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Martha's Vineyard Up Island Real Estate

Scroll down to browse all Martha's Vineyard Up Island real estate for sale. You will find a variety of listings, including luxury homes, waterfront properties, summer rentals, and much more. Contact us if you have questions or would like to tour a listing.

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80 Obed Daggett Road, West Tisbury, MA

Price$1,550,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32888

  • Residential
  • Square Feet 2365
  • Bedrooms 5
  • Bathroom 2
  • Acreage 4.4

Tucked away in a coveted area of the north shore with deeded beach access close by, this contemporary home offers expansive space and light with an open floor plan and soaring ceilings in the common areas. Upstairs living and dining room connect to a screened porch and sun deck providing a treehouse feel, nice breezes, and peeks of the water. With five bedrooms, total privacy and close proximity to deeded beach, this property is a treasure. The beach access is an easy walk/bike/drive from the house and includes parking. Extensive walking trails at Cedar Tree Neck are just beyond the beach access.

Listed by Tea Lane Associates

{$agent->Name}

Martha's Vineyard Real Estate
PO Box 74
31 North Summer Street
Edgartown MA, 02539
Office: (508) 627-7890

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-11-02

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

1 Driftwood Lane, Aquinnah, MA

Price$2,450,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32789

  • Residential
  • Square Feet 1570
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.5

An absolute gem off Lighthouse Road, three bedroom split level home with great water views and private path to the beach. Enjoy Martha's Vineyards famous sunsets from the private deck and unrivalled fly fishing and swimming are just steps away on Lobsterville Beach. The open plan living, kitchen and dining space is light and bright with limewashed beams and central brick chimney for the double sided fireplace. The kitchen opens to a lush private yard in the rear with vegetable garden and private patio and the living room opens to a large water view deck overlooking the Vineyard Sound. Three bedrooms - the large master suite has a private deck - and there are two and a half bathrooms. Single car garage. New roof, shingles and new Marvin windows in 2012 ...a wonderful opportunity to be in this very special spot.

Listed by Tea Lane Associates

{$agent->Name}

Martha's Vineyard Real Estate
PO Box 74
31 North Summer Street
Edgartown MA, 02539
Office: (508) 627-7890

Do not fill in this field:

Do not fill in this field:

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 2017-11-02

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

5 Tree Frog Lane, Chilmark, MA

Price$1,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32822

  • Residential
  • Square Feet 1944
  • Bedrooms 4
  • Bathroom 2
  • Acreage 4

Post-and-beam home set on 4 gorgeous acres in Chilmark with undulating land, fruit trees, a pond, and lichen-covered stone walls. The interior is warm and inviting - a real country home complete with fireplace. Two outbuildings offer opportunities to create a studio or workshop. Lucy Vincent Beach and Menemsha are equidistant, each being 3 miles away. The seasonal Menemsha shuttle leaves from a spot on Tabor House Road just 100 yards away. A guesthouse is permitted after 5 years.

Listed by Wallace & Co. Sotheby's

{$agent->Name}

Martha's Vineyard Real Estate
PO Box 74
31 North Summer Street
Edgartown MA, 02539
Office: (508) 627-7890

Do not fill in this field:

Do not fill in this field:

