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.

Register with us to save your favorite Martha's Vineyard real estate listings and receive notification when similar properties become available.

104 and 111 Old Herring Creek Road West Tisbury MA 02575

MLS Number 39574

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 5.5
  • Acreage 9.49

Private waterfront estate comprised of two parcels in the prestigious North Shore neighborhood. This beautiful compound is spread over 9.5 acres of pristine land and includes over 600 feet of private Vineyard Sound beach.  The elegantly refurbished beach house has all the modern conveniences and features spectacular water views from almost every room.  There is a breakfast eating area off the gourmet kitchen which is adjacent to the porch allowing you to eat with the feeling of being outdoors. The primary ensuite bedroom features your own private deck overlooking the ocean giving you the luxury of enjoying a cup of coffee while watching the sunset.  Additional guest bedrooms include immaculate views throughout. This unique retreat includes a guest cottage on a second separate waterfront lot. The guest cottage includes a roof deck overlooking the property, Vineyard Sound and the Elizabeth Islands. Enjoy a magical walk from both homes to your own private beach.  The residences and grounds offer one of the most stunning private compounds on Martha's Vineyard.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

104 Old Herring Creek Road West Tisbury MA 02575

MLS Number 39788

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 4.5
  • Acreage 5.3

Private waterfront estate in the prestigious North Shore neighborhood. This beautiful compound is spread over 5.3 acres of pristine land and includes over 425 square feet of private Vineyard Sound beach. The elegantly refurbished beach house has all the modern conveniences and features spectacular water views from almost every room. There is a breakfast eating area off the gourmet kitchen which is adjacent to the porch allowing you to eat with the feeling of being outdoors. The primary ensuite bedroom features your own private deck overlooking the ocean giving you the luxury of enjoying a cup of coffee while watching the sunset. Additional guest bedrooms include immaculate views throughout. Enjoy a magical walk from both homes to your own private beach. The residence and grounds offer one of the most stunning private locations on Martha's Vineyard. Adjacent parcel at 111 Old Herring Creek Road also available for purchase.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1115 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA1115 Main Street

Price$11,950,000

Est. Mortgage: $/month

MLS Number 39443

  • Residential
  • Mls Status Active
  • Bedrooms 11
  • Bathroom 8.5
  • Acreage 0.3145

Step back in time as you explore the old-world charm of this West Chop waterfront grande dame overlooking Vineyard Sound, the Elizabeth Islands, and Woods Hole. Built in 1893 and meticulously maintained and updated over the past century, the much-loved 7,026-sf Victorian home includes many original hand-crafted architectural details. The expansive great room with exposed beams and windows on three sides offers panoramic water views with truly magnificent sunsets, and the adjacent reading room faces a cozy wood-burning fireplace with a door to the covered porch. Flooded with morning light, the kitchen – convenient to the entry mudroom and butler’s pantry/laundry room – features a six-burner Wolf stove, soapstone counters, and sunny breakfast area. Each of the three floors includes a spacious main bedroom with an en-suite bath and expansive water views, for a total of three primary bedroom suites. The fully renovated basement addition – with an underground hallway and door leading to the beach path – also includes two bedrooms, totaling eleven throughout the house. Two bedrooms have fireplaces, and custom built-ins provide plenty of storage. Outside, beautifully crafted stone walls, a south-facing stone terrace, and mature perennial landscaping create a tranquil seaside retreat on .31 acres, with convenient proximity to the West Chop Club and Mink Meadows Golf Club. There’s no shortage of nearby things to do, from tennis and golf to swimming and sailing, but perhaps this property’s greatest appeal is its sense of timelessness, the charm and allure of a bygone era. With only a handful of owners over the generations, now is the rare opportunity to make summers at “Pierside” a part of your family’s history. *Stone Pagoda not included in sale of property*

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

78 Bartimus Luce Road West Tisbury MA 02575

West Tisbury, MA78 Bartimus Luce Road

Price$11,900,000

Est. Mortgage: $/month

MLS Number 39567

  • MultiFamily
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 6.6

Panoramic views and spectacular sunsets await at the Bartimus Luce Estate. Situated between Upper Makonikey and Lambert’s Cove this idyllic family property dates to the 1600’s when it was first settled and farmed. The compound is set on a wooded bluff overlooking the Vineyard Sound and Elizabeth Islands. Quietly tucked away at the end of a private road, three dwellings comprise the 6.6-acre property. The main house and guest house are connected by a large deck. The one level main house is comprised of 2 bedrooms and 2.5 baths, spacious living room and dining nook. The guest house has 2 bedrooms, 1 bath, living room and kitchenette. Attached to the guest house is a two-car garage and workshop. Nestled close by is a simple and quaint one bedroom cottage. All the homes enjoy majestic views. The best is yet to come when you wander down the path to your own private beach. Over 675 feet of pristine shoreline is all yours to enjoy. This is what the Vineyard is all about- fishing, swimming, glorious sunsets and time with family and friends. Truly an exceptional property and all within 10 minutes of Vineyard Haven.

Listed by Donnelly + Co

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

1005 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA1005 Main Street

Price$11,600,000

Est. Mortgage: $/month

MLS Number 38460

  • Residential
  • Mls Status Active
  • Bedrooms 9
  • Bathroom 7
  • Acreage 0.8333

AUCTION: Bid July 7-14. Previously Offered for $11.6M. $8.5M Reserve. Showings Daily 1-4PM & by Appointment. At the northernmost tip of Martha’s Vineyard sits one of the prestigious region’s most beautiful homes. Spectacular 270-degree ocean views await, completely unobstructed thanks to its ideal location. The estate is a feast for the eyes itself: a sweeshinglesping 5,050 square foot escape of traditional and countless windows, most framing the endless Atlantic beyond. Elegant and spacious without sacrificing any of its unique character, it presents the perfect venue for entertaining both indoors and out. An incredible painted deck, positioned between the house itself and the private beach below, gives the incomparable impression of total privacy with a maximized oceanfront view. Verdant landscaping extends the pocket of paradise to the entire 0.83-acre parcel. Start each morning in the bright and airy kitchen, by the generous island or in the cozy breakfast nook. Wander the length of the pristine beach below as the waves play against sand and stone. Enjoy an alfresco lunch, made seamless by the outdoor dining area with its unbeatable views. Come sundown, find a front-row seat to a vibrant show as the sun paints the horizon with its golden glow. Welcome to true coastal paradise! Call Concierge Auctions at 702.956.7875 or visit ConciergeAuctions.com for details.

Listed by Rovi Homes

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

111 Old Herring Creek Road West Tisbury MA 02575

MLS Number 39791

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 1
  • Acreage 4.3

Private waterfront Beach Cottage in the prestigious North Shore neighborhood. Spread over 4.3 acres of land and includes over 160 feet of private Vineyard Sound beach. This unique guest cottage includes a roof deck overlooking the property, Vineyard Sound and the Elizabeth Islands. Enjoy a magical walk from your home to your own private beach. The residence and grounds offer one of the most private locations on Martha's Vineyard. Adjacent parcel at 104 Old Herring Creek Road is also available for purchase.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

103 Edgartown Bay Road Edgartown MA 02539

Edgartown, MA103 Edgartown Bay Road

Price$6,500,000

Est. Mortgage: $/month

Open House

MLS Number 39571

  • Residential
  • Next Open House: Wed 06/29 5:00 pm. to 7:00 pm.
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3

