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Tisbury & Vineyard Haven Real Estate

Tisbury and Vineyard Haven MA Waterfront Homes for Sale The Town of Tisbury, which includes the Village of Vineyard Haven, is the main port of entrance to Martha’s Vineyard. While Main Street is the center of the commercial district, there is so much more. The elegant beach “cottages” along the Vineyard Sound remind visitors of the rich history of the Island. The rolling hills through Tashmoo and Lambert’s Cove.

Scroll down to browse all real estate for sale in Tisbury and Vineyard Haven. Contact us if you have questions or would like to tour a listing.

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572 Main Street, Vineyard Haven, MA

Price$475,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31193

  • Residential
  • Square Feet 520
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.124

Welcome to this classic, adorable '40's bungalow. Clearly the best buy in West Chop, this vineyard hide-away is your blank slate to restore and enhance. Septic size allows for expansion to 3 bedrooms. Serenely nestled in a luxury neighborhood, this lovely property gives you the best of West Chop at a modest size. The location is perfect at just a 1/3 mile walk to the beach down Grove Street, under ½ mile to West Chop lighthouse and 1 mile to downtown Vineyard Haven. Craft yourself an authentic island lifestyle, at this sweet little home on Main Street.

Listed by Sandpiper Realty

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

96 Sandpiper Lane, Vineyard Haven, MA

Price$995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32148

  • Residential
  • Square Feet 2064
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.73

Tashmoo Woods - Just a healthy walk from Vineyard Haven Harbor located in a quiet community of well spaced homes that respect privacy . The well managed Association provides a swimming pool, tennis courts, basket ball court and beach . The custom designed home was the dream house of the owners who after many years of visiting The Charlotte Inn, decided to build their own "Charlotte Inn" on the Vineyard. The large farmers porch with comfortable seating and 4 required rockers cause you to pause and linger for a while. What better treat than to sit out there in a gentle, misty rain and enjoy the peaceful tranquility. The welcoming foyer draws your attention to the hand-painted scenic stairs with hydrangeas, rosa ragosa and many Island favorites. The first floor is designed with entertaining in mind. The chefs kitchen serves as central operations allowing the cook and everyone to mingle and be included in all conversation and activity. A quiet den tucked away at the front of the house was designed for the master of the house (he or she?). A generous master bedroom and bath with numerous closets are located on the second floor with two charming bedrooms and guest bath. There is more than adequate storage in the one car garage and full basement . The flow of the house, personalized decor and color are in delightful balance. Everything is in harmony and fits appropriately. An elegant, comfortable house. Your Own Charlotte Inn.

Listed by Sandpiper Realty

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

184 Winyah Lane, Vineyard Haven, MA

Price$599,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32169

  • Residential
  • Square Feet 2276
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.29

Located just minutes to town and the Lagoon, this recently renovated home offers the ease of one floor living. The interior is light and bright with gleaming hardwood floors throughout and the inviting living room boasts an attractive wood burning fireplace. Expansive kitchen with granite counters and newer, stainless steel appliances opens to the dining area that flows out to the deck and is just perfect for outdoor entertaining. At just over 2200 square feet, this 4 bedroom 3 bath home is an incredible value and makes this a must see! Current annual rental income is over $40,000. An excellent location for seasonal, rental or year-round living.

Listed by Laer Realty Partners

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Hagerty Drive, Vineyard Haven, MA

Price$769,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32131

  • Land
  • Village West Chop
  • Acreage 2.21

Fabulous opportunity to purchase this wooded 2.21 acre, water view lot adjacent to the Mink Meadows Golf Course. It has access to a private beach with one of the most expansive stretches of gorgeous Vineyard north shore beaches, complete with tidal basin. The tidal basin, ponds, and conservation area create a breathtaking wildlife sanctuary with sightings of Otter, Red Tail Hawk, resident Osprey, Great Blue Heron and more. Ownership also affords the benefits of the well-known Mink Meadows Golf Course and preferential membership application status. The lot is conveniently located at the end of a private lane minutes to the ferry and village amenities, as well as the West Chop Club, Vineyard Haven Yacht Club, and 84 acres of West Chop Woods. Building possibilities include a water view house, guest house, and a garage overlooking the picturesque 8th fairway with ocean beyond. Hypnotic sunsets unfold over Vineyard Sound and the Elizabeth Islands, and miles of walking, biking, running paths, and rewarding fishing opportunities await. Seller has requested that listing agent be present for viewing and further details pertaining to the lot and layout. Superimposed lot lines on aerial may not be exact: please see Documents section with town assessor's map for details. Mink Meadows Declaration of Restrictions, Covenants, and Easements apply.

