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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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160 Plum Bush Point Road, West Tisbury, MA

Price$3,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31797

  • Land
  • Village South Shore
  • Acreage 6.4

Waterfront building lot and Quansoo Beach ~ The Seller has agreed to include his Quansoo Beach lot with the building lot for price of $3,250,000. Please call if you have any questions. This peaceful and serene spot on Tisbury Great Pond is awaiting your imagination. A 6.4 acre waterfront parcel has +/-365 ft of frontage on Tiah's Cove across from the Land Bank Sepiessa Point Reservation of 173.7 acres. Fishing, clamming oystering, kayaking, boating and swimming will be just out your front door when you build your new home. Natural Heritage and Endangered Species Development envelope has been approved. There is a six-bedroom septic design in hand. Soils in the area would allow for a larger system, should a Buyer want more bedrooms. Development costs will be a Buyer's expense.

Listed by Hancock Real Estate

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

18 Stoney Hill Lane, West Tisbury, MA

Price$315,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32074

  • Land
  • Village Central
  • Acreage 1.09

This nicely treed parcel with level topography is located on a quiet lane in the Stoney Hill Farm Association of West Tisbury. Offering paved roads, underground utilities, association tennis and a community pool located conveniently down the street from this parcel. Just minutes to West Tisbury village, Vineyard Haven or Lambert's Cove Beach. Property limited to three bedrooms. Protective covenants in place. Building subject to architectural review. This lot was part of the original subdivision and has NO additional fee for hook up to utilities. * Buyer agents must accompany all showings.

Listed by Karen M. Overtoom R.E.

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

42 Looks Pond Way, West Tisbury, MA

Price$2,225,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31697

  • Residential
  • Square Feet 3041
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.88

A magical location on a magical Island - As beautiful and unique as all of Martha's Vineyard is, there are very special spots that exceed expectations. This property is one of them. Tucked away off Music Street down a winding road it sits on the edge of Look's Pond. The home is an " Enchanted Cottage" and more enchanting as you walk over a charming bridge to your private Island. Robbie MacGregor has added another dimension to the property by applying his artistic skills working with natural trees and branches in the construction of the gazebo, trellises and fences. The property offers layers of surprises which includes beautifully designed gardens and park-like pathways with the peaceful Pond and swans in the background. The vistas are beautiful, always surrounding you with it's magic. The character of the home fits the environment. The living space is as unique as the property. The single building includes the main house with an elegant living room and wood burning fireplace, a spacious master bedroom suite overlooking the gardens and the Pond, and an open garden and dining room, with an efficient kitchen to the right. Walk through the magic door into the other section of the house which is a separate apartment with four bedrooms, two baths, and kitchen. Imagine the possibilities of using it all for your family or separately for extended visits. This property is truly unique.

Listed by Sandpiper Realty

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

5R Sea Mist Lane, Aquinnah, MA

Price$1,700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31976

  • Residential
  • Square Feet 2500
  • Bedrooms 3
  • Bathroom 2
  • Acreage 2.55

Gorgeous new home under construction with outstanding South Shore and Noman's Land views. Unique contemporary design with steel supports. Customize the finishing touches!

Listed by Flanders Real Estate

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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$2,250,000The 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

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

46 South Ridge Road, Chilmark, MA

Price$629,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 23680

  • Land
  • Village North
  • Acreage 3.3

A stunning large building lot on the crest of a long knoll,overlooking the Tiasquam River Valley.Gently rolling terrain and a mix of deciduous ,evergreen and and hardwood trees at the end of a cul de sac Perfect location for your up- island dream house in the heart of the country.Accessible from either South Road or Middle Road, Meeting House Road Association is a neighborhood of gorgeous upscale homes in a tranquil setting with common areas for recreation. Walking trails and green belt provide quiet enjoyment and privacy.Utilities, well and six bedroom septic design.

Listed by Feiner Real Estate

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

395 Lamberts Cove Road, West Tisbury, MA

Price$1,700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32055

  • Residential
  • Square Feet 2600
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.69

Wonderful Lambert's Cove location near the beach and Seth's Pond. Historic home built by Bartimus Luce in 1859, the first homestead constructed on Lambert's Cove. Set privately off the road and flanked by mature trees and old granite stonewalls, this gracious home has been completely restored with every modern amenity and upgrade available. Includes the original antique barn

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

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

134 Old County Road, West Tisbury, MA

Price$289,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32043

  • Land
  • Acreage 0.631

Nicely wooded parcel is located close to bike path and school. All building and septic will be by special permit with the Town of West Tisbury. Town zoning should allow for a maximum of 2 bedrooms. Great opportunity.

Listed by Karen M. Overtoom R.E.

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

14 Mayhew Norton Road, West Tisbury, MA

Price$1,450,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32056

  • Residential
  • Square Feet 1311
  • Bedrooms 3
  • Bathroom 2
  • Acreage 2.1

Perched high and offering views across Vineyard Sound, this rustic farmhouse, brimming with character from the newly finished wide plank pine floors to the exposed post and beam detail, is a home for all seasons. An over-sized timber frame barn, ideal for an artistic alcove or additional living space, is the perfect complement to the meticulous manicured property. Incredibly private, yet still convenient to all Up-Island amenities; a true storybook setting.

Listed by Sandpiper Realty

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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

100 South Road, Chilmark, MA

Price$1,450,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31585

  • Residential
  • Square Feet 2877
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1

Classic features blend seamlessly with modern sensibilities in this expanded Cape Cod-style home. With double the square footage of the original and updated for the 21st-century lifestyle (including a first-floor master suite), this home is perfect for year-round living or as an all-seasons Vineyard retreat. The property adjoins acres of untouched woods, providing ample privacy, while remaining easily accessible throughout the year on a town-maintained paved road. First floor consists of formal living room with fireplace, separate dining room, master suite with large sitting room and private screened-in sunroom, laundry room, additional bedroom and bath, kitchen, 650 sq. ft. mahogany deck for outdoor entertaining, and sun-filled, 530 sq. ft. great room with 14' ceiling, exposed antique beams and radiant floor heating for the ultimate in winter comfort. Second floor contains two large bedrooms with cozy dormer alcoves, and full bath. Oversized two-car garage with built-in work bench. 1500 sq. ft. basement provides lots of storage space, additional refrigerator and freezer, and second laundry room. The many updates and improvements include new well, architectural-shingle roof, cedar-siding shingles, HVAC, Title V septic system, top-quality insulation, upgraded electrical and plumbing, and energy-efficient Marvin windows and French doors throughout.

Listed by Up Island Realty

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

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