Martha’s Vineyard Vacation Homes

Browse all residential listings below that will make for the perfect vacation home on Martha's Vineyard. Close to downtown, shops, restaurants, and of course, beaches. Enjoy all that these beautiful homes have to offer.

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Whether you're moving locally or seeking a vacation home, let Coldwell Banker Landmarks Real Estate help you find your next home on the Island. Please contact us to visit any of the Martha's Vineyard properties below, or call 508-693-6866.

8 Rock Avenue

Price$465,000

Est. Mortgage: $/month

MLS ID 33821

  • Residential
  • Square Feet 955
  • Bedrooms 3
  • Bathrooms 1

Location Location Vacation ~ Magical Setting in the Martha's Vineyard Camp Meeting Association! Rare offering with 2 side yards and large Farmers Porch! This Charming Victorian Gingerbread Cottage is located a block to public beaches, shopping & dining on a famous Circuit Avenue, Oak Bluffs Harbor, ferry ports and all the Oak Bluffs Town Parks! There are 3 bedrooms, 1 full bathroom and a SPACIOUS & BRIGHT LIVING & DINING AREA!

Listed by Ocean Park Realty Inc

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

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 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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107 Washque Avenue

Price$3,250,000

Est. Mortgage: $/month

MLS ID 33791

  • Residential
  • Square Feet 3688
  • Bedrooms 5
  • Bathrooms 3
  • Half Bath 1

Waterfront property on Chappaquiddick with extensive private beach and water views that stretch as far as the eye can see. Spread out over 4 acres, this property is ideal for the buyer who wants a beach vacation for their family and guests. Sweeping water views are available from most interior living space, and the large decks each offer their own different perspectives. The 5-bedroom “modern rustic” home is immaculately maintained - the pickled wood beams pay tribute to the driftwood found on the surrounding beaches. And speaking of beaches, the property has 400 feet of sandy private beach on Katama Bay, and abuts rarely-used conservation land with an even longer stretch of sandy barrier beach. A quick paddle across the calm, shallow water takes you to an ocean beach with big surf and some of the best fishing on the eastern seaboard. The waters in front of the house are filled with shellfish that are yours for the raking. Need more elbow room? The town has approved plans for the construction of a garage and screened porch. Photographs cannot capture the full scope of this property and it has to be experienced first hand to be fully appreciated. Watch this 1-minute video at this URL: https://vimeo.com/277174251

Listed by Wallace & Co. Sotheby's

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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: 4.53% last updated on Jul 12, 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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18 Pulpit Rock Road

Price$675,000

Est. Mortgage: $/month

MLS ID 33555

  • Residential
  • Square Feet 1303
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.4

Waterview Farm with its sandy association beach on Sengekontacket Pond, dock, and acres of conservation land is a special Vineyard enclave and the location of this contemporary, 3-season beach house. This locale could be your definition of summer on the Vineyard, a jumping-off point for vacation fun. The house has four bedrooms and two living areas. It is nicely set back on a wooded parcel so you can relax on the sunny expansive deck abutting conservation land. Or enjoy all the recreational activities available on the Pond: kayaking, sailing, access to State Beach and Nantucket Sound by water. Waterview Farm website: http://waterviewfarm.org/index.html.

Listed by Wallace & Co. Sotheby's

{$office->Name}

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: 4.53% last updated on Jul 12, 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$1,595,000

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

{$office->Name}

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: 4.53% last updated on Jul 12, 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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62 Weaver Court

Price$1,495,000

Est. Mortgage: $/month

MLS ID 33549

  • Residential
  • Square Feet 4557
  • Bedrooms 3
  • Bathrooms 4
  • Half Bath 1

IDYLLIC ISLAND RETREAT. Privately set on 1.2-acres of beautiful landscaped grounds and gardens, this classically styled New England colonial is an idyllic retreat for gathering family and friends and creating many years of treasured Vineyard memories! Built as a dream home by an accomplished builder/owner, this meticulous home offers over 4500 square feet of living space perfectly designed for easy living and entertaining. The home has plenty of extra space to comfortably accommodate guests -- including an expansive third-floor living space with views of Vineyard Haven Harbor PLUS another private living space above the attached garage. The warm and inviting first floor living areas open out onto an expansive mahogany deck, perfect for alfresco dining and entertaining during the summer months and there is also room to install an in-ground pool (Conservation Commission approvals in-hand). Vineyard Haven Village is just a mile away -- offering convenient access to ferries, restaurants, shopping, movie theaters and more! Enjoy a brisk walk into town for your morning coffee or breakfast at Art Cliff Diner or The Black Dog. Savor quiet afternoon walks at the nearby Land Bank Ramble Trail Preserve. Stroll to the nearby public beach and boat launch on The Lagoon and launch your kayak, canoe or paddle board for an enjoyable afternoon out on the water. This beautifully crafted home embodies all the best of island living and is ideal for seasonal or year round living, a multi-generational retreat or a great vacation rental property. An exceptional home -- at an exceptional value!!

