FOR SALE: Chilmark Estate w/ Guest House at 4 Boulder’s End

FOR SALE: Chilmark Estate w/ Guest House at 4 Boulder’s End




Town: Chilmark, Martha’s Vineyard
Bedrooms: 5
Baths: 4
Square feet: 3,581
Acreage: 3.40 acres
Amenity: Guest House
Listed price: $1,395,000

Located in Chilmark down a private country road at 4 Boulders End, this 3-acre home is surrounded by rambling stone walls and lush gardens, and is perfect for that Martha's Vineyard up-island getaway.

As you approach the house, the sun-streaked wrap around deck and big shaded lawn indicate the relaxed feel that embodies the estate.

When you enter the house, the large open living area with vaulted ceilings grabs your attention. Spanning nearly the entire first floor, the expansive room has two seating areas, the dining room and kitchen. The space is well lit by massive bay windows which enhances the warm glow of the hardwood floors and open-beamed ceilings.

Great room

The beautiful and bright great room is ideal for entertaining with friends and family.

The open floor plan includes two seating areas seperated by the dining room that allows integrated yet seperate living spaces.

Living area (basement) main house

The living space beyond the dining room is casual and removed from the bustle of the kitchen.

Central Air and new kitchen are just some of the recent upgrades of this pristine home. The updated kitchen features all stainless appliances, beautiful tile floors, and granite countertops. A custom bar and island curves around the stove. Inventive custom cabinets maximize the space beautifully.


The functional custom bar offers the perfect location to eat breakfast or enjoy a drink.

Also on the first floor is a tranquil master bedroom with attached private bathroom. An additional bathroom and an office space are also located on the entry level.

Master Bedroom w: private bath and deck

The master bedroom has it's own deck and adjacent master bath.

Bathroom II

The master bathroom features a jetted tub with a view.

The second floor has two two guest bedrooms and a loft, providing the house ample sleeping space. It also has a bathroom with white wall panneling.

Br 3 main house

This sunny guest room provides lots of living space to its lucky visitors.


The bathroom upstairs has a distinctive sky light that fills the room with light.

The second floor also features a lofted guest room that overlooks the great room. A big skylight and additional windows ensure the space is naturally lit like the open space below.


The lofted guest room features a custom bedframe and wide book cases.

Loft view

The loft's balcony looks down to the vibrant space below.

The home features a lovely screened-in porch, ideal for enjoying lazy summer afternoons, plus a separate garage and workship and enclosed outdoor shower.

Outdoor shower

This outdoor shower surrounded by beautiful flowers.

Guest House

Guest house
The guest house.

A pathway meanders through the big lawn leading to the 800-square-foot guest house. The beamed ceilings make the open living room and dining room feel spacious, echoing the open floor plan of the main house.

Living room cottage

Big windows illuminate the wooden walls and ceilings, giving the cottage a rustic feel.

A galley kitchen, two bedrooms and a full bath make the guest house a great spot to hang out and is a wonderful place to provide guests privacy and reprieve.

Kitchen cottage

The efficient kitchen allows the cottage self-sufficiency for meals.

Overall, this relaxed estate makes for a wonderful location for multi-generational family activities, visiting friends or a welcoming vacation home. Listed at $1,395,000.

For More Information, or to ask for a showing, call David Lott at Vineyard Open House Real Estate: 203-270-9357 or contact him by email.

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