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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64 West Pasture Lane, Vineyard Haven, MA

Price$1,449,000

Est. Mortgage: $/month

MLS Number 33190

  • Residential
  • Square Feet 2905
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

Pilot Hill Farm with Private Association Beach less than 1 mile from the house. Perched on a hill in the desirable neighborhood of Pilot Hill Farm is an enchanted and tranquil home that has gone through a masterful transformation since 2014. The front porch wraps its arms around you as it ushers you into the tiled foyer. At first glance, you can tell that this is no ordinary home. Take a right and enter into the open eat-in kitchen, family and dining rooms. The newly renovated gourmet kitchen with a 6-burner Thermador range will make every chef and would-be chef smile. Marble countertops, farm sink, panelized appliances, pantry/office space are just a few of the other special features in this space. Open to a casual dining area, family room and formal dining area, meals can be prepared while enjoying the company of friends and family. The abundance of windows and skylights in this home have been thoughtfully placed throughout to take full advantage of the day's light. Enjoy your morning coffee in the screened-in porch overlooking the private backyard or venture out onto the sprawling deck. Spacious living room has a wood burning fireplace and French doors that open to the deck. This home is uniquely designed with 2 second floor wings: Tucked up a private staircase is the master suite with newly updated bath with a double vanity, Jacuzzi tub and separate shower. Up the second staircase are three more bedrooms with a newly updated bath and laundry room. Spend warm days at the Pilot Hill association beach and cool evenings in the hot tub. The grounds have been brought to life with the many gardens and stone walls. You must see to appreciate that this property is truly a special "peace" of Martha's Vineyard. Please see the attached list of the many improvements this home has received since 2014 which includes a new septic. There is plenty of room to add a pool!

Listed by Island Real Estate

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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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484 Main Street, Vineyard Haven, MA

Price$1,495,000

Est. Mortgage: $/month

MLS Number 33137

  • Residential
  • Square Feet 2755
  • Bedrooms 5
  • Bathroom 3
  • Acreage 1.87

It is RARE to find a charming, traditional home with nearly 2 ACRES of land - AND be walking distance to all that down town Vineyard Haven has to offer - the movie theater, restaurants, shops, and the Playhouse! Located on a lovely, coveted stretch of Main St. equal distance between the village and West Chop, the discerning buyer will see that opportunity abounds at this exceptional find. Outside features park-like grounds offering tranquility and privacy. A bonus vintage structure encompassing a single garage and 405 square foot wood shop/studio is in the rear. Inside the appealing front door is a welcoming foyer and stairs to the second floor. On the right is a den (or bedroom) with shelving. On the left are double pocket doors leading into the expansive living room with wood-burning fireplace. Off the living room is a first floor bedroom and bathroom. Also off the living room is a large light-filled dining room with a lovely bank of windows overlooking the park-like grounds. The mudroom, kitchen and pantry are at the back. Upstairs has a master bedroom and bath plus two more bedrooms that share a hall bathroom. Other bonus spaces include two unfinished attics. The boiler, electrical service, insulation, sheet rock, and oak floors were updated in recent years. You could live in this house now with all its period charm, or renovate to your personal tastes. Septic is designed for five bedrooms and passed Title 5 inspection. There is enough land for a guest house and/or pool. It is a quick walk to Grove Ave. beach, just perfect for a morning dip. Also, it is near the Yacht Club where the kids can have lunch with their buddies after the morning sailing lesson. Don't miss out on this singular beauty just waiting for the buyer with vision.

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: 4.52% 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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733 Main Street, Vineyard Haven, MA

Price$3,250,000

Est. Mortgage: $/month

MLS Number 33134

  • Residential
  • Square Feet 2081
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.91

This contemporary A-frame located by Sheriff's Meadow in West Chop has unsurpassed views over the Meadow towards the Cape and the Sound and over 145 feet of private beach looking out towards East Chop and the outer harbor. The detached guest house is complete with office, kitchen, bedroom and bath which could not be duplicated today. The main 3 br. house enjoys a 415 sq. ft. deck and a 96 sq. ft. porch area to view all the summer boat activity. This house could be part of a magnificent waterfront compound with the purchase of 741 Main St. next door. This is a very special spot and a rare opportunity.

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: 4.52% 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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1140-12 State Road, Vineyard Haven, MA

MLS Number 33116

  • Land
  • Village Lambert's Cove
  • Acreage 4

Up island living with a down island price! Just a short drive to town but a feeling of up island with a beautiful pastoral view!

Listed by Jane Brown Assoc.

{$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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19 & 25 Beach Road, Vineyard Haven, MA

MLS Number 33013

  • Commercial
  • Area Downtown
  • Location 41.453241,-70.600427

Long term gas station lease in place - with additional tenants on-site. Rare Investment Opportunity on Martha's Vineyard. Multiple Buildings on two parcels and steps from the Steamship Terminal located in a high visibility and heavily traveled year round port. Inclusive of Citgo Gas Station and Convenience Store. Long Term Gas Station Lease - Credit Tenant. Please note: Gas station tenant has the Right of 1st Refusal on the property. For Lease is the end-cap space at 19 Beach Road - front building consisting of 750 SF and offered for $1,875/Month plus Utilities. For Lease is the middle space at 19 Beach Road - front to back consisting of 1,014 SF and offered for $2,500/Month plus Utilities.

Listed by Hartel 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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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

{$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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201 Mitchell Road, Vineyard Haven, MA

Price$2,500,000

Est. Mortgage: $/month

MLS Number 32707

  • Residential
  • Area 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

{$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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111 Main Street, Vineyard Haven, MA

Price$3,950,000

Est. Mortgage: $/month

MLS Number 31682

  • Residential
  • Area 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

{$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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15 Mechanics Street, Vineyard Haven, MA

MLS Number 32654

  • Commercial
  • Area South
  • Bathroom 2
  • Bedrooms 1

Possibilities abound with this fantastic commercial offering. Located in the B2 corridor on State Road. The main floor offers nearly 800 square feet of commercial space with an office, full bath and kitchenette in the back. A large, dry basement with 9ft ceilings and interior access offers an additional 900 sf of useful space. There is a patio/sitting area out front with a handcrafted pergola running along the side that brings you to the cozy back patio with a custom stone fireplace. There are 5 parking spots and a finished second floor.

Listed by Martha's Vineyard Island-Wide 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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50 Pine Tree Lane, Vineyard Haven, MA

Price$839,000

Est. Mortgage: $/month

MLS Number 32596

  • Residential
  • Area West Chop
  • Square Feet 1538
  • Bedrooms 4
  • Bathroom 2

This classic Vineyard cape is located in a peaceful and serene neighborhood on the outer harbor of Vineyard Haven - a stone's throw from Main Street and walkable to downtown. Boasting four bedrooms and two baths this vintage Chilmark style cape is perched on an oversized and private corner lot. The home is bordered by a wooded parcel on the back and mature plantings to the north ensuring a quiet and private lifestyle. This home is warmed by three fireplaces that provide heat and comfort through the shoulder seasons. Directly across the street is your deeded path which provides access to Vineyard Haven Harbor. Savor the filtered views of Nantucket Sound and the Harbor on lazy summer afternoons from the living room. Enjoy lunch and evenings from the screened porch that overlooks the flower garden. The first floor is comprised of the master bedroom, living room, dining room and galley kitchen with adjoining laundry room. Three bedrooms and a second full bath finish the second floor. This home offers a wonderful mix of the best of the Vineyard - location, charm, water access, gardens and an easy walk to shops, galleries and restaurants.

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