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.

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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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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$3,950,000

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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: 2.96% last updated on Aug 13, 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

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: 2.96% last updated on Aug 13, 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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9 Boldwater Road Edgartown MA

Edgartown, MA9 Boldwater Road

Price$2,495,000

Est. Mortgage: $/month

MLS Number 36751

  • Land
  • Village South Shore
  • Acreage 8.3

If you are searching for the ideal pondfront lot to create your family compound this opportunity must be seen. Centrally located in the exclusive Boldwater Association and offering over 250 feet of pond frontage on 8.3 acres. This lot has been permitted for a significant 10,000 sq. ft., 7-bedroom home and swimming pool. In addition to the pristine setting, views across the pond and boating access to deeded Atlantic beach ownership, there are 2 association tennis courts and a well planned neighborhood with open land, all within minutes of downtown Edgartown.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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5 Briggs Road Edgartown MA

Edgartown, MA5 Briggs Road

Price$2,450,000

Est. Mortgage: $/month

MLS Number 36740

  • Land
  • Village South Shore
  • Acreage 9.22

This fabulous waterfront building site is located on the Edgartown Great Pond with 376 ft of Pond frontage. The 9.2 acre wooded site is bordered by conservation and offers peaceful and private surroundings. Site plan with building envelope established, well and electric in, view channels established. This is an opportunity to build the house of your dreams in a location that offers swimming and boating with access by boat to the Land Bank barrier beach.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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9 Old Wintucket Way Edgartown MA

Edgartown, MA9 Old Wintucket Way

Price$2,450,000

Est. Mortgage: $/month

MLS Number 36930

  • Residential
  • Village Katama
  • Square Feet 2992
  • Bedrooms 4
  • Bathroom 3

This waterfront home is privately sited on 3.5 acres and includes 2,992 square feet of living space, 4 bedrooms and 3.5 baths. Many nice features include a fabulous eat-in kitchen with plenty of cabinets for storage and all new appliances. There is a spacious dining room, a great room with stone fireplace, first floor mudroom/laundry room, screened-in porch, a 1 car garage and full basement. The second floor offers a master bedroom suite, guest room with private bath and 2 additional bedrooms that share a bath. Wood floors throughout. There is meandering path to the pond for easy access by small boat, paddle board or kayak to the barrier Land Bank Beach. There is also an abutting 3.1 acre parcel with pond access as well that can be purchased separately.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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: 2.96% last updated on Aug 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

215 Hines Point Road Vineyard Haven MA

Vineyard Haven, MA215 Hines Point Road

Price$2,250,000

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: 2.96% last updated on Aug 13, 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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51 Ice Pond Lane Oak Bluffs MA

Oak Bluffs, MA51 Ice Pond Lane

Price$2,150,000

Est. Mortgage: $/month

MLS Number 36760

  • Land
  • Village Sengy
  • Acreage 3.687

This prime 3.6-acre parcel is located on Sengekontacket Pond in the prestigious Farm Neck Association. The lot is located at the very end of Ice Pond Lane and largely surrounded by unbuildable Association land. There is a large building envelope cleared in the center of the property with mature vegetation and tree canopy along the perimeters, offering significant privacy. Engineering is in place for a 7-bedroom septic system and an approval to construct a single-family residence and guest house. As a full stock shareholder in the Farm Neck Association, an owner of the property can initiate a golf membership at the beautiful Farm Neck Golf Club. Please call to view this amazing opportunity to create a substantial compound in an exclusive area with water views.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

39 Jeremiah Road Edgartown MA

Edgartown, MA39 Jeremiah Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 33846

  • Land
  • Village Chappy
  • Acreage 6.46

EXTRAORDINARY WATERFRONT PROPERTY! Concept drawings for a 37 Jeremiah Road home will also fit on this lot (39 Jeremiah Road). 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 this 6.46 acre lot or upon the adjacent 9.02 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 266 ft. private shoreline. Listed price for #39 Jeremiah Road (Lot 10) 6.46 acres is $1,800,000. Its 2019 Edgartown assessment was $2,965,900. Listed price for #37 Jeremiah Road (Lot 9) 9.02 acres is $2,300,000. Its 2019 Edgartown assessment was $3,503,500. Buying both Parcels (15.48 acres) for $3,800,000 provides exceptional privacy and additional building options. Note: The 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: 2.96% last updated on Aug 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

64 Dike Bridge Road Edgartown MA

Edgartown, MA64 Dike Bridge Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 36937

  • Residential
  • Village Chappy
  • Square Feet 1050
  • Bedrooms 3
  • Bathroom 2

QUINTESSENTIAL CHAPPY COTTAGE - Enjoy direct access to Poucha Pond and water views from the deck. The location is simply magical - there is no better spot for swimming, fishing, kayaking, paddle boarding and star gazing! Being the last house before the famous Dike Bridge makes it an easy jaunt to East Beach and the beauty of the South Shore. Or take your SUV onto the beach and find a private spot along the ocean or Cape Poge Bay. You can even access Cape Poge Bay by boat from the Pond. There are 3 bedrooms and two full baths. Great views of the pond from several rooms. A lovely fireplace provides a focal point in the living room and there is a half wall between the kitchen and living area, allowing a more open feel than one would expect with a house of this age. With two separate living areas (one up and one down), plus the large deck, there is ample room here for family and friends. Originally built as a camp in 1940 and then completed in 1991. The Chappy Community Center is a wonderful gathering place and offers many programs for all ages and the Trustees of Reservations and Mytoi Gardens are both nearby for easy access to even more activities.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details