Martha's Vineyard Luxury Homes

Browse all luxury homes for sale on Martha's Vineyard below. Contact us to ask questions or schedule a tour.

Register with us to save your favorite Martha's Vineyard real estate listings and receive notification when similar properties become available.

104 And 111 Old Herring Creek Road West Tisbury MA 02575

MLS Number 39574

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

Private waterfront estate comprised of two parcels in the prestigious North Shore neighborhood. This beautiful compound is spread over 9.5 acres of pristine land and includes over 600 feet of private Vineyard Sound beach.  The elegantly refurbished beach house has all the modern conveniences and features spectacular water views from almost every room.  There is a breakfast eating area off the gourmet kitchen which is adjacent to the porch allowing you to eat with the feeling of being outdoors. The primary ensuite bedroom features your own private deck overlooking the ocean giving you the luxury of enjoying a cup of coffee while watching the sunset.  Additional guest bedrooms include immaculate views throughout. This unique retreat includes a guest cottage on a second separate waterfront lot. The guest cottage includes a roof deck overlooking the property, Vineyard Sound and the Elizabeth Islands. Enjoy a magical walk from both homes to your own private beach.  The residences and grounds offer one of the most stunning private compounds on Martha's Vineyard.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

104 Old Herring Creek Road West Tisbury MA 02575

MLS Number 39788

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 4.5
  • Acreage 5.3

Private waterfront estate in the prestigious North Shore neighborhood. This beautiful compound is spread over 5.3 acres of pristine land and includes over 425 square feet of private Vineyard Sound beach. The elegantly refurbished beach house has all the modern conveniences and features spectacular water views from almost every room. There is a breakfast eating area off the gourmet kitchen which is adjacent to the porch allowing you to eat with the feeling of being outdoors. The primary ensuite bedroom features your own private deck overlooking the ocean giving you the luxury of enjoying a cup of coffee while watching the sunset. Additional guest bedrooms include immaculate views throughout. Enjoy a magical walk from both homes to your own private beach. The residence and grounds offer one of the most stunning private locations on Martha's Vineyard. Adjacent parcel at 111 Old Herring Creek Road also available for purchase.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

44 Green Hollow Road Edgartown MA 02539

Edgartown, MA44 Green Hollow Road

Price$11,250,000

Est. Mortgage: $/month

Pending

MLS Number 40403

  • Residential
  • Mls Status Pending
  • Bedrooms 5
  • Bathroom 2
  • Acreage 1.14

This charming 4-bedroom cottage with detached garage and guest house is located in the very desirable mid-harbor area of Edgartown Harbor. The property is over an acre and offers unobstructed views over the rolling lawn to nearly 100 ft of harbor frontage and a private dock. The current cottage could be restored or if one desires a new larger home could be built. The property has been approved for a 6,000 sf / 5-bedroom home and carriage house with apartment above. This offering represents a rare opportunity to own a harbor front property with the ability to build new.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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

52 South Summer Street Edgartown MA 02539

Edgartown, MA52 South Summer Street

Price$9,995,000

Est. Mortgage: $/month

MLS Number 39755

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 7
  • Acreage 0.2979

RENOVATED CAPTAIN'S HOME MERGES HISTORIC AND MODERN ELEMENTS. Steeped with history and beautifully renovated inside and out by Hutker Architects in 2013, this 1860's gem is situated on a large corner lot in the heart of Edgartown Village. Known as the Captain Ellsworth West House, the home's historic connections coupled with its impeccable quality and lush gardens would be sufficient to make this one of the finest homes in the village -- but add to that, its characterful styling and beautifully curated vintage details and this property is really something special. This expansive retreat is comprised of a Main House, with four floors of living spaces -- plus a private covered porch with wood-burning fireplace overlooking the beautifully landscaped grounds, which is the perfect place to relax with a book or enjoy a quiet fireside evening in the summer. The detached two-story Carriage House features a pool cabana with an inside lounge area plus French doors that open out to a private outdoor living area with gunite pool, built-in whirlpool spa and bluestone terrace with additional poolside lounging. This rare property includes over 7,000 square feet of living space and is a perfect in-town compound for discerning buyers who are seeking a spacious and comfortable home for gathering family and friends -- and creating treasured memories for years to come.

