Vineyard Haven Real Estate

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Search all listings for sale in this Martha's Vineyard villages. Vineyard Haven is considered the island’s most year-round community. Find properties on the historic streets of Main and William Street, as well as on West Chop, Lake Tashmoo, Lagoon Pond, and Vineyard Sound.

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13 Reynolds Lane, Vineyard Haven, MA

Price$899,000

Est. Mortgage: $/month

MLS Number 33880

  • Residential
  • Square Feet 1605
  • Bedrooms 3
  • Bathroom 2
  • Half Bath 1

This classic downtown property has been tailored for modern tastes and conveniences. Ideally located on a private lane, just a short distance to Main Street, this lot offers peace and tranquility rarely found in downtown proper. The first level Includes an updated kitchen, dining room and living room area as well as a field stone fireplace. There is also a half bath/laundry room. The large Master Suite is complete with a private bathroom, a wet bar, and a sleeping loft. French doors open to a beautiful and private flagstone patio. The second level offers two bedrooms and a full bathroom. The grounds are attractively landscaped with multiple gardens and patios. The entire property is fenced with two separate gated entrances. The Belgian Block driveway easily accommodates three cars. Strong rental potential!

Listed by Wallace & Co. Sotheby's

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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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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25 Old Hedge Row, Vineyard Haven, MA

Price$895,000

Est. Mortgage: $/month

MLS Number 33923

  • Residential
  • Square Feet 1414
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.42

Great things come in a small package! In town, comfortable "Craftsman" Cape with a Bungalow "feel" on a very private lot that is well landscaped(irrigation system) and located on a quiet dead-end street. The home has been updated and upscaled to include a kitchen with sub-zero refrigerator, NXR commercial range and Bosch dishwasher. There are oak hard wood floors in the living and dining rooms and fir flooring in the rest of the home. Many wall accents with wainscoting and bead board finish. Lots of natural light from the replacement windows and a full basement (with garage) too. The 5 bedroom septic systems allows for expansion of this already 4 bedroom home and the lot size permits a guest house(with special permit). Simply adorable and in a "walk to town and beach" location.

Listed by RE/MAX on Island

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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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260 Norton Avenue, Vineyard Haven, MA

Price$699,000

Est. Mortgage: $/month

MLS Number 33916

  • Residential
  • Square Feet 1304
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.3034

Only 3/10th's of a mile to Lake Tashmoo! Light and bright living, kitchen and dining, with the living area open to a screened porch. Two bedrooms and full bath on the main level and at the top of the open staircase is a loft, third bedroom and full bath. The lower level is a walk out and is finished with entertainment room. The walk out lower level door leads to enclosed outside shower. The location is great - super close to Lake Tashmoo and community tennis courts and just a short bike ride into town.

Listed by Sandpiper Realty

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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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37 Pasture Gate Road, Vineyard Haven, MA

Price$7,000,000

Est. Mortgage: $/month

MLS Number 33630

  • Residential
  • Square Feet 7604
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 2

A prestigious home designed by a meticulous owner. Built by the current residents in l988, the property has evolved over the years in updates and numerous expansion projects. When you love where you live, a property such as this is the result. The owners chose the location in the Tashmoo Association because of the tranquil pastoral setting overlooking the grazing fields, the amenities of the community which provide tennis, dock and beach and the close proximity to Vineyard Haven Village; a combined feeling of up and down Island. With 3.15 acres of land there was more than adequate room to create a spacious estate setting. As you approach the house the feeling of relaxed elegance is apparent. It is evident that the expansive home with 7,604 sf of living space will offer room for all. The surrounding landscape and natural, wooded open space creates an exceptional setting. The unusual details in the house are everywhere from the formal living room and dining room, the large well-designed kitchen, the newer addition year round sun porch, the wonderful den to retreat to, and the newest addition, a contemporary incredible living room/dining room with fireplace and custom designed ceiling, to name a few highlights. An exceptionally large pool area has room for many lounge chairs and tables for dining along with a pool house with full kitchen. Beyond the pool area and above the oversized two car garage is a fifth bedroom suite. The second floor is dedicated to the en suite master bedroom, three guest rooms and an unusual common room with high ceilings and many windows to be used as a second floor family room or elegant office. A finished third floor is there for your interpretation. The sale also includes a beach lot (32C/4 and 32D/4) just before the opening to Lake Tashmoo with beach access on the Lake and the Sound. Boating from the association dock to your private location, anchoring your boat for a picnic or digging clams for dinner puts the frosting on the cake or the Vine in Vineyard. In the event you need more space for your family compound the totally renovated, fully furnished cottage on 1.06 A at 19 Chappaquonsett (54C/ 2) is also available at $1.5M. See photos attached to this listing. This property provides all the components to establish a family estate for generations to come on this magical Island of Martha's Vineyard.

