Vineyard Haven Waterfront Homes

New Home on Martha's VineyardExplore our special selection of dramatic waterfront homes in Vineyard Haven, MA. Vineyard Haven offers properties with sensational panoramic views, stunning sunrises, romantic sunsets and private beaches. You can choose from traditional Colonials, Historic West Chop Victorian, waterfront condos, and more. Browse 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

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43 Crocker Avenue Vineyard Haven MA

Vineyard Haven, MA43 Crocker Avenue

Price$3,600,000

Est. Mortgage: $/month

MLS Number 37568

  • Residential
  • MlsStatus Active
  • Square Feet 2158
  • Bedrooms 4
  • Bathroom 3

Loved by the same family for decades, The barn is a very special spot to enjoy the comings and goings of an active harbor. On over 1.74 acres, with rolling hills down to the water, summer and winter games can be enjoyed by all. You will never leave the serenity of the porch except to take a dip in the inviting, calm waters below. With one bedroom and bath on the first floor, you will find 3 bedrooms upstairs, including a huge master with panoramic water views and glistening sunrises. An easy walk into town, walk on the beach, or bike ride awaits you at this perfect in-town location. Please see documents for a history of the property including the many visits of Mary and Mike Wallace to the property and their marriage ceremony on the front lawn. Please CLO for list of improvements and septic information. Property is very easy to show!

Listed by Viewpoints

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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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27 Passamaquoddy Avenue Vineyard Haven MA

MLS Number 37316

  • Residential
  • MlsStatus Active
  • Square Feet 1563
  • Bedrooms 3
  • Bathroom 1

Winterized camp located waterfront on the Vineyard's north shore. The location is outstanding with 180-degree water views. The house is fully depreciated and the setting patiently awaits a new owner's vision. Engineering is being completed for the restoration of the revetment (sea wall).

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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$5,890,000

Est. Mortgage: $/month

MLS Number 37140

  • Residential
  • MlsStatus Active
  • Square Feet 2581
  • Bedrooms 4
  • Bathroom 3

VIEWS! VIEWS! VIEWS! Completion date for this 4 bedroom West Chop beauty is mid November 2020 just in time for Thanksgiving!! There is still time yo pick out fixture, lighting, and other furnishings, property can be sold turnkey. Enjoy spectacular views from 885 square feet of decking and porch overlooking Sheriff's Meadows and the Vineyard Sound. What could be better than living space and dining outside on a pristine deck. With 120 feet of private beach, you will not find better swimming and boat activity on the island. All your amenities are here including a great outside shower, built in grill area with piped propane, mudroom to wash off the sand, and countless spaces outside to read a good book or to dine! First floor master suite with fantastic sunrises and sweeping water views. Combination kitchen and dining, inside or out, plus a living room viewing a 42 foot long deck with the Sound beyond. Upstairs, another master suite with picturesque Sheriff Meadow views, and a porch to enjoy early morning sunrises and coffee. Another 2 bedrooms and full bath plus a sitting area round out the spectacular 2nd floor. This house is ready for the discriminating buyer looking for that move-in ready home, furniture to be negotiated separately. This ideal location is near the 83 acre West Chop Woods, Mink Meadows Golf Club, the West Chop Club, and the Vineyard Haven Yacht Club. Rarely is there a waterfront in this area with such dramatic views and a total renovation. Don't miss your opportunity to have your own slice of paradise anytime you want to escape to the Vineyard or year-round living! Please call listing office for floor plans and renderings from Squash Meadow. Please view listing sheet for landscaping plans! Easy to show!

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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 37110

  • Residential
  • MlsStatus Active
  • Square Feet 7046
  • Bedrooms 5
  • Bathroom 4

THE ULTIMATE WATERFRONT RETREAT - The Vineyard has always been the place to go for R&R, and if you needed it in the past, you certainly need it now. It is the oasis of beauty and tranquility in a vintage community. This property offers the best of the Island. Located on Vineyard Haven Harbor, the home sits on a large 1.7A parcel of land, which provides privacy, spectacular views of harbor activity, yet steps away from the Village for your morning coffee, afternoon shopping, and dinner and theater in the evening. A unique feature is proximity to the ferry to come to and leave the Island easily. Think of it - the kids who will probably be with you a lot more, Mom and Dad, who will visit, and the family workforce can easily use the Vineyard home as "operation center," adjusting to the new lifestyle perfectly. Designed by premier architect Patrick Ahearn, with 7,045 sf, the home is warm and friendly with space to accommodate everyone's needs. The large kitchen with sitting room and fireplace opens to a screened porch. A dramatic stone fireplace is the focal point of the sitting area on the porch with generous room for dining for twelve with views of Harbor activity. This space is the hub of the house. There is a large, quiet office on the first floor for serious work along with a smaller office space off the kitchen. A grand formal dining room with a fireplace and living room is designed for special occasions. Another all-season sun porch on the first floor provides additional space for a variety of activities. The informal and formal areas connect with an outdoor patio. The master bedroom suite with a sitting area occupies the south wing of the second floor and is cleverly separated from the activity of the household. Three more bedrooms are in the north wing of the house. Another expansive deck connects both wings. The views from the first floor are spectacular, and they become panoramic and magnificent on the second floor. There is a guest suite over the two car garage which can be accessed from the outside or the adjoining deck on the second floor. The piece de resistance is the widow's walk offering the most brilliant views. The terraced pool and built-in outside grill overlooking the Harbor complete this perfect Vineyard home.

