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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29 Harbor View Lane Vineyard Haven MA

Vineyard Haven, MA29 Harbor View Lane

Price$2,950,000

Est. Mortgage: $/month

MLS Number 33574

  • Residential
  • Square Feet 2072
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

**RECENTLY INSTALLED 5 BEDROOM SEPTIC ** Rare opportunity to own this vintage, dutch colonial waterfront home situated atop a West Chop bluff offering unparalleled views of Vineyard Haven Harbor, East Chop, and Vineyard Sound. Elevated above a secure bluff, enjoy breathtaking views with your friends and family from every vantage point! This unique property has its own private white sand beach with a private stairway and swimming dock, which was completely rebuilt in the spring of 2015. Enjoy the feeling of seclusion from your oasis within walking distance of shopping, restaurants, the ferry and all that downtown Vineyard Haven has to offer. Also includes a detached one car garage, lush landscaping and grass, mature trees and an extra downstairs toilet and shower for after beach use (not included in 2.5 bath figuring). Owned by a single family since 1955 and while it has been updated over the years, the original charm of this delightful home remains entirely intact. This house could not be replicated today in its current location. Don't miss this opportunity!

Listed by Elevated Realty LLC

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$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 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 10.72

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

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$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 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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29 Road to the Gut Edgartown MA

Edgartown, MA29 Road to the Gut

Price$2,925,000

Est. Mortgage: $/month

MLS Number 33749

  • Residential
  • Square Feet 3230
  • Bedrooms 4
  • Bathroom 2
  • Acreage 5.57

Tucked between the calm waters of the bay and the Atlantic Ocean, under the guard of the Cape Poge Lighthouse, rests a retreat like no other. Lovingly restored and meticulously maintained, the three bedroom main house and one bedroom boathouse offer all the amenities one would expect, but not necessarily anticipate, from off the grid living. The ideal lifestyle choice for water sport and outdoor enthusiasts alike; with boating, kayaking, kite surfing, and shell-fishing at your doorstep, or for those seeking refuge and relaxation from the bustle of everyday life. Protected by the surrounding 500 acres of conservation, and accessed only over sand or by sea, this truly is the greatest escape.

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 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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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

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%
$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 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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225 East Chop Drive Oak Bluffs MA

Oak Bluffs, MA225 East Chop Drive

Price$2,790,000

Est. Mortgage: $/month

MLS Number 36309

  • Residential
  • Village East Chop
  • Square Feet 2449
  • Bedrooms 3
  • Bathroom 3

Tempting buy on "Telegraph Hill"! This is the perfect “Nautical Neighborhood” to begin (or continue) your family legacy on Martha's Vineyard. Recently renovated to create a touch of class, this elegant, distinctive home overlooks Vineyard Sound and the East Chop Lighthouse. The home was completely re-designed and rebuilt (by South Mountain Company) in 2014-15 to take advantage of the never-ending water view and finished in custom detail to meet the high standards of the owner. From the moment you enter, you will be “wowed” by the view and quality of craftsmanship. There is beautiful Birch flooring that runs throughout most of the home including the upscale, gourmet “cooks” kitchen. And…What a difference a well-designed kitchen makes! This includes a center island work station where you can chop ingredients, roll out pizza dough or cut fresh flowers from the garden. All appliances are “top of the line” and the custom-built walnut cabinets are 2nd to none. From the kitchen, you will enjoy the water view, a glowing fire in the Stone fireplace and be part of all the activities in the wide-open dining/living room. The substantial rear deck and an expansive green lawn look over Vineyard Sound to Cape and beyond. You will enjoy the lighted evening shorelines along Vineyard Sound, glowing sunsets and sunrises and on the 4th of July, view the numerous firework displays from Edgartown to Falmouth and beyond…simply spectacular! Be sure to see the attached document "Marketing Material" for a list of the property features.

Listed by RE/MAX on Island

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$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 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$2,600,000

Est. Mortgage: $/month

MLS Number 34855

  • 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

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$
%
$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 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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13 Oxcart Road Aquinnah MA

Aquinnah, MA13 Oxcart Road

Price$2,600,000

Est. Mortgage: $/month

MLS Number 35171

  • Residential
  • Village North
  • Square Feet 1214
  • Bedrooms 3
  • Bathroom 2

This sparkling, newly renovated beach house on Dogfish Bar's coveted Oxcart Road is an absolute gem. The property features +/-100' of private, sandy beach with gorgeous calm waters, gentle dunes and views sweeping across Vineyard Sound to the Elizabeth Islands, mainland and Menemsha nearby. Nestled right amongst the dunes, the home is newly renovated, with all new exterior shingle siding and roof, all new windows, and new decking and outdoor shower. On the interior, the living spaces are inviting and bright, also with numerous recent upgrades. There is beautiful wood flooring throughout, and with AC, forced air heating, and wood-burning fireplace the home offers much more than just the typical summer retreat. Perched upstairs, the master is private and balconied, with the grandest of the property's water views. While the property itself is “to die for”, the location in Aquinnah offers a number of nearby beaches, boat launches, and trails. And, the roads in Aquinnah are outstanding for cycling enthusiasts. Notably, this area is known by local engineers to be accreting land annually, in contrast to other beachfront areas on-island where erosion is a concern. Look no further in your search for the quintessential beach cottage on Martha's Vineyard.

