Vacation Homes on the Vineyard

Browse all residential listings below that will make for the perfect vacation home. 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.

10 Elm Street

Price$589,000

Est. Mortgage: $/month

MLS ID 32481

  • Residential
  • Square Feet 1411
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.23

This pristine home has been tastefully renovated from top to bottom with many items being replaced to adhere to the new town 'green' building codes. Although the home was originally built in 1970, the two story garage/master suite was added in 2003. Most recently (2015-2017) the home was completely renovated with new roof, new foam insulation, new shingles--everything in pristine condition (See List of Improvements). With three bedrooms and 2 full baths and a garage, this is a perfect year around family home or vacation home. There are two washer/dryer hookups, one in house and one in the garage. Bright, open kitchen, living and dining area is a delight with beautiful wood flooring. This home is located on a large level lot with endless possibilities for backyard enjoyment and includes a newly renovated shed and beautiful outdoor shower. Front of home has tremendous curb appeal with irrigated lawn and gardens and new pea-stone driveway with cobblestone trim. Close to a Lagoon access and also close to downtown Vineyard Haven. --Great Price for a move-in-ready home.THIS WILL GO FAST

Listed by Anson Realty

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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: 3.78% last updated on Sep 14, 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.

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6 Mourning Dove Way

Price$1,025,000

Est. Mortgage: $/month

MLS ID 32529

  • Residential
  • Square Feet 1312
  • Bedrooms 4
  • Bathrooms 1
  • Acreage 0.91

Sengekontacket Association: This is not your traditional mainland property. It's much more. When you enter this elevated beach house, you know you're on vacation. This property is located at the end of a quiet cul-de-sac and the nearly acre tree lined lot gives you a greater sense of privacy even though you are centrally located between Edgartown, Oak Bluffs and Vineyard Haven. As you ascend the entryway stairs, you come into a bright and open living/dining/kitchen area. Looking out from the 2 large decks, you get the feeling of being in the canopy of the trees. There are 4 bedrooms, 2 with half baths located within and a full bathroom centrally located in the living space. The window-lined cupola and vaulted ceiling add to the openness of the living area. The Sengekontacket Association provides many amenities that residents can enjoy. There are 2 tennis courts, a clubhouse, an association beach, a boat launch with kayak storage and dock. Bring your boat, a mooring on Sengekontacket Pond is included.

Listed by Martha's Vineyard R.E.

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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: 3.78% last updated on Sep 14, 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.

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113 Pennsylvania Avenue

MLS ID 32521

  • Residential
  • Square Feet 1176
  • Bedrooms 2
  • Bathrooms 1
  • Acreage 0.23

Wonderfully updated turn key Oak bluffs Home. Walk to the lagoon, Farm Neck or take a quick bike ride to downtown OB. House has been updated bottom-to-top with new floors, paint, central AC, bathrooms, and kitchen with quartz countertops. Home features a lovely deck for relaxing with all new landscaping, including 3 zoned irrigation. The first floor has cathedral ceilings with lots of light. There is an open concept living, dining and kitchen, along with two first floor bedrooms and a full bath. Off the dining is a lovely deck with a brand new outdoor shower around the corner. The second floor has a large loft which could be used for any multitude of purposes (den, office, extra sleeping quarters, etc.). There is a 1/2 bath on the second floor with washer and dryer. In addition, there is a large shed in the back yard. The house is being sold completely furnished. Fantastic opportunity for year round, seasonal or vacation home.

Listed by Martha's Vineyard Island-Wide Realty

{$agent->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: 3.78% last updated on Sep 14, 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.

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63 Pond View Drive

Price$720,000

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

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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: 3.78% last updated on Sep 14, 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.

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41 Crocker Drive

Price$1,199,000

Est. Mortgage: $/month

MLS ID 32198

  • Residential
  • Square Feet 1484
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.46

A delightful vacation home in Katama! With 4 bedrooms, including a master with en-suite, there is room for all. Open concept living, dining and kitchen with cathedral ceilings and glass doors out to the deck offer plenty of space indoors and out for gathering, dining and relaxing. The renovated kitchen is stylish with granite countertops and stainless appliances and the baths have also been updated with tile and new fixtures. Impeccably maintained and ready to be enjoyed by a new owner. An ideal getaway close to the beach.

Listed by Sandpiper Realty

{$agent->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: 3.78% last updated on Sep 14, 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.

