$5M and Above

MLS Number 21801395

• Single Family
• Village Hyannis Port
• Year Built 1995
• Bathroom 8
• Full Bathrooms 7

Point of View. This exclusive, gated, 9 acre estate boasts truly unparalled 250-degree views of Nantucket Sound& Martha's Vineyard to Hall's Creek, Squaw Island and beyond. *ABSOLUTELY the *FINEST VIEWS* on Cape Cod! The family compound features your own private unspoiled sandy beach, carriage house w/ 1700 sq ft 3 bedroom, 2 bath guest house overlooking Halls Creek, 6 car garage and private caretakers quarters. The exquisite 5 bedroom 10,000 sq ft, award winning home was designed by architect Richard Bertmann and has incorporated striking visual elements (40 ft tower and 3 story rotunda...) in a traditional New England style shingled home. The lavish interior features large gourmet kitchen, huge master bedroom suite, indoor pool, gym, sauna, wine cellar. The property is subdivided into

Listed by Jonathan A Matel of William Raveis RE & Home Serv.

MLS Number 21904886

• Single Family
• Village Osterville
• Year Built 1900
• Bathroom 7
• Full Bathrooms 6

Imagine the splendor of a life lived as a steward of the harbor. For the last 40 years, that's exactly what the owners of this timeless estate on Little Island in Osterville have done. From their vantage point at the head of the inlet, they have watched as thousands of boats of varying shapes and sizes have paraded their passengers in and out of West Bay. They have welcomed many of these seafarers to their docks to tie up while they awaited the rise of the drawbridge into North Bay and have shared refreshments with them at their refurbished antique shanty or private sand beach while they passed the time. With four distinctive dwellings on their privately set 3.73 acres, they have hosted many a get together both formal and informal and more often than not have enjoyed the quiet serenity and immeasurable beauty of their unique waterfront oasis. This is your once in a lifetime opportunity to embrace this captivating lifestyle.

Listed by Reciprocal Agent of Reciprocal Office

MLS Number 21903622

• Single Family
• Village Osterville
• Year Built 1918
• Bathroom 7
• Full Bathrooms 5

Perched upon an elevated almost ten-acre bay front parcel sits an exceptionally rare offering in arguably the finest location of Oyster Harbors. ''Faraway,'' as it is known, evokes the elegance of a bygone era and features commanding vistas of Cotuit Bay, Sampson's Island, Nantucket Sound, and on the horizon, Martha's Vineyard. Stately manicured grounds include sweeping lawns on all sides, a rose garden, gated swimming pool, and a wooden staircase along the breakwater down to a deep-water dock large enough for a substantial yacht. Tastefully updated over the course of 40+ years of single-family ownership, the main home has been meticulously maintained and almost all rooms enjoy a water view. In the entry hall you are greeted with sweeping views through floor-to-ceiling windows. Step-down into the formal loggia for entertaining; a wood-burning fireplace provides warmth and cheer. In the east-wing of the house is a stately living room with lovely built-ins and a Dutch door opening onto a cozy sun room overlooking the bay, lawn, and swimming pool. In the west-wing is an entertainer's dream dining room with seating for twelve or more, a fireplace, a built-in mirrored china cabinet and dutch-door to gardens. Through a classic butler's pantry with a sink and shelving is a large, open concept kitchen with commercial-sized refrigerators, island and casual TV/family room with a breakfast nook. A set of back-stairs provide easy access to the second-floor. An elevator and grand staircase with double-landings in the entry hall leads to a bright second-floor gallery. Two large guest bedrooms each have their own baths providing luxurious accommodations for guests. A central master bedroom with en-suite bath and two separate dressing rooms enjoys stunning water views. In the west-wing are two overflow guest bedrooms each with their own baths, second-floor laundry, and an outdoor second-floor deck overlooking the rose garden and water. There is an unfinished third-floor providing ample storage with the possibility of a conversion to additional living spaces. A detached carriage house with garage has two guest bedrooms, a full kitchen, bathroom, and a common area complete this offering. "Faraway" is an original Oyster Harbors property, the perfect waterfront estate ideal for high level entertaining, private family functions and the most discerning of buyers.

Listed by Herb Pheeney of Oyster Real Estate

MLS Number 21908511

• Single Family
• Village Osterville
• Year Built 1914
• Bathroom 4
• Full Bathrooms 3

Prominently sited on Bog Pond with direct access to North Bay and beyond to Nantucket Sound, this storied heritage estate is set on over eight pristine acres creating an unmatched setting for extraordinary living. Surrounded by captivating water views, this remarkable property offers a rare opportunity for complete seclusion while in the heart of Osterville. Built in 1914, the five-bedroom main house is a time-honored lodge with magnificent water views and handsome period detail. The guest house is simply perfect for waterside entertaining and relaxed getaways. Located in one of Osterville's finest estate neighborhoods, this property boasts dual frontage on two pristine bodies of salt and freshwater, protected deep water dock, rolling lawns, lush gardens, and swimming pool. This exquisite offering presents a unique opportunity to create an unrivaled generational compound with effortless proximity to renowned village shops, restaurants, marinas and Wianno and Oyster Harbors clubs. Please note that this property is available as a compound or two individual waterfront home sites.

