Luxury Waterfront Real Estate on Martha’s Vineyard

Each waterfront property on Martha’s Vineyard is truly unique. Luxury waterfront homes on the island offer an alluring range of amenities, including boathouses, private docks, guest houses, private beaches, and spectacular views of Lake Tashmoo, Edgartown Harbor, the Lighthouse, and Katama Bay.

Martha’s Vineyard, the largest and one of the most picturesque islands in New England, has some of the most beautiful waterfront properties.

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189 & 191 Katama Road Edgartown MA

Edgartown, MA189 & 191 Katama Road

Price$19,500,000

Est. Mortgage: $/month

MLS Number 37284

  • Residential
  • MlsStatus Active
  • Square Feet 6766
  • Bedrooms 12
  • Bathroom 6

Edgartown Harbor - An exceptional offering of 11 acres, over 300' of frontage on the harbor, deep-water dock and mooring, sandy private beach, tennis court and two waterfront homes. The original grand dame is an early 1900's vintage Colonial with nine bedrooms on three levels and the most commanding views of the harbor, lighthouse, Chappaquiddick and Nantucket Sound beyond and the second home is a 3 bedroom 1970's contemporary. Set far from Katama Road down a long private drive yet is in the most prime location less than a mile to the village or only minutes by boat. Other structures include a boathouse at the water's edge and a bathhouse just steps from the beach. The property has been held in and treasured by the same family for decades and presents the next owners a number of options to create one of finest compounds on the harbor.

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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8 Tuthill Lane and 27 Braleys Way Edgartown MA

MLS Number 36831

  • Residential
  • MlsStatus Active
  • Square Feet 10398
  • Bedrooms 9
  • Bathroom 9

This incredibly private waterfront compound, uniquely located just minutes from historic Downtown Edgartown, is being offered for the first time in more than 30 years. This classic Martha's Vineyard retreat offers it all: a private sandy beach, boat access, more than 10,000-sq. ft. of living space in two homes, pool, barn, and endless sunsets. This unique combination would typically only be found in remote locations up island, yet here you can feel completely out of town while being a short stroll or bike ride into Edgartown and all it has to offer. Sited on three meticulously landscaped acres overlooking Eel Pond and Edgartown Harbor, nearly every room from the five-bedroom main house and four-bedroom guest house enjoys unobstructed water views. A sophisticated yet comfortable setting, this Island compound offers unmatched privacy. The main residence features multiple living areas and a restful primary bedroom suite with sun deck, spacious bathroom and a private office with fireplace. Other features include a gourmet kitchen with sitting area, home office, study, pool room, four guest bedroom suites, and an oversized screened porch, perfect for summer entertaining. The guest house is equally inviting and offers welcoming living and dining area, a screened porch, family room, playful bunkroom, two additional guest bedrooms, oversized primary bedroom suite with private deck, and a three-car garage. The gunite pool and spa provide panoramic water views are surrounded by a bluestone patio, classic stonewalls, and lush plantings of colorful roses and hydrangeas. The expansive lawn leads to the water's edge on Eel pond where you can enjoy easy access to Edgartown Harbor and beyond from your private beach where the owners can keep a boat. This desirable private waterfrontage allows you to spend summers clamming, kayaking, paddle boarding, swimming and boating. A truly remarkable Island escape in Edgartown that epitomizes the best of Martha's Vineyard in one of its most coveted locations.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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16 Bayside North Edgartown MA

Edgartown, MA16 Bayside North

Price$15,000,000

Est. Mortgage: $/month

MLS Number 37736

  • Land
  • MlsStatus Active
  • Village Katama
  • Acreage 6.56

This property represents one of the finest opportunities on the Edgartown Waterfront. The 6.5-acres and 380+ feet of direct Katama Bay waterfront is accessed through 23 acres of pristine association land. The property has wonderful rolling pastures, rising from a tidal pond at the bays edge to a large building envelope that could afford a substantial main house, guest house and any number of accessory usages with up to 10 bedrooms. Expansive views stretch across Katama Bay to Chappaquiddick and the barrier beach. There is a substantial dock and the option to buy additional adjoining acreage. The association land could be improved and used for a range of recreational purposes. This very unique property offers tremendous flexibility to create an unparalleled compound in a beautiful and private setting, all located mid way between downtown Edgartown and South Beach.

