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Welcome to 18 Homeward Way — a peaceful Chilmark retreat tucked off scenic North Road, just minutes from the storied fishing village of Menemsha. This rare 15-acre offering includes two buildable parcels, creating an extraordinary opportunity for a Vineyard compound. The impeccably maintained residence, built in 1986, radiates classic Vineyard charm. Its thoughtful single-level layout fosters both privacy and connection, with sunlit gathering spaces balanced by serene bedrooms. Wake to light streaming through mature trees, entertain on the patio, or meander through the landscaped grounds. An enchanting hillside sweeps down from the house to a private tennis court, adding to the property’s sense of retreat. Whether envisioned as a tranquil sanctuary or a generational estate, this exceptional property offers boundless potential — all with Chilmark’s pristine beaches and up-island amenities at your fingertips.

FIRST FLOOR DESCRIPTION
Open dining/living room area, Den, three season room and five bedrooms, two and one half baths

BASEMENT DESCRIPTION
Partial

OTHER BUILDINGS
Tennis Court

SECOND DWELLING
P/Sd

PARKING
Gravel drive and parking

Single Family Residence
Chilmark
18 Homeward Way
$4,695,000.00

LINK ID: 43717
Bedrooms: 5
Baths: 2
Half Baths: 1
Rooms: 9
Living Space: 3885
Acreage: 15.0000
Water Frontage: None
1st Floor Bedrooms 5

TO INQUIRE ABOUT THIS LISTING CLICK HERE.

Outdoor Spaces: Beach Access - Public, TennisPorch Screen,
Features: AC,MiniSplit
Year Built: 1986
Second Dwelling: Existing
Zoning: R3
Water: Well
Sewer: Septic Tank
Lead Paint: Unknown
Foundation : Irregular
Heat: Heat Pump
Fireplaces: 2 Wood Stoves
Yard Type: Landscaped yard
Flooring: Hardwood/tile/carpet
Stove: Yes
Washer: Yes
TV: Cable
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ALISAN LOHAN-CONWAY PROPERTIES MARTHA'S VINEYARD
Martha's Vineyard Real Estate Sales and Rentals

PO Box 2670, Edgartown, MA 02539
Phone: 508.627.1858 Fax: 508.696.7648

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