Listed by Sandpiper Realty

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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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44 Red Buoy Lane, Vineyard Haven, MA

Price$899,000

Est. Mortgage: $/month

MLS Number 33896

  • Residential
  • Square Feet 2769
  • Bedrooms 4
  • Bathroom 3
  • Acreage 2.73

Private yet close to downtown, this Cape was was constructed by an Island builder as his family home. At the end of a charming wooded road, its beautifully sited on nearly three acres. Terraced lawns, rock walls, and garden beds adorn the lawn. Easy access to forest trails and Lagoon Pond. An adjoining acre lot can be purchased separately should you want the additional space and privacy. The house has a nice flow with plenty of space. Needs some work and updates to make it the perfect Vineyard home.

Listed by Vineyard Select Properties

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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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62 Foster Avenue, Vineyard Haven, MA

Price$695,000

Est. Mortgage: $/month

MLS Number 33753

  • Residential
  • Square Feet 2160
  • Bedrooms 3
  • Bathroom 2
  • Half Bath 1

Come see this newer, pottery barn style home and enjoy star gazing on the new roof top deck! Built in 2001, this three story, contemporary colonial features an open floor plan with a bright first floor kitchen, living room, dining room, and half bath. High ceiling clearance on all floors accentuate the space with over 700 square feet in the full, unfinished, basement. There are two bedrooms on the second floor which share a full bath and a large master suite on the third floor with its own bath and access to a beautiful, new, roof top deck. At nearly 2,200 square feet this home boasts open, airy, generous space to move about while affording ample opportunities to entertain with it's family and guest friendly layout indoors and expansive backyard with large deck and gracious off-street parking. With mature plantings to round out this private lot you could have yourself a quiet oasis minutes from downtown Tisbury eateries, markets, Owen Park Beach and harbor amenities, ferry and more with easy access to public transportation as well. Walk to the Tisbury school. Brand new roof and Title 5 in hand make this house turn key save for your finishing, personal, touches! If you've been searching for your own slice of the island at a value look no further. This home offers an unbeatable, in-town location and value.

Listed by American Real Estate LLC

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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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12 Bayberry Lane, Vineyard Haven, MA

Price$1,499,000

Est. Mortgage: $/month

MLS Number 33325

  • Residential
  • Square Feet 3000
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

Brand new luxury home located in the private community of Tashmoo Wood in West Chop. Built by highly respected island contractor Ray Bilodeau, this custom Cape is set on 1.05 acres a short walk from Tashmoo Wood's private swimming pool and tennis courts. Featuring 4-BR/3.5-BA, this spacious 3,400SF home offers many special features. Start with an open floor plan, HERS-rated heating/cooling, gas fireplace, 1st & 2nd-floor master bedrooms, 5-inch-wide oak floors, Bosch appliances, 2nd-floor flex-room, three-season-screen porch, two-car garage and magnificent stone retaining walls. Other luxury features include Carrera marble and radiant-heated floors in the two master baths, granite kitchen counters and mahogany flooring and glass panels for the 3-season porch. An ideal year-round home or the perfect summer residence. ABOUT TASHMOO WOOD--The Tashmoo Wood community stretches out across more than 100 wooded acres next to Mink Meadows Golf Club. Other amenities include private North Shore association beach, kayak/canoe launch on Lake Tashmoo, community swimming pool, four, hard-surface tennis courts and a basketball court. Just a 4-minute drive to Vineyard Haven shops, restaurants, move theaters, ferry and town dock.

Listed by Vineyard Open House Real Estate

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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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32 Boxberry Avenue, Vineyard Haven, MA

MLS Number 33817

  • Residential
  • Square Feet 1528
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.23

Located on a quiet dead end street this property has had many recent renovations. New roof on both houses, new septic system, new bathroom, new floors, new trim and windows on main house. Open living room kitchen area with cathedral ceiling and sky light adds volume to this home. Large private backyard with new 12 X 32 ft. deck. One bedroom guest house adds income and or room for friends and family. Town tennis courts and walking trails at end of street.

Listed by Carroll & Vincent R.E.

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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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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 Bath 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

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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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37 Oak Tree Lane, Vineyard Haven, MA

Price$895,000

Est. Mortgage: $/month

MLS Number 33664

  • Residential
  • Square Feet 2280
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

Set in the desirable area known as "Little Hatch Road" be prepared to be surprised when you enter this unique home. The open floor design provides an inviting interior perfect for gathering friends and family. Several seating areas plus a dining area opening to the rear deck create the perfect backdrop for creating memories of fun celebrations. Walk to the neighborhood beach just around the corner where you can launch your kayak or take a morning swim. Walk to town, less than a mile away, for your morning coffee. The West Chop Woods are nearby for hiking and birding. A terrific location to enjoy all your island activities.

Listed by Coldwell Banker Landmarks

{$office->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details