Vineyard Haven Homes for Sale

Many know Vineyard Haven as the village with the ferry, and although that does provide plenty of convenience, Vineyard Haven has a unique character that perfectly blends the past and present. You will find delicious restaurants, shops, and nature through out Vineyard Haven. 

Browse Homes for Sale in Vineyard Haven

Below you will find all real estate currently for sale in Vineyard Haven. See a property you love? Contact us to schedule a time to tour the property. Save your favorite Vineyard Haven listings and receive updates when similar listings become available by registering with us!

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 Baths 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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Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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721 Main Street, Vineyard Haven, MA

Price$7,675,000

Est. Mortgage: $/month

MLS Number 30721

  • Residential
  • Square Feet 3037
  • Bedrooms 4
  • Bathroom 4
  • Half Baths 1

This spectacular waterfront West Chop home with panoramic views looking out across the Vineyard Sound will take your breath away. A true beach home featuring 110 feet of private beach with dock and mooring, and positively the best swimming on the island! The great room with cathedral ceilings and floor to ceiling windows captures the boat activity in every direction. Easy living here with one wing with master and guest ensuite bedroom. A newly renovated state of the art eat-in kitchen just off the great room makes this the perfect home for entertaining. One bedroom and den is found off the kitchen with separate exterior access to an outdoor shower. A huge bonus here, and something that could not be duplicated today, is the quaint detached bedroom complete with a kitchenette and living room area. Additional garage and basement, perfect for storing the kayaks, beach toys and bikes! This is a very special offering, that is totally turnkey including furniture, all you need is your bathing suit!

Listed by Viewpoints

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Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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20 West Chop Lane, Vineyard Haven, MA

Price$7,250,000

Est. Mortgage: $/month

MLS Number 33232

  • Residential
  • Square Feet 4704
  • Bedrooms 8
  • Bathroom 5
  • Half Baths 1

Panoramic views over Vineyard Sound and the Elizabeth Islands, frontage on Mink Meadows Pond, and a tranquil wooded setting with beautiful mature plantings make this 3.53-acre property feel like a secluded and serene island retreat. A relaxed gathering spot for family and friends, the 4,704-SF house includes seven bedrooms and four-and-a-half baths, separate guest quarters, screened porch, two-car garage, and nearly 2,000 SF of outdoor decking. The great room anchors the house with its soaring cathedral ceiling, brick fireplace, and a wall of windows framing the dramatic sunset water views. The light, airy kitchen is outfitted with a spacious white granite island and countertops, Gaggenau ovens and cooktop, and walk-in pantry. Custom built-in shelves and cupboards throughout provide lots of storage space. Enjoy easy access to the sandy Mink Meadows association beach, along with preferential member status at Mink Meadows golf course. Nearby are West Chop Woods 85-acre nature reserve, Lake Tashmoo, the West Chop community, and Vineyard Haven Yacht Club. Making the most of its peaceful, private location and panoramic views, this beautifully crafted home, with renovation design by renowned island architect Ben Moore, has room for everyone, inside and out.

Listed by Viewpoints

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Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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 10
  • Half Baths 2

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 4+ 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

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Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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275 South Farm Road, Vineyard Haven, MA

Price$5,700,000

Est. Mortgage: $/month

MLS Number 29771

  • Residential
  • Square Feet 3067
  • Bedrooms 5
  • Bathroom 3
  • Acreage 6.4

Not all vineyard waterfront properties are the same. This waterfront estate on the shores of Lake Tashmoo is truly unique. Located on 6.4 acres of woods, the house is on a point of land with water on three sides. There is a main house and several outbuildings. The property is landscaped with two circular drives, brick walkways and over 700 feet of deepwater frontage on Lake Tashmoo. A sandy beach is a few steps away from the front porch. It slopes gently into the water and is ideal for young children. There is a plentiful supply of shellfish just off the property. There is a family of otters, a pair of ospreys that live near the shore and an occasional sighting of harbor seals. It is a bird watcher's paradise. The house has five comfortably sized bedrooms, two of which have their own outside entrances and private decks. The master bedroom and bath occupies the entire second floor of the house, and has the utmost privacy. It has a loft, built-in bureaus, a fireplace and a wraparound outside deck. The living room has fireplace, wood paneling, yellow pine floors and a cathedral ceiling with skylights. A glass wall opens into a screened porch, a favorite place to dine in the summer. The dining room is connected to the kitchen by a set of French doors. It has yellow pine floors, wood paneling and wraparound windows. There is also a family room with a very private screened porch overlooking the dock. The entire house is very bright and cheerful with skylights and an abundance of windows. Have you been searching for Vineyard waterfront properties with a deep water dock? Search no more! Don't miss the opportunity to own this stunning Lake Tashmoo property.

Listed by Jampel Associates

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Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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78 Hines Point, Vineyard Haven, MA

Price$5,500,000

Est. Mortgage: $/month

MLS Number 33656

  • Residential
  • Square Feet 4369
  • Bedrooms 7
  • Bathroom 7
  • Half Baths 1

Please note: This property is offered with the abutting property at 104 Hines Point for a combined, 7 bedroom, 7.5 bath two home compound on nearly an acre of land with 205' feet of frontage on Lagoon Pond. The first house, 78 Hines Point, designed by Breese Architects and built in 2008 by Holmes Hole Construction, features 2800+/- square feet of living space on two levels with water views from every room. Two master suites flank each end of the first floor with a central gathering space between…the kitchen, dining and living room with wood burning fireplace. The second level holds two bedrooms with en suite baths. A screened porch with wood burning fireplace is the perfect room to catch the sunsets over Vineyard Sound. Outdoor areas include parking for four cars, irrigated gardens and landscape, outdoor showers, wide flagstone patios and steps down to the beach. A dock at water's edge eases the launching of kayaks, paddle boards and other watercraft for summer enjoyment. Hines Point is within walking distance to the ferries, fish market, restaurants, theaters, shopping and all of the amenities that Vineyard Haven has to offer. 78 Hines Point is offered furnished and is only being sold as a two home compound with combined living space of 4,300+/- square feet, seven bedrooms, seven baths. View the second, abutting home listing details at 104 Hines Point: https://my.linkmv.com/Listings/33657

