Martha's Vineyard Luxury Waterfront Homes

Browse all luxury waterfront homes for sale on Martha's Vineyard below. Contact us to ask questions or schedule a tour.

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104 and 111 Old Herring Creek Road West Tisbury MA 02575

MLS Number 39574

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 5.5
  • Acreage 9.49

Private waterfront estate comprised of two parcels in the prestigious North Shore neighborhood. This beautiful compound is spread over 9.5 acres of pristine land and includes over 600 feet of private Vineyard Sound beach.  The elegantly refurbished beach house has all the modern conveniences and features spectacular water views from almost every room.  There is a breakfast eating area off the gourmet kitchen which is adjacent to the porch allowing you to eat with the feeling of being outdoors. The primary ensuite bedroom features your own private deck overlooking the ocean giving you the luxury of enjoying a cup of coffee while watching the sunset.  Additional guest bedrooms include immaculate views throughout. This unique retreat includes a guest cottage on a second separate waterfront lot. The guest cottage includes a roof deck overlooking the property, Vineyard Sound and the Elizabeth Islands. Enjoy a magical walk from both homes to your own private beach.  The residences and grounds offer one of the most stunning private compounds on Martha's Vineyard.

Listed by Wallace & Co. Sotheby's

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%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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104 Old Herring Creek Road West Tisbury MA 02575

MLS Number 39788

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 4.5
  • Acreage 5.3

Private waterfront estate in the prestigious North Shore neighborhood. This beautiful compound is spread over 5.3 acres of pristine land and includes over 425 square feet of private Vineyard Sound beach. The elegantly refurbished beach house has all the modern conveniences and features spectacular water views from almost every room. There is a breakfast eating area off the gourmet kitchen which is adjacent to the porch allowing you to eat with the feeling of being outdoors. The primary ensuite bedroom features your own private deck overlooking the ocean giving you the luxury of enjoying a cup of coffee while watching the sunset. Additional guest bedrooms include immaculate views throughout. Enjoy a magical walk from both homes to your own private beach. The residence and grounds offer one of the most stunning private locations on Martha's Vineyard. Adjacent parcel at 111 Old Herring Creek Road also available for purchase.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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17 Boldwater Road Edgartown MA 02539

Edgartown, MA17 Boldwater Road

Price$14,900,000

Est. Mortgage: $/month

MLS Number 38502

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 6.5
  • Acreage 8.1

One of the better water front locations in the Bold Water association. Enhanced by a newly and completely renovated Post and Beam home by one of the islands most sought after designer architects. This is a compound, including, full guest house, Pool, Beautiful grounds, detached garage and game area. The appeal of this unique property is to be seen. Although perfectly suitable , year round, it was designed with a light and airy summer feeling. The frontage on the Great Pond is very suitable for boating, both power and sail ; very easy deeded access to one of the most spectacular beaches on the entire south shore barrier. And, private to Bold Water Association.

Listed by Metes & Bounds

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$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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111 Old Herring Creek Road West Tisbury MA 02575

MLS Number 39791

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 1
  • Acreage 4.3

Private waterfront Beach Cottage in the prestigious North Shore neighborhood. Spread over 4.3 acres of land and includes over 160 feet of private Vineyard Sound beach. This unique guest cottage includes a roof deck overlooking the property, Vineyard Sound and the Elizabeth Islands. Enjoy a magical walk from your home to your own private beach. The residence and grounds offer one of the most private locations on Martha's Vineyard. Adjacent parcel at 104 Old Herring Creek Road is also available for purchase.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1115 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA1115 Main Street

Price$9,950,000

Est. Mortgage: $/month

MLS Number 39443

  • Residential
  • Mls Status Active
  • Bedrooms 11
  • Bathroom 8.5
  • Acreage 0.3145

Step back in time as you explore the old-world charm of this West Chop waterfront grande dame overlooking Vineyard Sound, the Elizabeth Islands, and Woods Hole. Built in 1893 and meticulously maintained and updated over the past century, the much-loved 7,026-sf Victorian home includes many original hand-crafted architectural details. The expansive great room with exposed beams and windows on three sides offers panoramic water views with truly magnificent sunsets, and the adjacent reading room faces a cozy wood-burning fireplace with a door to the covered porch. Flooded with morning light, the kitchen – convenient to the entry mudroom and butler’s pantry/laundry room – features a six-burner Wolf stove, soapstone counters, and sunny breakfast area. Each of the three floors includes a spacious main bedroom with an en-suite bath and expansive water views, for a total of three primary bedroom suites. The fully renovated basement addition – with an underground hallway and door leading to the beach path – also includes two bedrooms, totaling eleven throughout the house. Two bedrooms have fireplaces, and custom built-ins provide plenty of storage. Outside, beautifully crafted stone walls, a south-facing stone terrace, and mature perennial landscaping create a tranquil seaside retreat on .31 acres, with convenient proximity to the West Chop Club and Mink Meadows Golf Club. There’s no shortage of nearby things to do, from tennis and golf to swimming and sailing, but perhaps this property’s greatest appeal is its sense of timelessness, the charm and allure of a bygone era. With only a handful of owners over the generations, now is the rare opportunity to make summers at “Pierside” a part of your family’s history. *Stone Pagoda not included in sale of property*