Listed by Landvest MV

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$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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6 Tilton Cove Way Chilmark MA

Chilmark, MA6 Tilton Cove Way

Price$13,500,000

Est. Mortgage: $/month

MLS Number 36699

  • Residential
  • MlsStatus Active
  • Village South
  • Square Feet 5638
  • Bedrooms 6

Perfectly sited on a slight bluff overlooking upper Chilmark pond to the Atlantic. Kayak or canoe from your dock to the private beach access. Superbly appointed , this 6 bedroom custom built home offers the finest in craftsmanship and materials including Lew French stone work and patios. There are few words that can adequately describe the feeling that exists in this location. The roar of the ocean and the glorious sunrises, the privacy, the view of nature's world serene and safe. Exclusively offered.

Listed by Conroy & Company R.E., Inc.

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%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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 Main Street Vineyard Haven MA

Vineyard Haven, MA103 Main Street

Price$13,500,000

Est. Mortgage: $/month

MLS Number 37110

  • Residential
  • MlsStatus Active
  • Village West Chop
  • Square Feet 7046
  • Bedrooms 5

THE ULTIMATE WATERFRONT RETREAT - The Vineyard has always been the place to go for R&R, and if you needed it in the past, you certainly need it now. It is the oasis of beauty and tranquility in a vintage community. This property offers the best of the Island. Located on Vineyard Haven Harbor, the home sits on a large 1.7A parcel of land, which provides privacy, spectacular views of harbor activity, yet steps away from the Village for your morning coffee, afternoon shopping, and dinner and theater in the evening. A unique feature is proximity to the ferry to come to and leave the Island easily. Think of it - the kids who will probably be with you a lot more, Mom and Dad, who will visit, and the family workforce can easily use the Vineyard home as "operation center," adjusting to the new lifestyle perfectly. Designed by premier architect Patrick Ahearn, with 7,045 sf, the home is warm and friendly with space to accommodate everyone's needs. The large kitchen with sitting room and fireplace opens to a screened porch. A dramatic stone fireplace is the focal point of the sitting area on the porch with generous room for dining for twelve with views of Harbor activity. This space is the hub of the house. There is a large, quiet office on the first floor for serious work along with a smaller office space off the kitchen. A grand formal dining room with a fireplace and living room is designed for special occasions. Another all-season sun porch on the first floor provides additional space for a variety of activities. The informal and formal areas connect with an outdoor patio. The master bedroom suite with a sitting area occupies the south wing of the second floor and is cleverly separated from the activity of the household. Three more bedrooms are in the north wing of the house. Another expansive deck connects both wings. The views from the first floor are spectacular, and they become panoramic and magnificent on the second floor. There is a guest suite over the two car garage which can be accessed from the outside or the adjoining deck on the second floor. The piece de resistance is the widow's walk offering the most brilliant views. The terraced pool and built-in outside grill overlooking the Harbor complete this perfect Vineyard home.

Listed by Sandpiper Realty

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$
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$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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8 Jethro Lane Chilmark MA

Chilmark, MA8 Jethro Lane

Price$13,000,000

Est. Mortgage: $/month

MLS Number 35593

  • Residential
  • MlsStatus Active
  • Village North
  • Square Feet 7000
  • Bedrooms 7

