Vineyard Haven Real Estate

Vineyard Haven sailboats

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.

Learn more about Vineyard Haven >>

Browse All Real Estate For Sale in Vineyard Haven, Martha's Vineyard

Contact us for all your questions and more information on Vineyard Haven. Create an account to save your favorite listings and to receive email updates for similar properties.

Narrow Your Search

3.15 Mayflower Lane, Vineyard Haven, MA

MLS Number 32986

  • Land
  • Area South
  • Acreage 1.15

EXCEPTIONAL LAND OPPORTUNITY. This peaceful lane offers you an estate sized parcel with privacy and space. Established small neighborhood of fine homes is waiting for your creative design. Convenient location is close to shopping, entertainment, dining and ferry. Property will allow for 5 bedrooms according to Board of Health.

Listed by Martha's Vineyard Vacation Rentals

{$agent->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: 4.03% last updated on Jul 13, 2017
* 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

152 Main Street, Vineyard Haven, MA

Price$925,000

Est. Mortgage: $/month

MLS Number 32828

  • Residential
  • Area Downtown
  • Square Feet 2416
  • Bedrooms 6
  • Bathroom 5

A most distinguished property for a most discerning buyer - The oldest home in Vineyard Haven, built in 1720, previously known as the Timothy Chase House but now currently called the 1720 House. It is listed in the National Register of Historic Places and located in the William Street Historic District. The pride of ownership will pass along to the next resident who will continue to respect the character and architecture. Little has changed in the interior, and the integrity of the architecture remains intact along with the prominent two brick chimneys. The beautiful floors, low ceilings, and classic flow have been honored over the years. There are six bedrooms and 5 1/2 bathrooms. The home is located behind a circular driveway setting it back from the activity of Main Street. A quite garden with an old Copper Beach Tree enhances the historic setting of the property which abuts William Street to the west. The Copper Beach tree served as a beacon for ships coming into the Harbor. The 1720 House has been operating as an inn, however, is the perfect historic home to be enjoyed by a very fortunate family.

Listed by Sandpiper Realty

{$agent->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: 4.03% last updated on Jul 13, 2017
* 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

92 Main Street, Vineyard Haven, MA

Price$2,350,000

Est. Mortgage: $/month

MLS Number 32818

  • Residential
  • Area Downtown
  • Square Feet 6330
  • Bedrooms 7
  • Bathroom 6

The stately Captain Dexter House is the perfect blend of historic charm and modern amenities. In 2004, a three story addition completed the restoration of this gracious home, and included on the first floor adding a chef's kitchen with oversized island and walk in pantry, full and half bath, dedicated laundry room, large family room with fireplace, formal dining room and wetbar. Two large bedrooms which share a Jack and Jill style bathroom, a second family room and outdoor deck were added to the second floor. Finally, a private staircase to the third floor master suite with views across Vineyard Haven Harbor to East Chop Lighthouse, was added. Other features of the home include 5 fireplaces, an updated mechanical system, Energy Efficient windows, 4 zone heating and 3 zone AC, and private parking. The lovely professionally landscaped grounds and tiered gardens offer multiple areas for gathering, entertaining, or watching the world walk by. Enjoy your morning coffee on the front porch, or entertain friends on the large wrap around porch. The hydrangea filled, beautifully landscaped side patio is serene and private. You are steps away from restaurants, movies, health club, galleries, boutiques and the ferry terminal. This lovely home is being sold furnished with the exception of the attached exclusion list. Consistently strong rental history.

Listed by Wallace & Co. Sotheby's

{$agent->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: 4.03% last updated on Jul 13, 2017
* 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

212 Skiff Avenue, Vineyard Haven, MA

Price$1,270,000

Est. Mortgage: $/month

MLS Number 32798

  • Residential
  • Area Lagoon
  • Square Feet 2552
  • Bedrooms 3
  • Bathroom 2

Looking for an upscale vacation home that is easily maintained and within close proximity to the ferry and all that Vineyard Haven offers? Look no further. This maintenance free home, built in 2011 with newly finished lower level, is the answer. With a well designed open floor plan that accommodates today's casual and active lifestyle, the main level---consisting of chef's kitchen, living and dining area with views and a great room with fireplace---flows freely to the porch and patio with views to the Lagoon. The second floor features a very private and spacious Master bedroom with fireplace and bath as well as 2 guest bedrooms: one with queen bed and the other with 2 double beds. The finished lower level allows for additional gathering space and privacy for overflow guests. When ready to venture out, it is but a short distance to the Black Dog, the Net Result for fresh seafood, Beach Road Restaurant for a fresh farm to table tapas menu and the Film Center. Kids will love the 10+ acre Memorial Park a few streets away providing a soccer field, softball field, basketball court, swings, slides, and bathrooms. All that before you even get to Main Street and its shops and offerings! Eastville Beach is just a mile away for a quick dip or taking in a sunset. Best of all, if you are a boater, an active marina is in sight at the bottom of the hill. The property is perfect as either a vacation rental income property or a second home and is being offered furnished and essentially "turnkey". Summer rental rates are $5,500/wk to $6,500/wk. Come and explore your options.