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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 is finally free of tenants and is EASY to show.

Listed by Coldwell Banker Landmarks

{$agent->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: 3.78% last updated on Sep 14, 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.

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169 Greenwood Avenue

Price$1,195,000

Est. Mortgage: $/month

MLS ID 31977

  • Residential
  • Square Feet 5359
  • Bedrooms 5
  • Bathrooms 4
  • Acreage 0.59

169 Greenwood Avenue, an exceptionally grand Martha's Vineyard home, was carefully crafted in 2007 as a sanctuary for the island lifestyle to be enjoyed all year long. With a commanding presence, its .59 acres of sprawling lawn and blooming trees are the perfect backdrop for this spacious and welcoming home. The abundant Andersen windows and doors allow light in from every angle and show the quality and flow of the living spaces. With 3,500+ square feet on two levels, this enormously comfortable dwelling has an epic open floor plan layout, two master suites and three guestrooms. The 1,800+ square feet of finished living space on the lower level provide extra space for guests, a full bathroom, game room for rainy days, and a full patio for even more outdoor living. The exterior grounds are equally as important to life at this residence, access and views to which are found from the decks, and windows throughout. At ½ mile to Owen Park beach and ¾ mile to the ferry and all downtown amenities, it's no wonder that this property handles vacation rentals effortlessly, boasting $50,000 of rental income annually. This unforgettable offering is being sold fully furnished. Seasonal rentals are in place until October.

Listed by Sandpiper Realty

{$agent->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: 3.78% last updated on Sep 14, 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.

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37 Edgartown Meadows Road

Price$1,050,000

Est. Mortgage: $/month

MLS ID 31469

  • Residential
  • Square Feet 1996
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.94

With town approvals, 7 Bedrooms are allowed on this property, inclusive of a Guest House, a pool, and a garage due to the oversized lot and connections to Town Water and Town Sewer lines. It's a well designed Contemporary home nestled atop a deep lot of nearly one acre. Only minutes to Morning Glory Farm, Edgartown Village and within a short drive to South Beach. An eclectic mix of casual sophistication, this stylish Vineyard hide-a-way won't disappoint. There is a unexpected cadence to the floor plan that offers you a delightful surprise around each corner. In addition to the main living areas there is a third floor room with a view and private deck. The finished lower level provides a bonus room plus a laundry room and utility center. Note, the bonus room could easily be the 4th bedroom with an addition of an egress window being added. Many custom designed features appear throughout the house and grounds including stained glass windows, an oversized fireplace, hammered copper sink, Douglas Fir paneled doors, private outdoor shower, stone patio with a covered dining area, stone walls, and a circular driveway. If you are interested in a true vacation house with future expansion options, this place is for you. Easy access to downtown Edgartown by bus, bike path, or island car down the Edgartown-West Tisbury Road. Easy to show. Furnishings available. Directions: West Tisbury Rd. to Codman Spring's Rd.(across from Meetinghouse Rd) follow to fork then bear RIGHT on Whalers Walk then a QUICK LEFT at sign pointing toward Fisherman's Knot. Take a LEFT onto Edgartown Meadows Rd. Property is on the right #37 on tree.

Listed by Sandpiper Realty

{$agent->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: 3.78% last updated on Sep 14, 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.

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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

{$agent->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: 3.78% last updated on Sep 14, 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.

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7 Duarte Circle

Price$769,000

Est. Mortgage: $/month

MLS ID 31614

  • Residential
  • Square Feet 1572
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.53

Located in the highly sought after Katama area of Edgartown - 3 bedroom 2 bath offers endless potential as a year round residence, vacation home or income property... Conveniently located among some of Edgartown's favorite destinations with easy access to bike paths and trails, it is approximately 1 mile to the four way stop sign, leading to the village shops and restaurants or the bike path to south beach, Katama General Store and the Right Fork Diner Restaurant. At the end of the day, the outdoor shower and hot tub beckon and the deck and large backyard are the perfect spot for a BBQ or gazing at the stars. Bright oak floors enhance all living spaces and bedrooms, tile in the bathrooms and a pellet stove in the living room. Two guest bedrooms with ample closet space and shared bath complete the first floor. The second floor has been finished as a "master suite" with a second tv area and office. Bathroom has tiled shower, with views of the backyard. The master bedroom features a jacuzzi tub and large closet.

Listed by Point B Realty LLC

{$agent->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: 3.78% last updated on Sep 14, 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.

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