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.

415 Katama Road

Price$3,995,000

Est. Mortgage: $/month

MLS ID 32826

  • Residential
  • Square Feet 2743
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 1.6

Katama's playground at it's best! Right outside your back door is a Gunite salt water pool with separate 8 x 8 ft hot tub. There is also a chef's patio kitchen with gas grill, pizza oven, food and wine fridge, freezer and ice machine all built into a granite island and counter top. Your guests will enjoy sitting by the outside fireplace and or enjoy the Sunbrite 55" TV as you cook and entertain. Acres of irrigated fenced in lawn area for the games of your choice. Short walk to the beach or Katama bay and an easy bike ride to the village. Main house has 3 bedrooms and 2.5 baths and was fully renovated in 2016. New 3 car garage built in 2017 offers additional luxury bedroom with views of the farm and complete privacy from the main house. The property abuts 17 acres of conservation land offering privacy not found in Katama. The whole property has been up graded with attention to detail not found in most homes. There are marble baths, steam showers with music, the entire property has Sonos system, pool house, heated garage, a dehumidifying systems, cedar closets, central a/c this property makes great vacation living for an extended family.

Listed by Carroll & Vincent R.E.

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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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212 Skiff Avenue

Price$1,270,000

Est. Mortgage: $/month

MLS ID 32798

  • Residential
  • Square Feet 2552
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.12

Looking for an upscale vacation home that is easily maintained and within close proximity to the ferry and all that Vineyard Haven offers? Look no further. This maintenance free home, built in 2011 with newly finished lower level, is the answer. With a well designed open floor plan that accommodates today's casual and active lifestyle, the main level---consisting of chef's kitchen, living and dining area with views and a great room with fireplace---flows freely to the porch and patio with views to the Lagoon. The second floor features a very private and spacious Master bedroom with fireplace and bath as well as 2 guest bedrooms: one with queen bed and the other with 2 double beds. The finished lower level allows for additional gathering space and privacy for overflow guests. When ready to venture out, it is but a short distance to the Black Dog, the Net Result for fresh seafood, Beach Road Restaurant for a fresh farm to table tapas menu and the Film Center. Kids will love the 10+ acre Memorial Park a few streets away providing a soccer field, softball field, basketball court, swings, slides, and bathrooms. All that before you even get to Main Street and its shops and offerings! Eastville Beach is just a mile away for a quick dip or taking in a sunset. Best of all, if you are a boater, an active marina is in sight at the bottom of the hill. The property is perfect as either a vacation rental income property or a second home and is being offered furnished and essentially "turnkey". Summer rental rates are $5,500/wk to $6,500/wk. Come and explore your options.

Listed by Sandpiper Realty

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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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6 Mourning Dove Way

Price$975,000

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.

{$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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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 but is currently serving as a master bedroom. 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$697,900

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

{$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

MLS ID 31469

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

This well designed Contemporary home is nestled atop a deep lot of nearly one acre with long views over the Vineyard Golf course. 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. The large oversized Living Room overs a wonderful place for family and friends to gather plus it has a cozy niche at one end with a wood burning fireplace for a private conversation or as a reading area. 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.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 existing connections to Town Water and Town Sewer lines. 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$675,000

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 wood 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. 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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83 Main Street

Price$2,995,000

Est. Mortgage: $/month

MLS ID 31942

  • 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. Note: This property has an approved 4-bedroom septic.

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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