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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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

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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.

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17 Boldwater Road Edgartown MA 02539

Edgartown, MA17 Boldwater Road

Price$14,900,000

Est. Mortgage: $/month

MLS Number 38502

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 6.5
  • Acreage 8.1

One of the better water front locations in the Bold Water association. Enhanced by a newly and completely renovated Post and Beam home by one of the islands most sought after designer architects. This is a compound, including, full guest house, Pool, Beautiful grounds, detached garage and game area. The appeal of this unique property is to be seen. Although perfectly suitable , year round, it was designed with a light and airy summer feeling. The frontage on the Great Pond is very suitable for boating, both power and sail ; very easy deeded access to one of the most spectacular beaches on the entire south shore barrier. And, private to Bold Water Association.

Listed by Metes & Bounds

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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.

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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 8
  • 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: 5.25% last updated on May 19, 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.

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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

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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.

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1153 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA1153 Main Street

Price$9,500,000

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: 5.25% last updated on May 19, 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.

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13 Boldwater Road Edgartown MA 02539

Edgartown, MA13 Boldwater Road

Price$9,495,000

Est. Mortgage: $/month

MLS Number 38730

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 5.5
  • Acreage 5.4

A truly exceptional waterfront home on Jane's Cove in the distinguished Boldwater neighborhood on Martha's Vineyard. This beautiful compound is spread over 5+ acres of pristine land and includes a sprawling 5 bedroom/5 bathroom main house and 2 bedroom guest suite with views of the pond from almost every room. A winding drive leads from the road to the main residence. The recently renovated main house features a generous first floor plan, detailed woodwork, modern finishes, and splashes of color throughout. This home was clearly designed to take full advantage of its beautiful surroundings. The first floor contains, a large living room and a family room each with a fireplace, a dining room, gourmet kitchen, and a beautiful screened in porch. This home features a bedroom suite on the first floor and a primary bedroom suite on the second floor with water views off the private balcony. Three additional guest bedrooms complete the second floor. The property offers a separate guest quarters located above the spacious 3-car garage featuring two bedrooms, tile bath, kitchenette and a sun-filled living room that opens to a welcoming deck overlooking the pond. A path meanders down to the water’s edge where you can enjoy kayaking, paddling and boating. The Boldwater Association offers tennis, private boat landing and a South Shore sandy beach. This is a rare opportunity to call a serene piece of Martha’s Vineyard “home.”

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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.

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76 Menemsha Inn Road Chilmark MA 02535

Chilmark, MA76 Menemsha Inn Road

Price$8,900,000

Est. Mortgage: $/month

Pending

MLS Number 39240

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 4
  • Acreage 1.1

WATER VIEW, WATERFRONT, PRIVATE BEACH- nestled above the north shore with spectacular views of the Gay Head Lighthouse, Vineyard Sound, and the Elizabeth Islands. Walk down to your private beach and go for a morning swim, kayak, or paddleboard. Privacy abounds with this spectacular new home, finished in 2021 was designed by Hutker Architects. The masterful quality craftsmanship by Serpa Construction does not disappoint. Engineered to make this home safe and durable for decades to come. Thoughtfully designed with three bedrooms, two primary suites in the main living level, and one lower level bedroom, all with breathtaking oceanfront views. Throughout the house are three full and two-half bathrooms. A comfortable office or den on also on the main level. This contemporary coastal home is move-in ready and is designed inside and out to enjoy everything about life on the Island. The main level enjoys spanning views with an open concept, including a fully equipped modern kitchen. The state-of-the-art STUV fireplace works as a standard fireplace or for chillier evenings it can be operated as a woodstove. The home is a Smart home wired with LED fixtures and a Sonos system throughout, set up to be voice-activated for ease. Walk down to the beach alongside a babbling freshwater stream. Cross the footbridge to a beautiful grassy knoll that sits high above the beach overlooking the Elizabeth Islands. After a late afternoon swim, head up to the top deck for a sunset with a six-person Hotspring hot tub.

Listed by Compass | Point B

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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.

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81 Oyster Pond Road Edgartown MA 02539

Edgartown, MA81 Oyster Pond Road

Price$8,750,000

Est. Mortgage: $/month

MLS Number 38572

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 3

Private Oyster Pond waterfront residence on 3-acres with a private dock, manicured lawn, and beautiful gardens. This contemporary 5 bedroom, 4.5 bath home boasts a unique design flooded with natural light. Incredible views of Oyster Pond can be enjoyed from the gourmet kitchen and the spacious living room featuring cathedral ceilings with exposed beams and a stone fireplace. The dining area offers access to the spacious mahogany sundeck overlooking the private heated pool and gardens. The first-floor primary bedroom includes a home office and views of Oyster Pond. The guest bedrooms and baths are on the lower level with private access to the pool area. The mudroom entryway provides convenient access to the two-car garage. Located above the garage is a guest apartment with an elegant kitchen and spacious living room both offering privacy and incredible views. The expansive lawn stretches to the edge of Oyster Pond where you can enjoy clamming, kayaking, paddle boarding, swimming, and boating from your private dock. The residents of Oyster Pond enjoy access to the Pond and a sandy Atlantic Ocean. A truly special Martha’s Vineyard escape in one of the Island's most coveted locations.

