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16 South Road

Chilmark, MA

Details

Neighborhood
South

Bedrooms
4

Baths
3

Approx Sq Feet
2,350

Type
Single Family

Link Id
44181

Furnished
Un-Furnished

Year Built
1885

Lot Size
1.60 Acres

Summary

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.

Location

Additional Details

Features
Central A/C, Insulation, Mini-Split Heat/AC

Outdoor Features
Deck, Garden, Patio, Porch

Rooms
8

Flooring
hardwood and tile

Foundation
mixed-parital poured concrete, partial granite

Lead Paint Status
Unknown

Sewer
Septic

Water
Well

Zoning
RES

Floor 1 Description
Front and side foyer, two lounge areas, one with a masonry fireplace, cathedral ceiling and oversized for dining. A kitchen with a cathedral ceiling, and kitchen island, a full bath. A breaze way for additional storage of shoes, coats and sporting equipment. Two bedrooms.

Floor 2 Description
Two bedroom en-suites, each with their own bathroom.

Floor 3 Description
Attic space

Fridge
KitchenAid

Heat
Propane

Dryer
yes

First Floor Bedrooms
2

Fireplaces
yes

Tv
Cable

Washer
yes

Stove
Thermador

Dishwasher
Thermador

Basement Description
New full basement with laundry under the 1989 addition. Partial full basement with mechanical room under the original house, remainder is crawl.