Listed by Viewpoints

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%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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94 Menemsha Inn Road Chilmark MA 02535

Chilmark, MA94 Menemsha Inn Road

Price$9,650,000

Est. Mortgage: $/month

MLS Number 40039

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 5.6

This waterfront 4 bedroom 2.5 bath quality custom home and detached 1 bedroom, 1 bath guest studio are sited on 5.6 pristine acres. Enjoy spectacular water views and magnificent sunsets from almost every room as well as from the stone terrace, screened porch and master bedroom balcony. This is a finely crafted home with many wonderful details including salvaged heart pine floors and beautiful old beams. Relax amidst the gardens, expansive lawn and mature trees as you take in the beauty around you or go for a leisurely stroll to Menemsha Village. A short path leads to 340 feet of private waterfront on the Vineyard Sound where one can swim peacefully in the calm waters.

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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81 Oyster Pond Road Edgartown MA 02539

Edgartown, MA81 Oyster Pond Road

Price$8,750,000

Est. Mortgage: $/month

MLS Number 38572

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 3

Private Oyster Pond waterfront residence on 3-acres with a private dock, manicured lawn, and beautiful gardens. This contemporary 5 bedroom, 4.5 bath home boasts a unique design flooded with natural light. Incredible views of Oyster Pond can be enjoyed from the gourmet kitchen and the spacious living room featuring cathedral ceilings with exposed beams and a stone fireplace. The dining area offers access to the spacious mahogany sundeck overlooking the private heated pool and gardens. The first-floor primary bedroom includes a home office and views of Oyster Pond. The guest bedrooms and baths are on the lower level with private access to the pool area. The mudroom entryway provides convenient access to the two-car garage. Located above the garage is a guest apartment with an elegant kitchen and spacious living room both offering privacy and incredible views. The expansive lawn stretches to the edge of Oyster Pond where you can enjoy clamming, kayaking, paddle boarding, swimming, and boating from your private dock. The residents of Oyster Pond enjoy access to the Pond and a sandy Atlantic Ocean. A truly special Martha’s Vineyard escape in one of the Island's most coveted locations.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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48 Forest Road Sgf Site 37 West Tisbury MA 02575

MLS Number 39028

  • Residential
  • Mls Status Active
  • Bedrooms 8
  • Bathroom 4
  • Acreage 6.1

Seven Gates Farm waterfront and rare opportunities are synonyms. This coveted community offers nearly 2,000 acres of the Island's most beautiful, dramatic conservation land including two miles of walkable beach, two docks, two tennis courts and extensive trails. The Revere waterfront home, an originally circa 1932 build and owned by The Homans’, was purposely aimed for sentimental reasons toward Tarpaulin Cove. Some of the lumber used for the build was reportedly sailed to the site from Maine, possibly because Edith Homans’ family summered in N.E. Harbor, Maine. Her brother-in-law, Roger Griswold was the architect who designed the eight bedroom, four bathroom 4,800 square foot home nestled into the gentle slope of this 6.1 acre parcel. The u-shaped dwelling with inner courtyard provides inviting picturesque views of a lower pond and Vineyard Sound. The Revere matriarch purchased the home in 1955 and then in 1956 winterized, modernized the interior and had a garage built. This long standing home with history is eagerly awaiting a new owner to begin this home's next chapter.

