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: 2.96% last updated on Jun 10, 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: 2.96% last updated on Jun 10, 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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14 & 22 Cataumet Avenue Vineyard Haven MA 02568

MLS Number 38212

  • Residential
  • Mls Status Active
  • Bedrooms 11
  • Bathroom 8
  • Acreage 1.55

This magical beachfront estate is located in the heart of the exclusive West Chop community on a double lot with 200 feet of beach dune frontage. There are four classic shingle style structures complimenting the property of which all enjoy enchanting views across the expansive rolling lawns and gardens to the beach and breathtaking sunset views over the Vineyard Sound. There are two, turn of the century, five-bedrooms homes, each with extraordinary character including wrap-around porches and 2nd floor balconies. Additionally, there is a charming 1-bedroom/1-bath guest house with cathedral ceiling living room and fireplace, and a studio building offering a fitness area and sauna. This unique compound, set within mature vegetation offering complete privacy, beautiful gardens and specimen trees is just a short walk to the West Chop Club with Mink Meadows Golf Club and downtown Vineyard Haven just minutes away. This is a very special Vineyard property that must be seen if considering the best waterfront offerings.

Listed by Landvest MV

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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$11,995,000

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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 Green Hollow Road Edgartown MA 02539

Edgartown, MA44 Green Hollow Road

Price$10,900,000

Est. Mortgage: $/month

MLS Number 38325

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 3
  • Acreage 1.14

Edgartown Water Front Opportunity – The Minnow, an existing 1925 vintage “camp” cottage has been re-imagined by the thoughtful eye of esteemed architect, Patrick Ahearn. The following have been approved: 6 bedroom septic and a house/carriage house. The total net SQ FT of the proposed home is 6,230 SF (including the basement at 1,713 SF). The detached guest floor above the garage is 766 net SF. Perfectly sited to enjoy the views of Katama Bay, the property includes a deep water dock and sandy beach. Property and plans are easy to show. The plans and approvals are included with the land listing price of $10,900,000.

Listed by eXp Realty - The Vineyard Life Team

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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$10,150,000

Est. Mortgage: $/month

MLS Number 38206

  • Residential
  • Mls Status Active
  • Bedrooms 8
  • Bathroom 6.5
  • Acreage 0.59

Beautifully sited on a winding, private lane and overlooking pristine North Shore West Chop, conservation trust protected beach, this elegant seaside home flawlessly combines the refined lifestyle of its 1896 origins with a modern style. Meticulously maintained and completely renovated, it is move-in ready for you to enjoy wide, panoramic views of Vineyard Sound and the Elizabeth Islands, dramatic sunsets, natural light, and a fine, sandy beach made for memorable summer days and nights. The house features a first floor that openly flows from an eloquent entrance foyer through dining, living and kitchen areas, and ending up on the most incredible spacious covered porch taking in the magical views of always entertaining boating and fishing activity lawn, gardens, and the Sound. Coastal living has never been easier with its 8 BRs and 6.5 BAs that will make filling this open and airy waterfront home with the happy sounds of summer vacations and family gatherings a breeze. The property is wonderfully landscaped with many specimen trees, nicely framing the lawn and gardens and there is potential to add a swimming pool. Mink Meadows Golf Course and downtown Vineyard Haven are only minutes away. A truly amazing Vineyard property in one of the few remaining N. Shore Martha’s Vineyard private communities!

Listed by Landvest MV

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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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68 North Water Street Edgartown MA 02539

Edgartown, MA68 North Water Street

Price$9,989,000

Est. Mortgage: $/month

MLS Number 35647

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 6
  • Acreage 0.31

An expansive compound in the heart of Edgartown village does not come to the market very often. A stunning renovation by Stern McCafferty Architecture + Interiors has yielded a home that seamlessly blends the old and new, the historic with the contemporary. Light, bright, and with the highest levels of finished detail, the home is filled with details to remind you that you are in one of the most richly historic communities in all of New England. Just look out the front windows and watch the yachts pass between the beautiful waterfront homes and it calls to mind that only a few generations ago it was whaling vessels that dominated the water views and the homes themselves belonged to successful ship’s captains. The 4,100 s.f. main house and 660 s.f. guest house with sweeping lawn, lovely manicured gardens and oversized swimming pool is an oasis in bustling North Water Street with its brick sidewalks, traditional streetlights, and signature Greek Revival homes. Step inside and you enter a sophisticated home with a contemporary sensibility. Sleek modern furniture and furnishings are juxtaposed with traditional architectural details. In keeping with the modern desire for an open plan living there is lots of space for gatherings of friends and family. There are four large bedrooms with three baths – one of which is a master ensuite with office, and on the third level, a large sleeping and play space for younger kids, also with a full bath. The swimming pool is set within the beautiful gardens and is one of the largest pools in the village at 42’ x 18’. At the far end of the property is a charming two-bedroom cottage and garage. A parking court is accessed off a private lane on Morse Street which is large enough to park an abundance of cars. The property is a gem in the crown of historic North Water Street.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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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20 Eliot Avenue Chilmark MA 02535

