MOTIVATED SELLER! This masterfully-crafted home completed in 2014 was built with the highest quality materials, finishes, and mechanics. There is custom paneling, mill work, and cabinetry gracing each and every room. Start with the open concept floor plan - enter first the foyer with a coat closet, powder room, and gorgeous staircase. Then the living room with cathedral ceiling and impressive stone fireplace, a lovely dining area, and a spectacular chef's kitchen with top-tier appliances - Wolf stove top and microwave, 2 Viking ovens and warming drawer, Fisher Paykel refrigerator, dishwasher, and dryer. Off the living room is the master bedroom suite with its own library with fireplace, dressing room with fireplace, and stunning bathroom with a claw-foot soaking tub, double vanity, and tiled shower. Off the kitchen is the year-round sun room or den, a butler's pantry, laundry, and 2-car heated garage. Upstairs you have 2 more bedrooms each with high-end bathrooms. Outside there are stone walls and patios and a charming fountain - all designed for relaxing. Plus a deck perfect for outdoor dining. There is a 4-bedroom septic system so one of the dens could be used as a bedroom. All this plus a newly paved driveway. Furniture and furnishings negotiable - beds, nightstands, couches, rugs, TVs, office furniture, and more.

View Property Details >

Lovely four bedroom on six acres of rolling hills and meadow. Portion of land held in conservation, Open floor plan with a large screened in porch. New Windows installed in 2019.

View Property Details >

You can "see for miles and miles and miles and miles" from this uniquely located Chilmark cottage that includes a deeded beach lot on South Beach...a $300,000 value! . 180 degree water views looking easterly over Chilmark Pond, to the Barrier Beach and beyond and westerly over the Atlantic to Nomans Land. Simply Stunning! Colorful Sunsets! The cottage is a cozy camp with beach stone fireplace; used seasonally. This is a "one of kind" south shore location that is not often available for purchase. Short walk to the shores of Chilmark Pond from the cottage where you can wade across, in the summer, to the boardwalk that leads to your private access to South Beach!

View Property Details >

This four bedroom, three bath home with ocean views and a private, south shore beach, is located on Rockrose Path off of Meetinghouse Road in Chilmark. This heated, year round house is sited on one and a half acres in a private setting with a large front yard and easy to care for landscaping. The open living room, dining area and kitchen have direct views to the Atlantic. The master bedroom and bath also have ocean views. The lower level of the home has one bedroom and one full bath (under construction), and plenty of storage space. This property is being sold with access to a private Atlantic Ocean beach, Thumb Cove, and access to a dock on Chilmark Pond for launching of a small boats, kayaks, and paddle boards. This home is being sold "as is"....bring your architect and builder for renovation and expansion plans! Furnishings available separately.

View Property Details >

One of the unique aspects of this hilltop home is it’s location at the top of a rise where it captures the stunning water views looking westerly over the Atlantic to Squibnocket point and the amazing sunsets. Connect with nature within the abutting Land Bank preserve. Several favorite vantage points are the new master suite/office again with those amazing views, the cathedral ceiling living room with gas wood stove and the expansive deck. Free wheeling with a beach Jeep included and a short drive to exclusive Lucy Vincent Beach.. Shed for storage, Out door shower, air conditioning and excellent rental history.

View Property Details >

OLD FIELD COMMUNITY, IN THE QUANSOO AREA OF THE TISBURY GREAT POND IN CHILMARK. 3 PRIVATE WOODED ACRES WITH POND VIEW OF THIS SMALL WATERFRONT ASSOCIATION COMMUNITY. LAND INCLUDES MULTIPLE DEEDED ACCESS TO BOTH THE GREAT POND BEACH AND ATLANTIC OCEAN DUNES BY BOAT. UNTOUCHED AREA OF LOWER CHILMARK FROM A TIME GONE BY! ENJOY THE SPORTING LIFE WITH SAILING, PADDLE BOARDS OR MOTOR BOATS.FROM THIS BUCOLIC NATURE RETREAT TO BUILD YOUR DREAM HOME. *SEPTIC PLAN APPROVED FOR 6 BEDROOMS ! !

