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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8 Tuthill Lane and 27 Braleys Way Edgartown MA 02539

MLS Number 36831

  • Residential
  • Mls Status Active
  • Village Downtown
  • Bedrooms 9
  • Bathroom 10

This incredibly private waterfront compound, uniquely located just minutes from historic Downtown Edgartown, is being offered for the first time in more than 30 years. This classic Martha’s Vineyard retreat offers it all: a private sandy beach, boat access, more than 10,000-sq. ft. of living space in two homes, pool, barn, and endless sunsets. This unique combination would typically only be found in remote locations up island, yet here you can feel completely out of town while being a short stroll or bike ride into Edgartown and all it has to offer. Sited on three meticulously landscaped acres overlooking Eel Pond and Edgartown Harbor, nearly every room from the five-bedroom main house and four-bedroom guest house enjoys unobstructed water views. A sophisticated yet comfortable setting, this Island compound offers unmatched privacy. The main residence features multiple living areas and a restful primary bedroom suite with sun deck, spacious bathroom and a private office with fireplace. Other features include a gourmet kitchen with sitting area, home office, study, pool room, four guest bedroom suites, and an oversized screened porch, perfect for summer entertaining. The guest house is equally inviting and offers welcoming living and dining area, a screened porch, family room, playful bunkroom, two additional guest bedrooms, oversized primary bedroom suite with private deck, and a three-car garage. The gunite pool and spa provide panoramic water views are surrounded by a bluestone patio, classic stonewalls, and lush plantings of colorful roses and hydrangeas. The expansive lawn leads to the water's edge on Eel pond where you can enjoy easy access to Edgartown Harbor and beyond from your private beach where the owners can keep a boat. This desirable private waterfrontage allows you to spend summers clamming, kayaking, paddle boarding, swimming and boating. A truly remarkable Island escape in Edgartown that epitomizes the best of Martha’s Vineyard in one of its most coveted locations.

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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103 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA103 Main Street

Price$13,500,000

Est. Mortgage: $/month

MLS Number 37110

  • Residential
  • Mls Status Active
  • Village West Chop
  • Bedrooms 5
  • Bathroom 5

A luxurious in-town, waterfront estate overlooking Vineyard Haven Harbor - The Vineyard has always been the place to go for rest and relaxation; it is an oasis of beauty and tranquility in a vintage seaside setting. 103 Main Street offers an exquisitely designed home nestled on 1.7 acres with expansive views of the boats coming and going and yet it is right in the Village just steps from boutiques and coffee shops, restaurants and theaters. This shingle style coastal New England home, designed by respected architect Patrick Ahearn, has 6,500 sf of living space and is warm and friendly with space to accommodate everyone. The terraced pool and abundance of casual outdoor living space is private but takes full advantage of the spectacular setting. A must see!

Listed by Sandpiper Realty

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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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8 Jethro Lane Chilmark MA 02535

Chilmark, MA8 Jethro Lane

Price$13,000,000

Est. Mortgage: $/month

MLS Number 35593

  • Residential
  • Mls Status Active
  • Village North
  • Bedrooms 7
  • Bathroom 6.5

Stunning Chilmark north shore 4 acre waterfront paradise with wonderful sunsets and unique privacy nestled between a large wooded hill and a 200 acre private estate. The 5 bedroom 4 1/2 bath TWO kitchen main house and 2 bedroom (with 2 dormers) 2 bath guest house enjoy dramatic views of the Elizabeth Islands from the Gay Head Lighthouse to Woods Hole from every room. The property is beautifully manicured with an enchanting contour stretching to the bluff overlooking a dreamy private cove and sandy beach. Four cleared acres are very rare on the heavily wooded north shore. Waterfront values on the rugged, elevated and protected Vineyard north shore are attracting more interest after Hurricane Sandy damaged the low elevation fragile south shore NY, NJ and New England coast line. The property is in the highly desirable 335 acre Spring Point community with 38 home sites with 135 acres of common land, 3/4 mile of private beach, 2 tennis courts and endless dirt roads and trails.

