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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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: 4.45% last updated on Jan 17, 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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3 East Pasture Road, Aquinnah, MA

Price$3,800,000

Est. Mortgage: $/month

MLS Number 33917

  • Residential
  • Square Feet 2306
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

With +/- 300' of waterfront on Menemsha Pond and endless views of the Sound, Lobsterville beach, Menemsha and much more, this beautifully elevated home is truly a spectacular Aquinnah offering. Set nearly 100' above the pristine shores of the pond, a thoughtfully designed residence awaits with grand open spaces, generously proportioned bedrooms - including two master suites - and jaw-dropping views from nearly every corner of living space. Light pours in through sliding glass doors and oversize windows, and a level of ease is provided by soaring ceilings and a level of understated elegance. Outside the home, abundant lawn, landscape and hardscape gently lead one downhill to the waterfront, where recreational options abound. Swimming, fishing, biking, hiking, boating, and beach-going options from this home are truly sublime. With its own private waterfront options in addition to access to town residents' only beaches such as Philbin, Lobsterville and more, this is the perfect retreat for relaxation on Martha's Vineyard.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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: 4.45% last updated on Jan 17, 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: 4.45% last updated on Jan 17, 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: 4.45% last updated on Jan 17, 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: 4.45% last updated on Jan 17, 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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3 OxCart Road, Aquinnah, MA

Price$2,495,000

Est. Mortgage: $/month

MLS Number 34105

  • Residential
  • Square Feet 1288
  • Bedrooms 2
  • Bathroom 2
  • Acreage 1.7275

Private, comfortable and serene describes this safely situated beach home on Aquinnah's north shore overlooking Dogfish Bar. Just steps away from an expansive, sandy beach from which to enjoy all forms of aquatic recreation, this year-round home is move-in ready affording lots of natural light, A/C, and hardwoods throughout. The abutting deep parcels to the east and west are un-buildable that will forever guarantee and protect the outstanding panoramic views from Menemsha and across the Vineyard Sound. Truly a very unique and special offering.

Listed by Coldwell Banker Landmarks

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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21 Ice Pond Lane, Oak Bluffs, MA

Price$2,400,000

Est. Mortgage: $/month

MLS Number 34503

  • Residential
  • Square Feet 2950
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 1

FARM NECK - This 3.74-acre property is part of the Farm Neck community and is being sold with a full stock membership which confers all the benefits of this Island institution. The 4-bedroom house is set overlooking Fresh Pond and has charming water views. Set a distance away through mature landscape there is a one-bedroom apartment above a 2-car garage. The property is extremely private and abuts 73 acres of conservation land to the east, west and north. To the south - literally at the bottom of the 250-ft backyard - is Fresh Pond. In addition to having access to boating in Fresh Pond, Sengekontacket Pond is a short distance away and Farm Neck stockholders may moor a boat there.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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 33187

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

It's all about the beach, stunning sunrises, epic sunsets and the sound of the waves lapping on the shore. Live the Island life in this classic style summer house perched waterfront between Lake Tashmoo and Vineyard Sound. Kayaking, paddle boarding sailing just steps away. Designed for casual vacation living, it's a perfect summer home for generations to come.

Listed by Conroy & Company R.E., Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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: 4.45% last updated on Jan 17, 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: 4.45% last updated on Jan 17, 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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