Vineyard Haven Waterfront Homes

Find a beautiful selection of waterfront homes in Vineyard Haven, MA. Vineyard Haven offers waterfront properties with panoramic views, stunning sunrises, and private beaches. Types of homes include Colonials, West Chop, historic, waterfront condos, and more. Explore all waterfront homes in Vineyard Haven, Massachusetts below. You may also be interested in viewing listings for Martha's Vineyard waterfront homes.

Vineyard Haven Waterfront Homes for Sale

Call Ocean Park Realty at 508-693-4210 if you have questions about any of these properties or would like to set up a private tour.

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1005 Main Street Vineyard Haven MA

Vineyard Haven, MA1005 Main Street

Price$13,900,000

Est. Mortgage: $/month

MLS Number 35775

  • Residential
  • Square Feet 5050
  • Bedrooms 9
  • Bathroom 7
  • Half Bath 1

Presenting one of the most outstanding real estate assets on Martha's Vineyard. 1005 Main Street was built in 1891 and purchased in 1948 by the Singer family who have owned it since. The setting is front and center in West Chop and includes a large private beach and 210-degree views so expansive that you can enjoy sunrises and sunsets from the same chaise lounge on the deck. The views are extremely active with ferries and fishing boats passing in the distance, sailboat races, and at closer range smaller craft including perhaps your own children in a laser or kayak. There are 8 large bedrooms, 7 full baths, and a 2-bedroom apartment in the lower level. The home still exudes olde worlde charm despite all 5,050 sq ft having been completely renovated between 1995 and 2005 with new insulation, HVAC system, and updated plumbing and electric. The 400 ft of private beach is a rare asset, and the walkway down to it has been trod by many who have come to love this home and incomparable setting. Of course, with its multiple decks and spectacular views, the home has always been a prime location for entertaining friends and family and so it is helpful to have so much parking - eight spaces plus a two-car garage. The sea wall assures that this property will be here for future generations. Membership at the West Chop Club would confer a host of privileges including use of nearby "middle pier" for loading and unloading.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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87 Bellevue Avenue Vineyard Haven MA

Vineyard Haven, MA87 Bellevue Avenue

Price$3,600,000

Est. Mortgage: $/month

MLS Number 35371

  • Residential
  • Square Feet 2398
  • Bedrooms 5
  • Bathroom 2
  • Half Bath 2

This extraordinary waterfront home sits on a bluff overlooking the desirable Lagoon Pond, with views spanning to Eastville Point Beach and Vineyard Haven Harbor beyond. This home is sited on 1.57 acres of landscaped lawn with brilliant green oak trees and features 120 feet of frontage on Lagoon Pond. A stunning example of the perfect blend of historic charm and modern amenities, this classic Victorian style home was built in the 1870s as part of the Innisfail Inn, a summer resort that attracted famous actors, operetta stars, and musicians, who spent their days enjoying the ocean breeze and perfecting their craft with informal concerts on the wrap-around porch. This home has been thoughtfully renovated to include updated amenities. The kitchen was expanded; an eight-hundred-square-foot master bedroom suite including private bath, a walk-through closet, an office alcove, and air conditioning was added; and the porch was enlarged to wrap around the new living space. The interior of the house radiates happiness, with cheerful accents of color grounded by crisp white paint. Yet the vintage character of the home remains with original exposed joists, board walls, and open ceilings, keeping the feel of the Victorian cottage intact. In Celtic, Innisfail means "the abode of peace and rest", an accurate translation to convey the tranquility and beauty of this property. This is a rare opportunity to own a lovingly maintained home with a long and storied history, but most importantly, this elegant home is the perfect property for generations of gatherings for family and friends. This home directly abuts the vacant land for sale at 0 Howard Street. A buyer looking to keep the same feel and privacy that 87 Bellevue currently holds, should also consider buying the adjacent land with almost 150 feet of Lagoon frontage and a 4-bedroom septic in place.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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741 Main Street Vineyard Haven MA

Vineyard Haven, MA741 Main Street

Price$5,475,000

Est. Mortgage: $/month

MLS Number 35258

  • Residential
  • Square Feet 2424
  • Bedrooms 6
  • Bathroom 3
  • Acreage 0.69

Priced under assessed value, this wonderful 6 br. beach home is located on a private, sandy beach overlooking the outer harbor and Sheriff's Meadow. One of a kind opportunity to own a home that could not be replicated today. First floor has been renovated with state of the art kitchen opening to informal dining and living room with panoramic water views. Casual living with window seats viewing a rolling, manicured lawn and a sandy beach path leading to some of the best swimming on the island. A private, over sized master with adjoining den abuts the conservation land with private outside access to early morning or late night swims. There is an additional bedroom off the kitchen, again with beautiful water views. The second floor is old age charm with 3 bedrooms viewing the Sound. This property is a rare offering with your own private beach and can be packaged with the house next door to form a breathtaking waterfront compound.

