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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117 North Water Street Edgartown MA

Edgartown, MA117 North Water Street

Price$10,995,000

Est. Mortgage: $/month

MLS Number 35468

  • Residential
  • Square Feet 2957
  • Bedrooms 7
  • Bathroom 3
  • Half Bath 1

CLASSIC CAPTAIN'S HOME WITH DEEP WATER DOCK ON EDGARTOWN HARBOR. Located on prestigious North Water Street and in the heart of historic Edgartown Village, this premier harborfront home combines the best of in-town and waterfront living, with the advantages of a deep water dock on Edgartown Harbor. Built in 1998, the home was designed using historic house plans from the 1800's and its traditional style blends perfectly within the neighborhood of historic sea captain's homes. On the harborfront side of the home, there are two expansive decks with panoramic views across the harbor to Chappaquiddick Island and Nantucket Sound creating an idyllic outdoor living and entertaining spot with the Edgartown Lighthouse as the picture-perfect backdrop. There are a total of SEVEN BEDROOMS making the property an exceptional retreat for hosting family and friends (current owners are using the first-floor bedroom as a Family/TV Room). As an extra bonus, the property features wonderful attributes of historic village homes, such as the four wood-burning fireplaces and the widow's walk, which is the perfect place for enjoying the Fourth of July fireworks or a perfect starlit summer light. The professionally landscaped yard features beautiful perennial gardens and an expansive lawn that stretches to meet a sandy shoreline at the harbor's edge. The property boasts an impressive rental history and furnishings are available separately for a turnkey purchase opportunity.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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1153 Main Street Vineyard Haven MA

Vineyard Haven, MA1153 Main Street

Price$10,499,000

Est. Mortgage: $/month

MLS Number 33954

  • Residential
  • Square Feet 5345
  • Bedrooms 8
  • Bathroom 6
  • Half Bath 1

Located on a winding private road, this original 1896 West Chop waterfront home was completely renovated to exacting standards in 1992. With 8 bedrooms and 6 and a half bathrooms, and a classical layout with formal and informal areas in which to relax and pass the time, this home encompasses all that this desirable location provides for multi-generational family gatherings and summer memories at West Chop. A stately front entrance leads to the formal living room with adjoining separate sitting room, with fireplace, that opens to the expansive water facing porch providing active views of the Vineyard Sound and additional entertaining space to while away a lazy summer afternoon. The home offers an exceptional combination of elegant charm and modern amenities including the large gourmet kitchen breakfast room, with Wolf and Sub Zero appliances, bespoke cabinetry and a butler's pantry that leads through to the formal dining room. The staircase leads to a large master suite with full bath, office and balcony overlooking the water. Three further bedrooms and 2 additional bathrooms occupy the remainder of the second floor with 4 further bedrooms and 3 baths on the third floor. The huge walk out basement was created during the renovation, and could be finished to create living space for wine cellar, family room or gym. Air Conditioning has been installed throughout for 2019. Walk from the house through established perennial gardens to the beautiful sandy beach for easy swimming, tide rides to the pier and docks and enjoyment of the water. This is a rare opportunity to buy in the heart of the West Chop community. Contact us for more information about this special North Shore private setting with opportunities for beaches, tennis, golf, and more.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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1153 Main Street Vineyard Haven MA

Vineyard Haven, MA1153 Main Street

Price$10,499,000

Est. Mortgage: $/month

MLS Number 33535

  • Residential
  • Square Feet 5345
  • Bedrooms 8
  • Bathroom 6
  • Half Bath 1

This three-story shingle-style air conditioned home on Vineyard Sound, an easy walk to the West Chop Club, epitomizes the relaxed elegance of late 19th-century seaside living. Beautifully restored and decorated, the 5,345-sf house ideally located on a peaceful private road, includes eight bedrooms, multiple formal and informal gathering areas, and wide porches with spectacular water views. A superb example of traditional coastal New England architecture with its cedar shingles and abundance of windows, gables, and gambrels, this meticulously maintained house was built in 1897 and renovated in the early 1990s, paying tribute to its historical detail while adding many amenities. A spacious gourmet kitchen, outfitted with high-end appliances, adjoins a casual dining/lounging area and connects through a butler's pantry to the formal dining room. Two living rooms, one with a large fireplace, comfortably accommodate a large gathering. The expansive master suite includes a balcony with water views, brick fireplace, spacious master bath, and adjoining sitting room and office. The .59-acre property makes the most of its dramatic setting with graceful perennial gardens, open lawns, and most importantly 2 possible sites for a pool. A private path leads to the West Chop Trust's north shore beach for lazy days in the sun, tide rides, and fishing. Just two miles from the center of Vineyard Haven, a West Chop classic similar to this home rarely comes on the market, and provides the perfect setting to create memories of your own for generations to come.

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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30 Beach Pebble Road West Tisbury MA

West Tisbury, MA30 Beach Pebble Road

Price$9,985,000

Est. Mortgage: $/month

MLS Number 35654

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 2
  • Acreage 1.2

This stylish waterfront home tucked into the North Shore was designed and built by Tom Tate . The current owners continued to work with Tate Builders to enhance and finish the home to incorporate a completely finished lower level, an infinity swimming pool, pool cabana, two car garage and extensive landscaping with stylized stone work by Vineyard artisan, Eben Armor. The four bedroom home includes a private master wing with huge custom lift-and-slide glass doors that open to the north shore water views. There are three further guest bedrooms, also with luxurious bathrooms, and one that has the same large glass doors that open to the pool side decks and cabana. The bathrooms all have frame-less glass showers and teak finished details. The open contemporary kitchen with solid teak kitchen island that spans the length of the kitchen incorporates the dining area with another set of custom glass sliding doors that open on to the sun deck seamlessly connecting the house with the beautifully landscaped exterior . The living room has a Isokern European fireplace and a set of glass doors to the outside living space and pool. The finished lower level has large living room/entertainment room with a kitchen/bar. A climate-controlled wine tasting room, private office, gym with “natural light wall”, laundry room second TV/Den and storage. State of the art systems have been installed and designed with every consideration to comfort and easy beach front living. One can choose to swim in the ocean from your private beach or take a dip in the heated pool. This elegant home sits high on the bluff overlooking the Vineyard Sound and the Elizabeth Islands. The pool, cabana and patio creates an additional secluded oasis for guests and family to enjoy. No expense has been spared on this beautiful waterfront property which truly has to be seen to understand. This is an incredible opportunity to buy a finished modern home like no other on Martha's Vineyard.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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22 Lelands Path Edgartown MA

Edgartown, MA22 Lelands Path

Price$9,850,000

Est. Mortgage: $/month

MLS Number 33684

  • Residential
  • Square Feet 11677
  • Bedrooms 8
  • Bathroom 8
  • Half Bath 2

This spectacular estate was built in 2003 and offers over 11,000 sq. ft. of well designed living space with 8 bedrooms. Arguably the finest house on Chappaquiddick Island, highly situated and offering incredible views for 270. The house lies on 6-acres of manicured landscaping, rolling pastures and stonewalls. Surrounded by over 40-acres of unbuildable land adds to the majestic feeling of this world class estate setting and offers the ultimate seclusion and privacy, while just 3.5-miles to town.

Listed by Landvest MV

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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18 Austin Pasture Road Chilmark MA

Chilmark, MA18 Austin Pasture Road

Price$8,900,000

Est. Mortgage: $/month

MLS Number 34345

  • Residential
  • Square Feet 4000
  • Bedrooms 5
  • Bathroom 3
  • Acreage 16.38

A magical setting on Squibnocket Pond with endless waterviews of Squibnocket Pond, Atlantic Ocean and Nomans Land Island. Perched high up on a hill on over 16 acres of untouched land, sits this inviting Chilmark home that has been crafted to take in the beautiful surroundings and private landscape. The home features wonderful wood throughout, a generous main level with an open living room and a stone fireplace, a built-in window seat, a spacious dining room and a large gourmet kitchen with an over-sized island. The master suite includes a spacious bath and access to a lovely porch overlooking Squibnocket Pond and beyond. A separate guest wing includes 2 additional bedrooms and full guest bath. Oversized windows allow for spectacular waterviews in every direction. The lower level features a comfortable sitting room with a wood stove, 2 guest bedrooms, full bath and access to a one car garage and storage area. Venture down a peaceful footpath to the water's edge and boat, kayak, or paddle board with ease on Squibnocket Pond. With over 16 acres of grounds, this home is sited to take in mesmerizing waterviews and its serene setting is the perfect retreat to create memories for a lifetime.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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
  • Village Lambert's Cove
  • Bedrooms 7
  • Bathroom 3
  • Half Bath 1

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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$6,250,000

Est. Mortgage: $/month

MLS Number 35038

  • Residential
  • Village West Chop
  • 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. Please call listing office for details on flexible financing.

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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
  • Village State Beach
  • Bedrooms 12
  • Bathroom 6
  • Half Bath 1

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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130 Little Homers Pond Road Lot 4 West Tisbury MA

MLS Number 36503

  • Residential
  • Village South Shore
  • Square Feet 640
  • Bedrooms 1
  • Bathroom 1

A classic beach house on almost 24 acres. The cottage is perched overlooking the open grassy meadows and sandy Atlantic Ocean beach with ground floor views spanning all the way towards Squibnocket Point and beyond. Perfectly sited in this sweet location, this home could be rebuilt as one of the two main dwellings allowed on this property. As a member of Homers Pond Association, you commonly own 141 acres of restricted conservation land which allows for the utmost privacy for these homes. This property is one of three that together own over 46 acres of association land which can be developed in any number of ways to increase value for all three association members. The 1200 feet of private beach is a 3 minute walk from the beach house where you can enjoy swimming, surfing and relaxing on the most gorgeous stretch of sandy beach. Engineering and utilities in place for ease of development to a new owner. It is a real opportunity to find something so exclusive with water front acreage, views and privacy in this price point. Abutting 22 acre property is for sale with a private tennis court, pool and tasteful architect designed home with exceptional water views. Potential to own nearly 46 acres of ocean front property. Engineering with new electric and fiber optics in place to bring to all dwellings.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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55 Kings Point Way Edgartown MA

Edgartown, MA55 Kings Point Way

Price$5,495,000

Est. Mortgage: $/month

MLS Number 35802

  • Land
  • Village Katama
  • Acreage 4.19

EXQUISITE BEAUTY AND RARE PRIVACY: EDGARTOWN GREAT POND WATERFRONT. Sited directly on Slough Cove, with exquisite views across the Edgartown Great Pond toward the barrier beach and Atlantic Ocean beyond, this property offers one of most private, superlative and pristine settings on the island. The Edgartown Great Pond offers 890 acres of scenic beauty and habitat to explore by kayak/canoe, paddleboard, sailboat or motor boat. The South Shore barrier beach is easily accessible by boat and offers an ideal place for beachside picnics, fishing and crabbing -- or simply relaxing with the sights and sounds of the ocean.The property abuts a gorgeous Sheriff's Meadow conservation property called Kings Point Armor, a 29-acre swath of Katama Plains that hugs the shore of the pond and crosses through huckleberry shrubs and clumps of bayberries, with views across toward Herring Creek Farm. This idyllic setting and lifestyle will make you feel miles away from everything . . . yet this highly sought-after area of Katama is just minutes away from South Beach, the bicycle path, island farm stands, as well dining, shopping and entertainment in historic Edgartown Village.There is currently a tastefully renovated vintage cape-style home on the property that can be enjoyed as-is, while creating plans to build your own signature retreat in this most special and rare setting.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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55 Kings Point Way Edgartown MA

Edgartown, MA55 Kings Point Way

Price$5,495,000

Est. Mortgage: $/month

MLS Number 35779

  • Residential
  • Village Katama
  • Square Feet 3364
  • Bedrooms 4
  • Bathroom 4

EXQUISITE BEAUTY AND RARE PRIVACY: EDGARTOWN GREAT POND WATERFRONT. Sited directly on Slough Cove, with exquisite views across the Edgartown Great Pond toward the barrier beach and Atlantic Ocean beyond, the classic, fully renovated cape-style home sits with one of the most superlative and pristine settings on the island. The property abuts a gorgeous Sheriff's Meadow conservation property called Kings Point Armor, a 29-acre swath of Katama Plains that hugs the shore of the pond and crosses through huckleberry shrubs and clumps of bayberries, with views across toward Herring Creek Farm. The property has been completely renovated in 2000, and can be enjoyed as-is . . . or you create your own signature retreat in this most special and rare setting.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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