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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60 Bartimus Luce Road West Tisbury MA 02575

West Tisbury, MA60 Bartimus Luce Road

Price$24,500,000

Est. Mortgage: $/month

MLS Number 41317

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 8.5
  • Acreage 3.33

This North Shore beachfront estate represents one of the most breathtaking properties in all of New England. The newly built home was created on a 3.3-acre parcel of land, surrounded by specimen trees, rolling grassy meadows and is highly situated on a stable bank overlooking nearly 250 ft of sandy beach. The home, which celebrates and was imagined utilizing the 14 patterns of biophilic design, fosters positive and sustained interaction and relationships among people and the natural environment. The entrance to the home leads across enormous granite steppingstones bridging over expansive reflection ponds with two waterfalls cascading to a lower-level pond. The entry way welcomes one to open and dramatic living spaces with 10 ft ceilings and large expanses of glass facing Vineyard Sound and the surrounding landscape. In the main residence, each of the five-bedroom suites have unique features and connect with the beauty of the outdoors. The lower level of the residence offers amazing, eye-catching living spaces which include state of the art wine cellar, entertainment room, media room, gym and sauna. There is a spectacular glass circular staircase leading to a roof top pool which is surrounded by expansive decks and gardens and offers what is arguably the best place one could choose to watch the sunset each evening. The residence offers countless distinctive features and green technologies including self-sustaining solar energy. Minawetu is essentially a platform for a botanical garden, one with nature and a harmonic part of the island’s environment. Complimenting the property is a detached accessory building with two rooms and two full baths which is designed in harmony with the main house and constructed with the same level of detail. This outbuilding would also be a perfect place for a removed office or studio space. While it’s a short walk to the main residence, it enjoys privacy and it’s owns views over wild flower covered meadows. The landscaping is an incredible blend of open, natural settings complimented by the botanical gardens which grow on and around the house. There is a weathered stone staircase providing easy access to a white sandy beach. There are so many spectacular properties on the island of Martha’s Vineyard, each offering their own incredible features but there truly is no other property that captures the magic of Minawetu.

Listed by Landvest MV

$
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$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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104 & 111 Old Herring Creek Road West Tisbury MA 02535

MLS Number 42055

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 5.5
  • Acreage 9.49

This beautiful 2-parcel compound totals 9.5-acre of land and 600 feet of private Vineyard Sound beach. There is a renovated 4-bedroom beach cottage on one of the parcels which includes all modern amenities and offers spectacular views from almost every room. The second parcel has an older 3-bedroom home located high on a ridge. Both parcels offer wonderful walking paths to the sandy beach below. The property is located in a very conservative minded, private area abutting Katharine Graham’s Mohu estate.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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25 Lelands Path Edgartown MA 02539

Edgartown, MA25 Lelands Path

Price$14,995,000

Est. Mortgage: $/month

MLS Number 41887

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 7.5
  • Acreage 16.4

CASUAL ELEGANCE ON KATAMA BAY. Welcome to 25 Lelands Path on Katama Bay, a stunning property that embodies the perfect blend of casual elegance and serene waterfront living on Chappaquiddick. This magnificent home, nestled at the end of a private winding drive on 16.4 private acres, offers over 7,200 square feet of living space, designed for the ultimate luxury of spending treasured time with family and friends. As you step inside, you'll be greeted by the warmth of four wood-burning fireplaces, handsome hardwood and painted floors, custom millwork and built-ins, a spacious screened porch and more! The rooftop widow's walk provides breathtaking 360-degree views, while the sparkling blue waters of Katama Bay can be seen and enjoyed from most every room in the house This welcoming retreat features six bedrooms, all with en suite baths, including an exquisite three-room Owner's Suite with en suite bath, adjoining den/office, sweeping water views, and a private second-floor deck. Additionally, there is a three-room Family Suite on the second floor, complete with its own private living area and kitchenette. The combined screened and covered porch, which extends nearly the full length of the home and overlooks Katama Bay, is a defining feature of the property, providing ample space for al fresco summer meals, reading, playing games, or simply soaking in the brilliant evening sunsets. With over 320 feet of frontage on Katama Bay, this home offers ample opportunities for sailing, boating, paddleboarding, fishing, and clamming. Embrace the tranquility of life on Chappy, surrounded by sand dunes, tidal ponds and grassland habitats, with access to miles of unspoiled beaches and nature trails. There is an attached 3-bay garage for storing all your recreational gear including your island car, watercraft, bicycles, beach equipment and fishing gear! The home was designed by architect Patrick Ahearn and is being offered turnkey, including hand-selected furnishings and accessories by interior designer Jon Hattaway of MJ Berries Design in Boston, adding objects and vibrant colors that delight the eye in every room. Enjoy this beautiful property as-is or bring your own design style and create your signature coastal haven. Discover the perfect blend of casual elegance and serene waterfront living at this stunning Chappy waterfront retreat on Katama Bay.

Listed by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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150 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA150 East Chop Drive

Price$13,200,000

Est. Mortgage: $/month

MLS Number 42039

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 8
  • Acreage 0.64

Welcome to your dream retreat in Oak Bluffs—a magnificent seven-bedroom waterfront estate that combines luxury, space, and unparalleled views in one breathtaking offering. This property is designed to accommodate family and friends with ease while offering an elegant and serene environment for all to enjoy. The open floor plan of the main living areas ensures a seamless flow between the living room, dining room, and kitchen, making it perfect for entertaining. High ceilings and large windows flood the space with natural light and provide spectacular water views from every angle. The state-of-the-art kitchen is a chef's delight, featuring high-end appliances, ample counter space, and a large island that doubles as a breakfast bar. Custom cabinetry and elegant finishes complete this culinary haven. Each of the eight bedrooms is designed as a private sanctuary, offering comfort and tranquility. Most rooms feature ensuite baths and large windows that offer stunning water views, allowing you to wake up to the sight and sound of the gentle waves. In addition to the main living room, the property includes several cozy sitting areas, a media room for movie nights, and a game room, ensuring there's always a perfect spot for relaxation and entertainment. It's more than just a home, it's a sanctuary where you can create lasting memories with loved ones, enjoy sophisticated coastal living, and savor the unique charm of this beautiful area.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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 North Neck Road Edgartown MA 02539

Edgartown, MA37 North Neck Road

Price$12,500,000

Est. Mortgage: $/month

MLS Number 41705

  • Residential
  • Mls Status Active
  • Bedrooms 8
  • Bathroom 7
  • Acreage 3.52

An extraordinary waterfront estate on Chappaquiddick complete with 140-ft deepwater dock, 3-bedroom guesthouse, garage barn, and the unique opportunity to own your own 9-hole “links” golf course next door. The home was designed by award-winning Boston architecture firm Albert-Righter-Tittman and built by Doyle Construction - a "dream team" for the owners whose goal was to achieve a superb finished product. It is just a few minutes away but a world apart from the hustle and bustle of Edgartown village. Since completion the property has been featured in numerous magazine articles and coffee table books. The main house pays homage to the illustrious camps that dotted this shoreline a hundred years ago - grand yet welcoming. This modern interpretation allows most areas of the home to enjoy views of Nantucket Sound. Everywhere there are pleasing details such as fir floors, locust posts that support the 900 sq ft porch, and shiplap interior. The home was built to the very highest standards. There are 5 bedrooms in the main house including a primary bedroom suite on the second floor with 180-degree water views. Beneath the impeccable cosmetic details are mechanical systems that will allow any occupant to live there with all creature comforts. The basement houses a gym and steam/sauna. The home is ideal for entertaining, with its vast great room and dining table that seats 18 people. The interior spaces spill easily to the outside where the lawn stretches to the private beach which in turn yields to Nantucket Sound glistening to the horizon. The setting also provides the ideal vantage point to watch regattas featuring some of the world's finest yachts, extraordinary sunsets, and of course the legendary Edgartown July 4th firework display. These are stellar swimming waters to plunge into right off your own beach, or, if the mood takes you, somersault into from one of the two swimming platforms at the end of your own private dock. The 140-ft dock has a draft of 6 to 8 ft. In addition there are two moorings. The 990 sq ft guesthouse is privately situated and as well as a full kitchen and living area there are 3 comfortable bedrooms. The 2200 sq ft garage barn with workshop has radiant heated floors and a half bath. The house is being sold with all furniture included. There is also the opportunity to purchase the neighboring Royal & Ancient Chappaquiddick Links, a Martha's Vineyard institution.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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74 Turkeyland Cove Road Edgartown MA 02539

