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West Tisbury, Massachusetts: Country Homes, Houses, and Rural Real Estate

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$6,800,000 7.5 acres 4 Beds | 3 Baths | 2480 sqft
146 Watcha Club Road, West Tisbury, MA 02575 - Dukes County

7.5 acres West Tisbury, MA

Enjoy your own private beach, and swimming in sandy-bottomed Watcha Pond on 7.5 acres on the Vineyard's South Shore. The main house, once part of the historic Watcha Hunting Club, features the original massive 1914 fieldstone fireplace. The romantic separate guest cottage has a deck overlooking the spectacular shoreline. Also, engineering has been completed indicating where future main & guest houses, along with swimming pool could be sited. A rare gem located just 3 miles from the airport.
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$6,200,000 14.6 acres 6 Beds | 7 Baths | 5740 sqft
657 Scrubby Neck Road, West Tisbury, MA 02575 - Dukes County

14.6 acres West Tisbury, MA

Located on 14.6 acres on Watcha Pond, this elegant contemporary home is an architectural masterpiece. Designed by Robert Young, this passive solar designed home features 6 bedrooms and boasts over 5,740 sq. ft. of living space. A dramatic entryway leads you to a grand living area lined with oversized windows showcasing the exquisite landscape and water views. Gourmet kitchen, open dining room for large gatherings, home office and screened porch, 2 guest bedrooms with a shared bath, large library, 2 additional guest bedroom suites and a spacious master bedroom suite with private waterview deck. The second floor features another master bedroom suite and deck overlooking the rolling landscape, Watcha Pond & Atlantic Ocean. White oak floors, fi
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$5,795,000 9.1 acres 2 Beds | 2 Baths | 1360 sqft
38 Forest Road, West Tisbury, MA 02575 - Dukes County

9.1 acres West Tisbury, MA

Rare opportunity to own waterfront property on the spectacular wild shoreline of Seven Gates Farm, with sunset views over Vineyard Sound. Detailed site plans for expansion of the current home to a 4-bedroom, 4,000 sf main house are pre-approved by the West Tisbury ConCom. Lush, enchanting 9.1-acre site features a large pond, stone walls, ancient oak trees and a beetlebung forest. Governed by the community and rooted in Island history, Seven Gates offers more than 1,000 acres of the Island's most beautiful, dramatic conservation land including two miles of walkable beach, two docks, two tennis courts and extensive trails. Owners are descendants of a founding Farm family. Site has never before been offered.
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$3,950,000 6.42 acres 3 Beds | 2 Baths | 1300 sqft
60 Bartimus Luce Road, West Tisbury, MA 02575 - Dukes County

6.42 acres West Tisbury, MA

Simply stunning ~ Only lush lawn and sand exist between the ocean and your door. Truly a place to unwind, relax and revel at the endless views of the Vineyard Sound and the Elizabethan Islands. A winding drive from Lambert's Cove Road leads through oaks, cedars and beautiful stone walls to an oasis at the end of the road. Emerge from the canopy to an expansive and manicured lawn which leads to the bluff and artfully crafted stairs that descend to nearly 250' of sandy beach and sparkling ocean. The existing home sits overlooking the water and comfortably accommodates but expansion options abound.
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$3,950,000 3.33 acres 3 Beds | 2 Baths | 1300 sqft
60 Bartimus Luce Road, West Tisbury, MA 02575 - Dukes County

3.33 acres West Tisbury, MA

Direct waterfront living at its best! Experience spectacular sunsets and dramatic water views of Vineyard Sound, the Elizabeth Islands, Woods Hole and beyond from this remarkable property. A short walk across a sprawling, manicured lawn leads to artfully crafted stairs that descend to 250 feet of sandy beach and sparkling ocean. The existing home sits at the top of the bluff at a high elevation and comfortably accommodates, but expansion options are endless with an approved 12 bedroom septic plan. This exceptional private North shore property offers unparalleled possibilities.
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$3,490,000 2 acres 5 Beds | 4 Baths | 2906 sqft
63 Boghouse Way, West Tisbury, MA 02575 - Dukes County

2 acres West Tisbury, MA

A classic summer home where lazy summer days and spectacular evening sunsets are plenty This North Shore property is situated on a bluff overlooking Vineyard Sound and offers a dramatic beach front setting. The big views stretch to the horizon, where the ocean meets the sky this is a special place where the rest of the world feels far away
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$2,800,000 9.5 acres 4 Beds | 5 Baths | 4090 sqft
65 Trotters Lane, West Tisbury, MA 02575 - Dukes County

9.5 acres West Tisbury, MA

This 4-bedroom, 4.5 bath main house was completed in 2006. It has a post and beam interior, large great room with fireplace, gourmet kitchen with professional appliances & large pantry, 4-zone hydro-air heating and air conditioning, built-in sound system, south-facing deck, and attached 3-car garage. Large master suite with cathedral ceiling, private sitting room, walk-in closet, steam shower, hot tub and outdoor shower. All bedrooms have private baths. Basement is large and is plumbed at one end for future possible in-law at grade. On 9.5 meandering acres of fields and open land offering wonderful privacy and serenity. Ideal for farm, horse farm or just a tranquil getaway home.
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$2,800,000 9.5 acres 4 Beds | 5 Baths
65 Trotters Ln, West Tisbury, MA 02575 - Dukes County

9.5 acres West Tisbury, MA

This 4-bedroom, 4.5 bath main house was completed in 2006. It has a post and beam interior, large great room with fireplace, gourmet kitchen with professional appliances & large pantry, 4-zone hydro-air heating and air conditioning, built-in sound system, south-facing deck, and attached 3-car garage. Large master suite with cathedral ceiling, private sitting room, walk-in closet, steam shower, hot tub and outdoor shower. All bedrooms have private baths. Basement is large and is plumbed at one end for future possible in-law at grade. On 9.5 meandering acres of fields and open land offering wonderful privacy and serenity. Ideal for farm, horse farm or just a tranquil getaway home.
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$2,350,000 4.31 acres 6 Beds | 5 Baths | 3503 sqft
290 Lamberts Cove Road, West Tisbury, MA 02575 - Dukes County

4.31 acres West Tisbury, MA

This classic Cape-style home was built in 1910 and lies on 4+ acres of rolling pastures. The home offers 3500 sf of living space and has been updated to protect its traditional look. The 1st floor consists of an updated kitchen with vaulted ceilings, formal dining rm, living rm, den/study, 2 bedroom suites and fireplaces. The 2nd floor includes 2 more bedrooms and shared bath. Accessed through a separate staircase is a guest wing with 2 bedrooms and full bath. Complimenting this home is a screened porch and bluestone terrace with steps down to the lawn. As a West Tisbury resident you can use the Lamberts Cove Beach, located nearly across the street. Or Long Point Wildlife Refuge with 600+ acres of beach and 2+ acres of walking trails.
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$2,300,000 2.75 acres 4 Beds | 4 Baths | 3614 sqft
165 Pond Road, West Tisbury, MA 02575 - Dukes County

2.75 acres West Tisbury, MA

Enjoy gorgeous views of the pastoral meadows, barn and horses at Deep Bottom Pond from this immaculate home. This upscale area is well-suited for the discerning buyer who wants privacy and amenities, who yearns to explore the hidden paths and ponds of rural West Tisbury, and who appreciates the value of many community benefits. The sunny interior accommodates a crowd, but also provides plenty of space for peaceful reflection and relaxation. The large chef's kitchen and living room each have fireplaces and walls of glass overlooking the lush yard, pool and 30 acre meadow beyond.
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$2,300,000 2.75 acres 4 Beds | 4 Baths | 3614 sqft
165 Pond Road, West Tisbury, MA 02575 - Dukes County

2.75 acres West Tisbury, MA

Enjoy gorgeous views of the pastoral meadows, barn and horses at Deep Bottom Pond from this immaculate home. This upscale area is well-suited for the discerning buyer who wants privacy and amenities, who yearns to explore the hidden paths and ponds of rural West Tisbury, and who appreciates the value of many community benefits. The sunny interior accommodates a crowd, but also provides plenty of space for peaceful reflection and relaxation. The large chef's kitchen and living room each have fireplaces and walls of glass overlooking the lush yard, pool and 30 acre meadow beyond.
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$1,995,000 9.4 acres 5 Beds | 4 Baths | 4862 sqft
85 Red Pony Rd, West Tisbury, MA 02575 - Dukes County

9.4 acres West Tisbury, MA

Established Equine Facility set among the fields and flowers of West Tisbury on Martha's Vineyard Island. This unique opportunity offers Dressage and Event Training, boarding and pony rides...plus there is close, easy access to thousands of acres of conservation land for pleasure trail riding. The farm consists of 9.4 acres that includes 2 barns (20 stalls), an indoor 70X178 indoor riding arena, an outdoor riding area, numerous individual turnout paddocks and a 4,800 sq ft 5 bedroom living quarters. The facility, while presently operated as a community barn, offers many exciting options to any horse enthusiast! The secluded location is perfect to convert this to a private equine estate...should that be your goal. The only horse facility fo
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$1,985,000 12.2 acres 4 Beds | 3 Baths | 2280 sqft
227 South Gate Road, West Tisbury, MA 02575 - Dukes County

