Single-Family Listings

MLS Number 72933462

• Residential
• Bedrooms 7
• Bathroom 14
• Square Feet 15,500

Set on Osterville’s exclusive Sea View Avenue with commanding views over Nantucket Sound and an unprecedented 280 feet of private sandy beach, a once-in-a-lifetime coastal oasis awaits. Magnificent landscaping sets the stage, with specimen trees and lush plantings that offer total privacy across 3.66 acres. Designed in perfect harmony with its surroundings, virtually every room has ocean views and direct access to the outdoors. A thoughtful layout divides the residence into a main house and attached guest house with a total of 7 en suite bedrooms. Outdoor living is highlighted by a resort-style swimming pool, summer kitchen, and expansive terrace for sunbathing and al fresco dining. Additional amenities include a 5,000-bottle wine cellar, golf simulator, gym, massage room, 7 garage spaces, and a separate staff house. Located in one of New England’s most sought-after waterfront communities, this grand estate is minutes away from everything Osterville has to offer, yet a world apart.

Listed by Paul E. Grover of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 73039418

• Residential
• Bedrooms 6
• Bathroom 7
• Square Feet 16,390
• High School Merhs

A one-of-a-kind seaside treasure that embraces the coastal lifestyle of Boston’s North Shore. Situated on 4.4± private acres on a private peninsula in Manchester by the Sea, the property offers dramatic vistas to Chubb Island, Misery Islands, Marblehead, and out to the bold Atlantic Ocean. Offering includes a separate parcel with a stone teahouse on the the water’s edge with additional space for guests with 2 beds and 2.5 baths. Beyond its impressive façade, the main residence has 6 beds and 6.5 baths and is a glorious synthesis of palatial living spaces and exquisite details. This North Shore oceanfront retreat has plenty to do outside as well. When you’re not busy playing a round of chess with the life-size chess set, you can take a dip in the ocean facing pool, enjoy an alfresco dinner with friends on the rooftop terrace, one of the many entertaining spaces. A fully licensed deep-water dock with ramp and float and small sandy beach are steps away.

Listed by Lanse Robb and Sophie Soman of LandVest,Inc.

MLS Number 73087230

• Residential
• Bedrooms 8
• Bathroom 12
• Square Feet 10,929

Sophisticated interiors and sweeping ocean views define this extraordinary waterfront estate. Newly finished and set on two acres with a swimming pool and private dock, unsurpassed quality and attention to detail are found throughout. The grand entryway leads to a spacious living room with soaring ceilings and walls of glass that set the stage with a stunning backdrop of West Bay. Designed to embrace outdoor living, a spacious deck and pool area run the length of the home along the water, creating the feel of a private seaside resort. The marble-clad kitchen is ideal for entertaining, while six en suite bedrooms offer luxurious accommodations for all. The exquisitely appointed primary suite features an office, sitting area, private deck, two dressing rooms, and a spa-like bathroom. Additional highlights include a home gym, wine cellar, and two separate apartments for staff or guests.

Listed by Paul E. Grover and Matthew De Groot of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 73090600

• Residential
• Bedrooms 7
• Bathroom 7
• Square Feet 6,778
• High School Whs

Extremely rare 3+ acre property in the heart of exclusive Wellesley Farms. This elegant 1905 Colonial has beautiful period details throughout, including the most gorgeous foyer and staircase in town. 15 rooms, 6 bedrooms, 6 full baths. Significant formal spaces. Family friendly floor plan. Private guest quarters located above the three-car garage. Situated atop a gentle rise with ample space and privacy, the property provides the perfect canvas to renovate/expand/rebuild to your dream specifications. Painstakingly assembled, this offering consists of two lots and has frontage on Hundreds and Valley Roads opening up multi dwelling possibilities including car barn or guest house. Live your Dream!

