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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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 trim and windows on main house. Large private backyard with new deck. One bedroom guest house adds income and or room for friends and family. Town tennis courts walking distance away.

Listed by Carroll & Vincent R.E.

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

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 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: 4.62% last updated on Jun 14, 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: 4.62% last updated on Jun 14, 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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844 Main Street, Vineyard Haven, MA

Price$1,590,000

Est. Mortgage: $/month

MLS Number 33798

  • Land
  • Village West Chop
  • Acreage 0.9835

Lovely, level, wooded lot--Bodman Woods--just under an acre on the West Chop loop....ENJOY SUMMER peak-views of the harbor which will expand in the off season. The property is ideal for a summer home, retirement residence or year-round home....SET AT THE CORNER of Iroquois and Main, this buildable lot is an an easy walk or bike to the West Chop Lighthouse, scenic Vineyard Sound overlook at the famed West Chop flagpole and the 92-acre West Chop Woods....THE ENTRANCE to Mink Meadows Golf Club, a semi-private course, is just three-quarters of a mile away. Here you can play golf as long there isn't snow on the ground. Take in water views of Vineyard Sound as you play....A SHORT DRIVE or 8-minute bike ride is all you'll need to reach the Vineyard Haven Yacht Club. Just beyond are the Owen Park town dock and bandstand which features live music under the stars on weekends....AND IF YOU'RE the type that loves to take a can't-wait-to-get-the-day-started walk, you can walk to the town of Vineyard Haven in 24 minutes where hot coffee and breakfast at popular watering holes Waterside and Mocca Motts will be your reward....IF YOU'RE ON island and want to wander by, look for the pair of blue hydrangeas that set off the entrance to the driveway which winds back through the property. Next steps? Start building your Vineyard dream home. (For ideas on that, see the accompanying photos.)

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: 4.62% last updated on Jun 14, 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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41 Franklin Street, Vineyard Haven, MA

MLS Number 32890

  • Residential
  • Village Central
  • Square Feet 2291
  • Bedrooms 5
  • Bathroom 2

Charming 1865 Greek Revival gem was once the home of Caroline (Luce) Dexter married to Captain George H. Dexter. This lovely, light filled, 5 bedroom, 2 bath, home with east-west orientation, boasts an abundance of detailed trim and cabinetry, two fireplaces (a potential third hidden in the wall), super location, and much more. Featuring a formal curved staircase with a beautiful spiral banister, gracious parlor/bedroom with bay window, living room with adjoining music room and unique Jeffersonian window which opens during summer months to enjoy the veranda, large dining room with China cabinet and bay window, south side entrance and coat room, updated kitchen, full bath, second bedroom or office, newly renovated summer room with French doors opening to the inviting back yard. The second floor offers three additional bedrooms, two with fireplace, large sitting room/library, including a spacious master with bay window and a separate walk-in dressing room with exterior access to back staircase to the outdoor shower and back yard, plus a full bath. The backyard is fenced, landscaped with privet hedges and hydrangeas, rhododendrons, magnificent Holly Tree, Balsam, perennials, and flowering shrubs and bushes. It's an inviting and fun gathering place for summer barbeques or simply to enjoy morning tea and coffee. Walk to Main Street, school, the market, ferry, post office, playhouse, theater, and William Barry Owen Park for music concerts, swimming, and boating. Great in-town opportunity to purchase a cheerful property which should to be seen to be fully appreciated.