12.2 acres West Tisbury, MA

Once known as The Little Orchard House, this c.1800 appealing farmhouse was beautifully restored in 1984 and expanded in 1991 into the 4-bedroom, 3-bath comfortable year-round home it is now. Situated on 13.48 acres in Seven Gates Farm, it enjoys broad lawns, meadows, stone walls covered with lichen, woods, and a mossy path to a picturesque pond inviting tranquility in all those who linger there. Piles of huge grey boulders are monuments to the old glacial sheet. In addition, the property benefits from multiple structures. The barn is a 3-bedroom/2 bath summer guest quarters with attached garage. It's 19th century rustic charm provides accommodations for guests, a workshop and game room. There is also a fanciful outbuilding for garden tools
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$1,895,000 2.1 acres 6 Beds | 5 Baths | 5763 sqft
West Tisbury, MA 02575 - Dukes County

2.1 acres West Tisbury, MA

Drive up the gracious circular driveway to this slice of heaven off a picturesque and quiet lane within the Longview section of Lambert's Cove. Enjoy easy access to Lambert's Cove Beach, Seth's Pond and the Land Bank Preserve at Ice House Pond, along with tranquil walking trails. This beautiful, multi-level contemporary home is light-filled and spacious, with great privacy for all! The separate master suite wing and large, well-placed bedrooms, most featuring full private baths and ample closet space, provide plenty of room for family and/or guests. Multiple gathering spaces, formal and casual, create the desired atmosphere for any gathering or seasonal celebration. In addition, a large front porch, brick dining patio and woodland meditatio
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$1,800,000 3.03 acres 4 Beds | 3 Baths | 1810 sqft
56 Boghouse Way, West Tisbury, MA 02575 - Dukes County

3.03 acres West Tisbury, MA

Classic Vineyard Beach Cottage tucked away, down a private lane in scenic and quiet West Tisbury where you can walk to your private beach and catch STUNNING SUNSETS over Vineyard Sound. Popular open air concept home is nestled in behind a sand dune for privacy and protection and the 4 large bedrooms(plus sleeping loft) provide ample room for friends and family...plus there is a private detached bunk house that your teenagers will love! And...No beach home is complete without a massive deck and outdoor shower. This is a fabulous location offering quick access to Lambert's Cove Beach, Seth's Pond, Ice House Pond and Lambert's Cove Inn. A piece of Vineyard Paradise!
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$1,800,000 3.03 acres 4 Beds | 3 Baths | 1810 sqft
56 Boghouse Way, West Tisbury, MA 02575 - Dukes County

3.03 acres West Tisbury, MA

Classic Vineyard Beach Cottage tucked away, down a private lane in scenic and quiet West Tisbury where you can Walk to YOUR PRIVATE BEACH and catch STUNNING SUNSETS over Vineyard Sound. Popular "open air" concept home is nestled in behind a sand dune for privacy and protection and the 4 large bedrooms(plus sleeping loft) provide ample room for friends and family...plus there is a private detached bunk house that your teenagers will love! And...No beach home is complete without a massive deck and outdoor shower. This is a fabulous location offering quick access to Lambert's Cove Beach, Seth's Pond, Ice House Pond and Lambert's Cove Inn. A piece of Vineyard Paradise!
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$1,725,000 4.38 acres 4 Beds | 4 Baths | 864 sqft
161 Indian Hill Road, West Tisbury, MA 02575 - Dukes County

4.38 acres West Tisbury, MA

Country guest house and barn, on a private 4.4 ac parcel in the heart of West Tisbury farm land, with a total of 4 bedrooms and 3 1/2 baths in the two buildings combined. Live comfortably with the existing homes or build your dream house when you're ready. Septic for house will accommodate 6 bedrooms, barn will accommodate 3 bedrooms. Beautiful tennis court, newly built, is at the top of the hill. There is a tiny cottage in which the children may play. Beautiful pastoral views, stone walls and paddocks for your goats, chickens, or horses, and a back-up generator- it's all here.Large barn, with tack room, stalls, etc. Included are 2 bedrooms and 1 1/2 baths. The upper level also includes a large open space with an entertainment center, game
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$1,485,000 2.1 acres 3 Beds | 2 Baths | 1311 sqft
14 Mayhew Norton Road, West Tisbury, MA 02575 - Dukes County

2.1 acres West Tisbury, MA

Perched high and offering views across Vineyard Sound, this rustic farmhouse, brimming with character from the newly finished wide plank pine floors to the exposed post and beam detail, is a home for all seasons. An over-sized timber frame barn, ideal for an artistic alcove or additional living space, is the perfect complement to the meticulous manicured property. Incredibly private, yet still convenient to all Up-Island amenities; a true storybook setting.
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$1,099,000 6 acres
West Tisbury, MA 02575 - Dukes County

