Luxury Waterfront Real Estate on Martha’s Vineyard

Each waterfront property on Martha’s Vineyard is truly unique. Luxury waterfront homes on the island offer an alluring range of amenities, including boathouses, private docks, guest houses, private beaches, and spectacular views of Lake Tashmoo, Edgartown Harbor, the Lighthouse, and Katama Bay.

Martha’s Vineyard, the largest and one of the most picturesque islands in New England, has some of the most beautiful waterfront properties.

Contact us to ask questions or schedule a tour, or scroll down to browse all luxury waterfront real estate on Martha’s Vineyard.

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100 Watcha Club Road West Tisbury MA 02569

West Tisbury, MA100 Watcha Club Road

Price$5,250,000

Est. Mortgage: $/month

MLS Number 37873

  • Residential
  • Mls Status Active
  • Village South Shore
  • Bedrooms 4
  • Bathroom 3

Waterfront property on Watcha Pond with gorgeous ocean views and easy ocean beach access. The 3000-sf house with views of Watcha Pond and the Atlantic Ocean is in fine condition but is ready to make way for a magnificent dream home for the new owner. The house is on a rise and so the views are exceptional. The lawn sweeps down to the edge of the crystal-clear waters of Watcha Pond. There you can keep all manner of watercraft to access the ocean beach or enjoy the Pond. Kids who summer here will ditch their devices and learn their way around kayaks, canoes, paddle boards, and sailboats. Idyllic summer days can be spent swimming and body surfing in the Atlantic, then diving into the sweet waters of Watcha Pond. The area offers some of the Island's best birding and Watcha is a fisherman's paradise, full of Perch and ancient Pike. The property also has membership in a small Beach Association for walking and vehicle access to an Atlantic beach half a mile away via a quiet dirt road. A portion of this beach is expected to erode over the next decades, but the property's deeded beach access over Watcha Pond will remain in perpetuity. Note: The neighboring 5.5-acre lot with newer 2400-sf home is also available for purchase.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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77 North Neck Road Edgartown MA 02539

Edgartown, MA77 North Neck Road

Price$4,995,000

Est. Mortgage: $/month

MLS Number 37573

  • Land
  • Mls Status Active
  • Village Chappy
  • Acreage 5.85
  • Bedrooms 4

CHAPPY WATERFRONT WITH 200-FEET OF BEACH, BOAT HOUSE AND DOCK. Set on nearly six acres on Chappaquiddick's North Neck, this private waterfront property features a gentle rolling landscape that stretches to meet the water's edge. The superlative, unobstructed views expand to Edgartown Harbor and Nantucket Sound -- and the westerly exposure is the perfect for spectacular evening sunsets. A pathway leads the way to the 200-foot beach with private dock, where there is also a small shingled building that can be used as a beach cabana or boathouse. Custom-designed architectural plans for a luxurious Main House and Gest House by Boston-based architectural firm, Grassi Design Group, are included with this offering (see attached). There is also an approved septic design for nine (9) bedrooms. This is an unparalleled opportunity to build your signature waterfront compound in this most magical setting on Chappaquiddick.

Listed by Point B Realty LLC

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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35A North Neck Road Edgartown MA 02539

Edgartown, MA35A North Neck Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 36520

  • Residential
  • Mls Status Active
  • Village Chappy
  • Bedrooms 5
  • Bathroom 2

North Neck - A spectacular setting with breathtaking, endless views of Edgartown Harbor, across Nantucket Sound, and around to Cape Poge Bay. The perfect beach cottage, affectionately known as the Hill House, affords a highly functional layout. The oversized living area enhanced with soaring ceilings and a fireplace is flanked by two bedroom wings, ideal for comfortable summer living. The oversized parcel allows for further development if more room or a more substantial home is desired. With nearly 500’ of private sandy beach and a dock - swimming, boating, and fishing are just steps away!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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53 + 54 North Neck Road Edgartown MA 02539

Edgartown, MA53 + 54 North Neck Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 38068

  • Land
  • Mls Status Active
  • Acreage 4.2

SUPERLATIVE WATERFRONT OPPORTUNITY ON CHAPPY’S NORTH NECK. This beautiful low bank waterfront property enjoys sweeping views across Edgartown Harbor and extending north to Nantucket Sound -- and the westerly exposure affords spectacular evening sunsets year-round. The property features a stone revetment along the shoreline and there is a set of stairs that leads down to the 170-foot private sandy beach. The 4.2-acre property spans across both sides of North Neck Road, offering a myriad of opportunities and the existing 1930's structures offer an opportunity to work with the existing building footprints, as desired. Come and explore the possibilities of building your idyllic Chappy retreat in this most magical waterfront setting.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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89 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA89 East Chop Drive

Price$3,395,000

Est. Mortgage: $/month

MLS Number 37747

  • Residential
  • Mls Status Active
  • Village East Chop
  • Bedrooms 7
  • Bathroom 5.5

Move in ready for Summer! This spectacular direct oceanfront residence is located in East Chop an exclusive area of historic Oak Bluffs on Martha's Vineyard. With nearly one acre of land, there are endless opportunities to keep the home as is or build the new home of your dreams. Enjoy spectacular unobstructed and panoramic views of Nantucket Sound. Wake up to amazing sunrises, enjoy the daily "boat show" and watch the sun go down as you roast marshmallows on your own private beach area. An easy stroll takes you to the harbor, town, great restaurants, shops, and an abundance of other activities that make East Chop a very special place for the whole family to enjoy. In the market for more space for your home-based business or work from office - the finished lower level provides ocean views as well as its own entrance giving you the best of both worlds! This unbelievable setting must be seen to be appreciated. Don't miss out on the opportunity to acquire this generational asset! For those looking for an investment property, this beautiful home also has a great rental history. Video Tour: https://youtu.be/Qjn-BOGKzRk

