USAMAChilmark16 South Rd
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$2,475,000

For Sale

2 months ago

16 South Rd, Chilmark, MA

House

MLS® 44181

4 Bed

0 Bath

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  • Key Facts
  • Description
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size -
Garage 
Taxes $4,100
Days Active 47
Lot Size 
Approx. Age 1885
MLS® Number 44181

Property Address: 16 South Rd, Chilmark, MA, 02535-2328

Average square foot calculated using Size range provided by listing agent.

Description

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.
MLS® Number44181
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
Garage
Approx. Age1885
BasementNew full basement with laundry under the 1989 addition. Partial full basement with mechanical room under the original house, remainder is crawl.
Drivewayplenty of off street parking
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Price History

-End Date
Not Sold YetSold Price

For Sale

Mar 9, 2026List Date
$2,475,000List Price
  • Commute

Commute

Starting Address
Destination Address
16 South Rd, Chilmark, MA

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