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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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14 Cataumet Avenue Vineyard Haven MA

Vineyard Haven, MA14 Cataumet Avenue

Price$6,950,000

Est. Mortgage: $/month

MLS Number 36796

  • Residential
  • MlsStatus Active
  • Square Feet 3822
  • Bedrooms 6
  • Bathroom 3

WEST CHOP BEACHFRONT CHARMER WITH GUEST COTTAGE and STUDIO. Sited on a quiet and private lane in West Chop, this wonderful 1900's gem is sited on an acre of exquisite park-like grounds that border the West Chop Trust Beach, creating a special and private sanctuary near the sea. Boasting delightful and charming architectural features of the era, the home offers a warm and inviting style -- as well as spacious indoor and outdoor living areas ideal for entertaining family and friends. The property is comprised of a 5-Bedroom Main House, a 1-Bedroom Guest Cottage and a separate Studio with fitness room and dry sauna. The property can be enjoyed as-is or transformed into a signature waterfront compound (conceptual renderings are available). Located within walking distance to the West Chop Club, within close proximity to Mink Meadows Golf Club and just two miles to downtown Vineyard Haven, this property offers all the essentials for a perfect island lifestyle. NOTE: This special West Chop property is part of a larger 1.56-acre, three-home estate, which is also being offered as a combined ensemble for $13,490,000. See LINK ID#36803 for details.

Listed by Point B Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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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22 Cataumet Avenue Vineyard Haven MA

Vineyard Haven, MA22 Cataumet Avenue

Price$7,250,000

Est. Mortgage: $/month

MLS Number 36795

  • Residential
  • MlsStatus Active
  • Square Feet 3849
  • Bedrooms 5
  • Bathroom 4

BEACHFRONT BLISS ON WEST CHOP. Quietly set on private lane in West Chop and bordering 167 feet of beachfront, this charming 1900's summer home enjoys superlative front-row water views and evokes images of quintessential Vineyard summer days spent living by the sea . . . fishing, clamming, doing “tide rides” down the shoreline, riding bicycles, reading books and more. This turn-of-the-century, shingle-style home features classic architectural details of the era and features an open first-floor living area that opens out onto an expansive wraparound deck overlooking gorgeous park-like grounds and a sandy path that meanders through beach grass to West Chop Trust Beach. Framed between blue skies and sparkling blue waters Sound of Vineyard, this charming seaside home is a perfect place to gather family and friends and create treasured memories for years to come. Located within walking distance to the West Chop Club, within close proximity to Mink Meadows Golf Club and just two miles to downtown Vineyard Haven, this property offers all the essentials for a perfect island lifestyle. NOTE: This rare beachfront retreat is part of a larger 1.56-acre, three-home estate, which is being offered as a combined ensemble for $13,490,000. See LINK ID#36803 for more details.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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 36702

  • Residential
  • MlsStatus Active
  • Square Feet 7101
  • Bedrooms 6
  • Bathroom 6

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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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1005 Main Street Vineyard Haven MA

Vineyard Haven, MA1005 Main Street

Price$12,999,000

Est. Mortgage: $/month

MLS Number 35775

  • Residential
  • MlsStatus Active
  • Square Feet 5050
  • Bedrooms 9
  • Bathroom 7

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. Owners may apply separately for membership at the West Chop Club, which offers a wide range of amenities, including use of nearby "middle pier" for loading and unloading.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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
  • MlsStatus Active
  • Square Feet 2398
  • Bedrooms 5
  • Bathroom 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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$9,999,500

Est. Mortgage: $/month

MLS Number 33954

  • Residential
  • MlsStatus Active
  • Square Feet 5345
  • Bedrooms 8
  • Bathroom 6

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 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 a 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 a wine cellar, family room or gym. The home was fully air conditioned in 2019 and there is potential to add a pool. Directly in front of the property is a beautiful private conservation trust protected beach ideal for sunning, swimming, tide rides to the dock, kayaking, fishing and of course breathtaking water views and dreamy sunsets. This is a rare opportunity to buy in the heart of West Chop. Privately located, yet close to Mink Meadows Golf, the Vineyard Haven Yacht Club and conveniently close to ferry service, hospital and town center restaurants and shops. West Chop is a unique Vineyard community where families have enjoyed the fellowship of friends and neighbors for generations. See further description under "Comments/Directions" for the benefits of being part of the West Chop community in this special North Shore setting.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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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