Edgartown, MA74 Turkeyland Cove Road

Price$10,950,000

Est. Mortgage: $/month

MLS Number 41086

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 6
  • Acreage 4.8

This waterfront Edgartown Great Pond compound abounds with rare features. Set in a coveted, private location on Turkeyland Cove, the 4.8 acre parcel includes two full sized homes, custom pool with pool house, +/- 400 feet of waterfront, floating dock, outstanding views, and a private beach lot on the Atlantic. The main residence sits right on the shoreline, with four bedrooms and beautiful quality throughout. The second home, built in 2010, is set back from the waterfront - still with water views - with 2556 sf, two bedrooms, three car attached garage, and full basement. The property is tied together gracefully with extensive plantings, landscaping and custom fence/gateways. The pool area is an oasis unto itself, with two outbuildings supporting the L shaped gunite swimming pool. Open lawns lead easily to the waterfront, where a floating dock (exceptionally rare on the Great Pond) facilitates boating to the Atlantic beach or other recreation on these pristine waters. Held by the same owner for the past 30 years, this property is an opportunity not to be missed.

Listed by Compass | MV Team

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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$7,900,000

Est. Mortgage: $/month

MLS Number 42077

  • Residential
  • Mls Status Active
  • Bedrooms 9
  • Bathroom 7.5
  • Acreage 0.833

Presenting one of the most outstanding real estate assets on Martha’s Vineyard. 1005 Main Street was built in 1891 and purchased in 1948 by the Singer family who have owned it since. The setting is front and center in West Chop and includes a large private beach and 210-degree views so expansive that you can enjoy sunrises and sunsets from the same chaise lounge on the deck. The views are extremely active with ferries and fishing boats passing in the distance, sailboat races, and at closer range smaller craft including perhaps your own children in a laser or kayak. There are 8 large bedrooms, 7 full baths, and a 2-bedroom apartment in the lower level. The home still exudes olde worlde charm despite all 5,050 sq ft having been completely renovated between 1995 and 2005 with new insulation, HVAC system, and updated plumbing and electric. The 400 ft of private beach is a rare asset, and the walkway down to it has been trod by many who have come to love this home and incomparable setting. Of course, with its multiple decks and spectacular views, the home has always been a prime location for entertaining friends and family and so it is helpful to have so much parking - eight spaces plus a two-car garage. The sea wall assures that this property will be here for future generations. Owners may apply separately for membership at the West Chop Club, which offers a wide range of amenities, including use of nearby "middle pier" for loading and unloading.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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74 & 75 Jeremiah Way Edgartown MA 02539

Edgartown, MA74 & 75 Jeremiah Way

Price$6,200,000

Est. Mortgage: $/month

MLS Number 37949

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 4.4

Welcome to this exquisite waterfront sanctuary boasting breathtaking views and serene surroundings on Katama Bay. This enchanting 4.40-acres waterfront property features a charming two-story home comprised of four bedrooms and three bathrooms with the addition of a private waterfront vacant land parcel. The home offers ample space for comfortable living both indoors and outdoors. As you step through the front door, you are greeted by an airy and light-filled interior, flanked with windows, that seamlessly blend with the beauty of the outdoors. The spacious living area is perfect for hosting gatherings. The highlight of this home is the expansive porch where you can enjoy your morning coffee while taking in the picturesque views of the waterfront. Imagine relaxing here as you watch the sunset over the tranquil waters. Upstairs, you will find the inviting bedrooms, each offering a peaceful retreat at the end of the day. The primary suite is a true oasis with its own private balcony overlooking the water, creating the perfect spot for relaxation. It is located in a highly desirable waterfront community on Chappy and just a short distance to Edgartown Village. Don't miss this rare opportunity to own a waterfront gem that offers a lifestyle of comfort, beauty and a unique opportunity to build your Chappy compound. You can have up to nine bedrooms with town approval on the vacant land parcel!—sold as is.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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14 East Sound Lane Vineyard Haven MA 02568

