of the property’s substantial acreage. A distinguished slate roof and six-car+ garage further underscore the home’s impressive scale and lasting quality. Grand yet inviting, historic yet entirely suited to contemporary life, 151 Grove Street is more than a residence—it is a legacy property. A private showing offers the rare opportunity to experience its extraordinary craftsmanship, remarkable proportions, and singular sense of place. Come home to a rare paradise.

151 Grove Street, Westwood

57 Rowayton Ave, Norwalk
$10,995,000
3 Beds ⋅ 4 Baths ⋅ 24198387 MLS
Welcome to 57 Rowayton Ave., where refined luxury meets effortless coastal living in the heart of Rowayton. Designed by Beinfield Architecture, this exceptional waterfront home offers sophisticated design, timeless craftsmanship, and an unparalleled location on the Five Mile River. Ideally situated beside the town dock and steps from Rowayton Seafood, this 3-bedroom, 5-bath home combines water views, a private 38-foot dock, and the convenience of village living. Inspired by the elegance of a luxury yacht, the home features rich mahogany throughout, from the custom kitchen countertops to the dramatic family room with its soaring arched ceiling. Walls of glass and expansive accordion doors open to a stunning waterfront terrace, creating a seamless connection between indoor and outdoor living. The open-concept floor plan is filled with natural light and designed for everyday living and entertaining. An elevator services every level, while a temperature-controlled wine cellar adds another thoughtful luxury. The chef's kitchen by Kitchens by Deane features custom cabinetry, premium appliances, and exceptional finishes. The primary suite offers sweeping river views, dual spa-inspired baths, and 2 walk-in closets. 2 additional bedrooms and a spacious 2-car garage complete the home. Offering exceptional architecture, deep-water access to LIS, and one of the most desirable waterfront locations, 57 Rowayton Ave. is a rare opportunity to experience the best of coastal living.

57 Rowayton Ave, Norwalk

123 Saddle Rock Rd, Stamford
$10,995,000
5 Beds ⋅ 6 Baths ⋅ 24181580 MLS
Surrounded by the Long Island Sound on three sides, this extraordinary waterfront compound has defined the southern tip of Shippan Point for more than a century. Set on a private peninsula, it offers the rare privilege of watching the sun rise over the Sound and set back into the water with the Manhattan skyline shimmering in the distance. Designed by Hunt & Hunt Architects and completed in 1914 for inventor Thomas Robins, the main residence has been thoughtfully renovated and modernized throughout, including new electrical and plumbing systems, an expanded eat-in chef's kitchen, and beautifully reimagined open living and dining spaces designed for both grand entertaining and everyday living. Exceptional fixtures, finishes, and craftsmanship complement the home's historic pedigree, while every room is carefully oriented to capture sweeping panoramic water views. The main level is further enhanced by a stunning solarium with fireplace, offering a year-round retreat immersed in the surrounding waterfront landscape. The second floor is anchored by a newly improved primary suite featuring a private balcony with panoramic views across the gardens and Long Island Sound, a luxurious spa-inspired bath, and an expansive dressing room. Three additional bedrooms, a private office, and a versatile room complete this level, providing exceptional flexibility for family living, guests, and work-from-home needs. A charming gatehouse with guest quarters above welcomes guests to the

123 Saddle Rock Rd, Stamford

67 Stag Ln, Greenwich
$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

495 Hugh Cargill Rd, Concord
$10,890,000
6 Beds ⋅ 9 Baths ⋅ 73458705 MLS
SEE VIDEO VISUALLY DESCRIBING GROUNDS AND HOME DURING THE DAY AND AT NIGHT. Georgian Revival architectural masterpiece is sited on 23.5 acres less than 3 miles from the center of Concord and its many renowned public and private schools. Acres of level manicured gardens feature specimen plantings, lawns, waterfall and a koi pond, granite terraces, and walkways of stone and antique bricks. The sunken European-style garden features a central swimming pool designed to resemble a reflecting pond with fountain. Surrounding these formal gardens are acres of private woodlands with trails for walking, riding, snow shoeing, and cross-country skiing. These estate acres abut hundreds of acres of conservation land and provide tranquility rarely found so close to Boston. Constructed by master craftsmen using only the finest materials, the 10,375sf residence offers 6 bedrooms, fully integrates smart-house technology, and is in new construction condition. Do not approach house as driveway is alarmed.