Listed by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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

75 South Water Street Edgartown MA 02539

Edgartown, MA75 South Water Street

Price$9,995,000

Est. Mortgage: $/month

Active With Contract

MLS Number 40319

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.52

Historically known as the Parsonage, this elegant, Federal-style residence dates to the early 1820's and directly overlooks Edgartown harbor, Chappaquiddick and Katama Bay. Sited at a commanding elevation on an uncommonly large in-town lot, the sweeping harbor views are effortlessly captured throughout the home's graceful living spaces. Soaring ceilings and original wide-plank pine floors make the interior remarkably clean, bright and airy while original woodwork and wide fireplaces evoke the home's storied history. The expansive lawn slopes gently down to a private beach, where the bustle of the harbor can be enjoyed up close. This stately property has been treasured for decades and presents the next owners the chance to create one of the finest legacy residences on Edgartown harbor.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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

1115 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA1115 Main Street

Price$9,950,000

Est. Mortgage: $/month

MLS Number 40330

  • Residential
  • Mls Status Active
  • Bedrooms 11
  • Bathroom 8.5
  • Acreage 0.3145

Built in 1893 and representing one of the classic Grand Dames of the Chop, lies this 4-story, 11-bedroom, 7,000 sq ft residence. The home is permanently situated atop a gentle bank with a magical path through the vegetation to the beach. A sensitive and well thought-out renovation was completed honoring all of the home’s character and charm, while complementing the flow of the house and adding appropriate freshened finishes. The home offers amazing living spaces with tall ceilings, graced with period ceiling beams, a gourmet kitchen, original fireplaces, and large windows everywhere with “of course” the most incredible North Shore sunset views. There are expansive water views from nearly every room in the house as well as a wrap around porch and balcony. The wonderfully manicured grounds offer rolling grass lawns, stone walls, a stone terrace, mature plantings, and gardens. All of this located within close proximity to the West Chop Club, Mink Meadows Golf Course and downtown Vineyard Haven. This is a rare opportunity to acquire a classic, Martha’s Vineyard waterfront home that felt as wonderful in 1920 as it does 100 years later.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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

14 Tylers Creek Oak Bluffs MA 02557

Oak Bluffs, MA14 Tylers Creek

Price$9,750,000

Est. Mortgage: $/month

MLS Number 39576

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 5.5
  • Acreage 2.56

Private Farm Neck Retreat. Situated at the end of Tylers Creek this property offers expansive water views of Sengekontacket Pond and the surrounding golf course. The floor to ceiling windows in the large living room allow you to experience the views of the Pond as soon as you enter the home. The primary bedroom is in its own wing on the first floor and is complete with two office spaces, a full bathroom that flows effortlessly outside to the hot tub and outdoor shower, and many beautifully crafted built-ins for storage. The large kitchen is flanked by a formal dining room on one side and a sunny more casual dining nook on the other. Both allowing for large gatherings and impressive views. The remaining three bedrooms are located on the second floor, each with a private bath, and views of Sengy. The finished basement with movie theater and game room completes this Vineyard retreat.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

111 Old Herring Creek Road West Tisbury MA 02575

MLS Number 39791

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 1
  • Acreage 4.3

Private waterfront Beach Cottage in the prestigious North Shore neighborhood. Spread over 4.3 acres of land and includes over 160 feet of private Vineyard Sound beach. This unique guest cottage includes a roof deck overlooking the property, Vineyard Sound and the Elizabeth Islands. Enjoy a magical walk from your home to your own private beach. The residence and grounds offer one of the most private locations on Martha's Vineyard. Adjacent parcel at 104 Old Herring Creek Road is also available for purchase.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

28 Hillbrook Lane West Tisbury MA 02575

West Tisbury, MA28 Hillbrook Lane

Price$8,500,000

Est. Mortgage: $/month

MLS Number 39615

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 7.5
  • Acreage 21.05

Located off of beautiful Indian Hill Road, this wonderful Family Estate, comprised of three separate properties, totaling over 20 acres, offers the ultimate in privacy. The driveway winds past weathered stone walls, mature trees and down gently sloped terrain to the various improvements that exists. The main 4-bedroom / 4.5-bath residence offers over 4,000 sq ft of living space on three levels with an attached garage. There is an open floor plan on the 1st floor with all rooms enjoying water views, across the open pastures and surrounding treescapes to the Elizabeth Islands. There is a 60’ swimming pool, a jacuzzi, pool house, one-bedroom guest cottage and tennis court, all complimenting the property. There is a fork in the driveway as well as a walking path, connecting the second property which offers a small pond and a beautifully restored 3-bedroom Cape, built in the 1700’s. This property also enjoys water views. The overall setting of these properties is magical and feels incredibly private. Cedar Tree Neck Preserve is within short walking distance and this property must be seen by anyone searching for a quintessential up-island property.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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

27 Pierce Lane Edgartown MA 02539

Edgartown, MA27 Pierce Lane

Price$8,250,000

Est. Mortgage: $/month

MLS Number 40088

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 4.5
  • Acreage 0.2699

Own a piece of island history with this exquisitely restored 1830’s house which was owned and built by Doctor John Pierce. Stand out on Pierce Lane! This desirable location is within walking distance to downtown Edgartown and sits on a .27 acre lot. The property features ample parking, a single-bay two car garage, beautiful pool with pool house and professionally landscaped yard with patio that overlooks Sheriff's Meadow. Three porches and a spacious sunroom add a nice touch to this home for the summer months and three fireplaces make it ideal for the winter. As you walk through this stately historic house with 3,910 square feet of living space, you will find beautiful hardwood floors, generously sized rooms and a full, very clean brick basement with interior access. Tastefully designed throughout, from top to bottom this home has been preserved in the 1830’s time period with fine craftsmanship and attention to detail. Easy to show! This property is available to book for rental 2023 summer season. Please call to schedule. Virtual tour: https://vimeo.com/525761840/a0abe891d4

Listed by Match Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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

19 Locust Lane Aquinnah MA 02535

Aquinnah, MA19 Locust Lane

Price$7,500,000

Est. Mortgage: $/month

MLS Number 40250

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 4.5
  • Acreage 17.76

Introducing ''Sound View Acres,'' one of the largest and most private estate settings in Aquinnah, with over 17 acres of bucolic and rolling terrain, native meadows and serene forests. Located minutes from the beach and boasting absolutely stunning water views of Vineyard Sound, the Elizabeth Islands and Buzzards Bay beyond, this contemporary rendition of a Dutch Colonial and it's adjacent guest house were thoughtfully sited to take advantage of the high elevation and tranquil surroundings. The architecturally significant structures were constructed using first-class materials by top local builders and craftsmen, while especial focus was placed on the state-of-the-art mechanical systems throughout the property. With potential for expansion or subdivision, ''Sound View Acres'' represents a remarkable opportunity to create a multi-generational estate in one of the most peaceful and pastoral locations on the East Coast. A pleasure to show, by appointment only.

Listed by Compass LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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

400 Barnes Road Oak Bluffs MA 02557

Oak Bluffs, MA400 Barnes Road

Price$7,300,000

Est. Mortgage: $/month

MLS Number 40141

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 5.5
  • Acreage 2.41

Welcome to 400 Barnes Road, Oak Bluffs. This stunning contemporary is lavish with architectural design. Every detail was thoughtfully selected to provide the ultimate luxurious experience. The quality of materials used to build this home are unmatched by any other property currently on island. The elevator travels silently to each floor and opens to the oasis of every living area. There are over 7000 square feet of open living space with multiple rooms connecting and flowing effortlessly throughout the 3 levels of the home. The distinctive interior features high-end materials and appliances, designer lighting fixtures and a chef's open kitchen. High ceilings and full length windows with motorized privacy shades let in tons of natural light during the day and feature magnificent sunsets in the evening. The media room full bar area with wine cellar and the gym are truly a must see.. On the exterior you will find relaxation at its finest with beautiful infinity pool with access to the pond for Boating and other Water activities -

Listed by Lewis Real Estate Services,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

"Based on information submitted to MA_LINKMV as of January 27, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_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."