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Martha's Vineyard

A spectacular destination located off the coast of Cape Cod, Massachusetts. Accessible by ferry or plane. The island consists of six diverse towns. The island is a wonderful place to purchase a year-round or vacation property. 

Find Martha's Vineyard Real Estate

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Parcel B at South Shore Estates, West Tisbury, MA

MLS Number 31691

  • Land
  • Village South Shore
  • Acreage 80

This 80± acre oceanfront property is one of the largest and most private offerings on the island. The owner of Parcel B has exclusive rights to use 400' of private beach which is nestled between the private beaches of Parcel A and Parcel C (see Site Map). The owner of Parcel B has rights to use the 35-acre private pond for swimming, fishing, and boating. This remarkable parcel contains four lots. Each lot can host a main home and an additional guest home, therefore this parcel is an ideal investment for an individual wishing to create one sprawling compound with multiple homes spanning the lots, or the buyer desiring a separate compound with main home and guest home on each lot. This parcel features an exceptional building site for a secluded two-story residence within walking distance from the private beach with breathtaking, unobstructed views of the pond and ocean. There are additional building sites to the northwest for homes with peaceful pond and ocean views, and there are still more opportunities for residences and guest homes among the beautiful trees and grassy terrain on the balance of the parcel. The owner of this property, along with the other owners at South Shore Estates, has rights to use the 141± acres of conservation land in the northern section of the property for hiking, trail running, and horseback riding.

Listed by South Light Property LLC

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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Parcel D at South Shore Estates, West Tisbury, MA

MLS Number 31685

  • Residential
  • Square Feet 5600
  • Bedrooms 4
  • Bathroom 2
  • Half Baths 2

This 27 +/ acre oceanfront property features a four-bedroom residence with salt-water swimming pool, hot tub, Har-Tru tennis court, and an impressive, underground 10,000 bottle-capacity wine cellar. The home was designed by Gary Graham of Graham Meus, Inc. to highlight the home's proximity to the beach. With the exception of the bathrooms, each room has wonderful views of the ocean. The home features a media room, exercise room, office, two sitting rooms, three full bathrooms, two half bathrooms (one with adjacent steam bath and a separate cedar sauna), two outdoor showers, and five fireplaces. The home is divided into three large sections which are connected to each other by decks on both the first and second floors. This thoughtful layout provides the owner and his or her guests with ample privacy and the opportunity for solitude, if desired. The main outdoor deck is the perfect place to entertain or to relax by the pool. Enjoy a peaceful morning reading the newspaper and sipping coffee poolside, or host an elegant luncheon on the deck for close friends after a tennis match. The brilliant colors of sunset over the Atlantic Ocean make a perfect backdrop for al fresco dining on the deck. The owner of this parcel has exclusive rights to use 300' of private beach that is within walking distance from the house. This beach abuts two private beaches and is therefore exceptionally private. The owner of Parcel D has rights to use the 35-acre private pond for swimming, fishing, and boating The parcel contains two lots and can host additional residences and/or guest homes in the northern section of the property. The owner of Parcel D has rights to use, along with the other owners of South Shore Estates on Martha's Vineyard, the 141 +/- acres of conservation land in the northern section of the property for hiking, trail running, horseback riding and recreation.

Listed by South Light Property LLC

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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7 Starbuck Neck Road, Edgartown, MA

Price$19,500,000

Est. Mortgage: $/month

MLS Number 30660

  • Residential
  • Square Feet 3751
  • Bedrooms 5
  • Bathroom 4
  • Half Baths 2

A rare offering in one of Edgartown's most coveted neighborhoods; very private and quiet yet a five-minute waters edge walk from Main Street in Edgartown. Located on Starbuck Neck, this exclusive property has spectacular waterviews of Edgartown Harbor, Edgartown lighthouse and Nantucket Sound from three sides of the house. This 1.2-acre estate on Edgartown's Outer Harbor features a 3,355 sq. ft. main house built in 1890 in the classic shingle style and beautifully and meticulously restored and renovated in 2000. The property also has a privately sited guest house with 2 car garage and is outfitted for hanging kayaks for use at the nearby Fuller street beach. The main residence has four bedrooms and a master bedroom ensuite office overlooking the water and guest suite with private sun porch. The grand living room with brick fireplace and dining room feature extensive wood detail and have expansive views of the pond and ocean along with an oversized family room and a spacious gourmet kitchen with a breakfast bar. Stunning gardens line the property and gracious porches provide lots of space for entertaining. A house of this caliber and location becomes available only once in a generation.