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 2017-11-02

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

655 Old County Road, West Tisbury, MA

Price$895,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32800

  • Residential
  • Square Feet 2450
  • Bedrooms 4
  • Bathroom 3
  • Acreage 2.2

This story book cottage has many unique features. It is nestled into gently sloping grounds and surrounded by a landscaped lawn with many ornamental trees and flowers creating a beautiful outdoor space. This location offers close proximity to West Tisbury Village and all the conveniences the town offers. The home has a spacious main level consisting of a living area with barrel vault ceilings and a wood burning fireplace. Additionally there are three bedrooms, an updated large and sunny master bedroom (added in 1984) with cathedral ceilings, a fireplace, a cozy alcove for relaxed reading and a full ensuite bathroom. There is a second bedroom complete with barrel vault ceiling and a fireplace, and finally a third smaller bedroom well suited as a child's room or an office. A hallway bathroom completes this first floor. The entire upper level is encompassed by a wraparound deck accessed through both living areas and bedrooms. Downstairs the home opens up to an open concept living, dining, kitchen area with a large stone fireplace that opens to both the family room area and the dining area. The walls are exposed stone and concrete and lots of light comes in through the 2 sets of French doors leading to the patio and back yard. The fourth bedroom, laundry area and third bathroom are also on the lower level. The back yard is large and grassy and borders on the Mill Brook. Set back from the street with a circular driveway, this property provides privacy and great opportunities.

Listed by Tea Lane Associates

{$agent->Name}

Martha's Vineyard Real Estate
PO Box 74
31 North Summer Street
Edgartown MA, 02539
Office: (508) 627-7890

Do not fill in this field:

Do not fill in this field:

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 2017-11-02

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

556 Edgartown West Tisbury Road, West Tisbury, MA

Price$715,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32768

  • Residential
  • Square Feet 1428
  • Bedrooms 4
  • Bathroom 1
  • Acreage 1.4

If you are looking for a property with character, "The Suzie Scott House" has more than you can imagine. Built in circa 1850, the current owner purchased this well maintained home as part of a long time family owned Estate. This sweet Antique sits on 1.4 acres with several out buildings (including the original out house converted to a shed). This is a property to really make your own, while keeping the character of the era, and still putting your stamp on it. Enter through a screened porch which leads into the Main Living space. A large room at the front of the house, off the Living Room (now being used as a bedroom) could be easily converted into a Family room / Office. The cozy Kitchen with dishwasher, washing machine and extra large gas stove could be a beautiful restoration project. A dining, sitting room and 2 more bedrooms finish off the main level. A small staircase leads to 2 second Floor bedrooms and 1/2 bath complete this very special listing. When the current owner purchased this home, the community was thrilled to learn that he was keeping the house, with all its character, in tact. Any way you choose to go, this is a beautiful piece of property ! There is something to be said for mixing some old with new to create a unique "Vineyard Home".

Listed by Martha's Vineyard Seacoast Properties

{$agent->Name}

Martha's Vineyard Real Estate
PO Box 74
31 North Summer Street
Edgartown MA, 02539
Office: (508) 627-7890

Do not fill in this field:

Do not fill in this field:

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 2017-11-02

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

81 Squibnocket Farm Road, Chilmark, MA

Price$15,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32757

  • Residential
  • Square Feet 4852
  • Bedrooms 4
  • Bathroom 4
  • Acreage 5.9

Home, water and community are the highlights of this extraordinary property. Award winning architect Bernard Wharton & Allan Shope designed a breathtaking 4 bedroom 4 bath home. Each room enjoys marvelous ocean and meadow views and is complimented by exquisite floor to ceiling design details which make it the most interesting home on the Vineyard. The multi year collaboration of architect, interior designer, builder and owners ceated a home beyond stunning -- this collective genius created a home which is exciting, charming and livable. Like a great artistic masterpiece, it gets better over time. The owners have felt this way every day for 20 years. This exquisite home on 6 private acres embraces the natural wonder of the endless Chilmark, West Tisbury and Edgarown shoreline with the Edgartown Water Tower in clear view 14 miles away. The home and coastline splendor is further enhanced by the private 550+ acre Squibnocket community with 1.5 miles of pond front, 2 miles of ocean front, 350+ acres of conservation and shared with only 12 other homes. 123 of these conservation acres abut this property on one side and 17 conservation acres abut on another side. This paradise is considered the finest waterfront community on the east coast. (see Virtual Tour)

Listed by Tea Lane Associates

{$agent->Name}

Martha's Vineyard Real Estate
PO Box 74
31 North Summer Street
Edgartown MA, 02539
Office: (508) 627-7890

Do not fill in this field:

