Martha's Vineyard Waterfront

Martha's Vineyard although and island surrounded by water does not have a large inventory of waterfront properties for sale.  View the inventory of waterfront homes currently listed for sale. 

Martha's Vineyard Waterfront Real Estate For Sale

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50 Oyster Watcha Road, Edgartown, MA

Price$16,950,000

Est. Mortgage: $/month

MLS Number 31928

  • Residential
  • Square Feet 3922
  • Bedrooms 6
  • Bathroom 4
  • Acreage 11.5

Ideally and prominently positioned on the southernmost peninsula of Oyster Pond, this perfectly idyllic compound, among the most spectacular on Martha's Vineyard, awaits. With over 1,200 feet of private waterfront on Oyster Pond and access to over 2,200 feet of prime sandy Atlantic beach, the pristine waters of the pond and ocean set the tone for pure relaxation. The property features beautifully constructed and impeccably maintained residences for family, friends, and guests, with a 4 bedroom main house, 2 bedroom guest house, and charming boathouse, all clad in cedar shingles and elegantly landscaped. Views from both residences are jaw-dropping with a true “wow” factor. From the main house the pond, barrier dunes, and Atlantic Ocean are beautifully framed, with the sounds and scent of the ocean readily on hand. Water views from the guest house are pristine and natural, displaying the dunes and Atlantic beyond the westernmost cove of Oyster Pond. The interiors feature bright, open and airy living spaces accented with fir floors and paneling, large central brick fireplaces, high ceilings, comfortable layouts, and ready access to the outdoors. With a parcel of over 11.5 acres, complete with several trails and accesses to the pond, the opportunities for crafting new structures and improvements abound, if desired; offering an unbelievable canvas for one's architect within a most private and distinguished setting. Oyster Watcha Midlands, inclusive of over 450 total acres with vast tracts of conservation lands, private Atlantic beach with ample parking, tennis, and only 15 building lots, is one of the most sought after locations on the Island, carefully protected by covenants and restrictions for the future enjoyment of owners. Within convenient distances of the airport, downtown Edgartown and all of the Vineyard's best amenities, ownership in this neighborhood rarely becomes available, and the experience is second to none.

Listed by Wallace & Co. Sotheby's

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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

Price$13,800,000

Est. Mortgage: $/month

MLS Number 29900

  • Land
  • Village Katama
  • Acreage 6.56

Arguably the most rare and significant offering on Katama Bay with 6.5 acres creating an expansive waterfront compound with over 380 feet of frontage. A boardwalk over marsh allows for a scenic trespass to the shoreline to the private dock. The home site on the bay will provide spectacular water views to the south while encompassing the natural meadow to the west and the topography is varied with rolling hills and open grassland. This new enclave in Katama known as Bayside was created to embody and preserve the natural character of the old Vineyard. With over 20 acres of protected open space of native meadow and forest land, the result is an unparalleled setting and the assurance of owner privacy. Ready for building permit. Additional parcels also available - please inquire

Listed by Sandpiper Realty

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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18 Bayside South, Edgartown, MA

Price$12,950,000

Est. Mortgage: $/month

MLS Number 28420

  • Land
  • Village Katama
  • Acreage 4.4

BAYSIDE ~ A select offering of 4.4 acres with over 320' of sandy beach and a private deep water dock on Katama Bay. The gentle rise of the topography presents commanding views of the water and the home site provides the opportunity to build a 10 bedroom compound and accessory structures. This new enclave in Katama was created to embody and preserve the natural character of the old Vineyard. With over 20 acres of protected open space of native meadow and forest land, the result is an unparalleled setting and the assurance of owner privacy. Ready for building permit. Additional parcels also available - please inquire.

Listed by Sandpiper Realty

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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 Red Gate Farm Road, Aquinnah, MA

Price$12,000,000

Est. Mortgage: $/month

MLS Number 32134

  • Land
  • Village South
  • Acreage 40.56

Nestled on the shores of picturesque 603±-acre Squibnocket Pond, this pristine, one-of-a-kind 40.56±-acre waterfront retreat looks southeast over the open expanse of calm waters and winding coastline to the Atlantic Ocean beyond the dune-fringed barrier beach that stretches between the pond and the ocean. Two potential homesites on the extensive acreage include one tucked by the 1,009±-foot shoreline of this tranquil oasis, an unspoiled natural refuge for bountiful wildlife in a landscape of breathtaking four-season beauty, featuring many varieties of trees and plants. Also enjoying deeded access to the ocean by boating over the pond, as well as by car, the property has been held by the same family for nearly 40 years as part of the Red Gate Farm compound. The rare setting on the coastline of Aquinnah, the westernmost outpost of Martha's Vineyard, is prized for its unparalleled peace and privacy.

