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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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159 Edgartown Vineyard Haven Road, Vineyard Haven, MA

Price$885,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32098

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

This is a fantastic opportunity that you don't want to miss. This well planned property has 3 dwellings which includes the main house and 2 cottages. A total of 7 bedrooms on a fantastic parcel close to town and on bus route. Dubbed "The Birdhouse", this property awaits your personal touch and creativity. Live in one house and rent the others or have extended family come and stay on the Vineyard in their personal cottage... there are so many options. Walk to town location for shopping, swimming and the Ferry. "The Birdhouse" awaits your arrival.

Listed by Anchor Realty of Martha's Vineyard

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.

15 Holly Tree Lane, Vineyard Haven, MA

Price$895,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32071

  • Residential
  • Square Feet 2076
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.5068

This carefree contemporary offers a relaxed Vineyard experience for vacation or year round living. Set amidst mature ornamental plantings and perennial gardens privacy is ensured while providing a beautiful setting for outdoor living and entertaining. Your summer will be spent on the screen porch extending along the back of the house spilling onto the sunny deck. The "piece de resistance" is the charming guest cottage which is totally independent of the main house while providing all of the comforts of home. Walk to the neighborhood beach, the walking trails of the West Chop Woods or the Vineyard Haven Yacht Club. Town is a bike ride away. Live the life of an Islander. Offered turnkey less personal items and artwork. A list of exclusions will be provided.

Listed by Coldwell Banker Landmarks

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.

124 Skiff Avenue, Vineyard Haven, MA

Price$365,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32077

  • Condominium
  • Village Central
  • Square Feet 546
  • Bedrooms 1
  • Bathroom 1

Welcome to this Fabulous Stand Alone Condo. This recently renovated Cottage offers vaulted ceilings in both the living and bedroom with updated eat-in kitchen and full bath. Amenities include a kidney shaped inground pool with views of Lagoon Pond from the patio area, outdoor grills and picnic tables. This year round Cottage is conveniently located within easy walking distance to the Ferry and downtown. Year round or Seasonal. Fully Furnished. Comfortably sleeps 4.

Listed by Lena MV 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.

556 Chappaquonsett Road, Vineyard Haven, MA

Price$7,000,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32041

  • Residential
  • Square Feet 5311
  • Bedrooms 9
  • Bathroom 10
  • Acreage 22

This unique waterfront compound offers dramatic water views, privacy, direct access to 300 feet of private beach, pastoral pond, tennis court, and multiple dwellings. The 22 acre property is in an old established area of the island abutted by gracious summer estates and hundreds of acres of permanently protected open space. The combination of the many existing structures and historic footprints combined with the staggering beauty of the waterfront setting creates a property with tremendous charm and vast potential in one of the Island's very special locations. While tucked away from the crowds it is only about a 12 minute drive from ferry to the property.

Listed by Kendall & Kendall

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.

662 Chappaquonsett Road, Vineyard Haven, MA

Price$4,850,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32058

  • Residential
  • Square Feet 2214
  • Bedrooms 3
  • Bathroom 3
  • Acreage 1.58

A turn down a beautiful mile long sand road that cuts through acres of protected woodland is your first sense of how special a property this is. At arrival you are immediately struck by the tranquility, the privacy, the smell of the ocean and the beautiful salt pond that surrounds the cottage. Affectionately referred to as “The Swindle”, this impeccably restored and maintained beach cottage is everything you might imagine in a Vineyard home. Originally built in 1950 and renovated in 2001, this 2-bedroom, 2-bath main house also has a study and a 1-bedroom detached guest cottage. The property sits on 300 feet of private North Shore beach with un-matched, expansive views over Vineyard Sound to the Elizabeth Islands and Cape Cod. The all-white interior of the residence, neutral décor and vaulted beamed ceilings make for the perfect coastal combination. Vivid blues from the Sound and the brightly colored dunes enhance this cottage from every room. A house-long deck provides a perfect spot for morning coffee, dinner al fresco or just enjoying the spectacular sunsets over Vineyard Sound. The “Swindlette” guest cottage with kitchenette and laundry room is the perfect, cozy retreat for friends or extended family. Or would convert to an ideal artist's studio, gym or home office. The serene Beach Plum Pond, connects to Lake Tashmoo and deep water moorings and access to the Sound. A small boat or kayak can be kept at the dock so you can enjoy all water activities just out your front door. Bask in over an acre and a half of natural beauty in this exclusive and prestigious location.