Stunning Chilmark north shore 4 acre waterfront paradise with wonderful sunsets and unique privacy nestled between a large wooded hill and a 200 acre private estate. The 5 bedroom 4 1/2 bath TWO kitchen main house and 2 bedroom (with 2 dormers) 2 bath guest house enjoy dramatic views of the Elizabeth Islands from the Gay Head Lighthouse to Woods Hole from every room. The property is beautifully manicured with an enchanting contour stretching to the bluff overlooking a dreamy private cove and sandy beach. Four cleared acres are very rare on the heavily wooded north shore. Waterfront values on the rugged, elevated and protected Vineyard north shore are attracting more interest after Hurricane Sandy damaged the low elevation fragile south shore NY, NJ and New England coast line. The property is in the highly desirable 335 acre Spring Point community with 38 home sites with 135 acres of common land, 3/4 mile of private beach, 2 tennis courts and endless dirt roads and trails.

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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1005 Main Street Vineyard Haven MA

Vineyard Haven, MA1005 Main Street

Price$12,999,000

Est. Mortgage: $/month

MLS Number 35775

  • Residential
  • MlsStatus Active
  • Village West Chop
  • Square Feet 5050
  • Bedrooms 9

Presenting one of the most outstanding real estate assets on Martha's Vineyard. 1005 Main Street was built in 1891 and purchased in 1948 by the Singer family who have owned it since. The setting is front and center in West Chop and includes a large private beach and 210-degree views so expansive that you can enjoy sunrises and sunsets from the same chaise lounge on the deck. The views are extremely active with ferries and fishing boats passing in the distance, sailboat races, and at closer range smaller craft including perhaps your own children in a laser or kayak. There are 8 large bedrooms, 7 full baths, and a 2-bedroom apartment in the lower level. The home still exudes olde worlde charm despite all 5,050 sq ft having been completely renovated between 1995 and 2005 with new insulation, HVAC system, and updated plumbing and electric. The 400 ft of private beach is a rare asset, and the walkway down to it has been trod by many who have come to love this home and incomparable setting. Of course, with its multiple decks and spectacular views, the home has always been a prime location for entertaining friends and family and so it is helpful to have so much parking - eight spaces plus a two-car garage. The sea wall assures that this property will be here for future generations. Owners may apply separately for membership at the West Chop Club, which offers a wide range of amenities, including use of nearby "middle pier" for loading and unloading.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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44 Forest Road West Tisbury MA

West Tisbury, MA44 Forest Road

Price$12,800,000

Est. Mortgage: $/month

MLS Number 34815

  • Residential
  • MlsStatus Active
  • Village Lambert's Cove
  • Square Feet 4436
  • Bedrooms 6

Quintessential Seven Gates waterfront compound. Outstanding Martha's Vineyard retreat. Stunning views and immediate sandy beachfront. The property features a main residence and barn designed and built by South Mountain Company. Immaculately kept, the structures are virtually turn-key. The interiors offer rich details, displaying highest level craftsmanship, and elegant design, perfect for seaside relaxation. Views of the Sound and Elizabeth Islands are readily available from nearly every room, including from the guest suite above the barn. Just off the main house is an inviting pool area, complete with bluestone patio, extensive stone walls and hardscape, and separate hot-tub area. The property is set within one of the most incomparable private areas of the Island. Seven Gates Farm has a rich history, and comprises approximately 1600 acres. In addition to generous private lot sizes, nearly 1000 common acres are held in permanent conservation with The Trustees of Reservations. Many gorgeous open fields, woodlands, ponds and private trails abound. Properties in the farm enjoy access to miles of private beach, two piers and two tennis courts. This is a coveted opportunity to reside within a timeless community, originally a collection of large farms, that has been deeply focused on preservation and stewardship since the late 1800's when the Head of Geology for Harvard University first developed his vision for Seven Gates Farm as a 'civil wilderness' that should be enjoyed, cherished and protected. Note: 2% fee to Seven Gates Farm in addition to purchase price and Land Bank. See below for additional details.