Listed by Wallace & Co. Sotheby's

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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849 Main Street, Vineyard Haven, MA

Price$10,800,000

Est. Mortgage: $/month

MLS Number 31361

  • Residential
  • Square Feet 3921
  • Bedrooms 6
  • Bathroom 5
  • Half Baths 1

Rare opportunity to purchase a waterfront West Chop home with stunning panoramic views of Vineyard Sound. Located on the outer harbor this property has been lovingly cared for by the same family for many decades. The gently rolling lawn leads to your deeded, sandy beach, which is the perfect setting for swimming, boating, fishing, kayaking and enjoying time with family and friends. A new addition in 2005 expanded this delightful home to include three bedrooms and three baths to accommodate the growing family. The original home retains its charming character featuring a living room with fireplace that extends from the front to the rear of the house, stepping through French doors to the covered porch stretching across the back of the house. An inviting dining room provides the setting for memorable gatherings offering views to Vineyard Sound. Three light filled bedrooms and two and a half baths complete the original portion of the home. The new kitchen, family room and screened porch add an element of casual living and space for an active family. Spend relaxing afternoons reading on the porch or watching the many boating activities and ferries passing day or night. Begin your journey of enjoying this wonderful home for generations to come.

Listed by Coldwell Banker Landmarks

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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849 Main Street, Vineyard Haven, MA

Price$10,800,000

Est. Mortgage: $/month

MLS Number 30885

  • Residential
  • Square Feet 3921
  • Bedrooms 6
  • Bathroom 5
  • Half Baths 1

Affectionately known as "The Whale" and owned by the same family for over 60 years, this Classic West Chop home is privately situated on 1.62 acres with stone walls framing an expansive, gently rolling lawn down to the deeded, sandy beach. With over 200 feet of protected beach, this is some of the best swimming and kayaking on the island! Enjoy panoramic views from the screened in porch, back deck, and all 6 bedrooms! With a 3 br. addition in 2004, this is a delightful combination of old and new, appealing to all! The older wing includes 3 bedrooms and 2.5 bath, all with water views! The large living room leads out to a beautiful sitting area overlooking the manicured lawn, stone wall, hydrangeas, the beach and Sound beyond. The formal dining room with extensive windows also enjoys panoramic views. In the renovated wing there is an updated kitchen overlooking a comfortable family room and inviting screened in porch. A large first floor master suite and 2 additional bedrooms en suite viewing the Sound complete this charming addition. An oversized basement and garage provide additional storage especially for bikes, kayaks, and "island" car! The panoramic views here are mesmerizing and this is a rare opportunity to find a turnkey house on an oversized, private lot, within the "West Chop Loop", truly a property not to be missed.

Listed by Viewpoints

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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32 Ocean View Avenue, Edgartown, MA

Price$10,750,000

Est. Mortgage: $/month

MLS Number 30584

  • Residential
  • Square Feet 3044
  • Bedrooms 4
  • Bathroom 3
  • Half Baths 1

Located on exclusive Ocean View Avenue, this custom contemporary home that was completely renovated in 1996, offers panoramic views of Edgartown Harbor and Chappaquiddick Island. The residence features an open modern kitchen with breakfast bar, dining area and an inviting living room, all with water views. The second floor master suite features a private bath and balcony overlooking the Harbor. There is an additional bedroom suite on the second floor and the remaining two bedrooms on first floor. Complimenting this fine property is an attached garage, water facing patio for lounging and entertaining, beautiful landscaped gardens surrounding the home, a terrace with spa and a stone stairway leading to a private dock.

Listed by Landvest MV

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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22 Austin Pasture Road, Chilmark, MA

Price$8,900,000

Est. Mortgage: $/month

MLS Number 31818

  • Residential
  • Square Feet 3358
  • Bedrooms 4
  • Bathroom 3
  • Acreage 22.9

22 acres in Chilmark with a well designed home that truly resonates with the land. Commanding views over Squibnocket Pond, south shore barrier beaches and the Atlantic Ocean. A three bedroom main house and a one bedroom guest house are sited privately on a south facing slope taking advantage of the best this property has to offer. Ultimate privacy with an exceptional location. Exclusive access to Squibnocket Pond with two little private islands included (Strawberry Island and Gull Island). Paddle board and kayak around this pristine pond and enjoy the quiet and calm that comes with living in this natural environment.This is truly a once in a lifetime opportunity for a discerning Buyer. Click on the link for a drone video of the property.