Listed by Paul E Grover of Robert Paul Properties, Inc.

MLS Number 21908121

• Single Family
• Village Chatham
• Year Built 2001
• Bathroom 9
• Full Bathrooms 5

Seaside sophistication in a world class setting!The lure of breathtaking water vistas and the appeal of luxurious appointments can be found in this grand waterfront property known as ''Viewpoint Estate''. An unparalleled location, the secluded 5.2-acre setting offers panoramic water vistas of Oyster Pond River, Hardings Beach and Nantucket Sound. Set atop an elevated bluff surrounded by 1,130 feet of shoreline, the owners painstakingly created this spectacular estate where privacy was paramount, and design incorporated the ideal balance of comfort and elegance. The 10,350 sq. ft. main residence offers sophisticated, striking design, generous yet comfortable living spaces, beautiful architectural detailing, richly variegated water views and flawless craftsmanship. Interior spaces include a welcoming foyer, stunning great room and formal dining room along with a fabulous chef's kitchen with top of the line appliances and a large breakfast area, and a mahogany clad private bar and office. The upper level features five bedrooms including the stunning master suite and a bunkroom over the garage. The lower level offers a custom designed theater room with billiards area and sixth en suite bedroom. An infinity-edge pool, multiple outdoor seating areas and path to the water's edge are havens for entertaining or relaxing and soaking in the sweeping views. Also included is a beautifully designed 1,673 square foot guest house featuring two separate apartments ideal for extended family and friends. "Viewpoint Estate" offering an unparalleled lifestyle is a legacy property for generations to come.

Listed by Robert B Kinlin of Robert Paul Properties, Inc.

MLS Number 21908572

• Single Family
• Village Orleans
• Year Built 2012
• Bathroom 8
• Full Bathrooms 5

''Bluefish House'' Located in East Orleans is this exceptionally crafted private waterfront estate. Expertly sited on 10.5 acres to create insulation from surrounding properties. This residence sits high on a knoll overlooking both Town Cove and Rachel's Cove, with views outward over the Atlantic Ocean. The residence, with extensive custom details and distinctive finishes throughout, offers almost 10,000 feet of living space with 5 bedrooms, eight baths and a private gym. There's ample room for guest and limitless options for entertaining. Outside, a heated salt water pool, multiple levels of patio area's, tennis courts, and walking trails await. A mooring on Town Cove with access to the Atlantic Ocean provides the finishing touch.

Listed by Brian B Pothier of Gibson Sotheby's International Realty

MLS Number 21900851

• Single Family
• Village Osterville
• Year Built 2005
• Bathroom 8
• Full Bathrooms 5

There are three possible benefits to living beside the sea: Views, beach and boating. Most properties offer one of these and most offer no more than two. This extraordinary residence offers ALL the benefits of living on the water and takes it even further. A private location within close proximity to the village center, west-facing views, pool and a painstakingly designed, built and maintained estate residence. Enjoy this extraordinary opportunity to experience the best of Osterville sea side living. Please verify all information contained her

Listed by John A Largay, Jr of Sotheby's International Realty

MLS Number 21908223

• Single Family
• Village Chatham
• Year Built 1960
• Bathroom 6
• Full Bathrooms 5

This extraordinary waterfront estate is one of the most significant properties to come to market in Chatham. Set on 7.75 fenced in acres and abutting 20 acres of conservation, the residence offers 300 feet of waterfront footage, a deep-water dock, Pebble-Tec pool, fountain and an impeccable Oyster Pond River setting that is just a short stroll to Chatham's Village. The multi-roomed renovated estate comprises 5 BR 4.1BA with 3 fireplaces, custom kitchen with Aspen wood cabinetry, first floor master suite and views from nearly every room. The estate surprises with a whimsical two-story ''tower'' radiating light that connects to a dramatic lounge with soaring beamed ceilings, state of the art projection systems, billiard room, kitchen, and full bath. Full amenities available upon request.

Listed by Chris Rhinesmith of Compass

MLS Number 21906603

• Single Family
• Village Chilmark
• Year Built 1850
• Bathroom 5
• Full Bathrooms 4

Spectacular and charming; this cottage style home and guest annex is located in one of the most picturesque parts of Martha's Vineyard. This home is full of character with access to private beach just steps from the home and unforgettable ocean views from nearly every vantage point on the property. The main house offers a large gourmet kitchen, amazing patio space for outdoor dining, quaint bedrooms and several entertainment and gathering space. The recently constructed guest annex and garage space is tastefully done with room for overflow family and friends.