Waterfront on Katama Bay – Enjoy 180-degree waterviews of Katama Bay with a panorama that includes the Katama Bay in the foreground and a backdrop of South Beach and the Atlantic Ocean. The classic lines of this house and sweeping front lawn are a fine introduction to the property as you turn into the driveway from Edgartown Bay Road. Inside the home, you will find an open concept design with a living, dining, and kitchen area that is light and bright thanks to the “big sky, big water” exposure. There are 3 levels to enjoy with 4 bedrooms, 3 full bathrooms, and family room. Almost every space in the house boasts spectacular water views. From the lawn in back you can traverse the wooden boardwalk to your own private sandy beach. This is the ideal place to launch your kayak or paddleboard and set off for adventures on Katama Bay - or just take a shortcut to South Beach. The house also has a spacious 2-car garage. This distinguished address on the Edgartown Bay Road is ready to welcome you for the summer of 2022.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

41 Naushon Road West Tisbury MA 02575

West Tisbury, MA41 Naushon Road

Price$5,495,000

Est. Mortgage: $/month

MLS Number 39352

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 6.5
  • Acreage 1.5

Spectacular waterfront home perfectly set in Upper Makonikey along West Tisbury’s north shore. Perched with immediate, jaw-dropping views of Vineyard Sound, sailboats, ferries and more, this sprawling 6 bedroom home offers quintessential seaside living with unique flair. The main living room, set just below the home’s entrance, is dramatic and perfect for entertaining. And, all bedrooms are private with en suite bathrooms. Fully incorporated into the floor plan is a regulation squash court with triple height ceiling - a rare amenity for racquet enthusiasts. The original part of the house offers the most dramatic views on the property, with a rare footprint that juts out close to the 200’ of private waterfront and the bank above. Keep as is (with excellent rental potential) or use your creativity to renovate in a prime site for redevelopment. This location affords privacy and views, within just a short drive of downtown Vineyard Haven. Ownership in Upper Makonikey provides multiple additional options for beach access. A true waterfront gem on Martha’s Vineyard, this property is ready for its next owner to cherish.

Listed by Compass | MV Team

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

733 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA733 Main Street

Price$5,195,000

Est. Mortgage: $/month

Pending

MLS Number 39419

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.911

Brand-New West Chop Waterfront-Sweeping water views, spectacular sunrises, and a private 143-foot sandy beach anchor this brand-new waterfront home overlooking Vineyard Haven harbor, the East Chop lighthouse, and Nantucket Sound in the distance. Exquisitely finished and move-in ready, this four-bedroom, three-and-a-half bath home with gourmet kitchen features nearly 900 SF of water view outdoor living space with expansive covered porches on the main floor and upstairs. An airy, light-filled open floor plan allows for relaxed ease of movement between the spacious entryway, living room, and kitchen and dining areas, with amenities galore. Enjoy state-of-the-art kitchen appliances, including a wine fridge and pebble ice maker, mudroom/laundry room with its own entrance, sunny outdoor shower and changing area, a built-in propane grill, and plenty of storage areas. Built to current FEMA safety standards, its elevated position dramatically enhances the views and offers ample storage space on the ground level for kayaks, bikes, surfboards, and fishing gear. Two waterview master bedrooms – one on the first floor and another upstairs – include en-suite marble-tiled bathrooms and double closets. Another upstairs bedroom features a beautiful view of the outer harbor, and a fourth bedroom accommodates bunk beds for four. Centering the upstairs bedrooms and full bath is an open sitting area with a wall of French doors offering access to a covered porch overlooking the water, sandy beach, and nearby West Chop Meadow. With its elegant and serene décor, central air conditioning, and furnishings by Vineyard Decorators – available for purchase separately –this 2,581-SF house on .9 acres is ready for immediate occupancy. The private sandy swimming beach with its calm, clear waters and the spectacular water views are clearly the star attraction, but the thoughtful attention to design, details, and craftsmanship make this house a place you will appreciate for its easy living and low maintenance for years to come. The location is superb – close to downtown, Vineyard Haven Yacht Club, Mink Meadows Golf Club, West Chop Club, the 83-acre West Chop Woods nature preserve, and the iconic 1891 West Chop lighthouse. Sailing, tennis, walking and running trails, biking, swimming, fishing, children’s activities, and more are close at hand. Contact listing agent for house plans and details about club memberships. Enjoy the perfect Vineyard summer from your sparkling new, waterfront aerie!

