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Martha's Vineyard Luxury Homes

Find real estate listings for luxury homes on Martha's Vineyard. You’ll find a variety of spectacular homes with beautiful water views, fine finishes, expansive yards, privacy, and many wonderful features. Explore homes priced at $1M and higher in Edgartown, Vineyard Haven, Chilmark, and beyond.

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65 Butlers Cove Road Edgartown MA

Price$19,500,000

Est. Mortgage: $/month

MLS Number 34264

  • Residential
  • Square Feet 10000
  • Bedrooms 6
  • Bathroom 6
  • Half Bath 1

Located in the exclusive Herring Creek Farm Association and offering over 10,000 square feet of exquisitely appointed living area, lies this magnificent waterfront estate. The classic architecture is complimented by the well-executed floor plan. The ground floor offers wonderful living spaces including a grand entrance with dining room, gourmet kitchen, family room and screened porch to one side, and a living room, sunroom and den to the other. There is a ground floor suite plus 5 additional 2nd floor bedrooms including a luxurious master suite. The residence is complimented by an attached 3-car garage with parking courtyard, a large pool and patio area and a open porch with stone fireplace. The beautifully landscaped grounds offer sunset views across the pond and barrier beach as well as expansive views across the open fields and stable to the east. The common association land offers over 100 acres of open fields, a horse stable and over 1,500 feet of private Atlantic beach. Complete privacy, a luxurious turn-key house in a amazing setting, with private beach and all within a short drive to downtown Edgartown, makes this property one of the island's finest.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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 Flint Hill Road West Tisbury MA

Price$2,449,000

Est. Mortgage: $/month

MLS Number 34103

  • Residential
  • Square Feet 3699
  • Bedrooms 6
  • Bathroom 4
  • Half Bath 1

Finely crafted West Tisbury estate on 11.95 acres with pool and separate guest suite. Recently renovated and designed by Hutker Architects, this spectacular home features 6 bedrooms and 5 baths. Beautifully built and maintained, the expansive first floor offers plenty of room for easy family living with features that include, a large living room with stone fireplace, dining room lined with multiple windows, gourmet kitchen and pantry, recently updated powder room, first floor master suite and an additional guest bedroom or den. The second floor includes a sitting room, 2 guest bedrooms, renovated guest bath, and a large master bedroom suite with high ceilings and private bath. Venture up to the 3rd level "look-out" that is lined with window seats... a perfect spot for reading a book. This welcoming West Tisbury home also has a detached guest suite complete with a living room, full bath and spacious bedroom. Recent updates include, new roof, updated radiant heating, new decking, renovated baths, refinished maple hardwood floors, and new interior and exterior paint. The outdoor spaces are just as beautiful as the interior, including a circular stone patio with fire-pit, vibrant flower gardens, expansive lawn, and spacious back deck overlooking a gunite pool. The outdoor space is complete with a pool house with changing room, outdoor shower and sauna. With easy access to Lambert's Cove Beach, this is a one-of-a-kind West Tisbury offering.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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126 Litchfield Road Edgartown MA

Price$1,200,000

Est. Mortgage: $/month

MLS Number 34229

  • Residential
  • Square Feet 2156
  • Bedrooms 3
  • Bathroom 2
  • Half Bath 1

CHAPPY- A CUSTOM BUILT GETAWAY IN A PARK LIKE SETTING- It is rare to find a home that suits both year round living and vacation getaway as well as this home. From the moment you enter this property it feels like home, yet the outdoor living on multiple decks, screened in porch and patio tips the scales towards a summer retreat. The custom interior replete with wood moldings, a Chef's kitchen, an open living and dining area with a large stone fireplace, vaulted ceilings, finished basement and three very large bedrooms leaves nothing to desire. Established gardens grace the exterior and a fenced in vegetable garden just a short distance from the house. Round out the offering with a two car garage that has an unfinished detached bedroom area above. Note: Title V septic allows for the 4th bedroom.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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 Spruce Gate Road Chilmark MA

Price$7,750,000

Est. Mortgage: $/month

MLS Number 34218

  • Residential
  • Square Feet 3700
  • Bedrooms 5
  • Bathroom 3
  • Half Bath 1

Squibnocket Farm, Martha's Vineyards' only exclusively gated private community is further enhanced by the private 450+ acre Squibnocket community with over 1.5 miles of pond front, over 2 miles of ocean front, 300+ acres of conservation land and shared with only 12 other homes. This turnkey offering melds modern construction and comfort with an idyllic farm-like setting and directly abuts 17 acres of conservation land. Stately and elegant, the property residence sprawls peacefully amid surrounding natural beauty. The home was designed and built by Soikkeli & Company, a well-known luxury contractor on the Island. The exterior design evokes traditional New England farmhouse style, with multiple gables and cedar shingles defining the facade. The living space centers on a gorgeous chef's kitchen - soapstone counters, custom farm sink, all new top of the line appliances and fixtures, and a charming pantry are just a few of the outstanding elements found within. Two living rooms flank the kitchen on either side, and the master suite is set perfectly on the first level at the home's southern end. Four additional bedrooms are found on a northerly wing, as is the two-car garage. Views of the ocean, Squibnocket Pond, Noman's Land, and open fields are readily available from many rooms. The house is wired for sound and includes smart home features such as Nest learning thermostats for the AC and heating systems, and sound controlled by HEOS. The landscape of the property was thoughtfully designed, highlighting ancient stonewalls on the property borders. Along with gracious lawns, flower beds and an organic vegetable garden, the property offers nearly 3 acres of fenced pasture as well as permits for a pool and horse barn. Outdoor living areas to enjoy include an expansive back deck, a superb screened porch with outdoor fireplace, and an outdoor fire pit - ideal for summer evenings or nighttime star-gazing. Ownership in Squibnocket Farm provides access to miles of trails, multiple accesses to Squibnocket Pond, and access to the exquisite homeowners beach, which is home to some of the most stunning sandy beachfront and dunes on the Atlantic seaboard. Squibnocket Farm is a paradise that must be seen to fully experience - a rare enclave of privacy and calm.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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61 Herring Creek Road Edgartown MA

Price$1,975,000

Est. Mortgage: $/month

MLS Number 34147

  • Residential
  • Square Feet 2200
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

PRE-CONSTRUCTION OPPORTUNITY: COASTAL CHIC FARMHOUSE IN KATAMA. Plans are underway for the construction of this brand new coastal farmhouse, conveniently located in the heart of Katama and within close proximity to South Beach. Built by Shawn Chapps of Chappco Designs, this property will feature attractive, high quality, custom details including shiplap paneling, rustic beamed ceilings, beautifully stained hardwood floors, a handsome gas fireplace and a stunning chef's kitchen with custom cabinets, stone countertops and stainless steel appliances. French doors open out to a bluestone patio for outdoor dining and entertaining. The home will feature three spacious bedrooms, each with en suite baths. Extras include a first-floor Den/Office, an outdoor bluestone terrace, central air, an outdoor shower, and much more! There is further expansion potential with the unfinished basement, perfect for adding an In-Home Theatre, Family Room, Game Room, Office/Den or Gym. Imagine your very own Katama beach house -- and possible room for a pool in the back yard (with ZBA approval)! **NOTE: Photos are of a similar home built by the same Builder however there is an attached garage with this offering.

Listed by Point B Realty LLC

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%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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8 Atwood Circle Edgartown MA

Price$2,395,000

Est. Mortgage: $/month

MLS Number 34124

  • Residential
  • Square Feet 2791
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

EDGARTOWN VILLAGE OPPORTUNITY: A HOME OF ANTIQUITY AND CHARM. Built at the turn of the 19th century, this charming historic home sits majestically at the head of Atwood Circle -- and was once the farmhouse of late Allen Mayhew. Today, this offering represents a wonderful opportunity to transform this historic home back to her full grandeur and into a beautiful and elegant in-town residence. This beautifully designed plan includes a 3,348-sf Main House with four (4) bedrooms and four (4) baths -- plus two expansive second-floor decks, a screened porch, a large bluestone terrace and a detached one-car garage with studio/workshop (detailed floor plans and elevations are attached). This in-town property is located within a short stroll to South Water Street and offers all the best of in-town living. NOTE: Included in this offering is a complete set of detailed architectural plans by architect, Patrick Ahearn PLUS all approvals from Edgartown Zoning Board of Appeals, Conservation Commission and Historic District. The only thing not included is the building permit. Price does not include cost of renovation/construction; estimates are available via architect consultation.

Listed by Point B Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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125 Main Street Vineyard Haven MA

Price$1,900,000

Est. Mortgage: $/month

MLS Number 33936

  • Residential
  • Square Feet 2770
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.18

Located at the edge of Downtown Vineyard Haven, this 3-bedroom home sits overlooking Vineyard Sound and Owen Park. The home dates back to 1870 and has been impeccably maintained by each generation of the same family since it was constructed. One Park abuts this property on two sides. This historic park in the heart of Vineyard Haven is one of the few public docks and access points to the water as well as to Vineyard Haven Harbor. It is enjoyed by sailors coming and going, families visiting the beach, and the site of the occasional summer concert under the gazebo. The house has been meticulously maintained and is a glimpse back in history. There are even photos inside of the house with a horse and buggy out from before Main Street was paved. All of the large pane windows are original and still have the distinctive “wavy” glass. The grand staircase that greets you when you enter the front door has not changed and neither have many of the wide plank wood floors. While a new owner will be looking to make updates to this home, the history, character, and location are one of a kind. This landmark Vineyard Haven property will continue to offer accessibility to town, open space, and the water for years to come. It is just waiting for the next owner to put their mark on it.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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5 Hillman Drive Edgartown MA

Price$1,499,000

Est. Mortgage: $/month

MLS Number 33711

  • Residential
  • Square Feet 2407
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

Classic Cape Cod style home with beautiful wood floors, huge yard, central ac and four bedrooms. With a wonderfully traditional style, this Katama retreat offers 3.5 baths, two master suites, a detached garage, huge deck and patio and expansive back yard. This private setting has a sweet stone wall at the rear of the property that directly abuts Crocker Drive. Sited just off the Katama Road, you'll enjoy the quiet of a peaceful side street and still have easy access to South Beach (

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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229 State Road Vineyard Haven MA

Price$1,149,000

Est. Mortgage: $/month

MLS Number 34012

  • Residential
  • Square Feet 3304
  • Bedrooms 4
  • Bathroom 4
  • Half Bath 2

OPPORTUNITIES ABOUND. Set behind a handsome stone wall, this beautifully appointed craftsman-style home has been uniquely designed with two separate living areas and two kitchens, making it perfect for multi-generational living, an Airbnb/vacation rental property -- or a highly visible live-work setup. Built in 2008, this custom-crafted home integrates reclaimed architectural details with modern, state-of-the-art construction features including energy efficient insulation, multi-zoned heating and air conditioning, Lutron® lighting as well as superior quality details such as custom milled wood paneling, built-ins, crown molding and wainscoting. In addition, the current owners have made further upgrades to the property (see attached summary). Tisbury zoning bylaws allow for an in-home office/business for a professional services business, tradesperson or artisan -- with visible on-street signage. There is a detached, heated 800-square-foot garage/office/workshop with separate driveway entrance off Martin Road-Foster Road, providing nice separation and privacy from the house. This gorgeous property is currently being used as a successful rental property, with a solid rental history. The property is ideally located within a 10-minute walk to Vineyard Haven village and ferries. Tasteful furnishings and contents are available for separate purchase/negotiation for a TURNKEY OPPORTUNITY. Come and see firsthand how this property can be a smart move toward your personal, business or investment goals!

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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 Quitsa Lane Chilmark MA

Price$9,995,000

Est. Mortgage: $/month

MLS Number 34036

  • Residential
  • Square Feet 3888
  • Bedrooms 6
  • Bathroom 4
  • Half Bath 1

Spectacular and charming; this cottage style home and guest annex is located in one of the most picturesque parts of Martha's Vineyard. This home is full of character with access to private beach just steps from the home and unforgettable ocean views from nearly every vantage point on the property. The main house offers a large gourmet kitchen, amazing patio space for outdoor dining, quaint bedrooms and several entertainment and gathering space. The recently constructed guest annex and garage space is tastefully done with room for overflow family and friends.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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

Price$11,750,000

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: 3.56% last updated on Sep 12, 2019
* 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

Price$11,750,000

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: 3.56% last updated on Sep 12, 2019
* 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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12 Trapps Pond Road Edgartown MA

Price$2,950,000

Est. Mortgage: $/month

MLS Number 33503

  • Residential
  • Square Feet 1574
  • Bedrooms 4
  • Bathroom 2
  • Acreage 10.72

Over 10 special acres stretching from Beach Road to the waters of Trapps Pond - all less than a mile away from Edgartown village. This property is sub-dividable and has been approved by the planning board of Edgartown (see subdivision plan in documents). The cottage at the water's edge is charming, and from just yards away from the deck you can set off to explore the pond by kayak, paddle-board, or dinghy. The birdlife here is extraordinary, and so are the sunsets over the barrier beach from Nantucket Sound. This waterfront property will be the setting of family memories for generations to come.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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

Price$3,950,000

Est. Mortgage: $/month

MLS Number 33963

  • Residential
  • Square Feet 2018
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

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 (with rights to build an elevated walkway and kayak 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. 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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225 East Chop Drive Oak Bluffs MA

Price$3,550,000

Est. Mortgage: $/month

MLS Number 33942

  • Residential
  • Square Feet 2449
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

Top of the Chop ~ A stunning contemporary with dramatic sweeping views of Vineyard Sound. A complete transformation by South Mountain & Company of the former residence resulted in a masterpiece of modern living and superb style. Upon entering you are immediately greeted with water views and the breathtaking landscape and it continues to unfold as you go through the home. The single story home was designed with the living and entertaining area at the core with the master wing tucked privately away and a two bedroom guest wing down its own corridor. The baths are luxurious, the kitchen a work of art and the finishes throughout are simply exquisite. East Chop is an upscale summer community, a most ideal location with the beach, harbor and town just a short distance away.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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 Flint Hill Road West Tisbury MA

Price$2,495,000

Est. Mortgage: $/month

MLS Number 33922

  • Residential
  • Square Feet 4093
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 1

Country Sophistication - Located at the end of a winding driveway that sweeps through expansive grounds, you will find this gorgeous country estate. The mudroom entrance opens to the well appointed chef's kitchen, with granite counters, top of the line appliances and sitting area with beach stone fireplace. The combined great room and dining room with limestone fireplace, is filled with natural light from oversized windows, transoms and french doors leading to the exterior on both front and rear of the house. The 1st floor offers a master suite that boasts a Jacuzzi tub with a guest bedroom and bath. Upstairs are 2 additional bedrooms with shared bath and a second staircase leading to a large sitting room above the kitchen. The outside is perfect for entertaining on a grand scale with an expansive lawn, as well as a 20 x 40 gunite pool, all nestled in the beautifully landscaped gardens. Completing this tranquil setting is a 2 car garage with brick flooring, a potting shed and upstairs bedroom, sitting room and bath. The 8 acre parcel allows for a full second structure if desired.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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 Flint Hill Road West Tisbury MA

Price$2,495,000

Est. Mortgage: $/month

MLS Number 33918

  • Residential
  • Square Feet 4093
  • Bedrooms 6
  • Bathroom 4
  • Half Bath 1

Immaculate 6 bedroom home with heated pool in beloved Indian Hill area of West Tisbury. Smart decisions throughout ensuring an easy fit for any buyer. Two master bedrooms on the first floor with separation from the additional two bedrooms upstairs. The chefs kitchen is set up nicely with quality appliances, counter top work space, loads of cabinetry and storage and a large pantry. Open to the kitchen is a cozy living room with a fireplace making a great sociable family living space.The great room has vaulted ceilings and French doors to decks on the front and back of the home. At one end of the great room is a fireplace with dining area and the other end houses custom built-ins with entertainment center. The whole space offers various easy options for summer/winter change of use. In addition to the 4 bedrooms there's an additional bedroom/office/ storage room in the main house, plus guest suite comprising of large bedroom/bathroom above the two car garage (with brick flooring) . The property has a tasteful in ground 20x40 gunite pool that fits organically into the landscape with easy access from different areas of the home. The land allows for an additional home to be built as well as generous accessory structures. Excellent rental history makes this property a great investment or a wonderful year round family home.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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56 Green Pastures Road Edgartown MA

Price$2,490,000

Est. Mortgage: $/month

MLS Number 33881

  • Residential
  • Square Feet 1988
  • Bedrooms 4
  • Bathroom 3
  • Acreage 3

Green Pastures- A private, residential enclave offering shared access to an association dock and waterfront on the calm waters of Katama Bay. Prominently positioned, amongst the large homesites and 18 acres of open community owned property, you'll find this delightful four bedroom, year round, home. A sizeable two-story garage, with plenty of storage for boats, beach and boating gear below and a detached bedroom with half-bath and deck above, is the perfect complement to this Chappaquiddick retreat. Plenty of space for a guest house and swimming pool -A fantastic offering in one of Chappy's loveliest communities!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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114 Middle Road Chilmark MA

Price$1,795,000

Est. Mortgage: $/month

MLS Number 33858

  • Residential
  • Square Feet 3951
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

MOTIVATED SELLER! This masterfully-crafted home completed in 2014 was built with the highest quality materials, finishes, and mechanics. There is custom paneling, mill work, and cabinetry gracing each and every room. Start with the open concept floor plan - enter first the foyer with a coat closet, powder room, and gorgeous staircase. Then the living room with cathedral ceiling and impressive stone fireplace, a lovely dining area, and a spectacular chef's kitchen with top-tier appliances - Wolf stove top and microwave, 2 Viking ovens and warming drawer, Fisher Paykel refrigerator, dishwasher, and dryer. Off the living room is the master bedroom suite with its own library with fireplace, dressing room with fireplace, and stunning bathroom with a claw-foot soaking tub, double vanity, and tiled shower. Off the kitchen is the year-round sun room or den, a butler's pantry, laundry, and 2-car heated garage. Upstairs you have 2 more bedrooms each with high-end bathrooms. Outside there are stone walls and patios and a charming fountain - all designed for relaxing. Plus a deck perfect for outdoor dining. There is a 4-bedroom septic system so one of the dens could be used as a bedroom. All this plus a newly paved driveway. Furniture and furnishings negotiable - beds, nightstands, couches, rugs, TVs, office furniture, and more.

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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103 Main Street Vineyard Haven MA

Price$13,500,000

Est. Mortgage: $/month

MLS Number 33742

  • Residential
  • Square Feet 7046
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 2

VINEYARD HAVEN HARBOR WATERFRONT WITH A POOL - A premier location on Vineyard Haven Harbor with expansive views of all the activity. Set back on 1.7A, with 146' of private beach, this property offers a spectacular pool, surrounding landscaping, and a 5 bedroom, 7,046 sf home, 2 car garage impeccably designed by premier architect, Patrick Ahearn. A dramatic foyer separates the casual side of the house from the more formal rooms. The spacious kitchen to the left, with a view of the Harbor, incorporates a casual sitting area with fireplace and a separate bar area. Wide French doors open to a large porch with stone fireplace, where you will enjoy the smell of the ocean, breezes, and feeling of what summer is all about on the Vineyard. The outstanding dining room overlooks the entire harbor and is centrally located beyond the foyer. The south wing of the first floor includes the formal living room with fireplace, all season porch, and study. The second floor is devoted to the master suite and guest quarters with broad views which deliver varying angles of the Harbor. A long balcony hallway leads to the master suite on the right with an over sized walk in closet, bath and French doors overlooking the lawn and pool to the Harbor beyond. Next to the master suite is a stairway to the widows' walk and the Harbor and stars. The north wing of the house is devoted to three guest bedrooms. A fifth bedroom studio is above the 2 car garage, with sleeping quarters, bath, living space, and kitchenette. It has a private access from the garage or accessed from the guest suite on the second floor. A stunning property with stunning views with proximity to town and the ferry.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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63 Boghouse Way West Tisbury MA

Price$3,100,000

Est. Mortgage: $/month

MLS Number 33732

  • Residential
  • Square Feet 2745
  • Bedrooms 8
  • Bathroom 5
  • Acreage 2

Spectacular waterfront setting on Vineyard Sound with private sandy beach. Enjoy unobstructed waterviews from almost every corner of this 2.0 acre site. This home features Old-Vineyard charm and boasts 8 bedrooms. Enjoy as-is or create your Vineyard dream home. A magical setting not to be missed!

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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24 Manaca Hill Road Edgartown MA

Price$1,900,000

Est. Mortgage: $/month

MLS Number 33726

  • Residential
  • Square Feet 2096
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.34

Just a short walk from the Chappy Ferry sitting atop Manaca Hill, is this Chappy compound with sweeping water views over Edgartown Harbor on out to Cape Pogue. Deeded rights to a private association beach located just a short walk away. The Main House features an upside down layout with living spaces on the second floor designed to take advantage of the water views. The Living Area has a vaulted ceiling, and a wall of glass sliding doors and windows that open to a large, ocean-facing, wraparound deck. The Dining Area and Kitchen also open out to the living area for easy entertaining. The four Main House Bedrooms are on the first level and share a full bath with tub/shower. Upstairs, the TV/Family Room has a full bathroom. The separate Guest Cottage has a one Bedroom suite with full bath. The loft-style open layout has sleeping and dining areas, as well as an efficiency kitchen, and a deck. The entire Chappy Beach House Compound has large front and backyards, nicely manicured grounds. Please see documents for remodel plans by well known local designer to expand and update the house. These plans were previously approved by the town. This home has an established rental history.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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302 Chappaquiddick Road Edgartown MA

Price$1,350,000

Est. Mortgage: $/month

MLS Number 33773

  • Residential
  • Square Feet 3743
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

Recently reduced and ready to go for summer 2019! Expansive four bedroom contemporary home convenient to all the wonderful amenities and beauty Chappaquiddick has to offer. Elegant by design, yet casual in nature, the open layout is ideal for entertaining. A large first-floor master suite, with recently renovated bath, requisite screened-in porch and swim spa are just a few attributes that make this property stand out amongst the rest. The full basement with extra high ceilings offers an additional 2,000s.f, which can be easily finished to create the ultimate workshop or rainy day rec room. The over-sized lot and a current septic system which can accommodate six bedrooms make expansion possibilities endless. Furnishings can remain, making your transition as seamless as possible for immediate enjoyment! Delightful and immaculate, you'll truly be Happy on Chappy!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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40 Norton Farm Road West Tisbury MA

Price$1,895,000

Est. Mortgage: $/month

MLS Number 33579

  • Residential
  • Square Feet 3664
  • Bedrooms 3
  • Bathroom 4
  • Half Bath 1

A COUNTRY MANOR HIGH ON A HILL - Designed by owners who understand that elegance and relaxation can co-exist. A graceful stone wall and circular drive create a sophisticated setting on a large parcel of land. The community provides two private beaches within a ½ mile of the property. One beach is at the bottom of a dramatic overlook with spectacular water views and the other, more user-friendly with an ability to walk directly on the beach. As you enter the home, the crafted stairway separates the living space. The living room is enhanced with a classic Vineyard stone fireplace. The piece de resistance is the wood paneled sunken library beyond which becomes a quiet space for reading, games and creative chatter. A casual den leads to an en suite master bedroom with fireplace and private balcony. The meaning of “cook's kitchen” is not wasted here - there are two stoves and two refrigerators and an over-sized island. There are also a breakfast room and a grand formal dining room. French doors and windows overlook the expansive back yard and pool. Two en suite guest bedrooms with private balconies, one with a fireplace, occupy the second floor and enjoy distant water views. With a 5 bedroom septic in place, the third floor with more capacious water views, a full bath and balcony can be used as another living room or converted to a fourth bedroom. Chic, European flavor on the Vineyard or transform to chic coastal contemporary. Click on the video tour in the listing under External Links for preview of the property.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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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29 Road to the Gut Edgartown MA

Price$2,925,000

Est. Mortgage: $/month

MLS Number 33749

  • Residential
  • Square Feet 3230
  • Bedrooms 4
  • Bathroom 2
  • Acreage 5.57

Tucked between the calm waters of the bay and the Atlantic Ocean, under the guard of the Cape Poge Lighthouse, rests a retreat like no other. Lovingly restored and meticulously maintained, the three bedroom main house and one bedroom boathouse offer all the amenities one would expect, but not necessarily anticipate, from off the grid living. The ideal lifestyle choice for water sport and outdoor enthusiasts alike; with boating, kayaking, kite surfing, and shell-fishing at your doorstep, or for those seeking refuge and relaxation from the bustle of everyday life. Protected by the surrounding 500 acres of conservation, and accessed only over sand or by sea, this truly is the greatest escape.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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 A VisitAsk A QuestionMore Details

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