Listed by Sandpiper Realty

{$agent->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: 4.03% last updated on Jul 13, 2017
* 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

43 Cow Path, Vineyard Haven, MA

Price$1,249,000

Est. Mortgage: $/month

MLS Number 32740

  • Multi-Family
  • Village Lagoon
  • Bedrooms 6
  • Bathroom 3

Custom built country farmhouse and guesthouse located on a quiet cul-de-sac sited on just over 3/4 of an acre. Close proximity to many walking trails and a nice walk to the Lagoon. Main House has attached, heated two car garage, covered porches and outdoor patio. The full basement with radiant heat has rough plumbing installed for full bath and separate bar area. Maintenance-free Azek exterior trim, true divided-light tilt-wash double hung Andersen windows, whole house HRV breathing and dehumidification system, central air and Gas/FHA heat. First floor has oak flooring throughout, high ceilings, formal dining area, office, living room, laundry room, half bath and eat-in breakfast nook. Kitchen has hickory cabinets and black galaxy granite counter tops including large Island counter. Great entertaining space and open to the living area. Custom stone fireplace and large 12' slider leads to covered porch and backyard patio area. Front entrance has covered porch. Oak staircase leads to second floor with four bedrooms, oak flooring in hallway, shared bath with double sink and tiled flooring. Master bedroom is complete with tray ceiling, walk-in closet, two additional closets, master bath with double sinks, tiled floors and shower with a separate BainUltra therapeutic air jet tub. The large family room/game room at the end of the hallway above garage has high ceiling, skylights, hardwood flooring and surround sound system. There is a full stairway access to attic with plenty of storage space. All tiled bathrooms and laundry have radiant heat flooring. See second dwelling for guesthouse details. Furnishings negotiable.

Listed by Martha's Vineyard R.E.

{$agent->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: 4.03% last updated on Jul 13, 2017
* 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

201 Mitchell Road, Vineyard Haven, MA

Price$2,500,000

Est. Mortgage: $/month

MLS Number 32707

  • Residential
  • Village West Chop
  • Square Feet 5021
  • Bedrooms 6
  • Bathroom 4

Private 2.6-acre estate in Mink Meadows with multiple components - main house (3,451 sq ft), swimming pool, 3-bedroom guesthouse (1,540 sq ft), 2-story detached dry studio, and 2-car garage. Extensive landscaping and stonework accentuates the estate feel. The entrance to the half-mile of private association beach is less than 500 yards down a quiet dirt road. There are peeks of Vineyard Sound over the charming golf course views. The field stone chimney is a distinctive landmark for your arriving guests. MAIN HOUSE: There is extensive space for entertaining, including a 600 sq ft great room with cathedral ceiling, 300 sq ft screen porch, 800 sq ft hardwood deck overlooking the golf course, and of course, the beautifully landscaped swimming pool environment with adjacent changing area/outdoor shower. There is a formal dining room for gatherings during the cooler months, as well as an elegant sitting room with fireplace. A dedicated office provides views of the golf course. GUESTHOUSE: A 3-bedroom guesthouse is a rarity, especially one with this much privacy. This one is located almost 200 feet away from the main house, has its own private driveway, and has additional seclusion thanks to mature landscape screening. There is a 600 sq ft main deck overlooking the golf course and woods, and another spacious deck off the master bedroom suite. The guesthouse also has its own outdoor shower and a full basement. STUDIO: The two-level dry studio with hardwood floors is presently being used as a gym and office but it has multiple applications depending on an owner's needs.

Listed by Wallace & Co. Sotheby's

{$agent->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: 4.03% last updated on Jul 13, 2017
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

117 Winyah Circle, Vineyard Haven, MA

Price$685,000

Est. Mortgage: $/month

MLS Number 32777

  • Residential
  • Village Lagoon
  • Square Feet 1714
  • Bedrooms 4
  • Bathroom 2

Captivating contemporary is in striking, good condition...newer roof, windows, sliders, heating and air conditioning...All the big ticket items have been done so all you have to do is move in and enjoy! Great room concept living with soaring ceilings and a wood burning fireplace. 4 bedrooms! Perfectly sited a 1.4 acre lot with easy access to miles of trails and Lagoon Pond. Yard is beautifully landscaped and the rear deck is ideal for that evening BBQ or morning coffee. And there is a HOT TUB & OUTDOOR SHOWER , too! Close to town. ***New septic system being installed and included in the sales price. System is one of the new nitrogen removing NITROE brand pilots being tested in VH. Please inquire for details.

Listed by RE/MAX on Island

{$agent->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: 4.03% last updated on Jul 13, 2017
* 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

98 Pine Tree Road, Vineyard Haven, MA

Price$385,000

Est. Mortgage: $/month

MLS Number 32769

  • Residential
  • Village Central
  • Square Feet 416
  • Bedrooms 1
  • Bathroom 1

The ultimate tiny house! Recent renovations include Hickory flooring, new wiring, new sheet-rock, interior doors and trim, new custom kitchen with new Bosch appliances, updated bath with original claw-foot tub, on demand hot water heater, energy efficient Mini-Split for heat and air conditioning and SUPER insulation. Near the Tisbury Elementary School and a walk to town location. AND...a full basement, 3 bedroom septic system for easy expansion and private back yard!

Listed by RE/MAX on Island

{$agent->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: 4.03% last updated on Jul 13, 2017
* 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

111 Main Street, Vineyard Haven, MA

Price$3,950,000

Est. Mortgage: $/month

MLS Number 31682

  • Residential
  • Village Downtown
  • Square Feet 3355
  • Bedrooms 6
  • Bathroom 4

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

{$agent->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: 4.03% last updated on Jul 13, 2017
* 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

Vineyard Haven, MA

Price$319,000

Est. Mortgage: $/month

MLS Number 32739

  • Land
  • Area Tashmoo
  • Acreage 0.35

TASHMOO AREA! This is a great area in Vineyard Haven, located close to the town, Elementary school & Ferry. On .31 Ac this lot will allow you to build your dream home along with, up to a 600 Sq ft guest house.A very short walk to Tashmoo boat landing. Centrally located to all that downtown has to offer. Per the engineer, this lot does not have any restrictions on the number of bedrooms allowed. This lot will need an enhanced septic system.

Listed by Dockside Real Estate

{$agent->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: 4.03% last updated on Jul 13, 2017
* 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