Listed by Russell Maloney Real Estate

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Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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104 Hines Point, Vineyard Haven, MA

Price$5,500,000

Est. Mortgage: $/month

MLS Number 33657

  • Residential
  • Square Feet 4369
  • Bedrooms 7
  • Bathroom 7
  • Half Baths 1

Please note: This property is offered with the abutting property at 78 Hines Point for a combined, 7 bedroom, 7.5 bath two home compound on nearly an acre of land with 205' feet of frontage on Lagoon Pond. 104 Hines Point was designed by Breese Architects and was built Baumhoffer Estes, Inc. in 2015. This three bedroom home, each with en suite bath and direct water views, features 1,544+/- square feet of living space on two levels. The first floor holds two bedrooms, and an open living, dining and kitchen space with wood burning fireplace and views to the Lagoon. The second level, reached by a circular metal stair, holds the third bedroom and bath. A raised flagstone patio overlooks the path and stairs that lead down to the beach. A full height basement with laundry, outdoor shower, irrigated landscape, single car garage and additional parking for three vehicles complete the property. Hines Point is within walking distance to the ferries, fish market, restaurants, theaters, shopping and all of the amenities that Vineyard Haven has to offer. 104 Hines Point is offered furnished and is only being sold as a two home compound with combined living space of 4,300+/- square feet, seven bedrooms, seven baths. View the second, abutting home at 78 Hines Point: http://my.linkmv.com/Listings/33656

Listed by Russell Maloney Real Estate

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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122 Kuffies Point Way, Vineyard Haven, MA

MLS Number 31874

  • Residential
  • Square Feet 4034
  • Bedrooms 4
  • Bathroom 4
  • Half Baths 1

Waterfront on Lake Tashmoo with sweeping water views. This highly sophisticated home with deeded north shore beach access was built by Mark Baumhofer and bears all the hallmarks of a luxury residence. The design blends rustic elements with contemporary styling, all to dramatic effect. Privacy is assured with three of the four bedrooms being bedroom suites, one upstairs and two semi-detached. The lush landscape by renowned Tea Lane Nursery is all-organic. Custom details include plaster walls, CWM copper-clad windows, doors and windows made from the highest grade Tahitian mahogany, radiant floors, and a 23 ft ceiling height in the Great Room. The property abuts 50 acres of Sheriff's Meadow conservation land to the west, and to the east, a 6-acre parcel that cannot be subdivided. A 42-acre farm lies immediately to the south. The 150-ft north shore beach to which owners have deeded access is reachable via a quiet country road or by kayak, canoe, or paddleboard. This beach offers excellent swimming and beautiful sunsets. Please view imagery and request a specifications sheet for more information on this spectacular property.

Listed by Wallace & Co. Sotheby's

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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8 Sagamore Avenue, Vineyard Haven, MA

Price$4,475,000

Est. Mortgage: $/month

MLS Number 33185

  • Residential
  • Square Feet 1847
  • Bedrooms 4
  • Bathroom 2
  • Acreage 2.45

Breathtaking views from this ideally situated 4-bedroom home overlooking Vineyard Sound, the Elizabeth Islands, and Mink Meadows Pond. Enjoy majestic sunsets from almost every room in the house and especially from the 1,112-s.f. deck! The combined living room and dining area feature expansive windows and sliders, all with panoramic views. This is easy living, with a den or fourth bedroom on a quiet lower level. A classic contemporary, it offers maximum privacy on 2.45 acres, convenient to Mink Meadows Golf Club, West Chop Woods nature preserve, the West Chop Club community, and downtown Vineyard Haven. A birdwatcher's dream, the peaceful tranquility and wildlife of the protected pond area are mesmerizing. Owned, loved, and well-maintained by the same family for over 55 years, this is a rare opportunity to purchase north shore waterfront with panoramic views of sunsets and ferry watching plus direct water access to a West Chop Trust beach. Please call listing office for more beach information. Heat is solar-assisted panels with electric backup.

Listed by Viewpoints

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Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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$3,950,000

Est. Mortgage: $/month

MLS Number 31682

  • Residential
  • Square Feet 3355
  • Bedrooms 6
  • Bathroom 4
  • Half Baths 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

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Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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63 Harbor View Lane, Vineyard Haven, MA

Price$3,545,000

Est. Mortgage: $/month

MLS Number 32387

  • Residential
  • Square Feet 2131
  • Bedrooms 5
  • Bathroom 2
  • Acreage 0.6359

Perched high on a sunny bluff, this quintessential Vineyard Haven harbor front home is located on “little Hatch Road” - that sweet little enclave lying midway between West Chop and downtown. Enjoy sweeping views of Vineyard Sound, East Chop and Cape Cod from your spacious, enclosed, heated porch or from the back lawn. From the lawn, mosey down the steps to your 146-foot private beach. The classic house is fully restored, yet preserves much of its vintage charm - buttery hardwood floors, soapstone kitchen sink, paneled butler's pantry, Old World bathroom fixtures and more. With five bedrooms, two full baths and a delightful attached “bunk house” for the kids, there's plenty of room for family, friends or summer tenants to spread out and enjoy. The parcel enjoys beautiful mature landscaping plus a detached garage.

Listed by Coldwell Banker Landmarks

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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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