Martha's Vineyard Luxury Waterfront Homes

Browse all luxury waterfront homes for sale on Martha's Vineyard below. Contact us to ask questions or schedule a tour.

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21 Squibnocket Road Chilmark MA

Price$4,375,000

Est. Mortgage: $/month

MLS Number 33963

  • Residential
  • Square Feet 2018
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

Perched above and just steps from beloved Squibnocket Beach and Pond, this idyllic beach house has amazing views of the Atlantic and shoreline out to Squibnocket Point. It has been fully renovated with many tasteful, modern enhancements and sustainably-sourced materials, and yet retains some of the most charming elements of its past. The airy floor plan offers a family-friendly open kitchen, living and dining area, a master bedroom, and a guest wing with three more bedrooms. The lower level is finished, adding about 1350 square feet of space including a spacious 30' x 20' recreation room and laundry room. The property is surrounded by stone walls, a bluestone patio facing the Atlantic, and a path to the Pond (with rights to build an elevated walkway and kayak rack). Originally known as the Hilly Mayhew House, this property was for over 80 years the haven for the international modernist painter Vaclav Vytlacil and his family. He created hundreds of seascapes and harbor scenes of the Vineyard, many of which can still be found on the island and around the world. Walk to the beach, kayak in the pond, or just sit out on your patio watching the day unfold, osprey fish and surfers ride the waves.

Listed by Tea Lane Associates

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Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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225 East Chop Drive Oak Bluffs MA

Price$3,950,000

Est. Mortgage: $/month

MLS Number 33942

  • Residential
  • Square Feet 2449
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

Top of the Chop ~ A stunning contemporary with dramatic sweeping views of Vineyard Sound. A complete transformation by South Mountain & Company of the former residence resulted in a masterpiece of modern living and superb style. Upon entering you are immediately greeted with water views and the breathtaking landscape and it continues to unfold as you go through the home. The single story home was designed with the living and entertaining area at the core with the master wing tucked privately away and a two bedroom guest wing down its own corridor. The baths are luxurious, the kitchen a work of art and the finishes throughout are simply exquisite. East Chop is an upscale summer community, a most ideal location with the beach, harbor and town just a short distance away.

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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 Trapps Pond Road Edgartown MA

Price$3,200,000

Est. Mortgage: $/month

MLS Number 33503

  • Residential
  • Square Feet 1574
  • Bedrooms 4
  • Bathroom 2
  • Acreage 10.72

Over 10 special acres stretching from Beach Road to the waters of Trapps Pond - all less than a mile away from Edgartown village. This property is sub-dividable (proposed plan available upon request). The cottage at the water's edge is charming, and from just yards away from the deck you can set off to explore the pond by kayak, paddle-board, or dinghy. The birdlife here is extraordinary, and so are the sunsets over the barrier beach from Nantucket Sound. This waterfront property will be the setting of family memories for generations to come.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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63 Boghouse Way West Tisbury MA

Price$3,100,000

Est. Mortgage: $/month

MLS Number 33732

  • Residential
  • Square Feet 2745
  • Bedrooms 8
  • Bathroom 5
  • Acreage 2

Spectacular waterfront setting on Vineyard Sound with private sandy beach. Enjoy unobstructed waterviews from almost every corner of this 2.0 acre site. This home features Old-Vineyard charm and boasts 8 bedrooms. Enjoy as-is or create your Vineyard dream home. A magical setting not to be missed!

Listed by Wallace & Co. Sotheby's

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%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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29 Road to the Gut Edgartown MA

Price$2,925,000

Est. Mortgage: $/month

MLS Number 33749

  • Residential
  • Square Feet 3230
  • Bedrooms 4
  • Bathroom 2
  • Acreage 5.57

Tucked between the calm waters of the bay and the Atlantic Ocean, under the guard of the Cape Poge Lighthouse, rests a retreat like no other. Lovingly restored and meticulously maintained, the three bedroom main house and one bedroom boathouse offer all the amenities one would expect, but not necessarily anticipate, from off the grid living. The ideal lifestyle choice for water sport and outdoor enthusiasts alike; with boating, kayaking, kite surfing, and shell-fishing at your doorstep, or for those seeking refuge and relaxation from the bustle of everyday life. Protected by the surrounding 500 acres of conservation, and accessed only over sand or by sea, this truly is the greatest escape.

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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311 East Chop Drive Oak Bluffs MA

Price$2,250,000

Est. Mortgage: $/month

MLS Number 33800

  • Residential
  • Square Feet 1496
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

Smell the sea and touch the sky from this unique vintage waterfront home on East Chop. Extraordinary views of Vineyard Sound from every room with ocean breezes flowing through to Crystal Lake. You can watch the sun rise as you bathe in the antique tub and then watch the sun set from the patio or master suite. Your private 120' dock, mooring and sandy pebbled beach are the perfect place to enjoy all the beauty and water activities that make the Island a special place for generations of family memories. On the ground floor there is an open floor plan with a central kitchen, living and dining area flanked by two bedrooms. The master bedroom is en-suite with a sitting area that opens up to spectacular views of the blue water. The second bedroom on the first floor is a cozy enclave with a private half bath. The open kitchen has ample room to prepare breakfast, lunch and dinner - eat in the attached dining nook or alfresco on the brick patio. Upstairs there are two additional bedrooms and a full bath. There is a detached garage with a large cedar-lined closet for storage. This magnificent home is located within walking or biking distance of downtown Oak Bluffs. Being offered turnkey and has a solid rental history.

Listed by Coldwell Banker Landmarks

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$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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18 & 19 Earl Avenue Edgartown MA

Price$2,200,000

Est. Mortgage: $/month

MLS Number 34829

  • Residential
  • Square Feet 2620
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

SPECTACULAR WATER VIEWS - This Edgartown waterfront contemporary sits at the edge of sparkling Sengekontacket Pond with views across State Beach, Nantucket Sound and all the way to Cape Cod. Watch the sun and moon rise over the water and enjoy the ever-changing activities from the deck that stretches the length of the house. Swim or boat from your private 30 feet of pond frontage or watch the swans, ducks, and geese drift by. The three bedroom property was architecturally designed with a cathedral ceiling central salon flanked by two wings, to allow for water views from almost every room. It has comfortably welcomed three generations of family members, providing central areas to socialize while also allowing private retreats. The beautifully landscaped lawn with impressive views has hosted family reunions and weddings. An open layout in the main section encompasses the kitchen, living and dining areas, allowing the cook to connect with guests and family. Sunlight washes through the large cupola to create a bright and airy feel. The chef's kitchen has a central prep island as well as a breakfast bar and feature granite counter tops and expansive storage. The space flows seamlessly through sliders onto the outdoor deck, an ideal gathering spot for casual summer meals that takes advantage of the captivating scenery. The left wing consists of a guest bedroom, a full bath, and a laundry room. Beyond is the master bedroom with a door to the deck and outdoor shower, an en suite bath, and walk in closet. In the right wing is the office, another guest bedroom, with en suite bath, a half bath and the family room with deck access and a second outdoor shower. The light-suffused rooms flow harmoniously from one to the other and defer to the commanding view. A one-car garage and carport with a second floor loft above presents ample storage space for garden equipment and small boats. A truly fabulous property not to be missed.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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655 Herring Creek Road Vineyard Haven MA

MLS Number 34854

  • Residential
  • Square Feet 928
  • Bedrooms 2
  • Bathroom 1
  • Acreage 1.26

Embrace the romantic character of Martha's Vineyard and experience true relaxation at this irresistible beachfront cottage. Set amongst the dunes, right on Vineyard Sound, this perfect two bedroom home is absolutely adorable with sandy beach, calm waters and active water views that include fishing and sailing activity, and ferry crossings to Woods Hole. Sunsets on the waterfront deck are sublime, with ample room to enjoy with many. Inside the home, the open, sun-filled living room, with dining and kitchen, is fabulous and features high ceiling, white brick fireplace, hardwood floors, and immediate water views. The property, 1.26 acres in total, also includes waterfront on Lake Tashmoo - an amazing recreational amenity. Next door is a total of 7 acres in conservation, owned by the Land Bank and the town of Tisbury, with 550' of beach on the Sound and +/-800' of waterfront on Lake Tashmoo.

