and narrow your search. If you have fewer than 200 results, you can save your search.

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 if you need more information and to schedule a tour of any Martha's Vineyard property below!

849 Main Street

Price$10,800,000

Est. Mortgage: $/month

MLS ID 31361

  • Residential
  • Square Feet 3921
  • Bedrooms 6
  • Bathrooms 5
  • Acreage 1.62

Rare opportunity to purchase a waterfront West Chop home with stunning panoramic views of Vineyard Sound. Located on the outer harbor this property has been lovingly cared for by the same family for many decades. The gently rolling lawn leads to your deeded, sandy beach, which is the perfect setting for swimming, boating, fishing, kayaking and enjoying time with family and friends. A new addition in 2005 expanded this delightful home to include three bedrooms and three baths to accommodate the growing family. The original home retains its charming character featuring a living room with fireplace that extends from the front to the rear of the house, stepping through French doors to the covered porch stretching across the back of the house. An inviting dining room provides the setting for memorable gatherings offering views to Vineyard Sound. Three light filled bedrooms and two and a half baths complete the original portion of the home. The new kitchen, family room and screened porch add an element of casual living and space for an active family. Spend relaxing afternoons reading on the porch or watching the many boating activities and ferries passing day or night. Begin your journey of enjoying this wonderful home for generations to come.

Listed by Coldwell Banker Landmarks

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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

55 Jewett Lane

Price$3,950,000

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

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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

27 William Street

Price$1,895,000

Est. Mortgage: $/month

MLS ID 30728

  • Residential
  • Square Feet 2800
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 0.386

Currently undergoing a total renovation in the William Street Historic District this Victorian era home will once again reign as one of William Street's premier properties. A new floor plan and top to bottom reconstruction and infrastructure will provide the new owner with a totally new home in the genre of an earlier time. This central location is ideal for in-town living within walking distance of the ferry, shopping, dining, theater and the school. The parcel is sufficiently large to add a garage and or guest house with permission from the town. The 6-bedroom Title 5 septic can support two additional bedrooms.

Listed by Coldwell Banker Landmarks

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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

227 Buddys Drive

Price$1,099,000

Est. Mortgage: $/month

MLS ID 32174

  • Residential
  • Square Feet 2762
  • Bedrooms 6
  • Bathrooms 3
  • Acreage 0.59

BEAUTY, SPACE, TRANQUILITY Nestled in a quiet neighborhood with only two streets, this handsome roomy, beautifully maintained colonial stands ready for your big family, lots of friends, or a bevy of summer tenants. Six- yes Six!- bedrooms including two master suites, one conveniently located on the main level. The open living/dining/kitchen area opens onto a large deck and spacious backyard-- perfect for outdoor entertaining or just relaxing with a cup of coffee in the morning sunshine. And there's more: A large, unfinished space over the two-bay garage awaits your imagination. Studio? Playroom? Teen hangout? Work shop? Man cave? Enjoy the protected sanctuary of the State Forest, abutting your landscaped, irrigated half acre lot. Or pedal to any of the down - island towns from the nearby bike trail. No wonder this property captures excellent vacation rental income. It's a special find! NOTICE: The home can only be shown on turn over days, (SATURDAYS) as there are tenants in place till September. Sellers would prefer a September or October closing.

Listed by Coldwell Banker Landmarks

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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

109 Barnes Road

Price$995,000

Est. Mortgage: $/month

MLS ID 32274

  • 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

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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

15 Holly Tree Lane

MLS ID 32071

  • Residential
  • Square Feet 2076
  • Bedrooms 5
  • Bathrooms 3
  • Acreage 0.5068

This carefree contemporary offers a relaxed Vineyard experience for vacation or year round living. Set amidst mature ornamental plantings and perennial gardens privacy is ensured while providing a beautiful setting for outdoor living and entertaining. Your summer will be spent on the screen porch extending along the back of the house spilling onto the sunny deck. The "piece de resistance" is the charming guest cottage which is totally independent of the main house while providing all of the comforts of home. Walk to the neighborhood beach, the walking trails of the West Chop Woods or the Vineyard Haven Yacht Club. Town is a bike ride away. Live the life of an Islander. Offered turnkey less personal items and artwork. A list of exclusions will be provided.