Listed by Point B Realty LLC

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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: 4.53% last updated on Jul 12, 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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83 Main Street

Price$2,250,000

Est. Mortgage: $/month

MLS ID 33532

  • Residential
  • Square Feet 2513
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.6709

Historic waterfront home, renovated in 1997, with spectacular views of extensive gardens and Vineyard Haven Harbor. This unique property offers the convenience and congeniality of an in-town location, as well as a private sanctuary, where almost an acre of land slopes gracefully to a private beach. A two bedroom home that "lives" like three, with more than 2500 sf of living space. A breezy open plan, renovated to provide all modern amenities, features a large eat-in kitchen, dining room and living room, all with harbor views. Both second floor bedrooms, one with a deck also offers expansive views of the harbor, dotted in season with anchored sailboats. The substantial Master Bedroom Suite, with two gable ends permits ample space for a king size bed, spacious sitting/TV area, built-in desk, ensuite bath and even a large ficus tree. Many windows, french doors and skylights provide beautiful light throughout the house. Relax on the large decks, upstairs and down, while enjoying great views and harbor activities before strolling to dinner or theater in town. All this and three private parking spaces. It's no wonder this property has enjoyed excellent vacation rental history. This property has an approved 4-bedroom septic. NOTE: Interior photos show the house as it appears currently as well as how it appeared furnished.

Listed by Coldwell Banker Landmarks

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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: 4.53% last updated on Jul 12, 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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655 Herring Creek Road

MLS ID 33187

  • Residential
  • Square Feet 928
  • Bedrooms 2
  • Bathrooms 1
  • Acreage 1.26

It's all about the beach, stunning sunrises, epic sunsets and the sound of the waves lapping on the shore. Live the Island life in this classic style summer house perched waterfront between Lake Tashmoo and Vineyard Sound. Kayaking, paddle boarding sailing just steps away. Designed for casual vacation living, it's a perfect summer home for generations to come.

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

{$office->Name}

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: 4.53% last updated on Jul 12, 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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25 Carls Way

Price$995,000

Est. Mortgage: $/month

MLS ID 33224

  • Residential
  • Square Feet 1040
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 3.1

Vineyard retreat offered for sale for the first time in many generations, 25 Carls Way is a level 3.1 acre property with a 3 bedroom/2 bathroom ranch style home with a full/finished basement, that's walking distance to your private deeded West Tisbury Great Pond access and Town Center. The private pond access allows boats of all sorts including a power boat for a short ride to the South Shore barrier beach. Rare enclave close to West Tisbury center, the Farmer's Market, Library, play ground, Alley's General Store and 7a restaurant, yet secluded from activity associated with a town center. An ideal location for peaceful Vineyard vacation with the opportunity for great privacy. Surrounded by three multi-million dollar homes designed by well known architects are some of your neighbors. Four bedroom septic. Expansion potential as long as setbacks met but please verify with town BOH and building inspectors.

Listed by RE/MAX on Island

{$office->Name}

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: 4.53% last updated on Jul 12, 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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6 Mourning Dove Way

Price$975,000

Est. Mortgage: $/month

MLS ID 32529

  • Residential
  • Square Feet 1312
  • Bedrooms 4
  • Bathrooms 1
  • Half Bath 2

Sengekontacket Association: This stylish, year-round bungalow is the perfect spot to begin your vacation. This low maintenance home is not your traditional mainland house - as you ascend the entryway stairs, you leave the daily stress behind. In front of you is the simple elegence that vacation dreams are made. Designed as a classic one-story cottage, it has 4 comfortable bedrooms that surround the centrally located living / dining / kitchen space. The window-lined cupola and vaulted ceiling add to the openness of the living area. Nestled in a private neighborhood, all you see from the windows is the green canopy of trees on the nearly acre lot. Escape to one of the two large decks with your morning coffee or evening cocktail is the true essence of the house. This house is ideal whether you are looking for a private get-a-way during the off-season or a great space to entertain your friends on a warm summer evening. The amenities within the lovely Sengekontacket Association only enhance your experience. Centrally located between Edgartown, Oak Bluffs and Vineyard Haven, the association has 2 tennis courts, a clubhouse, an association beach, a boat launch with kayak storage and dock. Bring your boat; there are moorings available through the Town of Oak Bluffs.

Listed by Martha's Vineyard R.E.

{$office->Name}

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: 4.53% last updated on Jul 12, 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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65 Winemack Street

Price$1,149,900

Est. Mortgage: $/month

MLS ID 31438

  • Residential
  • Square Feet 3828
  • Bedrooms 5
  • Bathrooms 4
  • Acreage 0.35

Practical East Chop Vacation or Year-Round Home. This spacious, well maintained, 5-bedroom (septic was built for 6-bedrooms) has main living areas -- living room, dining room, kitchen and en-suite bedroom on the second floor to take advantage of the partial water views. Master bedroom en-suite, plus two other bedrooms with shared bathroom on the first floor. Third floor has additional en-suite bedroom plus large family room. Built in 2001 and located in East Chop, the 3,828 sq. ft. house sits on 0.35 acres. Convenient to tennis, beaches, the harbor, public transportation, the hospital and downtown! The house includes 4 full bathrooms, living room, dining room, kitchen with loads of cabinet space and large center island with counter seating, large family/media room, and full basement. House is being sold furnished. Outdoor shower, shed, ample parking and tasteful landscaping complete the property. Septic has been designed for 6 bedrooms so that a detached garage with sixth bedroom above can be constructed, but verify any such plans with appropriate town building and health departments. Strong rental history. Easy to show.

Listed by RE/MAX on Island

{$office->Name}

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: 4.53% last updated on Jul 12, 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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