Do not fill in this field:

Virtual TourSave 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 2017-11-02

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

192 Waldrons Bottom Road, West Tisbury, MA

Price$879,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32697

  • Residential
  • Square Feet 3000
  • Bedrooms 4
  • Bathroom 3
  • Acreage 2.33

On the road to Long Point Beach. Beautiful, sunny spacious 3,000 SF beach house on over 2 acres on the islands south shore and on the Edgartown/West Tisbury line. The house can comfortably sleep 10 people and is perfect for large or extended families with 4 bedrooms and three baths and a large new kitchen for entertaining. A fabulous investment property! The open living/dining, kitchen area makes it an ideal gathering place. The space has vaulted ceilings and skylights providing a bright and airy atmosphere for family and friends. The living area opens out through glass sliders onto a large deck. The home faces south and offers spectacular sunset views with the sound of the surf in the distance. Furniture package upon request.

Listed by Island Real Estate

{$agent->Name}

Martha's Vineyard Real Estate
PO Box 74
31 North Summer Street
Edgartown MA, 02539
Office: (508) 627-7890

Do not fill in this field:

Do not fill in this field:

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 2017-11-02

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

625 State Road, Aquinnah, MA

Price$420,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32733

  • Land
  • Village North
  • Acreage 2.68

A beautiful sloping knoll with lots of solar potential nestled among large trees. This parcel is set back deeply off State Road so it is a short dash back to the building site but with lots of protection. The new building site will offer privacy, beauty and location with natural buffer zones around 2 sides in the form of conservation and landlocked parcels. This is a wonderful opportunity to design your own idea of a great Vineyard home. Currently there is a shared 2 bedroom leaching field and the sellers are looking into getting permits for up to 4 bedrooms.

Listed by Feiner Real Estate

{$agent->Name}

Martha's Vineyard Real Estate
PO Box 74
31 North Summer Street
Edgartown MA, 02539
Office: (508) 627-7890

Do not fill in this field:

Do not fill in this field:

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 2017-11-02

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

22 Quitsa Lane, Chilmark, MA

Price$9,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32736

  • Residential
  • Village South
  • Square Feet 3888
  • Bedrooms 6
  • Bathroom 4

Spectacular and charming; this cottage style home and guest annex is located in one of the most picturesque parts of Martha's Vineyard. This home is full of character with access to private beach just steps from the home and unforgettable ocean views from nearly every vantage point on the property. The main house offers a large gourmet kitchen, amazing patio space for outdoor dining, quaint bedrooms and several entertainment and gathering space. The recently constructed guest annex and garage space is tastefully done with room for overflow family and friends.

Listed by Flanders Real Estate

{$agent->Name}

Martha's Vineyard Real Estate
PO Box 74
31 North Summer Street
Edgartown MA, 02539
Office: (508) 627-7890

Do not fill in this field:

Do not fill in this field:

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 2017-11-02

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

9 East Pasture Shore Road, Aquinnah, MA

Price$2,175,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32693

  • Residential
  • Village North
  • Square Feet 1700
  • Bedrooms 4
  • Bathroom 2

This bright and airy home overlooking the Sound and the North Shore of the island is nestled in a private and peaceful hillside in Aquinnah. Including two parcels, a completely renovated/expanded home with open concept layout and tasteful finishes, and a detached two-car garage with living space above, this is an extraordinary situation to call your Vineyard home. Stunning water views capture your attention as you move through the house. The outdoor space is as gracious as the interior with an expansive deck off the great room which is partly covered for shade, and rolling yard with stone walls, meandering paths, open lawn and wooded areas. Access to Philbin Beach, Lobsterville Beach, and two beaches on Menemsha Pond.

Listed by Tea Lane Associates

{$agent->Name}

Martha's Vineyard Real Estate
PO Box 74
31 North Summer Street
Edgartown MA, 02539
Office: (508) 627-7890

Do not fill in this field:

Do not fill in this field:

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 2017-11-02

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