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Aquinnah Waterfront Homes

Aquinnah formerly known as Gay Head has a year round population of 311. It is famous for the Gay Head Cliffs and Gay Head Light. There are several great beaches located here including Moshup, Philbin and Lobsterville.

Scroll down to view all Aquinnah waterfront homes for sale. Don't hesitate to contact your local agents at the Vineyard Realty Group with questions about buying Martha's Vineyard real estate. 

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3 East Pasture Lane, Aquinnah, MA

Price$4,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31791

  • Residential
  • Square Feet 2310
  • Bedrooms 4
  • Bathroom 3
  • Acreage 6

Boasting one of the most spectacular views in Aquinnah, this home is poised on 6 acres and majestically resides over the Menemsha Pond and Vineyard Sound. With expansive living space spanning three levels, the four bedroom home has simply breathtaking views, manicured grounds and wonderful outdoor entertaining spaces. Two master suites and two additional bedrooms, open living floor plan and views from nearly every room of this home!

Listed by Flanders Real Estate

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

7 Maple Hill Road, Aquinnah, MA

Price$3,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32431

  • Residential
  • Square Feet 3527
  • Bedrooms 4
  • Bathroom 3
  • Acreage 2.85

This Contemporary home is tucked into the dunes off Moshup Trail and offers the most incredible South Shore ocean views. Deeded beach rights are just a stroll away. There is a total of 3527 square feet of living space, 4 bedrooms and 3 full baths. The open floor plan includes a spacious living/dining room with cathedral ceiling and fireplace, a modern kitchen with granite counters, all offering expansive ocean views all around. The spacious deck with hot tub are perfect for out door entertainment. The guest wing, separated from the main house by a screened-in porch, includes 2 bedrooms and a loft that share a full bath. The first floor master and private bath have cathedral ceilings and a fireplace. The second floor features a second floor den/office space, a 4th bedroom, full bath and a roof deck protected from the ocean breezes. To top it off, a 3rd floor tower with windows all around offering views of the South Shore, Gay Head Cliffs and the Lighthouse. New Heating and A/C. Sited on almost 3 acres of privacy and seclusion, there are mature plantings, perennial gardens, stone walls and your own pond with a charming bridge that takes you on walking trails throughout. Truly an enchanting property.

Listed by Karen M. Overtoom R.E.

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

10 Moshup Trail, Aquinnah, MA

Price$2,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31263

  • Residential
  • Square Feet 1152
  • Bedrooms 5
  • Bathroom 1
  • Acreage 0.7

This is the Vineyard dream and a once in a lifetime opportunity - a quintessential beach cottage is nestled in the dunes off Moshup Trail enveloped by the sights, sounds and smell of the ocean. Just a short walk to the sand and surf, this iconic house is a mid-century modern color block design inspired by artist Piet Mondriaan, and offers updated kitchen, new well and septic system. The water views from the main living areas are spectacular, while other angles of the dunes and lighthouse are equally enchanting. This is a truly magical and unique setting, the expansive, sandy stretch of the south shore just over the dune is a quiet deeded beach, spanning over 530 feet, that acts as your own private retreat after hours. Take full advantage of the cool sea breeze, tranquility and simplicity of this incomparable setting available for the first time ever.

Listed by Tea Lane Associates

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

23 Oxcart Road, Aquinnah, MA

Price$2,100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31710

  • Residential
  • Square Feet 950
  • Bedrooms 4
  • Bathroom 2
  • Acreage 3.7

Relax with the calming sounds of nature at this wonderfully simple Ox Cart Road camp in Aquinnah. While the private beach access lay at your doorstep, you can enjoy sunset views, bird watching, dogfish bar fishing and the lulling sound of the ocean. An open floor plan, spacious deck areas and an interesting layout. The enduring appeal of this property is reminiscent of times gone by. An escape surrounded by the beauty of the Vineyard.

Listed by Flanders Real Estate

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

61 Moshup Trail, Aquinnah, MA

Price$2,000,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31517

  • Residential
  • Square Feet 1096
  • Bedrooms 3
  • Bathroom 2
  • Acreage 2

Perched high on Moshup Trail this casual 3 bedroom 2 bath year round home commands breathtaking views of the rugged Aquinnah shore line . Easy 3 minute walk to Philbin Beach, just across the road. Plenty of parking, plus garage and walk out basement. Spacious decks for casual out door living. Potential for 1000 sq ft expansion with permits. Property is being sold "as is". Aerial video can be viewed by clicking on Virtual Tour link

Listed by Mary Jo Goodrich Island Properties Inc.

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

22 Lighthouse Road, Aquinnah, MA

Price$1,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 30002

  • Residential
  • Square Feet 2332
  • Bedrooms 4
  • Bathroom 4
  • Acreage 4

Offered for the first time in nearly 50 years, this 4 bedroom, 4 bath, contemporary home is sited on four acres at 22 Lighthouse Road. Spanning over 2,300 square feet on two levels, this home provides views across Vineyard Sound to the Elizabeth Islands, Menemsha Bight and Chilmark's north shore. Entertain friends and guests in the spacious living room with sky lit, cathedral ceilings, fireplace and wide water views. An open kitchen and dining area lead to a sunlit porch where one can also enjoy the views to the Sound and the property's inground, heated swimming pool. The upper floor of this home is complete with a grand master bedroom overlooking the Sound with a large ensuite whirlpool bath, multiple closets, spaces for an au-pair and a large family room with kitchenette and laundry. The lower floor of this home provides three additional bedrooms and bathrooms, an office, a workshop and guest quarters. In addition to the pool, there are multiple decks and outdoor spaces to enjoy. Other amenities include hardwood flooring, a house generator, outdoor shower, air conditioning and two car garage. Water views are protected with ownership of 1.8 acres across Lighthouse Road that may also be able to be developed with permitting. Summer fun can be found at two included private, association beaches, South Shore Beach, located off Moshup Trail, an Atlantic Ocean beach, and Vineyard Sound Beach, located off Oxcart Road. Adjoining 13.7 acres available separately. See 5-106 Lighthouse Road.

Listed by Russell Maloney Real Estate

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2 Pilots Landing, Aquinnah, MA

Price$1,980,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31823

  • Residential
  • Square Feet 1385
  • Bedrooms 3
  • Bathroom 2
  • Acreage 3.2

A sublime contemporary take on the perfect beach house, or, the absolutely perfect year round retreat. Designed by award winning architect Charles Rose, whose ultra modern concept of three living area pavilions separated by grass courtyards and a roof deck with sweeping ,excellent views,of the Vineyard Sound and Elizabeth Islands, satisfies all the senses.The central locus is living room, dining room and kitchen.The front of the building is immense glass sliding doors, with large screen doors which can slide into place to convert the living room into a screened porch in communion with the gardens outside.The master suite and bath is separated by its own courtyard for privacy.Two additional bedrooms and full bath guest house has its own grassy courtyard to define its area apart.The house is designed to accommodate multi functions while preserving privacy in each area.A private path leads to one of the Island's most coveted north shore beaches This seaside gem has won many accolades and can be viewed in publications: Barefoot Beach Houses, Metropolitan Home, The Houses of Martha's Vineyard, to name a few. Definitely delve into the amazing and savvy body of work for Charles Rose Architects at www.charlesrosearchitects.com. For those who want to enjoy the views, the beach and a very special communion with Nature in one of its most sacred places.

Listed by Feiner Real Estate

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

5 Sea Mist Lane, Aquinnah, MA

Price$1,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31707

  • Residential
  • Bedrooms 4
  • Bathroom 2

IF YOU ARE LOOKING FOR SOME OF THE MOST SPECTACULAR VIEWS ON THE ENTIRE SOUTH SHORE OF THIS ISLAND, LOOK NO FURTHER!! This is a property that simply cannot be duplicated; the site that this house sits on commands the most spectacular views of the Atlantic ocean anywhere on Moshups Trail .And included are deeded rights to a private Atlantic beach, within walking distance. The house is solidly built, and diligently maintained,by the current owner, builder. Certainly, enjoy it as is or re model to your hearts content within this lovely contemporary foot print.. Because of changing regulations , this house could probably not be duplicated today, which makes this an extremely valuable offering. The owner has priced this to sell. If it`s summer fun you are looking for, this one must be seen!!

Listed by Metes & Bounds

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

7 Sandcastle Lane, Aquinnah, MA

Price$1,850,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 30943

  • Residential
  • Square Feet 2384
  • Bedrooms 4
  • Bathroom 2
  • Acreage 8.1

Well designed modern contemporary home nestled on privately on Sandcastle off of Lighthouse Road. A fresh and airy home featuring a large open living dining area with sliding doors to a front deck area overlooking a large private and well landscaped yard. This four bedroom home offers sunlit rooms with upstairs views of the Vineyard Sound and Sunset views. Consisting of approximately 8 acres and only a short distance to Aquinnah beaches and the shops at the cliffs.

Listed by Flanders Real Estate

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

15 Old South Road, Aquinnah, MA

Price$1,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 30474

  • Residential
  • Square Feet 2610
  • Bedrooms 5
  • Bathroom 3
  • Acreage 2

Loaction Location... Old south road with ocean views over a gorgeous yard. Easy walk to Philbin Beach. Built in 1990 with an open floor plan on the main level this home is about family and fun. Huge deck off the living room creates a wonderful relationship with the outdoors and offers opportunity to dine and relax outside with ease. 3 adorable bedrooms upstairs have lots of sun facing the south and the center room has it's own deck and a great view.

Listed by Feiner Real Estate

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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