Listed by Betsy Kessler and Christine Lawrence of Rutledge Properties

MLS Number 73070365

• Residential
• Bedrooms 8
• Bathroom 6
• Square Feet 4,859

Magnificent eight bedroom mansion from days gone by, designed by famous architect Edward Sears Read. Perched on a hill overlooking Chatham Harbor, North Beach, and the Atlantic Ocean beyond. Almost 300 feet of private sandy private beach described by an article in CNN as "one of the top 9 secret beaches in NORTH AMERICA". Three acres of land has room for expansion, a guest house, a pool, and/or a tennis court. A true forever, family compound within an easy walk to downtown Chatham or Chatham Bars Inn. Must see the whole property, inside and out, to fully appreciate the surroundings, the privacy of the three acres, the 300 feet of beach, the eight bedrooms, the six fireplaces, and the miles of views to the north, south, and east. And what a spectacular, one of a kind property owned by the same family since the 1940's.....Opinion of some people in town is that this is the nicest property in Chatham......You decide......

Listed by John Burke and Waldo Brown of William Raveis Chatham

MLS Number 72950704

• Residential
• Bedrooms 9
• Bathroom 9
• Square Feet 7,200

One of the finest oceanfront properties to exist in all of New England, "High Scatteree" sits proudly on nearly 3.7 acres and is sited to enjoy absolutely commanding water views. Behind tall and established hedges for the ultimate in privacy, a winding gravel drive welcomes guests to the classic shingle style Main House which offers 7 bedrooms, 7 fireplaces and a thoughtful floor plan ideal for comfortable family living or grand entertaining alike. Surrounded by meticulous lawns and gardens, a clay tennis court is found nestled on the park like grounds which include a personal arboretum of specimen trees. A 2 bedroom Guest House overlooks an award winning seaside rose garden, while steps to a private beach, deep water dock, and boathouse complement the property's many resort-like amenities. Updated and expanded several times by top builders and craftsmen, this once-in-a-lifetime property blends timeless architecture and current finishes with modern systems and infrastructure.

Listed by Brian Dougherty and Nicholas Robert of Compass

MLS Number 72950372

• Residential
• Bedrooms 15
• Bathroom 12
• Square Feet 14,000
• High School Westwood High

Welcome to Acorn Hill. This private gem is hidden right off of RT. 95. 27+ acres and one of the finest Estate properties in New England. Designed for family and friends, this "homey pastoral estate" provides comfortable spaces in the main house, in-law house, guest house, and caretaker house.Main house offers sunny foyer, his/her home offices, large living room, dining room with fireplace, cooks kitchen with fireplace and eat-in area, dog room and two pantry's. Adirondack room as it is called, is a slice of Vermont with a bar and outdoor fire pit.Second level offers Master suite includes Boudoir, his/her walk-in closets, large master bath with fireplace and roof deck access. Eight additional bedrooms, and third floor recreational space are offered.Enclosed breezeway to the separate in-law house is convenient and essential for live in family, it has three bedrooms, baths and more.Caretaker house, Barn (4 stall), tennis court/pool. This property is extremely private MUST be experienced.

Listed by Wendy Fox of Compass

MLS Number 73057384

• Residential
• Bedrooms 23
• Bathroom 12
• Square Feet 15,000

The Ayer Mansion is the only Tiffany-designed home in the world. Standing five stories on both Commonwealth Ave and Marlborough St, this is a rare opportunity to match a buyer’s vision with a uniquely modern design. Designed by Louis Comfort Tiffany, the sleek, pale façade with bright mosaic detail challenges the Boston streetscape as much now as it did at its unveiling in 1902. Entering the great hall, the eye is drawn to the tall fireplace, vaulted ceiling and up the imperial stairs under the proscenium arch of Tiffany mosaics tiles. At the top of the first landing and seen from the foot of the stairs, a trompe l’oeil Greek temple reflects unusual depth and light. With designs in place and an award-winning team of developers and architects assembled, this private residence will offer its next occupant the opportunity to reimagine this livable work of art. With each floor ranging in size from 2700sf to 3000sf, the conceptual redesign accommodates 6 bedrooms, 13 baths and 3-Car garage.

Listed by Greta Gustafson and Ruth Kennedy Sudduth of LandVest,Inc.