Listed by Donnelly + Co

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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20 Eliot Avenue Chilmark MA 02535

Chilmark, MA20 Eliot Avenue

Price$6,750,000

Est. Mortgage: $/month

Pending

MLS Number 39416

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.6

Surrounded by nature, this is a South Shore waterfront sanctuary. The presence of the peaceful placid pond combined with the power of the ocean and the sound of the waves is part of the special experience of living here. It has a particular sense of privacy and peacefulness. Hidden away on a quiet road of lilacs and summer cottages, the yard is defined by stone walls, lush gardens, natural art objects and several outdoor patios. Just beyond the lawn is a sandy path for easy access to the ocean and pond. The feeling inside the tasteful home is one of understated pleasing ambience. There are three bedroom suites and the ability to create a fourth. Each of the bedrooms has a connection to an outside space, two have pond and ocean views and one bedroom includes a sleeping loft space. The large and open kitchen which was recently renovated has a vaulted ceiling and an expansive dining space. Natural light and views of the pond fill the room and glass doors lead to the outdoor patios. The library with fireplace and a wall of windows to the water also serves as a formal dining room. In the living room, the dramatic height and spectacular views of the ocean and pond give you an expansive sense of water. The views from the adjacent sunroom have an intimacy and this room is currently used as an office and sitting room. The primary bedroom suite has extraordinary panoramic views and is a retreat that includes an open sitting room and fireplace as well as a private balcony and bathroom. The character of this property, its authenticity, vistas and connection to the natural landscape all combine to create a truly unique experience.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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103 Edgartown Bay Road Edgartown MA 02539

Edgartown, MA103 Edgartown Bay Road

Price$6,500,000

Est. Mortgage: $/month

Pending

MLS Number 39571

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1

Waterfront on Katama Bay – Enjoy 180-degree waterviews of Katama Bay with a panorama that includes the Katama Bay in the foreground and a backdrop of South Beach and the Atlantic Ocean. The classic lines of this house and sweeping front lawn are a fine introduction to the property as you turn into the driveway from Edgartown Bay Road. Inside the home, you will find an open concept design with a living, dining, and kitchen area that is light and bright thanks to the “big sky, big water” exposure. There are 3 levels to enjoy with 4 bedrooms, 3 full bathrooms, and family room. Almost every space in the house boasts spectacular water views. From the lawn in back you can traverse the wooden boardwalk to your own private sandy beach. This is the ideal place to launch your kayak or paddleboard and set off for adventures on Katama Bay - or just take a shortcut to South Beach. The house also has a spacious 2-car garage. This distinguished address on the Edgartown Bay Road is ready to welcome you for the summer of 2022.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Mariners View Lane Aquinnah MA 02535

Aquinnah, MA1 Mariners View Lane

Price$4,495,000

Est. Mortgage: $/month

MLS Number 39641

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 8.2

One of the largest properties for sale in Aquinnah with a waterfront home and private beach on 8 plus acres. This charming house offers privacy and magnificent views of the Vineyard Sound and the Elizabeth Islands. The well-built family home is a classic Colonial Salt Box from the front and all-glass in the back, offering endless views of the water. There are four existing bedrooms with the ability to add a fifth. The first floor offers a spacious entry way, a large open living/dining room, primary bedroom suite, laundry room and kitchen. On the second floor are three bedrooms, shared bath and a room which can act as a bedroom or home office. Walk outside to a wrap-around water view deck and outside shower. Step down to the heated swimming pool and follow the path to the private beach. An easy walk to the Lighthouse and Philbin beach. The property is just a short drive to Menemsha Pond for sailing, fishing, kayaking, and swimming. Current engineering suggests that a second water view home is possible onsite and the soil testing allows for an additional septic system. This is a great opportunity to create a compound on Lighthouse Road so conveniently located to the restaurants and beaches. This is a magical location on which to either build your new home or add your own touches to the existing house. This is a unique opportunity which can provide many options with potential for a second water-view home.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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35A North Neck Road Edgartown MA 02539

Edgartown, MA35A North Neck Road

Price$3,750,000

Est. Mortgage: $/month

MLS Number 39509

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 2
  • Acreage 4.3

CHAPPAQUIDDICK WATERFRONT - Loved for generations, this casual beach cottage offers panoramic views of Edgartown Harbor, across Nantucket Sound, and around Cape Poge Bay. The current configuration is casual with a centralized living area, accented by soaring ceilings and a fireplace flanked by two-bedroom wings. Thoroughly enjoyable as is, but for those looking for a home with more modern amenities, the oversized parcel easily allows future expansion and development. Swimming, boating, and fishing are right out your doorstep, with nearly 500’ of private sandy beach and dock on the outer harbor. Chappaquiddick offers something for everyone. Enjoy the serenity of countless hiking trails, a round at the Royal and Ancient Chappaquiddick Links, and beautiful beaches while all being minutes away from all the hustle and bustle of Edgartown Village. An incredible opportunity!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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"Based on information submitted to MA_LINKMV as of October 6, 2022 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing."