Single Family Homes

MLS Number 22200155

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

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 22300830

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

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 22200926

• Residential
• Bedrooms 7
• Bathroom 6
• Square Feet 7,200
• Parking Spaces 20

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 W Dougherty of Compass Massachusetts,LLC

MLS Number 22300106

• Residential
• Bedrooms 8
• Bathroom 6
• Square Feet 4,859
• Parking Spaces 15

Magnificent eight bedroom mansion from days gone by designed by Architect Edward Sears Read. Perched on a hill overlooking Chatham Harbor, North Beach, and the Atlantic Ocean beyond. Almost 300 feet of sandy private beach described by an article on 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 B Burke and Ward H Brown,III of William Raveis Real Estate & Home Services

MLS Number 22203874

• Residential
• Bedrooms 7
• Bathroom 6
• Square Feet 4,896
• Parking Spaces 5

Welcome to ''Point House'' a spectacular 5.98-acre waterfront estate on a peninsula overlooking the glistening waters of West Bay. In a setting of unsurpassed beauty, the 4,896 square foot residence offers truly exceptional water vistas, beautiful gardens, an expansive private sandy beach, and a substantial deep-water dock from which you can sail into the waters of Nantucket Sound. The 6-bedroom home features generous yet comfortable living spaces, beautiful architectural detailing, custom wood flooring and 5 fireplaces. The entry foyer welcomes you to the beautiful views and impressive deck that runs the length of the home and beckons you to step outside to take in the panoramic views. Highlights include a light filled, two story great room with a beautiful floor-to-ceiling brick fireplace, a well-equipped kitchen opening into the dining area and a family room accented by a fireplace all opening to the outside living spaces making this flow ideal for quiet family enjoyment or larger scale entertaining. Two bedrooms and a sitting room with fireplace can also be found on the 1st level. The primary bedroom features beautiful water views, a spacious bath, walk in closet and a large sitting room with fireplace, and three additional bedrooms and a sitting room finish the 2nd level. A third-floor walkup to a tower provides the perfect vantage point to watch the incredible sunsets you'll experience from this property. Also offered is a detached two car garage which includes living space above for extended family and guests. This seaside estate affords the utmost privacy yet offers proximity to the village of Osterville with its boutique shops and fine dining. Experience an exceptional lifestyle from this one-of-a kind waterfront estate!

Listed by Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22300899

• Residential
• Bedrooms 8
• Bathroom 5
• Square Feet 4,033
• Parking Spaces 5

From its unparalleled location on Little Island in Osterville, this special waterfront estate overlooks the sparkling waters of West Bay and offers breathtaking water vistas from its private and elevated setting. This 2.45-acre lot features a substantial deep water dock, private sandy beach and an expansive yard perfect for entertaining. Classic in design, the 3,315 square foot main house, filled with natural light, is abundant in space with six bedrooms and a substantial multilevel deck. The first floor features grand living and family rooms both with impressive fireplaces and gorgeous water views on three sides, a spacious cook's kitchen, dining area and a primary suite with two walk-in closets, luxurious bathroom and incredible water views. The second floor features five bedrooms, two full bathrooms and a water view balcony. The outdoor living spaces are equally impressive, with a sprawling backyard and patio areas providing ample space for relaxation. A two-bedroom guest house with deck is available for overflow guests. With its incomparable location, fabulous amenities, and stunning water views, this waterfront estate on Cape Cod is truly a once-in-a-lifetime opportunity to enjoy your own piece of paradise. Osterville offers beautiful beaches and landmark oceanfront estates and with its peninsular location and ample waterways, it's a boater's dream. Home to the exclusive Oyster Harbors Club and Wianno Golf Club, it's also ideal for the dedicated golfer. Spend the day sunning and swimming at Dowses Beach, then explore Osterville's quaint yet sophisticated downtown, full of great shops and charming restaurants.

Listed by Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22300596

• Residential
• Bedrooms 6
• Bathroom 8
• Square Feet 6,492
• Parking Spaces 4

The Grand Dame of Wianno is available....this signature property has been lovingly restored to even better than in its Glory Days. The perfect home for entertaining with 6 plus bedrooms, a grand ballroom that features the largest window on Cape Cod, formal living room and dining room, an exquisite gourmet kitchen, an additional family room, home office and more. The interior elevator makes for easy access to the upstairs bedrooms. The exterior grounds are gorgeous with an exceptional in ground pool, many decks and patios and the potential for a guest house and Sport's Court. Did I mention water views of East Bay, close proximity to Dowses' Beach and a short stroll to Osterville Village. A one of a kind offering!!

Listed by W&W Boston/Cape Cod Connection and Joan Witter of Compass Massachusetts,LLC

MLS Number 22301766

• Residential
• Bedrooms 2
• Bathroom 3
• Square Feet 1,786
• Town Chatham

Set on a south-facing lot protected from the ocean, this Chatham escape will afford its new owners views of the Oyster Pond and a mile long stretch of Oyster River. Almost as striking is its history: it is the former working farm of Chatham Bars Inn. Owned by the same family for over 70 years, the estate could accommodate an additional 4-bedroom structure and possibly a pool bringing back the tradition of families summering together on the shore. Arrive by winding drive to the main home, built in 2004. Plentiful windows allow you to enjoy the sights with your morning coffee. A finished basement, 2 car garage and a separate barn with a garage and workshop provide ample space to store your beach gear. Watch boats drift by from the wrap around deck, spot waterfowl and church steeples in the distance, gaze at the fireworks on New Year's Eve, and see the sunset to the tune of lapping waves. Water ski, paddle down the river to Nantucket Sound, or shop in town center, which is minutes away.

Listed by Rick Smith of Gibson Sotheby's International Realty

MLS Number 22302087

• Residential
• Bedrooms 5
• Bathroom 10
• Square Feet 11,000
• Parking Spaces 8

Set on 2.74 acres, Fox Hill offers everything you could want in a coastal sanctuary with 11,000 square feet of luxury. This retreat has stunning views of Crows Pond, Eastward Ho Pleasant Bay, and the Atlantic Ocean There is a private dock with easy access to Pleasant Bay. There are five ensuite bedrooms. The airy living room has a stone fireplace and window seats, that offer vast water views. The chef's kitchen features a Wolf gas range, an island with seating and doors to a deck overlooking Crows Pond. The formal dining room has raised panel walls and a butler's pantry with a wet bar. The three-level home includes an office, a lower-level gym and sauna. The lower level opens out to the pool and spa and includes a family room and kitchen.

Listed by Tim/Becca Team Great Oak of Realty Executives