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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79 Turkeyland Cove Road, Edgartown, MA

Price$19,250,000

Est. Mortgage: $/month

MLS Number 32073

  • Residential
  • Square Feet 6892
  • Bedrooms 7
  • Bathroom 8
  • Half Baths 1

This stunning custom home sits on 20 +/- private acres directly on the Edgartown Great Pond. Custom-designed by Bradenburger Taylor Lombardo Architects from San Francisco, and built by reputable Island builder, John Early, this unique & lavish home is in a league by itself. The long and winding driveway, sprawling lawn and incredible water views make for the perfect family compound setting for generations to come. The nearly 7,000 sq ft main residence is finished with the finest details and is designed with 7 bedrooms, and 8.5 baths, multiple seating and entertaining spaces, a modern Chef's kitchen, and a formal circular dining room surrounded by a wall of windows overlooking the grounds. The spacious and dramatic living room space boasts vaulted ceilings with exposed steel beams and a focal point stone fireplace. There are two guest wings and an impressive master suite with fireplace, private sun deck and spectacular water views. Your summer days can be spent poolside in a garden-like setting with the sounds of the waves lapping in the distance, or exploring the expansive Great Pond and outer barrier beach for a full day on the water. A property of this stature needs to be seen to be experienced.

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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8 Snail Road, Chilmark, MA

Price$19,125,000

Est. Mortgage: $/month

MLS Number 28958

  • Residential
  • Square Feet 6967
  • Bedrooms 6
  • Bathroom 5
  • Half Baths 2

Majestically perched 120 feet above the Atlantic Ocean, the magnificent Chilmark House is an award-winning triumph of design and execution. Designed by Seattle architect Rick Sundberg, Falmouth landscape architect Steve Stimson and built by master builder Andrew Flake, the house flows continuously between interior and exterior spaces. A comfortable yet luxurious seaside retreat that celebrates panoramic ocean views of the South Shore and Chilmark Pond. This home features gracious skylights, huge windows and wonderful detail in both design and materials. Oak and radiant-heated limestone floors, marble baths, precast concrete fireplace mantles and top quality appliances support a relaxed yet sophisticated experience for residents and guests. Views from the grand entrance encompass the ocean and infinity pool. The foyer leads past an exquisitely appointed dining room to the great room with soaring ceilings, floor to ceiling windows and an oversized wood burning fireplace. The impeccable attention to detail is highlighted in the chef's kitchen with sitting area, fireplace and custom casework. Heated infinity pool, half-basketball court, large screened porch and outdoor terraces provide a breezy and beautiful venue for all. This secluded residence and 2 bedroom guest cottage sit on 9.5 acres of wooded hillside and includes access to a private Atlantic Ocean beach accessed by boat across Chilmark Pond from your private dock. A presidential paradise, this estate served as the 2013 summer White House. An exquisite Vineyard home!

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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Parcel C at South Shore Estates, West Tisbury, MA

MLS Number 31690

  • Residential
  • Square Feet 700
  • Bedrooms 1
  • Bathroom 1
  • Acreage 28

This 28± acre oceanfront parcel features an idyllic one-bedroom beach house with direct ocean views and exclusive use of 300' of private beach within walking distance from the beach house. A building site for a two-story main residence north of the beach house features incredible southwest views of the Atlantic Ocean, the 35-acre private pond, and Squibnocket beyond. The owner of Parcel C has rights to use the 35-acre private pond for swimming, fishing, and boating. In addition to having exclusive rights to use 300' of private beach and rights to use the pond, the owner has rights to use, along with the other owners of South Shore Estates, the 141± acres of conservation land in the northern section of the property for hiking, trail running, and horseback riding. To the east of this properties lies a 27 +/- acre, two-lot parcel with a 5600 sf residence for $21M.