Listed by Tea Lane Associates

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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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44 Forest Road West Tisbury MA 02575

West Tisbury, MA44 Forest Road

Price$12,800,000

Est. Mortgage: $/month

MLS Number 34815

  • Residential
  • Mls Status Active
  • Village Lambert's Cove
  • Bedrooms 6
  • Bathroom 4

Quintessential Seven Gates waterfront compound. Outstanding Martha’s Vineyard retreat. Stunning views and immediate sandy beachfront. The property features a main residence and barn designed and built by South Mountain Company. Immaculately kept, the structures are virtually turn-key. The interiors offer rich details, displaying highest level craftsmanship, and elegant design, perfect for seaside relaxation. Views of the Sound and Elizabeth Islands are readily available from nearly every room, including from the guest suite above the barn. Just off the main house is an inviting pool area, complete with bluestone patio, extensive stone walls and hardscape, and separate hot-tub area. The property is set within one of the most incomparable private areas of the Island. Seven Gates Farm has a rich history, and comprises approximately 1600 acres. In addition to generous private lot sizes, nearly 1000 common acres are held in permanent conservation with The Trustees of Reservations. Many gorgeous open fields, woodlands, ponds and private trails abound. Properties in the farm enjoy access to miles of private beach, two piers and two tennis courts. This is a coveted opportunity to reside within a timeless community, originally a collection of large farms, that has been deeply focused on preservation and stewardship since the late 1800’s when the Head of Geology for Harvard University first developed his vision for Seven Gates Farm as a ‘civil wilderness’ that should be enjoyed, cherished and protected. Note: 2% fee to Seven Gates Farm in addition to purchase price and Land Bank. See below for additional details.

Listed by Compass

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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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1153 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA1153 Main Street

Price$9,999,500

Est. Mortgage: $/month

MLS Number 33954

  • Residential
  • Mls Status Active
  • Village West Chop
  • Bedrooms 8
  • Bathroom 6.5

Located on a winding private road, this original 1896 West Chop waterfront home was completely renovated to exacting standards in 1992. With 8 bedrooms and 6 and a half bathrooms, and a classical layout with formal and informal areas in which to relax and pass the time, this home encompasses all that this desirable location provides for family gatherings and summer memories at West Chop. A stately front entrance leads to the formal living room with adjoining separate sitting room, with fireplace, that opens to the expansive water facing porch providing active views of the Vineyard Sound and additional entertaining space to while away a lazy summer afternoon. The home offers an exceptional combination of elegant charm and modern amenities including the large gourmet kitchen breakfast room, with Wolf and Sub Zero appliances, bespoke cabinetry and a butler’s pantry that leads through to the formal dining room. The staircase leads to a large primary bedroom suite with a full bath, office and balcony overlooking the water. Three further bedrooms and 2 additional bathrooms occupy the remainder of the second floor with 4 further bedrooms and 3 baths on the third floor. The huge walk out basement was created during the renovation, and could be finished to create living space for a wine cellar, family room or gym. The home was fully air conditioned in 2019 and there is potential to add a pool. Directly in front of the property is a beautiful private conservation trust protected beach ideal for sunning, swimming, tide rides to the dock, kayaking, fishing and of course breathtaking water views and dreamy sunsets. This is a rare opportunity to buy in the heart of West Chop. Privately located, yet close to Mink Meadows Golf, the Vineyard Haven Yacht Club and conveniently close to ferry service, hospital and town center restaurants and shops. West Chop is a unique Vineyard community where families have enjoyed the fellowship of friends and neighbors for generations. See further description under "Comments/Directions" for the benefits of being part of the West Chop community in this special North Shore setting.

Listed by Tea Lane Associates

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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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93 Edgartown Bay Road Edgartown MA 02539

Edgartown, MA93 Edgartown Bay Road

Price$6,795,000

Est. Mortgage: $/month

Pending

MLS Number 36994

  • Residential
  • Mls Status Pending
  • Village Katama
  • Bedrooms 4
  • Bathroom 4.5

Waterfront home located on Edgartown Bay Road, one of Martha’s Vineyard’s most desirable streets. This four-bedroom, four-and-a half bath Katama Bay property boasts an open floor plan that offers spectacular natural light and flows seamlessly. The first floor features a large family room overlooking Katama Bay and the Atlantic Ocean. The renovated chef's kitchen opens to the family room, dining room, and den. The first floor also features a living room with a stone fireplace, an office, and two bathrooms. One will find four oversized bedrooms upstairs. The master bedroom offers a huge walk-in closet, full bathroom, and a private deck viewing Chappaquiddick Island, Katama Bay, and the Atlantic. The guest suite offers beautiful views of Norton Point, and an en-suite bedroom and an additional bedroom oversees the expansive lawn and gardens. Outdoors one will find an inviting front porch, well-manicured lawns, and a private path to Katama Bay. This property needs to be experienced.

