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Our Martha's Vineyard Property Listings

Landmarks Real Estate has current, prestigious real estate in Martha's Vineyard. Search through our listings, and we can help you find your new permanent home or vacation getaway. From waterfront homes to seasonal rentals, we have the expertise to help you. Save the listings you love when you sign up for an account, and you can get email notifications when similar properties are posted. 

Please contact us online or call 508-693-6866 with questions or to visit any of the Martha's Vineyard properties in person.

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55 Jewett Lane

Price$3,500,000

Est. Mortgage: $/month

MLS ID 31963

  • Residential
  • Square Feet 3935
  • Bedrooms 6
  • Bathrooms 4
  • Acreage 0.81

HISTORIC WATERFRONT ANTIQUE - Come live a bit of history in this beautifully restored six-bedroom, four-bath Colonial, formerly a tavern built in 1768, visited by seamen until the 1850's. Many of the small rooms of the tavern were combined into larger spaces when the building was converted into a home. Original architectural details remain including dentil work on the mantel of the living room fireplace, gunstock corners, beaded wainscoting and wide pine floors. Enjoy relaxing on the breezy porch watching the busy activity in the harbor or walk down the garden path to the stairs leading to the shore front lounging deck offering spectacular views of Vineyard Sound. Keep your dingy or kayak on the newly refurbished beach to easily reach your boat on a mooring immediately in front of the house. The house can be purchased with most of the furnishings. Substantial rental income.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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3 OxCart Road

Price$2,495,000

Est. Mortgage: $/month

MLS ID 34105

  • Residential
  • Square Feet 1288
  • Bedrooms 2
  • Bathrooms 2
  • Acreage 1.7275

Private, comfortable and serene describes this safely situated beach home on Aquinnah's north shore overlooking Dogfish Bar. Just steps away from an expansive, sandy beach from which to enjoy all forms of aquatic recreation, this year-round home is move-in ready affording lots of natural light, A/C, and hardwoods throughout. The abutting deep parcels to the east and west are un-buildable that will forever guarantee and protect the outstanding panoramic views from Menemsha and across the Vineyard Sound. Truly a very unique and special offering.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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311 East Chop Drive

Price$2,250,000

Est. Mortgage: $/month

MLS ID 33800

  • Residential
  • Square Feet 1496
  • Bedrooms 4
  • Bathrooms 2
  • Half Bath 1

Smell the sea and touch the sky from this unique vintage waterfront home on East Chop. Extraordinary views of Vineyard Sound from every room with ocean breezes flowing through to Crystal Lake. You can watch the sun rise as you bathe in the antique tub and then watch the sun set from the patio or master suite. Your private 120' dock, mooring and sandy pebbled beach are the perfect place to enjoy all the beauty and water activities that make the Island a special place for generations of family memories. On the ground floor there is an open floor plan with a central kitchen, living and dining area flanked by two bedrooms. The master bedroom is en-suite with a sitting area that opens up to spectacular views of the blue water. The second bedroom on the first floor is a cozy enclave with a private half bath. The open kitchen has ample room to prepare breakfast, lunch and dinner - eat in the attached dining nook or alfresco on the brick patio. Upstairs there are two additional bedrooms and a full bath. There is a detached garage with a large cedar-lined closet for storage. This magnificent home is located within walking or biking distance of downtown Oak Bluffs. Being offered turnkey and has a solid rental history.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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141 Waldrons Bottom Road

MLS ID 34047

  • Residential
  • Square Feet 3200
  • Bedrooms 3
  • Bathrooms 3
  • Acreage 1.8

Long Point Beach Retreat ~ Newly renovated West Tisbury home has the perfect layout for entertaining all your family and friends. The home boast two livings rooms on two separate levels, a spacious dining area with fireplace, a newly renovated master suite, central AC and a Great Room with pool table and separate bar area. The exterior of the home offers just as much gathering space with a large deck off of the dining area, a covered deck off of the kitchen and a private second floor deck off of the master bedroom. Quality updates were made to the home in the 2016 renovation such as; all three full bathroom renovations, a new, inviting entryway and interior staircase, several new energy-efficient skylights and mahogany outdoor shower. An attached 2-car garage gives you plenty of room for storage and your Island car. The property is conveniently located with Long Point beach just down your road or head to the bike path, with access at the top of the street. Freshly painted and wonderfully maintained, this home is offered fully furnished~turnkey. With so many features to list, it truly is a must see to appreciate!

