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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14 Cataumet Avenue Vineyard Haven MA

Vineyard Haven, MA14 Cataumet Avenue

Price$6,950,000

Est. Mortgage: $/month

MLS Number 36796

  • Residential
  • Square Feet 3822
  • Bedrooms 6
  • Bathroom 4
  • Acreage 0.9768

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: 3.03% last updated on Jul 9, 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
  • Square Feet 3849
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 1

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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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23 Beach Street Extension Vineyard Haven MA

MLS Number 36686

  • Residential
  • Square Feet 764
  • Bedrooms 1
  • Bathroom 1
  • Half Bath 1

Water view/Waterfront cottage on Vineyard Haven Harbor. Enjoy the "hustle and bustle" boating activity of the harbor from the front porch of the main level or from the upper deck that is accessed from the private master bedroom. And imagine a sunny day while you relax and wiggle your toes in the sand on your 44 ft. wide beach. Cottage is as cute as it can be, constructed in 2003: Galley Kitchen with wine/beer cooler, wood and tile flooring, free standing gas fireplace and harbor views from most of the windows. Amazing opportunity. Also available for a 3 month seasonal rental: now through Mid September 2020. Property is located in the Commercial Waterfront Management district, so some commercial applications are permitted...please verify what is allowed.

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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
  • 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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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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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771 Main Street Vineyard Haven MA

Vineyard Haven, MA771 Main Street

Price$15,750,000

Est. Mortgage: $/month

MLS Number 36645

  • Residential
  • Square Feet 5408
  • Bedrooms 7
  • Bathroom 4
  • Half Bath 1

Grand Waterfront Estate - This original 1900's West Chop home has been updated and expanded through the years to result in one of the finest harbor front properties on the Island. Meticulously maintained, this beautiful home includes a private beach with 80 ft. private dock, mooring and panoramic water views allowing you to watch the summer boating activity and the ferry crossings each day. The large open and well-appointed kitchen features top of the line Subzero and Viking appliances, wine cooler, an oversized center island, and butler's pantry, with seating for ten in the nearby dining room. A comfortable den with TV, formal living room, and billiard room surround the kitchen and make up most of the first floor. A favorite space might be the sunroom surrounded by windows with doors leading to a large covered porch and sundeck. A front and rear staircase lead to the second floor where you will find the flawlessly decorated guest bedrooms and the elegant master suite. This water-facing bedroom provides an office area, his + her baths, walk-in closet and a wrap around sundeck with outdoor shower. Water views can be seen from almost everywhere in this home and is complimented by the neighboring beachfront nature preserve. The landscaped lawn and gardens, patio, decks, and porches provide ample places for you to soak up the salt air and enjoy your Vineyard vacation. The privacy of West Chop provides a perfect respite from the mainland.

Listed by Landvest MV

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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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29 Harbor View Lane Vineyard Haven MA

Vineyard Haven, MA29 Harbor View Lane

Price$2,845,000

Est. Mortgage: $/month

MLS Number 36523

  • Residential
  • Square Feet 2050
  • Bedrooms 5
  • Bathroom 2
  • Half Bath 1

PRIVATE BEACH - As the Ferry rounds West Chop, slowing as it enters the harbor, you spot the distinctive trim of this Dutch Colonial perched high on the bluff, and at this moment, you know you are home. Cherished by the same family since 1955, this five-bedroom property offers dramatic and dynamic views of Vineyard Haven Harbor, East Chop, and Vineyard Sound. Thoughtful maintenance over the years has preserved the original character of this gracious home, and enhanced the relaxed, easy lifestyle possible at your own Vineyard beach house. Spend the endless days of summer enjoying the private sandy beach with swim dock and welcome twilight from the patio, counting stars and mast lights while planning the next day's adventures. Enjoy the tranquil setting, which is still within walking distance to the ferry, shopping, restaurants, theaters, and all that downtown Vineyard Haven has to offer.

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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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215 Hines Point Road Vineyard Haven MA

Vineyard Haven, MA215 Hines Point Road

Price$2,250,000

Est. Mortgage: $/month

MLS Number 36173

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

HINES POINT WATERFRONT with 100 ft of private sandy beach, a mooring, and spectacular water views. Enjoy the tranquil setting on the Lagoon and capture the essence of both sunrise and sunset. With proximity to the ferry and all the activity of Vineyard Haven, it doesn't get much better than this! A property that has it all, with a home designed for two or many. The flow of the house is perfect for Island living. The main level offers a comfortable living space with a spacious kitchen, full bath, and an open living room, dining room with wood burning fireplace, and a cozy den that take in the panoramic views. A large master wing also overlooks the Lagoon, with an office, walk-in closet, and full bath to complete this level. When the family and guests arrive, there is a bonus room a few steps down off the main level for all to gather. Four bedrooms, a full bath, and a family room occupy the lower level. Three of the bedrooms and the family room enjoy a direct view of the Lagoon through sliders with direct access to the back yard. The other bedroom on this level is tucked away, providing a quiet space to retreat. The house will be as large or as small as your needs require. A unique property in a desirable location with rentals in place for the 2020 season.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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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60 Beach Road Vineyard Haven MA

Vineyard Haven, MA60 Beach Road

Price$144,000

Est. Mortgage: $/month

MLS Number 36259

  • Condominium
  • Village Lagoon
  • Square Feet 381
  • Bedrooms 1
  • Bathroom 1

This is an investment property that also allows for easy getaways to the island of Martha's Vineyard any time of year! A beach front condo complex that is a short walk to downtown Vineyard Haven, the ferry, fine dining, shopping, movies theaters, and is right on the VTA bus route. This first floor unit has a private full bath, 2 queen bed, built in flat screen TV, refrigerator, Stove and wall A/C unit. The efficient management team makes it easy by doing all the work. They clean it, they rent it, they keep flowers blooming in the courtyard and always have the beach ready to relax. As the owner, you let management know what days you would like to spend in your condo, then they rent the remainder of the days, take a percent for cleaning and expenses and then profits are all yours. Room comes furnished.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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$13,900,000

Est. Mortgage: $/month

MLS Number 35775

  • Residential
  • Village West Chop
  • 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

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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
  • Village Lagoon
  • 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: 3.03% last updated on Jul 9, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details