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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22 Cataumet Avenue Vineyard Haven MA

Vineyard Haven, MA22 Cataumet Avenue

Price$7,250,000

Est. Mortgage: $/month

MLS Number 36795

  • Residential
  • MlsStatus Active
  • Square Feet 3849
  • Bedrooms 5
  • Bathroom 4

BEACHFRONT BLISS ON WEST CHOP. Quietly set on private lane in West Chop and bordering 167 feet of beachfront, this charming 1900's summer home enjoys superlative front-row water views and evokes images of quintessential Vineyard summer days spent living by the sea . . . fishing, clamming, doing “tide rides” down the shoreline, riding bicycles, reading books and more. This turn-of-the-century, shingle-style home features classic architectural details of the era and features an open first-floor living area that opens out onto an expansive wraparound deck overlooking gorgeous park-like grounds and a sandy path that meanders through beach grass to West Chop Trust Beach. Framed between blue skies and sparkling blue waters Sound of Vineyard, this charming seaside home is a perfect place to gather family and friends and create treasured memories for years to come. Located within walking distance to the West Chop Club, within close proximity to Mink Meadows Golf Club and just two miles to downtown Vineyard Haven, this property offers all the essentials for a perfect island lifestyle. NOTE: This rare beachfront retreat is part of a larger 1.56-acre, three-home estate, which is being offered as a combined ensemble for $13,490,000. See LINK ID#36803 for more details.

Listed by Point B Realty LLC

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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14 Cataumet Avenue Vineyard Haven MA

Vineyard Haven, MA14 Cataumet Avenue

Price$6,950,000

Est. Mortgage: $/month

MLS Number 36796

  • Residential
  • MlsStatus Active
  • Square Feet 3822
  • Bedrooms 6
  • Bathroom 3

WEST CHOP BEACHFRONT CHARMER WITH GUEST COTTAGE and STUDIO. Sited on a quiet and private lane in West Chop, this wonderful 1900's gem is sited on an acre of exquisite park-like grounds that border the West Chop Trust Beach, creating a special and private sanctuary near the sea. Boasting delightful and charming architectural features of the era, the home offers a warm and inviting style -- as well as spacious indoor and outdoor living areas ideal for entertaining family and friends. The property is comprised of a 5-Bedroom Main House, a 1-Bedroom Guest Cottage and a separate Studio with fitness room and dry sauna. The property can be enjoyed as-is or transformed into a signature waterfront compound (conceptual renderings are available). Located within walking distance to the West Chop Club, within close proximity to Mink Meadows Golf Club and just two miles to downtown Vineyard Haven, this property offers all the essentials for a perfect island lifestyle. NOTE: This special West Chop property is part of a larger 1.56-acre, three-home estate, which is also being offered as a combined ensemble for $13,490,000. See LINK ID#36803 for details.

Listed by Point B Realty LLC

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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93 Edgartown Bay Road Edgartown MA

Edgartown, MA93 Edgartown Bay Road

Price$6,795,000

Est. Mortgage: $/month

MLS Number 36994

  • Residential
  • MlsStatus Active
  • Square Feet 3596
  • Bedrooms 4
  • Bathroom 4

Waterfront home located on Edgartown Bay Road, one of Martha's Vineyard's most desirable streets. This four-bedroom, four-and-a half bath Katama Bay property boasts an open floor plan that offers spectacular natural light and flows seamlessly. The first floor features a large family room overlooking Katama Bay and the Atlantic Ocean. The renovated chef's kitchen opens to the family room, dining room, and den. The first floor also features a living room with a stone fireplace, an office, and two bathrooms. One will find four oversized bedrooms upstairs. The master bedroom offers a huge walk-in closet, full bathroom, and a private deck viewing Chappaquiddick Island, Katama Bay, and the Atlantic. The guest suite offers beautiful views of Norton Point, and an en-suite bedroom and an additional bedroom oversees the expansive lawn and gardens. Outdoors one will find an inviting front porch, well-manicured lawns, and a private path to Katama Bay. This property needs to be experienced.

Listed by Keller Williams Realty

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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20 West Chop Lane Vineyard Haven MA

Vineyard Haven, MA20 West Chop Lane

Price$5,999,500

Est. Mortgage: $/month

MLS Number 35038

  • Residential
  • MlsStatus Active
  • Square Feet 4704
  • Bedrooms 7
  • Bathroom 5

Panoramic views over Vineyard Sound and the Elizabeth Islands, frontage on Mink Meadows Pond, and a tranquil wooded setting with beautiful mature plantings make this 3.53-acre property feel like a secluded and serene island retreat. A relaxed gathering spot for family and friends, the 4,704-SF house includes seven bedrooms and four-and-a-half baths, separate guest quarters, screened porch, two-car garage, and nearly 2,000 SF of outdoor decking. The great room anchors the house with its soaring cathedral ceiling, brick fireplace, and a wall of windows framing the dramatic sunset water views. The light, airy kitchen is outfitted with a spacious white granite island and countertops, Gaggenau ovens and cooktop, and walk-in pantry. Custom built-in shelves and cupboards throughout provide lots of storage space. Enjoy easy access to the sandy Mink Meadows association beach, along with preferential member status at Mink Meadows golf course. Nearby are West Chop Woods 85-acre nature reserve, Lake Tashmoo, the West Chop community, and Vineyard Haven Yacht Club. Making the most of its peaceful, private location and panoramic views, this beautifully crafted home, with renovation design by renowned island architect Ben Moore, has room for everyone, inside and out. Air conditioning to be installed prior to close of escrow at Seller's expense.

Listed by Viewpoints

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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348 Sea View Avenue Oak Bluffs MA

Oak Bluffs, MA348 Sea View Avenue

Price$5,995,000

Est. Mortgage: $/month

MLS Number 35291

  • Multi-Family
  • MlsStatus Active
  • Village State Beach
  • Bedrooms 12
  • Bathroom 6

150 Feet of PRIVATE BEACH at this WATERFRONT COMPOUND IN HARTHAVEN - Perched high on a bluff with 180 degree views of Nantucket Sound and beyond, this property offers a rare opportunity for a waterfront family compound or an investor's dream with a private beach. The three homes that make-up this unique 13 bedroom property are as follows: The "Main Deck" is a sprawling cape-style home with 5+ bedrooms, 2 1/2 baths, oil forced hot water heat, air conditioning, wood-burning fireplace, large covered deck overlooking the bluff and a screened-in porch. This home was updated in 1996. This home is considered the main house of the property because of its commanding location perched on the bluff. The "Captain's House" was rebuilt in 1996. It has a reverse-style floor plan to take full advantage of the sweeping water views. Featuring 2 master suites and 2 additional bedrooms that share a bath, this home is light-filled, open and airy. Wood-burning fireplace. The craftsmen that created this home gave extra attention to the wood details throughout and made the house worthy of the finest sea "captain". You will notice these details from the moment you walk into the foyer and move your way through the home to enjoy the beamed ceiling in the living room. The "Cottage" completes this property...almost. This home was also fully rebuilt in 1996. It consists of a living room with wood-burning fireplace, eat-in kitchen, first floor bedroom, first floor laundry and bath. The second floor bedroom has breathtaking views from its private deck. A second large deck runs along the back side of the house. All 3 homes have been created to be independent of each other and all feature air conditioning, outdoor showers and more. With plenty of storage with additional space above, bath and outdoor shower, there is lots of possibilities to to be creative. The garage nicely completes this property. All homes have a solid rental histories with repeat tenants. Sellers would consider a full "turn-key" option. Please view Video of the Property to get a full feel for this one of a kind waterfront property.

Listed by Island Real Estate

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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73, 72, 83, 89 Red Farm Road and Kelly Lane West Tisbury MA

MLS Number 36407

  • Multi-Family
  • MlsStatus Active
  • Village Lambert's Cove
  • Bedrooms 7
  • Bathroom 3

Red Farm is a magical world that encompasses wild natural beauty, and multiple dwellings overflowing with stories and picturesque antiquity. The sprawling estate combines iconic Island history, over 21 private acres of pastoral West Tisbury land, comprised of 5 separate parcels. The property also includes a key to Hancock Beach in Chilmark. The Robert Luce homestead now known as Red Farm is one of the first and oldest English style houses in West Tisbury and is still on the original site. The antique homestead has been carefully renovated preserving the character of exposed framing, the builder's marks, and the large cooking fireplace with bread oven. An antique home from Eagle Bridge, NY, was purchased from the descendants of Grandma Moses, brought to the Vineyard by the current owner of Red Farm, and painstakingly connected to the main dwelling to create the master suite. The antique barn features two levels and an attached greenhouse with a sauna, soaking pool, and a working 17th century French bathing tub. There is also a charming two bedroom guest house that was once a forge. The property offers walking trails, exquisite stone walls, an outdoor entertaining area, man-made pond, and a replica of Thoreau's cabin where he wrote Walden Pond, his treatise to the worth of a spiritual connection with nature. This spiritual connection to the natural world and days of old is truly embodied by the Red Farm property.

Listed by Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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733 Main Street Vineyard Haven MA

Vineyard Haven, MA733 Main Street

Price$5,890,000

Est. Mortgage: $/month

MLS Number 37140

  • Residential
  • MlsStatus Active
  • Village West Chop
  • Square Feet 2581
  • Bedrooms 4

VIEWS! VIEWS! VIEWS! Completion date for this 4 bedroom West Chop beauty is mid November 2020 just in time for Thanksgiving!! There is still time yo pick out fixture, lighting, and other furnishings, property can be sold turnkey. Enjoy spectacular views from 885 square feet of decking and porch overlooking Sheriff's Meadows and the Vineyard Sound. What could be better than living space and dining outside on a pristine deck. With 120 feet of private beach, you will not find better swimming and boat activity on the island. All your amenities are here including a great outside shower, built in grill area with piped propane, mudroom to wash off the sand, and countless spaces outside to read a good book or to dine! First floor master suite with fantastic sunrises and sweeping water views. Combination kitchen and dining, inside or out, plus a living room viewing a 42 foot long deck with the Sound beyond. Upstairs, another master suite with picturesque Sheriff Meadow views, and a porch to enjoy early morning sunrises and coffee. Another 2 bedrooms and full bath plus a sitting area round out the spectacular 2nd floor. This house is ready for the discriminating buyer looking for that move-in ready home, furniture to be negotiated separately. This ideal location is near the 83 acre West Chop Woods, Mink Meadows Golf Club, the West Chop Club, and the Vineyard Haven Yacht Club. Rarely is there a waterfront in this area with such dramatic views and a total renovation. Don't miss your opportunity to have your own slice of paradise anytime you want to escape to the Vineyard or year-round living! Please call listing office for floor plans and renderings from Squash Meadow. Please view listing sheet for landscaping plans! Easy to show!

Listed by Viewpoints

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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69 Kanomika Road Edgartown MA

Edgartown, MA69 Kanomika Road

Price$5,650,000

Est. Mortgage: $/month

MLS Number 36839

  • Residential
  • MlsStatus Active
  • Village Katama
  • Square Feet 3958
  • Bedrooms 6

Edgartown Great Pond waterfront home with 6 bedrooms, 5.7 acres, over 400' of pond frontage, and boating access to the Atlantic barrier beach. Look no further than this beautiful home designed by Sherman & Associates if looking for a move-in ready option on the great pond. Set privately in Kanomika, a hidden enclave that occupies one of the few true peninsulas on Edgartown Great Pond, this property offers room for family and friends, with options available for pool and guest house. The interior features brilliant light and volume, with huge windows and high ceilings throughout. Fabulous views of the water from many rooms. All of the bedrooms and living spaces offer generous proportions. A brand new boardwalk out to the waterfront provides a sublime connection between the house, land, and water, and the experience of boating, paddleboarding, kayaking, swimming and beach-going on the pond to the Atlantic is second to none on Martha's Vineyard. Built in 2000 and enjoyed by one family for the past 20 years, this property is ready to help create your island memories.

Listed by Compass

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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85 Little Homers Pond Road (3C) West Tisbury MA

MLS Number 37186

  • Land
  • MlsStatus Active
  • Village South Shore
  • Acreage 23.8

Surrounded by water and nature, this 23-acre building parcel is a South Shore paradise. This sprawling lot supports two full size houses and includes a beautiful 1200' stretch of shared private ocean beach. Walk, bike or cruise your golf cart to the beach in minutes. The main building site features views over Big Homers Pond, the dunes, the Atlantic and westerly views up the south shore of the island. There is a short walking path to an access point on Big Homers Pond for paddle boarding, sailing, playing with little ones or just sitting and enjoying the sunset. The rest of the parcel has a lovely orchard-type setting and total privacy with shared interest in 141 acres of abutting conservation land and 40 acres of abutting commonland. New electric and fiber optics are available near the site. Note: parcel was recently redesigned - assessor map/lot and value is based on a different configuration of this parcel. See map included here.

Listed by Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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26 Crackatuxet Cove Road Edgartown MA

Edgartown, MA26 Crackatuxet Cove Road

Price$5,450,000

Est. Mortgage: $/month

MLS Number 36535

  • Residential
  • MlsStatus Active
  • Village Katama
  • Square Feet 1936
  • Bedrooms 3

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: 2.8% last updated on Oct 22, 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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21 Squibnocket Road Chilmark MA

Chilmark, MA21 Squibnocket Road

Price$4,995,000

Est. Mortgage: $/month

MLS Number 36962

  • Residential
  • MlsStatus Active
  • Village South
  • Square Feet 2018
  • Bedrooms 4

Perched above and just steps from beloved Squibnocket Beach and Pond, this idyllic beach house has amazing views of the Atlantic and shoreline out to Squibnocket Point. It has been fully renovated with many tasteful, modern enhancements and sustainably-sourced materials, and yet retains some of the most charming elements of its past. The airy floor plan offers a family-friendly open kitchen, living and dining area, a master bedroom, and a guest wing with three more bedrooms. The lower level is finished, adding about 1350 square feet of space including a spacious 30' x 20' recreation room and laundry room. The property is surrounded by stone walls, a bluestone patio facing the Atlantic, and a path to the Pond. Access to the pond is by a newly constructed elevated walkway and there's a new kayak/paddleboard rack. Originally known as the Hilly Mayhew House, this property was for over 80 years the haven for the international modernist painter Vaclav Vytlacil and his family. He created hundreds of seascapes and harbor scenes of the Vineyard, many of which can still be found on the island and around the world. The house comes fully furnished with new, interior designer-sourced furniture and furnishings. Walk to the beach, kayak in the pond, or just sit out on your patio watching the day unfold, osprey fish and surfers ride the waves.

Listed by Tea Lane Associates

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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
  • MlsStatus Active
  • Village Chappy
  • Square Feet 2486
  • Bedrooms 5

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: 2.8% last updated on Oct 22, 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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