Listed by Viewpoints

{$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: 4.62% last updated on Jun 14, 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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56 Hatch Road, Vineyard Haven, MA

Price$2,995,000

Est. Mortgage: $/month

MLS Number 33807

  • Residential
  • Village Downtown
  • Square Feet 2325
  • Bedrooms 4
  • Bathroom 3

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

{$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: 4.62% last updated on Jun 14, 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

246 Tashmoo Avenue, Vineyard Haven, MA

MLS Number 33779

  • Residential
  • Village Central
  • Square Feet 2214
  • Bedrooms 3
  • Bathroom 2

Set at the end of a quiet road, this home is within walking distance of the Tashmoo Boat Landing, community Tennis Courts and just a short commute to town, shops, the ferry, Stop & Shop and restaurants. Part of the Baylis Woods Association, this ideal home has room to grow with a BRAND NEW 4 bedroom septic currently in place. The unfinished walk-out basement boasts 10ft high ceilings, and has the potential for a detached garage w/ 1 bedroom apartment above - owner has plans for a 2 car garage with apartment for the lot. The house was being rented year round and had a strong rental history. This could be the investment home you're looking for, or the perfect year round home. Recent updates include a new Microwave and Dishwasher, fresh paint, and more!

Listed by Martha's Vineyard Seacoast 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: 4.62% last updated on Jun 14, 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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20 West Chop Lane, Vineyard Haven, MA

Price$7,250,000

Est. Mortgage: $/month

MLS Number 33232

  • Residential
  • Village West Chop
  • Square Feet 4704
  • Bedrooms 8
  • Bathroom 5

Panoramic views over Vineyard Sound and the Elizabeth Islands, frontage on Mink Meadows Pond, and a tranquil wooded setting with beautiful mature plantings make this 3.53-acre property feel like a secluded and serene island retreat. A relaxed gathering spot for family and friends, the 4,704-SF house includes seven bedrooms and four-and-a-half baths, separate guest quarters, screened porch, two-car garage, and nearly 2,000 SF of outdoor decking. The great room anchors the house with its soaring cathedral ceiling, brick fireplace, and a wall of windows framing the dramatic sunset water views. The light, airy kitchen is outfitted with a spacious white granite island and countertops, Gaggenau ovens and cooktop, and walk-in pantry. Custom built-in shelves and cupboards throughout provide lots of storage space. Enjoy easy access to the sandy Mink Meadows association beach, along with preferential member status at Mink Meadows golf course. Nearby are West Chop Woods 85-acre nature reserve, Lake Tashmoo, the West Chop community, and Vineyard Haven Yacht Club. Making the most of its peaceful, private location and panoramic views, this beautifully crafted home, with renovation design by renowned island architect Ben Moore, has room for everyone, inside and out.

Listed by Viewpoints

{$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: 4.62% last updated on Jun 14, 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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378 State Road, Vineyard Haven, MA

MLS Number 33761

  • Commercial
  • Area South
  • Bathroom 1
  • Half Bath 1

Commercial building on State Road. Currently set up as two separate offices with a total of 8 rooms. Separate entrances to each unit. There is parking for several cars in the back as well as a yard. This is a very high traffic location. Downstairs unit has 3 rooms and 1/2 bath. Second unit has one room and full bath on the first floor and 4 second floor rooms. Could be perfect for your business needs.

Listed by Cronigs 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: 4.62% last updated on Jun 14, 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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84 Quinsigamond Avenue, Vineyard Haven, MA

MLS Number 33741

  • Residential
  • Area West Chop
  • Square Feet 1515
  • Bedrooms 3
  • Bathroom 2

This versatile four level home maximizes space for easy, fun living. Enjoy an open combination/living room/kitchen that opens up to an expansive deck, ideal for summer dining and entertaining. "Treetops" features a special room at the very top of the woods, perfect for the afternoon nap or reading! This low maintenance home is a perfect summer getaway in an ideal location tucked away off Main St. The 1.2 acre lot abuts 85 acres of conservation land and jogging paths.. Close proximity to the West Chop Club, Mink Meadows Golf Club, Lake Tashmoo, and Vineyard Haven are an added bonus! This is a perfect home for the sports enthusiast with easy access to fishing, swimming, clamming, bike riding , and of course, a leisurely walk with views of the Sound.

Listed by Viewpoints

{$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: 4.62% last updated on Jun 14, 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