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

1 Mariners View Lane Aquinnah MA 02535

Aquinnah, MA1 Mariners View Lane

Price$4,995,000

Est. Mortgage: $/month

MLS Number 39641

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 8.2

One of the largest properties for sale in Aquinnah with a waterfront home and private beach on 8 plus acres. This charming house offers privacy and magnificent views of the Vineyard Sound and the Elizabeth Islands. The well-built family home is a classic Colonial Salt Box from the front and all-glass in the back, offering endless views of the water. There are four existing bedrooms with the ability to add a fifth. The first floor offers a spacious entry way, a large open living/dining room, primary bedroom suite, laundry room and kitchen. On the second floor are three bedrooms, shared bath and a room which can act as a bedroom or home office. Walk outside to a wrap-around water view deck and outside shower. Step down to the heated swimming pool and follow the path to the private beach. An easy walk to the Lighthouse and Philbin beach. The property is just a short drive to Menemsha Pond for sailing, fishing, kayaking, and swimming. Current engineering suggests that a second water view home is possible onsite and the soil testing allows for an additional septic system. This is a great opportunity to create a compound on Lighthouse Road so conveniently located to the restaurants and beaches. This is a magical location on which to either build your new home or add your own touches to the existing house. This is a unique opportunity which can provide many options with potential for a second water-view home.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

53 Wequobsque Road Chilmark MA 02535

Chilmark, MA53 Wequobsque Road

Price$4,900,000

Est. Mortgage: $/month

MLS Number 39258

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 6.4

This magnificent waterfront home sited on 6.4 acres sits atop the dramatic Wequobsque cliffs. On Chilmark's coveted South Shore, this home boasts ownership of over 350 feet of private beach with access from your staircase in the backyard. The home has a 5-bedroom and 4-bath wing. Attached by a screened-in porch, is the large gathering kitchen with ceiling beams, tall columns and an open, airy design. Enjoy meals in the dining area with ocean views. Dine on the large outdoor deck facing the Ocean. On the west side of the property sits the barn with a half bath and a loft that can be used as an office or extra sleeping area. There is a wet bar, ping-pong table, large screen TV and sofa. There's space to install a wood stove. The home has a new full basement and HVAC system. A very large one car garage below the barn completes the property. This is your opportunity to own your dream home on the waterfront on Chilmark's South Shore.

Listed by Grace Hagerty Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

87 Bellevue Avenue & 0 Howard Street Vineyard Haven MA 02568
Active With Contract

MLS Number 39481

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Acreage 2.96

Sited on a bluff with expansive views overlooking the beautiful Lagoon Pond is this uniquely classic Victorian style cottage. The property is comprised of 2 adjacent parcels totaling 3 acres, a beautiful landscaped lawn, lush gardens, and mature plantings. Also featured is 270 feet of beachfront on Lagoon Pond. Built in the 1870's, this extraordinary home was once a part of the Innisfall Inn, which was a summer resort for actors, opera singers, and musicians. With many renovations and updates over the years, the original Victorian details have been thoughtfully preserved and the details of the new construction have been carefully matched. There is a charming detached bedroom/guest cottage, complete with water views, that has an attached storage shed. The location of the property affords one to easily access downtown Vineyard Haven by foot, bike, or boat . The private 270 waterfront beach is perfect for sailing, swimming, kayaking, paddling, etc. The property upon which the house is located is 1.57 acres, with a 5 bedroom septic system. The adjacent parcel is 1.39 acres, and has a 4 bedroom septic system installed to facilitate the permitting of a second home. Many options exist for this truly "one of a kind" property.

Listed by Match Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

"Based on information submitted to MA_LINKMV as of June 28, 2022 . 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."