$5M and Above

MLS Number 22000104

• Single Family
• Village Woods Hole
• Year Built 1993
• Bathroom 7
• Full Bathrooms 6

This irreplaceable 9.6-acre estate in Woods Hole is a once-in-a-lifetime offering including a timeless six-bedroom home, a charming two-bedroom guesthouse, verdant grounds, a pool, a workshop dating to 1911, a boathouse, a deepwater dock, and two beach areas--all enveloped by the waters of Great Harbor and Buzzard's Bay. The main residence features a chef's kitchen, a formal dining room with a built-in pine china cabinet, a living room with a wood-burning fireplace and French doors to a deck overlooking the water, a library with reclaimed chestnut paneling, an office or study, a family room with a dramatic wood ceiling and French doors on two sides, and the estate's original sunroom. The master suite is a serene retreat boasting a water-view balcony, dual baths, and a dressing room with a fireplace. Each of the three guest bedrooms on the upper floor has an en suite bath, and two enjoy balconies overlooking the water. The lower level, accessed via a stairway from the kitchen, offers a laundry area, storage, the garage, and two additional bedrooms. The guesthouse includes a living area with a fireplace, a kitchen with a dining area, a patio, a waterfront deck, and a two-car garage.

Listed by Kerrie A Marzot of Sotheby's International Realty

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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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

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21801395

• Single Family
• Year Built 1995
• Bathroom 8
• Full Bathrooms 7
• Bedrooms 5

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.

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21902719

• 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 Robert B Kinlin of Robert Paul Properties, Inc.

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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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.

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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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.

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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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

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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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

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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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

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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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.

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21806851

• Single Family
• Village Chatham
• Year Built 2018
• Bathroom 10
• Full Bathrooms 6

Spectacular Opportunity! North Chatham Luxury Waterfront. The Only New Construction with a Deep-water Dock and Pool in Chatham! Luxurious Interior Finishes. Serenity and Privacy abound. Finest Details and Millwork with Top Amenities. Views of Crows Pond and Eastward Ho. 10,000 S.F. of Exceptional Living Space with 5-Bedroom Suites over 3 Levels including an Elevator. Stunning Main Level Layout with Custom Kitchen, Dining Room, Living Room, Study, Master Suite and Laundry. Above are Four Striking En-suite Bedrooms Laundry Room, Sitting Room with Waterfront Deck and a Conservatory with Views. One of a Kind Lower Level with Sauna, Stunning Stone Wine Cellar, Entertainment & Exercise Room and Changing Room with Custom Kitchen. Meticulous Attention to Detail.

Listed by Chris Rhinesmith of Compass

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21805605

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

A true masterpiece, this custom built estate rests majestically on 3.56 acres on picturesque Wychmere Harbor with spectacular panoramic views of the harbor out to Nantucket Sound. Gated entry leads you into your private oasis. Fine architectural details including, deep crown molding, crafted mill work and hardwood floors throughout. Double doors open to the magnificent two story foyer. Crowd size kitchen with breakfast bar, sitting area and casual dining area or enjoy entertaining in the spacious dining room with fireplace and french doors to the patio. First floor master suite boasts a sitting area, walk-in closet with custom cabinetry, sliders to the patio and a luxurious spa-like bath. Second level offers 5 bedrooms, 3 are en-suites and all with views. Setting the stage for any so any social gathering, the outdoor entertainment space is complete with a pool, pool house, gazebo, boat house and deep water dock with easy access to Nantucket Sound.

Listed by Sandra Tanco of Kinlin Grover Real Estate

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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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.

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21906336

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

On the sparkling shores of Cotuit Bay, this gated, seven-bedroom waterfront home superbly showcases glorious bay views. The landmark residence boasts a chef's kitchen, sun-drenched living room with stone fireplace, paneled library, observatory, guest quarters, and elevator. Across from 100+ acres of conservation land and set against the backdrop of sensational water views, this masterful property encompasses 150+ feet of sandy beach shoreline, protected deep water dock and beautiful outdoor spaces overlooking the expansive pool. Create memories for the generations along the storied shores of Cotuit Bay.