Listed by South Light Property LLC

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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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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2 & 4 Morse Street, Edgartown, MA

Price$15,250,000

Est. Mortgage: $/month

MLS Number 30788

  • Residential
  • Square Feet 5148
  • Bedrooms 9
  • Bathroom 7
  • Acreage 0.23

Multi-lot waterfront family compound consisting of two primary homes of equal quality and a separate studio/office, all with dramatic water views, including views of Edgartown Harbor, the Lighthouse, and Katama Bay. The "Captain Dexter House", (2 Morse Street), is a two story home with five bedrooms and four baths, a combined kitchen/dinning and living room area with fieldstone fireplace, french doors accessing upper deck with panoramic water views. The "Ferry House", (4 Morse Street), is a two story home with four bedrooms and three baths, with open kitchen/dinning and living room space one to upper deck. An additional lower covered porch abuts the waters edge. Dockage included for a boat up to 17 foot Boston Whaler type. Cobblestone courtyard parking. Walking distance to dinning, shopping and beaches. A true gem!

Listed by The Tharp Group

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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8 Red Gate Farm Road, Aquinnah, MA

Price$15,000,000

Est. Mortgage: $/month

MLS Number 32135

  • Land
  • Village South
  • Acreage 75.64

Offering priceless peace and privacy, this rare and pristine 75.64±-acre oceanfront haven sprawling across 1,060± feet of private beachfront has been held by the same family for nearly 40 years as part of Red Gate Farm. The vast acreage and exquisite dune-fringed sands give the sense of a world apart in an idyllic landscape which has remained virtually unchanged over the centuries. Perched on a southwest-facing ridge, the potential homesite commands glorious views to the ocean's brilliant blue waters and sunsets in the midst of this sublime seaside paradise of pastoral coastal heathlands and high dunes. Trails meander through the lush age-old landscape of iconic beetlebung, oak, and beech trees in the splendid solitude of this truly extraordinary property, a natural habitat for abundant wildlife. The serene setting is located in Aquinnah, the Vineyard's westernmost outpost, nestled on a peninsula surrounded by the Atlantic Ocean and Vineyard Sound.

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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120 Meetinghouse Way, Edgartown, MA

Price$14,500,000

Est. Mortgage: $/month

MLS Number 23580

  • Land
  • Village Katama
  • Acreage 21

Approx 21 acres of mostly vacant farmland, with an older home. House location is only 65 feet from pond, expansive ground floor views. Location and size of home is grandfathered. Several outbuildings. All buildings conditions are poor. Property is now subdivided into 6 lots, with potential for a 7th lot by further subdividing lot 10. (this property includes lots 10, 11, 12, 13, 14, and 15). Rights to a private ocean beach lot are also included. Beach lot is map 53, lot 4. Property is bordered by town conservation land on entire eastern side.

Listed by Nab's Corner

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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221 & 223 John Cottle Road, West Tisbury, MA

MLS Number 30787

  • Residential
  • Square Feet 3864
  • Bedrooms 7
  • Bathroom 5
  • Acreage 7.95

Paul's Point, one of the most treasured shorelines on Martha's Vineyard, known for its sandy shores, emerald waters and remarkable privacy, is home to this wondrous ocean front property. Perfectly manicured yet whimsical grounds sprawl over 8 acres with beetlebung groves, stonewalls and gently rolling meadow leading to nearly 200' of shoreline. The magic continues into the woodland over an artfully crafted footbridge through tall trees and over a rustling creek. Sitting high over the trees, the main residence offers captivating views and is an appealing design that includes 5 bedrooms on three levels of living and semi attached guest quarters. Stone steps weave through ample gardens to the vintage guest house and to the open expanse stretching to the water. A unique opportunity to own on this prestigious shoreline of legacy estates.

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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details