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$3,495,000
4 Beds ⋅ 4 Baths ⋅ 73544561 MLS
This stunning 3,200 sq. ft. architectural home features a bright, open layout defined by vaulted ceilings and rich hardwood floors. The gourmet kitchen, appointed with high-end finishes including silestone countertops, flows seamlessly into both a cozy family room and an elegant living room, anchored by a gorgeous dual-sided brick fireplace. With 4 bedrooms, 4 full bathrooms, and 2 dedicated home offices, this residence offers perfect versatility for modern living—whether you require a quiet library or a remote workspace. Step outside onto the welcoming farmer’s porch to take in the beautifully manicured grounds, complete with lush perennial gardens supported by an irrigation system. The backyard serves as a true resort-style retreat, complete with an expansive in-ground pool and a hot tub spa, cabana as well as an enclosed outdoor shower. A cobblestone-lined circular driveway leads to ample guest parking and an attached two-bay garage. Combined with a full, versatile basement, this property is a rare find for the discerning buyer. Ideally situated just one mile from Up-Island Cronig's and local conveniences, you are also moments away from Cedar Tree Neck and the private town beauty of Lambert’s Cove Beach. Your sanctuary awaits. $3,495,000.

64 Christiantown, West Tisbury

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$1,140,000
4 Beds ⋅ 2 Baths ⋅ 73533704 MLS
4 Rock Pond Road offers a rare opportunity to enjoy the best of community-centered living in one of Martha’s Vineyard’s most unique and thoughtfully designed neighborhoods. Located within the Island Cohousing community in West Tisbury, this 4-bedroom, 2-bath home combines warmth, functionality, sustainability, and connection in a peaceful natural setting.Built by South Mountain Company, the home was designed with quality craftsmanship, natural light, and efficient living in mind. The expansive open living, kitchen, and dining area creates an inviting gathering space, anchored by warm cherry cabinetry, a wood stove, and oversized windows that bring the outdoors in. An atrium addition fills the home with sunlight and offers a tranquil indoor retreat year-round. Eco-conscious features include composting toilets and a greenhouse addition, supporting a more sustainable and self-sufficient lifestyle.

4 Rock Pond Road, West Tisbury

Listing courtesy of Listing Agent: Patricia Lyman from Listing Office: Compass.
$1,760,000
4 Beds ⋅ 3 Baths ⋅ 73504132 MLS
House & Guesthouse near Long Point Beach! The Island's coveted south shore is just minutes from this charming West Tisbury compound, where the connection to nature is seamless. The main house sits high atop the trees and overlooks a park-like, fenced-in backyard, perfect for kids and dogs. The yard also encompasses a sweet vegetable garden, a storage shed, and outdoor shower. Inside, find an open floor plan with natural light streaming in from windows and skylights. The kitchen flows to the dining area, which flows to the spacious living room anchored by a wood-burning stove for cozy ambience. Also on this level is the primary bedroom with two closets, and a large full bathroom with a soaking tub and separate tiled shower. The larger, open loft upstairs offers versatile living space perfect for reading, television, or spillover guests. Downstairs on ground level is another full bathroom and two bedrooms plus a light-filled home office with a convenient exterior access. Other features for the main house are a new furnace and 4 mini splits for air conditioning. LAST BUT NOT LEAST, adding tremendous value is a beautiful, spacious year-round guesthouse with every detail curated for comfort and style; central air and heat, a living room with a gas fireplace, a full eat-in kitchen, a bedroom with two closets, a full bathroom, a bonus attic room, and a deck perfect for bird watching while listening to the distant rhythm of the Atlantic! This property is not to be missed! Note: At closing Seller will credit Buyer for 4-bedroom septic system upgrade. See design by VLSE in documents.

188 Vineyard Meadow Farms Rd, West Tisbury

Listing courtesy of Listing Agent: Idalyn Macchia Gilstad from Listing Office: Wallace & Co. Sotheby's International Realty.
$11,800
4 Beds ⋅ 4 Baths ⋅ 73121597 MLS
THIS IS A WEEKLY RENTAL PROPERTY!! Beautifully updated contemporary home with impeccably landscaped lawns and gardens, a swimming pond and hot tub with two outdoor showers - one enclosed and one open to the hot tub and patio area on the side of the house. Gorgeous back deck with outdoor dining accessible through sliding glass doors from the dining room. Inside, enjoy the fully equipped and updated kitchen with a sunny breakfast nook and banquet. Large living area with television on the lower level as well as a powder room. Upstairs are four large bedrooms, two with high ceilings and private ensuites, one a half bath and the other a full primary suite with shower and luxurious soaking tub overlooking the beautiful private back yard. There is one more shared bath with both tub and shower upstairs. While away your days on the tire swing out back or venture into town to enjoy all the island has to offer such as restaurants, public events, live music, and shopping .

46 Buttonwood Farm Rd W T111 Unit 1, West Tisbury

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$38,000
4 Beds ⋅ 4 Baths ⋅ 72845499 MLS
THIS IS A WEEKLY RENTAL NOT MONTHLY. AUGUST WEEKLY IS $9,500. SEE OUR WEB SITE FOR WEEKLY PRICING!!!!!Are you looking for the perfect back yard Oasis? Well here it is!! Surrounding a large pool you will be able to relax on the expansive deck areas that include plenty of space for gathering. Inside is an amazing kitchen with every amenity you could want. Coffee lovers will appreciate a regular drip coffee maker, a Keuring machine, a French press, and a grinder for beans. The open dining and family room have access to a central fireplace. The view from these rooms is amazing and overlooks the pool area. There are four good sized bedrooms. The master is on the first floor with a reading nook, office and adjoining decks. The two upstairs bedrooms in the main house are accessed by a spiral staircase and share a bath. Over the garage is a private living area which with beds, a mini kitchen and full bath.

17 Otis Bassett Rd Wt152, West Tisbury

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$3,000
4 Beds ⋅ 3 Baths ⋅ 72845445 MLS
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Inside the front entrance is a large open living room with a comfortable L-shaped couch facing the floor to ceiling windows which look out onto the spacious tree lined back yard and a wall mounted flat screen television. Off the open concept living/dining room is a large Master bedroom and private bath. The master also has sliding glass doors which lead out to a nice deck with table and chairs. Also downstairs is a cozy bedroom with a trundle bed and a half bath. Adjacent to the indoor/outdoor dining area is the beautifully renovated kitchen with stainless steel appliances and ample cooking amenities. PLEASE NOTE THAT THE ONLY ACCESS TO UPSTAIRS IS VIA AN OPEN SPIRAL STAIRCASE AS PICTURED.

41 Oak Lane Wt147, West Tisbury

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$17,600
4 Beds ⋅ 4 Baths ⋅ 72844737 MLS
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,400. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This beautiful tasteful modern home has many charming elements. The bright open airy floor plan offers a generous kitchen, welcoming dining room and living room surrounded by windows and decks with an outdoor table and extra seating. An "upside down" house with the living area upstairs and the bedrooms downstairs, this home is perfect for hosting family and friends or enjoying quiet time on the deck. Its location is perfectly nestled in the woods yet is close to popular Lambert's Cove Beach. PLEASE NOTE THE ONLY ACCESS TO THE LOWER LEVEL BEDROOMS IS VIA AN OPEN SPIRAL STAIRCASE.

40 Summer Circle Wt128, West Tisbury

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$20,000
4 Beds ⋅ 3 Baths ⋅ 72844850 MLS
THIS IS A WEEKLY SUMMER RENTAL ONLY. The weekly price in August is $5,000. per week. See website for additional weekly pricing. Mill Pond House is a completely restored 1890s farmhouse on the old Mill Pond in historic West Tisbury. Remodeled by the present owner, an interior designer, it is beautifully appointed with antiques and charming accessories. An old pine floor and columns add to the ambiance. The house offers 2,400 square feet of living space. The first floor is an open space plan with a living room and fireplace, a screened porch with a view of the large back yard, a fully equipped kitchen and a dining area. A

709 Old County Rd, Wt134, West Tisbury

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$17,600
4 Beds ⋅ 2 Baths ⋅ 72845425 MLS
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,400. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Looking for that perfect setting with a water view? This is the one!!This cute cape is privately set with a water view and direct water access to Town Pond. You can dock your canoes and kyacks here and access Tisbury Great Pond and then right out to the beach. There are four good sized bedrooms and a great patio to relax and enjoy your views. You will be walking distance to the town center, Saturday markets, the great Library, Alleys and all the activity in West Tisbury.

50A Carl's Way Wt145, West Tisbury

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$17,600
4 Beds ⋅ 4 Baths ⋅ 72844916 MLS
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,400. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This beautiful tasteful modern home has many charming elements. The bright open airy floor plan offers a generous kitchen, welcoming dining room and living room surrounded by windows and decks with an outdoor table and extra seating. An "upside down" house with the living area upstairs and the bedrooms downstairs, this home is perfect for hosting family and friends or enjoying quiet time on the deck. Its location is perfectly nestled in the woods yet is close to popular Lambert's Cove Beach. PLEASE NOTE THE ONLY ACCESS TO THE LOWER LEVEL BEDROOMS IS VIA AN OPEN SPIRAL STAIRCASE.

40 Summer Circle Wt128, West Tisbury

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$50,000
4 Beds ⋅ 3 Baths ⋅ 72844878 MLS
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Waterfront home in spectacular location overlooking the Vineyard Sound and the Elizabeth Islands. This casual and comfortable single level 4 BR 3 bath home has central air and heat. Enjoy summer star-studded skies from your patio or through skylights in each bedroom. Open living dining area. Small but functional galley kitchen. The glassed-in breezeway offers comfortable wicker furniture to relax in while reading and looking at the gardens. The cottage, attached to the breezeway, is a family great room with plasma TV, Internet access, game table area, studio kitchen: and a bathroom with Jacuzzi tub and steam generator glass shower. A boardwalk leads you to a hot tub with a table surround to use for lunch. Nearby is a hot/cold shower.

29 Naushon Rd Wt142, West Tisbury

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$18,500
4 Beds ⋅ 4 Baths ⋅ 73009263 MLS
THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! The 3.3 acre private setting is most picturesque with its positioning in private Upper Makonikey , the long circular driveway , its grassy lawn, and rolling landscape fields . Only a short distance away is over 3,000 feet of PRIVATE sandy association Beaches , directly below , with two nearby parking lot access-ways . Nestled onto this promontory is a crispy white interior 4 bedroom, 3 bathroom comfortable home .Set on the highest island point at Upper Makonikey Head in West Tisbury, this property has commanding panoramic views . “ STUNNING”, is the most frequent description of perhaps the best views on the North Shore and possibly the whole island. Also included is a detached Artist's studio .

4 Windy Way Wt143, West Tisbury

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..

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