Listed by Tea Lane Associates

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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721 Main Street, Vineyard Haven, MA

Price$8,600,000

Est. Mortgage: $/month

MLS Number 30721

  • Residential
  • Square Feet 3037
  • Bedrooms 4
  • Bathroom 4
  • Half Baths 1

This spectacular waterfront West Chop home with panoramic views looking out across the Vineyard Sound will take your breathe away. A true beach home featuring 110 feet of private beach with dock and mooring, and positively the best swimming on the island! The great room with cathedral ceilings and floor to ceiling windows captures the boat activity in every direction. Easy living here with one wing with master and guest ensuite bedroom. A newly renovated state of the art eat-in kitchen just off the great room makes this the perfect home for entertaining. One bedroom and den is found off the kitchen with separate exterior access to an outdoor shower. A huge bonus here, and something that could not be duplicated today, is the quaint detached bedroom complete with a kitchenette and living room area. Additional garage and basement, perfect for storing the kayaks, beach toys and bikes! This is a very special offering, that is totally turnkey including furniture, all you need is your bathing suit!

Listed by Viewpoints

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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22 Cataumet Avenue, Vineyard Haven, MA

Price$8,350,000

Est. Mortgage: $/month

MLS Number 30800

  • Residential
  • Square Feet 3849
  • Bedrooms 5
  • Bathroom 4
  • Half Baths 1

One of the most desired locations on Martha's Vineyard to watch the sunsets and boats sailing by! Tucked away down a beautiful private, dirt road, this five bedroom, four and a half bath home features an expansive manicured lawn, panoramic views of the Elizabeth Islands, the Vineyard Sound, and a walking path to the beach*! Light and airy with panoramic views throughout capture the serenity of the land and the beauty of the water and sky. Open space on the first floor features a formal dining room, oversized kitchen, den, and magnificent living room complete with lengthy window seats. Living space spills out to the outdoors with extensive decks and a rolling lawn down to the beach path. On the second floor you'll find two master bedrooms, one with a large deck viewing the Sound and two additional bedrooms with a Jack and Jill bathroom and water views. The third floor has breathtaking views down to Paul's Point from the large master suite and sitting area. This is the consummate summer beach house with some of the best swimming, kayaking, clamming, and tide rides on the island. Close to Mink Meadows, the West Chop Woods, and Vineyard Haven, this is easy living at its best!

Listed by Viewpoints

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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348 Sea View Avenue, Oak Bluffs, MA

Price$6,490,000

Est. Mortgage: $/month

MLS Number 18014

  • Residential
  • Square Feet 3891
  • Bedrooms 10
  • Bathroom 5
  • Half Baths 1

150 Feet of PRIVATE BEACH at this WATERFRONT COMPOUND IN HARTHAVEN - With 180 degree views of Nanctucket Sound and beyond, this property offers a rare opportunity for a waterfront family compound or an investor's dream with a private beach. The three homes that make-up this unique 13 bedroom property are as follows: The "Main Deck" is a sprawling cape-style home with 5+ bedrooms, 2 1/2 baths, oil forced hot water heat, air conditioning, wood-burning fireplace, large covered deck overlooking the bluff and a screened-in porch. This home was updated in 1996. This home is considered the main house of the property because of its commanding location perched on the bluff. The "Captain's House" was rebuilt in 1996. It has a reverse-style floor plan to take full advantage of the sweeping water views. Featuring 2 master suites and 2 additional bedrooms that share a bath, this home is light-filled, open and airy. Two wood-burning fireplaces. The craftsmen that created this home gave extra attention to the wood details throughout and made the house worthy of the finest sea "captain". You will notice these details from the moment you walk into the foyer and move your way through the home to enjoy the beamed ceiling in the living room. The "Cottage" completes this property...almost. This home was also fully rebuilt in 1996. It consists of a living room with wood-burning fireplace, eat-in kitchen, first floor bedroom, first floor laundry and bath. The second floor bedroom has breathtaking views from its private deck. A second large deck runs along the back side of the house. All 3 homes have been created to be independent of each other and all feature air conditioning, outdoor showers and more. With plenty of storage and additional space to be creative with, the garage nicely completes this property. All homes have a solid rental histories with repeat tenants. Sellers would consider a full "turn-key" option.

Listed by Island Real Estate

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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4 Windy Way, West Tisbury, MA

Price$6,390,000

Est. Mortgage: $/month

MLS Number 31766

  • Residential
  • Square Feet 2651
  • Bedrooms 4
  • Bathroom 3
  • Acreage 3.3

Set on the highest points on Makonikey in West Tisbury, this 4 bedroom home and detached studio offer warmth, character and breathtaking views across Vineyard Sound, the Elizabeth Islands, Woods Hole, and the coastlines of Aquinnah to Edgartown. This shingled style contemporary has an open floor plan with many windows, a spacious living room that flows into the kitchen and dining area, and several decks perfect for entertaining. The stairs to the sandy beach are a stone's throw away - great swimming, boating, fishing and sunsets. This is an authentic Vineyard experience. Included as part of the sale are engineering plans and Conservation Commission approval to build a 5000 sf home. The property can support up to six bedrooms and the acreage allows for a guest house.

Listed by Tea Lane Associates

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details