Listed by Wallace & Co. Sotheby's

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%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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.

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48 Forest Road SGF Site 37 West Tisbury MA 02575

MLS Number 39028

  • Residential
  • Mls Status Active
  • Bedrooms 8
  • Bathroom 4
  • Acreage 6.1

Seven Gates Farm waterfront and rare opportunities are synonyms. This coveted community offers nearly 2,000 acres of the Island's most beautiful, dramatic conservation land including two miles of walkable beach, two docks, two tennis courts and extensive trails. The Revere waterfront home, an originally circa 1932 build and owned by The Homans’, was purposely aimed for sentimental reasons toward Tarpaulin Cove. Some of the lumber used for the build was reportedly sailed to the site from Maine, possibly because Edith Homans’ family summered in N.E. Harbor, Maine. Her brother-in-law, Roger Griswold was the architect who designed the eight bedroom, four bathroom 4,800 square foot home nestled into the gentle slope of this 6.1 acre parcel. The u-shaped dwelling with inner courtyard provides inviting picturesque views of a lower pond and Vineyard Sound. The Revere matriarch purchased the home in 1955 and then in 1956 winterized, modernized the interior and had a garage built. This long standing home with history is eagerly awaiting a new owner to begin this home's next chapter.

Listed by Donnelly + Co

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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.

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6 Swan Neck Road Edgartown MA 02539

Edgartown, MA6 Swan Neck Road

Price$8,250,000

Est. Mortgage: $/month

MLS Number 38819

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 5.5
  • Acreage 6.8

NEW CONSTRUCTION - WATERFRONT ON EDGARTOWN GREAT POND. Your 5,000 sq ft luxury home with pool on 6.8 acres will be complete in the Summer of 2022. In addition to the 5 1/2-bath home there is a pool house and detached barn garage with brick floor and shiplap ceiling that can also be used as a gym, art studio, or party room. To view a stunning video rendering of the property, paste this URL into your browser: https://vimeo.com/662751355 Your new home enjoys waterviews and a boardwalk down to the water's edge. You can access the white sands of the Atlantic Ocean directly from your property, where over 550 ft of private shoreline allows you to keep kayaks, paddleboards, sailboats, and motorboats. From your private waterfront you can venture forth to the Atlantic Ocean beach, explore Edgartown Great Pond, or just sit by the water’s edge and listen to the roaring surf in the distance as you watch the swans glide by. The plans for 6 Swan Neck Road provide the vision for an elegant home in keeping with its setting in one of Edgartown's most desirable neighborhoods. The design showcases water views from most of the 5,000 sq ft living space. Large banks of windows and soaring ceilings accentuate the light and space. Custom cabinets, vanities, and built-ins have been crafted by renowned Island cabinetmaker Dillon Creations. Your gourmet chef's kitchen is equipped with Wolf® and Sub-Zero® appliances and features quartz countertops and a large Island with counter seating for four. From the living room, a 16 ft-slider opens onto a covered patio overlooking the swimming pool area. Just the touch of a button transforms this outdoor space to a screened-in porch and elegant indoor/outdoor dining space, courtesy of Phantom Screen technology. "Smart home" components include Lutron Lighting, Sonos music, and Savant Home Automation system with indoor/outdoor speakers and remote control of lighting, music, heating, cooling, pool systems, cameras, and security. In addition to the main house, there is a garage, poolhouse, and a 32’ x 14’ saltwater pool, all of which may be customized. The landscaping includes extensive native plantings for low maintenance grounds. Expert stonemasons have created a walkway from reclaimed antique granite, bluestone patios, and a fire-pit. Please refer to the additional documents for the property video, floor plans and building specifications.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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.

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20 Eliot Avenue Chilmark MA 02535

Chilmark, MA20 Eliot Avenue

Price$6,750,000

Est. Mortgage: $/month

MLS Number 39416

  • 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

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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.

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41 Naushon Road West Tisbury MA 02575

West Tisbury, MA41 Naushon Road

Price$5,995,000

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: 5.25% last updated on May 19, 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.

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"Based on information submitted to MA_LINKMV as of May 22, 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."