MLS Number 36645

• Residential
• Bedrooms 7
• Bathroom 4
• Acreage 1.37
• Square Feet 5408

Grand Waterfront Estate - This original 1900's West Chop home has been updated and expanded through the years to result in one of the finest harbor front properties on the Island. Meticulously maintained, this beautiful home includes a private beach with 80 ft. private dock, mooring and panoramic water views allowing you to watch the summer boating activity and the ferry crossings each day. The large open and well-appointed kitchen features top of the line Subzero and Viking appliances, wine cooler, an oversized center island, and butler's pantry, with seating for ten in the nearby dining room. A comfortable den with TV, formal living room, and billiard room surround the kitchen and make up most of the first floor. A favorite space might be the sunroom surrounded by windows with doors leading to a large covered porch and sundeck. A front and rear staircase lead to the second floor where you will find the flawlessly decorated guest bedrooms and the elegant master suite. This water-facing bedroom provides an office area, his + her baths, walk-in closet and a wrap around sundeck with outdoor shower. Water views can be seen from almost everywhere in this home and is complimented by the neighboring beachfront nature preserve. The landscaped lawn and gardens, patio, decks, and porches provide ample places for you to soak up the salt air and enjoy your Vineyard vacation. The privacy of West Chop provides a perfect respite from the mainland.

Listed by Landvest MV

MLS Number 35775

• Residential
• Bedrooms 9
• Bathroom 7
• Acreage 0.833
• Square Feet 5050

Presenting one of the most outstanding real estate assets on Martha's Vineyard. 1005 Main Street was built in 1891 and purchased in 1948 by the Singer family who have owned it since. The setting is front and center in West Chop and includes a large private beach and 210-degree views so expansive that you can enjoy sunrises and sunsets from the same chaise lounge on the deck. The views are extremely active with ferries and fishing boats passing in the distance, sailboat races, and at closer range smaller craft including perhaps your own children in a laser or kayak. There are 8 large bedrooms, 7 full baths, and a 2-bedroom apartment in the lower level. The home still exudes olde worlde charm despite all 5,050 sq ft having been completely renovated between 1995 and 2005 with new insulation, HVAC system, and updated plumbing and electric. The 400 ft of private beach is a rare asset, and the walkway down to it has been trod by many who have come to love this home and incomparable setting. Of course, with its multiple decks and spectacular views, the home has always been a prime location for entertaining friends and family and so it is helpful to have so much parking - eight spaces plus a two-car garage. The sea wall assures that this property will be here for future generations. Owners may apply separately for membership at the West Chop Club, which offers a wide range of amenities, including use of nearby "middle pier" for loading and unloading.

Listed by Wallace & Co. Sotheby's

MLS Number 33535

• Residential
• Bedrooms 8
• Bathroom 6
• Acreage 0.59
• Square Feet 5345

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

MLS Number 33954

• Residential
• Bedrooms 8
• Bathroom 6
• Acreage 0.59
• Square Feet 5345

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

MLS Number 35174

• Residential
• Bedrooms 6
• Bathroom 6
• Acreage 7.39
• Square Feet 5732

Tashmoo Farm, originally built before the Revolutionary War, has been meticulously and tastefully restored to preserve the historic character and grandeur. This gracious home is in pristine condition and now features 6 bedrooms, 5 full baths, 3 half baths, several sitting rooms, a more formal living room, dining room and family room. All new heating and A/C. The newly renovated kitchen includes 2 Sub Zero refrigerators, a Bosche dishwasher, Thermador double ovens and a five burner stove top. Many complimenting features include original moldings, 7 fireplaces, wide pine and fir floors and all new windows. A har-tru tennis court, gunite pool and a delightful pool house were added in the late 1990's. The pool house is accessible to both tennis and pool through oversized doors that lead to private patios covered by a pergola. It's is well equipped for entertaining with grill area and wet bar, a changing room and full bath. Beautifully landscaped grounds with expansive lawns overlooking rolling meadows, extensive perennial gardens surrounded by stone walls offers exceptional privacy. Access to Lake Tashmoo and the association dock.

Listed by Karen M. Overtoom R.E.

MLS Number 35038

• Residential
• Bedrooms 7
• Bathroom 5
• Acreage 3.53
• Square Feet 4704

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

Listed by Viewpoints

MLS Number 36604

• Residential
• Bedrooms 5
• Bathroom 5
• Acreage 11.56
• Square Feet 7050

This commanding, 11+ acre estate offers so much to be appreciated. The spacious hilltop home has gracious and serene interiors, with outstanding water views from nearly every room of its 4 levels. With 3 living rooms and 5 bedrooms, there is room here for everyone to join in the fun, while the 7,000 square feet of living space was designed to allow for plenty of options for quiet moments - to work in the extraordinary 2nd floor office, workout in the 4th level gym, or simply while away a lazy day watching the ferries come and go or imagining yourself out there with the fishermen on Middle Ground and cheering them on to bring in a big one. The rest of the gang can swim and play in the pool, create a grand feast in either the indoor or the outdoor kitchen, head down the hill to the association beach or have a game of hide and seek in the acres of woodland and meadow. Oh, and don't forget those sunsets - or the 4th of July fireworks that can be seen fired off from Woods Hole to Hyannis! On the practical side, the property is comprised of 3 conforming lots on which other homes can be built or which can be sold separately. The undulating landscape invites the creation of outdoor "rooms", while affording absolute privacy from neighbors and traffic from Lambert's Cove Road. You are only a 10-minute drive to all of Main Street's conveniences while feeling light years away from bustling crowds. Offered fully furnished and equipped, much of the artwork, both inside and in the sculpture park, will be made available to the buyer by separate purchase.

Listed by Karen M. Overtoom R.E.

MLS Number 35371

• Residential
• Bedrooms 5
• Bathroom 2
• Acreage 1.57
• Square Feet 2398

This extraordinary waterfront home sits on a bluff overlooking the desirable Lagoon Pond, with views spanning to Eastville Point Beach and Vineyard Haven Harbor beyond. This home is sited on 1.57 acres of landscaped lawn with brilliant green oak trees and features 120 feet of frontage on Lagoon Pond. A stunning example of the perfect blend of historic charm and modern amenities, this classic Victorian style home was built in the 1870s as part of the Innisfail Inn, a summer resort that attracted famous actors, operetta stars, and musicians, who spent their days enjoying the ocean breeze and perfecting their craft with informal concerts on the wrap-around porch. This home has been thoughtfully renovated to include updated amenities. The kitchen was expanded; an eight-hundred-square-foot master bedroom suite including private bath, a walk-through closet, an office alcove, and air conditioning was added; and the porch was enlarged to wrap around the new living space. The interior of the house radiates happiness, with cheerful accents of color grounded by crisp white paint. Yet the vintage character of the home remains with original exposed joists, board walls, and open ceilings, keeping the feel of the Victorian cottage intact. In Celtic, Innisfail means "the abode of peace and rest", an accurate translation to convey the tranquility and beauty of this property. This is a rare opportunity to own a lovingly maintained home with a long and storied history, but most importantly, this elegant home is the perfect property for generations of gatherings for family and friends. This home directly abuts the vacant land for sale at 0 Howard Street. A buyer looking to keep the same feel and privacy that 87 Bellevue currently holds, should also consider buying the adjacent land with almost 150 feet of Lagoon frontage and a 4-bedroom septic in place.

Listed by Wallace & Co. Sotheby's

MLS Number 36423

• Residential
• Bedrooms 8
• Bathroom 7
• Acreage 2.26
• Square Feet 5704

Mink Meadows - This expansive, yet refined, eight-bedroom property is sure to impress. Essentially two homes, in one, the custom design caters to a crowd while also affording autonomy when desired. The extensive addition, which was completed in 2001, is the perfect compliment to the renovated Yankee Barn, providing both ample living space indoors and out. Sited on over 2 acres and located within the highly desirable Mink Meadows Association, with the sandy beach on the Vineyard Sound and golfing right outside your front door, this truly is a home for all!

Listed by Sandpiper Realty

MLS Number 36490

• Residential
• Bedrooms 5
• Bathroom 3
• Acreage 0.92
• Square Feet 3858

Proudly sited on a hill in Tisbury village, this beautiful and stately home was painstakingly restored to preserve historic features while creating a fresh, modern living environment. Original heart pine floors and grand staircase, original interior shutters and antique lighting fixtures add charm while all new electrical, plumbing, wiring, HVAC, in-floor heat, Sonos sound, and Ecobee smart thermostats make it relevant for living today. At the heart of the home you will find the gorgeous eat-in kitchen which is open to a cozy sitting room with fireplace. The formal dining room and living room are located off the foyer. There is a first-floor bedroom suite, privately situated past the back entry and mud room area. The upstairs master suite features a luxurious bathroom and an adjacent office or reading space. Four bedrooms plus media room (or fifth bedroom). The third floor is wide open and ready for whatever your family needs. From there you can access the widow's walk with views of the harbor. The outdoor space is expansive and features a large stone patio with privacy pergola and three outbuildings. Six-bedroom septic system. Guest house and pool are possible. Walk to Main Street and the ferry. This property is move-in ready for the buyer who appreciates old world beauty along with the ease and comfort of modern construction.

Listed by Tea Lane Associates

MLS Number 36523

• Residential
• Bedrooms 5
• Bathroom 2
• Acreage 0.5693
• Square Feet 2050

PRIVATE BEACH - As the Ferry rounds West Chop, slowing as it enters the harbor, you spot the distinctive trim of this Dutch Colonial perched high on the bluff, and at this moment, you know you are home. Cherished by the same family since 1955, this five-bedroom property offers dramatic and dynamic views of Vineyard Haven Harbor, East Chop, and Vineyard Sound. Thoughtful maintenance over the years has preserved the original character of this gracious home, and enhanced the relaxed, easy lifestyle possible at your own Vineyard beach house. Spend the endless days of summer enjoying the private sandy beach with swim dock and welcome twilight from the patio, counting stars and mast lights while planning the next day's adventures. Enjoy the tranquil setting, which is still within walking distance to the ferry, shopping, restaurants, theaters, and all that downtown Vineyard Haven has to offer.

Listed by Sandpiper Realty