Listed by Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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9 Briggs Road Edgartown MA

Edgartown, MA9 Briggs Road

Price$12,500,000

Est. Mortgage: $/month

MLS Number 37475

  • Residential
  • MlsStatus Active
  • Village South Shore
  • Square Feet 6049
  • Bedrooms 6

This amazing, newly built home lies on nearly 5-acres of beautifully landscaped grounds with 385 ft of private pond frontage. The attention to detail and elegant style of the house is abundant. The main residence features a spacious and open floor plan with entry hall, large living room with fireplace, gourmet kitchen and eat-in area, all of which have tall ceilings and oversized doors and windows facing the pool, gardens and waterviews. There is a large 1st floor master bedroom suite and 4 second floor bedrooms with private baths. The 2-car carriage house compliments the main house architecture and offers a large 2nd floor space that could be utilized for any number of uses including additional bedrooms. The in-ground pool, patios, retaining walls and gardens are meticulously designed and 2 different paths offer access to the ponds edge for boating and beach access. Too many features to mention in a peaceful and private setting yet located less than 10 minutes to downtown Edgartown.

Listed by Landvest MV

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$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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33 Edgartown Bay Road Edgartown MA

Edgartown, MA33 Edgartown Bay Road

Price$12,250,000

Est. Mortgage: $/month

MLS Number 37479

  • Multi-Family
  • MlsStatus Active
  • Village Katama
  • Bedrooms 6
  • Bathroom 3

This remarkable waterfront property sits atop a knoll and commands outstanding views of Katama Bay all the way into Edgartown Harbor and the length of Chappaquiddick Island all the way to Norton Point. The 2100 sq.ft. main house has seen many additions, updates and alterations since its original construction in the 1930's, while the 3-bay garage/boathouse with 1,548 sq.ft. guesthouse above was built in 2001. The current owners grew up summering at the property since their parents purchased it in the 1950's. For them it is filled with cherished memories - while the new owners will love it for its 300 feet of sandy beach, deepwater dock and the wooded setting that affords serenity from all the world around. Adjoining 2.8 acre waterfront parcel lying to the south of the home offered for purchase at additional cost.

Listed by Karen M. Overtoom R.E.

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$
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$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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 Little Homers Pond Road Lot 3A West Tisbury MA

MLS Number 37319

  • Land
  • MlsStatus Active
  • Village South Shore
  • Acreage 12.3

This is a very rare south shore offering with breathtaking views spreading across the open meadows, over the sandy dunes and the Atlantic Ocean. Two main houses are allowed on this extraordinary parcel with both sites offering impressive ocean views with a quick walk onto the beach. This is a wonderful opportunity for a compound which offers shared association private beach and pond access. No further subdivision allowed on this parcel. There is a total of 182.6 acres in conservation, of which 141.8 acres is common land shared between the owners allowing access to miles of trails and extreme privacy. This is a dynamic natural setting embodying heathlands, pristine pond views, miles of Atlantic Ocean coastline and sandy dunes. An additional 40.8 acres (Lot 7) is shared common land for only lots 3, 4 and 5 of which 16.9 acres are developable. All approvals from NHESP in place and shown on engineering maps

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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44 Green Hollow Road Edgartown MA

Edgartown, MA44 Green Hollow Road

Price$11,900,000

Est. Mortgage: $/month

MLS Number 37270

  • Residential
  • MlsStatus Active
  • Village Katama
  • Square Feet 2847
  • Bedrooms 6

Edgartown Water Front Opportunity - The Minnow, an existing 1925 vintage “camp” cottage has been re-imagined by the thoughtful eye of esteemed architect, Patrick Ahearn. The following have been approved: 6 bedroom septic and a house/carriage house. The total net SQ FT of the proposed home is 6,230 SF (including the basement at 1,713 SF). The detached guest floor above the garage is 766 net SF. Perfectly sited to enjoy the views of Katama Bay, the property includes a deep water dock and sandy beach. Property and plans are easy to show. The plans and approvals are included with the land listing price of $11,900,000.

Listed by The Vineyard Life Brokered by eXp Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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