Vineyard Haven Real Estate

Vineyard Haven, a community in Tisbury, is the main port of entry to Martha's Vineyard. The town is home to one of the most beautiful harbors on the island. Types of homes in Vineyard Haven include townhouse style condos, vineyard style homes, cottages, contemporary homes, Cape Cod style homes, and vacation homes.

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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

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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56 Hatch Road Vineyard Haven MA

Price$2,995,000

Est. Mortgage: $/month

MLS Number 34941

  • Residential
  • Square Feet 2325
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 2

Ready for summer use! Close to downtown on a quiet side street, this 2,325-SF house with water views and magical morning light is steps away from a secluded beach overlooking the town's outer harbor. With three en-suite bedrooms upstairs and a downstairs den, first-floor and upper decks facing the water, and proximity to the Vineyard Haven Yacht Club and West Chop, this architect-designed contemporary offers comfortable and convenient summer living. The open floor plan flows around a floor-to-ceiling central fireplace, with expansive windows and plenty of built-in storage. The .20-acre corner lot features mature landscaping and a large sunny lawn with a field stone wall. Other amenities in this beautifully renovated home include a spacious garage, central air, unfinished basement, and an airy, light-filled mudroom. SELLER is offering a $5000 bonus to the selling agent with a Purchase and Sale executed before October 1, 2019 and with a closing thereafter.

Listed by Viewpoints

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$
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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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15 Mitchell Road Vineyard Haven MA

Price$2,995,000

Est. Mortgage: $/month

MLS Number 35197

  • Residential
  • Square Feet 3512
  • Bedrooms 4
  • Bathroom 4
  • Half Bath 1

Set perfectly in the heart of Mink Meadows, this fabulous turn-key residence offers a remarkably high level of finish and quality. Thanks to extensive renovations by local contractor Joe Grillo and landscape and hardscape design by Kristin Reiman, the property presents as a rare, completely finished product. The main house centers on an expansive great room with open kitchen, dining, and living areas. The master suite occupies its own wing, featuring a private bathroom with all new fixtures and private outdoor shower. Upstairs are two more bedrooms with ensuite bathrooms - both completely renovated. Above the detached two-car garage is an immaculate private guest apartment with the fourth bedroom, bath, and full kitchen. In renovations, the improvements to the structures were all-encompassing, but some of the upgrades include all new electrical systems (everything new from wiring to fixtures, and switches), Lutron system, Sonos sound, new heating and cooling system, refinished hardwood floors, and new cedar shingle roof on both the main and guest/carriage house. The grounds of the property feature exceptional privacy, due to extensive screening and new plantings. Irrigated lawn and gardens are beautifully defined, with blue stone walkways and other custom elements perfectly situating the property's structures in a distinctly calming environment. The location in Mink Meadows is amazing on multiple levels. For the golf enthusiast, Mink Meadows' nine hole course is readily available to enjoy - the property fronts on the golf course's 7th green and 8th tee/fairway. The private association beach on the north shore offers picturesque views, sandy beachfront and pristine waters. The West Chop Club and Lighthouse are close by, as are a number of conservation lands and amenities for trails and other outdoor pursuits.

Listed by Compass

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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

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

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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169 Cuttyhunk Avenue Vineyard Haven MA

Price$2,895,000

Est. Mortgage: $/month

MLS Number 35362

  • Residential
  • Square Feet 4047
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

Custom Timber Peg Post and Beam Home on a private beautifully landscaped 5.6 Acre Lot located in highly desirable neighborhood of Lower Makonikey. A three minute stroll down your path to the private association North Shore Beach overlooking Vineyard Sound. Four bedrooms, open concept kitchen and dining room, the living room includes a wood burning fireplace and a second charming separate sunny garden room to relax in. A perfect home for summer by the beach, as well as, year round living. The house has been meticulously maintained and there are extensive mature perennial gardens overlooking the many porches and patio's providing easy outdoor care. Bonus - a luxury detached professional Office/ Studio space over the garage. This enchanting setting offers the ultimate Vineyard Lifestyle of having your own heavenly nature retreat !

Listed by Suzanne Lanzone & Associates LLC

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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108 William Street Vineyard Haven MA

Price$2,795,000

Est. Mortgage: $/month

MLS Number 31993

  • Residential
  • Square Feet 5534
  • Bedrooms 7
  • Bathroom 6
  • Acreage 0.657

Location, Location, Location! Walk or bike to everything. This majestic harbor view property offers living at its best in a vibrant area of well maintained and preserved period homes just one block to Main Street or Owen Park's deep water dock, beach, bandstand, and boat moorings. Enjoy all the benefits with the village mere steps away, clay tennis courts around the corner, and two blocks to the Tisbury school. The Steamship ferry dock is ultra convenient for commuters and excursions to the mainland. Located in the heart of William Street, this Bracketed-Italianate style gem is known as the Capt. Benjamin Cromwell House and was carefully sited on the highest point of the property. Perfectly proportioned cross gable and cupola, impeccably renovated and updated throughout, features include 6 bedrooms, 5 baths, chef's kitchen, oil heat, a/c, spacious finished attic with soaring peaks. Don't forget the adorable cabin guest house with its climbing roses plus the two car garage while overlooking the .66 acre manicured grounds. Skip over to Owen Park to your dinghy or kayak, grab a morning swim or stretch on the beach, or simply soak up a magical sunrise or reflective sunset while the sea ebbs and flows nearby. As the captain of the old Island Line transportation service with steam-powered side-wheelers, the Eagle's Wing and later the Monohansett, this property was an emblem of the Captain's success and enhanced by its prominent physical setting with surrounding decorative caste iron fencing. The architectural details, water views, spacious veranda, gleaming wood floors, 9' ceilings, crown molding, and more will captivate the attention of the most discerning buyer. The historic port of Holmes Hole became Vineyard Haven in 1871 and later Tisbury. William Street was the second street laid out by the village in 1831 and has consistently maintained its look. Truly a rare, in-town, luxury opportunity, in turn-key condition - a property which needs to be seen to be appreciated. Furnishings available separately.

