Waterfront Homes & Condos

MLS Number 22200155

• Residential
• Bathroom 14
• Bathrooms Total Decimal 11.5
• Bedrooms 7
• Full Bath 9

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
• Full Bath 10
• Half Baths 2
• Bedrooms 8
• Bathroom 12

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
• Parking Spaces 20
• Half Baths 1
• Full Bath 5
• Bathroom 6

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
• Parking Spaces 15
• Bathroom 6
• Bathrooms Total Decimal 6
• Bedrooms 8

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
• Parking Spaces 5
• Bathrooms Total Decimal 6
• Bedrooms 7
• Full Bath 6

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 22205138

• Residential
• Parking Spaces 20
• Full Bath 6
• Half Baths 4
• Bedrooms 5

One-of-a-kind trophy estate offering the finest of resort-style living set on a private peninsula of 17.5 acres. The property features a substantial deep-water dock, multiple sandy beaches, a 9,553-square-foot main residence designed by award-winning architect Doreve Nicholaeff, and a 3,363-square-foot guest house with three bedrooms. Other amenities include a tennis court, indoor and outdoor pools, a gym, sauna, steam shower, and locker room. An entertainer's dream, the chef's kitchen is open to the main living area and has dramatic double-height ceilings, a built-in breakfast banquette looking out over the harbor, top-of-the-line appliances, and a butler's pantry. Bring guests to the top floor to find an observatory/lounge with panoramic views and a full wet-bar. The primary bedroom offers panoramic views with a wrap-around terrace, two large walk-in closets, and en-suite bath. The additional bedrooms are equally well-appointed with en suite bathrooms and water views. Located within the desirable village of Cataumet, one can take their boat straight across the harbor to the Chart Room or enjoy day trips to Martha's Vineyard or Provincetown. One-hour drive from Boston or Providence.

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

MLS Number 22300899

• Residential
• Parking Spaces 5
• Bathroom 5
• Half Baths 1
• Bathrooms Total Decimal 4.5

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 22202441

• Residential
• Parking Spaces 2
• Bathroom 7
• Bedrooms 5
• Full Bath 5

Just a 1/2 mile from charming downtown Chatham lies a spectacular estate at 43 Morris Island Rd. Overlooking the Atlantic Ocean, this compound sits 23 feet above sea level with commanding, unobstructed views of the Atlantic Ocean. There are over 1.6 acres of manicured lawn and landscaping plus acres of sand dunes making this the best of Cape Cod beachfront living. The main house has over 5,100 square feet and was designed by renowned architect Kent Duckham. There are expansive views of Lighthouse Beach, North Beach, and the ocean from every room on the first and second levels. Upstairs there is a special sitting room and balcony to enjoy the ever-changing landscapes. The second level also includes a 440 sq. ft. light-filled art/studio with great views of Chatham Light to the north and Monomoy island to the south. In the lower level, there is a 1,000 bottle wine cellar, a theater, and a gym. In addition, there is a sweet gem of a guest house, just steps from the main residence. Please see Clark Engineering's report and Boxbrownie's rendering for an inground pool looking out over the dunes.

Listed by Jeffrey S Marcus of Sotheby's International Realty

MLS Number 22102159

• Residential
• Parking Spaces 4
• Bathroom 8
• Bathrooms Total Decimal 7
• Bedrooms 4

If there ever was the epitome of a beach house, this is it. Sited on an elevated peninsula reaching out from the Saconesset Hills between the Great and Little Sippewissett Marshes, The Beach House was created as a refuge from the cares of the world and as a gathering place for generations of family and friends. It is hard to imagine the time, money, and creativity that was required to create this incredibly unique property and now it is available for the next group of families, friends, or just you to enjoy. The property consists of extensive beach frontage, dunes, and marsh lands. The offshore sand flats and tidal estuaries provide a natural wonderland for fly fishermen, bird watchers, shell collectors, and naturalists of all ages and interests. The residence was built in 2009 and is a classic shingled gambrel Cape design with a living area of 4,244 square feet. It encompasses four bedrooms with five full baths and one half bath. It has an open flow to take advantage of the spectacular views across Buzzards Bay to the west and north along the beach and into the Great Sippewissett marsh.

Listed by Stewart Young of LandVest,Inc.

MLS Number 22301766

• Residential
• Full Bath 2
• Bathroom 3
• Half Baths 1
• Bathrooms Total Decimal 2.5

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
• Parking Spaces 8
• Bathroom 10
• Bathrooms Total Decimal 8
• Bedrooms 5

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

MLS Number 22300753

• Residential
• Parking Spaces 4
• Bathroom 6
• Bathrooms Total Decimal 5.5
• Bedrooms 5

This outstanding waterfront property, overlooking beautiful Saquatucket Harbor, features one of the most impressive and private deep-water docks available throughout Cape Cod. Offering the ultimate yachting lifestyle, this western facing residence boasts a premier 120' dock with direct deep-water access to Nantucket Sound and over 200' of water frontage on the harbor. The 4,557 square foot home, filled with natural light, is abundant in space with 5 bedrooms, 5 full and one-half bathrooms, and is ideal for entertaining with the living areas overlooking the water and the spacious back yard with an inground pool, spa and multiple outdoor seating areas. Graciously appointed, the first floor features a living room with fireplace, inviting family room, beautiful dining room, well equipped kitchen, master suite with direct access to the back patio, and two bedrooms with a full bathroom. Upstairs are two en-suite bedrooms with sitting areas, and a home office with stunning views directly to the Sound. A private association beach on Nantucket Sound is just a short stroll away. Harwich Port is a quiet and elegant seaside village on Nantucket Sound offering miles of coastline with active harbors and majestic beaches. With sailing and yacht clubs dotting its shores, it is a boater's paradise. Discover the true essence of Cape Cod through this rare and special waterfront property. 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.

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