Listed by Paul E Grover of Robert Paul Properties, Inc.

MLS Number 22001868

• Single Family
• Village Chatham
• Year Built 2007
• Bathroom 9
• Full Bathrooms 7

This showcase shingle style residence on Morris Island set on 1.88 acres offers architectural sophistication and the ultimate in luxury living. The interiors combine a masterfully designed open floor plan with beach-style elegance and ease of living. The graciously appointed rooms comprise a spectacular chef's kitchen, living room, dining, a plethora of entertainment spaces, six generous bedrooms, including a first and second floor master suite, eight bathrooms and nearly 10,000 square feet of living over three levels - all with elevator access. . The Interior spaces on all levels open to a multitude of outdoor deck and living space, most with sweeping views of the Atlantic and Monomoy Islands. The lower level boasts an exercise space, home theater, family room and game room. Outdoors is a sparkling pool and outdoor kitchen amongst lush landscaping and beautiful lawns. This is a coveted location that offers a private lifestyle steps away from the beauty of Cape Cod's National seashore.

Listed by Chris Rhinesmith of Compass

MLS Number 22001899

• Single Family
• Village Harwich Port
• Year Built 2000
• Bathroom 7
• Full Bathrooms 6

Prominently situated on 3.5 gated acres, this exclusive estate provides commanding views of Wychmere Harbor and Nantucket Sound. A grand two story foyer opens to an expansive living space with French doors to enjoy outdoor entertaining beside the saltwater heated pool with cabana. A boat house leads to the private deep water dock with direct access to Nantucket Sound. This home is composed of architectural detailing and fine cabinetry with a first floor master suite featuring a spa styled master bath, custom closets and breath taking harbor views. The second floor has five bedrooms and a gathering room for relaxed living. This compound includes a third floor rotunda, three car garage, sweeping lawns, gazebo, and stunning outdoor entertaining venues. Finely landscaped grounds gently surround the property with mature plantings and stunning hydrangeas. With floor to ceiling windows, each room celebrates the summer with ever changing views of the harbor and Nantucket Sound.

Listed by Paul McCormick of Gibson Sotheby's International Realty

MLS Number 22000573

• Single Family
• Village New Seabury
• Year Built 1997
• Bathroom 6
• Full Bathrooms 5

GLITTERING blues and emerald greens as far as the eye can see. An oceanfront gem with sweeping views of Nantucket Sound from Hyannis Port to Martha's Vineyard, and overlooking the magnificent greens of New Seabury's Ocean Course--the ''Pebble Beach of the East.'' Privately set at southerly tip of exclusive Seaside village, this coastal home is dramatic and luxurious yet comfortable and relaxed. Walls of glass offer vast vistas of azure ocean, verdant greens and technicolor sunsets. The spectacular open floor plan provides a perfect setting for family living and high-end entertaining, while a fully equipped guest house offers private quarters for friends and family. The heated gunite pool and spa are perfection after a day on the links or at your private beach on Nantucket Sound. A short walk to the Country Club at New Seabury and close to highways, shopping, restaurants, and world-class destinations, this beachfront estate is resort living at its best and a legacy home for the generations.

Listed by Paul E Grover of Robert Paul Properties, Inc.

MLS Number 21903441

• Single Family
• Village Cotuit
• Year Built 1995
• Bathroom 5
• Full Bathrooms 4

Set on the sparking waters of North Bay at the end of a tree-lined drive, this magnificent waterfront estate blends the very best of indoor and outdoor living. Boasting unparalleled attention to detail, the modern interior is highlighted with soaring ceilings, an open floor plan with defined spaces, and fine craftsmanship throughout. The waterside kitchen is well-appointed with top-of-the-line appliances, custom cabinetry, stone countertops, and elegant fixtures. The dramatic walls of windows superbly frame the stunning water views and expansive grounds, which include lush gardens, tennis court, pool and pool house with guest suite, and protected dock. This exceptional property is close to Cotuit and Osterville villages and several world-class golf resorts.

Listed by Paul E Grover of Robert Paul Properties, Inc.

MLS Number 21906484

• Single Family
• Village Osterville
• Year Built 2002
• Bathroom 8
• Full Bathrooms 5

This stunning Osterville residence is prominently situated overlooking North Bay at the end of a quiet lane. Architecturally significant, this waterfront home features impressive curb appeal, extraordinary craftsmanship and superb finishes throughout. Situated on 1.23 acres, this property offers panoramic water views, an inground pool with a beautiful bluestone patio, a sandy beach and a private dock with access to Nantucket Sound. The design of the home and its timeless craftsmanship contribute to its warm and comfortable atmosphere offering 8,500 square feet of living space with five bedrooms and seven bathrooms. Highlights include stunning millwork, custom ceilings and windows, a gourmet kitchen, butler's pantry, billiard room and spacious master suite with lavish bath to name just a few. Each outdoor feature adds to the home's overall ambience. From the back patios to the pool and sandy beach, to the cobbled drive and beautiful landscaping, the entire property exudes a mixture of prestige and elegance. A very special offering that you won't want to miss.