View Property Details >

Private 3-acre wooded parcel on Middle Coomb Pond. Pond views and within walking distance to Tisbury Great Pond and Middle Coomb. Part of the Old Fields Community, ownership includes association common land and two deeded accesses to Tisbury Great Pond with some of the best clamming, fishing and boating in Chilmark. Boat across to the Atlantic Ocean. Privacy assured with the adjacent conservation land . Approved six bedroom septic design. The last of its kind!

View Property Details >

An opportunity to be right in the heart of Menemsha in one of the most iconic cottages over looking the harbor This sweet 2 bedroom home has been in the same family for generations. Some of you may remember Rasmus Klimm, famous local figure who displayed his wooden carvings and fishing floats on the shacks on the Harbor. This quintessential 770 square foot Chilmark cottage is right in the middle of it all. Walk to the beach, Dutcher’s Dock, The Galley, Homeport, fish markets and of course the famous sunsets. Breathe in the simplicity of what this sweet fishing village has to offer. This feels like a genuine escape. With all the summer amenities you need to enjoy Menemsha during the quiet of spring, the warmth off summer and the buzz of derby season. Special location and opportunity !

View Property Details >

CHARMING IN CHILMARK - WITH FULLY PERMITTED COMMERCIAL KITCHEN! Nestled among the rolling hills of Chilmark, this expanded Cape welcomes those who wish to retreat to its magical comfort. The thoughtful design captures the southern light traversing the first floor living area as the day unfolds. The Chef’s kitchen, open concept design and large deck allow for an exceptional space in which to entertain. Three outbuildings grace the property allowing for additional storage, gardening tools and a space for simple solitude, play or work. Just minutes away from Lucy Vincent and Squibnocket as well as Alley’s and the famous Liz Lemon at 7A. See additional details below.

View Property Details >

Unique opportunity to enjoy the Vineyard the way it use to be on this lovely country lane just steps from the Homeport and Menemsha Pond. Nestled in among vintage cottages this charming, fully renovated home offers all of the amenities buyers are looking for in an expanded Cape with three floors for entertaining family and summer guests. The home offers a beach theme design with its white beadboard wainscoting and offers rich wood floors, ceramic tile floors and baths. The home includes three spacious bedrooms and three full baths as well as a cozy sun room off the kitchen and a large finished basement. Winter water views from upstairs. This location offers your family and guests the unique ability to walk to a day at the beach, watch a Menemsha sunset, go to dinner and never have to get into a car or struggle to find a coveted parking space. Most Furnishings Included. There is over 600 additional sq feet of living space on the lower level that is not included in the square footage listed. Check out the 3D Virtual Tour.

View Property Details >

A quintessential Chilmark cottage offering gorgeous water views of Quitsa and Menemsha Ponds, access easements to both the Pond and Atlantic, and much more! The home’s renovated interior is recently refreshed, cute and charming, just right for your summer retreat. The exterior has undergone extensive upgrading, including a new roof completed in 2019. Also with an excellent rental history, this property offers a rare combination of proximity to beaches, views, and charming indoor/outdoor living spaces. An outstanding waterview offering - welcome to your up-island getaway!

View Property Details >

House and guest house on a hilltop sanctuary. The mid-century modern main house designed by Ronald Gourley offers open-living space with a glorious wall of windows that bring in dramatic light throughout the day. Main house has a first floor en suite master with private office space. Two upstairs bedrooms are connected by a loft hallway. The one-bedroom guest cottage is privately tucked away down the hill. Both houses offer expansive decks and outdoor showers. The large lower yard is hidden from the main road and surrounded by stone walls. Mature landscaping offers privacy and solitude.

View Property Details >