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.

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26 Crackatuxet Cove Road Edgartown MA

Edgartown, MA26 Crackatuxet Cove Road

Price$5,450,000

Est. Mortgage: $/month

MLS Number 36535

  • Residential
  • Square Feet 1936
  • Bedrooms 3
  • Bathroom 2
  • Half Bath 1

Located in the exclusive Herring Creek Farm Association, lies this 4-acre property with a wonderful 4-bedroom home. Herring Creek Farm is one of the island's most desirable addresses offering 215 acres of majestic land, much of which is in conservation restrictions including over 1,500 ft. of private Atlantic beachfront. The beautiful setting offers open fields, stables, grazing horses and a winding drive that leads through the property to access the lucky few residences and rare direct driving access to the private beach. The 1990's built, upside down designed home is in great condition, offers an abundance of light with its cathedral ceilings and expansive decks, which offer views of the pond and open farmlands. The land stretches to the pond's edge offering boating access. 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 mentioned amenities while located in the best area of Katama and all less than a 10-minute drive to downtown Edgartown.

Listed by Landvest MV

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%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

West Tisbury, MA41 Naushon Road

Price$4,750,000

Est. Mortgage: $/month

MLS Number 34099

  • Residential
  • Square Feet 4137
  • Bedrooms 6
  • Bathroom 6
  • Half Bath 1

6-bedroom waterfront home with sweeping water views and a private sandy beach right in front of the house. This 4200 sq ft home in Upper Makonikey was built by the current owner - a construction professional - to the very highest specifications. The house has four main sections - a central great room area, master bedroom wing, guest bedroom wing, and then a “party wing” closest to the water. All the bedrooms have full ensuite bathrooms. Most of the common living space spills out onto wraparound decks and then to a large lawn that stretches to the top of the bluff with the huge water views beyond. There is also a squash court that could be converted into the ultimate kids' rec room. The professional landscaping helps the home feel settled into the environment. Two-car garage completes the package. With 4200 sq ft there are so many opportunities to adapt this home to your family's needs - or to keep it as is.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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395 Barnes Road Oak Bluffs MA

Oak Bluffs, MA395 Barnes Road

Price$4,350,000

Est. Mortgage: $/month

MLS Number 36053

  • Residential
  • Square Feet 4330
  • Bedrooms 4
  • Bathroom 4
  • Half Bath 1

RARE OPPORTUNITY ON THE LAGOON WITH A DEEP WATER DOCK - It is rare to find a home in a setting like this on Martha's Vineyard. Tucked away just off Barnes Road, it feels as if you are in a remote locale, yet you are so close to all the Island has to offer. Invite your friends and family. This home boasts room to absorb many people without feeling crowded and has plenty of private retreats for the generations to come. West facing views and glorious sunsets help make this a perfect place to spend - and end - a day. Entertaining is a breeze throughout the open concept main floor. Take in a glorious sunset from the screened porch or out near the dock. Clams and scallops are within your reach just offshore. A ball game or two have been known to erupt on the front yard. Sit back and soak in the natural setting - the fish and fowl will keep you entertained. A deep water dock and deep water access, with the added comfort of the protected location. Come for a visit. You will want to stay for a lifetime.

Listed by Point B Realty LLC

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%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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4 Windy Way West Tisbury MA

West Tisbury, MA4 Windy Way

Price$4,200,000

Est. Mortgage: $/month

MLS Number 36532

  • Residential
  • Square Feet 1714
  • Bedrooms 4
  • Bathroom 3
  • Acreage 3.3

Views, views and sunsets galore! One of the most dramatic and gorgeous seascapes on the Vineyard at over 100' above sea level, unobstructed views stretch from Aquinnah to Woods Hole. The 3.3 acre private setting is most picturesque with grassy lawn and rolling dunes and only a short stroll away is 3,000+ feet of sandy association beach. Nestled into the countryside is a comfortable and sunny four bedroom, 2,600+sf contemporary style home that was designed to achieve water views from many rooms. Also included is a detached artist's studio that may be transformed into a future guest house. Renovate the current home or build your dream home, expansion options are plenty with a 6 bedroom septic in place. Located in Upper Makonikey, an exclusive rural enclave that boasts the up-island lifestyle yet is an easy drive to town. Enjoy long days on the beach and savor the endless sunsets at this special place, where the rest of the world feels far away.

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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11 Azalea Lane Chilmark MA

Chilmark, MA11 Azalea Lane

Price$4,000,000

Est. Mortgage: $/month

MLS Number 36676

  • Residential
  • Square Feet 3750
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 1

With 425 ft of private ocean beach, this offering deserves its reputation as the "ultimate beach house". The 5-bedroom home has been completely renovated to the highest specifications with a focus on bold contemporary choices to take advantage of the views and setting. The beach stairs provide access to a wide swath of sand that many consider the most beautiful stretch of beach on Martha's Vineyard. The property is being offered mostly furnished. To fully appreciate this extraordinary setting, view the images in the "photo gallery" and watch this drone video: https://vimeo.com/175588276

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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35A North Neck Road Edgartown MA

Edgartown, MA35A North Neck Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 36520

  • Residential
  • Square Feet 2486
  • Bedrooms 5
  • Bathroom 2
  • Acreage 4.3

North Neck - A spectacular setting with breathtaking, endless views of Edgartown Harbor, across Nantucket Sound, and around to Cape Poge Bay. The perfect beach cottage, affectionately known as the Hill House, affords a highly functional layout. The oversized living area enhanced with soaring ceilings and a fireplace is flanked by two bedroom wings, ideal for comfortable summer living. The oversized parcel allows for further development if more room or a more substantial home is desired. With nearly 500' of private sandy beach and a dock - swimming, boating, and fishing are just steps away!

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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87 Bellevue Avenue Vineyard Haven MA

Vineyard Haven, MA87 Bellevue Avenue

Price$3,600,000

Est. Mortgage: $/month

MLS Number 35371

  • Residential
  • Square Feet 2398
  • Bedrooms 5
  • Bathroom 2
  • Half Bath 2

This extraordinary waterfront home sits on a bluff overlooking the desirable Lagoon Pond, with views spanning to Eastville Point Beach and Vineyard Haven Harbor beyond. This home is sited on 1.57 acres of landscaped lawn with brilliant green oak trees and features 120 feet of frontage on Lagoon Pond. A stunning example of the perfect blend of historic charm and modern amenities, this classic Victorian style home was built in the 1870s as part of the Innisfail Inn, a summer resort that attracted famous actors, operetta stars, and musicians, who spent their days enjoying the ocean breeze and perfecting their craft with informal concerts on the wrap-around porch. This home has been thoughtfully renovated to include updated amenities. The kitchen was expanded; an eight-hundred-square-foot master bedroom suite including private bath, a walk-through closet, an office alcove, and air conditioning was added; and the porch was enlarged to wrap around the new living space. The interior of the house radiates happiness, with cheerful accents of color grounded by crisp white paint. Yet the vintage character of the home remains with original exposed joists, board walls, and open ceilings, keeping the feel of the Victorian cottage intact. In Celtic, Innisfail means "the abode of peace and rest", an accurate translation to convey the tranquility and beauty of this property. This is a rare opportunity to own a lovingly maintained home with a long and storied history, but most importantly, this elegant home is the perfect property for generations of gatherings for family and friends. This home directly abuts the vacant land for sale at 0 Howard Street. A buyer looking to keep the same feel and privacy that 87 Bellevue currently holds, should also consider buying the adjacent land with almost 150 feet of Lagoon frontage and a 4-bedroom septic in place.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 Trapps Pond Road Edgartown MA

Edgartown, MA12 Trapps Pond Road

Price$2,950,000

Est. Mortgage: $/month

MLS Number 33503

  • Residential
  • Square Feet 1574
  • Bedrooms 4
  • Bathroom 2
  • Acreage 10.72

Over 10 special acres stretching from Beach Road to the waters of Trapps Pond - all less than a mile away from Edgartown village. This property is sub-dividable and has been approved by the planning board of Edgartown (see subdivision plan in documents). The cottage at the water's edge is charming, and from just yards away from the deck you can set off to explore the pond by kayak, paddle-board, or dinghy. The birdlife here is extraordinary, and so are the sunsets over the barrier beach from Nantucket Sound. This waterfront property will be the setting of family memories for generations to come.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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71 Kanomika Road Edgartown MA

Edgartown, MA71 Kanomika Road

Price$2,850,000

Est. Mortgage: $/month

MLS Number 35700

  • Land
  • Village South Shore
  • Acreage 6.2

6.2 acre building lot in the heart of Edgartown Great Pond. Set in Kanomika, this parcel offers 500' of sandy waterfront for boating out to the Atlantic beach and the ability to create your dream home. With the recent paving of Meetinghouse Rd, the location is exceptionally convenient to town, Katama, and nearby amenities like VIneyard Golf Club, Morning Glory Farm, bike path, and more. Potential views from the home site can be established after building, with a rare southwest exposure looking toward a vast stretch of water and dunes in the distance - one of the best vantage points on Edgartown Great Pond.

Listed by Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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29 Harbor View Lane Vineyard Haven MA

Vineyard Haven, MA29 Harbor View Lane

Price$2,845,000

Est. Mortgage: $/month

MLS Number 36523

  • Residential
  • Village West Chop
  • Square Feet 2050
  • Bedrooms 5
  • Bathroom 2

PRIVATE BEACH - As the Ferry rounds West Chop, slowing as it enters the harbor, you spot the distinctive trim of this Dutch Colonial perched high on the bluff, and at this moment, you know you are home. Cherished by the same family since 1955, this five-bedroom property offers dramatic and dynamic views of Vineyard Haven Harbor, East Chop, and Vineyard Sound. Thoughtful maintenance over the years has preserved the original character of this gracious home, and enhanced the relaxed, easy lifestyle possible at your own Vineyard beach house. Spend the endless days of summer enjoying the private sandy beach with swim dock and welcome twilight from the patio, counting stars and mast lights while planning the next day's adventures. Enjoy the tranquil setting, which is still within walking distance to the ferry, shopping, restaurants, theaters, and all that downtown Vineyard Haven has to offer.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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37 Jeremiah Road Edgartown MA

Edgartown, MA37 Jeremiah Road

Price$2,300,000

Est. Mortgage: $/month

MLS Number 33853

  • Land
  • Village Chappy
  • Acreage 9.02

EXTRAORDINARY WATERFRONT PROPERTY! We have engaged an established, ecology-minded East Coast architect to provide “Concept Drawings” for a waterfront Chappaquiddick home of 4,279 Sq. ft. having 5 bedrooms, 5.5 bathrooms, a 2-car garage, and an in-ground pool. The proposed building will sit atop a 9.02 acre lot or upon the optional adjacent 6.46 acre lot, both 43 ft +/- above sea level, providing panoramic water views over Katama Bay and the Atlantic Ocean beyond. If you purchase this lot you can create a “team” of this architect or other(s) plus a builder to see your waterfront dream house become a reality. See the architect's Concept Drawings of a home design as part of this listing in PHOTOS above. You can best experience the site by visiting it. All bounds are staked off and the large building envelope is cleared and staked as well. A temporary driveway is cut in and paths to the waterfront have been established right down to the 221 ft. private shoreline. Listed price for #37 Jeremiah Road (Lot 9) 9.02 acres is $2,300,000. Its 2019 Edgartown assessment was $3,503,500. Listed price for #39 Jeremiah Road (Lot 10), the 6.46 acre adjacent lot, is $1,800,000. Its 2019 Edgartown assessment was $2,965,900. Buying both Parcels (15.48 acres) for $3,800,000 provides exceptional privacy and additional building options. Note: The offering prices are for vacant land ONLY. Buyer is responsible for all building cost and related expenses, permits, engineering, architect fees, and utilities. No flood insurance is needed

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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215 Hines Point Road Vineyard Haven MA

Vineyard Haven, MA215 Hines Point Road

Price$2,300,000

Est. Mortgage: $/month

MLS Number 36173

  • Residential
  • Village Lagoon
  • Square Feet 3328
  • Bedrooms 5
  • Bathroom 3

HINES POINT WATERFRONT with 100 ft of private sandy beach, a mooring, and spectacular water views. Enjoy the tranquil setting on the Lagoon and capture the essence of both sunrise and sunset. With proximity to the ferry and all the activity of Vineyard Haven, it doesn't get much better than this! A property that has it all, with a home designed for two or many. The flow of the house is perfect for Island living. The main level offers a comfortable living space with a spacious kitchen, full bath, and an open living room, dining room with wood burning fireplace, and a cozy den that take in the panoramic views. A large master wing also overlooks the Lagoon, with an office, walk-in closet, and full bath to complete this level. When the family and guests arrive, there is a bonus room a few steps down off the main level for all to gather. Four bedrooms, a full bath, and a family room occupy the lower level. Three of the bedrooms and the family room enjoy a direct view of the Lagoon through sliders with direct access to the back yard. The other bedroom on this level is tucked away, providing a quiet space to retreat. The house will be as large or as small as your needs require. A unique property in a desirable location with rentals in place for the 2020 season.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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