Chilmark, MA20 Eliot Avenue

Price$8,950,000

Est. Mortgage: $/month

MLS Number 38217

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.6

Surrounded by nature, this is a South Shore waterfront sanctuary. The presence of the peaceful placid pond combined with the power of the ocean and the sound of the waves is part of the special experience of living here. It has a particular sense of privacy and peacefulness. Hidden away on a quiet road of lilacs and summer cottages, the yard is defined by stone walls, lush gardens, natural art objects and several outdoor patios. Just beyond the lawn is a sandy path for easy access to the ocean and pond. The feeling inside the tasteful home is one of understated pleasing ambience. There are three bedroom suites and the ability to create a fourth. Each of the bedrooms has a connection to an outside space, two have pond and ocean views and one bedroom includes a sleeping loft space. The large and open kitchen which was recently renovated has a vaulted ceiling and an expansive dining space. Natural light and views of the pond fill the room and glass doors lead to the outdoor patios. The library with fireplace and a wall of windows to the water also serves as a formal dining room. In the living room, the dramatic height and spectacular views of the ocean and pond give you an expansive sense of water. The views from the adjacent sunroom have an intimacy and this room is currently used as an office and sitting room. The primary bedroom suite has extraordinary panoramic views and is a retreat that includes an open sitting room and fireplace as well as a private balcony and bathroom. The character of this property, its authenticity, vistas and connection to the natural landscape all combine to create a truly unique experience.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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 home on the water that is ready for immediate occupancy! Enjoy spectacular views from 885 square feet of decking and porch overlooking The West Chop Meadow 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! We would like to thank Vineyard Lights for the majority of the pictures and Vineyard Decorating for the staging. EASY TO SHOW!!!!!

Listed by Viewpoints

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$
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$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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

Pending

MLS Number 36535

  • Residential
  • Mls Status Pending
  • Village Katama
  • Bedrooms 4
  • Bathroom 2.5

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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

Pending

MLS Number 37988

  • Residential
  • Mls Status Pending
  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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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14 Myober Lane Edgartown MA 02539

Edgartown, MA14 Myober Lane

Price$4,800,000

Est. Mortgage: $/month

MLS Number 38025

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 1.2

This custom designed waterfront home located on the inlet edge of Sengekontacket offers unobstructed water views from all rooms. Conservation protections and covenants ensure views will remain preserved forever. Launch a kayak from your waterfront property and head to the sandy State Beach for a day of fun and frolic. Lounge on your 180-degree deck to watch swans glide through the serene cove. For a more intimate view, retreat to your Contemplation Pond to perch on your Giverny French bench to await the spectacle of a nightly sunset. At sunset enjoy dinner either on your main level deck or venture further on your property to the farthest knoll for an even more intimate waterfront dining experience. The interior and exterior of this custom house are of the highest grade. This exceptional home features two waterfront primary en suite bedrooms, one with an adjoining waterfront study and two other full water view bedrooms will make this an extraordinary respite in all seasons. All bedrooms have walk-in dedicated closet spaces. Enjoy the expansive ground level waterfront stone patio which leads directly from your waterfront entertainment center replete with marble wet bar with wine cooler. On the main floor walk out to your mahogany and glass deck from kitchen, lounge or living room all with panoramic water views through which waft the cool water breezes of summer. When the chilly seasons come, enjoy the water views while being warmed by the roaring living room fireplace. French doors throughout the home allow for discrete privacy or when open, full entertaining. Truly a house for all seasons! Mature specimen and enhanced landscaping and new hardscaping add to the outdoor entertaining and visual experience Association provided amenities are of little consequence beyond well-maintained tennis courts, as boat storage and launch are provided on property. The attached one car oversized garage allows a place for kayaks, bikes, and a sturdy island vehicle for dune rides and picnicking at South Beach. Enjoy the Martha’s Vineyard experience with a property that has it all!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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 June 15, 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."