Listed by New England Property Shoppe

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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140 Sarita Walker Road West Tisbury MA 02575

West Tisbury, MA140 Sarita Walker Road

Price$3,250,000

Est. Mortgage: $/month

MLS Number 35219

  • Residential
  • Mls Status Active
  • Village South Shore
  • Bedrooms 5
  • Bathroom 2

Traveling home each day you will pass the broad golden fields of hay shimmering in the sunlight. In-season, you’ll be greeted by a vast sea of daisies waving in the breeze. You will observe horses grazing in the corrals and you will marvel at the majesty of ospreys hovering high above their towering nests keeping watch over the fields. You’ll arrive at the water’s edge on the sparkling shores of this scenic place. This is your home, located on Watcha Pond. This a premiere waterfront opportunity. Natural Heritage review is complete. Adjacent 3-acre vacant lot also for sale, bringing the opportunity to acquire over 6 acres of land. A rare find on the Island of Martha’s Vineyard. $3,250,000

Listed by Rooney & Company

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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26 Caleb Pond Road Edgartown MA 02539

Edgartown, MA26 Caleb Pond Road

Price$2,950,000

Est. Mortgage: $/month

Active With Contract

MLS Number 37305

  • Residential
  • Village Chappy
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.69

Imagine a Day in the Life at 26 Caleb's Pond Road. Wake up to the gentle breeze, the sounds of birds, and the sea lapping against the shore line in this waterfront retreat. Then enjoy a cup of coffee on the front deck facing east for the sunrise. There's so much to do - or enjoy doing nothing at all. At one end of the property is some of the best clamming in all of MV. At the other end is your deepwater dock with floating dock for boating, fishing, kayaking, paddle boarding, and more. Want to head into Edgartown for dinner, shopping, or just to enjoy the village buzz? It's a short boat ride over to the town landing, and the Chappy ferry is just a mile away. In the evening, relax on your upper deck overlooking Edgartown Harbor, Katama, and South beach. Enjoy dinner or cocktails with friends as you watch technicolor sunsets. This 3-level home takes full and creative advantage of space sleeping a total of 10. The casual beach decor is exemplified by the shell fireplace. This is a magical destination home with a front row seat to one of the most scenic waterscapes on the Eastern seaboard.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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100 Music Street West Tisbury MA 02575

West Tisbury, MA100 Music Street

Price$2,100,000

Est. Mortgage: $/month

Pending

MLS Number 37687

  • Residential
  • Mls Status Pending
  • Village Central
  • Bedrooms 5
  • Bathroom 2

This family-owned historic farmhouse offers the unique opportunity to own a home on West Tisbury's iconic, storied Music Street. Built in 1836, this lovingly maintained 5 bedroom house is filled with charm and character both inside and out. The interior is gracious and bright, with surprisingly high ceilings and large windows, wide-planked, original wood flooring, an elegant staircase with graceful, vintage banister, two fireplaces and a clawfoot tub. In the past, the house was used year-round heated by the fireplaces, but now serves the family as a beloved summer home and rental. The property was once a working farm with horses, sheep, fruit trees and poultry and offers an antique barn, sheep shed and frontage on Glimmerglass Pond on 3.6 generous pastoral acres with beautiful stonewalls and two curving driveways. West Tisbury means access to Lambert's Cove Beach. It's an easy bike or walk to the Ag Hall, or West Tisbury town center with the Farmer's market, Alley's and the town library. Please note: the house does not have a heating system beyond the wood burning fireplaces, and the two cesspools that serve the house function but do not pass Title V. The house is being sold "as is".

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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30 Pond Lane West Tisbury MA 02575

West Tisbury, MA30 Pond Lane

Price$2,000,000

Est. Mortgage: $/month

Active With Contract

MLS Number 37857

  • Residential
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 1.39

Water views and elegance in West Tisbury. This gracious and impeccably maintained home is in the upscale Deep Bottom Association and offers views of Deep Bottom pond and the rolling pastoral fields of the farm beyond.  The elegant and turnkey home is filled with natural light and features an open concept great room, dining space, and chef's kitchen with high ceilings. The kitchen has granite counters and high-end appliances. The living room and dining area offer a fireplace and flow out to the back deck with expansive views of the pond, making it a perfect space for entertaining family and friends. There are three bedrooms and three baths, including a first floor primary bedroom with ensuite bathroom and walk-in closet.  In addition there is a bonus room that could be used as an overflow bedroom, office or den. There is a generous first floor laundry room and a large, as yet unfinished basement filled with possibility, and an attached two car garage.  The property is 1.4 acres offering room for a pool or home expansion.  As part of the Deep Bottom Association in West Tisbury, there is access to walking trails, association tennis, and use of a shared dock on Tisbury Great Pond offering wonderful opportunities for superb fishing, and family fun on the water with kayaks or paddle boarding. MORE PHOTOS PENDING ** Please note that there are leases in place for summer of 2021

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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"Based on information submitted to MA_LINKMV as of April 19, 2021 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing."