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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..
$2,999,000
3 Beds ⋅ 4 Baths ⋅ 73539028 MLS
This custom-built Martha’s Vineyard residence blends timeless elegance with contemporary luxury, offering exclusive access to Lambert’s Cove Beach.At its heart is a chef’s kitchen with bespoke cabinetry, honed Carrara marble, Wolf and Sub-Zero appliances, Miele dishwasher, and Hudson Valley lighting. An adjacent custom bar features Dolomite Italian granite, ideal for entertaining.The home boasts refined finishes, including wide-plank heart pine floors, three Rumford fireplaces, a powder room with Durango tile, and a primary bath retreat with Carrara marble and a freestanding soaking tub.Outdoor living is elevated by a mahogany-screened porch with a reclaimed granite hearth, alongside a mahogany-enclosed outdoor shower with Connecticut granite. Additional features include a reverse osmosis water filtration system and a three-bay garage with expansion potential. Easy expansion is possible with a 5 BR SEPTIC ALREADY IN PLACE! A rare Vineyard offering combining exceptional craftsmanship and coastal charm.

53 Stoney Hill Rd, West Tisbury

Listing courtesy of Listing Agent: Jennifer DaSilva from Listing Office: Compass.
$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..
$6,180
3 Beds ⋅ 4 Baths ⋅ 73051747 MLS
PLEASE TAKE NOTE!!!!!THIS IS A WEEKLY SUMMER RENTAL NOT A MONTHLY RENTAL. THE PRICE ON THIS LISTING IS A WEEkLY PRICE!!!!!!!

44 Music St Wt153, 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..
$10,000
6 Beds ⋅ 4 Baths ⋅ 73007902 MLS
THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!Seven Gates Farm. This property has three ponds, overlooks rolling meadows and is very charming. Located in Seven Gates Farm association, the property affords access to association tennis and two miles of private beach as well as miles of walking trails. Bookings for tennis are available at the office for a slight fee.There is a $25 trash charge per week.

15 Crowell Lane Wt119, 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..
$30,000
5 Beds ⋅ 4 Baths ⋅ 72844834 MLS
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely pastoral setting with an elegant farm house and guest house. Abutting Land Bank property on two sides. Quiet privacy, yet just minutes to Lambert’s Cove Beach. The four bedroom house and separate guest house are impeccably decorated and the floor plan lends itself to congregating with the family or having room to spread out. A beautifully landscaped yard and patio allow for quiet relaxing with expansive summer living space! Very close to Lambert's Cove Beach, local farm stands, restaurants, and West Tisbury Village. Ideal for family reunions and special events.

37 Sachem Circle Wt129, 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..
$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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