508-693-9100


Single Family Home For Sale in Chilmark #44509

Rooms/BR Baths SqF Lot size Price
10/6 5/1 3,758 4.00 AC $9,875,000

Set in a spectacular water view setting with private beach access, this exceptional coastal compound offers a rare blend of privacy, flexibility, and breathtaking scenery. The property is thoughtfully composed of a beautifully appointed main residence, a separate guest house, an artist’s studio, and a detached garage with an additional bedroom above — creating the ideal retreat for extended family, guests, or creative living.

Expansive water views are showcased throughout the property, with inviting indoor and outdoor spaces designed to capture the natural beauty of the shoreline. Whether enjoying morning coffee overlooking the water, entertaining on warm summer evenings, or taking a short stroll to the private dock on Chilmark Pond, or boating over to the private sandy Atlantic Ocean beach,every aspect of this property embraces relaxed year-round coastal living.

A truly unique offering, this compound presents an extraordinary opportunity to own a multi-generational retreat in an idyllic setting close to Chilmark town center as well as the conveniences of West Tisbury. The owners have plans for a pool and pool cabana if a new owner would like to pursue this, plan in documents attached to the listing.

Floor 1: Three bedrooms in the main house, two ensuite. Open living-dining area with gorgeous antique beams. Original wide plank hard wood flooring and wood burning fireplace with beautiful custom cabinetry frames the living room. There are doors off of the living room that lead to a private patio/outside dining area or on the South side there is a large deck and screened in porch overlooking the Atlantic Ocean and Chilmark pond. The kitchen is well equipped with a chefs stove and stainless steel appliances. All Waterworks hardware in the kitchen and baths. Off of a small alcove you enter into a den with high ceilings and open beams, large windows, a wood burning fireplace and a wet bar. Great for after dinner drinks or to cozy up for a movie.

Basement: Full basement in Main house

Other Buildings:

Second Dwelling: ESd

Lot: Manicured lawn, old stonewall, gardens, private patios, screened in porch


6 Wakeman Road, Chilmark MA 02535

Additional public info

  • Listing ID: 44509
  • Year Built: 1934
  • Flooring:
  • Foundation: yes
  • Water: Well
  • Heating: GFHA
  • Kitchen amenities

    Stove / Oven

    Indoor amenities

    A/C - Units/Splits Game / Media Room Washer / Dryer

    Outdoor amenities

    Deck Irrigation Outdoor Shower Patio Porch