508-693-9100


Single Family Home For Sale in Chilmark #44126

Rooms/BR Baths SqF Lot size Price
11/5 5 2,266 0.50 AC $1,550,000

This versatile Chilmark property offers a rare combination of privacy, flexibility, and investment potential. The main residence features 4 bedrooms and 4 bathrooms, complemented by a detached 1-bedroom, 1-bath suite with an attached garage—ideal for guests, extended family, or rental income. Two separate parking areas provide ample space and convenience.

Abutting over 200 acres of protected conservation land of Menemsha Hills, the property enjoys a natural buffer along with direct access to scenic walking trails and some of Chilmark’s most iconic views. Ideally located just a short distance from Menemsha and Chilmark Center, it offers both seclusion and accessibility. Homeowners will also have access to Lucy Vinecent and Squibnocket beaches as Chilmark property owners.

With an established rental history and full winterization for year-round use, this home is well-suited for both personal enjoyment and income generation. For those seeking a foothold in one of Martha’s Vineyard’s most desirable towns, this is a compelling opportunity not to be missed.

Floor 1: Entryway leads to the living room, Dining room, Kitchen with a smaller dining area, first-floor bathroom, Laundry, and utility closet.

Floor 2: Up the stairs leads to 4 Bedrooms and 3 bathrooms, with a deck off the Primary suite

Floor 3: N/A

Basement: Slab

Other Buildings:

Second Dwelling: ESd

Lot: Yes


345 North Road, Chilmark MA 02535

Additional public info

  • Listing ID: 44126
  • Year Built: 1981
  • Flooring:
  • Foundation: Concrete Slab
  • Water: Well
  • Heating: Heat Pump
  • Kitchen amenities

    Stove / Oven

    Indoor amenities

    A/C, Heating - Central Washer / Dryer

    Outdoor amenities

    Deck Outdoor Shower Patio