495 Hugh Cargill Rd, Concord

15 Claridge Drive, Weston
$10,850,000
7 Beds ⋅ 9 Baths ⋅ 73569449 MLS
Few properties offer the sense of privacy, space and comfort found at 15 Claridge Drive while remaining just minutes from Boston. Encompassing 3.75 acres of beautifully landscaped grounds in one of Weston’s most desirable settings, this thoughtfully designed estate offers a rare quality of life with the ease and amenities of a private retreat. Designed by architect Thomas Catalano with landscape design by Morgan Wheelock, the home was created for comfortable family living, entertaining and multigenerational use. Set on a gentle slope overlooking rolling lawns, the property feels peacefully set apart from the pace of everyday life. Mature landscaping, specimen plantings and open grounds create a bucolic and spacious setting where children can play, family and friends can gather, and there is room to simply enjoy being at home. The main home offers five spacious bedrooms, each with an ensuite bath. A private guest apartment includes two bedrooms and a full kitchen, offering flexibility for extended family and guests. The home features multiple rooms for gathering and entertaining, along with two private offices. A four-season conservatory, fully equipped gym, state-of-the-art media room, and wine cellar with tasting room provide spaces for work, wellness, entertainment and relaxation. An elevator provides access to all four floors of the home. Outdoors, the pool, tennis court, lawns and gardens create a private setting for recreation, summer gatherings and quiet afternoons at home. The finest materials were selected to create this exceptional estate. Exterior details include stucco, Dolomitic limestone and Chelmsford granite, a Vermont slate roof and custom mahogany windows by Tischler. Inside, thoughtful materials and meticulous craftsmanship continue throughout. A stone foyer, cantilevered limestone staircase and dramatic three-story rotunda add architectural character, while generous living spaces keep the home comfortable and welcoming. With its combination of privacy, quality, space and proximity to Boston, 15 Claridge Drive offers a rare opportunity to shape daily life around what matters most, a place for family to live, gather, play and grow together.

15 Claridge Drive, Weston

139 Chappaquiddick Road, Edgartown
$10,750,000
7 Beds ⋅ 4 Baths ⋅ 73563263 MLS
Overlooking the active waters of the outer harbor and set just off the paved road, this remarkable waterfront estate occupies one of Chappaquiddick’s most spectacular stretches of beach, just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village. A rare and truly exceptional family compound, the property offers an extraordinary combination of scale, privacy, waterfront, and amenities. Expansive grounds unfold toward sweeping water views, with a gentle slope leading to a protected stretch of sandy beach and access to a 190-foot private dock with mooring. The stately main residence offers beautifully proportioned spaces updated with today’s comforts, with a thoughtful layout well suited to both intimate family living and multigenerational gatherings. The estate extends beyond the main residence to include 75 Landing Place, an additional waterfront parcel that seamlessly expands the property, offering beautiful vistas, greater privacy, and a sense of scale rarely found on Chappaquiddick. An additional three-acre parcel is also available, creating a singular opportunity to assemble a one-of-a-kind family compound of exceptional size and privacy, with the flexibility to shape the property for generations to come. Cherished by the same family for generations, this remarkable waterfront estate represents a rare opportunity to create something truly enduring—a private family retreat with the space, setting, and flexibility to become a legacy for generations to come.

139 Chappaquiddick Road, Edgartown

4 Sherwood Island Ln, Westport
$10,500,000
7 Beds ⋅ 7 Baths ⋅ 24160355 MLS
Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected open space with no immediate neighbors, the property offers a rare sense of peace and privacy-reminiscent of the Lowcountry, the Hamptons, or Nantucket, a scale and atmosphere seldom found in Westport. Beautiful in every season, the setting also offers extraordinary birdlife and nature watching. Yet it remains moments to the Post Road, train, and town centers, and just one hour from Manhattan. A collection of residences and outbuildings is thoughtfully positioned across the land, including two circa 1940s three-bedroom guesthouses with sweeping water views, creating a true family compound where generations can come together while maintaining a sense of independence. Other structures offer flexibility for staff or future use. The grounds invite a lifestyle centered around the outdoors, with a tennis court, indoor pool, pool house, and formal gardens set within expansive lawns that stretch toward the water. Whether preserved, enhanced, or reimagined, this is a once-in-a-generation opportunity to shape a legacy estate-one that will be experienced and remembered for years to come.

4 Sherwood Island Ln, Westport

114 Quaker Rd, Falmouth
$10,300,000
4 Beds ⋅ 5 Baths ⋅ 73586679 MLS
Spectacular new construction on Buzzards Bay in coveted West Falmouth. Privately set on 4.5 acres at the end of a long drive, this exceptional waterfront residence offers 350’ of private, soft white sandy beach and breathtaking 180° west-facing views with unforgettable sunsets. Quality built by a respected local builder, the home is elevated and constructed to today’s flood standards. Featuring 4 bedrooms, 4.5 baths, elevator and 2-car garage. A gorgeous chef’s kitchen with generous island opens to a dramatic great room with soaring ceilings. Expansive windows capture stunning water views from nearly every room. The beach is protected by jetties and adjacent to Little Island Beach and preserve. An extraordinary private coastal setting close to West Falmouth Harbor, Shining Sea Bikeway and West Falmouth Tennis Club. A rare combination of new construction, acreage, privacy and exceptional beachfront.

114 Quaker Rd, Falmouth

70 Possum Rd, Weston
$9,990,000
5 Beds ⋅ 10 Baths ⋅ 73475863 MLS
This peerless modern 2-acre estate is located in a highly desired private neighborhood in Weston. Exterior features a beautiful, flat landscaped yard, patio w/grill, and a full sports court. The luxurious 5 bed, 7f/3h bath interior features lofty 12’ high ceilings with walls and ceilings of glass, opening the space to the exterior and drenching this home in sunlight. Smart home features include Lutron shades to provide unmatched comfort. Unmatched detail throughout,with main level foyer, floating staircases, and an open flow to the main dining and living areas. Chef’s kitchen w/top of the line appliances & breakfast bar opens to the large family room with fireplace. Huge office, mudroom, and large 3car garage finish the main level. 2nd floor features an amazing master suite, w/2 large baths and dressing rooms. 4 additional bedroom suites and laundry finish the 2nd floor. The lower level features a large gym, pickleball/sportsroom, playroom/media room, cedar closet, and amazing storage.

70 Possum Rd, Weston

965-973 Hale Street, Beverly
$9,990,000
7 Beds ⋅ 7 Baths ⋅ 73391908 MLS
Tucked away on 27 pristine acres along Massachusetts’ famed Gold Coast, Malt Hill is a rare legacy estate offering privacy and oceanfront beauty. At its heart stands a striking three-story residence distinguished by its stucco façade, slate roof, and stately chimneys. Inside, rich architectural details pay homage to its grand origins and create an ambiance of warmth and sophistication. Beyond the main home, the estate unfolds into a world of unparalleled amenities: a carriage house with three residential units, gunite swimming pool, tennis court, and peaceful pond. A quaint “oyster camp” overlooks the tidal marsh, offering a front-row seat to the rhythms of nature. Most remarkable, however, is the estate’s private 3.8-acre beachfront—a secluded stretch of coastline where the ocean meets the horizon. With easy access to Boston, Malt Hill is the perfect retreat for those seeking both tranquility and convenience. A true masterpiece, ready for its next chapter of refined coastal living.

965-973 Hale Street, Beverly

68 Clyde Street, Brookline
$9,985,000
5 Beds ⋅ 8 Baths ⋅ 73478330 MLS
Set on .74 acres in one of Brookline’s most coveted neighborhoods, this newly constructed estate blends timeless architecture with exceptional modern design. With impeccably finished living spaces and full AV wiring, it offers 5 bedrooms, 6 full and 2 half baths, and a layout ideal for today’s lifestyle. The heart of the home is a showstopping chef’s kitchen with top-tier appliances, custom cabinetry, and a large island opening to sun-filled living and dining areas. A seamless indoor-outdoor flow connects to the private, flat tree-lined lot—perfect for entertaining or relaxation. Highlights include a luxurious primary suite with spa bath, generous secondary bedrooms, family room and a versatile finished lower level, attached 3-car garage with heated driveway, permitting for a pool. Built by a renowned local builder, this move-in-ready residence offers unmatched style, craftsmanship, and comfort in one of Brookline’s most desirable settings. Just bring your toothbrush!

68 Clyde Street, Brookline

4800 Congress St, Fairfield
$9,975,000
7 Beds ⋅ 10 Baths ⋅ 24161896 MLS
The former home of Richard Rodgers, composer of The Sound of Music, this 10.92 acre estate with a stunning modern residence was recently fully renovated and expanded, and offers curated one floor living. Generous main rooms are enhanced by lofty ceilings, skylights and walls of glass. A hidden screening room, a stunning Moroccan lounge, and a guest wing allow for A-list entertaining. Separate residential wings include 7 bedrooms and 7 full baths, each with a unique design. All property systems have been upgraded and integrated to work seamlessly .The barn pool house includes a full eat-in kitchen and lounge, bath ,and full gym steps from the pool. An office pavilion is set privately in a quiet garden area. The park like property is surrounded by high stone walls, a nature preserve, open land, a heated paddle tennis court, and an orchard. Live in ultimate style and easy elegance just a quick commute to NYC and airports. This private haven surrounded by a 155 acre nature preserve is minutes to Fairfield, Westport and Greenwich dining and shopping.

