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16 South Road, Chilmark

$2,475,000

Rare Chilmark compound with beach access, barn, horse stalls, and fenced pasture on 1.6 acres. Set just over the West Tisbury line, this restored 1885 farmhouse offers a compelling blend of authentic Vineyard character, modern comfort, and access to Chilmark’s coveted south shore beaches, including Lucy Vincent and Squibnocket. The property unfolds as a small country compound with a distinctly pastoral sensibility. A classic barn, two run-in horse stalls, a fenced field, and a coop support equestrian pursuits or a small gentleman’s farm—an increasingly uncommon offering in Chilmark at this price point. The open acreage invites outdoor living, from summer entertaining and gardening to quiet enjoyment of the surrounding landscape and privacy. Inside, the home balances antique charm with thoughtful updates. Four bedrooms and three full baths include two main-level bedrooms and two second-floor en-suite guest rooms, creating a comfortable and flexible layout for hosting family and friends. Living spaces are warm and inviting, with a masonry double fireplace, preserved period details, and an updated kitchen and baths. Recent improvements include HVAC, windows, insulation, and a five-bedroom septic system, offering flexibility for future expansion and barn renovation. Located steps from West Tisbury village, Alleys General Store, the library, the Yoga Barn, the Grange Hall and nearby conservation trails, the setting combines convenience with the privacy and natural beauty that define Chilmark. A distinctive Vineyard offering with uncommon versatility—equally suited as a summer retreat, year-round residence, or small-scale farmstead.

HIGHLIGHTS

Link ID 44181
Bedrooms 4
Baths 3
Rooms 8
Living Space 2350
Acreage 1.60

FEATURES AND AMENITIES

Link ID
44181
Price
$2,475,000
Baths
3
Rooms
8
Living Space
2350
Acreage
1.60
Zoning
RES
Water
Well
Sewer
Septic Tank
Heat
Propane
2025 Tax Assessment
$1,603,700
Building Assessment
$905,900
Land Assessment
$697,800
Estimated Taxes
$4,100
Outdoor Spaces
Deck
Garden
Patio
Porch
Year Built
1885
Fireplaces
Yes
Flooring
hardwood and tile
Listing Broker
Vineyard Village Realty

16 South Road, Chilmark

Copyright 2026 LINK MV. All rights reserved. Information deemed reliable but is not guaranteed.
Buyer note, 2% Land Bank fee.
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