6 acres West Tisbury, MA

A superb parcel that stretches from Thumb Cove to Middle Cove. Six lushly treed acres with direct water frontage on Thumb Cove. Enjoy access to Tisbury Great Pond and the south shore for beaching, recreational fishing and shell fishing. Tisbury Great Pond and its many coves offer some of the best waters for kayaking and boating on the island. A pristine section of barrier beach is accessible via boat or kayak. Privacy and nature abound. Proximate to hundreds of acres of Trustees of Reservations Conservation land/Long Point Wildlife Refuge. Restrictions are in place to preserve the serenity and character of this secluded and special area.
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$800,000 2.5 acres 4 Beds | 4 Baths | 2158 sqft
134 Oak Lane, West Tisbury, MA 02575 - Dukes County

2.5 acres West Tisbury, MA

Situated on 2.5 acres in West Tisbury, you will find nestled within a peaceful and wooded setting, this fantastic 4 bedroom/2.5 bath ranch style home on Oak Lane. But wait...there's more! A charming 2 bedroom/1 bath guest house with private access is only a hop, skip and a jump through the woods from the main house. The main house boasts a large, attached 2-car garage and a 46' by 8' backyard deck ideal for outdoor grilling and entertaining. A shared fireplace (dining room/living room) provides great natural heat and a nice rustic touch on chilly nights as you entertain family and friends over dinner. Additionally, the Guest House has two comfortable bedrooms, an open kitchen/dining/living area and a good sized deck off the kitchen with a c
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$757,000 2.2 acres 4 Beds | 3 Baths | 2592 sqft
186 Oak Lane, West Tisbury, MA 02575 - Dukes County

2.2 acres West Tisbury, MA

Lots of fun Vineyard living in this spacious home surrounded by a nice lawn and treed lot. Enjoy sipping your morning coffee on the long farmer's porch out front or your afternoon tea on the expansive back deck. Wildlife surrounds you beyond the lawn on all sides. 2 tall bay windows on first fl. and wide, custom, semi - oval window in the dining room, mirroring the top one in the front hall. Large dining area in kitchen adjacent to bay window. Convenient first floor laundry area. Mahogany staircase: high quality with turned newel posts. Stay cozy and warm upstairs and down with gas fireplaces in both the living room and master bedroom. Ceiling fans in every room keep the temperatures comfortable. Basement has separate zoned heating. Walls a
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$595,000 4.5 acres
611 State Road, West Tisbury, MA 02575 - Dukes County

4.5 acres West Tisbury, MA

Experience the Old Vineyard tucked away down Roger's Path in North Tisbury . This is a very special parcel with generally level topography featuring stands of beech trees and beautiful hollies. The property is bounded on one side by an antique stone wall and Seven Gates Farm with its hundreds of acres of conservation land. There are miles of walking trails nearby for exploration yet you are just minutes to nearby North Tisbury village and a short drive to Menemsha. The 4.5 acre parcel size allows for a guest house with Town approvals. The property has been staked and there is a brush cut path for easier access. Seller is exploring options for electric and cable services. Well installation, septic design/installation, and filing of app
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$550,000 3 acres
28 Bea Lane, West Tisbury, MA 02575 - Dukes County

3 acres West Tisbury, MA

Lovely West Tisbury parcel in Red Farm Road Association. This private 3 acre lot is located at the end of a quiet road. Easy access to Lamberts Cove Beach. Septic design will be included.
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$550,000 3 acres
28 Bea Lane, West Tisbury, MA 02575 - Dukes County

3 acres West Tisbury, MA

Lovely West Tisbury parcel in Red Farm Road Association on Martha's Vineyard. This private 3 acre lot is located at the end of a quiet road. Easy access to Lamberts Cove Beach. 6 bedroom septic design included.
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$300,000 1.09 acres
19 Trotters Ln, West Tisbury, MA 02575 - Dukes County

1.09 acres West Tisbury, MA

Plan your dream home on this level, wooded, buildable lot of 1.09 acres (approx. 47,500 sq.ft.) in the Stoney Hill Farms Association, Central area of West Tisbury. Offers paved roads, under ground electric utilities, association tennis and a community pool. Minutes from West Tisbury Village, Lambert's Cove Beach and the West Tisbury Elementary School. Property limited to 3-bedrooms (per Stoney Hill Farms Association), building subject to architectural review. Minimum house size 1,500 sq. ft., no maximum as long as setbacks are met. This property is one of the original lots in the Association and has no additional fee to hook up to electric utilities. Lot requires private septic and well.