Listed by Compass

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$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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593 Herring Creek Road Vineyard Haven MA

MLS Number 28442

  • Residential
  • Square Feet 1104
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.89

With Lake Tashmoo in your front yard and all of Vineyard Sound at your back door, this is the perfect setting to recreate the summers of our childhoods - digging clams to cook & eat on the beach - swimming 'til our lips were blue while Dad fished - reading under beach towel "tents" until we were allowed back in the water. This enchanting beach house has a front-to-back living/dining room, offering views of both the Sound and Lake Tashmoo. The master bedroom is generous in size and its vaulted ceiling and views out to the Sound make it light and airy. The guest bedroom is just delightful with windows on three sides offering incredible views of the Sound and the lulling effect of the waves lapping against the shoreline is irresistible. The 2003 renovations of the home kept its vintage appeal while including all new Anderson replacement windows, updated kitchen, new exterior shingles and interior beadboard. At the same time, the owners undertook a complete rebuild of the separate studio/bunkhouse which has insulation, electricity and cable, oak flooring, all new drywall and skylights. There are two built-in couches/day beds, creating plenty of sleeping space for 6 - and the generous number of windows look out to big views of Lake Tashmoo. Come - be a kid again.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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10 Fowler Lane Edgartown MA

Price$1,695,000

Est. Mortgage: $/month

MLS Number 33462

  • Residential
  • Square Feet 1444
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.37

“Best Properties on the Market - Homes on the Massachusetts Coast” (The Week Magazine August 3, 2018)... Wind's Will - Awaken to the sun rising over Nantucket Sound and fall asleep to the water lapping at the shore of Sengekontacket Pond. A pair of 2 bedroom cottages restored to retain their charm and simple carefree style. Summer activities like fishing, clamming, kayaking, paddle boarding and of course swimming and beaching are all at your doorstep and the protected pond is ideal for mooring a boat. With 95' of frontage on Sengekontacket and a private sandy beach, water views from most rooms and an upper viewing deck, this is an offering that shouldn't be missed. A typical day concludes with a fire in the pit beside the water with s'mores and the sun setting over the Pond after a walk through the forest, wetlands, marsh and meadow of the more than 150 acres of walking trails at the nearby Caroline Tuthill Preserve. A true summer camp compound of a time gone by...

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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129 Beach Road # Vineyard Haven MA

Price$1,500,000

Est. Mortgage: $/month

MLS Number 34824

  • Residential
  • Square Feet 2850
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

UNIQUE Residential - Commercial Opportunity! Waterfront - Water Views! Take advantage of the residential and commercial benefits of this waterfront property that offers views of both the Lagoon and Vineyard Haven harbor. You can operate a business and live here as well (or provide staff housing). STRUCTURES include a 4BR/2BA main residence and a separate two-story studio with half-bath and basement workshop. Both structures are tied into the town sewer, affording many options. IN ADDITION, the property has its own beach on the Lagoon from which to launch a kayak or canoe; plus, there's a mooring with up to 3.5' depth (low tide) for a vessel. There is an outdoor shower for use after boating adventures, and an outdoor sauna. THE PROPERTY is divided into two zones. In the waterfront commercial district, boating-related businesses are permitted, including floating docks. A kayak rental business, for example, or any marine-related business is permitted by right. The main residence falls mostly within the waterfront commercial district. However, a portion of the main residence also falls within the Commercial District, and any commercial use is permitted. The front building/studio facing the harbor is fully commercial and any commercial use is permitted. There is ample parking and the property is directly opposite Tisbury Wharf where cruise ships and tall ships arrive. Property is also close to the Steamship Authority embarkation dock. Vineyard Haven town center, the movies, ferry, shopping and more are all close by. Property is being sold AS IS.

Listed by Vineyard Open House Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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