Listed by Coldwell Banker Landmarks

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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

63 Pond View Drive

Price$735,000

Est. Mortgage: $/month

MLS ID 32306

  • Residential
  • Square Feet 1440
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.6363

Let there be peace .... This lovingly maintained 1997 home on nearly two-thirds of an acre sits deep in the tranquil surroundings of Vineyard Hills. It's got all that you need in either a family home or vacation retreat: A bright and open common living area with hardwood floors. The convenience of a bedroom, full bath and washer/dryer on the main level. Two generously sized bedrooms upstairs. An oversized deck that begs for a happy gathering. A front porch that beckons you for sunrise coffee in your rocker. A walkout basement that awaits your imaginative finishes -- such as a fourth bedroom? (A 4BR Title 5 septic system is already at your disposal.) And lots of room between you and your (handsome) neighbors. To your own generous parcel, add a garage, studio and/or shed some day. A deep swath of association woodlands lies beyond, enhancing that sanctuary feel. And don't forget your kayak: Association access to Lagoon Pond is within walking distance. Downtown Oak Bluffs is but a ten-minute drive away. The homeowner puts it all best. See "What I Love About My Home" in Documents.

Listed by Coldwell Banker Landmarks

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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

38 School House Village

MLS ID 32314

  • Residential
  • Square Feet 1544
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.38

Must see in Oak Bluffs! Centrally located, this wonderfully maintained, tastefully landscaped and recently renovated Cape style home lives comfortably for year-round or seasonal use. Lots of space has been created both indoors and out with the addition of a shady side porch, natural light filled sitting room, blue stone patio, finished basement family room and office. Ample sized bedrooms, hardwood floors throughout, split a/c and a wood burning fireplace complete this fine offering.

Listed by Coldwell Banker Landmarks

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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

208 Irenes Way

Price$685,000

Est. Mortgage: $/month

MLS ID 31962

  • Residential
  • Square Feet 1660
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 0.23

Move right in: This 2005 home is smartly appointed and impeccably maintained, and your wish list is covered -- an open first floor layout, gleaming hardwood floors, quality kitchen, a sunroom opening to a large mahogany deck, a convenient first floor bedroom and bath, first floor laundry room, and a whole lot of windows and light throughout. Only the walkout basement awaits your finishing touches. All this, plus you're within walking distance of Tashmoo landing and public tennis from your backyard. It's no wonder that this four-bedroom home enjoys strong vacation rental income. Speaking of which: The home will not be available to be shown while tenants are in residence. Come see it this summer, close in September and enjoy! PLEASE NOTE: The quoted square footage from the assessors' data is inaccurate. Actual square footage is ~2094sf, not including the basement. See original building plans in the Documents.

Listed by Coldwell Banker Landmarks

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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

2A Lauras Way

Price$675,000

Est. Mortgage: $/month

MLS ID 29388

  • Residential
  • Square Feet 1536
  • Bedrooms 2
  • Bathrooms 3
  • Acreage 0.35

Welcoming, move-in ready home set on a private cul de sac and located close to Town! This property features many pleasant surprises. Nicely landscaped grounds with perennial plantings throughout, an irrigation system in place, two car garage and a screened-in porch to relax and enjoy the outdoors. The interior floor plan gives you plenty of space to entertain your guest, with two living rooms (one on the second floor and one on the first floor with gas fireplace) a lovely updated kitchen and a separate dining room. A large master bedroom with private bath, a second bedroom and two additional separate baths finish off this lovely Vineyard home.

Listed by Coldwell Banker Landmarks

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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