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. Contact our team to schedule any tours and you can also create an account to save all of your favorite houses.

 

1153 Main Street, Vineyard Haven, MA

Price$11,750,000

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. 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: 4.85% last updated on Oct 18, 2018
* 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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88 Hatch Road, Vineyard Haven, MA

Price$10,500,000

Est. Mortgage: $/month

MLS Number 33910

  • Residential
  • Square Feet 4054
  • Bedrooms 5
  • Bathroom 5
  • Half Bath 2

Harborfront Vineyard Haven home with private dock and sandy beach. Boasting over 4,000 sq. ft. of living space, this 5-bedroom home has been meticulously re-built to create a sophisticated modern beach house that is conveniently located just outside of downtown Vineyard Haven. Tucked away on peaceful Hatch Road, just a few yards from the Vineyard Haven Yacht Club, the beautifully landscaped yard rolls gently towards the private beach, deep water dock, and mooring coming this summer. Inside, the large open first floor allows for seamless flow between the kitchen, dining room, and living room, as well as the screened in porch and large deck overlooking the water. The expansive views from the second story master are unmatched. The new fully finished basement is comprised of two bedrooms, each with their own bathroom, and a large open recreational space complete with wet bar. A perfect spot to create lasting memories with family and friends in this picture perfect Martha's Vineyard location.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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

Price$13,500,000

Est. Mortgage: $/month

MLS Number 33742

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

A matchless property on a matchless Island. A premier location on Vineyard Haven Harbor with expansive views of all the activity, a large 1.7A parcel of land which provides unique privacy, a dramatically designed pool and surrounding landscaping, and a 5 bedroom, 7,046 sf home, 2 car garage impeccably designed by premier architect, Patrick Ahearn. The spaces are designed for casual living or an elegant cocktail party. 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. The many windows gets you closer to the smell of the ocean, breezes and feeling of what summer is all about; beaching, boating, watching the ferry in action, good food and good company. Leaving the casual side of the home and meandering beyond the dining room, the south wing of the first floor includes the formal living room with fireplace, all season porch and study. The different textures in each room, from the paneled study, to the softly toned living room and porch adds an element of contrast. The second floor is devoted to the master suite and guest quarters with broad views which deliver varying angles of the Harbor. A long balconied hallway, a gallery for intriguing art, leads to the master suite on the right with an oversized 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. A highly technical powered hatch opens that space for the “Mary Poppins” view. The north wing of the house is devoted to three guest bedrooms. A fifth bedroom studio is privately located above the 2 car garage. It includes sleeping quarters, bath, living space and kitchenette. It has private access from the garage or can be accessed from the guest suite on the second floor. Located on Main Street, the size of the parcel of land allowed the house to be located behind a well- planted front yard which screens all the activity and still provides a tremendous amount of room on the water side for a patio with built in grill, pool with gracious surround and a broad lawn that rolls directly to the water. The written word and videos are powerful tools however in this instance; this is a property that must be visited.

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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

Price$3,300,000

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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

Price$5,695,000

Est. Mortgage: $/month

MLS Number 33416

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

Wonderful 6 br. beach home 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 waterviews. 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, oversized 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 waterviews. 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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$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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 33187

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

It's all about the beach, stunning sunrises, epic sunsets and the sound of the waves lapping on the shore. Live the Island life in this classic style summer house perched waterfront between Lake Tashmoo and Vineyard Sound. Kayaking, paddle boarding sailing just steps away. Designed for casual vacation living, it's a perfect summer home for generations to come.

Listed by Conroy & Company R.E., Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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

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: 4.85% last updated on Oct 18, 2018
* 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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111 Main Street, Vineyard Haven, MA

Price$3,750,000

Est. Mortgage: $/month

MLS Number 31682

  • Residential
  • Square Feet 3355
  • Bedrooms 6
  • Bathroom 4
  • Half Bath 1

Tucked down an unassuming driveway and invisible from the street, this 19th century Cape is just steps from Vineyard Haven's year-round shopping and cultural center. Terrace after terrace unfolds as you descend toward the waterfront through the lovely 2/3-acre compound, culminating in 68 feet of beach on the inner harbor. The main house, built around 1825, has four bedrooms plus an office/bedroom, three-and-a-half baths and five fireplaces. Harbor views abound from many vantage points, with character-filled features including wide board floors and extensive wainscoting, broad-silled windows, plaster walls and low ceilings. A seven-bedroom septic was installed in 2013. The property boasts many extras: a garden shed, detached one-car garage, large harborview porch with arched beadboard ceiling, and lush, mature gardens. A secret gate provides access to Owen Park with its town wharf and gazebo. Near the harbor is a boathouse with brick fireplace, built-in bunkbeds, barrel-ceilinged interior with natural wood, tiny bath and kitchenette. The peaceful private beach, perfect for crabbing, kayaking and contemplation, crowns this property where future memories are waiting to be made. A mooring is available.

Listed by John Best Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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556 Chappaquonsett Road, Vineyard Haven, MA

MLS Number 32041

  • Residential
  • Square Feet 5311
  • Bedrooms 12
  • Bathroom 8
  • Acreage 22

This unique waterfront estate offers 3 residences (12 bedrooms), an art studio, tennis court, and 300 feet of private beach. The property is located in an old established area abutted by gracious summer estates and hundreds of acres of permanently protected open space. The spacious Main House marries classic New England architecture and a Mid-Century Modern design with walls of glass and high ceilings welcoming breathtaking indoor-outdoor connections to its gorgeous waterfront setting. 180 degree views extend over the pastoral pond and barrier beach north to Woods Hole, west over the Elizabeth Islands for incredible sunsets, and east to the outer Cape shoreline. A former barn was converted to a residence with 5 bedrooms, 3 bathrooms, and common room, perfect for guests. The 1-bedroom cottage on the edge of the pond is a romantic, dreamy escape. Pack your suitcase and move in, now offered fully furnished, turnkey (with exception of art).

Listed by Kendall & Kendall

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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55 Jewett Lane, Vineyard Haven, MA

Price$3,500,000

Est. Mortgage: $/month

MLS Number 31963

  • Residential
  • Square Feet 3935
  • Bedrooms 6
  • Bathroom 4
  • Acreage 0.81

HISTORIC WATERFRONT ANTIQUE - Come live a bit of history in this beautifully restored six-bedroom, four-bath Colonial, formerly a tavern built in 1768, visited by seamen until the 1850's. Many of the small rooms of the tavern were combined into larger spaces when the building was converted into a home. Original architectural details remain including dentil work on the mantel of the living room fireplace, gunstock corners, beaded wainscoting and wide pine floors. Enjoy relaxing on the breezy porch watching the busy activity in the harbor or walk down the garden path to the stairs leading to the shore front lounging deck offering spectacular views of Vineyard Sound. Keep your dingy or kayak on the newly refurbished beach to easily reach your boat on a mooring immediately in front of the house. The house can be purchased with most of the furnishings. Substantial rental income.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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