Listed by Keller Williams Realty

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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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733 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA733 Main Street

Price$5,750,000

Est. Mortgage: $/month

MLS Number 37140

  • Residential
  • Mls Status Active
  • Village West Chop
  • Bedrooms 4
  • Bathroom 3.5

VIEWS! VIEWS! VIEWS! Start 2021 off right with this lovely turnkey home on the water that is ready for immediate occupancy! Enjoy spectacular views from 885 square feet of decking and porch overlooking Sheriff's Meadows and the Vineyard Sound. What could be better than living space and dining outside on a pristine deck. With 120 feet of private beach, you will not find better swimming and boat activity on the island. All your amenities are here including a great outside shower, built in grill area with piped propane, mudroom to wash off the sand, and countless spaces outside to read a good book or to dine! First floor master suite with fantastic sunrises and sweeping water views. Combination kitchen and dining, inside or out, plus a living room viewing a 42 foot long deck with the Sound beyond. Upstairs, another master suite with picturesque Sheriff Meadow views, and a porch to enjoy early morning sunrises and coffee. Another 2 bedrooms and full bath plus a sitting area round out the spectacular 2nd floor. This house is ready for the discriminating buyer looking for that move-in ready home, furniture to be negotiated separately. This ideal location is near the 83 acre West Chop Woods, Mink Meadows Golf Club, the West Chop Club, and the Vineyard Haven Yacht Club. Rarely is there a waterfront in this area with such dramatic views and a total renovation. Don't miss your opportunity to have your own slice of paradise anytime you want to escape to the Vineyard or year-round living! Please call listing office for floor plans and renderings from Squash Meadow. Please view listing sheet for landscaping plans! Easy to show!

Listed by Viewpoints

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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 Crackatuxet Cove Road Edgartown MA 02539

Edgartown, MA26 Crackatuxet Cove Road

Price$5,450,000

Est. Mortgage: $/month

Active With Contract

MLS Number 36535

  • Residential
  • Village Katama
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 3.95

The 4-acre waterfront property, with a wonderful 4-bedroom home, is located in the exclusive Herring Creek Farm Association. Herring Creek Farm is one of the island’s most desirable addresses offering 215 acres of majestic land, most of which is under conservation restrictions in perpetuity. This beautiful setting is discovered by a winding drive that leads through open fields, stables and grazing farm animals. The farm is limited to only a few lucky residences and comes with rare direct access to some 1,500 sq. ft. of private and pristine Atlantic beachfront. The 1990’s home is winterized and was constructed utilizing bio-climatic design principles and is in great condition. It offers an abundance of light with its cathedral ceilings and expansive decks which offer stunning views of the ocean and open farmlands. The land stretches to the pond’s edge offering boating access as well. This incredibly unique offering is special as it exists or will lend itself towards creating the next amazing family compound with all of the above amenities. It is located in the best area of Katama with less than a 10-minute drive to downtown Edgartown.

Listed by Landvest MV

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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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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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66 Tisbury Lane West West Tisbury MA 02575

West Tisbury, MA66 Tisbury Lane West

Price$5,250,000

Est. Mortgage: $/month

MLS Number 37988

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 5
  • Acreage 5.4

The Hayward Homestead circa 1803 is an authentic New England Federal style Cape with classic Greek and Roman designs and 21st Century comfort and convenience. Located in the private 1,700 acre Seven Gates Farm north shore waterfront community with 1,100 acres of common land, 2+ miles of lovely private beach and only 45 homeowners, the Homestead was disassembled from its historic site in Bridgewater, MA and reassembled in 2002 - 2005 under the watchful eye of Ben Clark, the esteemed Martha's Vineyard builder of historic structures. In Bridgewater, it enjoyed special recognition by the Massachusetts Historic Commission. The Homestead was expanded significantly from its original size with similar period features and details. It abuts 360 acres of conservation land without a neighbor in view and enjoys a 60 ft salt water pool with a stunning Gazebo and stone pool house, an antique garage and a barn circa 1803 with stalls from the iconic Lexington, Kentucky horse breeding Calumet Farms. Character, charm, spacious rooms, high ceilings and perfect move-in condition create an entrancing bridge from centuries past to generations ahead.(SEE "DOCUMENTS" FOR THE HISTORY OF THE HAYWARD HOMESTEAD, BARN, GARAGE AND GAZEBO WITH FULL DETAILS AND PHOTOS OF THE PLANNING, SITING, DESIGN, QUALITY AND CONTRUCTION) 2% BUYER FEE to Seven Gates Farm in addition to other costs.

Listed by Tea Lane Associates

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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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12 Trapps Pond Road Edgartown MA 02539

Edgartown, MA12 Trapps Pond Road

Price$2,950,000

Est. Mortgage: $/month

Pending

MLS Number 33503

  • Residential
  • Mls Status Pending
  • Village Sengy
  • Bedrooms 4
  • Bathroom 2

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 and has been approved by the planning board of Edgartown (see subdivision plan in documents). 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

$
$
%
$/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."