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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66 Stonegate Lane

Price$1,570,000

Est. Mortgage: $/month

MLS ID 33444

  • Residential
  • Square Feet 5800
  • Bedrooms 5
  • Bathrooms 5
  • Half Bath 1

A gathering place for friends and family to vacation and celebrate on Martha's Vineyard. Found within the upscale community of Stongeate near Lake Tashmoo, this spacious contemporary home affords a subdued elegance with fine appointments that feature cathedral ceilings, a stone fireplace, gourmet kitchen, multiple common areas, lots of natural light, a first floor master wing, media room and an adjacent in-law suite with private access.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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117 Barnes Road

Price$1,200,000

Est. Mortgage: $/month

MLS ID 33648

  • Residential
  • Square Feet 560
  • Bedrooms 2
  • Bathrooms 1
  • Acreage 1.2099

Moved to the current site in 1916 this charming cottage offers expansive views of the Lagoon and outer harbor. Known as "The Outlook" the views extend past West Chop to the Cape. A wraparound porch provides the perfect spot for relaxing, either with a good book or an al fresco meal. Grab a front row seat and enjoy the spectacular sunsets. The comfortable living/dining room, kitchen and two bedrooms and bath, plus outdoor shower, provide a carefree get away. Walk down the path to the 100+ feet of beach. Pull up your kayak or moor your boat. This is summer living at its best.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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109 Barnes Road

Price$895,000

Est. Mortgage: $/month

MLS ID 33643

  • Residential
  • Square Feet 682
  • Bedrooms 2
  • Bathrooms 1
  • Acreage 0.4932

"Vintage Vineyard" accurately describes this delightful cottage set on a bluff overlooking the Lagoon with views to the harbor and Vineyard Sound. Solidly constructed by a well known builder of yesteryear, this two-bedroom, 1-bath home features a comfortable living room with brick fireplace and west facing views of the Lagoon and spectacular sunsets. The porch has been enclosed to provide additional dining space. Step onto the patio, convenient for grilling and outdoor "meals with a view". The galley style kitchen is more than adequate for preparing meals. The requisite outdoor shower completes this charming Island get-away.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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37 Oak Tree Lane

Price$880,000

Est. Mortgage: $/month

MLS ID 33664

  • Residential
  • Square Feet 2280
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 0.15

Set in the desirable area known as "Little Hatch Road" be prepared to be surprised when you enter this unique home. The open floor design provides an inviting interior perfect for gathering friends and family. Several seating areas plus a dining area opening to the rear deck create the perfect backdrop for creating memories of fun celebrations. Walk to the neighborhood beach just around the corner where you can launch your kayak or take a morning swim. Walk to town, less than a mile away, for your morning coffee. The West Chop Woods are nearby for hiking and birding. A terrific location to enjoy all your island activities. Attractive rental history.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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 Chickawaukee Street

Price$850,000

Est. Mortgage: $/month

MLS ID 33318

  • Residential
  • Square Feet 2276
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 0.365

New 4 Bedroom Septic System Installed! A Hidden Gem...this beautifully maintained 4 bedroom, 3 bath home has all the amenities you're looking for in a Vineyard property. A great option for use as a summer rental/investment home with its close proximity to Oak Bluffs harbor and all the downtown restaurants and shops. Many features both you and your tenants will love such as the architect-designed family room with gas fireplace and blue stone hearth~ which serves as the perfect spot to entertain friends and family, the classic kitchen design with granite counter tops and oak cabinets, the living room finished with crown molding and oak hardwood floors, a master bedroom suite with walk in closet and private bath, central AC, fenced in yard with stone walls and perennial plantings and so much more. A must see to appreciate!

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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

93 Waldrons Bottom Road

MLS ID 34343

  • Residential
  • Square Feet 1374
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 2.7

Located on the road to Long Point Beach, this 3 bedroom, 2 bath contemporary home has been lovingly cared for by the original owners. The house sits high off the road offering a very private setting. There is a wraparound deck on two sides, open concept living and kitchen set off to the side. The master bedroom and sitting room are located on the upper level and two bedrooms on the lower level.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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