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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267 Barnes Road Oak Bluffs MA 02557

Oak Bluffs, MA267 Barnes Road

Price$5,850,000

Est. Mortgage: $/month

MLS Number 39954

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 5.5
  • Acreage 1.25

Enjoy waterfront living at its best with 163’ of Lagoon frontage including a private sandy beach. Sited on 1.25 acres of lush-landscaped greenery, this incredible property with a sweeping lawn offers stunning waterviews and spectacular sunsets. This is your time to enjoy Vineyard life on the water…boating, swimming, kayaking, clamming, and more. Perfect for entertaining and comfortable living, the immaculate 4,046 square foot home with a newly finished 2,000 square foot walk-out basement has a wonderful flow throughout and waterviews from almost every room. It was designed to capture the essence of waterfront life. 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 close to all the Island has to offer. The main level, with soaring ceilings, is comprised of a large living area enjoying a wood-burning fireplace and wet bar, a sitting area, half-bath, dining room, and a large kitchen with eat-in dining, with full views of the Lagoon and access to the outdoor patio. Two additional rooms with a private deck and full bath are cleverly located in a separate wing of this floor and can be used as an office or den. Unique to the second floor is a wraparound deck and screened porch overlooking the Lagoon and adjoining the large primary suite with a second wood-burning fireplace and two spacious ensuite bedrooms, all with fabulous views. If you are looking for a quiet space, you can enjoy a second covered porch at the front of the house. Being sold furnished, this is the ultimate Vineyard Experience.

Listed by Donnelly + Co

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 02575

West Tisbury, MA41 Naushon Road

Price$5,250,000

Est. Mortgage: $/month

MLS Number 40897

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 6.5
  • Acreage 1.5

Spectacular waterfront home perfectly set in Upper Makonikey along West Tisbury’s north shore. Perched with immediate, jaw-dropping views of Vineyard Sound, sailboats, ferries and more, this sprawling 6 bedroom home offers quintessential seaside living. The main living room, set just below the home’s entrance, is dramatic and perfect for entertaining. The bedrooms are private with en suite bathrooms, set within 3 wings of the home. Also fully incorporated into the floor plan is a regulation squash court with triple height ceiling - a rare amenity for racquet enthusiasts. The original part of the house offers the most dramatic views on the property, with a rare footprint that juts out close to the 200’ of private waterfront and the bank above. Keep as is (with excellent rental potential) or use your creativity to renovate in a prime site for redevelopment. This location affords privacy and views, within just a short drive of downtown Vineyard Haven or up-island destinations. Ownership in Upper Makonikey provides multiple additional options for beach access. A true waterfront gem on Martha’s Vineyard, this property is ready for its next owner to cherish.

Listed by Compass | MV Team

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%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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$4,995,000

Est. Mortgage: $/month

MLS Number 39980

  • Residential
  • Mls Status Active
  • 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: 7.19% last updated on Sep 21, 2023
* 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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36-r Pulpit Rock Road Oak Bluffs MA 02557

Oak Bluffs, MA36-r Pulpit Rock Road

Price$3,699,000

Est. Mortgage: $/month

Pending

MLS Number 41000

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 0.8869

UNIQUE Offering in the Waterview Farm WATERFRONT Community~ A Piece of Paradise ~Wake up on Top of the World with the Sunrise on the sparkling waters of Sengekontacket Pond…offering sweeping views of the rolling meadows and a panoramic seascape over the barrier beach, and Nantucket Sound to Chappaquiddick Island! This exceptional custom design is as functional as it is gracious with over 2300 square feet of airy living space offering intimate settings and lots of glass that captures the natural sunlight and highlights the striking visuals throughout each room….includes a 2 car garage and finished basement (285 sq feet) There are 3 perfectly situated bedrooms starting with a stylish primary suite conveniently located on the first floor, and 2 bedrooms, a tiled full bathroom, and a bright open loft on the second floor…..all displaying unparalleled views. This peaceful and tranquil ambience has an acre of land connecting winding foot paths throughout the common meadows and a scenic access to the sandy waterfront beach, association dock, mooring fields and acres of mature meadow. There is a footpath at the side of the property that is golf club accessible to desirable FARMNECK GOLF & TENNIS CLUB! Exquisite setting call for a private tour!

Listed by Ocean Park Realty Inc

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%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 North Neck Road Edgartown MA 02539

Edgartown, MA11 North Neck Road

Price$3,350,000

Est. Mortgage: $/month

Pending

MLS Number 39358

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.2

CHAPPY CONTEMPORARY WITH 270 DEGREE WATER VIEWS - "...yet we know of no other place that provides such incredible beauty or so soothes our souls." There are few places that rival the views from this outlying yet accessible Chappaquiddick retreat. The natural setting and commanding presence offer time spent in true relaxation. Behold the sunrise over Cape Pogue just beyond the tips of your toes while lounging in the third-floor bedroom. The sandy beach and fabulous fishing are steps away at the base of the bluff or ply the serene waters of Cape Pogue just around the bend. If heading into town is your pleasure, it is a short 7-minute drive to the Chappy Ferry. Come experience the serenity of this special property.

Listed by Portfolio Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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19 The Boulevard Edgartown MA 02539

Edgartown, MA19 The Boulevard

Price$3,195,000

Est. Mortgage: $/month

MLS Number 41208

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.53

Surrounded by the expansive water views of Sengekontacket Pond, State Beach, and Nantucket Sound, this waterfront retreat offers a newly renovated main house plus a detached guest house on a large .53 acre lot. The 3 bedroom / 2.5 bathroom main home underwent a complete gut renovation in 2019 and features a large open floor plan that offers spectacular natural light throughout. The detached guest house offers plenty of storage space along with a studio apartment with a full kitchen and amazing water views. Throughout the two houses, there are sweeping panoramic views. Come enjoy this newly renovated waterfront compound.

Listed by Keller Williams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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232 Lagoon Pond Road Vineyard Haven MA 02568

Vineyard Haven, MA232 Lagoon Pond Road

Price$2,990,000

Est. Mortgage: $/month

Pending

MLS Number 40713

  • Residential
  • Mls Status Pending
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.4843

WATER VIEWS from almost every room in this home. Mooring permit transferred with home sale (current waitlist 6 years) The full service "Safe Harbor Vineyard Haven Marina" is 1/4 Mile down the road (See website link). The potential is endless with this ranch boasting 5/4 bedrooms and 4 full bathrooms. All furniture included so move in immediately. Estate sale so needs a little TLC. This Vineyard Haven home is situated on Lagoon Pond less than 1 mile from town. You can arrive by ferry even with your own car, stroll down Main Street and walk to your new home if you want. This incredible home has 2,276 square feet of living space, an attached garage, a wood burning fireplace and a deck overlooking Lagoon Pond. Lagoon Pond is a saltwater navigable bay off of Vineyard Haven Sound. Don’t miss the opportunity to live on the water in Vineyard Haven. One of the most up and coming towns on the Vineyard.

Listed by Grade A Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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391 Barnes Road Oak Bluffs MA 02557

Oak Bluffs, MA391 Barnes Road

Price$2,800,000

Est. Mortgage: $/month

Pending

MLS Number 41046

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.52

Unparalleled, unobstructed, panoramic, water views of the Lagoon all with a sandy beach! How many generations of those familiar with the Vineyard have desired this remarkable location? Now it can be yours! Waterfront on the saltwater Lagoon means clamming, fishing, boating, wind surfing or swimming are right out the front door. Or just sit on the front deck and watch the waves lap on your beach. You'll feel your tension drift away with the outgoing tide. This property has been in the same family since 1979. It is warm and welcoming with an open floor plan that fills the rooms with light and water views. The existing home is substantial and can be renovated and updated or a buyer could start anew with the footprint that is in place. The footprint is close to the water's edge and offers several intriguing options. In years to come the buyer will be told “you were lucky'' to purchase such a property! We would suggest that the buyer of this property will have recognized true value and upside potential, then acted decisively.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 Barnes Road Oak Bluffs MA 02557

Oak Bluffs, MA107 Barnes Road

Price$2,675,000

Est. Mortgage: $/month

MLS Number 41001

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 1.03

A water lover’s delight! Perched high on the Lagoon on a large wooded lot sits “The Yellow House”. Loved by the same family for generations you will be intrigued by what this property has to offer. Lagoon Pond is your playground, with easy access through the drawbridge to the Vineyard Haven harbor and the Nantucket Sound beyond. This four bedroom home is set back from the road and is awaiting a new owner's vision for the future and creating memories for a lifetime. 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. There is room for expansion of the main house as well as the possibility of a guest house with the proper permitting as there is a 5 bedroom Title V septic system currently in place. If that is not enough to excite and delight- this special offering comes with an additional, separate 14,000 sf parcel. A spectacular 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

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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201 Lagoon Pond Road Vineyard Haven MA 02568

Vineyard Haven, MA201 Lagoon Pond Road

Price$2,495,000

Est. Mortgage: $/month

MLS Number 40666

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.3445

This unique property offers three distinct structures and the additional waterfront lot! A charming four bedroom two bath home with spectacular views of Lagoon Pond waiting for your personal touch. Adjacent to the Main House a detached Barn beckons creativity with it's generous space and loft above it's an ideal spot for an art studio, workshop or office. The detached garage provides convenient parking plus added storage for your island adventures and watersports kayaks, beach equipment and bikes. Sit back and relax on your front porch and revel nature and your breathtaking water views!!! This property includes the additional waterfront land elevating the allure to a new level. This waterfront land gives you the potential for private Town mooring rights. See mooring application in 'documents'. A coveted perk grant you exclusive access and resident preference for a mooring in the picturesque Lagoon Pond with approval. Convenient to the scenic beauty of the Island, Downtown, shopping, dining, beaches with easy access to the Vineyard Haven Ferry Terminal.

Listed by Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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

Based on information submitted to LINKMV as of September 25, 2023 . 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.