4800 Congress St, Fairfield

57 Hancock St, Boston
$9,900,000
5 Beds ⋅ 7 Baths ⋅ 73585937 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.

57 Hancock St, Boston

50 Poplar Hill Dr, Farmington
$9,900,000
21 Beds ⋅ 40 Baths ⋅ 24120482 MLS
Once home to both Mike Tyson and 50 Cent, this extraordinary estate sits on more than 17 private acres in Farmington, Connecticut-a historic town just 10 miles west of Hartford and ideally positioned between Boston and New York City. Spanning an impressive 51,000 square feet, the residence embodies unmatched opulence, with over $3 million in recent renovations elevating it to a world-class standard. Inside, discover an indoor pool and spa, a lavish nightclub, recording studio, billiards room, casino room, multiple game rooms, a racquetball court, state of the art fitness center, grand foyer, elevator and seven kitchens serving 21 bedrooms and 40 bathrooms. There is a boardroom, library and offices. Outside, the grounds are equally captivating with a resort-style pool, grotto, waterfall, private bridge, 4 bedroom guesthouses, pool house, a pond with fountain, basketball and tennis courts and an 8 car garage. This is more than a home-it is a rare opportunity to own a legacy estate of iconic distinction.

50 Poplar Hill Dr, Farmington

203 Shore Rd, Greenwich
$9,875,000
5 Beds ⋅ 6 Baths ⋅ 24196984 MLS
Hamptons-Inspired Elegance in Waterfront Lucas Point Experience the ease of coastal living just one hour from New York City in the coveted private waterfront association of Lucas Point in Old Greenwich. Residents enjoy an exceptional lifestyle anchored by a private sandy beach, dock, and boat storage, while the neighborhood's charming privet-lined lanes foster a true sense of community--where neighbors gather on their porches to share conversation and watch the evening sunset. A ''Coastal Shingle Style Residence'', 2016 HOBI Award winning home, designed by noted Greenwich Architect Steven Mueller, sits atop one of the highest elevations in Lucas Point, on one of the neighborhood's largest properties. The level half-acre parcel lies outside the flood zone and offers dual access from Shore

203 Shore Rd, Greenwich

9 Over Rock Ln, Westport
$9,860,000
6 Beds ⋅ 9 Baths ⋅ 24205443 MLS
Newly completed, this exceptional modern estate offers approximately 9,200 square feet on 2.1 private acres just minutes from downtown Westport, Compo Beach, and Metro-North. Thoughtfully designed with European craftsmanship, premium finishes, and sophisticated smart-home technology, the home blends timeless design with exceptional functionality. A dramatic floating staircase anchors four finished levels featuring soaring ceilings, custom millwork, and engineered white oak flooring. The chef's kitchen showcases dual quartzite waterfall islands, custom rift white oak cabinetry, a walk-in pantry, and a professional appliance suite. The primary suite offers cathedral ceilings, a fireplace, private balcony, dual dressing rooms, and a spa-inspired bath with heated floors and a soaking tub. Designed for seamless indoor-outdoor living, the nearly 950-square-foot covered terrace features granite flooring, a wood-burning fireplace, outdoor kitchen, heated 20' 40' saltwater pool, 10-person spa, and room for a future tennis or pickleball court. The walk-out lower level includes a family room, wet bar, fitness studio, guest suite, and flexible space for a theater, golf simulator, or media lounge. Prepare to fall in love.

9 Over Rock Ln, Westport

14 Indian Trail, Barnstable
$9,850,000
5 Beds ⋅ 5 Baths ⋅ 73395925 MLS
Legacy, Lifestyle & Opportunity - A discreet treasure in one of Cape Cod's most prestigious enclaves, this exceptional waterfront property offers rare access to legacy, lifestyle, and limitless potential. Originally part of a historic compound long held by the Mellon family and now by noted philanthropist and collector William Koch, the property stands as a rare opportunity to own a slice of coastal legacy. This waterfront estate offers 1.78 acres of private grounds, a beautifully preserved five-bedroom residence, and a substantial deep-water dock with direct access to Nantucket Sound—accommodating six or more vessels with ease. Inside, the home exudes understated charm with a seamless connection to outdoor living—screened porch, expansive deck, and water views from most rooms. A welcoming main-level primary suite with adjoining study anchors the floor plan, while the heart of the home features a stone fireplace, an open-concept kitchen, and a screened porch that opens to an expansive deck—perfect for entertaining or quiet reflection. Upstairs, guest bedrooms are enhanced by gracious proportions and stunning vistas. With additional buildable parcels from the same legacy estate also available, this is a rare opportunity to establish a private compound in one of New England's most exclusive waterfront enclaves. A sanctuary of coastal beauty and historic significance, all within the beloved village of Osterville - home to world-class golf, protected waters, and the timeless allure of Cape Cod. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

14 Indian Trail, Barnstable

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