Listed by Landvest MV

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.

124 Skiff Avenue, Vineyard Haven, MA

Price$329,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32050

  • Condominium
  • Square Feet 551
  • Bedrooms 1
  • Bathroom 1

Harborview Causeway Condominiums. Community Pool close to Vineyard Haven center, it's shops restaurants and ferries. This ground floor one bedroom unit is ready to occupy this summer.

Listed by Anchor Realty of Martha's Vineyard

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.

169 Greenwood Avenue, Vineyard Haven, MA

Price$1,195,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31977

  • Residential
  • Square Feet 3513
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.59

169 Greenwood Avenue, an exceptionally grand Martha's Vineyard estate, was carefully crafted in 2007 as a sanctuary for the island lifestyle to be enjoyed all year long. With a commanding presence, its .59 acres of sprawling lawn and blooming trees are the perfect backdrop for this spacious and welcoming home. The abundant Andersen windows and doors allow light in from every angle and show the quality and flow of the living spaces. With 3,500+ square feet on two levels, this enormously comfortable dwelling has an epic open floor plan layout, two master suites and three guestrooms. The 1,800+ square feet of finished living space on the lower walkout level is an unexpected bonus. The exterior grounds are equally as important to life at this residence, access and views to which are readily found from the decks, and windows throughout. At ½ mile to Owen Park beach and ¾ mile to the ferry and all downtown amenities, it's no wonder that this property handles vacation rentals effortlessly, boasting $50,000 of rental income annually. This unforgettable offering is being sold fully furnished. Seasonal rentals are in place until October.

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.

193 Franklin Terrace, Vineyard Haven, MA

Price$650,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32023

  • Residential
  • Square Feet 2144
  • Bedrooms 3
  • Bathroom 1
  • Acreage 0.456

A well maintained house that must be seen to be appreciated, on a lovely sunny slope with beautiful yet easy-to-maintain yard and gardens. A great house for entertaining. Large and private deck. Quiet neighborhood, but can still walk to town.

Listed by Nautilus 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.

28 Old Lighthouse Road, Vineyard Haven, MA

Price$899,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32018

  • Residential
  • Square Feet 2359
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.3781

Modern contemporary home that was tastefully renovated in 2013-2017. Many special touches have been added to make this home look light, bright, and welcoming. Open floor plan with cathedral ceiling. The kitchen has a new black granite counter top with extended bar and stainless steel appliances. Kitchen is open to the dining and living areas. The wood burning fire place is the focal point of this room. There are two large slider doors on each side of the fireplace that open onto the large wrap-around deck. The large windows allow natural light to filter through the first floor. There are two bedrooms with bamboo flooring and a full bath on this level. The bathrooms are all remodeled with new fixtures and Carrera marble showers. The master bedroom is located on the second floor. It is a spacious room with large windows and sky lights. The private, full bath with Jacuzzi tub is right off the bedroom. Beautifully finished walk out lower level with a cozy living area, two bedrooms, full bathroom, tile and wood flooring. There is a slider from this room leading to a patio and the yard. Leland Cypress surround the property, giving the lot privacy. The manicured yard, parking area, and hardscape are all thoughtfully designed. Located in an area not far from the Vineyard Haven Yacht Club, library and town.

Listed by Island 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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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.

44 Hines Point Road, Vineyard Haven, MA

Price$1,175,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31987

  • Residential
  • Square Feet 1938
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.41

LOCATION, VIEWS and SUNSETS! This is your opportunity to own a waterfront property on sought after Hines Point. Enjoy panoramic sunset water views of the Lagoon from the clam shack to the draw bridge and beyond. You can even watch the ferry arrive with time to spare to walk and catch the boat! The property is being sold "As Is". Choose to either fully renovate OR remove and start with a fresh palette. The 4 bedrooms are grandfathered and the additional 500 sq. feet allotted for expansion in the Shore Zone is fully available as well. The site work has been completed as the property was previously Permitted for a replacement home by the Conservation Commission, the ZBA and the BOH for a new septic system. The septic design would need to be updated to reflect the new regulations in effect for the Lagoon and Lake Tashmoo areas. This rare opportunity won't last!

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.