MLS Number 73084552

• Residential
• Bedrooms 7
• Bathroom 10
• Square Feet 10,000
• High School Merh

Presenting 38 Masconomo, a stunning Manchester manor that offers the perfect blend of classic and contemporary style. A dramatic entryway welcomes you to a palatial foyer with soaring ceilings, a grand double staircase and a stunning chef's kitchen complete with custom elmwood cabinets, a Sub-Zero fridge and freezer, 2 Thermador dishwashers, additional fridge and freezer drawers, and a six-burner Wolf gas range and oven. The beautiful second level offers 7 bedrooms, 6 of which with a walk-in closet, full en suite bathroom, and stunning ocean views. The second level also boasts a leisure and entertainment complex with a movie theater, billiard room, and sizable home gym. The exterior's salt water infinity pool and spa, outdoor kitchen and gazebo are perfect for entertaining and a fully outfitted cabana with full kitchen, bathroom, steam shower, sauna, and gas fireplace is the perfect place to kick back and relax. Lastly, enjoy your very own private beach with deeded rights.

Listed by The Sarkis Team, Sofia Bikos and George Sarkis of Douglas Elliman Real Estate - Park Plaza

MLS Number 73033196

• Residential
• Bedrooms 7
• Bathroom 8
• Square Feet 10,255

Contemporary luxury meets exceptional historic details in this exquisite Back Bay Townhouse! With over 10,000 SF of impeccably renovated living and entertaining spaces, this property is in a class of its own! With exceptional views of both the Charles River and Back Bay Skyline, this home comprises 7 bedrooms and 6 full, 2 half baths and has graciously proportioned rooms and a thoughtful layout. The designer chef’s kitchen with top of the line appliances opens directly onto a spectacular deck and patio, allowing for easy “indoor/outdoor” living. The top floor primary suite has multiple private patio spaces and a stunning skylight, bathing the spaces in natural light. The spacious gym has an attached full bath. The high level of sophisticated craftsmanship, elevator, 1 car garage (w/ 2 outdoor deeded spaces) and intricate details throughout, make this home a rare find indeed! This home is ideally situated in the heart of Back Bay and is in the center of everything Boston has to offer!

Listed by Maggie Gold Seelig of MGS Group Real Estate LTD

MLS Number 72999830

• Residential
• Bedrooms 6
• Bathroom 9
• Square Feet 10,309
• High School Westwood

This spectacular Rich Levey-designed contemporary is perfectly set at the end of a long winding drive on 31.43 secluded acres. It offers 10,000 sq ft of open living area, which takes advantage of long views over the infinity pool to a stream-fed pond with boat house. Inside, details such as floor-to-ceiling windows that rise to 20 ft heights, and a three-season porch create a seamless flow from outdoors to in. Thoughtfully conceived, with interior design by Meichi Peng, the house includes soaring Venetian plaster walls, porcelain tile floors with radiant heat, a stunning kitchen, a beautiful primary suite, plus 5 ensuite bedrooms including a connected 2-bedroom guest house. There is also a glass-enclosed wine cellar, a home theater, and gym. A workshop and studio space can be found in the 2,800 sq ft barn across the large circular driveway from the main house. This private estate offers an ideal work-from-home environment close to Boston.

Listed by John Boyle and Ruth Kennedy Sudduth of LandVest,Inc.

MLS Number 73016268

• Residential
• Bedrooms 7
• Bathroom 6
• Square Feet 4,896

“Point House”: a spectacular 5.98-acre waterfront estate on a peninsula overlooking West Bay. In an unsurpassed setting, the 4,896 sq ft residence offers exceptional water vistas, gardens, an expansive private beach, and a substantial deep-water dock. The 6-bedroom home features generous living spaces, beautiful architectural detailing, custom flooring and 5 fireplaces. The foyer welcomes you to the views and impressive deck and beckons you to step outside to take in the panoramic vistas. Highlights include a light filled, 2 story great room with a floor-to-ceiling brick fireplace, well-equipped kitchen, dining area and a family room accented by a fireplace, all opening to the outside spaces. Two bedrooms and a sitting room with fireplace are on the 1st level. The primary bedroom features beautiful water views, a spacious bath, walk in closet and a sitting room with fireplace, and 3 bedrooms and a sitting room finish the 2nd level. A detached 2 car garage includes living space above.

Listed by Robert Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties