Martha's Vineyard Realtor
Up Island Real Estate and Martha's Vineyard Vacation Rentals
Martha's Vineyard Real Estate and Martha's Vineyard Vacation Rental Agency Phone 508-693-3670

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189 and 191 Katama Road, Edgartown, MA
PRICE: $27,500,000

Landmark Edgartown Harbor Estate - One of the most important offerings in recent times. Eleven acres, over 300' of frontage, sandy private beach and deep water dock. Two waterfront homes - the original grand dame, an early 1900's vintage Colonial with 9 bedrooms on three levels and the most commanding views of the harbor, lighthouse, Chappaquiddick and Nantucket Sound beyond and the second, a 1970's contemporary also with stunning views. Set far from Katama Road down a long private drive yet is in the most prime location less than a mile to the village or even less by boat. Lawn games overlooking the harbor and tennis tournaments on the private court may be an annual event. Other structures include a boathouse at the water's edge and a bathhouse just steps from the beach. The property has been held in and treasured by the same family for generations and presents the next owners a number of options to create one of Edgartown's finest compounds.

Link ID; 33623
Type: Single Family
Lot Size: 11.0000
Lot 3 at Homers Pond, West Tisbury, MA
PRICE: $21,000,000

This newly offered 46.6 acre oceanfront parcel represents one of the Vineyard's most extraordinary properties. The property is located in West Tisbury in the center of the Island's South Shore, and represents one of the largest, singular, oceanfront lots with tremendous building flexibility. The entire lot is actually already subdivided into 3 different parcels, which offers an owner the ability to sell off parcels or have multiple residences. As the premier lot in the exclusive Homers Pond Association, one additionally owns over 141 acres of conservation-restricted land, which provides a beautifully created, majestic entrance to the property. Also included are 43.7 acres of common association land that can be improved to offer any number of uses for the association. With engineering and utilities in place, buildable rights are far greater than most properties and you have the ability to walk through the dunes from your home to access over 1,200ft of pristine beach. There really is no better opportunity on Martha's Vineyard to create a world-class oceanfront compound.

Link ID; 34295
Type: Land
Lot Size: 46.6000
65 Butlers Cove Road, Edgartown, MA
PRICE: $21,000,000

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.

Link ID; 34264
Type: Single Family
Lot Size: 9.0000
12 Guernsey Lane, Edgartown, MA
PRICE: $17,500,000

This spectacular Edgartown harbor front compound was newly built in 2009 and offers 3 buildings with over 7,000 sq. ft. of classically designed living space offering great flexibility in use. The main residence offers a cathedral ceiling living room with fireplace and antique beams. The home has a very livable floor plan with great flow. The 1st floor also includes a large kitchen, dining room, office, den and screened porch. The second floor has 4 bedrooms with 4 baths, two of which have access to a water facing deck. All of the above offers tremendous views over Edgartown Harbor to Chappaquiddick and across Katama Bay to South Beach. There is also a lower level with media room, large living room, powder room and private entrance from the exterior. There is a 3-car carriage house with an additional 2 bedrooms, living room and kitchenette. The rear yard is beautifully landscaped with a large pool, Jacuzzi, grill area and spacious pool deck. Lastly, there's a pool house with bunk beds and separate laundry and a garden storage shed. The 2.1-acres of property offers expansive manicured lawns sloping down to over 120 ft. of harbor frontage, deep-water pier and mooring. This property is located down a quiet drive, 1 mile from town and represents one of the great Edgartown Harbor properties.

Link ID; 34675
Type: Single Family
Lot Size: 2.1000
79 Turkeyland Cove Road, Edgartown, MA
PRICE: $16,250,000

This stunning custom home sits on 29 +/- private acres directly on the Edgartown Great Pond. Custom-designed by Bradenburger Taylor Lombardo Architects from San Francisco, and built by reputable Island builder, John Early, this unique and lavish home is in a league by itself. The long and winding driveway, sprawling lawn and incredible water views make for the perfect family compound setting for generations to come. The nearly 7,000 sq ft main residence is finished with the finest details and is designed with 7 bedrooms, and 8.5 baths, multiple seating and entertaining spaces, a modern Chef's kitchen, and a formal circular dining room surrounded by a wall of windows overlooking the grounds. The spacious and dramatic living room space boasts vaulted ceilings with exposed steel beams and a focal point stone fireplace. There are two guest wings and an impressive master suite with fireplace, private sun deck and spectacular water views. Your summer days can be spent poolside in a garden-like setting with the sounds of the waves lapping in the distance, or exploring the expansive Great Pond and outer barrier beach for a full day on the water. A property of this stature needs to be seen to be experienced.

Link ID; 33803
Type: Single Family
Lot Size: 29.3000
22 Lelands Path, Edgartown, MA
PRICE: $14,900,000

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

Link ID; 33684
Type: Single Family
Lot Size: 5.9500
22 Lelands Path, Edgartown, MA
PRICE: $14,900,000

Magnificent Chappy estate overlooking Katama Bay and surrounded by conservation land. Designed by Patrick Ahearn, this custom residence is perched high on a hill on 5.95 acres with over 180 degrees of unobstructed water views. Built for today's lifestyle and technology, the property has numerous amenities which include, an expansive living room for large family gatherings, 4 fireplaces, screened porch, wine cellar, gym, sauna, steam shower, roof top deck, custom woodwork, arched ceilings, 3 car garage and a top of the line gourmet kitchen with adjacent morning room. Offering over 10,000 square feet of luxurious living space, this home features 8 bedrooms and 11 baths. Truly a rare and unique opportunity to own and enjoy a generational quality estate.

Link ID; 33391
Type: Single Family
Lot Size: 5.9500
22 Lelands Path Edgartown MA 02539
22 Lelands Path, Edgartown, MA
PRICE: $14,900,000

You cannot find a more complete package! This home has covered all the bases for comfort and elegance. Each of the rooms is designed to capture the strong views from the land looking over Edgartown Harbor and the Atlantic Ocean. The house is designed to allow guest and family to be together on the multiple porches or sharing meals as well as relaxing or watching a movie together. The home has several wings for everyone to spread out and have privacy and quiet time as well. Each bedroom has a bathroom and each wing has a private laundry. The views are really outstanding from all points of the house. Patrick Ahearn was able to capture the natural beauty of this property and what it overlooks by designing a home that embraced the land completely with the home design. If you like privacy and easy access to secluded sandy beaches, you should see this home. Conservation land abuts the property securing what is so special about the natural aesthetic of Chappaquiddick open meadows, water views and sandy long beaches.

Link ID; 33189
Type: Single Family
Lot Size: 5.9500
95 Stonewall Road, Chilmark, MA
PRICE: $14,850,000

Paradise is located at the magical intersection of the Atlantic Ocean and Stonewall Pond. A true seaside retreat, this 4-acre property with main house and guesthouse welcomes you to an enchanted life. Massive sliding glass doors that showcase truly unparalleled views grace nearly every room. Interior space flows out to decks, past a sprawling lawn to beautiful Stonewall Beach and tranquil Stonewall Pond. You'll enjoy the amenities at the main house with its chef's kitchen, living room with fireplace, 4-bedrooms and 4.5-baths. The guesthouse with fieldstone fireplace offers an intimate setting steeped with Vineyard charm. Short paths lead to swimming, kayaking, surfing, the treats of summer. In the category of a property that embodies the spirit of the Vineyard, this is top of the class.Enjoy the virtual tours of these properties found in the external links section.

Link ID; 34135
Type: Single Family
Lot Size: 4.1000
16 Bayside North, Edgartown, MA
PRICE: $14,750,000

This property represents one of the finest opportunities on the Edgartown Waterfront. The 6.5-acres and 380+ feet of direct Katama Bay waterfront is accessed through 23 acres of pristine association land. The property has wonderful rolling pastures, rising from a tidal pond at the bays edge to a large building envelope that could afford a substantial main house, guest house and any number of accessory usages with up to 10 bedrooms. Expansive views stretch across Katama Bay to Chappaquiddick and the barrier beach. There is a substantial dock and the option to buy additional adjoining acreage. The association land could be improved and used for a range of recreational purposes. This very unique property offers tremendous flexibility to create an unparalleled compound in a beautiful and private setting, all located mid way between downtown Edgartown and South Beach.

Link ID; 34128
Type: Land
Lot Size: 6.5600
Lot 5 at Homers Pond, West Tisbury, MA
PRICE: $14,500,000

This 22.2-acre South Shore ocean front property offers a four-bedroom residence with salt-water swimming pool, hot tub, Har-Tru tennis court and an impressive underground 12,000 bottle-capacity wine cellar. The home was designed by Gary Graham of Graham Meus, Inc. to highlight the home's proximity to the beach. Each bedroom and living space has wonderful views of the ocean. The residence features a media room, exercise room, office, two sitting rooms, three full bathrooms, two half bathrooms, two outdoor showers and five fireplaces. The home is divided into three wings, which are connected by decks on both the first and second floors. As one of the lots in Homers Pond Association, you commonly own 141 acres of conservation restricted land which provides a majestic entrance to the properties. In addition you are one of 3 lots that commonly own over 46 acres of association land which can be improved to offer any number of usages and represents great value. One can also walk directly from the property through the dunes to access over 1,200 sf of private beach. With engineering and utilities in place, tremendous build ability and the ultimate secluded location, this is an amazing opportunity.

Link ID; 34297
Type: Single Family
Lot Size: 22.2000
50 Oyster Watcha Road, Edgartown, MA
PRICE: $12,950,000

Ideally and prominently positioned on the southernmost peninsula of Oyster Pond, this perfectly idyllic compound, among the most spectacular on Martha's Vineyard, awaits. With over 1,200 feet of private waterfront on Oyster Pond and access to over 2,200 feet of prime sandy Atlantic beach, the pristine waters of the pond and ocean set the tone for pure relaxation.The property features beautifully constructed and impeccably maintained residences for family, friends, and guests, with a 4 bedroom main house, 2 bedroom guest house, and charming boathouse, all clad in cedar shingles and elegantly landscaped. Views from both residences are jaw-dropping with a true

Link ID; 31928
Type: Single Family
Lot Size: 11.5000
10 and 12 Boldwater Road, Edgartown, MA
PRICE: $12,000,000

This unique MV retreat is one of the Island's finest private compounds, on 22 acres of landscaped grounds, with an extraordinary home designed by Robert A.M. Stern Architects. Every room is appointed with the highest level of craftsmanship. There are 2 curving driveways, one that passes between 2 private ponds, and leads to the residence of over 11,000 sq. ft., with exquisite living areas, sweeping decks and porches. There are 7 bedrooms 7.5 baths. Visitors arrive in the 2-story entrance foyer with a sweeping curved staircase to the 2nd floor. Ahead are a library with fireplace, a private office with fireplace, and entrances to the great room. The expansive great room invites the outdoors with a 20-ft cathedral ceiling, a fireplace up to the ceiling, and 10-foot French doors that lead to a wraparound deck. The octagonal dining room with fireplace has walls of windows overlooking the manicured back lawn. The large gourmet kitchen is exquisitely outfitted. Off to one side is a cozy breakfast nook with built-in seating. A pantry, mudroom, office, half-bathroom, and 2-car heated garage are beyond. The graciously staircase from the foyer leads to a 2nd floor reserved for the master suite, which includes the master bedroom and French doors leading to 2 decks, as well as his-and-her walk-in closets/baths. There are 3 more bedrooms, each with full en-suite bathrooms, in the East wing, and 3 more at the West end of the house. The finished lower lever includes a sitting room, half bath, a children's playroom, a wine cellar, ample storage space, and laundry room. Off the back terrace is a 20X60 ft pool and separate Jacuzzi. The pool house features a screened porch and a gas fireplace. Inside are a full gym, sauna, massage room, and full bath. The lawn area features flower gardens, and further back, an organic vegetable garden, adjoining blueberry patch, and flower-cutting garden. The compound offers extraordinary privacy, bounded in back by 150 acres of conservation land. Yet the property is within a 10-minute drive to downtown Edgartown, the airport, and a noted golf club. The Boldwater Association provides tennis courts, private access to Edgartown Great Pond for small boating, and a private South Shore beach.

Link ID; 34075
Type: Single Family
Lot Size: 22.0000
Elegant Palladian doorway entrance
1153 Main Street, Vineyard Haven, MA
PRICE: $11,750,000

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.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.

Link ID; 33954
Type: Single Family
Lot Size: 0.5900
1153 Main Street, Vineyard Haven, MA
PRICE: $11,750,000

This three-story shingle-style 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 and open lawns. 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.

Link ID; 33535
Type: Single Family
Lot Size: 0.5900
Squibnocket Point 550+ Acres
81 Squibnocket Farm Road, Chilmark, MA
PRICE: $11,600,000

Home, water and community are the highlights of this extraordinary property. Award winning architect Bernard Wharton and Allan Shope designed a breathtaking 4 bedroom 4 bath home. Each room enjoys marvelous ocean and meadow views and is complimented by exquisite floor to ceiling design details which make it the most interesting home on the Vineyard. The multi year collaboration of architect, interior designer, builder and owners ceated a home beyond stunning -- this collective genius created a home which is exciting, charming and livable. Like a great artistic masterpiece, it gets better over time. The owners have felt this way every day for 20 years. This exquisite home on 6 private acres embraces the natural wonder of the endless Chilmark, West Tisbury and Edgarown shoreline with the Edgartown Water Tower in clear view 14 miles away. The home and coastline splendor is further enhanced by the private 450+ acre Squibnocket community with 1.5 miles of pond front, 2 miles of ocean front, 300+ acres of conservation and shared with only 12 other homes. 123 of these conservation acres abut this property on one side and 17 conservation acres abut on another side. This paradise is considered the finest waterfront community on the east coast. (see Virtual Tour) and ( go to -http://iplayerhd.com/player/video/09482189-2611-4fa8-9a5a-957ca7af2078/share for video of owner explaining unique features of the house, property and area)

Link ID; 32757
Type: Single Family
Lot Size: 5.9000
7 Green Hollow Road, Edgartown, MA
PRICE: $11,500,000

A rare opportunity to create the ultimate Edgartown Harbor front compound has become available at Green Hollow Way for the first time in over 50 years. The 2.5-acre parcel includes 3 dwellings, which combine for a total of 8 pre-existing bedrooms, offering complete planning flexibility. The property provides an incredibly rare sense of privacy and yet is conveniently located between downtown Edgartown and South Beach. The property also includes a 180 +/- feet deep-water dock, which has a classic harbor beach cottage that could never be replicated.

Link ID; 34450
Type: Single Family
Lot Size: 2.6400
Spectacular Chilmark 3 home waterfront  estate on Stonewall Pond
138 and 140 State Road, Chilmark, MA
PRICE: $11,000,000

Spectacular 3 home waterfront Chilmark estate on 5.8 acres with private dock on Stonewall Pond. Breathtaking one-of-a-kind views across Stonewall Pond out to the Atlantic from all 3 homes as well as stunning views of Quitsa Pond. Each of the homes is charming and beautifully maintained, with its own Vineyard history.

Link ID; 33559
Type: Single Family
Lot Size: 5.8000
Front of the House facing Pease's Point Way and Edgartown Village
22 Peases Point Way South and 11 Tilton Way, Edgartown, MA
PRICE: $10,350,000

Custom built by and for high end Island builder so endless details abound! This LEED CERTIFIED house measures over 9,000 square feet with 5 ample bedrooms, 6 full baths and 3 powder rooms. It is wide open with rambling qualities to accommodate generational family gatherings. Easy going and aristocratic simultaneously blending old with new using sustainable materials including 200 year old flooring and beams. Perfect for summer entertaining with large covered porch complete with dining for 12, 2 fireplaces and wonderful living area overlooking the pool, yard and gardens. Every amenity possible including steam shower, sauna, 2 outside showers, hot tub, gym, theater, game room, mahogany inside/outside bar, office and breathtaking Lew French living room fireplace set in an inverted hull mahogany ceiling with 3 balconies overlooking this Great Room. Absolutely spectacular and a must see! Plus separate 5 bedroom, 3 bath carriage house.

Link ID; 32348
Type: Single Family
Lot Size: 0.5200
View from house toward squibnocket
22 Quitsa Lane, Chilmark, MA
PRICE: $9,995,000

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.

Link ID; 34036
Type: Single Family
Lot Size: 3.5000
6 Janes Cove, Edgartown, MA
PRICE: $9,990,000

This beautifully designed and appointed Contemporary Colonial is tucked away on a very private 9.2 acre setting directly on Janes Cove, Edgartown Great Pond with private association south shore beach and tennis courts. Waterviews throughout. Enter the property to the circular drive in front of the Main House.This wonderful House offers a spacious great room/living room with vaulted ceilings, 5 ensuite bedrooms including first floor master with fireplace, sunroom/parlor, family/media room, office/bedroom and finished basement with sauna and full sized recessed wine cooler. There is a separate two car garage with lovely one bedroom apartment above. Natural landscaping, apple trees, children's play area.

Link ID; 32215
Type: Single Family
Lot Size: 9.2000
Lot 4 at Homers Pond, West Tisbury, MA
PRICE: $9,500,000

This 23.7 acre oceanfront parcel offers substantial buildable rights that will offer breathtaking southwesterly views of the Atlantic Ocean, barrier beach, Homers Pond and the cliffs of Squibnocket beyond. There is a existing one-bedroom beach house that could be rebuilt in place as well as a significant main house building site behind. As one of the lots in Homers Pond Association, you commonly own 141 acres of conservation restricted land which provides a majestic entrance to the properties. In addition you are one of 3 lots that commonly own over 46 acres of association land which can be improved to offer any number of usages and represents great value. One can also walk directly from the property through the dunes to access over 1,200 sf of private beach. With engineering and utilities in place, tremendous build ability and the ultimate secluded location, this is an amazing opportunity.

Link ID; 34296
Type: Land
Lot Size: 23.7000
Astonishing location on the Atlantic Ocean
1 Azalea Lane, Chilmark, MA
PRICE: $8,250,000

Rarest of the rare - Ocean-view Chilmark home with swimming pool, 440 feet of private ocean beach, and big, beauteous ocean views. The house is being completely renovated and price shown is for the completed product. Note that the images shown are of the house BEFORE renovation. Detached garage.

Link ID; 34126
Type: Single Family
Lot Size: 8.0000
30,34,42,46 Beach Road, Vineyard Haven, MA
PRICE: $8,000,000

A once in a lifetime opportunity to own a large portion of the Vineyard Haven harbor front. These four distinct commercial properties, with a total of seven buildings, have been in the same family for a generation. All four properties are being sold as a package only. Properties will not be sold individually and are being sold "as is". There are a total of 7 buildings and a total of 2 residences. One residence is a second floor apartment and the other is a free standing cottage on the beach. The four parcels total approximately 185 feet of frontage on Vineyard Haven Harbor. All rooms, bedrooms, bathrooms, assessments and taxes reflect a total of all four properties combined. Includes a 120 foot + dock in the harbor. 30 Beach Rd. has approx. 16,200 square feet of land with two buildings. Present tenants are the M.V. Times and Gannon and Benjamin Boat Builders.34 Beach Rd. with approx. 17,400 sq. ft. of land has three buildings, including two art galleries, one has a second story apartment. Also a separate one bedroom cottage located on the beach.42 Beach Road has approx. 12,000 sq. ft. of land with a warehouse. 46 Beach Road has approx.. 5,700 sq. ft. of land. Includes a building that used to house a paint store. The properties are zoned as waterside management and commercial waterfront. Area is designated as a DCPC- District of Critical Planning Concern. Within 100 feet of the shore, the uses are restricted to waterdependent businesses. All present tenants are "tenants at will". Rental rates, water ,and sewer use charges available upon request.

Link ID; 34055
Type: Commercial
Lot Size: 1.1800
Squibnocket Ridge
18 Spruce Gate Road, Chilmark, MA
PRICE: $7,500,000

The best and most coveted location on Martha's Vineyard - Squibnocket Farm. Set within a private, gated +/- 500 acre community that includes over 300 acres of conservation land, extensive private waterfront on Squibnocket Pond, miles of sandy Atlantic beach with towering dunes, and only 12 homes, this turnkey offering melds modern construction and comfort with an idyllic farm-like setting. Stately and elegant, the property residence sprawls peacefully amid surrounding natural beauty. The home was designed and built by Soikkeli and 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 and the Google assistant. 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 been seen to fully experience - a rare enclave of privacy and calm.

Link ID; 34218
Type: Single Family
Lot Size: 6.2000
A prestigious home in a remarkable setting.
37 Pasture Gate Road, Vineyard Haven, MA
PRICE: $7,000,000

A prestigious home designed by a meticulous owner. Built by the current residents in l988, the property has evolved over the years in updates and numerous expansion projects. When you love where you live, a property such as this is the result. The owners chose the location in the Tashmoo Association because of the tranquil pastoral setting overlooking the grazing fields, the amenities of the community which provide tennis, dock and beach and the close proximity to Vineyard Haven Village; a combined feeling of up and down Island. With 3.15 acres of land there was more than adequate room to create a spacious estate setting. As you approach the house the feeling of relaxed elegance is apparent. It is evident that the expansive home with 7,604 sf of living space will offer room for all. The surrounding landscape and natural, wooded open space creates an exceptional setting. The unusual details in the house are everywhere from the formal living room and dining room, the large well-designed kitchen, the newer addition year round sun porch, the wonderful den to retreat to, and the newest addition, a contemporary incredible living room/dining room with fireplace and custom designed ceiling, to name a few highlights. An exceptionally large pool area has room for many lounge chairs and tables for dining along with a pool house with full kitchen. Beyond the pool area and above the oversized two car garage is a fifth bedroom suite. The second floor is dedicated to the en suite master bedroom, three guest rooms and an unusual common room with high ceilings and many windows to be used as a second floor family room or elegant office. A finished third floor is there for your interpretation.The sale also includes a beach lot (32C/4 and 32D/4) just before the opening to Lake Tashmoo with beach access on the Lake and the Sound. Boating from the association dock to your private location, anchoring your boat for a picnic or digging clams for dinner puts the frosting on the cake or the Vine in Vineyard.In the event you need more space for your family compound the totally renovated, fully furnished cottage on 1.06 A at 19 Chappaquonsett (54C/ 2) is also available at $1.5M. See photos attached to this listing. This property provides all the components to establish a family estate for generations to come on this magical Island of Martha's Vineyard.

Link ID; 33630
Type: Single Family
Lot Size: 3.1500
Master bedroom
721 Main Street, Vineyard Haven, MA
PRICE: $6,950,000

This spectacular waterfront West Chop home with panoramic views looking out across the Vineyard Sound will take your breath away. A true beach home featuring 110 feet of private beach with dock and mooring, and positively the best swimming on the island! The great room with cathedral ceilings and floor to ceiling windows captures the boat activity in every direction. Easy living here with one wing with master and guest ensuite bedroom. A newly renovated state of the art eat-in kitchen just off the great room makes this the perfect home for entertaining. One bedroom and den is found off the kitchen with separate exterior access to an outdoor shower. A huge bonus here, and something that could not be duplicated today, is the quaint detached bedroom complete with a kitchenette and living room area. Additional garage and basement, perfect for storing the kayaks, beach toys and bikes! This is a very special offering, furniture may be purchased separately, all you need is your bathing suit!

Link ID; 30721
Type: Single Family
Lot Size: 0.8100
71 South Water Street, Edgartown, MA
PRICE: $6,795,000

VINTAGE CHIC CAPTAIN'S HOME + GUEST COTTAGE WITH SWEEPING HARBOR VIEWS. Built originally at the turn of the century, this exquisite home was beautifully renovated by Parker and Company in 2012 and transformed into an ultra chic, luxurious harborside residence loaded with vintage charm. The MAIN HOUSE features refinished original wood floors and custom millwork throughout -- including coffered ceilings, raised paneling, beaded board paneling, built-in window seats and bookshelves.The gourmet cook's kitchen is highlighted by vaulted ceilings with pressed tin tiles, custom turned leg cabinetry, marble countertops, a counter-height bar with seating and top notch appliances throughout. There are sweeping views of the Edgartown Harbor and Lighthouse from most every room in the house including the second-floor Master Bedroom suite with a built-in desk and outdoor deck, both positioned to take advantage of the magnificent water views. A spacious COVERED PORCH expands the full width of the Main House and is a perfect place to enjoy alfresco dining and entertaining . . . or simply enjoying views of boats coasting by on the bustling harbor. A PRIVATE COURTYARD connects the Main House and Guest Cottage and is another perfect place to enjoy morning coffee or a relaxing afternoon lounging with a book. The delightful GUEST COTTAGE features French doors that open into a beautiful first-floor Living Area with vaulted ceilings, a kitchenette with farmer's sink and full bath. For sleeping accommodations, there is a private bedroom on the first floor and a second-floor loft sleeping area with built-in twin beds.The professionally landscaped yard features terraced perennial gardens with stone walls and steps that lead to an expansive lawn and boathouse, framed by a picket fence and Collins Beach as the backdrop. The BOATHOUSE is located on the edge of the property, adjacent to Collins Beach and a perfect place for storing watercraft and bicycles -- it or can also be used as a Game Room with ping pong table! Exquisite designer furnishings and contents are available for separate purchase for a complete turkey purchase opportunity! Rarely does a home of this quality and character come onto the market - truly a gem!

Link ID; 34339
Type: Single Family
Lot Size: 0.2200
17B East Pasture Road, Aquinnah, MA
PRICE: $6,350,000

Perched above Menemsha Pond, this exquisite new five-bedroom home combines state-of-the-art construction with all the elements for the ideal Vineyard experience including some of the best water views on the island, Menemsha Pond access via walking path, heated Gunite pool, and the privacy and protection of abutting conservation land with no building allowed between this house and Menemsha Pond. This substantial and tasteful home with contemporary style has been thoughtfully designed into the surroundings. Only the finest craftsmanship and materials were used including Lutron lighting, Will Parry custom doors, local custom cabinetry, walnut floors, and two solar flowers which track the sun and produce 12kw. With an open floor plan for everyday living and plenty of room to expand when entertaining guests, this smart layout includes all bedroom/bathroom suites and a dedicated gym or yoga room with full bathroom. Flowing from the indoors out, through the screened porch and expansive deck, to the rolling landscape beyond, stone walls and pathways lead you from the main house to the detached guest suite and on to the pool and pool house where sliding cedar barn doors reveal an outdoor kitchen area and indoor changing room and bathroom. From there, the walking path to the pond awaits. Deeded view easement and deeded pond access with beach usage included. This section of Menemsha Pond is lovely and shallow, where little ones could spend hours playing safely and being entertained by the wildlife. Seller currently has two moorings on the pond and will transfer. Additionally, Aquinnah home ownership gives you Philbin Beach on the south shore and dog-friendly Lobsterville beach on the north shore. This is a rare opportunity for new high-end construction and an unparalleled combination of elements creating an experience that is truly the best of up-island living!

Link ID; 33320
Type: Single Family
Lot Size: 2.6000
Upper level view to barrier
55 King Point Way, Edgartown, MA
PRICE: $6,200,000

EXQUISITE WATERFRONT A rare offering on one of the most exquisite locations anywhere on the Edgartown Great Pond . Even ground level views look south down the pond to the barrier beach. 25 years establishing these 4 + acres, in a breath taking , but natural feel. The 19th century structures have been impeccably maintained, and brought current , by this most caring owner who diligently maintained the charm of the original.There are several areas on the property that would be ideal for new construction, if desired by new owner. Hard to imagine but the vistas could be even more dramatic.Although it feels like another world, you are only a short boat ride to the Atlantic Ocean Beach and a mere bike ride to Main St. Edgartown.The expression , although over used, applies to this property. " You simply must see this to appreciate it`s uniqueness , it`s beauty, anda one of a kind value!!

Link ID; 33864
Type: Single Family
Lot Size: 4.1900
In Katama amidst open filed protected by the Nature Conservancy.
26 Crackatuxet Cove Road, Edgartown, MA
PRICE: $5,995,000

This rare property on Herring Creek Farm is set on 4 private acres with pond frontage and water views and offers private Atlantic ocean beach as well as the beauty of the farm, with grazing horses, sheep, goats and alpaca. Nestled in the woods of the farm, the 4 bedroom home is light and bright with a substantial deck and plenty of open space to gather and appreciate the ocean views and setting. The property features a path offering an easy walk to Crackatuxet Cove, where one can launch a kayak to paddle across Edgartown Great Pond to the ocean beach or observe the natural wildlife. Take a golf cart down a small private road to reach the Atlantic Beach. The owners have worked with the Conservation Commission and an engineer to obtain an "order of conditions" to allow for a view channel to increase the view of the cove and ocean beyond, as well as a site plan of a proposed building envelope showing where a new house might be placed to optimize the view. With only 15 property owners and a total of 215 acres, much of which are open fields controlled by the Nature Conservancy, this experience and setting is one of a kind.

Link ID; 32364
Type: Single Family
Lot Size: 3.9500
55 North Neck Road, Edgartown, MA
PRICE: $5,950,000

This private three-acre property on prestigious North Neck Road offers a charming, winding driveway, sprawling landscaped lawn, deep-water dock, and spectacular views of the Edgartown harbor, lighthouse and waterfront. This classically-designed home offers a spacious kitchen that opens to a large deck, patio and grilling areas - perfect for entertaining, a formal dining and living room, a fabulous screened porch, den, and four bedrooms including a luxurious master suite. The detached three-car garage and two-bedroom carriage suite complete this perfect setting. This is a truly rare and special offering that must be seen to be appreciated.

Link ID; 33826
Type: Single Family
Lot Size: 3.1500
Hammocks in backyard
16 Smugglers Way, Edgartown, MA
PRICE: $5,750,000

NEW LISTING

A rare new Katama Contemporary Beach House in a premier location bordering Edgartown Bay Road on 1.7 acres with ocean views. This custom designed multilevel home features a 1,300 sq. ft. roof deck complete with an outdoor kitchen and a green sedum roof garden. The property also has a detached two car garage with an adjacent studio, half bath and storage space. This property is professionally landscaped including a screened-in row of mature Blueberry bushes. The home was designed by evoDomus LLC to the latest energy efficiency standards. Property is sold "Turn Key" all furnishings included except for some personal items. Optional membership to Mattakesett Resorts allows use of Pool, Tennis Courts, Gym, Children Programs and more. Photos courtesy of evoDomus LLC.

Link ID; 34653
Type: Single Family
Lot Size: 1.7000
Phenomenal waterfront location
41 Naushon Road, West Tisbury, MA
PRICE: $5,750,000

6-bedroom waterfront home with sweeping water views and a private sandy beach right in front of the house. This 4200 sq ft home in Upper Makonikey was built by the current owner - a construction professional - to the very highest specifications. The house has four main sections - a central great room area, master bedroom wing, guest bedroom wing, and then a

Link ID; 34099
Type: Single Family
Lot Size: 1.5000
135 State Road, Chilmark, MA
PRICE: $5,750,000

Located on the edge of Quitsa Pond, this four bedroom home is perfect for summering on the Vineyard. Views from nearly every room of this home over Quitsa and Menemsha Pond. With extremely desirable dock space included, this property has two full private docks and one floating dock only steps from your door. First level of home is a large living area with kitchen all fronted by a large screened in porch. There is also another area that serves as bedroom or could also be used as a den or office space. Upper level has 3 bedrooms, large living room, full bathroom and loft space - great for the young ones. This home is great for entertaining and offers some of the most spectacular views in Chilmark. Enjoy sunset views over the pond...or swim off of the private sandy beach area on the pond which is great for young swimmers and for launching kayaks...All of this just within a short distance of Squibnocket Beach.

Link ID; 19770
Type: Single Family
Lot Size: 1.9000
275 South Farm Road, Vineyard Haven, MA
PRICE: $5,700,000

Not all vineyard waterfront properties are the same. This waterfront estate on the shores of Lake Tashmoo is truly unique. Located on 6.4 acres of woods, the house is on a point of land with water on three sides. There is a main house and several outbuildings. The property is landscaped with two circular drives, brick walkways and over 700 feet of deepwater frontage on Lake Tashmoo. A sandy beach is a few steps away from the front porch. It slopes gently into the water and is ideal for young children. There is a plentiful supply of shellfish just off the property. There is a family of otters, a pair of ospreys that live near the shore and an occasional sighting of harbor seals. It is a bird watcher's paradise. The house has five comfortably sized bedrooms, two of which have their own outside entrances and private decks. The master bedroom and bath occupies the entire second floor of the house, and has the utmost privacy. It has a loft, built-in bureaus, a fireplace and a wraparound outside deck. The living room has fireplace, wood paneling, yellow pine floors and a cathedral ceiling with skylights. A glass wall opens into a screened porch, a favorite place to dine in the summer. The dining room is connected to the kitchen by a set of French doors. It has yellow pine floors, wood paneling and wraparound windows. There is also a family room with a very private screened porch overlooking the dock. The entire house is very bright and cheerful with skylights and an abundance of windows. Have you been searching for Vineyard waterfront properties with a deep water dock? Search no more! Don't miss the opportunity to own this stunning Lake Tashmoo property.

Link ID; 29771
Type: Single Family
Lot Size: 6.4000
44 Calebs Pond Road, Edgartown, MA
PRICE: $5,650,000

HIGH ON A BLUFF- DEEPWATER DOCK- Designed by renowned Vineyard architect Niels Gabel-Jorgensen, the welcoming presence of this home can be felt immediately. Perched high on a bluff with a commanding view of the celebrated Edgartown harbor and replete with a deepwater dock permitted to accept 9 vessels. At the age of 35, this home remains grand and relevant in the current market. Vaulted ceilings throughout the living areas and wall of glass connect to the expansive harbor views and vistas beyond. You will have front row seats for the most glorious sunsets on the Island! Call the launch to meet you at your dock and whisk you into town for dinner or shopping. Located just 1 Mile from the Chappy Ferry, it is also an easy bike ride. Offered individually or as a compound with an adjacent property, guest house and tennis court. See listing #34532

Link ID; 34550
Type: Single Family
Lot Size: 3.0000
The
140 State Road, Chilmark, MA
PRICE: $5,500,000

Spectacular waterfront property with private dock on Stonewall Pond. Breathtaking one-of-a kind views across Stonewall Pond out to the Atlantic Ocean as well as stunning views of Quitsa Pond. This magical property is known as the "Lorca" home because the current owners purchased it in 1972 from the Garcia Lorca estate. With modern upgrades, this is a year round home which evokes old Vineyard charm and features water views from almost every room. Built in 1939 "Lorca" was expanded in 1973 and has been been lovingly renovated and maintained over the past 40 years. There are 3 bedrooms and 2 bathrooms, an open living room, kitchen and dining room, an adjacent family room with fireplace and wonderful picture windows to maximize the water views. Dine al fresco on one of the 2 large decks and enjoy magical moon-rises and spectacular sunsets with 360 degree water views from the roof top deck. Stroll down the gently sloping yard to a private dock and enjoy sailing, kayaking, swimming and paddle boarding. Boat from Stonewall Pond under Hariffs Bridge to Quitsa and Menemsha ponds and then out to the Vineyard Sound or take a quiet moment at home to simply relax in the surrounding beauty. The sunrises and sunsets here are breathtaking and watching the moon rise over the pond is spectacular. It's just a short walk (.3 miles), boat or drive to nearby private association Stonewall ocean beach. This is an amazing opportunity to own a very special Chilmark waterfront property that is surrounded by nature.

Link ID; 33561
Type: Single Family
Lot Size: 1.2000
11 Azalea Lane, Chilmark, MA
PRICE: $5,200,000

With 425 ft of private ocean beach, this offering deserves its reputation as the "ultimate beach house". The 5-bedroom home has been completely renovated to the highest specifications with a focus on bold contemporary choices to take advantage of the views and setting. The beach stairs provide access to a wide swath of sand that many consider the most beautiful stretch of beach on Martha's Vineyard. To fully appreciate this extraordinary setting, view the images in the "photo gallery" and watch this drone video: https://vimeo.com/175588276

Link ID; 30618
Type: Single Family
Lot Size: 8.0000
main house facing south
71 Stoney Hill Road, Vineyard Haven, MA
PRICE: $5,100,000

Designed to afford expansive and protected views, the upscale property at 71 Stoney Hill Road is adjacent to Malabar Horse Farm. It consists of a 5 bedroom post and beam home and matching barn. Both are architectural masterpieces created by master craftsmen. The home was designed by Phil Regan of Hutker Architects and built by Jim Cranston of Offshore Timber Framing. It centers around a 1,000sf open living, dining, and kitchen area anchored by a floor to ceiling stone fireplace at one end and a chef's kitchen and pantry complex at the other. The home is surrounded by over seven acres of bucolic nature in fields, meadows, and woodlands. Adjacent to the property is over 200 acres of MV Land Bank property, giving complete privacy and tranquility with no visible neighbors. This location has access to Land Bank walking trails as well as island bike paths. Expansive and protected views from anywhere in the house provide manicured yet natural grounds for the discerning buyer. In addition, both the barn and the house have newly installed solar roof systems which create an electric surplus during the year. The entire home is also set up as wheelchair accessible with a large elevator to access the bottom floor. The main house is level with the surrounding property negating the need for entrance steps.Much of the home has custom built-in cabinetry and woodwork created by a master Island craftsman, Ken Lobdell. The finished product must be seen to be appreciated; it's as spectacular as the day it was finished.

Link ID; 33865
Type: Single Family
Lot Size: 7.1700
274 Sea View Avenue, Oak Bluffs, MA
PRICE: $4,995,000

HARTHAVEN WATERFRONT WITH PRIVATE DOCK- An Undeniably special and unique property this Harthaven compound is one of only four homes situated on the picturesque and protected harbor with private dock. Elegant yet casual, vintage yet chic you'll find it all here at this tastefully renovated Oak Bluffs home. The expansive six bedroom property delivers all the amenities one would expect while retaining the charm and character of days gone by. The sprawling first floor boasts commanding water views with access to an expansive covered porch and deck overlooking the protected inlet, barrier beach, and Vineyard Sound - bound to ignite your inner explorer. The private first floor guest wing, complete with deck and beach stone fireplace, combined with the four additional bedrooms and baths on the second level provide the ideal layout for all your family and friends, evident in properties strong rental history. A large boathouse/garage, perched on the water's edge, great for storage of all beach and boating gear, is the perfect complement to this seaside escape. The expansive lawn, beckoning for yard games and laughter, slopes gently to a private dock, offering boaters both protection and easy access to the deeper waters of Nantucket Sound and nearby harbors. The highly sought after location, within the Harthaven community, provides you and your guests with access to tennis and a long stretch of association sandy beach on the calm waters of the sound. A magnificent offering!

Link ID; 34138
Type: Single Family
Lot Size: 0.7000
Putting Green
3 Dunes Road, Edgartown, MA
PRICE: $4,975,000

SOUTH BEACH ~ Situated just steps from the beach, this stunning home on Dunes Road is the perfect blend of seaside comfort and classic sophistication. The home is beautifully appointed and the outside amenities create a resort-like compound. Interior and exterior spaces flow seamlessly making a perfect environment for entertaining and relaxation.

Link ID; 32393
Type: Single Family
Lot Size: 1.5000
82 Turkeyland Cove Road, Edgartown, MA
PRICE: $4,875,000

RARE FIND ON THE EDGARTOWN GREAT POND: OPEN VIEWS, PRIVATE DOCK, PRIVATE SOUTH SHORE BEACH AND ABILITY FOR SEVEN BEDROOMS. Located at the end of a private winding drive this spectacular 3.4-acre waterfront property is surrounded by a natural landscape of shady mature oaks, pines and maples, and a lush lawn that leads right up to the water's edge. Facing southwest with views across the pond, the site provides afternoons basked in warm golden light that softly turn into brilliant colored sunsets. This property boasts a PRIVATE DOCK located on the Edgartown Great Pond, which is ideal for exploring by boat, kayak, canoe or paddle board There are only three docks on the entire Edgartown Great Pond -- so this is a very rare and valuable amenity. The property includes deeded access to a PRIVATE ASSOCIATION SOUTH SHORE BEACH which is accessible by boat and an ideal place perfect Vineyard summer days, sunset dinners by the beach and more. This attractive Katama property is grandfathered in to allow up to SEVEN BEDROOMS (current standards would typically only allow for a maximum of five bedrooms). Bring your visions to crate a signature waterfront estate in Katama. There is currently a 4-Bedroom Main House plus 3-Bedroom Guest House on the property which would can be renovated or replaced with new homes. ***NOTE. See video for a tour of this property and the private association beach. Attached schematic drawings by Breese Architects show proposed renovation concept for a 7-bedroom compound with pool and utilizing the existing structures.

Link ID; 32915
Type: Land
Lot Size: 3.4000
82 Turkeyland Cove Road, Edgartown, MA
PRICE: $4,875,000

RARE FIND IN KATAMA: WATERFRONT COMPOUND WITH POND, DOCK AND PRIVATE BEACH ACCESS. Located at the end of a private winding drive and set on over three bucolic acres, this spectacular waterfront property is comprised of a Main House plus Guest House -- with a total of SEVEN bedrooms -- making it an ideal family compound or rental property. Both shingle-style contemporary homes feature open-designed living spaces highlighted by vaulted ceilings, an abundance of glass and expansive decks to maximize indoor and outdoor living. Surrounded by a natural landscape of shady mature oaks, pines and maples, and a lush lawn that leads to the water's edge, this property faces west across the Edgartown Great Pond, providing afternoons basked in warm golden light that softly turn into brilliant colored sunsets. This property boasts one of the few RARE private docks located on the Edgartown Great Pond, which is ideal for exploring by boat, kayak, canoe or paddle board. Nearby Sheriff's Meadow conservation land offers beautiful walking trails -- and access to a private, sandy South Shore beach is also just minutes away by boat. This property is an ideal Vineyard retreat for creating lasting summer memories for years to come! There is also a strong rental history and furnishings are available for separate purchase. See video for a house and lifestyle tour of the property and private beach. Note: Attached schematic drawings by Breese Architects show proposed renovation concept for the property into 7-bedroom compound with pool and utilizing the existing structures.

Link ID; 30420
Type: Single Family
Lot Size: 3.4000
37 and 39 Jeremiah Road, Edgartown, MA
PRICE: $4,750,000

Now is the time to build a multigenerational estate on Martha's Vineyard! Start with one house as a base and add on as you go. Another family member house could be added later with a pool, garages, a barn, tennis court, guest house, boat house and more, let's call this Plan A. If circumstances change, as they sometimes do, keep the Main House and sell off the adjacent lot, this will likely increase in value as all land has on MV, call this Pan B. Plan C might be to build a 6 bedroom house with a pool on one lot and rent it out for an estimated $25,000 per week for a few years. Keep the other lot or build a Spec house there. Lots of options and opportunities with this rare offering. You will not find this opportunity again for 15+ acres of waterfront property. Easy to show, call now for an appointment. Allow 30-40 minutes for a showing. This property has potential spectacular views from the first and second levels of a house or deck. Final view channels and clearing will be done once lots are purchased per Conservation Committee request. Must be seen to be appreciated.

Link ID; 33855
Type: Land
Lot Size: 15.4800
Waterfront setting on Aunt Rhoda's Pond
122 Kuffies Point Way, Vineyard Haven, MA
PRICE: $4,750,000

Waterfront on Lake Tashmoo with sweeping water views. This highly sophisticated home with deeded north shore beach access was built by Mark Baumhofer and bears all the hallmarks of a luxury residence. The design blends rustic elements with contemporary styling, all to dramatic effect. Privacy is assured with three of the four bedrooms being bedroom suites, one upstairs and two semi-detached. The lush landscape by renowned Tea Lane Nursery is all-organic. Custom details include plaster walls, CWM copper-clad windows, doors and windows made from the highest grade Tahitian mahogany, radiant floors, and a 23 ft ceiling height in the Great Room. The property abuts 50 acres of Sheriff's Meadow conservation land to the west, and to the east, a 6-acre parcel that cannot be subdivided. A 42-acre farm lies immediately to the south. The 150-ft north shore beach to which owners have deeded access is reachable via a quiet country road or by kayak, canoe, or paddleboard. This beach offers excellent swimming and beautiful sunsets. Please view imagery and request a specifications sheet for more information on this spectacular property.

Link ID; 31874
Type: Single Family
Lot Size: 1.5280
49 South Summer Street, Edgartown, MA
PRICE: $4,670,000

Located just 2 blocks from Edgartown Harbor and Main Street, in the shadows of the beautiful Federated Church, lies this classic, reimagined Cape style residence. This high level restoration yielded an amazing combination of traditional exterior architecture with a delightfully surprising stylish interior. The ground floor offers a large entertainment area with its own kitchen, fireplace and French doors leading to the covered porch and formal gardens. There are also 3-bedrooms and 2.5 baths on this level. The second floor offers a cathedral ceiling living/family room with fireplace, kitchen and deck, all with a peak of Edgartown Harbor. The balance of the second floor features a luxurious master suite. The full height, lower level has a media room, powder room, large laundry and guest bedroom. Complimenting the property is a handsomely finished garage with an attached guesthouse offering a living room with kitchenette, bedroom with private bath and a lower level with media room and powder room. Lastly, the grounds are meticulously landscaped and provide several enchanting sitting areas, garden pergola, two exterior showers and ample parking.

Link ID; 32814
Type: Single Family
Lot Size: 0.1900
148 Planting Field Way, Edgartown, MA
PRICE: $4,500,000

Private beach lot on Edgartown's north shore at the end of exclusive Planting Field Way. A unique opportunity. There are sweeping views of Edgartown's Outer Harbor and north shore all the way to East Chop as well as vistas of Chappy and the Cape across Nantucket Sound. The beautiful sandy beach is blessed with perfect water for swimming. There is a cabana for storage of beach equipment. The grassy portion of the upper lot has plenty of space for parking and is surrounded by a tall privet hedge for privacy. This beach is also one of the island's premier spots for surfcasting. All less than a mile from the Village!

Link ID; 34379
Type: Land
Lot Size: 0.0000
Front of the house
267 Barnes Road, Oak Bluffs, MA
PRICE: $4,500,000

Well appointed 4000+ sq ft Contemporary home surrounded by a little more than one acre of lush landscaped greenery on Lagoon Pond with private beach and potential for a dock. Spacious 3 bedroom 5.5 bathroom with high ceilings, two first floor offices, open living/ dining areas all with views of the Lagoon. The large gourmet kitchen. Sweeping waterviews from every room. A wrap around deck and a screened sun room adjoins the upstairs bedrooms. Full basement ready to be finished. This house has spacious rooms perfect for entertaining . Being sold mostly furnished.

Link ID; 34265
Type: Single Family
Lot Size: 1.2500
63 Fuller Street, Edgartown, MA
PRICE: $4,500,000

14,900 SF lot in a premier Edgartown location for sale at corner of Thayer St and Fuller St, steps from downtown Edgartown, Fuller Street Beach, and the Lighthouse. Suitable for single family home construction or commercial development with special permit.

Link ID; 33951
Type: Single Family
Lot Size: 0.3400
Master Suite Has Vaulted Ceilings
36 Morse Street, Edgartown, MA
PRICE: $4,495,000

DISTINGUISHED Period Greek Revival Home located in an Historic Edgartown Neighborhood. This 1849 Captain's House style home has been fully renovated and tastefully updated for today's living, while maintaining its authentic historic charm. Period details include, antique wide planked floors, four original fireplaces, period millwork and built-ins throughout, all of which are in exceptional condition. This classic village home blends formal and casual living areas within two floors of multiple living spaces. The inviting eat-in kitchen features high ceilings, updated appliances, refinished wide plank floors, all opening out on to an expansive flagstone terrace and private back yard, perfect for outdoor dining and entertaining. Exterior features include an elegant front porch featuring authentic Greek Revival style columns; windows feature antique French cast iron

Link ID; 34143
Type: Single Family
Lot Size: 0.3750
Aerial View
7 Turkeyland Cove Road, Edgartown, MA
PRICE: $4,450,000

A Rare Offering of 5.22 Acres located in Katama in luxurious South Beach. Open concept Main House, Two car garage with apartment, four bedroom's, four and one half bath, with inground pool, well sited on a Private Road. It offers solitude and wilderness with miles of trails and water access to the Edgartown Great Pond and South Beach and the Atlantic Ocean, strolling distance to sand and surf. The two level Main House offers a spacious open layout, including a sunlit loft. Each of three bedrooms provide the pleasure of a full bath. The updated kitchen has stainless steel appliances and there is maple hardwood and tile flooring throughout. Two handcrafted wood burning beach stone fireplaces make for a relaxed, romantic setting. The mud room located off the kitchen has many uses. The large unfinished basement provides an additional 1114 sq.ft. of living space waiting for your personal touch. Enjoy the mature landscaped gardens and edible orchard of cherry, apple, pear and peach trees while listening to the calming ocean surf. Feel the salt breeze while lounging and relaxing by the inground pool. An incredible private and cozy atmosphere while MV star gazing at its finest. This is Island living with your own piece of paradise yet moments to Downtown Edgartown, Harbor, Restaurants, Shops, South Beach and Great Pond. Zoned Agriculturally uses include but are not limited to a Single Family Home, a Working or Gentleman's Farm, or an Equestrian Estate. Your options contain a custom Compound that can include a Main House, Detached Carriage House, Inground Pool, Tennis Court and Horse Barn. Your chance to create your very own multi-generational retreat in a REMARKABLE LOCATION!

Link ID; 33064
Type: Single Family
Lot Size: 5.2200
21 Squibnocket
21 Squibnocket Road, Chilmark, MA
PRICE: $4,375,000

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.

Link ID; 33963
Type: Single Family
Lot Size: 1.1100
View From Vineyard Haven Harbor Toward Dock
32 Temahigan Avenue, Oak Bluffs, MA
PRICE: $4,350,000

HISTORIC EAST CHOP WATERFRONT ESTATE WITH BOATHOUSE AND DEEP WATER DOCK. Originally built in 1870 with all of the grandeur of a 19th century seaside estate, this grand historic home features over 6,000 square feet of finished interior living space which was meticulously renovated from top to bottom in the year 2000, under the direction of noted architect, Joseph Dick and island builder, Everett Whorton. Today, this luxurious home maintains all of the original character and architectural details of the era, including beautiful coffered ceilings, gorgeous custom wood paneling, and finely crafted millwork throughout. The property boasts sweeping views from three floors of living space -- plus a spacious outdoor deck -- across the 3.2-acre property with rolling lawn, patio with stone fireplace and beautifully landscaped grounds to Vineyard Haven Harbor and Vineyard Sound beyond. A wooden boardwalk crosses over a small pond, leading to the water's edge where a 750-sf boathouse with stone fireplace, kitchen and bath sits adjacent to a deep water dock and moorings. The property also includes a detached 2-car garage with unfinished living space above which can be easily transformed into a beautiful Guest House, also with water views. This iconic property is the ultimate place to gather family and friends and create treasured Vineyard memories for years to come. Furnishings are available separately.

Link ID; 32756
Type: Single Family
Lot Size: 3.1970
8 Oyster Pond Road , Edgartown, MA
PRICE: $4,100,000

This dramatic contemporary farmhouse is being offered for the first time and features 4 bedrooms, 3.5 baths and two story cathedral ceiling living spaces, which offers an abundance of light and views across the 7+ acres of pristine meadows and lush treetops. The house was built in 1996 by one of the Island's more prominent builders and is filled with innovative design features as well as quality craftsmanship. Complementing the property with its spectacular vistas is a large in-ground pool, attached garage with second floor office/artists studio, private tennis courts, and a 6-stall horse stable perfectly nestled at the far side of the property. This building could be converted into a legal guest house if preferred, or a new two bedroom guest house could be built additionally. This property is being offered FULLY FURNISHED. All of the above is located within the exclusive Oyster Pond Association offering pond and beach access and conveniently located just minutes to downtown Edgartown, Vineyard Golf Club, and the Martha's Vineyard Airport.

Link ID; 32698
Type: Single Family
Lot Size: 7.2000
Under Construction - Completion date March 2019
20 West Street, Edgartown, MA
PRICE: $4,100,000

Exciting opportunity in the heart of Katama with easy access to South Beach. Custom home on a private 1.5 acre lot in a well-established high-end neighborhood. A spectacular Vineyard home being built by an high-end island builder. This 4 bedroom home will feature approximately 5,000 sq. ft. of finished living space with exquisite craftsmanship and beautiful finishes throughout. First floor features a spacious living area with large sliding glass doors, wet bar, and detailed molding throughout, gourmet kitchen with state of the art appliances and center island, welcoming front entry with vaulted ceiling and powder room, mudroom with an additional bath and a first floor laundry room and pantry. This well thought out floor plan includes master bedroom suites on both levels. The first floor master bedroom wing includes a spacious bedroom with high ceilings, walk-in closet, private office and a spectacular bath with a large tile shower with a glass door leading to your own private outdoor shower. The second floor includes an additional master bedroom suite and 2 additional guest bedrooms all with private baths. There is a 2nd floor roof deck perfect for capturing the afternoon sun and features another outdoor shower. This exceptional Katama retreat also features a heated18 x 35 gunite pool with stone patio, detached screened gazebo with a 2-sided stone fireplace, expansive back deck, finished basement with wet-bar and half bath, and a 2-car garage with extra living space and private bath above. With plenty of space for entertaining inside and out, this is a new construction opportunity not to be missed. House is currently under construction to be completed March 2019.

Link ID; 32226
Type: Single Family
Lot Size: 1.5100
35A North Neck Road, Edgartown, MA
PRICE: $3,995,000

North Neck... a truly spectacular setting with amazing, endless views from Edgartown Harbor, across Nantucket Sound and around to Cape Poge Bay. A casual and highly functional layout, a large common area complete with soaring ceilings and fireplace is flanked by two bedroom wings, ideal for easy summer living. The property includes 4.6+ acres of land,nearly 500' of private sandy beach and dock - swimming, boating and fishing are just steps away!

Link ID; 30578
Type: Single Family
Lot Size: 4.3000
225 East Chop Drive, Oak Bluffs, MA
PRICE: $3,950,000

Top of the Chop ~ A stunning contemporary with dramatic sweeping views of Vineyard Sound. A complete transformation by South Mountain and 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.

Link ID; 33942
Type: Single Family
Lot Size: 0.5050
24 and 28 Litchfield Road, Edgartown, MA
PRICE: $3,875,000

Perched on the edge of a bluff overlooking pristine Caleb's Pond,

Link ID; 33721
Type: Single Family
Lot Size: 6.3000
3 East Pasture Road, Aquinnah, MA
PRICE: $3,800,000

With +/- 300' of waterfront on Menemsha Pond and endless views of the Sound, Lobsterville beach, Menemsha and much more, this beautifully elevated home is truly a spectacular Aquinnah offering. Set nearly 100' above the pristine shores of the pond, a thoughtfully designed residence awaits with grand open spaces, generously proportioned bedrooms - including two master suites - and jaw-dropping views from nearly every corner of living space. Light pours in through sliding glass doors and oversize windows, and a level of ease is provided by soaring ceilings and a level of understated elegance. Outside the home, abundant lawn, landscape and hardscape gently lead one downhill to the waterfront, where recreational options abound. Swimming, fishing, biking, hiking, boating, and beach-going options from this home are truly sublime. With its own private waterfront options in addition to access to town residents' only beaches such as Philbin, Lobsterville and more, this is the perfect retreat for relaxation on Martha's Vineyard.

Link ID; 33917
Type: Single Family
Lot Size: 6.0000
Water View Toward Edgartown Harbor (From Second Floor Covered Porch)
74 North Water Street, Edgartown, MA
PRICE: $3,750,000

PRECIOUS ANTIQUE GEM ON NORTH WATER STREET. Sitting majestically on North Water Street, this circa 1830's Captain's House has been tastefully updated while maintaining its authentic historic charm. Period details include an open staircase, antique wide planked floors, six original fireplaces, period millwork and built-ins, all of which are in exceptional condition. This classic village home blends formal and casual living areas within three floors of generous living spaces for easy living and entertaining. The inviting eat-in kitchen features vaulted ceilings and a cozy sitting area, which make it the perfect gathering spot of the home. French doors open from the kitchen onto a brick terrace and expansive private yard, which is perfect for outdoor dining, entertaining and family plan during the summer months. The backyard will nicely accommodate an in-ground pool and terrace. Another unique feature of this charming property is a covered second-floor porch where you can relax with a cup of coffee or a good book and enjoy the sparkling water views of Edgartown Harbor just across the way. Of course, Edgartown Harbor, the lighthouse and all the best of village living awaits, just outside the front door. This precious gem will truly capture your heart.

Link ID; 29350
Type: Single Family
Lot Size: 0.2300
Lot 1 at Homers Pond, West Tisbury, MA
PRICE: $3,500,000

This 15.6 acre pond front parcel offers direct South Shore oceanfront views from its pre-designated building envelope. The parcel will allow an owner to build a substantial compound with all rights that zoning will allow. One can also walk directly from the property through the dunes to access over 1,200' of private beach. This entire parcel is accessed through over 150 acres of conservation-restricted land offering a majestic entrance of partially cleared forests and fields. This is an amazing opportunity to own a private and secluded oceanfront property at a good value.

Link ID; 34293
Type: Land
Lot Size: 15.6000
78 Hines Point, Vineyard Haven, MA
PRICE: $3,500,000

78 Hines Point, designed by Breese Architects and built in 2008 by Holmes Hole Construction, features 2800+/- square feet of living space on two levels with water views from every room. Two master suites flank each end of the first floor with a central gathering space between...the kitchen, dining and living room with wood burning fireplace. The second level holds two bedrooms with en suite baths. A screened porch with wood burning fireplace is the perfect room to catch the sunsets over Vineyard Sound. Outdoor areas include parking for four cars, irrigated gardens and landscape, outdoor showers, wide flagstone patios and steps down to the beach. A dock at water's edge eases the launching of kayaks, paddle boards and other watercraft for summer enjoyment. Hines Point is within walking distance to the ferries, fish market, restaurants, theaters, shopping and all of the amenities that Vineyard Haven has to offer. 78 Hines Point is offered furnished. The abutting property at 104 Hines Point is offered separately.

Link ID; 33998
Type: Single Family
Lot Size: 0.6500
Main House with outbuilding
27, 30, 31 Tower Lane, Chilmark, MA
PRICE: $3,500,000

This is a unique property like no other! Located off of Middle Road on over 63 acres (much of which are conservation restricted), this amazing property has been used as a family compound. Offering an architecturally designed main house, a charming guest house, a caretaker's cottage, additional outbuilding as well as an unfinished in ground pool and pool house. This property, while exceptional, it is in need of maintenance and updating. Being sold "as is", this property needs to be seen to be appreciated.

Link ID; 33303
Type: Single Family
Lot Size: 63.3000
98 Peases Point Way North, Edgartown, MA
PRICE: $3,450,000

A premier parcel on Pease's Point Way awaiting a significant Village home, pool and other accessory buildings. Lot will support 6 bedrooms. A rare chance to build on an oversized parcel in the Village, just blocks from Eel Pond, Fuller Street and Lighthouse beaches, the harbor and Main Street boutiques and restaurants.

Link ID; 32978
Type: Land
Lot Size: 0.5001
102 Peases Point Way North, Edgartown, MA
PRICE: $3,450,000

An unusually large parcel of raw land, just under 3/4 acre, in the Village with a most gracious presence down a long drive from Pease's Point Way. Development options abound with up to 7 bedrooms possible, a pool, pool house and other accessory structures. A rare chance to create a prominent compound just blocks from Eel Pond, Fuller Street and Lighthouse beaches, the harbor and Main Street shops and restaurants.

Link ID; 32704
Type: Land
Lot Size: 0.6695
53 Circuit Avenue, Oak Bluffs, MA
PRICE: $3,350,000

Sparkling newly renovated mixed-use commercial building in a prime and bustling location in Oak Bluffs. Looking to bring your restaurant concept to Martha's Vineyard? This is the perfect turn-key opportunity for a discerning restaurateur. Having been completely rebuilt from top to bottom with design work by Sullivan + Associates, the building is now intelligently configured for use as a high-end restaurant with cocktail bar, espresso bar, seating for up to 99 people, state of the art commercial kitchen, retail space, full commercial basement, and three gorgeous apartments upstairs. Originally built in 1900 and once used as an AandP grocery store, the current owners completed extensive renovations from 2012-2014, bringing the property to an exceptional level of finish and quality. The building meets all fire codes, handicap accessibility requirements, and health regulations, and was thoughtfully engineered to be weather and sound proof. Since the renovations, the property has been operated for four summer seasons (roughly one full year) and is in mint condition. Truly a vibrant and irreplaceable offering in the absolute perfect location for high-end bar/restaurant on Martha's Vineyard.

Link ID; 34445
Type: Commercial
Lot Size: 0.0600
107 Washque Avenue, Edgartown, MA
PRICE: $3,250,000

Waterfront property on Chappaquiddick with extensive private beach and water views that stretch as far as the eye can see. Spread out over 4 acres, this property is ideal for the buyer who wants a beach vacation for their family and guests. Sweeping water views are available from most interior living space, and the large decks each offer their own different perspectives. The 5-bedroom

Link ID; 33791
Type: Single Family
Lot Size: 4.3000
Looking east from beach path
733 Main Street, Vineyard Haven, MA
PRICE: $3,250,000

This contemporary A-frame located by Sheriff's Meadow in West Chop has unsurpassed views over the Meadow towards the Cape and the Sound and over 145 feet of private beach looking out towards East Chop and the outer harbor. The detached guest house is complete with office, kitchen, bedroom and bath which could not be duplicated today. The main 3 br. house enjoys a 415 sq. ft. deck and a 96 sq. ft. porch area to view all the summer boat activity. This house could be part of a magnificent waterfront compound with the purchase of 741 Main St. next door. This is a very special spot and a rare opportunity.

Link ID; 33134
Type: Single Family
Lot Size: 0.9100
Part of 16 Forever Wild Way, Edgartown, MA
PRICE: $3,250,000

Herring Creek Farm welcomes you with over 100 acres of conservation land and a beautiful farm setting offering a serene feeling of peace as you enter. The 3-acre lot with lovely water views overlooks Slough Cove, Edgartown Great Pond and the Atlantic barrier beach beyond. The property has deeded access to the pond to enjoy swimming, fishing, boating and relaxing by the waters-edge.The lot will support a 4 bedroom home. The property is a rare opportunity to build your island oasis on one of the last build-able lots in Herring Creek Farm. Recent subdivision LCP13419-18

Link ID; 32553
Type: Land
Lot Size: 3.0200
Deepwater dock has a 5' 6
26 Caleb Pond Road, Edgartown, MA
PRICE: $3,200,000

Remarkable waterfront property with deepwater dock on the Chappy side of Edgartown Harbor. Distance is less than a mile to the Chappy ferry. The water views extend from the village waterfront across the inner then outer harbor all the way to South Beach. Everything in-between is a front row seat to one of the most scenic waterscapes on the eastern seaboard. This is an incredibly active view and you can watch multimillion dollar wooden boats under full sail, teens taking the Whaler for a ride with their friends, kayakers and paddleboarders weaving between the moorings, and oystermen harvesting their catch. You might also spot your spouse or one of the kids returning from the village - taking the short cut by just motoring across the harbor instead of driving or biking to the ferry. The draft at the end of dock at low tide is 5'4" deep. It is one of the longer deep water docks with attached floating dock and swim ladders. The three-level home takes full and creative advantage of space. The main level features an open living and entertaining area with water views everywhere you look and a full kitchen and dining area. The design flair is exemplified by the fireplace which is a folk art masterpiece. The main living area transitions seamlessly onto the 400 sq ft mahogany deck that is partially shaded with an awning. Here is where you can soak in the incomparable waterviews with a cup of coffee before anyone else wakes up, or with all your friends enjoying cocktails at sunset. In total there is 1000 sq ft of decking. There are two bedrooms on the ground level, both with decks and large water views. The master bedroom has a bathroom ensuite and the guest bedroom has a full bath adjoining it. On the third level there is a cozy bunk room with a half bath. The nearby bunkhouse is as charming as can be. It sleeps two people comfortably and is perfect for overflow guests or kids who want the adventure of sleeping apart from mom and dad. The current owners have created a magical Chappaquiddick setting for the next owners to enjoy.

Link ID; 34664
Type: Single Family
Lot Size: 0.6900
With so many components
38 Morse Street, Edgartown, MA
PRICE: $3,200,000

Premier location on the north side of the village. This sprawling property has so much to offer. The main house has impressive historic details including a dramatic Great Room with an interior mezzanine balcony and a 23'-high ceiling featuring backlit 1920s-era stained glass. There are four bedrooms and two and a half baths in the main house. The oversized guesthouse has two bedrooms and one and a half baths plus a large living room spread out over 1000 sq ft. There is a spacious private lawn shaded by a majestic copper beech tree estimated to be over 200 years old. Privacy for the guesthouse is accentuated by its separate entrance off North Summer Street. The charming bunkhouse known as the "Sugar Shack" is tucked in the corner of the lot. All the charms of the village are but a short distance away, including Fuller Street Beach, stores, restaurants, and the Yacht Club. The property offers wide scope to create a compound in one of the island's most distinguished enclaves.

Link ID; 33522
Type: Single Family
Lot Size: 0.2900
Aerial view of Trapp's Pond with cottage
12 Trapps Pond Road, Edgartown, MA
PRICE: $3,200,000

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 (proposed plan available upon request). 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.

Link ID; 33503
Type: Single Family
Lot Size: 10.7200
27 Hatch Road, Vineyard Haven, MA
PRICE: $3,199,000

Set in West Chop's most coveted enclave, this newly constructed Hatch Road compound has so much to offer. Move right in and enjoy three floors of beautifully designed living in the main house, which includes generous water views from multiple vantages. The first level provides a warm greeting and comfortable ease, with connected and open living, dining, and kitchen spaces. Master suites are readily available on the first and second levels, and the third level offers the home's fifth bedroom. Complementing the water view decks are a screened porch and bluestone patio. Thoughtfully engineered, the home includes elements of high performance design and efficiency, including quartz and granite countertops, Thermador appliances, tankless hot water heater, Anderson windows, state of the art insulation, and more. A detached two-car carriage house with beautiful full guest apartment above completes the compound. Expansive lawns and superb hardscape bring the buildings together harmoniously. And, while there is room for a pool, the grounds between the main and carriage houses unify the property in an exemplary way, with several noteworthy trees and mature plantings striking all the right chords. For swimming, kayaking and more, access to VH harbor is approx. 500' away via Hatch Road and Cleveland Ave. For a newly built and turn-key option in one of Martha's Vineyard's absolutely best locations, look no farther!

Link ID; 34642
Type: Single Family
Lot Size: 0.7759
Curb appeal with mature plantings and front yard.
49 North Summer Street, Edgartown, MA
PRICE: $3,100,000

Like new, in pristine condition, a fabulous in-town house and guest house! You won't need to do a thing to move in. This house is just what you would have designed for yourself, a Patrick Ahearn vision. Located on the north side of town, the design is traditional, the interior is open, bright and flowing. 5-bedrooms, 4.5-baths in the main house and the bonus of a 1-bedroom guesthouse.

Link ID; 34422
Type: Single Family
Lot Size: 0.1000
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