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

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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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.

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21902369

• Single Family
• Village Chatham
• Year Built 1948
• Bathroom 10
• Full Bathrooms 7

MAGNIFICENT Georgian estate in the heart of historic Chatham Village. Rolling lawns, specimen plantings, bluestone terraces, and striking Oyster Pond views surround this residence, which echoes the glamour, grandeur, and style of the mansions of Newport. Created by the affluent descendent of one of Chatham's early families, Henry S. Howes, this grand summer home--avant garde and opulent for its time--was built over a 2-year period and displays the finest in craftsmanship and materials. The stately residence with a main brick-faced central structure flanked by two projecting wings to the north and south has more than 22 rooms with 10 bedrooms (most ensuite), 7 fireplaces, 7 full baths, 1 half-bath, 3 interior staircases, and more than 7,500 square feet of finished living space on four levels. Each of the home's three sections has private entrances, living areas, kitchen, laundry, terraces and utilities offering a rare opportunity for extended families, guests, caretakers, or others to live independently while united under one roof. The fully finished basement offers an extraordinary ''speak easy'' and ''ballroom''- cum-playroom, extra laundry, workshops, 2 half-baths, and storage space. The dwelling's central form is a dignified "Main House" with brick facade bookended by stout parallel chimneys. Capped by a graceful arched fan window, the center entrance opens to a dramatic entry hall featuring a stunning curved staircase, marble floors, and graceful detailing. Organized off this staircase, rooms on three levels offer beautiful water views and include a formal living/dining room, kitchen, wood-paneled study, 4 bedrooms and 3-1/2 baths, comprising nearly 4000 square feet of living space. Beautifully proportioned rooms with high ceilings, burnished wood floors, and a decorative vocabulary of wide dentil moldings, Corinthian columns, and floor-to-ceiling windows are found throughout. Marble work, plaster crown moldings, stone work, and main foyer staircase are without peer. Imported fireplace mantels, hand-painted murals, 24-carat-gold plated-door pulls, and the Cape's first residential 3-story elevator number among its extraordinary features. The residence offers excellent views of and proximity to Oyster Pond where sunset views are second-to-none and is an easy walking distance to Chatham's world-class tourist destinations, village shops, restaurants, and scenic attractions. Approximately 1.3 acres of pristine, private grounds among the largest in the village are studded with specimen plantings including Linden, Siberian elm, cedar, cypress, Japanese maple, and European ginger. Rose- and hydrangea-edged drives, terraces and walkways bloom in profusion throughout the season. Evoking a resplendent era of elegance and grace and in a coveted Chatham Village location, The Beechwood is destined to become an heirloom property for 21st century stewards. Note: Home is occupied; no drives-by please.

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

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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MLS Number 21907235

• Single Family
• Village Osterville
• Year Built 1925
• Bathroom 5
• Full Bathrooms 3

Captivating Oyster Harbors estate, ''Windswept'' is an architectural masterpiece with sensational views of Cotuit Bay and Nantucket Sound. Sited on 4.5+ secluded acres with meandering private drive, the six-bedroom landmark residence has been meticulously restored with the finest of finishes and craftsmanship. Highlights include a chef's kitchen with top-of-the-line appliance suite, fireplaced waterside living room, charming den, inviting sun porch, and handcrafted millwork and period detail throughout this exceptional home. Perfectly set against the backdrop of glorious water views, the manicured grounds feature lush gardens, pool, tennis court, deep water dock, and private beach. With unmatched elegance and location, this masterful estate is destined to become a legend for the generations.

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

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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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

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1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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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.

Premier Commercial
1550 Falmouth Road, Suite 1
Centerville MA, 02632
Office: 508-815-5700

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