Listed by Robert B Kinlin of Robert Paul Properties, Inc.

MLS Number 22001395

• Single Family
• Village Edgartown
• Year Built 1994
• Bathroom 11
• Full Bathrooms 8

One of the finest private estates on Martha's Vineyard. Updated in 2020 and built on 10+ acres, this home designed by noted Robert A.M. Stern Architects offers 11,000 SF of living space. The 2-story foyer features a grand staircase leading to a master suite with his and hers baths, walk-in closets, fireplace, deck, and 6 additional bedrooms with en-suite baths. The great room has 10-foot windows and a fireplace soaring to 20-foot cathedral ceilings. The chef's kitchen offers a cozy breakfast nook and adjoins a fireplaced octagonal dining room. Find a pantry, library, den, and mudroom leading to a heated garage on the first floor. The lower level boasts laundry with two washers and dryers, sitting room, playroom and wine cellar. The living areas open to a terrace, pool, and Jacuzzi. A pool house with a screened porch, massage room, sauna, gym, and full bath awaits. Within 10-mins to downtown, the estate enjoys access to the Association tennis courts, Great Pond and private beach. --FLEXmdP4fAlqFRLvcVWl3j73tCGfIDKgtW2ycpWARIQjnZJbApYDwt Content-Type: text/xml Content-ID: 20200304211640495428000000 Object-ID: 1 --FLEXmdP4fAlqFRLvcVWl3j73tCGfIDKgtW2ycpWARIQjnZJbApYDwt--

Listed by Reciprocal Agent of Reciprocal Office

MLS Number 22001348

• Single Family
• Village Woods Hole
• Year Built 1920
• Bathroom 5
• Full Bathrooms 4

Off the private road that winds to the tip of Gansett Point, this regal residence is perched above the waters of Buzzards Bay and is filled with a classical refinement rarely seen today. Approached by a circular gravel drive that winds through stately mature trees, the 6,366-square-foot home has a time-honored floor plan that features grandly proportioned formal living, dining, and entertaining spaces; two kitchens; and five restful bedrooms with views across the treetops to the water. Throughout, gracefully arching doorways, handsome moldings, beamed ceilings with decorative corbels, warmly hued hardwood floors, six warming traditional fireplaces, French doors and transoms admitting refreshing sea breezes, and romantic Juliet balconies all contribute to an enchanting Old World ambience. The 3.67-acre property provides privacy and enviable views, with a vast swath of emerald lawn unfurling between the home and the sparkling sea. The acreage also includes a freestanding five bedroom guesthouse that awaits completion by the discerning new owner. The estate enjoys access to the Gansett community association dock, moorings, and beach on Quissett Harbor.

Listed by Kerrie A Marzot of Sotheby's International Realty

MLS Number 21609913

• Single Family
• Village Osterville
• Year Built 1928
• Bathroom 8
• Full Bathrooms 7

Land's End, is a classic Old World Estate situated on 4.15 acres where the waters and shores of Nantucket Sound meet Osterville's West Bay. Grand, yet unpretentious, the home provides three floors of gracious entertaining and living spaces for family and guests, and offers unsurpassed panoramic water views spanning Nantucket Sound and down the Seapuit River to the West. A classic beach cabana with an expansive deck overlooking the private 500+ feet of white sand beach, brings you back to an era of easy summer living. The boat house provides storage for numerous boats and allows for easy launching from the beach. A private tennis court adds to the resort lifestyle and fits nicely into the natural landscape of the estate. Restore or Rebuild in this fabulous location! A life time opportunity to capture this spectacular and rare location with frontage on both Nantucket Sound and West Bay, and create your own memories for generations. Buyers to verify all information.

Listed by Peggy Rowland of Sotheby's International Realty

MLS Number 21902165

• Single Family
• Village East Falmouth
• Year Built 1988
• Bathroom 6
• Full Bathrooms 5

Privacy abounds on this almost seven-acre estate with direct frontage on Vineyard Sound and protected 70'+ deep water dock on Green Harbor. From sunrise to sunset, enjoy spectacular views over the sparkling waters of the Sound. Stroll the lengthy private sandy beach and enjoy boating from the protected dock. This rare property offers an 8,000+ square foot legacy beach house with attached three-car garage. A detached three-bay garage offers additional opportunities. Swim, sail, and bask in the magnificent views all from the seclusion and solitude of this quintessential seaside retreat.

Listed by Paul E Grover of Robert Paul Properties, Inc.