Listed by Viewpoints

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

22 Cataumet Avenue, Vineyard Haven, MA

Price$8,350,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 30800

  • Residential
  • Square Feet 3849
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.58

One of the most desired locations on Martha's Vineyard to watch the sunsets and boats sailing by! Tucked away down a beautiful private, dirt road, this five bedroom, four and a half bath home features an expansive manicured lawn, panoramic views of the Elizabeth Islands, the Vineyard Sound, and a walking path to the beach*! Light and airy with panoramic views throughout capture the serenity of the land and the beauty of the water and sky. Open space on the first floor features a formal dining room, oversized kitchen, den, and magnificent living room complete with lengthy window seats. Living space spills out to the outdoors with extensive decks and a rolling lawn down to the beach path. On the second floor you'll find two master bedrooms, one with a large deck viewing the Sound and two additional bedrooms with a Jack and Jill bathroom and water views. The third floor has breathtaking views down to Paul's Point from the large master suite and sitting area. This is the consummate summer beach house with some of the best swimming, kayaking, clamming, and tide rides on the island. Close to Mink Meadows, the West Chop Woods, and Vineyard Haven, this is easy living at its best!

Listed by Viewpoints

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

82 Clover Hill Road, Vineyard Haven, MA

Price$759,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32004

  • Residential
  • Square Feet 2240
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.465

Recently renovated 3 bedroom home with 4 bedroom septic on a private paved road. This large colonial style home features a two car garage, screened in porch, large back deck and an outdoor shower. The interior of the home has a grand foyer, and high ceilings throughout the entire downstairs. All new wood floors throughout the home, and the interior was painted in May 2017. Downstairs, there is a large eat-in kitchen with cherry cabinets and stainless appliances, a formal dining room, living room, separate den (which could be 4th bedroom), half bath and laundry room. Upstairs, there is a large master bedroom with walk in closet and master bath. There are two more large bedrooms and another full bath upstairs.

Listed by Martha's Vineyard Island-Wide Realty

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

161 Sandpiper Lane, Vineyard Haven, MA

Price$710,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32113

  • Condominium
  • Village West Chop
  • Square Feet 1780
  • Bedrooms 2
  • Bathroom 3

A wonderful opportunity to purchase a property in Tashmoo Woods, a private community of single family homes and condominiums on more than 100 acres in the West Chop neighborhood of Vineyard Haven. This well appointed townhouse is bright, open and spacious with large windows, a fireplace, and a cathedral ceilings. The sun-filled living room opens onto a raised deck with peaceful views of the surrounding woods. The condo also features a charming eat-in kitchen, separate formal dining area, a full bathroom, and cozy bonus room (home office, playroom, or den) on the main level. A master suite and guest bedroom, both with ensuite bathroom make up the second floor. Adding to the living space is a finished walkout basement, currently being used as a family room and space for overflow guests. Central air, a garage, and outdoor shower are also features of the unit. The home has been well cared for and has a strong rental history. The property boasts the additional perks of the private association beach, boat landing, tennis courts, swimming pool and walking trails . Nearby is Mink Meadows Golf Club and the port of Vineyard Haven for dining and shopping. The Property Owners Association takes care of the condo exterior, the roads, and community spaces (pool, tennis courts, beach access) so you can enjoy all the Island has to offer with less of the stress of property ownership.

Listed by Tea Lane Associates

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

40 Warner Street, Vineyard Haven, MA

Price$729,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32100

  • Residential
  • Square Feet 1707
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.55

Single level living at it best! And with a very fun, contemporary "flair" that includes soaring ceilings and lots of BIG windows to "let the outside in". You will also love the many outdoor living spaces, a private wooded yard, full basement, 2 car garage and the close proximity to Lagoon Pond access for kayaking, swimming, clamming etc. Central air conditioning too! Every weekend will be special here. Being offered mostly furnished

Listed by RE/MAX on Island

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

84 William Street, Vineyard Haven, MA

Price$1,200,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32005

  • Residential
  • Square Feet 2268
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.1476

William Street - The quiet, elegant Historic District in Vineyard Haven just a block from Main Street lined with classic homes and well maintained yards; a neighborhood that takes pride in its heritage. This Greek Revival home built in 1850, updated over the years and most recently in 2016 is within walking distance of the ferry, all activity on Main Street, swimming, boating and band concerts at Owen Little Park. Walking is the operative for your morning coffee and paper, to pick up your mail, fresh fish at the Net Result and the select number of restaurants. The large country kitchen was remodeled last year with many windows and skylights. The space provides room for many to gather at a breakfast table, lounging on a couch or rocker, keeping the cook company or participating in meal preparation. The balance of the house follows a traditional Greek Revival interior flow in the style of other homes on the street. An open dining room and living room with fireplace are at the front of the house along with the formal foyer and classic stairway. A master suite with private bath and walk in closet command the front of the house with peeks of the Harbor. A small room or office could be integrated into the master bedroom. There are two other bedrooms on this level along with another full bath. An open stairway to the finished third floor provides an additional 600 sf of living space. Move in and enjoy the charm of the property and the premier location and neighborhood. If you become project oriented, enjoy the potential transformation knowing the existing values support any level of improvement.

Listed by Sandpiper Realty

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

159 Edgartown Vineyard Haven Road, Vineyard Haven, MA

Price$885,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32096

  • Multi-Family
  • Village Downtown
  • Bedrooms 7
  • Bathroom 3

Quaint Main house and two cottages in Vineyard Haven. Known as "the Bird Houses". walk to Tisbury Village and the ferry. Great for extended family or as an income investment..

Listed by Calio Real Estate

Homes On Martha's Vineyard Main Office
PO Box 74, Post Office Square
Edgartown MA, 02539
Office: (508) 627-0506

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.95% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.