Vineyard Haven, MA14 East Sound Lane

Price$4,750,000

Est. Mortgage: $/month

Active With Contract

MLS Number 39980

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Acreage 4.12

This hypnotic retreat on 4+ acres is sited on a north-facing bluff above 1300 feet of beachfront in Pilot Hill Farm, off Lambert's Cove Road. The Farm is comprised of 200 acres, about 1/2 of which is conserved woodlands, beach, fields and trails. Buy your fresh eggs and produce right at the Farm! The exciting contemporary home is comprised of 3 "pods" connected by 1600 sq.ft. of decking. All have dramatic cathedral ceilings and walls of windows that bring in the water views and flood the home with light. The core of the house has an open floor plan with a central fireplace in the living room, a spacious dining area and two bedrooms, each with their own baths. The primary suite is set apart unto itself and has a lovely sitting area, walk-in closet with floor to ceiling built-ins and a handsome bath. The two-story guest suite across the deck has a large ground-floor sitting room with wood stove, a bath beautifully updated in 2016, a walk-in closet and a loft bedroom. All three structures are wrapped in the most gorgeous gardens. Full basement, drive-under garage and a generator. Enjoy a beach at your doorstep, magical gardens and mesmerizing ocean views at this idyllic property. JUNE 2023 UPDATE: Installation of A/C just completed; home refreshed and redecorated; all new storm/screen doors; all exterior trim newly painted and whole property power washed.

Listed by Karen M. Overtoom R.E.

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$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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311 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA311 East Chop Drive

Price$3,250,000

Est. Mortgage: $/month

MLS Number 41412

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 0.25

This classic East Chop Drive gem lies on a 10,000 sq. ft. lot nestled in the sand dunes, just steps to the waters edge and private dock. The 4-bedroom/2.5-bath cottage went through a substantial renovation years ago with the majority of mechanicals, electrical and plumbing being updated. There is an open floor plan with kitchen, dining and living space with cathedral ceiling and wood burning fireplace. There is a ground floor master with private bath and lots of glass, a second bedroom with half bath and laundry/mudroom. The second-floor features 2-bedrooms and a shared bath. The cottage style structure is super charming inside and out and has a wonderful water facing brick terrace with built-in planter, a covered porch and a one-car garage. Beautiful landscaping with lawns and gardens complete this very special property. Let's not forget to mention, it offers some of the best seats on the Island to take in the incredible sunsets.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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144 Border Road Vineyard Haven MA 02568

Vineyard Haven, MA144 Border Road

Price$2,985,000

Est. Mortgage: $/month

MLS Number 37952

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.41

Revel in the unobstructed and commanding water views from this waterfront oasis perched above the shores of the Head of the Lagoon Pond in Vineyard Haven. This sun-drenched beach house exudes quintessential coastal charm, boasting 100 feet of Lagoon frontage and a private 50'dock for your aquatic adventures. Step inside to discover a sun-filled open living area, creating an inviting ambiance perfect for entertaining or simply relaxing in the warmth of natural light and sea breezes. This beach house was designed with clever cubbies and storage, evoking the feeling of living aboard a boat, adding a unique touch to the home. With two bedrooms nestled on the upper floor and the lower level primary waterfront suite with glass sliders opening onto the deck. You’ll experience the tranquility of being just a "stone's throw" from the ocean. This coastal haven is ready for new owners to move in and immediately start enjoying the island lifestyle. Being offered turnkey.

Listed by Martha's Vineyard Island-Wide Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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107 & 105 Barnes Road Oak Bluffs MA 02557

Oak Bluffs, MA107 & 105 Barnes Road

Price$2,625,000

Est. Mortgage: $/month

MLS Number 41961

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 2
  • Acreage 1.03

A Rare and Unique Waterfront Offering. This listing consists of two non-contiguous parcels separated by a "paper road". You will sure to be intrigued when you consider the possibilities of what these properties have to offer. 107 Barnes Road has been enjoyed by the same family for generations. The five bedroom home is well set back from the road on over an acre of beautiful land with direct water access from a staircase to the beach. There is room for expansion of the main house as well as the possibility of a guest house with the proper permitting. This property awaits a new owner's vision for the future and creating memories for a lifetime. Separated by a paper Road (Lagrange Ave) 105 Barnes Road is the second 14,375sf parcel offering even more flexibility and opportunity (the assessed value of this lot, 539,900, is included in the total land assessment) Lagoon Pond is your playground with easy access through the drawbridge to the Vineyard Haven harbor and the Nantucket Sound beyond. Grab your swimsuit and the kids and get ready for Summer fun. Swimming, clamming, and boating are all accessible right from your front doorstep. Relax with a glass of wine on your own private beach while enjoying exceptional sunsets and lazy afternoons. An incredible opportunity to create a one-of-a-kind waterfront family compound on Martha's Vineyard. An opportunity not to be missed.

Listed by Martha's Vineyard Island-Wide Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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 LINKMV as of May 27, 2024 . All data is obtained from various sources and has not been, and will not be, verified by broker or 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.