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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111 Main Street Vineyard Haven MA

Price$3,350,000

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

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$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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$3,295,000

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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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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: 4.06% last updated on May 23, 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$3,100,000

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: 4.06% last updated on May 23, 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.

Listed by Viewpoints

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$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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 water view property offers living at its best in a vibrant area of well maintained and preserved period homes, one block to Main Street and Owen Park with deep water dock, beach, bandstand, and town moorings. Enjoy all the benefits with the village mere steps away, clay tennis courts around the corner, and two blocks to the elementary school. The ferry dock is ultra convenient for commuters and excursions to the mainland. Located in the heart of William Street with Bracketed-Italianate style, this beauty is known as the Capt. Cromwell House, later the Clough House. Perfectly proportioned cross gable and cupola, impeccably renovated throughout, features include 6 bedrooms, 5 baths, oil heat, a/c, spacious vaulted third floor loft, and cupola, plus guest cabin studio-style with kitchenette, full bath, a/c unit, and Rinnai heat. Skip over to Owen Park to your boat or go for a swim and picnic or enjoy magical sunrise and sunset from the cupola. The two car garage, original out house, and his and her outside shower complete the .66 acre manicured grounds. As the captain of the 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 and grounds. The architecture, water views, spacious front veranda, interior with 9' and 10' ceilings, crown molding, gleaming wood floors, and history will captivate the attention of the most discerning buyer. The historic port of Holmes Hole became the Town of Vineyard Haven in 1871 and later Tisbury. William Street was the second street laid out by the village in approximately 1831 and has consistently maintained its look. Truly a rare, in-town, luxury opportunity. In summary, this property needs to be seen to be fully appreciated. Furnishings available separately.

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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
  • Square Feet 3328
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.53

Located near the end of "The Point", this wonderful water view/waterfront "tri-level" contemporary home looks easterly over Lagoon Pond. Sunrises and moonrises will dazzle you from the deck! 5 bedrooms ...most with a water view. The floorplan affords panoramic views of the pond 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. *** More photos coming soon***

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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
  • Square Feet 928
  • Bedrooms 2
  • Bathroom 1
  • Acreage 1.26

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: 4.06% last updated on May 23, 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
  • Square Feet 2770
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.18

Downtown Vineyard Haven home with harbor views. This historic 3-bedroom home is perfectly located on the outskirts of Downtown Vineyard Haven, next to Owen Park. The outside is well maintained and the two-story deck allows for unobstructed views of Vineyard Haven Harbor, while the inside is just waiting for a buyer to make it their own.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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
  • Square Feet 6330
  • Bedrooms 7
  • Bathroom 6
  • Half Bath 1

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.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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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593 Herring Creek Road Vineyard Haven MA

MLS Number 28442

  • Residential
  • Square Feet 1104
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.89

With Lake Tashmoo in your front yard and all of Vineyard Sound at your back door, this is the perfect setting to recreate the summers of our childhoods - digging clams to cook & eat on the beach - swimming 'til our lips were blue while Dad fished - reading under beach towel "tents" until we were allowed back in the water. This enchanting beach house has a front-to-back living/dining room, offering views of both the Sound and Lake Tashmoo. The master bedroom is generous in size and its vaulted ceiling and views out to the Sound make it light and airy. The guest bedroom is just delightful with windows on three sides offering incredible views of the Sound and the lulling effect of the waves lapping against the shoreline is irresistible. The 2003 renovations of the home kept its vintage appeal while including all new Anderson replacement windows, updated kitchen, new exterior shingles and interior beadboard. At the same time, the owners undertook a complete rebuild of the separate studio/bunkhouse which has insulation, electricity and cable, oak flooring, all new drywall and skylights. There are two built-in couches/day beds, creating plenty of sleeping space for 6 - and the generous number of windows look out to big views of Lake Tashmoo. Come - be a kid again.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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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139 Hines Point Road Vineyard Haven MA

Price$1,800,000

Est. Mortgage: $/month

MLS Number 34903

  • Residential
  • Square Feet 1911
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.76

Waterfront on Magical Hines Point - Location, location, location! Proximity to town and the ferry, yet on a quiet peninsula in an exceptional neighborhood. Known as Quawk Cottage, built in 1920, the same family has enjoyed this charming vintage home for over 60 years. The relaxed style of the house, tranquil water views of both sides of the Lagoon, and 152' of private sandy beach which provides summer water activities and great clamming are all elements dreams are made. The four-bedroom, 2 bath home with heat and AC has an expansive yard and great lawn that rolls down to the water's edge. The interior is a pleasant step into the past with many casual rooms for separate activities, 2 fireplaces, a master suite on the first floor, along with 3 unique bedrooms on the second floor. The wrap around porch and screened porch overlooking the Lagoon add to the charm of the property. An exceptional offering in a desirable location - a once in a lifetime opportunity.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.06% last updated on May 23, 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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