Listed by Viewpoints

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$
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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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441 State Road Vineyard Haven MA

Price$2,750,000

Est. Mortgage: $/month

MLS Number 35679

  • Multi-Family
  • Village Central
  • Bedrooms 4
  • Bathroom 3

POTENTIAL! POTENTIAL! POTENTIAL! in this mixed-use Commercial/Residential Building. Opportunity to own almost 3,000 sq. ft. of retail space PLUS two-2 bedroom apartments PLUS lots of storage PLUS ample parking in the front and rear of the building. Currently the home of Vineyard Auto on the lower level, this part of the building will be sold empty. There are TWO -two bedroom apartments on the second level. The left side apartment features two spacious bedrooms, open living and kitchen area and full bath. The right side apartment features two more bedrooms and full bath. Separate laundry area in hall with two washers and two dryers, office area and another room with separate bath. The septic is for an actual bedroom count of 4 bedrooms. There is separate garage space in the back of the building as well. The electric meter is for the store as well as the apartments- one meter. Any further information about changes to the property should be collected from the town Building Inspector, Board of Health, Zoning and any other departments necessary.

Listed by Island Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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

Price$2,500,000

Est. Mortgage: $/month

MLS Number 34736

  • Residential
  • Village Lagoon
  • Square Feet 3328
  • Bedrooms 5
  • Bathroom 3

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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
  • Village Tashmoo
  • Square Feet 928
  • Bedrooms 2
  • Bathroom 1

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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455 Herring Creek Road Vineyard Haven MA

MLS Number 35653

  • Residential
  • Village Tashmoo
  • Square Feet 1770
  • Bedrooms 4
  • Bathroom 2

Water views of Vineyard Sound. This charming c. 1832 Cape style home is as good as waterfront with lively views of Vineyard Sound. It also abuts 4-acres of Land Bank Conservation land including Wilfrid's Pond Preserve giving you easy access to the long sandy beach just around the corner. Travel farther down Herring Creek Road, lined with its original beachfront homes between Lake Tashmoo and Vineyard Sound, and you will arrive at the Herring Creek and Tisbury's Lake Tashmoo Town Beach. This 4-bedroom, 2-bath home is well positioned on the 2.5 acres which also contains a 2-story post and beam barn built in the '90s. The perfect spot for boating, swimming, fishing, golfing and more, all within a quarter-mile. Between the location of the home and the views of Vineyard Sound this property is full of year-round “Vineyard Charm”.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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125 Main Street Vineyard Haven MA

Price$1,900,000

Est. Mortgage: $/month

MLS Number 33936

  • Residential
  • Village Downtown
  • Square Feet 2770
  • Bedrooms 5
  • Bathroom 3

Located at the edge of Downtown Vineyard Haven, this 3-bedroom home sits overlooking Vineyard Sound and Owen Park. The home dates back to 1870 and has been impeccably maintained by each generation of the same family since it was constructed. One Park abuts this property on two sides. This historic park in the heart of Vineyard Haven is one of the few public docks and access points to the water as well as to Vineyard Haven Harbor. It is enjoyed by sailors coming and going, families visiting the beach, and the site of the occasional summer concert under the gazebo. The house has been meticulously maintained and is a glimpse back in history. There are even photos inside of the house with a horse and buggy out from before Main Street was paved. All of the large pane windows are original and still have the distinctive “wavy” glass. The grand staircase that greets you when you enter the front door has not changed and neither have many of the wide plank wood floors. While a new owner will be looking to make updates to this home, the history, character, and location are one of a kind. This landmark Vineyard Haven property will continue to offer accessibility to town, open space, and the water for years to come. It is just waiting for the next owner to put their mark on it.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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92 Main Street Vineyard Haven MA

Price$1,890,000

Est. Mortgage: $/month

MLS Number 34789

  • Residential
  • Village Downtown
  • Square Feet 6330
  • Bedrooms 7
  • Bathroom 6

The Captain Dexter House, ca. 1843, has a storied history. Originally owned by one of the Island whaling captains, this home has had several iterations, including the most recent in 2004 when a 3 story addition completed the restoration of this charming historic residence set in the heart of the seaside village of Vineyard Haven. The restoration included the preservation of the original architectural details while bringing the home into the present century with the addition of the country kitchen including a large center island and top of the line appliances, informal dining area and family room with a fireplace and access to the garden patio. Conveniences include a walk-in pantry, powder room and full bath, and laundry room. Formal and informal living areas can be found throughout the house as well as seven bedrooms and six and one-half baths. There are five working fireplaces including the master bedroom suite. All mechanical systems have been completely updated including central AC. Exterior living areas feature a balcony off the second floor sitting area, covered porch with views of the harbor, newly fenced bluestone patio with mature plantings, tiered perennial gardens and private parking for 3 cars. Theater, restaurants, boating and the beach are within footsteps of this gracious in-town residence. Walk to the library and elementary school. Offered fully furnished with a list of exclusions, attached. Substantial rental history. VIEW VIDEO UNDER EXTERNAL LINKS AT LOWER RIGHT.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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