Martha's Vineyard Waterfront Homes

A scenic Sunset over the ocean in Martha's VineyardWaterfront homes on Martha’s Vineyard provide residents with easy access to all the island has to offer. Find beautiful waterfront homes in Oak Bluffs, Edgartown, Vineyard Haven, and beyond. The luxury homes below feature a variety of wonderful amenities such as spectacular water views, great water access, private sandy beaches, deep water docks, privacy, and so much more. Search luxury waterfront real estate listings priced at $1M and higher below. 

Our team of real estate experts at Ocean Park Realty specializes in homes on Martha's Vineyard and we take pride in helping our clients find the perfect property. You may also be interested in exploring Beach Homes or Homes with Docks. Take a look at all luxury properties on Martha's Vineyard here.

Martha's Vineyard Waterfront Homes for Sale

Call Ocean Park Realty at 508-693-4210 if you have questions about any of these properties or would like to set up a private tour.

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Browse all Luxury Listings on Martha's Vineyard:
 BeachfrontWaterview | Homes With Docks | 5 BR 3 BA | Near Golf Courses

12 and 10 Boldwater Road Edgartown MA 02539

Edgartown, MA12 and 10 Boldwater Road

Price$18,000,000

Est. Mortgage: $/month

MLS Number 39172

  • Residential
  • Mls Status Active
  • Bedrooms 9
  • Bathroom 9
  • Acreage 22

Every square inch of this Robert A. M. Stern ten thousand foot estate was lovingly scrutinized and optimized for stately comfort , proper flow and a magnanimous feeling of what an extremely significant estate should be comprised of. We believe it to be "one of one" homes on the Vineyard. It's memorable great room with its thirty foot ceiling, reclaimed oak beams and custom crafted six foot by nine foot doors and windows creates an atmosphere that is second to none! This estate has six fireplaces each unique and perfectly matched to it’s location! The seven plus bedroom suites are designed with comfortable privacy and flow; the master bedroom suite is designed with its own private level of living with an open sitting area with a custom fireplace, his and hers private baths and a stately deck overlooking the private grounds. Three private offices, an au-pair suite,exercise room and a five hundred plus bottle Wine cellar are are but a few of the other touches that finish this one of a kind estate. One has to mention the laundry facility with its four commercial washers and dryers, folding tables, commercial irons and steam table as it equals a professional laundry. The landscaping was lovingly designed for the 22 acre grounds by a team of high end landscape architects. The principal estate blends perfectly with a plethora of plantings that bring happiness to the surroundings as they all take their sequential scheduled moments of boasting their wonderful colors and unique designs in a year round symphony of sophisticated beauty. The grounds behind the estate reveals a great span of natural privacy containing old growth vineyard oaks and a wall of private woods. Contained inside the back yard is an Olympic size gunite pool ,which is encased by a massive slate patio with room for all for private sunbathing, outdoor dining and living. Behind the pool is an in ground hot tub and a one thousand foot exercise facility with a massage room, en suite with full bath and sauna, weight room and large screened in heated porch , also with a custom fireplace. "Next stop, there isn't one"!

Listed by Fred Mascolo of Jane Brown Assoc.

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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 Dick Binder of 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 Robert Kenney of 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 Emily Flake of 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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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

Welcome to 1005 Main St! Located at the northern tip of Martha's Vineyard comes one of the most beautiful oceanfront properties on the entire island. A 5,050 square foot estate with an incredible deck, private beach, lovely painted floors and a ton of space for entertainment is now on the market. A feeling of privacy and peace surrounds this property due to the amazing landscaping, views, and unique character that this home brings. Come watch the sunset from the very spacious and freshly painted deck and be taken away into the immersive environment of the immaculate surroundings. Call and set up an appointment today!

Listed by Ryan Knoechelman of Rovi Homes

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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 Gerrett Conover of 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 Alyssa Halisky of 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 Tina Miller- 508-561-0042 of 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 Ana Paiva of 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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109 North Water Street Edgartown MA 02539

Edgartown, MA109 North Water Street

Price$8,650,000

Est. Mortgage: $/month

MLS Number 38268

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.2579

This unique Edgartown harbor front parcel offers the rare opportunity to construct a newly built house on historic North Water Street with amazing views of the lighthouse and entrance to the harbor. Complimenting the property is the most charming two-bedroom boathouse just steps to the sandy shoreline. There is a deeded dock slip for a 17-foot boat on the neighboring dock. A very special property that must be seen if considering an inner harbor property acquisition.

Listed by Gerrett Conover of 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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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 Jim Osmundsen (Cell:914-924-8202) of 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 Mark Jenkins of Wallace & Co. Sotheby's

$
$
%
$/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 24, 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."

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