Listed by Viewpoints

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$
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$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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52 Mill House Way Vineyard Haven MA

Vineyard Haven, MA52 Mill House Way

Price$11,500,000

Est. Mortgage: $/month

MLS Number 34506

  • Residential
  • Square Feet 7101
  • Bedrooms 6
  • Bathroom 6
  • Half Bath 2

This gracious, impeccably detailed, three-story air conditioned home with guest house and garage overlooks Vineyard Haven harbor towards the East Chop lighthouse, steps away from its own sandy beach and an easy stroll to downtown Vineyard Haven. Thoughtfully sited and designed, the 5,787- sf house on 1.55 acres includes four bedrooms, an expansive living and dining room, and multiple porches with spectacular water views. A graceful gambrel designed house was built in 2004 which incorporates an abundance of windows, red cedar shingles, and copper gutters. The first floor boasts an open living room with a dramatic fieldstone fireplace and a wall of French doors with views of the harbor. The gourmet kitchen adjoins a screened in porch for that perfect sunset dinner. Enjoy multiple outside sitting areas including a porch, another screened in porch and an outside kitchen and dining table on a sunny bluestone terrace. The second floor has a breathtaking master suite with an enviable master bathroom. Completing the second floor are three more bedrooms en suite and two sitting rooms. A third floor with large open spaces and sweeping views, especially from the widow's walk, will entice you for that afternoon read. Additional amenities include a full walkout basement with wet bar, an exercise room, a media room, plus a state of the art wine cellar and an elevator. This is a very special offering!

Listed by Viewpoints

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$
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$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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215 Hines Point Vineyard Haven MA

Vineyard Haven, MA215 Hines Point

Price$2,300,000

Est. Mortgage: $/month

MLS Number 34736

  • Residential
  • Square Feet 3328
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.53

Located near the end of "Hines Point", this wonderful water view/waterfront "tri-level" contemporary home looks easterly over the shimmering saltwater of Lagoon Pond and the drawbridge that separates Tisbury from Oak Bluffs. Lagoon Pond is a saltwater inlet that boasts almost 6 miles of shoreline making it perfect for striper fishing, boating, sailing, shell fishing and more! AND...The sunrises and moonrises will dazzle you from the deck! Plus, there are 5 bedrooms ...most with a water view. The floorplan affords panoramic views of the water as you go from room to room and the 3 separate living rooms makes this perfect for multi-generational living. This property has 100 ft of beach frontage on Lagoon Pond for some water fun (boating, fishing, swimming) and the level "grassy" back yard is perfect for your favorite yard games. Newly installed Nitroe brand 5 bedroom septic system. Mooring available for your boat and the kayak rack on the beach is ready for your water "toys". Very seldom do you have an opportunity to purchase in this unique location. Relaxing stroll into town for dinner, shopping or to meet friends at the ferry terminal.

Listed by RE/MAX on Island

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$
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$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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 Vineyard Haven MA

MLS Number 34854

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

Embrace the romantic character of Martha's Vineyard and experience true relaxation at this irresistible beachfront cottage. Set amongst the dunes, right on Vineyard Sound, this perfect two bedroom home is absolutely adorable with sandy beach, calm waters and active water views that include fishing and sailing activity, and ferry crossings to Woods Hole. Sunsets on the waterfront deck are sublime, with ample room to enjoy with many. Inside the home, the open, sun-filled living room, with dining and kitchen, is fabulous and features high ceiling, white brick fireplace, hardwood floors, and immediate water views. The property, 1.26 acres in total, also includes waterfront and mooring on Lake Tashmoo - an amazing recreational amenity. Next door is a total of 7 acres in conservation, owned by the Land Bank and the town of Tisbury, with 550' of beach on the Sound and +/-800' of waterfront on Lake Tashmoo.