Listed by Compass

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$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 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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13 Oxcart Road Aquinnah MA

Aquinnah, MA13 Oxcart Road

Price$2,600,000

Est. Mortgage: $/month

MLS Number 35168

  • Residential
  • Village North
  • Square Feet 1241
  • Bedrooms 3
  • Bathroom 2

Buy this house and it will change your life. Imagine walking outside to catch dinner when the birds are diving right in front of your home. Or hop on a kayak, windsurfer, sailboat or your moored fishing boad and blast over dogfish bar to unlimited adventure. The Vineyard Sound is an unusual and special playground for your spectacular beachfront home, a destination for sunsets and beach BBQs. .Located on the safe shores of Dogfish Bar, you can live confidently here on one of the only beaches on the Vineyard that is growing, safe from erosion and storms. Freshly renovated, this air-conditioned beachfront home is squeaky clean and in move in condition. The ground floor views will delight the senses and the sunsets are guaranteed to knock your socks off. There are 3 comfortable bright bedrooms and 2 large bathrooms plus a new outdoor shower off the high quality Ipe deck- some of the hardest wood available. An overflow/ TV room in the lower level is great for the kids and walks into a mechanical/storage room where the laundry lives. This property is exceptional and must be experienced to be appreciated.

Listed by Feiner Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 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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13 Oxcart Road Aquinnah MA

Aquinnah, MA13 Oxcart Road

Price$2,600,000

Est. Mortgage: $/month

MLS Number 35169

  • Residential
  • Village North
  • Square Feet 1214
  • Bedrooms 3
  • Bathroom 2

Spectacular beachfront living on Dogfish Bar in Aquinnah. Wake up to the sound of waves on the sand of your private beach, just steps from your back door. This is the ultimate in beach living; open, airy and bright with expansive breathtaking water views from both floors. This sweet little three bedroom cottage has just had a complete refresh both interior and exterior. The house has central AC, pine flooring, new windows and deck with magnificent outdoor shower, as well as an updated kitchen, bonus room and two full bathrooms. The property is on the westernmost tip of Martha's Vineyard and offers exceptional privacy and the sense of escape, enjoy sunset views spanning from Menemsha across the Vineyard Sound and over the Elizabeth Islands. This location offers miles of beach to walk, exceptional bird watching, fishing, swimming and ocean fun. Protected by the dunes from storms and erosion, this cozy cottage has been a sought after summer rental. This is both an excellent investment as well as a magical retreat any time of year.

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 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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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

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$
%
$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 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 The Boulevard & 6 Fowler Avenue Edgartown MA

MLS Number 35167

  • Residential
  • Village Sengy
  • Square Feet 1798
  • Bedrooms 4
  • Bathroom 2

Exciting water front/water view compound on Sengekontacket Pond. 2 modern year round cottages in spectacular condition and ready for summer fun. Main cottage boasts a recently remodeled sun-lit great room, 3 bedrooms, updated bath and laundry area. Guest cottage, built in 2013, is similar to main house in design and has 1 bedroom/bath and laundry. Mini-split heat & AC system in both dwellings. Outside you have a grassy front yard for all those yard games and a private beach out back. Just imagine, collecting clams/scallops for dinner right out your back door, or swimming, boating, kayaking, wind surfing. Offered furnished and with rentals in place for summer 2019, so immediate income is yours! Close proximity to the 150 acre Caroline Tuthill Conservation Preserve with miles of trails.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 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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Sarita Walker Road West Tisbury MA

West Tisbury, MASarita Walker Road

Price$2,200,000

Est. Mortgage: $/month

MLS Number 32391

  • Land
  • Village South Shore
  • Acreage 4.6

Absolutely perfect on the shores of Watcha Pond! With 4.6 acres of water front land, there's plenty of room for your house, guest house & accessory structures. Surrounded by large pastoral fields. No limits to your imagination here! A rare setting, complete with multiple osprey nests. At this price, very little compares...

Listed by Rooney & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 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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