Listed by Compass

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$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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1153 Main Street Vineyard Haven MA

Vineyard Haven, MA1153 Main Street

Price$10,499,000

Est. Mortgage: $/month

MLS Number 33954

  • Residential
  • Square Feet 5345
  • Bedrooms 8
  • Bathroom 6
  • Half Bath 1

Located on a winding private road, this original 1896 West Chop waterfront home was completely renovated to exacting standards in 1992. With 8 bedrooms and 6 and a half bathrooms, and a classical layout with formal and informal areas in which to relax and pass the time, this home encompasses all that this desirable location provides for multi-generational family gatherings and summer memories at West Chop. A stately front entrance leads to the formal living room with adjoining separate sitting room, with fireplace, that opens to the expansive water facing porch providing active views of the Vineyard Sound and additional entertaining space to while away a lazy summer afternoon. The home offers an exceptional combination of elegant charm and modern amenities including the large gourmet kitchen breakfast room, with Wolf and Sub Zero appliances, bespoke cabinetry and a butler's pantry that leads through to the formal dining room. The staircase leads to a large master suite with full bath, office and balcony overlooking the water. Three further bedrooms and 2 additional bathrooms occupy the remainder of the second floor with 4 further bedrooms and 3 baths on the third floor. The huge walk out basement was created during the renovation, and could be finished to create living space for wine cellar, family room or gym. Air Conditioning has been installed throughout for 2019. Walk from the house through established perennial gardens to the beautiful sandy beach for easy swimming, tide rides to the pier and docks and enjoyment of the water. This is a rare opportunity to buy in the heart of the West Chop community. Contact us for more information about this special North Shore private setting with opportunities for beaches, tennis, golf, and more.

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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103 Main Street Vineyard Haven MA

Vineyard Haven, MA103 Main Street

Price$13,500,000

Est. Mortgage: $/month

MLS Number 33742

  • Residential
  • Square Feet 7046
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 2

VINEYARD HAVEN HARBOR WATERFRONT WITH A POOL - A premier location on Vineyard Haven Harbor with expansive views of all the activity. Set back on 1.7A, with 146' of private beach, this property offers a spectacular pool, surrounding landscaping, and a 5 bedroom, 7,046 sf home, 2 car garage impeccably designed by premier architect, Patrick Ahearn. A dramatic foyer separates the casual side of the house from the more formal rooms. The spacious kitchen to the left, with a view of the Harbor, incorporates a casual sitting area with fireplace and a separate bar area. Wide French doors open to a large porch with stone fireplace, where you will enjoy the smell of the ocean, breezes, and feeling of what summer is all about on the Vineyard. The outstanding dining room overlooks the entire harbor and is centrally located beyond the foyer. The south wing of the first floor includes the formal living room with fireplace, all season porch, and study. The second floor is devoted to the master suite and guest quarters with broad views which deliver varying angles of the Harbor. A long balcony hallway leads to the master suite on the right with an over sized walk in closet, bath and French doors overlooking the lawn and pool to the Harbor beyond. Next to the master suite is a stairway to the widows' walk and the Harbor and stars. The north wing of the house is devoted to three guest bedrooms. A fifth bedroom studio is above the 2 car garage, with sleeping quarters, bath, living space, and kitchenette. It has a private access from the garage or accessed from the guest suite on the second floor. A stunning property with stunning views with proximity to town and the ferry.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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29 Harbor View Lane Vineyard Haven MA

Vineyard Haven, MA29 Harbor View Lane

Price$2,950,000

Est. Mortgage: $/month

MLS Number 33574

  • Residential
  • Square Feet 2072
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

**RECENTLY INSTALLED 5 BEDROOM SEPTIC ** Rare opportunity to own this vintage, dutch colonial waterfront home situated atop a West Chop bluff offering unparalleled views of Vineyard Haven Harbor, East Chop, and Vineyard Sound. Elevated above a secure bluff, enjoy breathtaking views with your friends and family from every vantage point! This unique property has its own private white sand beach with a private stairway and swimming dock, which was completely rebuilt in the spring of 2015. Enjoy the feeling of seclusion from your oasis within walking distance of shopping, restaurants, the ferry and all that downtown Vineyard Haven has to offer. Also includes a detached one car garage, lush landscaping and grass, mature trees and an extra downstairs toilet and shower for after beach use (not included in 2.5 bath figuring). Owned by a single family since 1955 and while it has been updated over the years, the original charm of this delightful home remains entirely intact. This house could not be replicated today in its current location. Don't miss this opportunity!

Listed by Elevated Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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733 Main Street Vineyard Haven MA

Vineyard Haven, MA733 Main Street

Price$3,250,000

Est. Mortgage: $/month

MLS Number 33134

  • Residential
  • Square Feet 2081
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.91

This contemporary A-frame located by Sheriff's Meadow in West Chop has unsurpassed views over the Meadow towards the Cape and the Sound and over 145 feet of private beach looking out towards East Chop and the outer harbor. The detached guest house is complete with office, kitchen, bedroom and bath which could not be duplicated today. The main 3 br. house enjoys a 415 sq. ft. deck and a 96 sq. ft. porch area to view all the summer boat activity. This house could be part of a magnificent waterfront compound with the purchase of 741 Main St. next door. This is a very special spot and a rare opportunity.

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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